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10-formyl-dihydrofolate + NADPH + H+
10-formyl-tetrahydrofolate + NADP+
6-hydroxymethylpterin + NADPH
6-hydroxymethyl-7,8-dihydropterin + NADP+
-
-
-
-
?
6-methylpterin + NADPH
6-methyl-7,8-dihydropterin + NADP+
-
-
-
-
?
7,8-dihydrobiopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
7,8-dihydrofolate + acetylpyridine adenine nucleotide, reduced
5,6,7,8-tetrahydrofolate + acetylpyridine adenine nucleotide, oxidized
-
-
-
?
7,8-dihydrofolate + NADH + H+
5,6,7,8-tetrahydrofolate + NAD+
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
8-methylpterin + NADPH
8-methyl-7,8-dihydropterin + NADP+
biopterin + NADPH + H+
7,8-dihydrobiopterin + NADP+
reaction of EC 1.5.1.33
-
-
?
D-erythro-7,8-neopterin + NADPH
?
-
low activity
-
-
?
D-threo-neopterin + NADPH
?
-
low activity
-
-
?
dihydrobiopterin + NADPH
? + NADP+
-
10% of the activity with 7,8-dihydrofolate
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
dihydropteroate + NADPH
?
-
-
-
-
?
dihydrosarcinapterin + NADPH + H+
tetrahydrosarcinapterin + NADP+
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
folate + NADPH + H+
7,8-dihydrofolate + NADP+
L-erythro-neopterin + NADPH
?
-
-
-
-
?
L-threo-7,8-dihydroneopterin + NADPH
?
-
low activity
-
-
?
L-threo-neopterin + NADPH
?
-
-
-
-
?
pterin + NADPH
7,8-dihydropterin + NADP+
-
low activity
-
-
?
xanthopterin + NADPH
?
-
low activity
-
-
?
additional information
?
-
10-formyl-dihydrofolate + NADPH + H+
10-formyl-tetrahydrofolate + NADP+
-
-
-
?
10-formyl-dihydrofolate + NADPH + H+
10-formyl-tetrahydrofolate + NADP+
the enzyme is involved in the folate recycling pathway
-
-
?
10-formyl-dihydrofolate + NADPH + H+
10-formyl-tetrahydrofolate + NADP+
-
-
-
?
10-formyl-dihydrofolate + NADPH + H+
10-formyl-tetrahydrofolate + NADP+
the enzyme is involved in the folate recycling pathway
-
-
?
7,8-dihydrobiopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
-
-
-
?
7,8-dihydrobiopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
-
-
-
?
7,8-dihydrobiopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
high activity, see also EC 1.5.1.33
-
-
?
7,8-dihydrofolate + NADH + H+
5,6,7,8-tetrahydrofolate + NAD+
-
-
-
-
r
7,8-dihydrofolate + NADH + H+
5,6,7,8-tetrahydrofolate + NAD+
-
-
-
-
r
7,8-dihydrofolate + NADH + H+
5,6,7,8-tetrahydrofolate + NAD+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
?, r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
maintainance of adequate levels of fully reduced folate in metabolism of proliferating cells
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
directly correlated with thymidylate synthesis
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
maintainance of adequate levels of fully reduced folate in metabolism of proliferating cells
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
key enzyme in biosynthesis of purines, pyrimidines and several amino acids
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
enzyme plays important role in nucleotide biosynthesis
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
maintainance of adequate levels of fully reduced folate in metabolism of proliferating cells
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
reverse reaction at only one tenth of forward reaction
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
clear evidence against dihydrofolate substrate channeling in the bifunctional thymidylate synthase-dihydrofolate reductase
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
strongly specific for
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
ir
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
ir
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
?, r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
kinetic mechanism
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
cannot use NADH as reducing agent
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
maintainance of adequate levels of fully reduced folate in metabolism of proliferating cells
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
water can serve as the Bronsted acid for the protonation of N5 of dihydrofolate during DHFR catalyzed reduction
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
Halalkalibacterium halodurans
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
Halalkalibacterium halodurans C-125
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
strongly specific for
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
enzyme content of methotrexate-insensitive cell line VA2-B is 200fold higher than that of sensitive cell line HeLa BU-25 due to production of alternate enzyme type
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
key role in thymidylate biosynthesis
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
ir
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
bifunctional enzyme DHFR-thymidylate synthase
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
?, r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
ir
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
ir
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
Pigeon
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
Pigeon
-
-
-
-
ir
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
DHFR activity is not essential for virus replication
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
protozoa
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
protozoa
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
ir
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
at neutral pH the forward reaction is favored
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium strongly favors tetrahydrofolate production
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
equilibrium constant: 320000000000
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
maintainance of adequate levels of fully reduced folate in metabolism of proliferating cells
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
at pH 7 hydride transfer is at least partially rate limiting for temperatures below 50°C, at higher temperatures hydride transfer is faster than the steady state
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
DHFR catalyzes hydride transfer from the cofactor NADPH to 7,8-dihydrofolate to produce tetrahydrofolate requiring electrostatic complementarity between the enzyme and the transition state
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
the enzyme is involved in the folate recycling pathway
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
the enzyme is involved in the folate recycling pathway
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
Halalkalibacterium halodurans
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
Halalkalibacterium halodurans C-125
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
assay at 37°C
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
the reaction is essential in DNA synthesis
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
the conserved residues Leu28, Val31, Ile50 and Leu54 forming a hydrophobic pocket in the enzyme are the binding site for the p-aminobenzamide moiety of the substrate dihydrofolate
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
Tequatrovirus T4
-
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
r
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
best substrate
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
7,8-dihydrofolate + NADPH + H+
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
8-methylpterin + NADPH
8-methyl-7,8-dihydropterin + NADP+
-
-
subsequently reduced more slowly and incompletely to 8-methyl-5,6,7,8-tetrahydropterin
?
8-methylpterin + NADPH
8-methyl-7,8-dihydropterin + NADP+
-
-
subsequently reduced more slowly and incompletely to 8-methyl-5,6,7,8-tetrahydropterin
?
8-methylpterin + NADPH
8-methyl-7,8-dihydropterin + NADP+
-
-
subsequently reduced more slowly and incompletely to 8-methyl-5,6,7,8-tetrahydropterin
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
r
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
?
dihydrofolate + NADPH + H+
tetrahydrofolate + NADP+
-
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
no activity
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
no activity
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
no activity
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
no activity
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
no activity
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
slow rate
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
bifunctional enzyme DHFR-thymidylate synthase
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
at a slow rate, reaction not catalyzed by all dihydrofolate reductases
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
slow rate
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
no activity
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
no activity
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
-
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
slow rate
-
?
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
-
activity only at acidic pH around 4.5
-
?
folate + NADPH + H+
7,8-dihydrofolate + NADP+
-
-
-
?
folate + NADPH + H+
7,8-dihydrofolate + NADP+
-
-
-
?
additional information
?
-
a bifunctional enzyme with dihydrofolate reductase and thymidylate synthase activities, overview
-
-
?
additional information
?
-
-
a bifunctional enzyme with dihydrofolate reductase and thymidylate synthase activities, overview
-
-
?
additional information
?
-
-
equilibrium strongly favors tetrahydrofolate production
-
-
?
additional information
?
-
-
key enzyme in the biosynthesis of purines, pyrimidines and several amino acids
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
key enzyme in the biosynthesis of purines, pyrimidines and several amino acids
-
-
?
additional information
?
-
-
equilibrium strongly favors tetrahydrofolate production
-
-
?
additional information
?
-
-
no activity with 7,8-dihydrobiopterin and biopterin
-
-
?
additional information
?
-
-
no activity with folate, sepiapterin, isoxanthopterin, leucopterin
-
-
?
additional information
?
-
-
in Cryptosporidium, DHFR and thymidylate synthase are present as a bifunctional enzyme, DHFR-TS
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
3-acetylpyridine adenine dinucleotide + dihydrofolate: rapid equilibrium random mechanism
-
-
?
additional information
?
-
-
NADPH + dihydrofolate: steady-state random mechanism
-
-
?
additional information
?
-
enzyme activity decreases with increasing pressure. The Km values for dihydrofolate and NADPH are slightly higher at 200 MPa than at atmospheric pressure. The hydride transfer step is insensitive to pressure, while the dissociation constants of substrates and cofactors increase with pressure
-
-
?
additional information
?
-
-
enzyme activity decreases with increasing pressure. The Km values for dihydrofolate and NADPH are slightly higher at 200 MPa than at atmospheric pressure. The hydride transfer step is insensitive to pressure, while the dissociation constants of substrates and cofactors increase with pressure
-
-
?
additional information
?
-
free energy perturbation with molecular dynamics simulations of dihydrofolate reductase in complex with dihydrofolate. In the Michaelis complex the pKa is modulated by the Met20 loop fluctuations, providing the largest pKa shift in substrates with a tightly closed loop conformation, in the partially closed/open substrates, the pKa is similar to that in the occluded complex. Conducive to the protonation, tightly closing the Met20 loop enhances the interactions of the cofactor and the substrate with the Met20 side chain and aligns the nicotinamide ring of the cofactor coplanar with the pterin ring of the substrate
-
-
?
additional information
?
-
-
free energy perturbation with molecular dynamics simulations of dihydrofolate reductase in complex with dihydrofolate. In the Michaelis complex the pKa is modulated by the Met20 loop fluctuations, providing the largest pKa shift in substrates with a tightly closed loop conformation, in the partially closed/open substrates, the pKa is similar to that in the occluded complex. Conducive to the protonation, tightly closing the Met20 loop enhances the interactions of the cofactor and the substrate with the Met20 side chain and aligns the nicotinamide ring of the cofactor coplanar with the pterin ring of the substrate
-
-
?
additional information
?
-
-
equilibrium strongly favors tetrahydrofolate production
-
-
?
additional information
?
-
both dihydrolfolate reductase and thymidylate synthase are substrates for UBC9-catalyzed modification with small ubiquitin-like modifier-1
-
-
?
additional information
?
-
-
dihydrofolate reductase is a substrate of ubiquitin ligase MDM2. MDM2 binds directly to dihydrofolate reductase and catalyzes its monoubiquitination. It reduces dihydrofolate reductase activity in a p53-independent manner, but has no effect on the steady-state level of expression. the ability of MDM2 to inhibit dihydrofolate reductase deoends on an active MDM2 RING-finger domain
-
-
?
additional information
?
-
-
no activity with pterins
-
-
?
additional information
?
-
-
dihydrofolate reductase deficient mutant needs thymidine for growth, pathway overview
-
-
?
additional information
?
-
-
knockout mutants with either no pteridine reductase or dihydrofolate reductase activity revealed in comparison to wild-type that 90% of the cellular dihydrofolate reduction activity belongs to DHFR and 10% of the cellular dihydrofolate reductase activity belongs to pteridine reductase
-
-
?
additional information
?
-
-
assay method development
-
-
?
additional information
?
-
substrate binding site analysis, overview
-
-
?
additional information
?
-
-
substrate binding site analysis, overview
-
-
?
additional information
?
-
-
no activity with 7,8-dihydrobiopterin and biopterin
-
-
?
additional information
?
-
-
equilibrium strongly favors tetrahydrofolate production
-
-
?
additional information
?
-
molecular mechanism of the distinct differences in substrate channeling behavior between Toxoplasma gondii TS-DHFR and Cryptosporidium hominis TS-DHFR, overview
-
-
?
additional information
?
-
-
molecular mechanism of the distinct differences in substrate channeling behavior between Toxoplasma gondii TS-DHFR and Cryptosporidium hominis TS-DHFR, overview
-
-
?
additional information
?
-
the bifunctional folate and pyrimidine-metabolising enzyme dihydrofolate reductase-thymidylate synthase dihydrofolate reductase-thymidylate synthase is expressed from a single gene as a homodimer comprising of an N-terminal DHFR domain fused via a linker peptide to a thymidylate synthase domain at the C-terminus
-
-
?
additional information
?
-
-
the bifunctional folate and pyrimidine-metabolising enzyme dihydrofolate reductase-thymidylate synthase dihydrofolate reductase-thymidylate synthase is expressed from a single gene as a homodimer comprising of an N-terminal DHFR domain fused via a linker peptide to a thymidylate synthase domain at the C-terminus
-
-
?
additional information
?
-
no activity with folic acid and the structurally related pterins (biopterin, dihydrobiopterin, sepiapterin and neopterin) as substrates by enzyme DHFR-TS
-
-
?
additional information
?
-
-
no activity with folic acid and the structurally related pterins (biopterin, dihydrobiopterin, sepiapterin and neopterin) as substrates by enzyme DHFR-TS
-
-
?
additional information
?
-
the bifunctional folate and pyrimidine-metabolising enzyme dihydrofolate reductase-thymidylate synthase dihydrofolate reductase-thymidylate synthase is expressed from a single gene as a homodimer comprising of an N-terminal DHFR domain fused via a linker peptide to a thymidylate synthase domain at the C-terminus
-
-
?
additional information
?
-
no activity with folic acid and the structurally related pterins (biopterin, dihydrobiopterin, sepiapterin and neopterin) as substrates by enzyme DHFR-TS
-
-
?
additional information
?
-
although presumably not its primary physiological functions, this SDR pteridine reductase also exhibits dihydrofolate reductase (DHFR) activity in vitro. Substrate specificity, overview. No activity with biopterin and folate
-
-
-
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(-)-epigallocatechin gallate
-
competitive to 7,8-dihydrofolate, formation of a slow dissociation ternary complex by the reaction of NADPH with the enzyme-inhibitor complex. Ionization state of E30 is critical for inhibitory activity
(1E)-1-[4-[(3,5-dichloropyridin-4-yl)oxy]phenyl]ethanone thiosemicarbazone
-
-
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
(2,5-dimethyl-1,4-phenylene)bis(methylene) bis(N-[amino(imino)methyl](imidothiocarbamate))
50% inhibition at 0.000075 mM
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)glutamic acid
16fold selectivity for Leishmania major enzyme over human enzyme
-
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)leucine
84fold selectivity for Leishmania major enzyme over human enzyme
-
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)phenylalanine
87fold selectivity for Leishmania major enzyme over human enzyme
-
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)tryptophan
10fold selectivity for Leishmania major enzyme over human enzyme
-
(2E)-1-(1-cyclohexylphthalazin-2(1H)-yl)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-(1-phenoxyphthalazin-2(1H)-yl)prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-(1-phenylphthalazin-2(1H)-yl)prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(2-methylphenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3,3,3-trifluoropropyl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3,5-dimethylphenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3-fluorophenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3-methylbut-2-en-1-yl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3-methylbutyl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-fluorophenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-methoxyphenoxy)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-methylphenoxy)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-methylphenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(hexan-3-yl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(propan-2-yl)phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-[4-(trifluoromethoxy)phenoxy]phthalazin-2(1H)-yl]prop-2-en-1-one
-
(2S)-2-((4-[(2-amino-6-ethyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl)amino)pentanedioic acid
50% inhibition at 0.00042 mM, additionally inhibitory on thymidylate synthase
(2S)-2-((4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)thio]benzoyl)amino)pentanedioic acid
50% inhibition at 0.0021 mM, additionally inhibitory on thymidylate synthase
(2S)-2-[(4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)phenyl)formamido]pentanedioic acid
i.e, methotrexate, A DHFR inhibitor, binds at the DHFR active site
(2S)-2-[(5-{methyl[(2-methyl-4-oxo-3,4-dihydroquinazolin-6-yl)methyl]amino}thiophen-2-yl)formamido]pentanedioic acid
-
in low-folate medium, up to 300-fold increase of inhibitory activity
(4-(1-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]ethyl)phenyl)methanol
(E)-1-(1-cyclopropyl-6,7-dimethoxyphthalazin-2(1H)-yl)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)prop-2-en-1-one
-
-
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-(4-methoxyphenyl)phthalazin-2(1H)-yl)prop-2-en-1-one
-
-
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-phenylphthalazin-2(1H)-yl)prop-2-en-1-one
-
-
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
-
-
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(6,7-dimethoxy-1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
-
-
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(6,7-dimethyl-1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
-
-
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
1,1'-{6-[(4-nitrophenyl)amino]-1,3,5-triazine-2,4-diyl}bis(4-benzylpyrazinediium)
-
minimal inhibitory concentration: 0.003536 mM
1,1'-{6-[(4-nitrophenyl)amino]-1,3,5-triazine-2,4-diyl}bis(4-methylpyrazinediium)
-
minimal inhibitory concentration: 0.002418 mM
1,1'-{6-[(4-nitrophenyl)amino]-1,3,5-triazine-2,4-diyl}bis(4-phenylpyrazinediium)
-
minimal inhibitory concentration: 0.018 mM
1,3-phenylenebis(methylene) bis(N-[amino(imino)methyl](imidothiocarbamate))
50% inhibition at 0.000075 mM
1,4-bis-([N-(1-imino-1-guanidino-methyl)]sulfanylmethyl)-3,6-dimethyl-benzene
binding of the inhibitor has both a favorable entropy and enthalpy of binding. Positive binding cooperativity between inhibitor and the cofactor NADPH. Binding of inhibitor to DHFR is 285fold tighter in the presence of the NADPH cofactor than in its absence
1,4-phenylenebis(methylene) bis(N-[amino(imino)methyl](imidothiocarbamate))
-
1,6-bis-(4-fluoro-phenyl)-[1,3,5]triazine-2,4-diamine
-
IC50: 0.011 nM, 0.03 mM 7,8-dihydrofolate
1-(3,4-dichlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
competitive inhibition
1-(3,4-dichlorophenyl)-6-(4-nitrophenyl)-1,6-dihydro-1,3,5-triazine-2,4-diamine
competitive inhibition
-
1-(3-([(2,4-diaminopteridin-6-yl)methyl]amino)phenyl)ethanol
1-(3-ethoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
1-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
1-(4-chlorophenyl)-6-methyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
competitive inhibition
-
1-(4-chlorophenyl)-6-propyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
competitive inhibition
-
1-(4-ethoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
1-(4-methoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
competitive inhibition
-
1-(4-nitrophenyl)-3-[4-[4-[(4-nitrophenyl)carbamoylamino]phenoxy]phenyl]urea
NSC80735, complete inhibition at 1 mM
1-([N-(1-imino-guanidino-methyl)]sulfanylmethyl)-3-trifluoromethyl-benzene
binding of the inhibitor has both a favorable entropy and enthalpy of binding. Positive binding cooperativity between inhibitor and the cofactor NADPH. Binding of inhibitor to DHFR in the absence of NADPH is not observed
1-N,4-N-bis(4-aminophenyl)benzene-1,4-dicarboxamide
NSC55152, complete inhibition at 1 mM
1-[3-(3,4-dichlorophenoxy)propyloxy]-5-isopropylbiguanide
-
i.e. PS-16
1-[3-(4-chlorophenoxy)propyloxy]-5-isopropylbiguanide
-
i.e. PS-33
1-[3-(aminomethyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
1-[3-chloro-4-(5-phenylpentyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
uncompetitive versus NADPH, competitive versus 7,8-dihydrofolate
1-[4-(aminomethyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
1-[4-(dimethylamino)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
1-[4-[4-(2,4-dichlorophenyl)butyl]phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
11H-benzo[b][1]benzazepine
NSC123458, 87% inhibition at 1 mM
2,2'-({6-[(4-nitrophenyl)amino]-1,3,5-triazine-2,4-diyl}diimino)diethanol
-
minimal inhibitory concentration: 0.149 mM
2,3-bis(hydrazino)quinoxaline
-
-
2,4,6-Trinitrobenzenesulfonic acid
-
-
2,4-diamino-5,6-dihydro-6,6-dimethyl-5-(4'-methoxyphenyl)-s-triazine
-
-
2,4-diamino-5-((R)-3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
2,4-diamino-5-((S)-3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
2,4-diamino-5-(3-(2,5-dimethoxyphenyl)prop-1-ynyl)-6-ethylpyrimidine
i.e. UCP120B, potent enzyme inhibitor of DHFR and bacterial growth, three-dimensional solution structure of the ternary complex with enzyme and NADPH cofactor determined by NMR from 20 mM TES, 50 mM KCl, 10 mM DTT, and 0.5 mM EDTA solution containing 2 mM of each ligand, comparison to the crystal structure of the ternary complex, overview. Analysis of structure and dynamics of the binary inhibitor-enzyme complex
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)but-1-ynyl)pyrimidine
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine
2,4-diamino-5-(3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine
2,4-diamino-5-(3-phenylprop-1-ynyl)-6-ethylpyrimidine
2,4-Diamino-5-adamantylpyrimidine
2,4-Diamino-5-benzylpyrimidines
-
-
2,4-diamino-5-isopropyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
-
-
2,4-diamino-5-isopropyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
2,4-diamino-5-methyl-butylpyrido[2,3-d]pyrimidine
-
-
2,4-Diamino-5-phenyl-s-triazines
-
-
2,4-diamino-5-propyl-6-(1'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
-
-
2,4-diamino-5-propyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
2,4-diamino-5-[(R)-3-(3-methoxy-5-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[(S)-3-(3-methoxy-5-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(2,3-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-npropylpyrimidine
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]pyrimidine
2,4-diamino-5-[3-(2-methoxy-5-phenylphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
2,4-diamino-5-[3-(2-phenyl-5-methoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)-3-methylbut-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)pent-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
2,4-diamino-5-[3-(3-methoxy-4-(2,6-diisopropylphenyl)phenyl)-but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-4-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-4-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-4-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(2,6-diisopropylphenyl)phenyl)-but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3-methoxy-5-(3,5-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3-methoxy-5-(4-methoxyphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3-methoxy-5-(4-tertbutylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3-methoxy-5-(6-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
2,4-diamino-5-[3-(3-methoxy-5-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-6-(2-hydroxydibenz[b,f]azepin-5-yl)methylpteridine
crystallization data
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
2,4-diamino-6-[(3',4',5'-trichloroanilino)methyl]pyrido[2,3-d]pyrimidine
2,4-diamino-6-[N-(2,3,5-trichlorobenzyl)-N-ethylamino]quinazoline
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-cyclopropyl methylamino]quinazoline
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-ethylamino]quinazoline
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-propylamino]quinazoline
2,4-diamino-6-[N-(alpha-naphthyl)-N-ethylamino]quinazoline
2,4-diamino-6-[N-(benzyl)-N-ethylamino]quinazoline
2,4-diamino-6-[N-(beta-naphthyl)-N-cyclopropyl methylamino]-quinazoline
2,4-diamino-6-[N-(beta-naphthyl)-N-ethylamino]quinazoline
2,4-diamino-6-[N-(beta-naphthyl)-N-propylamino]quinazoline
2,4-Dimamino-6-butylpyrido[2,3-d]pyrimidine
-
-
2-(2-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)ethoxy)ethanol
2-(2-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)[1-(naphthalen-1-yl)ethyl]amino)ethoxy)ethanol
-
2-(3-(2-(hydroxyimino)-2-(pyridine-4-yl)-6,7-dimethylquinoxalin-2-yl)-1-(pyridine-4-yl)ethanone) oxime
i.e. 373265, a dual-site inhibitor, that targets both the substrate and cofactor binding site, docking modelling, overview
2-amino-4-oxo-4,7-dihydro-pyrrolo[2,3-d]pyrimidine-methyl-phenyl-L-glutamic acid
potent enzyme inhibitor with anti-cryptosporidial activity in cell culture, chemical synthesis, overview. The inhibitor forms several hydrogen bonds and van der Waals interactions with the DHFR active site residues, binding close to the nicotinamide ring of NADPH. The carbonyl oxygens of the catalytic D32 hydrogen bond with N3 of the inhibitor forming a fork that holds the inhibitor in optimal position bound to the enzyme
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
2-amino-5-(4-bromobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
-
2-amino-5-(4-chlorobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
-
2-amino-5-(4-methoxybenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
-
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
2-amino-6-(4-bromophenyl)-7-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol
-
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
2-amino-6-methyl-5-(4-nitrobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
-
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
2-amino-6-methyl-5-[4-(trifluoromethoxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
-
2-amino-8-(1,3-benzodioxol-5-yl)-9-phenyl-1,9-dihydro-6H-purin-6-one
synthesis, overview
2-amino-8-(2-hydroxyphenyl)-9-phenyl-9H-purin-6-ol
-
2-amino-8-(4-methylphenyl)-9-phenyl-9H-purin-6-ol
-
2-amino-9-phenyl-8-(3,4,5-trimethoxyphenyl)-9H-purin-6-ol
-
2-amino-9-phenyl-8-[4-(propan-2-yl)phenyl]-9H-purin-6-ol
-
2-hydroxy-5-nitrobenzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.0151 mM
2-methoxybenzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.0033 mM
2-[(2-ethoxyethyl)sulfanyl]-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrilemonohydrate
-
docking score is -7.34 kcal/mol, interacts with Arg70, and Gln35, water-mediated interactions with Asn4
-
2-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]ethanol
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]-2-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethanol
2-[(E)-([2-amino-4-methoxy-6-(phenylamino)pyrimidin-5-yl]imino)methyl]phenol
synthesis, overview
2-[[(4-nitrophenyl)methyl]sulfanyl]-6-oxo-4-propyl-1,6-dihydropyrimidine-5-carbonitrile
-
docking score is -8.53 kcal/mol, interacts with Gln35, Asn64, and Ser59 via water, and with Val115, Phe34, Phe31
-
2-[[(4-[[(2-amino-4-oxo-3,4-dihydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]phenyl)carbonyl]amino]hexanedioic acid
-
-
2-[[1-(3-chlorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl]carbonyl]-N-prop-2-en-1-ylhydrazinecarbothioamide
-
-
3,4-dichlorobenzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.0037 mM
3,5-bis(trifluoromethyl)benzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.0056 mM
3-((3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy)methyl)benzoic acid
3-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)propanoic acid
-
3-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)[1-(naphthalen-1-yl)ethyl]amino)propanoic acid
-
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
3-(2-(3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy)phenyl)propanoic acid
i.e. P218, a registered candidate drug in human clinical trial
-
3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)benzonitrile
-
3-(trifluoromethyl)benzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.0043 mM
3-([(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]amino)-4-(2,5-dimethoxyethoxy)phenol
-
ratio of IC50 of human to Mycobacterium tuberculosis enzyme 7.6
3-benzyl-6-[(3,4-dimethoxybenzyl)(methyl)amino]-2-(methylsulfanyl)quinazolin-4(3H)-one
-
50% inhibition at 0.001 mM
3-benzyl-6-[(4-methoxybenzyl)(methyl)amino]-2-(methylsulfanyl)quinazolin-4(3H)-one
-
50% inhibition at 0.0005 mM
3-heptyl-4-hydroxy-1H-naphthalen-2-one
-
IC50: 0.48 mM, 0.03 mM 7,8-dihydrofolate
3-methoxybenzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.0038 mM
3-O-(3,4,5-trimethoxybenzoyl)-(-)-epicatechin
-
i.e. TMECG, synthesis of a trimethoxy derivative of epicatechin-3-gallate, which shows high antiproliferative and proapoptotic activity against melanoma. It is a prodrug that is selectively activated by the specific melanocyte enzyme tyrosinase. Upon activation, the compound generates a stable quinone methide product that strongly inhibits dihydrofolate reductase in an irreversible manner. The treatment of melanoma cells affects cellular folate transport and the gene expression of DHFR
3-[(3-(3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl)prop-2-yn-1-yl)oxy]benzoic acid
ratio of IC50 values human/Trypanosoma enzyme is 77
3-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
ratio of IC50 values human/Trypanosoma enzyme is 77
3-[[(4-chlorophenyl)sulfonyl]methyl]-N'-hydroxybenzenecarboximidamide
-
-
4,5-dideoxy-5-(2,6-diamino-5-phenylpyrimidin-4-yl)-D-erythro-pentitol
-
selective inhibition, little effect on human or yeast enzyme
4,6-di(5,8-dihydro-1,7-naphthyridin-7(6H)-yl)-N-(4-nitrophenyl)-1,3,5-triazin-2-amine
-
minimal inhibitory concentration: 0.020 mM
4,6-di(morpholin-4-yl)-N-(4-nitrophenyl)-1,3,5-triazin-2-amine
-
minimal inhibitory concentration: 0.0258 mM
4,6-Diamino-1,2-dihydro-2,2-dimethyl-1-(phenylalkylphenyl)-s-triazines
-
bearing a terminal sulfonyl fluoride
4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)-N-(4-sulfamoylphenethyl)-benzamide
-
4-((2,4-diaminopteridin-6-yl)methylamino)-N-(4-sulfamoylphenethyl)benzamide
-
4-((2,4-diaminopteridin-6-yl)methylamino)benzenesulfonamide
-
4-((2,4-diaminopteridin-6-yl)methylamino)benzenesulfonic acid
-
4-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)butanoic acid
4-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)[1-(naphthalen-1-yl)ethyl]amino)butanoic acid
-
4-((5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl)ethynyl)benzoic acid
4-(2-(4-((2,4-diaminopteridin-6-yl)methylamino)benzamido)ethyl) benzenesulfonic acid
-
4-(2-methylpropyl)-2-[[(4-nitrophenyl)methyl]sulfanyl]-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
-
docking score is -8.34 kcal/mol, interacts with Gln35, Asn64, and Val8 via water
-
4-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)phenol
competitive inhibition
-
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
4-(benzyloxy)benzaldehyde thiosemicarbazone
-
-
4-(N-[(2,4-Diamino-6-pteridyl)methyl]-N-methylamino)benzoate
-
-
4-(trifluoromethyl)benzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.013 mM
4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoic acid
4-([5-[(2,4-diaminopteridin-6-yl)methyl]-5H-dibenzo[b,f]azepin-2-yl]oxy)butane-1,1-diol
O-(3-carboxypropyl) inhibitor, crystallization data
4-benzyl-N-[3-benzyl-2-(methylsulfanyl)-4-oxo-3,4-dihydroquinazolin-6-yl]benzenesulfonamide
-
50% inhibition at 0.008 mM
4-bromo-N-[2-(methylthio)-4-oxo-3-phenyl-3,4-dihydroquinazolin-6-yl]benzenesulfonamide
-
50% inhibition at 0.002 mM
4-chloro-N-[4-(hydroxycarbamimidoyl)benzyl]benzamide
-
-
4-methylbenzyl N-[amino(imino)methyl]imidothiocarbamate
50% inhibition at 0.0126 mM
4-[(3,5-dichloropyridin-4-yl)oxy]-N'-hydroxybenzenecarboximidamide
-
-
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
4-[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)benzamido]benzene-1-sulfonyl fluoride
contains a fluorosulfonylphenylaminocarbonyl substitution at R2 on 1-phenyl-6,6-dimethyl-1,3,5-triazine-2,4-diamine ring, and shows the unique behavior of tight-binding and average inhibition, uncompetitive versus NADPH, competitive versus 7,8-dihydrofolate
4-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenoxy]butanoic acid
50% inhibition of growth in culture at 0.00060 mM
4-[4,6-diamino-2-(4-chlorophenyl)-1,3,5-triazin-1(2H)-yl]benzene-1-sulfonamide
-
4-[4-[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]butyl]benzenesulfonyl fluoride
uncompetitive versus NADPH, competitive versus 7,8-dihydrofolate
4-[6-[4-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]hexyl]benzenesulfonyl fluoride
uncompetitive versus NADPH, competitive versus 7,8-dihydrofolate
4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy]benzaldehyde thiosemicarbazone
-
-
5,5'-dithiobis(2-nitrobenzoate)
5,6,7,8-tetrahydrofolate
-
non-competitive product inhibition
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
5-(3,4,5-trimethoxy-benzyl)-pyrimidine-2,4-diamine
-
IC50: 18 nM, 0.03 mM 7,8-dihydrofolate
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
5-(3-chlorophenyl)-6-(3-phenylpropyl)pyrimidine-2,4-diamine
-
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
5-(4-chlorophenyl)-1,3,5-triazaspiro[5.5]undeca-1,3-diene-2,4-diamine
competitive inhibition
-
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
5-(4-chlorophenyl)-6-phenylpyrimidine-2,4-diamine
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
5-(methoxymethyl)-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-ethyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
5-ethyl-6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)pyrido[2,3-d]pyrimidine-2,4-diamine
5-ethyl-6-[(4-methoxyphenyl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
5-ethyl-6-[(4-nitrophenyl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
5-ethyl-6-[(naphthalen-1-yl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
5-ethyl-6-[(naphthalen-2-yl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
5-ethyl-6-[(quinolin-8-yl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
5-ethyl-6-[[(2-methoxy-5-methylphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
5-fluorodeoxyuridine monophosphate
-
5-methoxy-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
5-methyl-6-[(1,2,3,4-tetrahydronaphthalen-1-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(5,6,7,8-tetrahydronaphthalen-1-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(naphthalen-1-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(naphthalen-1-ylsulfanyl)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(naphthalen-2-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(naphthalen-2-ylsulfanyl)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
5-methyl-6-[(pyren-1-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(quinolin-3-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(quinolin-5-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[(quinolin-6-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
5-methyl-6-[[(3,4,5-trimethoxyphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
5-methyl-6-[[(3-methylphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
5-methyltetrahydrofolate
-
-
5-nitro-6-methylamino-isocytosine
inhibitor of dihydropteroate synthase, also acts on dihydrofolate reductase
5-phenyl-6-((3R,4S)-3,4,5-trihydroxypentyl)pyrimidine-2,4-diamine
-
selective inhibition of Mycobacterium tuberculosis enzyme, little effect on human or yeast enzyme
5-[(E)-benzylideneamino]-6-methoxy-N4-phenylpyrimidine-2,4-diamine
-
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
5-[3-(2,5-dimethoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-propylpyrimidine-2,4-diamine
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
5-[3-(2-methoxy-2',6'-dimethylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(2-methoxy-2'-methylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-(3-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy-2',6'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy-2'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy-3',5'-dimethyl[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-(5-methoxy[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-(biphenyl-3-yl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenoxy]pentanoic acid
50% inhibition of growth in culture at 0.00167 mM
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
6,6-dimethyl-1-(4-methylphenyl)-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
6,6-dimethyl-1-[3-(4-phenylbutyl)phenyl]-1,6-dihydro-1,3,5-triazine-2,4-diamine
uncompetitive versus NADPH, competitive versus 7,8-dihydrofolate
6,7-bis(4-aminophenyl)pteridine-2,4-diamine
NSC61642
6,7-dimethyl-5,6,7,8-tetrahydro-quinazoline-2,4-diamine
-
IC50: 790 nM, 0.03 mM 7,8-dihydrofolate
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
6-((5-methoxy-2-methylphenylamino)methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-(([4-chlorotricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]amino)methyl)pteridine-2,4-diamine
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
6-(4-trifluoromethyl-phenoxy)-quinazoline-2,4-diamine
-
IC50: 660 nM, 0.03 mM 7,8-dihydrofolate
6-([(1E)-(4-methoxyphenyl)methylene]amino)-2-(methylthio)-3-phenylquinazolin-4(3H)-one
-
50% inhibition at 0.002 mM
6-([(2,5-dipropoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
ratio of IC50 of human to Mycobacterium tuberculosis enzyme 65
6-([(2-bromo-3,4,5-trimethoxyphenyl)amino]methyl)quinazoline-2,4-diamine
50% inhibition of growth in culture at 0.0011 mM
6-([(2-butoxy-5-ethoxyoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
ratio of IC50 of human to Mycobacterium tuberculosis enzyme 2.8
6-([(2-butoxy-5-propoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
ratio of IC50 of human to Mycobacterium tuberculosis enzyme 19
6-([(2-ethoxy-5-butoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
ratio of IC50 of human to Mycobacterium tuberculosis enzyme 4.1
6-([(3-nitrophenyl)amino]methyl)pteridine-2,4-diamine
6-([(4-aminophenyl)amino]methyl)pteridine-2,4-diamine
6-([(4-ethoxyphenyl)amino]methyl)pteridine-2,4-diamine
6-([5-quinolylamino]-methyl)-2,4-diamino-5-methylpyrido[2,3-d]pyrimidine
enzyme-bound crystal structure analysis for inhibitor screening and docking studies, PDB ID 1KMS
6-([butyl(phenyl)amino]methyl)pteridine-2,4-diamine
6-([ethyl(phenyl)amino]methyl)pteridine-2,4-diamine
6-([methyl(3-nitrophenyl)amino]methyl)pteridine-2,4-diamine
6-([methyl(phenyl)amino]methyl)pteridine-2,4-diamine
6-([phenyl(prop-2-en-1-yl)amino]methyl)pteridine-2,4-diamine
6-([phenyl(propan-2-yl)amino]methyl)pteridine-2,4-diamine
6-([phenyl(propyl)amino]methyl)pteridine-2,4-diamine
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylamino]methyl)pteridine-2,4-diamine
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-ylamino]methyl)pteridine-2,4-diamine
6-([[2-(difluoromethoxy)-5-methylphenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-([[2-(difluoromethoxy)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-([[2-bromo-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-([[2-fluoro-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-([[2-methoxy-5-(trifluoromethyl)phenyl](methyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-([[3-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-([[4-(difluoromethoxy)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-([[4-(fluoromethoxy)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-amino-3-pentadecylphenyl beta-D-glucoside
i.e. 1357, a dual-site inhibitor, that targets both the substrate and cofactor binding site
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
6-ethyl-5-phenylpyrimidine-2,4-diamine
analogue of pyrimethamine lacking the 4-Cl group, effectively inhibits both wild-type and pyrimethamine-resistant mutant S58R/S117N
6-ethyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-ethyl-5-[3-(4-methoxybiphenyl-3-yl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-ethyl-5-[3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
6-ethyl-5-[3-[3-methoxy-5-(pyrimidin-5-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
6-methoxy-5-[(E)-[(4-methylphenyl)methylidene]amino]-N~4~-phenylpyrimidine-2,4-diamine
-
6-methoxy-N~4~-phenyl-5-[(E)-[(pyridin-4-yl)methylidene]amino]pyrimidine-2,4-diamine
-
6-methoxy-N~4~-phenyl-5-[(E)-[[4-(trifluoromethyl)phenyl]methylidene]amino]pyrimidine-2,4-diamine
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
6-p-tolyloxy-quinazoline-2,4-diamine
-
IC50: 190 nM, 0.03 mM 7,8-dihydrofolate
6-p-tolylsulfanyl-quinazoline-2,4-diamine
-
IC50: 310 nM, 0.03 mM 7,8-dihydrofolate
6-[(2,4-dichlorophenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
6-[(2,5-dimethoxyphenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
6-[(2,6-dimethylphenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
6-[(3,4-dichlorophenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
6-[(4-bromophenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
6-[(4-methoxybenzyl)(methyl)amino]-2-(methylsulfanyl)-3-phenylquinazolin-4(3H)-one
-
50% inhibition at 0.001 mM
6-[(9H-fluoren-2-ylamino)methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[(9H-fluoren-9-ylamino)methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[(anthracen-9-ylamino)methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[(fluoranthen-3-ylamino)methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[(isoquinolin-5-ylamino)methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[(phenylamino)methyl]pteridine-2,4-diamine
6-[(tricyclo[4.3.0.07,9]nona-1,3,5-trien-3-ylamino)methyl]pteridine-2,4-diamine
6-[2-(2,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[2-(3,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
6-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenoxy]hexanoic acid
50% inhibition of growth in culture at 0.00051 mM
6-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenyl]hex-5-ynoic acid
50% inhibition of growth in culture at 0.00190 mM
6-[[(2,5-dibromophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-dibutoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-diethoxyphenyl)(methyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-difluorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-ethylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2,5-dipropoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2-chloro-4,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2-chloro-4-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2-chloro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3,4-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3,4-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3,5-dimethoxyphenyl)(methyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3-bromo-4-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3-chloro-4-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3-ethoxy-5-methoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-fluoro-4-methoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3-methoxy-5-propoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-methoxybiphenyl-4-yl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(3-methoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(4-bromo-2,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(4-bromo-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(4-bromo-3-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-butoxy-3-methoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chloro-2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(4-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(4-chloronaphthalen-1-yl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chlorophenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chlorophenyl)amino]methyl]-5-methoxypyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(4-chlorophenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(4-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(5-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(5-fluoro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
6-[[(5-methoxy-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
7,8-dihydrofolate
-
substrate inhibition at concentration above 0.008 mM for native enzyme and at concentration above 0.001 mM for the recombinant enzyme
7-methyl-5,6,7,8-tetrahydro-quinazoline-2,4-diamine
-
IC50: 0.011 nM, 0.03 mM 7,8-dihydrofolate
7-[(4-aminophenyl)methyl]-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine
NSC309401, AMPQD, a substrate analogue with the quinazoline-1, 3-diamine group, tight-binding inhibitor, complete inhibition at 1 mM, competitive inhibition of dihydrofolate binding. Potently inhibits the enzyme by competitive displacement of the substrate dihydrofolic acid, uncompetitive inhibition versus NADPH, the inhibitor has a markedly increased affinity for the NADPH-bound form of the enzyme. The mode of binding of the inhibitor to the enzyme-NADPH binary complex conforms to the slow-onset, tight-binding model
7-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenyl]hept-6-ynoic acid
50% inhibition of growth in culture at 0.000027 mM
7-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]hept-6-ynoic acid
7H-pyrrolo(3,2-f)quinazoline-1,3-diamine
NSC339578
7H-pyrrolo[3,2-f]quinazoline-1,3-diamine
PQD, the lack of (4-aminophenyl)-methyl group at position 7 abolishes the slow-onset of inhibition
AR-101
i.e. 5-[(2R)-2-cyclopropyl-7,8-dimethoxy-2H-chromene-5-ylmethyl]pyrimidine-2,4-diamine, binding structure from crystal structure, the cyclopropyl-dimethoxychromene moiety interacts with the conserved residues Leu28, Val31, Ile50 and Leu54 forming a hydrophobic pocket in the enzyme
Ar-102
i.e. 5-[(2S)-2-cyclopropyl-7,8-dimethoxy-2H-chromene-5-ylmethyl]pyrimidine-2,4-diamine, binding structure from crystal structure, the cyclopropyl-dimethoxychromene moiety interacts with the conserved residues Leu28, Val31, Ile50 and Leu54 forming a hydrophobic pocket in the enzyme
benzaldehyde semicarbazone
-
-
citrate
-
in acid pH range: inhibitor of reduction of 7,8-dihydrofolate but not folate
DMSO
irreversibly impairs the enzymatic activity at 30% v/v
epicatechin-3-O-gallate
-
-
epigallocatechin-3-gallate
epigallocatechin-3-O-gallate
-
-
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
ethyl 4-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenoxy]butanoate
50% inhibition of growth in culture at 0.00088 mM
ethyl 5-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenoxy]pentanoate
50% inhibition of growth in culture at 0.00035 mM
ethyl 6-[3-[(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]-4-methoxyphenoxy]hexanoate
50% inhibition of growth in culture at 0.00185 mM
folic acid
-
use in yeast protein fragment complementation assay system to prevent endogenous dihydrofolate reductase activity
grape seed extract
-
grape seed extract inhibits the dihydrofolate reductase activity and growth of Staphylococcus aureus. The grape seed extract-induced growth inhibition is reversed by adding, tetrahydrofolate, 5,10-methylenetetrahydrofolate or methionine to the medium
-
hydrochlorothiazide
sulfonamide diuretic, able to bind to DHFR
iclaprim
binding structure from crystal structure
indapamide
sulfonamide diuretic, able to bind to DHFR
isoniazid
acyclic 4R isonicotinoyl-NADP adduct binds to enzyme
KCl
-
recombinant enzyme, concentration above 0.1 M
L-tryptophyl-L-tyrosyl-L-tyrosine
-
development of a tri-peptide inhibitor using a structure-based drug design approach, docking studies and molecular dynamics, overview
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
methyl 4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoate
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
methyl 5-[(1E)-N-carbamoylethanehydrazonoyl]-2,3'-bithiophene-5'-carboxylate
-
-
methylbenzoprim
NSC382035
methylmercuric hydroxide
-
-
N-(4-chloro-2-cyanophenyl)imidodicarbonimidic diamide
-
IC50: 320 nM, 0.03 mM 7,8-dihydrofolate
N-(4-nitrophenyl)-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
-
minimal inhibitory concentration: 0.130 mM
N-(4-nitrophenyl)-4,6-di(pyrrolidin-1-yl)-1,3,5-triazin-2-amine
-
minimal inhibitory concentration: 0.140 mM
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)-gamma-glutamyl-gamma-glutamyl-gamma-glutamyl-gamma-glutamylglutamic acid
-
-
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)-gamma-glutamyl-gamma-glutamylglutamic acid
-
-
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
N-(4-[[(4-amino-2-[[(2,4,6-trifluorophenyl)carbamoyl]amino]pteridin-6-yl)methyl](methyl)amino]benzoyl)-L-glutamic acid
halogenated derivative of methotrexate, binding affinity value -34.73 kJ/mol
-
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)-beta-alanine
-
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-[1-(2-ethoxynaphthalen-1-yl)ethyl]-b-alanine
N-([5-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2,3-dihydrothiophen-2-yl]carbonyl)-4-methylideneglutamic acid
-
-
N-[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]glutamic acid
50% inhibition of growth in culture at 0.000024 mM
N-[2-(methylsulfanyl)-4-oxo-3-phenyl-3,4-dihydroquinazolin-6-yl]biphenyl-4-sulfonamide
-
50% inhibition at 0.005 mM
N-[2-(methylthio)-4-oxo-3-phenyl-3,4-dihydroquinazolin-6-yl]benzenesulfonamide
-
50% inhibition at 0.002 mM
N-[3-benzyl-2-(methylsulfanyl)-4-oxo-3,4-dihydroquinazolin-6-yl]-4-methylbenzenesulfonamide
-
50% inhibition at 0.007 mM
N-[3-benzyl-2-(methylthio)-4-oxo-3,4-dihydroquinazolin-6-yl]-4-bromobenzenesulfonamide
-
50% inhibition at 0.005 mM
N-[3-[[2-[(2,4-diaminopyrimidin-5-yl)amino]ethyl](methyl)amino]prop-2-ynoyl]glutamic acid
-
N-[4-[(2,4-diamino-5-ethyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)sulfanyl]benzoyl]glutamic acid
-
N-[4-[(2,4-diamino-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)sulfanyl]benzoyl]glutamic acid
-
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
N-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2,4-diaminopyrido[3,2-d]pyrimidin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2-fluorobenzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[2-(2-amino-4-methylquinazolin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
-
-
N-[4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]-2-(trifluoroacetyl)benzoyl]-L-glutamic acid
halogenated derivative of methotrexate, shows better binding affinity and a good number of hydrogen and other non-bonding interactions. Binding affinity value -35.14 kJ/mol
-
N-[4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]-2-(trifluoromethyl)benzoyl]-L-glutamic acid
halogenated derivative of methotrexate, shows better binding affinity and a good number of hydrogen and other non-bonding interactions. Binding affinity value -35.98 kJ/mol
-
N-[4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]-3-(trifluoromethyl)benzoyl]-L-glutamic acid
halogenated derivative of methotrexate, shows better binding affinity and a good number of hydrogen and other non-bonding interactions. Binding affinity value -35.56 kJ/mol
-
N-[4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]-5-fluoro-2-(trifluoromethyl)benzoyl]-L-glutamic acid
halogenated derivative of methotrexate, shows better binding affinity and a good number of hydrogen and other non-bonding interactions. Binding affinity value -35.14 kJ/mol
-
N-[4-[[(2E)-2-[(2,4-diaminopyrimidin-5-yl)imino]ethyl](methyl)amino]benzoyl]glutamic acid
-
N-[4-[[(4-amino-2-[[(2,4-difluorophenyl)carbamoyl]amino]pteridin-6-yl)methyl](methyl)amino]-2-(trifluoromethyl)benzoyl]-L-glutamic acid
halogenated derivative of methotrexate, shows better binding affinity and a good number of hydrogen and other non-bonding interactions. Binding affinity value -36.40 kJ/mol
-
N-[4-[[(4-amino-2-[[(4-fluorophenyl)carbamoyl]amino]pteridin-6-yl)methyl](methyl)amino]-2-(trifluoromethyl)benzoyl]-L-glutamic acid
halogenated derivative of methotrexate, binding affinity value -34.73 kJ/mol
-
N-[4-[[2-[(2,4-diaminopyrimidin-5-yl)amino]ethyl](methyl)amino]benzoyl]glutamic acid
-
N-[4-[[[4-amino-2-([[4-(trifluoromethyl)phenyl]carbamoyl]amino)pteridin-6-yl]methyl](methyl)amino]-2-(trifluoromethyl)benzoyl]-L-glutamic acid
halogenated derivative of methotrexate, shows better binding affinity and a good number of hydrogen and other non-bonding interactions. Binding affinity value -35.14 kJ/mol
-
N-[6-amino-5-(4-methoxyphenyl)-4,4-dimethyl-4,5-dihydrotriazin-2-yl]acetamide
competitive inhibition
-
N10-propargyl-5,8-dideazafolate
PDDF, a TS folate inhibitor, binds at the TS active site
N2,N2,N4,N4-tetraethyl-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.027 mM
N2,N4-bis(3-fluorophenyl)-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.022968 mM
N2,N4-bis[2-(morpholin-4-yl)ethyl]-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.0042 mM
N2,N4-bis[3-(1H-imidazol-1-yl)propyl]-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.0021 mM
N2,N4-bis[3-(morpholin-4-yl)propyl]-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.0039 mM
N2,N4-di-tert-butyl-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.139 mM
N2,N4-dibenzyl-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.023393 mM
N2,N4-dibutyl-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.0055 mM
N2,N4-dicycloheptyl-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.0041 mM
N2,N4-dicyclohexyl-N6-(4-nitrophenyl)-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.0024 mM
N2-(4-nitrophenyl)-N4,N6-dioctyl-1,3,5-triazine-2,4,6-triamine
-
minimal inhibitory concentration: 0.021 mM
N6-(2,5-dimethoxybenzyl)-N6-methylpyrido[2,3-d]pyrimidine-2,4,6-triamine
N6-(2,5-dimethoxybenzyl)-N6-methylquinazoline-2,4,6-triamine
N6-(2,5-dimethoxybenzyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
N6-(2,5-dimethoxybenzyl)quinazoline-2,4,6-triamine
N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
N6-methyl-N6-(4-isopropylphenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
N6-methyl-N6-1-naphthylpyrido[2,3-d]pyrimidine-2,4,6-triamine
N6-methyl-N6-phenylpyrido[2,3-d]pyrimidine-2,4,6-triamine
N7-(1-(naphthalen-1-yl)ethyl)-N7-propylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(2-aminoethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(2-aminoethyl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-ethoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(2-ethoxyethyl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-propoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(2-propoxyethyl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(3-ethoxypropyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(3-ethoxypropyl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(4-aminobutyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(4-aminobutyl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(5-aminopentyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(5-aminopentyl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(cyclopropylmethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(cyclopropylmethyl)-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(cyclopropylmethyl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(prop-2-en-1-yl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-(prop-2-en-1-yl)-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-benzyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-benzyl-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-benzyl-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-butyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-butyl-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-cyclopropyl-N7-(1-(naphthalen-2-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-cyclopropyl-N7-[1-(naphthalen-2-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-ethyl-N7-(4-methylbenzyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-ethyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-methyl-N7-(1-phenylethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-methyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-methyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-methyl-N7-[1-(quinolin-4-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-methyl-N7-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylmethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-pentyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-pentyl-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-ethylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[1-(2-ethoxynaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[1-(2-ethylnaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[1-(4-chloronaphthalen-1-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[1-(naphthalen-1-yl)ethyl]-N7-propylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[2-(4-fluorophenyl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[2-(4-fluorophenyl)ethyl]-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[2-(cyclohex-2-en-1-yl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[2-(cyclohex-2-en-1-yl)ethyl]-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[3-(2-methyl-4H-imidazol-4-yl)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[3-(2-methyl-4H-imidazol-4-yl)propyl]-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[3-(2-methylpropoxy)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
N7-[3-(2-methylpropoxy)propyl]-N7-[1-(naphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
NaCl
-
up to 20% increase in activity up to 0.2 M, activity declines above and falls to zero at 0.8 M
NCI0086195
-
docking analysis, overview
NCI0109835
-
docking analysis, overview
NCI0156252
-
docking analysis, overview
NCI0164641
-
docking analysis, overview
NCI0211175
-
docking analysis, overview
NCI0289533
-
docking analysis, overview
NCI0289541
-
docking analysis, overview
NCI0309401
-
docking analysis, overview
NCI0369769
-
docking analysis, overview
NCI0696662
-
docking analysis, overview
NH4+
-
activation of mutant type enzyme at 0.2 mM, decrease of wild-type enzyme activity above 0.1 mM
OAAG324
-
i.e. 6-([(2,5-dichlorophenyl)amino]methyl)pyrido[2,3-d]pyrimidine-2,4-diamine, 50% inhibition at 0.000262 mM, recombinant rat-derived enzyme, 50% inhibition at 0.0075 mM, recombinant human-derived enzyme
OAAG373
-
i.e. 6-([(3,4,5-trichlorophenyl)amino]methyl)pyrido[2,3-d]pyrimidine-2,4-diamine, 50% inhibition at 0.000139 mM, recombinant rat-derived enzyme, 50% inhibition at 0.00094 mM, recombinant human-derived enzyme
p-mercuribenzoate
-
mutant enzyme: no effect, wild type: inhibition
pegularinine
-
plant alkaloid
peroxynitrite
-
0.1 mM, 50% inhibition of cysteine-free mutant C85S/C152E, no inhibition of wild-type
Phenylglyoxal
-
total inactivation
phenylmercuric acetate
-
mutant enzyme: no effect, wild type enzyme: inhibition
PT682
-
O-(3-carboxypropyl) inhibitor, crystallization data
quinone methide
-
essentially irreversible inhibition
RAB1
i.e. (S,E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one or BAL17662, a dihydrophthalazine-based trimethoprim derivative, synthesis, overview. Binding of RAB1 causes a conformational change of the side chain of Arg58 and Met37 to accommodate the dihydrophthalazine moiety. The dihydrophthalazine group provides a large hydrophobic anchor that embeds within the DHFR active site and accounts for its selective inhibitory activity against Bacillus anthracis, binding structure, overview
Sodium dodecyl sulfate
-
recombinant enzyme, 0.1 M
Sodium tetrathionate
-
thiol-blocking reagent
sulfanilamide
-
use in yeast protein fragment complementation assay system to prevent endogenous dihydrofolate reductase activity
tetrahydrofolate
-
product inhibition
trimethoprim-sulfamethoxazole
resistance of enterobacteria generally occurs through the acquisition of a TMP-insensitive DHFR
tylophorinidine
-
plant alkaloid
-
[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]acetic acid
[amino-(4-[[(amino-thioureido-methyl)-amino]-methyl]-2,5-dimethyl-benzylamino)-methyl]-thiourea
-
IC50: 109 nM, 0.03 mM 7,8-dihydrofolate
(-)-epicatechin
-
-
(-)-epicatechin gallate
-
competitive to 7,8-dihydrofolate, formation of a slow dissociation ternary complex by the reaction of NADPH with the enzyme-inhibitor complex. Ionization state of E30 is critical for inhibitory activity
(-)-epicatechin gallate
-
-
(-)-epicatechin gallate
-
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
-
-
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
-
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
-
-
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
-
-
(4-(1-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]ethyl)phenyl)methanol
-
(4-(1-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]ethyl)phenyl)methanol
-
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
DHFR binding structure, modelling, overview
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
DHFR binding structure, modelling, overview
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
DHFR binding structure, modelling, overview
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
DHFR binding structure, modelling, overview
1-(3-([(2,4-diaminopteridin-6-yl)methyl]amino)phenyl)ethanol
-
1-(3-([(2,4-diaminopteridin-6-yl)methyl]amino)phenyl)ethanol
-
1-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
1-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
-
-
2,4-diamino-5-((R)-3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-((R)-3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-((S)-3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-((S)-3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)but-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)but-1-ynyl)pyrimidine
pH 7.0
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)but-1-ynyl)pyrimidine
pH 7.0
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-(3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-(3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-(3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine
pH 7.0
2,4-diamino-5-(3-phenylprop-1-ynyl)-6-ethylpyrimidine
-
2,4-diamino-5-(3-phenylprop-1-ynyl)-6-ethylpyrimidine
-
-
2,4-Diamino-5-adamantylpyrimidine
-
weak inhibition
2,4-Diamino-5-adamantylpyrimidine
-
weak inhibition
2,4-diamino-5-isopropyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
evaluation of cytotoxicity against 17 different tumor cell lines
2,4-diamino-5-isopropyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
-
-
2,4-diamino-5-isopropyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
-
2,4-diamino-5-propyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
evaluation of cytotoxicity against 17 different tumor cell lines. GI values are below 100 nM
2,4-diamino-5-propyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
-
-
2,4-diamino-5-propyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
-
-
2,4-diamino-5-[3-(2,3-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
2,4-diamino-5-[3-(2,3-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-npropylpyrimidine
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-npropylpyrimidine
-
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]pyrimidine
-
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]pyrimidine
-
-
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)-3-methylbut-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)-3-methylbut-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)pent-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)pent-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(3-methoxy-5-(3,5-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(3,5-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(3-methoxy-5-(4-methoxyphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(4-methoxyphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(3-methoxy-5-(4-tertbutylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(4-tertbutylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-5-[3-(3-methoxy-5-(6-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
-
2,4-diamino-5-[3-(3-methoxy-5-(6-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
-
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
OAAG324, a potent inhibitor of dihydrofolate reductase, analysis of the enzyme-inhibitor structure of wild-type enzyme and mutants
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
OAAG324, a potent inhibitor of dihydrofolate reductase
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
OAAG324, a potent inhibitor of dihydrofolate reductase
2,4-diamino-6-[(3',4',5'-trichloroanilino)methyl]pyrido[2,3-d]pyrimidine
-
2,4-diamino-6-[(3',4',5'-trichloroanilino)methyl]pyrido[2,3-d]pyrimidine
-
2,4-diamino-6-[(3',4',5'-trichloroanilino)methyl]pyrido[2,3-d]pyrimidine
-
2,4-diamino-6-[N-(2,3,5-trichlorobenzyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(2,3,5-trichlorobenzyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-cyclopropyl methylamino]quinazoline
-
-
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-cyclopropyl methylamino]quinazoline
-
-
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-propylamino]quinazoline
-
-
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-propylamino]quinazoline
-
-
2,4-diamino-6-[N-(alpha-naphthyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(alpha-naphthyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(benzyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(benzyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(beta-naphthyl)-N-cyclopropyl methylamino]-quinazoline
-
-
2,4-diamino-6-[N-(beta-naphthyl)-N-cyclopropyl methylamino]-quinazoline
-
-
2,4-diamino-6-[N-(beta-naphthyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(beta-naphthyl)-N-ethylamino]quinazoline
-
-
2,4-diamino-6-[N-(beta-naphthyl)-N-propylamino]quinazoline
-
-
2,4-diamino-6-[N-(beta-naphthyl)-N-propylamino]quinazoline
-
-
2,4-diaminopyrimidine
-
poor inhibition
2,4-diaminopyrimidine
-
-
2,4-diaminoquinazoline
-
low inhibition
2,4-diaminoquinazoline
-
derivatives
2-(2-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)ethoxy)ethanol
-
2-(2-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)ethoxy)ethanol
-
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
-
-
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
-
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
-
-
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
-
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
-
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
-
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
-
-
2-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
ratio of IC50 values human/Trypanosoma enzyme 47
2-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
ratio of IC50 values human/Trypanosoma enzyme 47
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]ethanol
-
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]ethanol
-
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]-2-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethanol
-
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]-2-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethanol
-
3-((3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy)methyl)benzoic acid
ratio of IC50 values human/Trypanosoma enzyme is 86
3-((3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy)methyl)benzoic acid
ratio of IC50 values human/Trypanosoma enzyme is 86
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
-
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
-
-
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
-
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
-
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
-
-
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
-
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
-
-
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
-
-
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
-
-
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
-
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
-
-
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
-
-
4-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)butanoic acid
-
4-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)butanoic acid
-
4-((5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl)ethynyl)benzoic acid
ratio of IC50 values human/Trypanosoma enzyme is 129
4-((5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl)ethynyl)benzoic acid
ratio of IC50 values human/Trypanosoma enzyme is 129
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
-
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
-
4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoic acid
-
4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoic acid
-
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
-
50% inhibition at 0.00165 mM
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
-
50% inhibition at 0.0799 mM
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
-
50% inhibition at 0.000034 mM
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
-
50% inhibition at 0.000054 mM
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
-
50% inhibition at 0.000078 mM
5,5'-dithiobis(2-nitrobenzoate)
-
-
5,5'-dithiobis(2-nitrobenzoate)
-
-
5,5'-dithiobis(2-nitrobenzoate)
-
-
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
-
-
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
-
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
-
-
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
-
-
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
-
-
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
-
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
-
-
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
-
-
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
-
-
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
-
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
-
-
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
-
-
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
-
-
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
-
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
-
-
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
-
-
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
-
-
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
-
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
-
-
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
-
-
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
-
-
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
-
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
-
-
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
-
-
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-phenylpyrimidine-2,4-diamine
-
very high Ki-value
5-(4-chlorophenyl)-6-phenylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
-
-
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
-
-
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
-
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
-
5-ethyl-6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-ethyl-6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)pyrido[2,3-d]pyrimidine-2,4-diamine
-
5-ethyl-6-[[(2-methoxy-5-methylphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-ethyl-6-[[(2-methoxy-5-methylphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
5-methyl-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
5-methyl-6-[[(3,4,5-trimethoxyphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[[(3,4,5-trimethoxyphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
5-methyl-6-[[(3-methylphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
5-methyl-6-[[(3-methylphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
-
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy-3',5'-dimethyl[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy-3',5'-dimethyl[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-(5-methoxy[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
-
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
-
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
-
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
-
5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
-
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
-
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
-
-
6-(([4-chlorotricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]amino)methyl)pteridine-2,4-diamine
-
6-(([4-chlorotricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]amino)methyl)pteridine-2,4-diamine
-
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
-
-
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
-
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
-
-
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
-
-
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
-
50% inhibition at 0.00185 mM
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
-
50% inhibition at 0.0138 mM
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
-
50% inhibition at 0.00012 mM
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
-
50% inhibition at 0.0001 mM
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
-
50% inhibition at 0.000059 mM
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
-
-
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
-
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
-
-
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
-
-
6-([(3-nitrophenyl)amino]methyl)pteridine-2,4-diamine
-
6-([(3-nitrophenyl)amino]methyl)pteridine-2,4-diamine
-
6-([(4-aminophenyl)amino]methyl)pteridine-2,4-diamine
-
6-([(4-aminophenyl)amino]methyl)pteridine-2,4-diamine
-
6-([(4-ethoxyphenyl)amino]methyl)pteridine-2,4-diamine
-
6-([(4-ethoxyphenyl)amino]methyl)pteridine-2,4-diamine
-
6-([butyl(phenyl)amino]methyl)pteridine-2,4-diamine
-
6-([butyl(phenyl)amino]methyl)pteridine-2,4-diamine
-
6-([ethyl(phenyl)amino]methyl)pteridine-2,4-diamine
-
6-([ethyl(phenyl)amino]methyl)pteridine-2,4-diamine
-
6-([methyl(3-nitrophenyl)amino]methyl)pteridine-2,4-diamine
-
6-([methyl(3-nitrophenyl)amino]methyl)pteridine-2,4-diamine
-
6-([methyl(phenyl)amino]methyl)pteridine-2,4-diamine
-
6-([methyl(phenyl)amino]methyl)pteridine-2,4-diamine
-
6-([phenyl(prop-2-en-1-yl)amino]methyl)pteridine-2,4-diamine
-
6-([phenyl(prop-2-en-1-yl)amino]methyl)pteridine-2,4-diamine
-
6-([phenyl(propan-2-yl)amino]methyl)pteridine-2,4-diamine
-
6-([phenyl(propan-2-yl)amino]methyl)pteridine-2,4-diamine
-
6-([phenyl(propyl)amino]methyl)pteridine-2,4-diamine
-
6-([phenyl(propyl)amino]methyl)pteridine-2,4-diamine
-
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylamino]methyl)pteridine-2,4-diamine
-
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylamino]methyl)pteridine-2,4-diamine
-
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-ylamino]methyl)pteridine-2,4-diamine
-
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-ylamino]methyl)pteridine-2,4-diamine
-
6-([[2-bromo-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-([[2-bromo-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-([[2-fluoro-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-([[2-fluoro-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-([[3-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-([[3-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
-
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-ethyl-5-[3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
active site binding structure, overview
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-ethyl-5-[3-[3-methoxy-5-(pyrimidin-5-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-ethyl-5-[3-[3-methoxy-5-(pyrimidin-5-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
active site binding structure, overview
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
-
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
-
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
-
6-[(phenylamino)methyl]pteridine-2,4-diamine
-
6-[(phenylamino)methyl]pteridine-2,4-diamine
-
6-[(tricyclo[4.3.0.07,9]nona-1,3,5-trien-3-ylamino)methyl]pteridine-2,4-diamine
-
6-[(tricyclo[4.3.0.07,9]nona-1,3,5-trien-3-ylamino)methyl]pteridine-2,4-diamine
-
6-[2-(2,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[2-(2,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[2-(3,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[2-(3,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00204 mM
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.0017 mM
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.000044 mM
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00023mM
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.000042 mM
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00234 mM
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.002 mM
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00018 mM
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.000081 mM
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.000041 mM
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00347 mM
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.0021 mM
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.000177 mM
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.000095 mM
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00011 mM
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.01289 mM
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.002 mM
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.000123 mM
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00035 mM
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
-
50% inhibition at 0.00022 mM
6-[[(2,5-dibromophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-dibromophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-difluorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-difluorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-ethylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-ethylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2,5-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2,5-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
identified from docking studies
6-[[(2-chloro-4,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2-chloro-4,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2-chloro-4-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2-chloro-4-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2-chloro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2-chloro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3,4-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3,4-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3,4-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3,4-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-bromo-4-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-bromo-4-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-fluoro-4-methoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-fluoro-4-methoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-methoxybiphenyl-4-yl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-methoxybiphenyl-4-yl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(3-methoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(3-methoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-bromo-2,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-bromo-2,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-bromo-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-bromo-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-chloro-2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chloro-2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-chlorophenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chlorophenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(4-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(4-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(5-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(5-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
6-[[(5-fluoro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
-
6-[[(5-fluoro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
-
7-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]hept-6-ynoic acid
ratio of IC50 values human/Trypanosoma enzyme is 49
7-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]hept-6-ynoic acid
ratio of IC50 values human/Trypanosoma enzyme is 49
aminopterin
-
-
aminopterin
a folate analogue that is recognized as folate competitor, used as chemotherapeutic agent in cancer and autoimmune diseases
aminopterin
Tequatrovirus T4
-
-
atherospermidine
competitive inhibition
atherospermidine
competitive inhibition
atherospermidine
competitive inhibition
BAL0030543
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030543
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030543
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030544
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030544
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030544
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030545
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030545
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
BAL0030545
-
a dihydrophthalazine inhibitor with antibacterial activity, overview
Ca2+
-
-
Ca2+
-
recombinant enzyme, above 20 mM
chaotrophes
-
e.g. guanidine-HCl; formamide; urea
-
chaotrophes
-
e.g. guanidine-HCl
-
Chloroquine
-
-
Chloroquine
-
mean 50% inhibitory concentration 74.94 ng/ml in dihydrofolated reductase wild-type from five isolates of Plasmodium malariae collected from five countries in Asia and Africa
Cl-
-
-
ClO4-
-
-
ClO4-
Tequatrovirus T4
-
-
Cs+
-
activation of mutant type enzyme at 0.2 mM, decrease of wild-type enzyme activity above 0.1 mM
cycloguanil
-
low inhibition
cycloguanil
-
wild-type and several Ser108 mutant enzymes
cycloguanil
-
an antifolate enzyme inhibitor used in treatment of malaria
cycloguanil
-
and prodrug proguanil
cycloguanil
-
wild-type and mutant
cycloguanil
CYC, the known inhibitor of Plasmodial and Trypanosomal DHFR-TS enzymes is also as an inhibitor of TbPTR1
deoxytubulosine
-
beta-carboline-benzoquinolizidine plant alkaloid derived from Alangium lamarckii, linear, non-competitive
diethyldicarbonate
-
-
epigallocatechin gallate
-
bisubstrate inhibitor, binds both on substrate and cofactor site of dihydrofolate reductase. Detailed study on kinetics
epigallocatechin gallate
-
epigallocatechin-3-gallate
IC50 value around 0.1 mM
epigallocatechin-3-gallate
-
IC50 value around 0.1 mM
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
-
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
-
F-
-
-
folate
-
at 0.1 mM
folate
substrate inhibition, IC50 value around 0.02 mM
folate
-
substrate inhibition, IC50 value around 0.02 mM
folate
-
NADPH stabilizes against intracellular inactivation via folate
Guanidine-HCl
-
above 0.25 M
Guanidine-HCl
-
recombinant enzyme, 0.5 M
iodoacetamide
-
under high salt condition
isomoschatoline
competitive inhibition
isomoschatoline
competitive inhibition
isomoschatoline
competitive inhibition
K+
-
-
K+
-
activation of mutant type enzyme at 0.2 mM, decrease of wild-type enzyme activity above 0.1 mM
Li+
-
activation of mutant type enzyme at 0.2 mM, decrease of wild-type enzyme activity above 0.1 mM
liriodenine
competitive inhibition
liriodenine
competitive inhibition
liriodenine
competitive inhibition
melosmine
competitive inhibition
melosmine
competitive inhibition
melosmine
competitive inhibition
methopterin
-
-
methotrexate
-
methotrexate
binding structure, overview
methotrexate
-
dihydrofolate antagonist drug
methotrexate
-
strong inhibition
methotrexate
60 nM, complete inhibition
methotrexate
wild-type, 50% inhibition at 1.06 nM, mutant Q134K, 50% inhibition at 16.7 nM, mutant L30Q, 50% inhibition at 785 nM
methotrexate
-
i.e. N10-methylpteroylglutamic acid
methotrexate
-
dihydrofolate antagonist drug
methotrexate
50% inhibition at 0.000003 mM
methotrexate
enzyme-bound crystal structure analysis for inhibitor screening and docking studies, PDB ID 1RA3
methotrexate
-
also ornithine, lysine and dansyl analogs of methotrexate
methotrexate
Halalkalibacterium halodurans
-
wild-type, 50% inhibition at 0.00031 mM
methotrexate
-
complete inhibition at 0.0001 mM, slow tight binding inhibitor
methotrexate
-
dihydrofolate antagonist drug
methotrexate
-
cell line HeLa BU-25
methotrexate
-
recombinant enzyme
methotrexate
-
IC50: 1.2 nM
methotrexate
50% inhibition at 0.000022 mM
methotrexate
-
60 nM, complete inhibition
methotrexate
-
competitive
methotrexate
competitive inhibition
methotrexate
-
wild-type enzyme, slow binding
methotrexate
competitive inhibition
methotrexate
-
dihydrofolate antagonist drug
methotrexate
IC50: 14.5 nM
methotrexate
-
dihydrofolate antagonist drug
methotrexate
-
biphasic inhibition at pH 7.0, competitive against 7,8-dihydrofolate; dihydrofolate antagonist drug
methotrexate
-
IC50: 8.3 nM
methotrexate
-
wild-type and mutant
methotrexate
-
recombinant enzyme
methotrexate
-
50% inhibition at 0.000000436 mM, recombinant rat-derived enzyme, 50% inhibition at 0.0000029 mM, recombinant human-derived enzyme
methotrexate
a folate analogue that is recognized as folate competitor, used as chemotherapeutic agent in cancer and autoimmune diseases
methotrexate
-
slow-binding inhibition due to the generation of a long-lived, slowly dissociating enzyme-NADPH-inhibitor complex. One-step inhibition mechanism
methotrexate
Tequatrovirus T4
-
-
methotrexate
-
recombinant enzyme
methotrexate
-
in low-folate medium, up to 300-fold increase of inhibitory activity
methotrexate
competitive inhibition
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
-
-
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
-
-
methyl 4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoate
-
methyl 4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoate
-
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
-
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
-
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
-
-
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
-
-
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
-
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
-
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
-
-
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
-
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
-
-
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid
dual inhibitor of both dihydrofolate reductase and thymidylate synthase. Inhibitory to Toxoplasma gondii dihydrofolate reductase, little inhibition of Escherichia coli enzyme
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid
-
inhibitory to human dihydrofolate reductase, little inhibition of Escherichia coli enzyme
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
-
-
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
-
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
-
-
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
-
binding mode, overview
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
binding mode, overview
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
-
binding mode, overview
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
-
-
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
-
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-[1-(2-ethoxynaphthalen-1-yl)ethyl]-b-alanine
-
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-[1-(2-ethoxynaphthalen-1-yl)ethyl]-b-alanine
-
N-ethylmaleimide
-
-
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
-
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
-
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
-
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
-
N10-formylaminopterin
-
-
N10-formylaminopterin
-
-
N10-formylaminopterin
-
-
N10-formylaminopterin
-
-
N10-formylaminopterin
Tequatrovirus T4
-
competitive against 7,8-dihydrofolate and noncompetitive against NADPH
N6-(2,5-dimethoxybenzyl)-N6-methylpyrido[2,3-d]pyrimidine-2,4,6-triamine
-
-
N6-(2,5-dimethoxybenzyl)-N6-methylpyrido[2,3-d]pyrimidine-2,4,6-triamine
-
-
N6-(2,5-dimethoxybenzyl)-N6-methylquinazoline-2,4,6-triamine
-
-
N6-(2,5-dimethoxybenzyl)-N6-methylquinazoline-2,4,6-triamine
-
-
N6-(2,5-dimethoxybenzyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
-
-
N6-(2,5-dimethoxybenzyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
-
-
N6-(2,5-dimethoxybenzyl)quinazoline-2,4,6-triamine
-
-
N6-(2,5-dimethoxybenzyl)quinazoline-2,4,6-triamine
-
-
N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis, the trifluorophenyl ring occupies a position near the enzyme cofactor-binding site, with close intermolecular contacts with Asp21, Ser59 and Ile60
N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-(4-isopropylphenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-(4-isopropylphenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-(4-isopropylphenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-1-naphthylpyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-1-naphthylpyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-1-naphthylpyrido[2,3-d]pyrimidine-2,4,6-triamine
binding complex structure analysis
N6-methyl-N6-phenylpyrido[2,3-d]pyrimidine-2,4,6-triamine
-
N6-methyl-N6-phenylpyrido[2,3-d]pyrimidine-2,4,6-triamine
-
N6-methyl-N6-phenylpyrido[2,3-d]pyrimidine-2,4,6-triamine
-
N7-(1-(naphthalen-1-yl)ethyl)-N7-propylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(1-(naphthalen-1-yl)ethyl)-N7-propylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-aminoethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-aminoethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-ethoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-ethoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-propoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(2-propoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(3-ethoxypropyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(3-ethoxypropyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(4-aminobutyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(4-aminobutyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(5-aminopentyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(5-aminopentyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(cyclopropylmethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(cyclopropylmethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(cyclopropylmethyl)-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(cyclopropylmethyl)-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(prop-2-en-1-yl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-(prop-2-en-1-yl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-benzyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-benzyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-benzyl-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-benzyl-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-butyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-butyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-cyclopropyl-N7-(1-(naphthalen-2-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-cyclopropyl-N7-(1-(naphthalen-2-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-(4-methylbenzyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-(4-methylbenzyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-ethyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-(1-phenylethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-(1-phenylethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-[1-(quinolin-4-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-[1-(quinolin-4-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylmethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-methyl-N7-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylmethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-pentyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-pentyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-ethylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-ethylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(2-ethoxynaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(2-ethoxynaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(2-ethylnaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(2-ethylnaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(4-chloronaphthalen-1-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[1-(4-chloronaphthalen-1-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[2-(4-fluorophenyl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[2-(4-fluorophenyl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[2-(cyclohex-2-en-1-yl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[2-(cyclohex-2-en-1-yl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[3-(2-methyl-4H-imidazol-4-yl)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[3-(2-methyl-4H-imidazol-4-yl)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[3-(2-methylpropoxy)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
N7-[3-(2-methylpropoxy)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
-
Na+
-
activation of mutant type enzyme at 0.2 mM, decrease of wild-type enzyme activity above 0.1 mM
NADP+
-
-
NADP+
-
non-competitive product inhibition
nolatrexed
-
-
organic mercurials
-
animal enzyme: activated, bacterial enzyme: unaffected or inhibited
-
organic mercurials
-
animal enzyme: activated, bacterial enzyme: unaffected or inhibited
-
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
p-hydroxymercuribenzoate
-
-
p-hydroxymercuribenzoate
-
-
p-hydroxymercuribenzoate
-
-
p-hydroxymercuribenzoate
-
-
pemetrexed
-
-
pemetrexed
i.e. LY231514, 50% inhibition at 0.0066 mM
permetrexed
-
-
piritrexim
-
-
piritrexim
-
recombinant enzyme
piritrexim
-
recombinant enzyme
plevitrexed
-
-
pralatrexate
NSC754230
PY957
a trimethoprim analogue
PY957
-
a trimethoprim analogue
PY957
-
i.e. 5-(3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy)pentanoic acid, 50% inhibition at 0.00009833 mM, recombinant rat-derived enzyme
PY957
-
a trimethoprim analogue
pyrimethamine
-
pyrimethamine
-
i.e. 2,4-diamino-5-p-chlorophenyl-6-ethylpyridine
pyrimethamine
-
anti-malarial DHFR inhibitor
pyrimethamine
-
recombinant enzyme
pyrimethamine
competitive inhibition
pyrimethamine
competitive inhibition
pyrimethamine
-
wild-type and several mutants of Ser108
pyrimethamine
-
study on Plasmodium falciparum isolates from 118 children in Cote d'Ivoire. 39.5% are highly resistant to pyrimethamine, with IC50 values above 2000 nM. 39% of the isolates have mutant dihydrofolate reductase and 94% mutant dihydropteroate synthetase genes, and mutant dihydrofolate reducatase is assovciated with resistance to pyrimethamine in vivo and in vitro
pyrimethamine
CoMFA and quantum chemical calculations studies on pyrimethamine derivatives active against quadruple mutant N5I/C59R/S108N/I164L. Residue N108 is the cause of pyrimethamine resistance with the highest repusive interaction energy
pyrimethamine
-
an antifolate enzyme inhibitor used in treatment of malaria
pyrimethamine
-
mean 50% inhibitory concentration 2.24 ng/ml in dihydrofolated reductase wild-type from five isolates of Plasmodium malariae collected from five countries in Asia and Africa
pyrimethamine
-
wild-type and mutant
pyrimethamine
-
poor inhibitor
pyrimethamine
-
50% inhibition at 0.0024 mM, recombinant rat-derived enzyme, 50% inhibition at 0.0021 mM, recombinant human-derived enzyme
pyrimethamine
-
no increase in inhibitory activity in low-folate medium
pyrimethamine
competitive inhibition
raltitrexed
-
-
Rb+
-
activation of mutant type enzyme at 0.2 mM, decrease of wild-type enzyme activity above 0.1 mM
SANC00368
-
-
SANC00470
-
-
SCN-
-
-
SCN-
Tequatrovirus T4
-
-
TMP
-
TMP
structure and ligand binding conformation of TMP
TMP
structure and ligand binding conformation of TMP
TMP
structure and ligand binding conformation of TMP
triclosan
-
specifically targets both wild-type and pyrimethamine-resistant Plasmodium falciparum dihydrofolate reductases and selectively inhibits both the wild-type and pyrimethamine-resistant enzymes compared to human DHFR
triclosan
-
specifically targets both wild-type and pyrimethamine-resistant Plasmodium vivax dihydrofolate reductases and selectively inhibits both the wild-type and pyrimethamine-resistant enzymes compared to human DHFR
trimethoprim
-
trimethoprim
binding structure, overview
trimethoprim
-
folate antagonist drug
trimethoprim
IC50 value around 0.01 mM
trimethoprim
Halalkalibacterium halodurans
-
wild-type, 50% inhibition at 0.0089 mM
trimethoprim
-
hDHFR-1 is much more resistant than hDHFR-2
trimethoprim
-
recombinant enzyme
trimethoprim
-
IC50: 0.0825 mM
trimethoprim
-
IC50 value around 0.07 mM
trimethoprim
resistance of enterobacteria generally occurs through the acquisition of a TMP-insensitive DHFR
trimethoprim
competitive inhibition
trimethoprim
competitive inhibition
trimethoprim
-
folate antagonist drug
trimethoprim
IC50: 0.0048 mM
trimethoprim
-
folate antagonist drug
trimethoprim
-
IC50: 0.0165 mM
trimethoprim
-
weak inhibition
trimethoprim
-
wild-type and mutant
trimethoprim
-
poor inhibitor
trimethoprim
-
50% inhibition at 0.027 mM, recombinant rat-derived enzyme, 50% inhibition at 0.0032 mM, recombinant human-derived enzyme
trimethoprim
-
use in yeast protein fragment complementation assay system to prevent endogenous dihydrofolate reductase activity
trimethoprim
-
50% inhibition at 0.254 mM
trimethoprim
inhibition of the wild-type enzyme, but 74fold less of the resistant mutant F98Y
trimethoprim
conformational changes in the Met20 loop on ligand binding, inhibitor binding thermodynamics, binding structure determined with wild-type and mutant enzymes, crystal structures, single type of independent enzyme binding site, overview
trimethoprim
competitive inhibition
trimetrexate
-
-
trimetrexate
-
recombinant enzyme
trimetrexate
-
no increase in inhibitory activity in low-folate medium
Urea
-
-
Urea
-
3 M, 15% inhibition
Urea
-
at concentration 3-4 M complete inactivation
Urea
-
recombinant enzyme, above 4 M
vitexin
-
-
WR99210
-
-
WR99210
-
docking analysis, overview
WR99210
-
and PS-15 W99210 prodrug. Active site binding structure of wild-type enzyme, and mutants C59R/S108N and A16V/N51I/C59R/S108N, overview
WR99210
a known TbDHFR inhibitor
WR99210
a known TbDHFR inhibitor
ZINC00057846
-
-
ZINC00359797
-
-
ZINC0058117
-
-
ZINC00612219
-
-
ZINC00630525
-
-
ZINC00677623
-
-
ZINC00809143
-
-
ZINC01003765
-
-
ZINC02177983
-
-
ZINC02184332
-
-
ZINC02690799
-
-
ZINC04313814
-
-
ZINC04523829
-
-
ZINC04671320
-
-
ZINC06556964
-
-
ZINC08992677
-
-
[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]acetic acid
-
[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]acetic acid
-
additional information
inhibitor design based on a trimethoprim-like scaffold, overview
-
additional information
-
inhibitor design based on a trimethoprim-like scaffold, overview
-
additional information
the enzyme from Bacillus anthracis is naturally resistant to trimethoprim, at least in part due to the presence of a Phe96 substitution in the putative trimethoprim binding site of the enzyme. Inhibitor development by virtual screening for dual-site inhibitors, overview
-
additional information
-
the enzyme from Bacillus anthracis is naturally resistant to trimethoprim, at least in part due to the presence of a Phe96 substitution in the putative trimethoprim binding site of the enzyme. Inhibitor development by virtual screening for dual-site inhibitors, overview
-
additional information
-
overview; stereochemistry of inhibitor binding
-
additional information
-
stereochemistry of inhibitor binding
-
additional information
-
-
-
additional information
-
overview
-
additional information
-
antifolate compounds can serve as inhibitors of BmDHFR
-
additional information
-
overview
-
additional information
-
-
-
additional information
-
no effect of biopterin and dihydrobiopterin at 0.1 mM; overview
-
additional information
-
-
-
additional information
-
inhibitor design and synthesis, computational modeling, analysis of the interactions of the biphenyl compounds with the enzyme, and drug selectivity in comparison to the human enzyme, overview
-
additional information
-
overview antifolate inhibitors, especially methotrexate, and sensitivity or resistance in plants
-
additional information
-
overview antifolate inhibitors, especially methotrexate, and sensitivity or resistance in plants
-
additional information
design of an inhibitor series from the antifolate trimethoprim with a hydrophobic dihydrophthalazine heterocycle, and determination of the potency of this inhibitor series based on inhibition of DHFR enzyme activity and bacterial growth, including in the presence of the exogenous product analogue folinic acid, overview. Four buried waters act as placeholders for a conserved hydrogen-bonding network to the substrate and indicate an important role in protein stability during catalytic cycling. In these structures, the nicotinamide of the nicotinamide adenine dinucleotide phosphate cofactor is visualized outside of its binding pocket, which is exacerbated by RAB binding. Substrate inhibitors may gain advantages in potency by the perturbation of cofactor dynamics. The inhibitors show competitive inhibition. Exogenous folate and low pH at pH 5.8 reduce the MIC values of the anti-folate inhibitors
-
additional information
-
design of an inhibitor series from the antifolate trimethoprim with a hydrophobic dihydrophthalazine heterocycle, and determination of the potency of this inhibitor series based on inhibition of DHFR enzyme activity and bacterial growth, including in the presence of the exogenous product analogue folinic acid, overview. Four buried waters act as placeholders for a conserved hydrogen-bonding network to the substrate and indicate an important role in protein stability during catalytic cycling. In these structures, the nicotinamide of the nicotinamide adenine dinucleotide phosphate cofactor is visualized outside of its binding pocket, which is exacerbated by RAB binding. Substrate inhibitors may gain advantages in potency by the perturbation of cofactor dynamics. The inhibitors show competitive inhibition. Exogenous folate and low pH at pH 5.8 reduce the MIC values of the anti-folate inhibitors
-
additional information
-
-
-
additional information
-
overview
-
additional information
-
overview; stereochemistry of inhibitor binding
-
additional information
-
stereochemistry of inhibitor binding
-
additional information
-
overview
-
additional information
-
overview: design of inhibitors from X-ray crystal structures
-
additional information
-
inhibitory effect increased with the radius of the cations
-
additional information
-
no inhibition with trimethoprim up to 1.38 mM
-
additional information
-
inhibitor synthesis and molecular modelling
-
additional information
inhibitory potencies of diverse 2,4-pteridinediamine derivates and pyrimido[4,5-d]pyrimidine-2,4-diamine derivates, molecular dynamic simulations, detailed overview
-
additional information
analysis of 1,3,5-triazine-2,4-diamine and 1,2,4-triazine-2,4-diamine group-containing compounds as potential inhibitors of Escherichia coli DHFR. Fifteen derivatives of 1,3,5-triazine-2,4-diamine are assessed for their ability to bind to the apo form of enzyme EcDHFR. Quantitative structure-activity relationship analysis and macromolecular docking of the diaminotriazine series of compounds, overview. Effects of 1,3,5-triazine-2,4-diamine derivatives on the cofactor NADPH binding
-
additional information
-
analysis of 1,3,5-triazine-2,4-diamine and 1,2,4-triazine-2,4-diamine group-containing compounds as potential inhibitors of Escherichia coli DHFR. Fifteen derivatives of 1,3,5-triazine-2,4-diamine are assessed for their ability to bind to the apo form of enzyme EcDHFR. Quantitative structure-activity relationship analysis and macromolecular docking of the diaminotriazine series of compounds, overview. Effects of 1,3,5-triazine-2,4-diamine derivatives on the cofactor NADPH binding
-
additional information
7H-pyrrolo(3,2-f) quinazoline-1, 3-diamine (PQD) inhibition kinetics, overview
-
additional information
-
overview; stereochemistry of inhibitor binding
-
additional information
-
stereochemistry of inhibitor binding
-
additional information
-
overview
-
additional information
-
overview: design of inhibitors from X-ray crystal structures
-
additional information
-
overview antifolate inhibitors, especially methotrexate, and sensitivity or resistance in plants
-
additional information
Halalkalibacterium halodurans
-
stable in up to 3 M urea; wild-type enzyme is not affected by presence of NaCl or KCl up to a concentration of 0.3 M, while the His-tagged enzyme is affected even at low concentrations
-
additional information
structure-based three-dimensional quantitative structure-activity relationship 3D-QSAR approach to predict the biochemical activity for inhibitors of Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase and comparison with human dihydrofolate reductase. Crystal structures of complexes of the enzyme with eight different inhibitors of the DHFR activity together with the structure in the substrate-free state have been used to validate and refine docking poses of ligands, good agreement between experimental and predicted enzyme inhibition data
-
additional information
-
structure-based three-dimensional quantitative structure-activity relationship 3D-QSAR approach to predict the biochemical activity for inhibitors of Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase and comparison with human dihydrofolate reductase. Crystal structures of complexes of the enzyme with eight different inhibitors of the DHFR activity together with the structure in the substrate-free state have been used to validate and refine docking poses of ligands, good agreement between experimental and predicted enzyme inhibition data
-
additional information
inhibitor synthesis and molecular modelling
-
additional information
-
inhibitor synthesis and molecular modelling
-
additional information
-
molecular docking of 2,4-diamino-5-methyl-5-deazapteridine derivatives as inhibitors to human DHFR, drug-receptor interaction study, method development and evaluation, overview
-
additional information
-
synthesis and evaluation of 2,4-diaminofuro[2,3-d]pyrimidine inhibitors, overview
-
additional information
inhibitory potencies of diverse 2,4-pteridinediamine derivates and pyrimido[4,5-d]pyrimidine-2,4-diamine derivates, molecular dynamic simulations, detailed overview
-
additional information
-
inhibitor design based on a trimethoprim-like scaffold, overview
-
additional information
design and synthesis of a series of bicyclic pyrido[2,3-d]pyrimidines that contain an N6-(substituted phenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine scaffold in which the substituted aniline is directly attached to the 6-position of the pyrido[2,3-d] pyrimidine ring as selective and potent inhibitors of pathogenic sources of dihydrofolate reductase (DHFR) such as Pneumocystis jirovecii, a causative agent of pneumonia in HIV/AIDS patients. Analysis of the interactions that enhance the selectivity of binding and to directly compare the binding of the most potent analogue in the series, N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine with enzyme from Homosapiens, Pneumocystis carinii, and Pneumocystis jirovecii, overview
-
additional information
-
design and synthesis of a series of bicyclic pyrido[2,3-d]pyrimidines that contain an N6-(substituted phenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine scaffold in which the substituted aniline is directly attached to the 6-position of the pyrido[2,3-d] pyrimidine ring as selective and potent inhibitors of pathogenic sources of dihydrofolate reductase (DHFR) such as Pneumocystis jirovecii, a causative agent of pneumonia in HIV/AIDS patients. Analysis of the interactions that enhance the selectivity of binding and to directly compare the binding of the most potent analogue in the series, N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine with enzyme from Homosapiens, Pneumocystis carinii, and Pneumocystis jirovecii, overview
-
additional information
development of a series of propargyl-linked antifolates that are potent inhibitors of DHFR from multiple species. One of the strengths of this series is the flexibility and versatility to target TMP-resistant species, regardless of whether that resistance occurs natively or via acquired mutations. Determination and comparison of inhibition kinetics and binding structures of human and Klebsiella enzymes with propargyl-linked antifolate inhibitors, overview
-
additional information
-
development of a series of propargyl-linked antifolates that are potent inhibitors of DHFR from multiple species. One of the strengths of this series is the flexibility and versatility to target TMP-resistant species, regardless of whether that resistance occurs natively or via acquired mutations. Determination and comparison of inhibition kinetics and binding structures of human and Klebsiella enzymes with propargyl-linked antifolate inhibitors, overview
-
additional information
quantitative structure-activity relationship study of enzyme inhibitors using 2D-QSAR and 3D-QSAR models and methods, algorithms and method development and evaluation, overview. The biological activities pf the inhibitor molecules are correctly predicted by all the quantitative activity-structure relationship models, molecular docking study. Structures of the 23 DHFR inhibitors are obtained from molecular dynamics calculations using the human DHFR as the starting structure, PDB ID 2W3M
-
additional information
development of a series of propargyl-linked antifolates that are potent inhibitors of DHFR from multiple species. One of the strengths of this series is the flexibility and versatility to target TMP-resistant species, regardless of whether that resistance occurs natively or via acquired mutations. Determination and comparison of inhibition kinetics and binding structures of human and Klebsiella enzymes with propargyl-linked antifolate inhibitors, overview
-
additional information
-
development of a series of propargyl-linked antifolates that are potent inhibitors of DHFR from multiple species. One of the strengths of this series is the flexibility and versatility to target TMP-resistant species, regardless of whether that resistance occurs natively or via acquired mutations. Determination and comparison of inhibition kinetics and binding structures of human and Klebsiella enzymes with propargyl-linked antifolate inhibitors, overview
-
additional information
-
overview; stereochemistry of inhibitor binding
-
additional information
-
stereochemistry of inhibitor binding
-
additional information
-
overview
-
additional information
-
overview: design of inhibitors from X-ray crystal structures
-
additional information
-
-
-
additional information
not inhibitory: trimethoprim and pyrimethamine
-
additional information
-
not inhibitory: trimethoprim and pyrimethamine
-
additional information
inhibitory effect of antifolate drugs on enzymatic activity, and inhibitory activity of four aporphine alkaloids from Rollinia pittieri and Pseudomalmea boyacana, and some 2,4-diamino-pyrimidine antifolates, overview
-
additional information
-
inhibitory effect of antifolate drugs on enzymatic activity, and inhibitory activity of four aporphine alkaloids from Rollinia pittieri and Pseudomalmea boyacana, and some 2,4-diamino-pyrimidine antifolates, overview
-
additional information
-
binding study of mutant R53M enzyme from methotrexate resistant strain with methotrexate
-
additional information
development of antifolates based on 3,4-dihydropyrimidine-2-one and 5-(3,5-dimethoxybenzyl)pyrimidine-2,4-diamine motifs
-
additional information
inhibitory effect of antifolate drugs on enzymatic activity, and inhibitory activity of four aporphine alkaloids from Rollinia pittieri and Pseudomalmea boyacana, and some 2,4-diamino-pyrimidine antifolates, overview
-
additional information
-
overview
-
additional information
-
-
-
additional information
-
overview
-
additional information
-
synthesis and evaluation of 2,4-diaminofuro[2,3-d]pyrimidine inhibitors, overview
-
additional information
inhibitor development, molecular docking, modelling, pharmacophore mapping, and three-dimensional quantitative structure-activity relationship studies, 3D-QSAR, studies using the crystal structure, PDB ID 1DF7, determination of structure-functional requirements for the binding of the DHFR inhibitors, overview
-
additional information
-
overview antifolate inhibitors, especially methotrexate, and sensitivity or resistance in plants
-
additional information
-
overview antifolate inhibitors, especially methotrexate, and sensitivity or resistance in plants
-
additional information
-
overview antifolate inhibitors, especially methotrexate, and sensitivity or resistance in plants
-
additional information
Pigeon
-
overview
-
additional information
Pigeon
-
overview
-
additional information
-
in presence of up to 4 M urea, wild-type retains more than 80% of its catalytic activity. Mutant W48Y loses more than 20% of activity in presence of 1 M urea
-
additional information
-
design and development of enzyme inhibitors based on on the bioactive conformation of WR99210 extracted from the X-ray crystal structure of quadruple mutant parasite DHFR enzyme, virtual screening and molecular docking, overview
-
additional information
-
inhibitor design and synthesis, overview
-
additional information
design and synthesis of a series of bicyclic pyrido[2,3-d]pyrimidines that contain an N6-(substituted phenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine scaffold in which the substituted aniline is directly attached to the 6-position of the pyrido[2,3-d] pyrimidine ring as selective and potent inhibitors. Analysis of the interactions that enhance the selectivity of binding and to directly compare the binding of the most potent analogue in the series, N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine with enzyme from Homosapiens, Pneumocystis carinii, and Pneumocystis jirovecii, overview
-
additional information
-
design and synthesis of a series of bicyclic pyrido[2,3-d]pyrimidines that contain an N6-(substituted phenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine scaffold in which the substituted aniline is directly attached to the 6-position of the pyrido[2,3-d] pyrimidine ring as selective and potent inhibitors. Analysis of the interactions that enhance the selectivity of binding and to directly compare the binding of the most potent analogue in the series, N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine with enzyme from Homosapiens, Pneumocystis carinii, and Pneumocystis jirovecii, overview
-
additional information
design and synthesis of a series of bicyclic pyrido[2,3-d]pyrimidines that contain an N6-(substituted phenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine scaffold in which the substituted aniline is directly attached to the 6-position of the pyrido[2,3-d] pyrimidine ring as selective and potent inhibitors of the enzyme. Analysis of the interactions that enhance the selectivity of binding and to directly compare the binding of the most potent analogue in the series, N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine with enzyme from Homosapiens, Pneumocystis carinii, and Pneumocystis jirovecii, overview
-
additional information
-
design and synthesis of a series of bicyclic pyrido[2,3-d]pyrimidines that contain an N6-(substituted phenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine scaffold in which the substituted aniline is directly attached to the 6-position of the pyrido[2,3-d] pyrimidine ring as selective and potent inhibitors of the enzyme. Analysis of the interactions that enhance the selectivity of binding and to directly compare the binding of the most potent analogue in the series, N6-methyl-N6-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine with enzyme from Homosapiens, Pneumocystis carinii, and Pneumocystis jirovecii, overview
-
additional information
protozoa
-
stereochemistry of inhibitor binding
-
additional information
protozoa
-
stereochemistry of inhibitor binding
-
additional information
-
overview
-
additional information
structure based inhibitor development of propargyl derivatives of trimethoprim for inhibition of resistant enzyme, overview
-
additional information
-
structure based inhibitor development of propargyl derivatives of trimethoprim for inhibition of resistant enzyme, overview
-
additional information
synthesis of trimethoprim derivatives containing an acryloyl linker and a dihydophthalazine moiety. Structural data reveal accommodation of predominantly the S-enantiomer of the inhibitors within the folate-binding pocket. Longer modifications at the chiral carbon, such as p-methylbenzyl, protrude from the pocket into solvent and result in poorer Ki values, as do modifications with greater torsional freedom, such as 1-ethylpropyl
-
additional information
-
synthesis of trimethoprim derivatives containing an acryloyl linker and a dihydophthalazine moiety. Structural data reveal accommodation of predominantly the S-enantiomer of the inhibitors within the folate-binding pocket. Longer modifications at the chiral carbon, such as p-methylbenzyl, protrude from the pocket into solvent and result in poorer Ki values, as do modifications with greater torsional freedom, such as 1-ethylpropyl
-
additional information
-
no effect of biopterin and dihydrobiopterin at 0.1 mM; overview
-
additional information
-
-
-
additional information
-
overview
-
additional information
-
thymidylate synthase activity inhibitors
-
additional information
-
-
-
additional information
-
inhibitor synthesis and molecular modelling
-
additional information
-
inhibitor design and synthesis, overview
-
additional information
analysis of enzyme susceptibility to a range of classical inhibitors normally used in the treatment of cancer, bacterial or protozoal infections, in vivo effects in presence of absence of thymidine and/or folate, overview. Modulating certain medium components can affect drug sensitivity, presumably by either competition for uptake and competition for the active site of DHFR-TS. In the case of one human thymidylate synthase inhibitor raltitrexed, the inhibitor is more potent against the intact parasite. Addition of extra glutamic acid residues not only improves retention in the cell, but also increases potency against thymidylate synthase, as it does in human cells. No inhibition by FdUMP
-
additional information
-
analysis of enzyme susceptibility to a range of classical inhibitors normally used in the treatment of cancer, bacterial or protozoal infections, in vivo effects in presence of absence of thymidine and/or folate, overview. Modulating certain medium components can affect drug sensitivity, presumably by either competition for uptake and competition for the active site of DHFR-TS. In the case of one human thymidylate synthase inhibitor raltitrexed, the inhibitor is more potent against the intact parasite. Addition of extra glutamic acid residues not only improves retention in the cell, but also increases potency against thymidylate synthase, as it does in human cells. No inhibition by FdUMP
-
additional information
successful dual inhibition of Trypanosoma brucei dihydrofolate reductase (TbDHFR) and Trypanosoma brucei pteridine reductase 1 (TbPTR1, EC 1.5.1.33) has implications in the exploitation of anti-folates. Molecular docking of a ligand library of 5742 compounds against TbPTR1 and identification of compounds showing promising binding modes. The protein-ligand complexes are subjected to molecular dynamics to characterize their molecular interactions and energetics, followed by in vitro testing. Five compounds show low micromolar Trypanosome growth inhibition in in vitro experiments that might be acting by inhibition of TbPTR1. Docking study with TbPTR1 and comparison with Trypanosoma cruzi PTR2, moleuclar dynamics, overview
-
additional information
selectivity of the ihibitors versus enzymes PTR1 and DHFR, overview
-
additional information
structure-based three-dimensional quantitative structure-activity relationship 3D-QSAR approach to predict the biochemical activity for inhibitors of Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase. Crystal structures of complexes of the enzyme with eight different inhibitors of the DHFR activity together with the structure in the substrate-free state have been used to validate and refine docking poses of ligands, good agreement between experimental and predicted enzyme inhibition data
-
additional information
-
structure-based three-dimensional quantitative structure-activity relationship 3D-QSAR approach to predict the biochemical activity for inhibitors of Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase. Crystal structures of complexes of the enzyme with eight different inhibitors of the DHFR activity together with the structure in the substrate-free state have been used to validate and refine docking poses of ligands, good agreement between experimental and predicted enzyme inhibition data
-
additional information
inhibitory effect of antifolate drugs on enzymatic activity, and inhibitory activity of four aporphine alkaloids from Rollinia pittieri and Pseudomalmea boyacana, and some 2,4-diamino-pyrimidine antifolates, overview
-
additional information
successful dual inhibition of Trypanosoma brucei dihydrofolate reductase (TbDHFR) and Trypanosoma brucei pteridine reductase 1 (TbPTR1, EC 1.5.1.33) has implications in the exploitation of anti-folates. Molecular docking of a ligand library of 5742 compounds against TbPTR1 and identification of compounds showing promising binding modes. The protein-ligand complexes are subjected to molecular dynamics to characterize their molecular interactions and energetics, followed by in vitro testing. Five compounds show low micromolar Trypanosome growth inhibition in in vitro experiments that might be acting by inhibition of TbPTR1. Docking study with TbPTR1 and comparison with Trypanosoma cruzi PTR2, moleuclar dynamics, overview
-
additional information
-
stereochemistry of inhibitor binding
-
additional information
-
stereochemistry of inhibitor binding
-
additional information
-
overview antifolate inhibitors, especially methotrexate, and sensitivity or resistance in plants
-
additional information
inhibitor design, structure-activity relationships of the antifolates: methyl groups at the meta and para positions of the distal phenyl ring achieve the greatest number of interactions with the pathogenic enzyme and the greatest degree of selectivity over the human enzyme, antifungal activity can be tuned with substitution patterns at the propargyl and para-phenyl positions, overview
-
additional information
-
inhibitor design, structure-activity relationships of the antifolates: methyl groups at the meta and para positions of the distal phenyl ring achieve the greatest number of interactions with the pathogenic enzyme and the greatest degree of selectivity over the human enzyme, antifungal activity can be tuned with substitution patterns at the propargyl and para-phenyl positions, overview
-
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0.000082
(-)-epicatechin gallate
-
25°C, pH 7.6
0.00012
(-)-epigallocatechin gallate
-
25°C, pH 7.6
0.0000027
(2E)-1-(1-cyclohexylphthalazin-2(1H)-yl)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]prop-2-en-1-one
pH and temperature not specified in the publication
0.000005
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-(1-phenoxyphthalazin-2(1H)-yl)prop-2-en-1-one
pH and temperature not specified in the publication
0.0000026
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-(1-phenylphthalazin-2(1H)-yl)prop-2-en-1-one
pH and temperature not specified in the publication
0.0000045
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
pH and temperature not specified in the publication
0.0000072
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(2-methylphenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000038
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3,3,3-trifluoropropyl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000071
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3,5-dimethylphenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000048
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3-fluorophenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000038
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3-methylbut-2-en-1-yl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000035
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(3-methylbutyl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000056
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-fluorophenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000067
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-methoxyphenoxy)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000062
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-methylphenoxy)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000051
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(4-methylphenyl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000074
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(hexan-3-yl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000038
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-(propan-2-yl)phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000188
(2E)-3-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]-1-[1-[4-(trifluoromethoxy)phenoxy]phthalazin-2(1H)-yl]prop-2-en-1-one
pH and temperature not specified in the publication
0.0000007
(E)-1-(1-cyclopropyl-6,7-dimethoxyphthalazin-2(1H)-yl)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)prop-2-en-1-one
30°C, pH not specified in the publication
-
0.0000012
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-(4-methoxyphenyl)phthalazin-2(1H)-yl)prop-2-en-1-one, (E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-phenylphthalazin-2(1H)-yl)prop-2-en-1-one
30°C, pH not specified in the publication
-
0.0000012
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-phenylphthalazin-2(1H)-yl)prop-2-en-1-one
-
30°C, pH not specified in the publication
-
0.0000012
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
30°C, pH not specified in the publication
-
0.0000011
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(6,7-dimethoxy-1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
30°C, pH not specified in the publication
-
0.0000012
(E)-3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-2,3-dimethoxyphenyl)-1-(6,7-dimethyl-1-propylphthalazin-2(1H)-yl)prop-2-en-1-one
30°C, pH not specified in the publication
-
0.000062 - 0.0005
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
0.00016 - 0.0016
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
0.0000115
1,4-phenylenebis(methylene) bis(N-[amino(imino)methyl](imidothiocarbamate))
25°C, pH 7.5
0.01116
1-(3-ethoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.00102
1-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.00402
1-(4-ethoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.02022
1-[3-(aminomethyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.0008802
1-[3-chloro-4-(5-phenylpentyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.0393
1-[4-(aminomethyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.0000037
2,4-diamino-5,6-dihydro-6,6-dimethyl-5-(4'-methoxyphenyl)-s-triazine
-
-
0.000097 - 0.00049
2,4-diamino-5-[3-(2-methoxy-5-phenylphenyl)prop-1-ynyl]-6-ethylpyrimidine
0.00043 - 0.00259
2,4-diamino-5-[3-(2-phenyl-5-methoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
0.00000026 - 0.0000244
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
0.065
2,4-diaminopyrimidine
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.459
2,4-diaminoquinazoline
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.00039 - 0.00489
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
0.00000003
3-(2-(3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy)phenyl)propanoic acid
pH 6, temperature not specified in the publication, isolate PKNY146CSP
-
0.000958
3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)benzonitrile
pH 7.3, 22°C
0.0021
3-O-(3,4,5-trimethoxybenzoyl)-(-)-epicatechin
-
pH 7.4, 25°C
0.0000094
4-((5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl)ethynyl)benzoic acid
pH 7.0
0.0000036 - 0.000049
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
0.00000078
4-(N-[(2,4-Diamino-6-pteridyl)methyl]-N-methylamino)benzoate
-
-
0.0000014 - 0.000034
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
0.00289
4-[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)benzamido]benzene-1-sulfonyl fluoride
pH 7.3, 22°C
0.105
4-[4,6-diamino-2-(4-chlorophenyl)-1,3,5-triazin-1(2H)-yl]benzene-1-sulfonamide
pH 7.3, 22°C
0.0000497
4-[4-[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]butyl]benzenesulfonyl fluoride
pH 7.3, 22°C
0.0000926
4-[6-[4-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]hexyl]benzenesulfonyl fluoride
pH 7.3, 22°C
0.0000003 - 0.0000534
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
0.0000008 - 0.0000033
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
0.0000003 - 0.000303
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
0.0000043 - 0.001576
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
0.0000003 - 0.000385
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
0.0000003 - 0.000798
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
0.0000003 - 0.000541
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
0.0000029 - 0.003461
5-(4-chlorophenyl)-6-phenylpyrimidine-2,4-diamine
0.0000005 - 0.000359
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
0.000024 - 0.000188
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
0.15
5-methyltetrahydrofolate
-
-
0.00006 - 0.00077
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
0.00078 - 0.0046
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
0.00062 - 0.0053
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
0.0033 - 0.012
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
0.0025 - 0.0028
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
0.00006 - 0.00065
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
0.00007 - 0.00083
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
0.00007 - 0.0011
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
0.00091 - 0.011
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
0.00055 - 0.0043
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
0.00014 - 0.0016
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
0.00008 - 0.0013
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
0.00183 - 0.00752
5-[3-(2,5-dimethoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.0003 - 0.0205
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
0.0002 - 0.00451
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.0016 - 0.0092
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.00164 - 0.0117
5-[3-(3-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.00103 - 0.00266
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.000083 - 0.00131
5-[3-(biphenyl-3-yl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
0.002 - 0.00981
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.00155
6,6-dimethyl-1-(4-methylphenyl)-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.0003591
6,6-dimethyl-1-[3-(4-phenylbutyl)phenyl]-1,6-dihydro-1,3,5-triazine-2,4-diamine
pH 7.3, 22°C
0.0000052 - 0.000038
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
0.0000009 - 0.000617
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
0.00000155 - 0.00000733
6-ethyl-5-phenylpyrimidine-2,4-diamine
0.000064 - 0.00119
6-ethyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.00023 - 0.0017
6-ethyl-5-[3-(4-methoxybiphenyl-3-yl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.00017 - 0.0341
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
0.00119 - 0.00391
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
0.000049 - 0.00125
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.00294 - 0.00481
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
0.0000016 - 0.0000118
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
0.0000019 - 0.000042
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
0.0000078 - 0.000048
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
0.0000076 - 0.000072
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
0.0000053 - 0.000269
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
0.00000742
7-[(4-aminophenyl)methyl]-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine
pH 7.3, 22°C
0.0000122
7-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]hept-6-ynoic acid
pH 7.0
0.0000000078 - 0.0000021
aminopterin
0.00000023 - 0.0000009
AR-101
0.00000022 - 0.0000035
Ar-102
0.748
atherospermidine
pH 6.0, 28°C, recombinant enzyme
0.00000011 - 8
cycloguanil
0.005
deoxytubulosine
-
-
0.00178
epicatechin-3-O-gallate
-
pH 7.4, 25°C
0.00092
epigallocatechin-3-O-gallate
-
pH 7.4, 25°C
0.0000013 - 0.0000096
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
0.0000002 - 0.0000026
iclaprim
0.717
isomoschatoline
pH 6.0, 28°C, recombinant enzyme
0.00034
L-erythro-biopterin
-
with 7,8-dihydrofolate
2.615
liriodenine
pH 6.0, 28°C, recombinant enzyme
1.26
melosmine
pH 6.0, 28°C, recombinant enzyme
0.00000000002 - 0.022
methotrexate
0.0000006 - 0.0000241
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
0.0000033 - 0.000024
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
0.0000005 - 0.0000028
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
0.0000016 - 0.000013
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
0.00018
N10-formylaminopterin
Tequatrovirus T4
-
-
0.0016
N10-formyldihydrofolate
-
-
0.000348
nolatrexed
pH 7.4, 25°C, recombinant enzyme
0.0000005 - 0.00029
pemetrexed
0.0000039 - 0.000008
piritrexim
0.000045
pralatrexate
-
-
0.0000052 - 0.00035
PY957
0.00000005 - 0.068
pyrimethamine
0.0000082
quinone methide
-
pH 7.4, 25°C
0.0000931 - 0.002
raltitrexed
0.0000021
TMP
pH and temperature not specified in the publication
0.000001 - 0.046
trimethoprim
0.00000023 - 0.000000597
trimetrexate
0.007
tylophorinidine
-
-
-
0.00000044 - 0.0000155
WR99210
additional information
additional information
-
0.000062
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0005
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00016
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0016
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.000097
2,4-diamino-5-[3-(2-methoxy-5-phenylphenyl)prop-1-ynyl]-6-ethylpyrimidine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00033
2,4-diamino-5-[3-(2-methoxy-5-phenylphenyl)prop-1-ynyl]-6-ethylpyrimidine
wild type enzyme, at pH 7.0 and 25°C
0.00049
2,4-diamino-5-[3-(2-methoxy-5-phenylphenyl)prop-1-ynyl]-6-ethylpyrimidine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00043
2,4-diamino-5-[3-(2-phenyl-5-methoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00104
2,4-diamino-5-[3-(2-phenyl-5-methoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00259
2,4-diamino-5-[3-(2-phenyl-5-methoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
wild type enzyme, at pH 7.0 and 25°C
0.00000026
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
mutant K37Q enzyme, pH 7.4, 37°C
0.00000058
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
recombinant mutant N64F enzyme, pH 7.4, 37°C
0.00000071
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
mutant K37Q/F69N enzyme, pH 7.4, 37°C
0.0000008
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
mutant K37S enzyme, pH 7.4, 37°C
0.00000142
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
mutant K37S/F69S enzyme, pH 7.4, 37°C
0.0000027
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
wild-type enzyme, pH 7.4, 37°C
0.0000063
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
wild-type enzyme, pH 7.4, 37°C
0.0000244
2,4-diamino-6-[(2',5'-dichloroanilino)methyl]pyrido[2,3-d]pyrimidine
recombinant wild-type enzyme, pH 7.4, 37°C
0.00039
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00439
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
mutant enzyme F96I, at pH 7.0 and 25°C
0.00489
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
wild type enzyme, at pH 7.0 and 25°C
0.0000036
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
pH 7, 22.6°C
0.000049
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
pH 7.3, 22.6°C
0.0000014
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
-
pH 7.0, 25°C
0.000034
4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]phenol
-
pH 7.0, 25°C
0.0000003
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.000001
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000126
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.0000534
5-(3,4-dichlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000008
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000014
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.0000016
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000033
5-(3-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000003
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000153
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000443
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.000303
5-(4-bromophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000043
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0002473
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.000742
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.001576
5-(4-chlorophenyl)-6-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000003
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000282
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000539
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.000385
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000003
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.000099
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.0001291
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.000798
5-(4-chlorophenyl)-6-isobutylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000003
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000362
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.000113
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.000541
5-(4-chlorophenyl)-6-isopropylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000029
5-(4-chlorophenyl)-6-phenylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0006
5-(4-chlorophenyl)-6-phenylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.003461
5-(4-chlorophenyl)-6-phenylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000005
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000494
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.0000519
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.000359
5-(4-chlorophenyl)-6-propylpyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.000024
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
pH 7, 22.6°C
0.000188
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
pH 7.3, 22.6°C
0.00006
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00077
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00078
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0046
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00062
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0053
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0033
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.012
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0025
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0028
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00006
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00065
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00007
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00083
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00007
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0011
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00091
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.011
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00055
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0043
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00014
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0016
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00008
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.0013
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
-
pH 7.4, 37°C
0.00183
5-[3-(2,5-dimethoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00516
5-[3-(2,5-dimethoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00752
5-[3-(2,5-dimethoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.0003
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00069
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.0205
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.0002
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00036
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00451
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.0016
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00583
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.0092
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00164
5-[3-(3-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.0104
5-[3-(3-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.0117
5-[3-(3-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00103
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.0011
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00266
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.000083
5-[3-(biphenyl-3-yl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00037
5-[3-(biphenyl-3-yl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00131
5-[3-(biphenyl-3-yl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.002
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00635
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00981
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.0000052
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.000038
6-(2-[4-(benzyloxy)phenyl]ethyl)quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.0000009
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.0000031
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
wild-type, pH 7.0, 25°C
0.000086
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
mutant C59R/S108N, pH 7.0, 25°C
0.000617
6-ethyl-5-(4-methoxyphenyl)pyrimidine-2,4-diamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.00000155
6-ethyl-5-phenylpyrimidine-2,4-diamine
wild-type
0.00000733
6-ethyl-5-phenylpyrimidine-2,4-diamine
mutant S58R/S117N
0.000064
6-ethyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00032
6-ethyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00119
6-ethyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00023
6-ethyl-5-[3-(4-methoxybiphenyl-3-yl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00121
6-ethyl-5-[3-(4-methoxybiphenyl-3-yl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.0017
6-ethyl-5-[3-(4-methoxybiphenyl-3-yl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00017
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.0102
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.0341
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00119
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00337
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00391
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.000049
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00115
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.00125
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00294
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00428
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
wild type enzyme, at pH 7.0 and 25°C
0.00481
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
mutant enzyme F96I, at pH 7.0 and 25°C
0.0000016
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
pH 7, 22.6°C
0.0000118
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
pH 7.3, 22.6°C
0.0000019
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.000042
6-[2-(4-butoxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.0000078
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.000048
6-[2-(4-ethoxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.0000076
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.000072
6-[2-(4-hexoxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.0000053
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.000269
6-[2-(4-octyloxyphenyl)ethyl]quinazoline-2,4-diamine
-
pH 7.0, 25°C
0.0000000078
aminopterin
-
-
0.00000061
aminopterin
-
-
0.0000017
aminopterin
-
pH 6, 25°C
0.0000021
aminopterin
pH 6, 25°C
0.00000023
AR-101
wild-type enzyme
0.0000009
AR-101
mutant F98Y
0.00000022
Ar-102
wild-type enzyme
0.0000035
Ar-102
mutant F98Y
0.00000011
cycloguanil
pH 6, temperature not specified in the publication, isolate PKNY146CSP
0.00000024
cycloguanil
mutant K27E, pH 5.0, 25°C
0.00000028
cycloguanil
mutant Y35G/F37L, pH 5.0, 25°C
0.0000006
cycloguanil
mutant Y35Q/F37R, pH 5.0, 25°C
0.000001
cycloguanil
-
wild-type, 25°C, pH 7.0
0.0000012
cycloguanil
mutant Y35L/F37R, pH 5.0, 25°C
0.0000015
cycloguanil
wild-type, pH 5.0, 25°C
0.0000016
cycloguanil
-
recombinant mutant S108T
0.0000018
cycloguanil
mutant Y35L/F37T, pH 5.0, 25°C
0.00000199
cycloguanil
-
mutant W48Y/N188Y, 25°C, pH 7.0
0.000002
cycloguanil
-
recombinant mutant S108A
0.0000026
cycloguanil
-
recombinant wild-type enzyme
0.000003
cycloguanil
-
recombinant mutant S108C
0.00000548
cycloguanil
-
mutant W48Y, 25°C, pH 7.0
0.000015
cycloguanil
-
recombinant mutant S108N
0.000017
cycloguanil
-
recombinant mutant S108G
0.0000205
cycloguanil
-
mutant enzyme T86S, in 50 mM TES, pH 7.0, at 37°C
0.000067
cycloguanil
-
wild-type enzyme
0.000158
cycloguanil
-
recombinant mutant S108Q
0.000256
cycloguanil
-
wild type enzyme, in 50 mM TES, pH 7.0, at 37°C
0.000743
cycloguanil
-
mutant enzyme
0.001915
cycloguanil
-
mutant enzyme T86N, in 50 mM TES, pH 7.0, at 37°C
8
cycloguanil
-
above, pH 6.0, 25°C recombinant His-tagged enzyme
0.0000013
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
pH 7, 22.6°C
0.0000096
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
pH 7.3, 22.6°C
0.000026
folate
-
-
0.025
folate
-
with 7,8-dihydrofolate
0.036
folate
-
with 7,8-dihydrofolate
0.0000002
iclaprim
wild-type enzyme
0.0000026
iclaprim
mutant F98Y
0.00000000002
methotrexate
-
recombinant enzyme
0.000000002
methotrexate
pH 7.4, 37°C, mutant Q35K
0.000000003
methotrexate
pH 7.4, 37°C, mutant N64S
0.0000000061
methotrexate
-
-
0.000000007
methotrexate
-
-
0.000000009
methotrexate
-
recombinant enzyme
0.000000009
methotrexate
-
isozyme type III, R-plasmid encoded
0.000000014
methotrexate
-
pH 7.4, 37°C, wild-type enzyme
0.000000016
methotrexate
-
recombinant enzyme derived from E. coli
0.000000019
methotrexate
pH 7.4, 37°C, mutant Q35K/N64F
0.0000000289
methotrexate
-
25°C
0.000000029
methotrexate
pH 7.4, 37°C, mutant N64F
0.000000031
methotrexate
-
wild-type, pH 7.6, 23°C
0.000000031
methotrexate
wild-type, pH 7.6, 23°C
0.000000042
methotrexate
-
pH 7.4, 37°C, wild-type enzyme
0.000000047
methotrexate
pH 7.4, 37°C, mutant Q35S
0.000000047
methotrexate
pH 7.4, 37°C, mutant Q35S/N64S
0.000000063
methotrexate
-
pH 7.4, 37°C, mutant K37Q
0.000000093
methotrexate
pH 7.4, 37°C, wild-type enzyme
0.000000095
methotrexate
pH 7.4, 25°C, recombinant enzyme
0.0000001
methotrexate
-
recombinant enzyme
0.00000015
methotrexate
-
recombinant from E. coli
0.0000002
methotrexate
-
-
0.00000023
methotrexate
-
recombinant bifunctional enzyme
0.0000003
methotrexate
-
-
0.0000005
methotrexate
-
pH 6, 25°C
0.0000007
methotrexate
pH 6, 25°C
0.0000013
methotrexate
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.0000014
methotrexate
-
recombinant enzyme
0.0000017
methotrexate
mutant F31P, pH 7.6, 23°C
0.0000052
methotrexate
-
wild-type enzyme
0.0000069
methotrexate
-
mutant enzyme
0.000009
methotrexate
mutant F31G/Q35N, pH 7.6, 23°C
0.00001
methotrexate
mutant F31P/Q35H, pH 7.6, 23°C
0.000012
methotrexate
mutant F31P/Q35E, pH 7.6, 23°C
0.000012
methotrexate
mutant F31R/F34A/Q35N, pH 7.6, 23°C
0.000018
methotrexate
-
wild-type enzyme
0.00002
methotrexate
-
mutant V115A, pH 7.6, 23°C
0.00002
methotrexate
-
mutant V115C, pH 7.6, 23°C
0.000021
methotrexate
mutant F31R/Q35E, pH 7.6, 23°C
0.000026
methotrexate
-
-
0.00003
methotrexate
mutant F31S/Q35E, pH 7.6, 23°C
0.000059
methotrexate
mutant F31R/F34T/Q35S, pH 7.6, 23°C
0.000086
methotrexate
mutant F31R/F34T/Q35R, pH 7.6, 23°C
0.00009
methotrexate
-
bacterial, R factor encoded isozyme type II
0.00018
methotrexate
mutant F31A/F34V/Q35H, pH 7.6, 23°C
0.0011
methotrexate
-
with 7,8-dihydrofolate
0.0059
methotrexate
-
competitive
0.022
methotrexate
pH 6.0, 28°C, recombinant enzyme
0.0000006
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
-
wild-type, pH 7.0, 25°C
0.0000055
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
-
mutant C59R/S108N, pH 7.0, 25°C
0.0000087
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
-
wild-type, pH 7.0, 25°C
0.0000241
methyl 4-(2,6-diamino-5-phenylpyrimidin-4-yl)butanoate
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000033
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
pH 7, 22.6°C
0.000024
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
pH 7.3, 22.6°C
0.0000005
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
-
wild-type, pH 7.0, 25°C
0.0000025
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
-
wild-type, pH 7.0, 25°C
0.0000027
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
-
mutant N51I/C59R/S108N/I164L, pH 7.0, 25°C
0.0000028
methyl 4-[2,6-diamino-5-(3-chlorophenyl)pyrimidin-4-yl]butanoate
-
mutant C59R/S108N, pH 7.0, 25°C
0.0000016
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
pH 7, 22.6°C
0.000013
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
pH 7.3, 22.6°C
0.0018
NADP+
-
-
0.0023
NADP+
-
with 7,8-dihydrofolate
0.021
NADP+
-
with 7,8-dihydrofolate
0.0000005
pemetrexed
-
wild-type, pH 7.6, 23°C
0.000131
pemetrexed
-
mutant V115A, pH 7.6, 23°C
0.000283
pemetrexed
-
mutant V115C, pH 7.6, 23°C
0.00029
pemetrexed
pH 7.4, 25°C, recombinant enzyme
0.0000039
piritrexim
-
-
0.000008
piritrexim
-
recombinant enzyme
0.0000052
PY957
pH 7.4, 37°C, mutant N64F
0.0000076
PY957
-
pH 7.4, 37°C, mutant K37Q
0.0000083
PY957
pH 7.4, 37°C, mutant Q35K
0.000013
PY957
pH 7.4, 37°C, mutant Q35K/N64F
0.0000219
PY957
-
pH 7.4, 37°C, wild-type enzyme
0.000023
PY957
pH 7.4, 37°C, mutant N64S
0.0000263
PY957
-
pH 7.4, 37°C, wild-type enzyme
0.000066
PY957
pH 7.4, 37°C, mutant Q35S/N64S
0.00023
PY957
pH 7.4, 37°C, wild-type enzyme
0.00035
PY957
pH 7.4, 37°C, mutant Q35S
0.00000005
pyrimethamine
pH 6, temperature not specified in the publication, isolate PKNY146CSP
0.00000012
pyrimethamine
mutant K27E, pH 5.0, 25°C
0.00000016
pyrimethamine
wild-type
0.0000002
pyrimethamine
mutant Y35G/F37L, pH 5.0, 25°C
0.00000028
pyrimethamine
-
recombinant bifunctional enzyme
0.00000037
pyrimethamine
-
trimethoprim-sensitive strain
0.00000057
pyrimethamine
mutant Y35L/F37T, pH 5.0, 25°C
0.0000006
pyrimethamine
wild-type, pH 5.0, 25°C
0.00000061
pyrimethamine
mutant Y35Q/F37R, pH 5.0, 25°C
0.00000072
pyrimethamine
-
wild-type, 25°C, pH 7.0
0.000001
pyrimethamine
-
recombinant enzyme
0.000001
pyrimethamine
-
mutant W48Y/N188Y, 25°C, pH 7.0
0.0000012
pyrimethamine
mutant Y35L/F37R, pH 5.0, 25°C
0.0000014
pyrimethamine
-
recombinant mutant S108T
0.0000015
pyrimethamine
-
recombinant wild-type enzyme
0.00000174
pyrimethamine
-
mutant W48Y, 25°C, pH 7.0
0.0000021
pyrimethamine
-
mutant enzyme T86S, in 50 mM TES, pH 7.0, at 37°C
0.0000022
pyrimethamine
-
-
0.000004
pyrimethamine
-
recombinant mutant S108A
0.000006
pyrimethamine
-
recombinant mutant S108C
0.00000635
pyrimethamine
pH 7.4, 25°C, recombinant enzyme
0.000007
pyrimethamine
-
recombinant mutant S108G
0.0000081
pyrimethamine
-
mutant I51N/C59R/N108S/I164L, pH 7.0
0.000013
pyrimethamine
-
recombinant mutant S108N
0.000014
pyrimethamine
-
trimethoprim-resistant sdtrain
0.0000176
pyrimethamine
-
mutant N51I/C59R/N108S/I164L, pH 7.0
0.000021
pyrimethamine
-
-
0.000024
pyrimethamine
-
wild type enzyme, in 50 mM TES, pH 7.0, at 37°C
0.000029
pyrimethamine
-
-
0.00005
pyrimethamine
mutant S58R/S117N
0.000064
pyrimethamine
-
wild-type enzyme
0.000065
pyrimethamine
-
recombinant enzyme derived from E. coli
0.0000724
pyrimethamine
-
mutant N51I/C59R/N108T/I164L, pH 7.0
0.000095
pyrimethamine
-
recombinant mutant S108Q
0.000147
pyrimethamine
-
mutant N51I/C59R/S108N/I164L/I150V/N182I/N201D, pH 7.0
0.000179
pyrimethamine
-
mutant enzyme T86N, in 50 mM TES, pH 7.0, at 37°C
0.000209
pyrimethamine
-
mutant N51I/C59R/S108N/I164L, pH 7.0
0.000292
pyrimethamine
-
mutant N51I/C59R/S108N/I164L/K96N, pH 7.0
0.000514
pyrimethamine
-
mutant N51I/C59R/S108N/I164L/D187A, pH 7.0
0.0007
pyrimethamine
-
recombinant enzyme
0.00072
pyrimethamine
-
with 7,8-dihydrofolate
0.00093
pyrimethamine
-
mutant enzyme
0.0036
pyrimethamine
-
pH 6, 25°C
0.013
pyrimethamine
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.015
pyrimethamine
pH 6, 25°C
0.068
pyrimethamine
pH 6.0, 28°C, recombinant enzyme
0.0000931
raltitrexed
pH 7.4, 25°C, recombinant enzyme
0.0016
raltitrexed
-
pH 6, 25°C
0.002
raltitrexed
pH 6, 25°C
0.000001
trimethoprim
-
strains MB 1428 and MB 3746
0.000003
trimethoprim
mutant H26Y/Q60K/A77V/V78A/Q81H/Q91S/L100V/E133A/A149T, pH 7.0, 25°C
0.000004
trimethoprim
-
bacterial chromosomal encoded isozyme type I
0.000006
trimethoprim
wild-type enzyme
0.0000071
trimethoprim
-
trimethoprim-sensitive strain
0.000011
trimethoprim
-
strain MB 3747
0.0000176
trimethoprim
pH 7.4, 25°C, recombinant enzyme
0.000019
trimethoprim
-
isozyme type III, R-plasmid encoded
0.000019
trimethoprim
-
bacterial chromosomal encoded isozyme type III
0.000043
trimethoprim
-
pH 7.4, 37°C, wild-type enzyme
0.000068
trimethoprim
-
trimethoprim-resistant strain
0.000075
trimethoprim
-
pH 7.4, 37°C, mutant K37Q
0.000098
trimethoprim
-
wild-type enzyme
0.0001
trimethoprim
mutant F98Y
0.000143
trimethoprim
-
mutant enzyme
0.000147
trimethoprim
wild-type, pH 7.0, 25°C
0.00027
trimethoprim
pH 7.4, 37°C, mutant N64S
0.00028
trimethoprim
-
recombinant enzyme derived from E. coli
0.00039
trimethoprim
pH 7.4, 37°C, mutant Q35K
0.00048
trimethoprim
mutant enzyme Y102F, at pH 7.0 and 25°C
0.00049
trimethoprim
pH 7.4, 37°C, mutant N64F
0.00065
trimethoprim
pH 7.4, 37°C, mutant Q35K/N64F
0.0008
trimethoprim
-
pH 7.4, 37°C, wild-type enzyme
0.00081
trimethoprim
-
recombinant enzyme
0.0012
trimethoprim
pH 7.4, 37°C, mutant Q35S/N64S
0.0018
trimethoprim
pH 7.4, 37°C, mutant Q35S
0.0027
trimethoprim
-
with N10-formyldihydrofolate
0.0043
trimethoprim
-
recombinant from E. coli
0.0052
trimethoprim
pH 7.4, 37°C, wild-type enzyme
0.00598
trimethoprim
pH 6, 25°C
0.0064
trimethoprim
-
with 7,8-dihydrofolate
0.01
trimethoprim
-
bacterial, R factor encoded isozymes type I
0.0137
trimethoprim
mutant enzyme F96I, at pH 7.0 and 25°C
0.015
trimethoprim
-
pH 6, 25°C
0.0241
trimethoprim
wild type enzyme, at pH 7.0 and 25°C
0.033
trimethoprim
pH 6.0, 28°C, recombinant enzyme
0.046
trimethoprim
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.00000023
trimetrexate
-
recombinant enzyme derived from E. coli
0.000000597
trimetrexate
pH 7.4, 25°C, recombinant enzyme
0.00000044
WR99210
-
wild-type, 25°C, pH 7.0
0.00000085
WR99210
-
mutant N51I/C59R/S108N/I164L/K96N, pH 7.0
0.0000009
WR99210
-
mutant enzyme T86S, in 50 mM TES, pH 7.0, at 37°C
0.0000011
WR99210
-
mutant N51I/C59R/S108N/I164L/I150V/N182I/N201D, pH 7.0
0.0000011
WR99210
-
wild type enzyme, in 50 mM TES, pH 7.0, at 37°C
0.0000012
WR99210
-
mutant N51I/C59R/S108N/I164L/D187A, pH 7.0
0.00000121
WR99210
-
mutant W48Y/N188Y, 25°C, pH 7.0
0.00000154
WR99210
-
mutant W48Y, 25°C, pH 7.0
0.0000021
WR99210
-
mutant N51I/C59R/S108N/I164L, pH 7.0
0.0000036
WR99210
-
mutant I51N/C59R/N108S/I164L, pH 7.0
0.0000039
WR99210
-
mutant enzyme T86N, in 50 mM TES, pH 7.0, at 37°C
0.0000073
WR99210
-
mutant N51I/C59R/N108S/I164L, pH 7.0
0.0000155
WR99210
-
mutant N51I/C59R/N108T/I164L, pH 7.0
additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
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-
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additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
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-
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additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
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-
-
additional information
additional information
-
overview
-
additional information
additional information
-
overview
-
additional information
additional information
-
overview
-
additional information
additional information
-
Ki of substrates 7,8-dihydrofolate and NADPH for the 2 isozymes
-
additional information
additional information
-
Ki-values for the native enzyme are higher than for the recombinant enzyme
-
additional information
additional information
-
overview, effect of methotrexate and trimethoprim
-
additional information
additional information
-
overview, effect of methotrexate and trimethoprim
-
additional information
additional information
-
overview, effect of methotrexate and trimethoprim
-
additional information
additional information
-
overview, effect of methotrexate and trimethoprim
-
additional information
additional information
protozoa
-
overview, effect of methotrexate and trimethoprim
-
additional information
additional information
protozoa
-
overview, effect of methotrexate and trimethoprim
-
additional information
additional information
-
folate antagonists
-
additional information
additional information
-
Ki of substrates dihydrofolate, NADPH and acetylpyridine adenine nucleotide
-
additional information
additional information
-
inhibition kinetics
-
additional information
additional information
inhibition kinetics
-
additional information
additional information
-
inhibition kinetics
-
additional information
additional information
inhibition kinetics, overview
-
additional information
additional information
-
inhibition kinetics, overview
-
additional information
additional information
inhibition kinetics, overview
-
additional information
additional information
antifolate inhibition kinetics, overview
-
additional information
additional information
-
antifolate inhibition kinetics, overview
-
additional information
additional information
-
comparison of inhibition kinetics of wild-type and mutant enzymes with those of the enzyme from Homo sapiens
-
additional information
additional information
comparison of inhibition kinetics of wild-type and mutant enzymes with those of the enzymes Pneumocystis carinii and Pneumocystis jirovecii
-
additional information
additional information
-
comparison of inhibition kinetics of wild-type and mutant enzymes with those of the enzymes Pneumocystis carinii and Pneumocystis jirovecii
-
additional information
additional information
-
comparison of inhibition kinetics of wild-type enzyme with those of wild-type and mutant enzyme from Homo sapiens
-
additional information
additional information
-
stopped-flow inhibition kinetics, molecular modeling, overview
-
additional information
additional information
inhibition kinetics of wild-type and mutant enzymes, comparison with the inhibition kinetics of enzymes and enzyme mutants from Homo sapiens and Pneumocystis carinii, overview
-
additional information
additional information
-
inhibition kinetics of wild-type and mutant enzymes, comparison with the inhibition kinetics of enzymes and enzyme mutants from Homo sapiens and Pneumocystis carinii, overview
-
additional information
additional information
inhibition kinetics of wild-type and mutant enzymes, comparison with the inhibition kinetics of enzymes and enzyme mutants from Homo sapiens and Pneumocystis jirovecii, overview
-
additional information
additional information
-
inhibition kinetics of wild-type and mutant enzymes, comparison with the inhibition kinetics of enzymes and enzyme mutants from Homo sapiens and Pneumocystis jirovecii, overview
-
additional information
additional information
inhibition kinetics of wild-type and mutant enzymes, comparison with the inhibition kinetics of enzymes and enzyme mutants from Pneumocystis carinii and Pneumocystis jirovecii, overview
-
additional information
additional information
-
inhibition kinetics of wild-type and mutant enzymes, comparison with the inhibition kinetics of enzymes and enzyme mutants from Pneumocystis carinii and Pneumocystis jirovecii, overview
-
additional information
additional information
all the investigated molecules are assumed to act as full competitive inhibitor and analysed according to the non-tight binding Michaelis-Menten model
-
additional information
pemetrexed
-
value above 0.0002 mM
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.0078 - 0.124
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
0.0001
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)glutamic acid
Leishmania major
pH 7, temperature not specified in the publication
-
0.00013
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)leucine
Leishmania major
pH 7, temperature not specified in the publication
-
0.00014
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)phenylalanine
Leishmania major
pH 7, temperature not specified in the publication
-
0.00018
(2-(4-((2,4-diaminopyrimidine-5-yl)methyl)-2,6-dimethoxyphenoxy)-2-oxoethyl)tryptophan
Leishmania major
pH 7, temperature not specified in the publication
-
0.0068 - 0.09
(4-(1-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]ethyl)phenyl)methanol
0.0019 - 0.0039
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
0.0145 - 0.0164
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
0.000000011
1,6-bis-(4-fluoro-phenyl)-[1,3,5]triazine-2,4-diamine
Escherichia coli
-
IC50: 0.011 nM, 0.03 mM 7,8-dihydrofolate
0.019 - 0.1
1-(3-([(2,4-diaminopteridin-6-yl)methyl]amino)phenyl)ethanol
0.263
1-(3-ethoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.02091
1-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.000103
1-(4-chlorophenyl)-6-methyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Trypanosoma brucei brucei
pH 3.7, 22°C, recombinant enzyme
-
0.00726
1-(4-chlorophenyl)-6-propyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Trypanosoma brucei brucei
pH 3.7, 22°C, recombinant enzyme
-
0.0891
1-(4-ethoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.0332
1-(4-methoxyphenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Trypanosoma brucei brucei
pH 3.7, 22°C, recombinant enzyme
-
0.478
1-[3-(aminomethyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.01845
1-[3-chloro-4-(5-phenylpentyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.722
1-[4-(aminomethyl)phenyl]-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.00089
2,4-diamino-5-(3-(2,5-dimethoxyphenyl)prop-1-ynyl)-6-ethylpyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.00036 - 0.0032
2,4-diamino-5-(3-phenylprop-1-ynyl)-6-ethylpyrimidine
0.000064
2,4-diamino-5-isopropyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C
0.0000048 - 0.000186
2,4-diamino-5-isopropyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
0.0086 - 0.083
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
0.031 - 0.081
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.024 - 0.061
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.0144 - 0.06
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
0.019 - 0.196
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.016 - 0.036
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.02 - 0.055
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.012
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
0.016 - 0.066
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.025 - 0.051
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.025 - 0.069
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.000058
2,4-diamino-5-propyl-6-(1'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C
0.00000311 - 0.00006
2,4-diamino-5-propyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
0.0000011
2,4-diamino-5-[(R)-3-(3-methoxy-5-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.00003
2,4-diamino-5-[(S)-3-(3-methoxy-5-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.00013 - 0.0092
2,4-diamino-5-[3-(2,3-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
0.00089 - 0.00128
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
0.0013
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-methylpyrimidine
0.00118 - 0.0055
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-npropylpyrimidine
0.0017 - 0.0032
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]pyrimidine
0.000027 - 0.0002
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)-3-methylbut-1-ynyl]-6-methylpyrimidine
0.000011 - 0.00029
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)pent-1-ynyl]-6-methylpyrimidine
0.000057 - 0.00094
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
0.000016
2,4-diamino-5-[3-(3-methoxy-4-(2,6-diisopropylphenyl)phenyl)-but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.0000074
2,4-diamino-5-[3-(3-methoxy-4-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.000036
2,4-diamino-5-[3-(3-methoxy-4-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.000019
2,4-diamino-5-[3-(3-methoxy-4-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.00001
2,4-diamino-5-[3-(3-methoxy-5-(2,6-diisopropylphenyl)phenyl)-but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.0000021 - 0.0013
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
0.00000055 - 0.00075
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
0.00000061 - 0.0014
2,4-diamino-5-[3-(3-methoxy-5-(3,5-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
0.0000064 - 0.00018
2,4-diamino-5-[3-(3-methoxy-5-(4-methoxyphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
0.00001 - 0.00021
2,4-diamino-5-[3-(3-methoxy-5-(4-tertbutylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
0.0000073 - 0.0014
2,4-diamino-5-[3-(3-methoxy-5-(6-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
0.0000018
2,4-diamino-5-[3-(3-methoxy-5-phenylphenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.0000069 - 0.000019
2,4-diamino-6-[N-(2,3,5-trichlorobenzyl)-N-ethylamino]quinazoline
0.0000073 - 0.000025
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-cyclopropyl methylamino]quinazoline
0.0000037 - 0.0000099
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-ethylamino]quinazoline
0.0000095 - 0.000038
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-propylamino]quinazoline
0.0000025 - 0.0000078
2,4-diamino-6-[N-(alpha-naphthyl)-N-ethylamino]quinazoline
0.0000036 - 0.000021
2,4-diamino-6-[N-(benzyl)-N-ethylamino]quinazoline
0.000025 - 0.000042
2,4-diamino-6-[N-(beta-naphthyl)-N-cyclopropyl methylamino]-quinazoline
0.0000072 - 0.000012
2,4-diamino-6-[N-(beta-naphthyl)-N-ethylamino]quinazoline
0.000019 - 0.000027
2,4-diamino-6-[N-(beta-naphthyl)-N-propylamino]quinazoline
20
2,4-diaminopyrimidine
Brugia malayi
-
above, pH 6.0, 25°C recombinant His-tagged enzyme
0.154
2,4-diaminoquinazoline
Brugia malayi
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.0017 - 0.01
2-(2-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)ethoxy)ethanol
0.074
2-(3-(2-(hydroxyimino)-2-(pyridine-4-yl)-6,7-dimethylquinoxalin-2-yl)-1-(pyridine-4-yl)ethanone) oxime
Bacillus anthracis
pH 7.1, 25°C
0.00012 - 0.035
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
0.00027
2-amino-5-(4-bromobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Toxoplasma gondii
-
-
0.00035
2-amino-5-(4-chlorobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Toxoplasma gondii
-
-
0.0035
2-amino-5-(4-methoxybenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Toxoplasma gondii
-
-
0.00000084 - 0.000028
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
0.000056 - 0.028
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
0.0000006 - 0.000033
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
0.000038 - 0.0028
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
0.00000029 - 0.000022
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
0.00000028 - 0.000014
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
0.000064 - 0.0056
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
0.00000054 - 0.000027
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
0.0000003 - 0.000012
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
0.00000026 - 0.000029
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
0.0000003 - 0.000042
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
0.000031 - 0.028
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
0.000048 - 0.032
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
0.0545
2-amino-6-(4-bromophenyl)-7-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol
Homo sapiens
pH and temperature not specified in the publication
0.0000022 - 0.000028
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
0.0000026 - 0.000033
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
0.00000035 - 0.000033
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
0.00000062 - 0.000031
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
0.00000026 - 0.000087
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
0.000044 - 0.058
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
0.00033
2-amino-6-methyl-5-(4-nitrobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Toxoplasma gondii
-
-
0.000034 - 0.035
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
0.000056 - 0.0012
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
0.0003
2-amino-6-methyl-5-[4-(trifluoromethoxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Toxoplasma gondii
-
-
0.0208
2-amino-8-(1,3-benzodioxol-5-yl)-9-phenyl-1,9-dihydro-6H-purin-6-one
Homo sapiens
pH and temperature not specified in the publication
0.0771
2-amino-8-(2-hydroxyphenyl)-9-phenyl-9H-purin-6-ol
Homo sapiens
pH and temperature not specified in the publication
0.0279
2-amino-8-(4-methylphenyl)-9-phenyl-9H-purin-6-ol
Homo sapiens
pH and temperature not specified in the publication
0.0494
2-amino-9-phenyl-8-(3,4,5-trimethoxyphenyl)-9H-purin-6-ol
Homo sapiens
pH and temperature not specified in the publication
0.0438
2-amino-9-phenyl-8-[4-(propan-2-yl)phenyl]-9H-purin-6-ol
Homo sapiens
pH and temperature not specified in the publication
0.000131 - 0.0062
2-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
0.0003 - 0.013
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]ethanol
0.0141 - 0.076
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]-2-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethanol
0.0529
2-[(E)-([2-amino-4-methoxy-6-(phenylamino)pyrimidin-5-yl]imino)methyl]phenol
Homo sapiens
pH and temperature not specified in the publication
0.000222 - 0.019
3-((3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy)methyl)benzoic acid
0.00093
3-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)propanoic acid
Escherichia coli
pH 7.0, 37°C
0.000039 - 0.00571
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
0.011 - 0.178
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
0.127 - 0.151
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
0.02019
3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)benzonitrile
Escherichia coli
pH 7.3, 22°C
0.00021
3-([(2,4-diamino-5-methylpyrido[2,3-d]pyrimidin-6-yl)methyl]amino)-4-(2,5-dimethoxyethoxy)phenol
Mycobacterium tuberculosis
-
-
0.48
3-heptyl-4-hydroxy-1H-naphthalen-2-one
Escherichia coli
-
IC50: 0.48 mM, 0.03 mM 7,8-dihydrofolate
0.014
3-[(3-(3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl)prop-2-yn-1-yl)oxy]benzoic acid
Homo sapiens
pH 7.0
0.000183
3-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
Trypanosoma cruzi
pH 7.0
0.0018
4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)-N-(4-sulfamoylphenethyl)-benzamide
Lacticaseibacillus casei
30°C, pH not specified in the publication
0.02
4-((2,4-diaminopteridin-6-yl)methylamino)-N-(4-sulfamoylphenethyl)benzamide
Lacticaseibacillus casei
30°C, pH not specified in the publication
0.0025
4-((2,4-diaminopteridin-6-yl)methylamino)benzenesulfonamide
Lacticaseibacillus casei
30°C, pH not specified in the publication
0.002
4-((2,4-diaminopteridin-6-yl)methylamino)benzenesulfonic acid
Lacticaseibacillus casei
30°C, pH not specified in the publication
0.00273 - 0.0191
4-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)butanoic acid
0.0000225 - 0.002898
4-((5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl)ethynyl)benzoic acid
0.0013
4-(2-(4-((2,4-diaminopteridin-6-yl)methylamino)benzamido)ethyl) benzenesulfonic acid
Lacticaseibacillus casei
30°C, pH not specified in the publication
0.089
4-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)phenol
Trypanosoma brucei brucei
pH 3.7, 22°C, recombinant enzyme
-
0.000061 - 0.000356
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
0.0002
4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoic acid
Escherichia coli
pH 7.0, 37°C
0.06283
4-[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)benzamido]benzene-1-sulfonyl fluoride
Escherichia coli
pH 7.3, 22°C
1.548
4-[4,6-diamino-2-(4-chlorophenyl)-1,3,5-triazin-1(2H)-yl]benzene-1-sulfonamide
Escherichia coli
pH 7.3, 22°C
0.00115
4-[4-[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]butyl]benzenesulfonyl fluoride
Escherichia coli
pH 7.3, 22°C
0.00184
4-[6-[4-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]hexyl]benzenesulfonyl fluoride
Escherichia coli
pH 7.3, 22°C
0.00011 - 0.0016
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
0.044 - 0.363
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
0.006 - 0.13
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
0.023 - 0.52
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
0.00088 - 0.184
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
0.022 - 0.15
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
0.000018
5-(3,4,5-trimethoxy-benzyl)-pyrimidine-2,4-diamine
Escherichia coli
-
IC50: 18 nM, 0.03 mM 7,8-dihydrofolate
0.00000087
5-(3-chlorophenyl)-6-(3-phenylpropyl)pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0176
5-(4-chlorophenyl)-1,3,5-triazaspiro[5.5]undeca-1,3-diene-2,4-diamine
Trypanosoma brucei brucei
pH 3.7, 22°C, recombinant enzyme
-
0.000422 - 0.001338
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
0.018
5-ethyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.00000088
5-ethyl-6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0029
5-ethyl-6-[(4-methoxyphenyl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0058
5-ethyl-6-[(4-nitrophenyl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0029
5-ethyl-6-[(naphthalen-1-yl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.006
5-ethyl-6-[(naphthalen-2-yl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0014
5-ethyl-6-[(quinolin-8-yl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0000031
5-ethyl-6-[[(2-methoxy-5-methylphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00055
5-methoxy-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000046
5-methyl-6-[(naphthalen-2-ylsulfanyl)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000082
5-methyl-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000045
5-methyl-6-[[(3,4,5-trimethoxyphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.000016
5-methyl-6-[[(3-methylphenyl)sulfanyl]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.068
5-[(E)-benzylideneamino]-6-methoxy-N4-phenylpyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0032 - 0.0051
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
0.0421 - 0.0445
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
0.0354 - 0.0627
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
0.0939 - 0.187
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
0.0259 - 0.162
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
0.0037 - 0.005
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
0.0041 - 0.0064
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
0.0042 - 0.0086
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
0.0519 - 0.0865
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
0.0312 - 0.0333
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
0.0079 - 0.0122
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
0.0046 - 0.0102
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
0.000068 - 0.1
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
0.00027 - 0.0013
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.000048 - 0.00055
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-propylpyrimidine-2,4-diamine
0.00027 - 0.0069
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.00041 - 0.00613
5-[3-(2-methoxy-2',6'-dimethylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.0005 - 0.00142
5-[3-(2-methoxy-2'-methylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.00017 - 0.00077
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.000073 - 0.00018
5-[3-(5-methoxy-2',6'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.000073 - 0.00019
5-[3-(5-methoxy-2'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.000015 - 0.00075
5-[3-(5-methoxy-3',5'-dimethyl[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.00041 - 0.022
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.0000073 - 0.0017
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.000058 - 0.0017
5-[3-(5-methoxy[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.00003 - 0.012
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.018 - 0.023
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
0.019 - 0.078
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
0.02 - 0.021
5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.061 - 0.097
5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
0.03227
6,6-dimethyl-1-(4-methylphenyl)-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.00759
6,6-dimethyl-1-[3-(4-phenylbutyl)phenyl]-1,6-dihydro-1,3,5-triazine-2,4-diamine
Escherichia coli
pH 7.3, 22°C
0.00079
6,7-dimethyl-5,6,7,8-tetrahydro-quinazoline-2,4-diamine
Escherichia coli
-
IC50: 790 nM, 0.03 mM 7,8-dihydrofolate
0.138 - 1.265
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
0.142 - 0.235
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
0.117 - 0.603
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
0.0000004
6-((5-methoxy-2-methylphenylamino)methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0005 - 0.0006
6-(([4-chlorotricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]amino)methyl)pteridine-2,4-diamine
0.00233 - 0.18
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
0.119 - 0.148
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
0.00066
6-(4-trifluoromethyl-phenoxy)-quinazoline-2,4-diamine
Escherichia coli
-
IC50: 660 nM, 0.03 mM 7,8-dihydrofolate
0.000023
6-([(2,5-dipropoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium tuberculosis
-
-
0.000009
6-([(2-butoxy-5-ethoxyoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium tuberculosis
-
-
0.000028
6-([(2-butoxy-5-propoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium tuberculosis
-
-
0.000023
6-([(2-ethoxy-5-butoxyphenyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium tuberculosis
-
-
0.014 - 0.1
6-([(4-aminophenyl)amino]methyl)pteridine-2,4-diamine
0.014 - 0.016
6-([(4-ethoxyphenyl)amino]methyl)pteridine-2,4-diamine
0.0006 - 0.0017
6-([butyl(phenyl)amino]methyl)pteridine-2,4-diamine
0.00011
6-([ethyl(phenyl)amino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.00015 - 0.002
6-([phenyl(prop-2-en-1-yl)amino]methyl)pteridine-2,4-diamine
0.00088
6-([phenyl(propan-2-yl)amino]methyl)pteridine-2,4-diamine
0.00015 - 0.0016
6-([phenyl(propyl)amino]methyl)pteridine-2,4-diamine
0.0005 - 0.011
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylamino]methyl)pteridine-2,4-diamine
0.021 - 0.048
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-ylamino]methyl)pteridine-2,4-diamine
0.00000087
6-([[2-(difluoromethoxy)-5-methylphenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000082
6-([[2-bromo-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000086
6-([[2-fluoro-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000012
6-([[2-methoxy-5-(trifluoromethyl)phenyl](methyl)amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000066
6-([[2-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000093
6-([[3-methoxy-5-(trifluoromethyl)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000011
6-([[4-(difluoromethoxy)phenyl]amino]methyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0165
6-amino-3-pentadecylphenyl beta-D-glucoside
Bacillus anthracis
pH 7.1, 25°C
0.000108 - 0.00033
6-ethyl-5-[3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.011 - 0.017
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
0.016 - 0.071
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.022 - 0.023
6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
0.000016 - 0.089
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
0.000023 - 0.00016
6-ethyl-5-[3-[3-methoxy-5-(pyrimidin-5-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.066
6-methoxy-5-[(E)-[(4-methylphenyl)methylidene]amino]-N~4~-phenylpyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0631
6-methoxy-N~4~-phenyl-5-[(E)-[(pyridin-4-yl)methylidene]amino]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0645
6-methoxy-N~4~-phenyl-5-[(E)-[[4-(trifluoromethyl)phenyl]methylidene]amino]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.000025 - 0.00138
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
0.00012 - 0.0039
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
0.000017 - 0.0004
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
0.000064 - 0.033
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
0.00019
6-p-tolyloxy-quinazoline-2,4-diamine
Escherichia coli
-
IC50: 190 nM, 0.03 mM 7,8-dihydrofolate
0.00031
6-p-tolylsulfanyl-quinazoline-2,4-diamine
Escherichia coli
-
IC50: 310 nM, 0.03 mM 7,8-dihydrofolate
0.0014
6-[(2,4-dichlorophenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0058
6-[(2,5-dimethoxyphenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.032
6-[(2,6-dimethylphenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0028
6-[(3,4-dichlorophenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0000271 - 0.0000855
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
0.0027
6-[(4-bromophenyl)sulfanyl]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH and temperature not specified in the publication
0.0022 - 0.0046
6-[(phenylamino)methyl]pteridine-2,4-diamine
0.1
6-[(tricyclo[4.3.0.07,9]nona-1,3,5-trien-3-ylamino)methyl]pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.000047
6-[2-(2,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000015
6-[2-(3,5-dimethoxyphenyl)ethyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000007
6-[[(2,5-dibromophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.000001
6-[[(2,5-dibutoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000089
6-[[(2,5-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000014
6-[[(2,5-diethoxyphenyl)(methyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000084 - 0.0023
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
0.0000009
6-[[(2,5-difluorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0024
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000028
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-ethylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000011
6-[[(2,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.000023
6-[[(2,5-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000092
6-[[(2,5-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000038
6-[[(2-chloro-4,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000078
6-[[(2-chloro-4-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000095
6-[[(2-chloro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000091
6-[[(2-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000011
6-[[(2-fluoro-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000086
6-[[(2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00024
6-[[(3,4,5-trimethoxyphenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000092
6-[[(3,4-dichlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0012
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000007
6-[[(3,4-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000015
6-[[(3,4-dimethoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000073
6-[[(3,5-dimethoxyphenyl)(methyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000064
6-[[(3,5-dimethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000006
6-[[(3-bromo-4-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000082
6-[[(3-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000039
6-[[(3-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000011
6-[[(3-ethoxy-5-methoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000091
6-[[(3-fluoro-4-methoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000093
6-[[(3-methoxy-5-propoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000091
6-[[(3-methoxybiphenyl-4-yl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000027
6-[[(3-methoxyphenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000053
6-[[(4-bromo-2,6-dimethylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000085
6-[[(4-bromo-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000094
6-[[(4-chloro-2-methoxy-5-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000019
6-[[(4-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0015
6-[[(4-chlorophenyl)amino]methyl]-5-methoxypyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000082 - 0.00000084
6-[[(4-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
0.000073
6-[[(4-chlorophenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000036
6-[[(4-chlorophenyl)sulfanyl]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000009
6-[[(5-chloro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000085
6-[[(5-fluoro-2-methylphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.000000011
7-methyl-5,6,7,8-tetrahydro-quinazoline-2,4-diamine
Escherichia coli
-
IC50: 0.011 nM, 0.03 mM 7,8-dihydrofolate
0.0000256 - 0.001255
7-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]hept-6-ynoic acid
0.0000075 - 0.000014
aminopterin
0.000256 - 0.771
cycloguanil
0.0000238 - 0.0000683
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
0.0000000088 - 0.0045
methotrexate
0.0003 - 0.0022
methyl 4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoate
0.0000575 - 0.000174
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
0.000027 - 0.0000935
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
0.00032
N-(4-chloro-2-cyanophenyl)imidodicarbonimidic diamide
Escherichia coli
-
IC50: 320 nM, 0.03 mM 7,8-dihydrofolate
0.000000019 - 0.0000021
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
0.000023 - 0.00012
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid
0.00000002 - 0.000008
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
0.000008 - 0.0002
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
0.00000045 - 0.000022
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
0.022
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)-beta-alanine
Homo sapiens
pH 7.0, 37°C
0.0083 - 0.0136
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-[1-(2-ethoxynaphthalen-1-yl)ethyl]-b-alanine
0.0000027
N-([5-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2,3-dihydrothiophen-2-yl]carbonyl)-4-methylideneglutamic acid
Homo sapiens
-
-
0.0013
N-[3-[[2-[(2,4-diaminopyrimidin-5-yl)amino]ethyl](methyl)amino]prop-2-ynoyl]glutamic acid
Homo sapiens
pH and temperature not specified in the publication
0.000066
N-[4-[(2,4-diamino-5-ethyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)sulfanyl]benzoyl]glutamic acid
Homo sapiens
pH and temperature not specified in the publication
0.00021
N-[4-[(2,4-diamino-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)sulfanyl]benzoyl]glutamic acid
Homo sapiens
pH and temperature not specified in the publication
0.00000973 - 0.0205
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
0.0000125
N-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-4-methylideneglutamic acid
Homo sapiens
-
-
0.0000018
N-[4-[2-(2,4-diaminopyrido[3,2-d]pyrimidin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
Homo sapiens
-
-
0.00000165
N-[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]-2-fluorobenzoyl]-4-methylideneglutamic acid
Homo sapiens
-
-
0.000073
N-[4-[2-(2-amino-4-methylquinazolin-6-yl)ethyl]benzoyl]-4-methylideneglutamic acid
Homo sapiens
-
-
0.0016
N-[4-[[(2E)-2-[(2,4-diaminopyrimidin-5-yl)imino]ethyl](methyl)amino]benzoyl]glutamic acid
Homo sapiens
pH and temperature not specified in the publication
0.0006
N-[4-[[2-[(2,4-diaminopyrimidin-5-yl)amino]ethyl](methyl)amino]benzoyl]glutamic acid
Homo sapiens
pH and temperature not specified in the publication
0.0189
N-[6-amino-5-(4-methoxyphenyl)-4,4-dimethyl-4,5-dihydrotriazin-2-yl]acetamide
Trypanosoma brucei brucei
pH 3.7, 22°C, recombinant enzyme
-
0.0000063 - 0.000084
N6-(2,5-dimethoxybenzyl)-N6-methylpyrido[2,3-d]pyrimidine-2,4,6-triamine
0.00003 - 0.000087
N6-(2,5-dimethoxybenzyl)-N6-methylquinazoline-2,4,6-triamine
0.00031 - 0.0038
N6-(2,5-dimethoxybenzyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
0.00016 - 0.0046
N6-(2,5-dimethoxybenzyl)quinazoline-2,4,6-triamine
0.00096 - 0.015
N7-(1-(naphthalen-1-yl)ethyl)-N7-propylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.002 - 0.1
N7-(2-aminoethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.001 - 0.0049
N7-(2-ethoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0033 - 0.0294
N7-(2-propoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0035 - 0.032
N7-(3-ethoxypropyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0028 - 0.0048
N7-(4-aminobutyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.003 - 0.0039
N7-(5-aminopentyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0006 - 0.008
N7-(cyclopropylmethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0035 - 0.0125
N7-(cyclopropylmethyl)-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0004 - 0.015
N7-(prop-2-en-1-yl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00088 - 0.013
N7-benzyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0357 - 0.082
N7-benzyl-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00184 - 0.004
N7-butyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.004 - 0.015
N7-cyclopropyl-N7-(1-(naphthalen-2-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0002 - 0.017
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0032 - 0.033
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0214
N7-ethyl-N7-(4-methylbenzyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.00021 - 0.001
N7-ethyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.009 - 0.0112
N7-methyl-N7-(1-phenylethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.000016 - 0.016
N7-methyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.000055 - 0.00085
N7-methyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0007 - 0.0088
N7-methyl-N7-[1-(quinolin-4-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0035 - 0.009
N7-methyl-N7-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylmethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00185 - 0.009
N7-pentyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00027 - 0.001
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00015 - 0.002
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-ethylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00005 - 0.002
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00098 - 0.0011
N7-[1-(2-ethoxynaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.003 - 0.0278
N7-[1-(2-ethylnaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0022 - 0.0125
N7-[1-(4-chloronaphthalen-1-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.00103 - 0.0125
N7-[2-(4-fluorophenyl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0025 - 0.0078
N7-[2-(cyclohex-2-en-1-yl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0008 - 0.0124
N7-[3-(2-methyl-4H-imidazol-4-yl)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0034 - 0.034
N7-[3-(2-methylpropoxy)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
0.0000066 - 0.0043
pemetrexed
0.00043 - 0.23
permetrexed
0.00001 - 0.454
pyrimethamine
0.000054
RAB1
Bacillus anthracis
-
0.0073 - 0.018
raltitrexed
0.00000001 - 77
trimethoprim
0.000003 - 0.248
trimetrexate
0.00005 - 0.00092
WR99210
0.021 - 0.059
[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]acetic acid
0.000109
[amino-(4-[[(amino-thioureido-methyl)-amino]-methyl]-2,5-dimethyl-benzylamino)-methyl]-thiourea
Escherichia coli
-
IC50: 109 nM, 0.03 mM 7,8-dihydrofolate
additional information
(-)-epicatechin
0.0078
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
Pneumocystis carinii
37°C, pH not specified in the publication
0.124
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
Rattus norvegicus
-
37°C, pH not specified in the publication
0.124
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
Mycobacterium avium
-
37°C, pH not specified in the publication
0.124
(2,4-diaminopyrimidin-5-yl)methyl naphthalene-2-sulfonate
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.0068
(4-(1-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]ethyl)phenyl)methanol
Escherichia coli
pH 7.0, 37°C
0.09
(4-(1-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]ethyl)phenyl)methanol
Homo sapiens
pH 7.0, 37°C
0.0019
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0039
(E)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0145
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0164
(Z)-5-[2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.019
1-(3-([(2,4-diaminopteridin-6-yl)methyl]amino)phenyl)ethanol
Escherichia coli
pH 7.0, 37°C
0.1
1-(3-([(2,4-diaminopteridin-6-yl)methyl]amino)phenyl)ethanol
Homo sapiens
pH 7.0, 37°C
0.00036
2,4-diamino-5-(3-phenylprop-1-ynyl)-6-ethylpyrimidine
Homo sapiens
-
pH 7.0, 25°C
0.0032
2,4-diamino-5-(3-phenylprop-1-ynyl)-6-ethylpyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.0000048
2,4-diamino-5-isopropyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C
0.000186
2,4-diamino-5-isopropyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C
0.0086
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.083
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication, value above
0.083
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication, value above
0.031
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.031
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.039
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.081
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.024
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.038
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.042
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.061
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.0144
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.025
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.056
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.06
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.019
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.02
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.196
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.196
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.016
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.023
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.024
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.036
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.02
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.023
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.044
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.055
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.012
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.012
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication, value above
0.012
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication, value above
0.016
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.036
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.051
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.066
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.025
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.028
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.045
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.051
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.025
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.0347
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.061
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.069
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.00000311
2,4-diamino-5-propyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
Pneumocystis carinii
-
37°C
0.00006
2,4-diamino-5-propyl-6-arylthio-7H-pyrrolo[2,3-d]pyrimidine
Rattus norvegicus
-
37°C
0.00013
2,4-diamino-5-[3-(2,3-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
Homo sapiens
-
pH 7.0, 25°C
0.0092
2,4-diamino-5-[3-(2,3-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.00089
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.00128
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
Homo sapiens
-
pH 7.0, 25°C
0.0013
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
pH 7.0, 25°C
0.0013
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-methylpyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.00118
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-npropylpyrimidine
Homo sapiens
-
pH 7.0, 25°C
0.0055
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]-6-npropylpyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.0017
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]pyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.0032
2,4-diamino-5-[3-(2,5-dimethoxyphenyl)prop-1-ynyl]pyrimidine
Homo sapiens
-
pH 7.0, 25°C
0.000027
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)-3-methylbut-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.0002
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)-3-methylbut-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.000011
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)pent-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.00029
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)pent-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.000057
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
Homo sapiens
-
pH 7.0, 25°C
0.00094
2,4-diamino-5-[3-(3,4,5-trimethoxyphenyl)prop-1-ynyl]-6-ethylpyrimidine
Bacillus anthracis
pH 7.0, 25°C
0.0000021
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.0000055
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.0013
2,4-diamino-5-[3-(3-methoxy-5-(2,6-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.00000055
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.0000021
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Cryptosporidium hominis
-
-
0.00075
2,4-diamino-5-[3-(3-methoxy-5-(2-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.00000061
2,4-diamino-5-[3-(3-methoxy-5-(3,5-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.0014
2,4-diamino-5-[3-(3-methoxy-5-(3,5-dimethylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.0000064
2,4-diamino-5-[3-(3-methoxy-5-(4-methoxyphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.00018
2,4-diamino-5-[3-(3-methoxy-5-(4-methoxyphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.00001
2,4-diamino-5-[3-(3-methoxy-5-(4-tertbutylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.00021
2,4-diamino-5-[3-(3-methoxy-5-(4-tertbutylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.0000073
2,4-diamino-5-[3-(3-methoxy-5-(6-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
[Candida] glabrata
-
0.0014
2,4-diamino-5-[3-(3-methoxy-5-(6-methylphenyl)phenyl)but-1-ynyl]-6-methylpyrimidine
Homo sapiens
-
-
0.0000069
2,4-diamino-6-[N-(2,3,5-trichlorobenzyl)-N-ethylamino]quinazoline
Pneumocystis carinii
-
-
0.000019
2,4-diamino-6-[N-(2,3,5-trichlorobenzyl)-N-ethylamino]quinazoline
Toxoplasma gondii
-
-
0.0000073
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-cyclopropyl methylamino]quinazoline
Toxoplasma gondii
-
-
0.000025
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-cyclopropyl methylamino]quinazoline
Pneumocystis carinii
-
-
0.0000037
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-ethylamino]quinazoline
Toxoplasma gondii
-
-
0.0000099
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-ethylamino]quinazoline
Pneumocystis carinii
-
-
0.0000095
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-propylamino]quinazoline
Toxoplasma gondii
-
-
0.000038
2,4-diamino-6-[N-(2,5-dimethoxybenzyl)-N-propylamino]quinazoline
Pneumocystis carinii
-
-
0.0000025
2,4-diamino-6-[N-(alpha-naphthyl)-N-ethylamino]quinazoline
Pneumocystis carinii
-
-
0.0000078
2,4-diamino-6-[N-(alpha-naphthyl)-N-ethylamino]quinazoline
Toxoplasma gondii
-
-
0.0000036
2,4-diamino-6-[N-(benzyl)-N-ethylamino]quinazoline
Toxoplasma gondii
-
-
0.000021
2,4-diamino-6-[N-(benzyl)-N-ethylamino]quinazoline
Pneumocystis carinii
-
-
0.000025
2,4-diamino-6-[N-(beta-naphthyl)-N-cyclopropyl methylamino]-quinazoline
Toxoplasma gondii
-
-
0.000042
2,4-diamino-6-[N-(beta-naphthyl)-N-cyclopropyl methylamino]-quinazoline
Pneumocystis carinii
-
-
0.0000072
2,4-diamino-6-[N-(beta-naphthyl)-N-ethylamino]quinazoline
Pneumocystis carinii
-
-
0.000012
2,4-diamino-6-[N-(beta-naphthyl)-N-ethylamino]quinazoline
Toxoplasma gondii
-
-
0.000019
2,4-diamino-6-[N-(beta-naphthyl)-N-propylamino]quinazoline
Toxoplasma gondii
-
-
0.000027
2,4-diamino-6-[N-(beta-naphthyl)-N-propylamino]quinazoline
Pneumocystis carinii
-
-
0.0017
2-(2-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)ethoxy)ethanol
Escherichia coli
pH 7.0, 37°C
0.01
2-(2-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)ethoxy)ethanol
Homo sapiens
pH 7.0, 37°C
0.00012
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
Toxoplasma gondii
-
-
0.0035
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
Homo sapiens
-
0.035
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
Escherichia coli
-
-
0.00000084
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000014
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000028
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.000056
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.022
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.028
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.0000006
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000027
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000033
2-amino-5-[(2-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.000038
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.0028
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.0028
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.00000029
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.0000081
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000022
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.00000028
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.0000028
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.000014
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]-pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000064
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.0028
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.0056
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.00000054
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000024
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000027
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.0000003
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000003
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.000012
2-amino-5-[(3-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.00000026
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000013
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000029
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.0000003
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000009
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000042
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.000031
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.0015
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.028
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.000048
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.0026
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.032
2-amino-5-[(4-fluorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.0000022
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.0000084
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000028
2-amino-6-ethyl-5-(2-naphthylthio)thieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.0000026
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000033
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.000033
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.00000035
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000017
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000033
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.00000062
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000025
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000031
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d ]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.00000026
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
pH 7.0, 37°C
0.000039
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
pH 7.0, 37°C
0.000087
2-amino-6-ethyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
pH 7.0, 37°C
0.000044
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.0029
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.058
2-amino-6-methyl-5-(2-naphthylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.000034
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.0025
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.035
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.000056
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
Toxoplasma gondii
-
-
0.00056
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
Homo sapiens
-
0.0012
2-amino-6-methyl-5-[(4-nitrophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
Escherichia coli
-
-
0.000131
2-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
Trypanosoma cruzi
pH 7.0
0.0062
2-[(3-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenyl]prop-2-yn-1-yl)oxy]benzoic acid
Homo sapiens
pH 7.0
0.0003
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]ethanol
Escherichia coli
pH 7.0, 37°C
0.013
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]ethanol
Homo sapiens
pH 7.0, 37°C
0.0141
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]-2-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethanol
Homo sapiens
pH 7.0, 37°C
0.076
2-[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(methyl)amino]-2-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethanol
Escherichia coli
pH 7.0, 37°C
0.000222
3-((3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy)methyl)benzoic acid
Trypanosoma cruzi
pH 7.0
0.019
3-((3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy)methyl)benzoic acid
Homo sapiens
pH 7.0
0.000039
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
[Candida] glabrata
-
0.0011
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.0041
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.00571
3-(2,4-diamino-6-methylpyrimidin-5-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol
Homo sapiens
-
-
0.011
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
Mycobacterium avium
-
37°C, pH not specified in the publication
0.011
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
Pneumocystis carinii
37°C, pH not specified in the publication
0.116
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.178
3-(2,4-diaminophenyl)-1-(3-(4-methylbenzyloxy)phenyl)prop-2-en-1-one
Rattus norvegicus
-
37°C, pH not specified in the publication
0.127
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
Rattus norvegicus
-
37°C, pH not specified in the publication
0.151
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
Mycobacterium avium
-
37°C, pH not specified in the publication
0.151
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.151
3-(2,4-diaminopyrimidin-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one
Pneumocystis carinii
37°C, pH not specified in the publication
0.00273
4-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)butanoic acid
Escherichia coli
pH 7.0, 37°C
0.0191
4-((5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-(naphthalen-1-yl)ethyl)amino)butanoic acid
Homo sapiens
pH 7.0, 37°C
0.0000225
4-((5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl)ethynyl)benzoic acid
Trypanosoma cruzi
pH 7.0
0.002898
4-((5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl)ethynyl)benzoic acid
Homo sapiens
pH 7.0
0.000061
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
Trypanosoma cruzi
pH 7, 22.6°C
0.000356
4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoic acid
Homo sapiens
pH 7.3, 22.6°C
0.00011
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.00014
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.00084
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.0016
5-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.044
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.044
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.044
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.363
5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.006
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.008
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.026
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.13
5-((5H-dibenzo[b,f]azepin-5-yl)methyl)pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.023
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.035
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.16
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.52
5-((benzo[d]oxazol-2-ylthio)methyl)pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.00088
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.0034
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.038
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.184
5-((methyl(naphthalen-1-yl)amino)methyl)pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.022
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.079
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.127
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.15
5-((naphthalen-1-ylamino)methyl)pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.000422
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
Trypanosoma cruzi
pH 7, 22.6°C
0.001338
5-(5-[[(2,4-diamino-6-quinazolinyl)methyl](propyl)amino]-2-methoxyphenoxy) pentanoate
Homo sapiens
pH 7.3, 22.6°C
0.0032
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0051
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylbutyl]furo[2,3-d]-pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0421
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0445
5-[(R/S)-2-(2'-methoxyphenyl)-3-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0354
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0627
5-[(R/S)-2-(2'-methoxyphenyl)-4-methylpentyl]furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0939
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.187
5-[(R/S)-2-(2'-methoxyphenyl)hexyl]furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0259
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.162
5-[(R/S)-2-(2'-methoxyphenyl)pentyl]furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0037
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.005
5-[(R/S)-2-cyclopropyl-2-(2'-methoxyphenyl)ethyl]furo-[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0041
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0064
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylbut-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0042
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0086
5-[(Z/E)-2-(2'-methoxyphenyl)-3-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0519
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0865
5-[(Z/E)-2-(2'-methoxyphenyl)-4-methylpent-1-en-1-yl]-furo[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0312
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0333
5-[(Z/E)-2-(2'-methoxyphenyl)hex-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0079
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0122
5-[(Z/E)-2-(2'-methoxyphenyl)pent-1-en-1-yl]furo[2,3-d]-pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.0046
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
Mus musculus
-
pH 7.4, 37°C
0.0102
5-[(Z/E)-2-cyclopropyl-2-(2'-methoxyphenyl)vinyl]furo-[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
-
pH 7.4, 37°C
0.000068
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00067
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.0082
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.1
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.00027
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.0013
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.000048
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-propylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00055
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-propylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.00027
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.0069
5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.00041
5-[3-(2-methoxy-2',6'-dimethylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00613
5-[3-(2-methoxy-2',6'-dimethylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.0005
5-[3-(2-methoxy-2'-methylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00142
5-[3-(2-methoxy-2'-methylbiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.00017
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00077
5-[3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.000073
5-[3-(5-methoxy-2',6'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00018
5-[3-(5-methoxy-2',6'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.000073
5-[3-(5-methoxy-2'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00019
5-[3-(5-methoxy-2'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.000015
5-[3-(5-methoxy-3',5'-dimethyl[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Klebsiella pneumoniae
pH 7.0, 22°C
0.00075
5-[3-(5-methoxy-3',5'-dimethyl[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Homo sapiens
pH 7.0, 22°C
0.00041
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.0006
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.00096
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.022
5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.0000073
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
[Candida] glabrata
-
0.000042
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.000061
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00017
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.00019
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.0017
5-[3-(5-methoxybiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Homo sapiens
-
-
0.000058
5-[3-(5-methoxy[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Klebsiella pneumoniae
pH 7.0, 22°C
0.0017
5-[3-(5-methoxy[1,1'-biphenyl]-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Homo sapiens
pH 7.0, 22°C
0.00003
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
[Candida] glabrata
-
0.00073
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00122
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Homo sapiens
-
-
0.012
5-[3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.018
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.023
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.019
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.078
5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.02
5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.021
5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.061
5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.097
5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.138
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.139
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.139
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
1.265
6-((10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)methyl)-1,3,5-triazine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.142
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.142
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.142
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.235
6-((10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.117
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.117
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.397
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.603
6-((2-chloro-10H-phenothiazin-10-yl)methyl)-1,3,5-triazine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.0005
6-(([4-chlorotricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]amino)methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.0006
6-(([4-chlorotricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]amino)methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.00233
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.00335
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.112
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.18
6-(2-(5H-dibenzo[b,f]azepin-5-yl)ethoxy)pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.119
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
Rattus norvegicus
-
37°C, pH not specified in the publication
0.145
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
Mycobacterium avium
-
37°C, pH not specified in the publication
0.145
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.148
6-(3,4,5-trimethoxybenzyloxy)pyrimidine-2,4-diamine
Pneumocystis carinii
37°C, pH not specified in the publication
0.014
6-([(4-aminophenyl)amino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.1
6-([(4-aminophenyl)amino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.014
6-([(4-ethoxyphenyl)amino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.016
6-([(4-ethoxyphenyl)amino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.0006
6-([butyl(phenyl)amino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.0017
6-([butyl(phenyl)amino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.00015
6-([phenyl(prop-2-en-1-yl)amino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.002
6-([phenyl(prop-2-en-1-yl)amino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.00088
6-([phenyl(propan-2-yl)amino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.00088
6-([phenyl(propan-2-yl)amino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.00015
6-([phenyl(propyl)amino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.0016
6-([phenyl(propyl)amino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.0005
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylamino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.011
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylamino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.021
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-ylamino]methyl)pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.048
6-([tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-ylamino]methyl)pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.000108
6-ethyl-5-[3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
Klebsiella pneumoniae
pH 7.0, 22°C
0.00033
6-ethyl-5-[3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
Homo sapiens
pH 7.0, 22°C
0.011
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.017
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.016
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.071
6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.022
6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.023
6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.000016
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
Klebsiella pneumoniae
pH 7.0, 22°C
0.0013
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
Homo sapiens
pH 7.0, 22°C
0.06
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.089
6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.000023
6-ethyl-5-[3-[3-methoxy-5-(pyrimidin-5-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
Klebsiella pneumoniae
pH 7.0, 22°C
0.00016
6-ethyl-5-[3-[3-methoxy-5-(pyrimidin-5-yl)phenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
Homo sapiens
pH 7.0, 22°C
0.000025
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
[Candida] glabrata
-
0.000038
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
Cryptosporidium hominis
-
-
0.00017
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.0012
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.00138
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
Homo sapiens
-
-
0.00012
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.0039
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)pent-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.000017
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
[Candida] glabrata
-
0.0004
6-methyl-5-[3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]pyrimidine-2,4-diamine
Homo sapiens
-
-
0.000064
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00075
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.011
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
[Candida] glabrata
-
pH and temperature not specified in the publication
0.033
6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
Candida albicans
-
pH and temperature not specified in the publication
0.0000271
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
Trypanosoma cruzi
pH 7, 22.6°C
0.0000855
6-[(3,4-dimethoxyanilino)methyl]-2,4-quinazolinediamine
Homo sapiens
pH 7.3, 22.6°C
0.0022
6-[(phenylamino)methyl]pteridine-2,4-diamine
Escherichia coli
pH 7.0, 37°C
0.0046
6-[(phenylamino)methyl]pteridine-2,4-diamine
Homo sapiens
pH 7.0, 37°C
0.00000084
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000515
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Trypanosoma cruzi
pH 7.0
0.0023
6-[[(2,5-diethoxyphenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Homo sapiens
pH 7.0
0.00000082
6-[[(4-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.00000084
6-[[(4-chlorophenyl)amino]methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Mycobacterium avium
-
0.0000256
7-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]hept-6-ynoic acid
Trypanosoma cruzi
pH 7.0
0.001255
7-[5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenyl]hept-6-ynoic acid
Homo sapiens
pH 7.0
0.0000075
aminopterin
Brugia malayi
-
pH 6, 25°C
0.000014
aminopterin
Wuchereria bancrofti
pH 6, 25°C
0.000256
cycloguanil
Trypanosoma brucei brucei
pH 10.5, 22°C
0.771
cycloguanil
Brugia malayi
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.0000238
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
Trypanosoma cruzi
pH 7, 22.6°C
0.0000683
ethyl 4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) butanoate
Homo sapiens
pH 7.3, 22.6°C
0.0000000088
methotrexate
Escherichia coli
-
pH 7.0, 37°C
0.00000002
methotrexate
Homo sapiens
pH 7.0, 37°C
0.0000012
methotrexate
Homo sapiens
-
IC50: 1.2 nM
0.0000022
methotrexate
Brugia malayi
-
pH 6, 25°C
0.0000031
methotrexate
Brugia malayi
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.0000083
methotrexate
Mycobacterium tuberculosis
-
IC50: 8.3 nM
0.0000088
methotrexate
Escherichia coli
-
-
0.000011
methotrexate
Toxoplasma gondii
-
37°C
0.0000145
methotrexate
Moritella profunda
IC50: 14.5 nM
0.000015
methotrexate
Bacillus anthracis
-
0.000018
methotrexate
Wuchereria bancrofti
pH 6, 25°C
0.00002
methotrexate
Homo sapiens
-
0.00002
methotrexate
Homo sapiens
37°C
0.000033
methotrexate
Toxoplasma gondii
-
-
0.000033
methotrexate
Toxoplasma gondii
-
37°C
0.000033
methotrexate
Toxoplasma gondii
-
pH 7.0, 37°C
0.00004
methotrexate
Trypanosoma brucei brucei
pH 10.5, 22°C
0.000041
methotrexate
Homo sapiens
-
wild-type, pH 7.6, 23°C
0.000041
methotrexate
Homo sapiens
wild-type, pH 7.6, 23°C
0.0000686
methotrexate
Babesia gibsoni
25°C, recombinant detagged enzyme
0.00011
methotrexate
Homo sapiens
mutant F31P, pH 7.6, 23°C
0.00015
methotrexate
Homo sapiens
-
mutant V115A, pH 7.6, 23°C
0.00025
methotrexate
Halalkalibacterium halodurans
-
His-tagged enzyme, pH 7.5, 37°C
0.00031
methotrexate
Halalkalibacterium halodurans
-
wild-type, pH 7.5, 37°C
0.00033
methotrexate
Homo sapiens
-
mutant V115C, pH 7.6, 23°C
0.00047
methotrexate
Homo sapiens
mutant F31P/Q35E, pH 7.6, 23°C
0.00047
methotrexate
Homo sapiens
mutant F31P/Q35H, pH 7.6, 23°C
0.00055
methotrexate
Homo sapiens
mutant F31R/F34A/Q35N, pH 7.6, 23°C
0.00057
methotrexate
Homo sapiens
mutant F31G/Q35N, pH 7.6, 23°C
0.00093
methotrexate
Homo sapiens
mutant F31S/Q35E, pH 7.6, 23°C
0.0015
methotrexate
Leishmania braziliensis
pH 6.0, 28°C, recombinant enzyme
0.0031
methotrexate
Homo sapiens
mutant F31R/Q35E, pH 7.6, 23°C
0.0035
methotrexate
Homo sapiens
mutant F31R/F34T/Q35R, pH 7.6, 23°C
0.0044
methotrexate
Homo sapiens
mutant F31A/F34V/Q35H, pH 7.6, 23°C
0.0045
methotrexate
Homo sapiens
mutant F31R/F34T/Q35S, pH 7.6, 23°C
0.0003
methyl 4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoate
Homo sapiens
pH 7.0, 37°C
0.0022
methyl 4-([(2,4-diaminopteridin-6-yl)methyl](methyl)amino)benzoate
Escherichia coli
pH 7.0, 37°C
0.0000575
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
Trypanosoma cruzi
pH 7, 22.6°C
0.000174
methyl 4-[(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) methyl]benzene carboxylate
Homo sapiens
pH 7.3, 22.6°C
0.000027
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
Trypanosoma cruzi
pH 7, 22.6°C
0.0000935
methyl 5-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy) pentanoate
Homo sapiens
pH 7.3, 22.6°C
0.000000019
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
Homo sapiens
pH 7.0, 37°C
0.000001
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
Escherichia coli
-
pH 7.0, 37°C
0.0000021
N-(4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
Toxoplasma gondii
-
pH 7.0, 37°C
0.000023
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid
Toxoplasma gondii
-
37°C
0.00012
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid
Homo sapiens
37°C
0.00000002
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
Homo sapiens
pH 7.0, 37°C
0.0000002
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
Escherichia coli
-
pH 7.0, 37°C
0.000008
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d ]pyrimidin-5-yl)thio]benzoyl)-L-glutamic acid
Toxoplasma gondii
-
pH 7.0, 37°C
0.000008
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
Toxoplasma gondii
-
-
0.00002
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
Homo sapiens
-
0.0002
N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)sulfanyl]benzoyl)-L-glutamic acid
Escherichia coli
-
-
0.00000045
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
Homo sapiens
-
-
0.000022
N-(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]benzoyl)glutamic acid
Homo sapiens
pH and temperature not specified in the publication
0.0083
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-[1-(2-ethoxynaphthalen-1-yl)ethyl]-b-alanine
Escherichia coli
pH 7.0, 37°C
0.0136
N-(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)-N-[1-(2-ethoxynaphthalen-1-yl)ethyl]-b-alanine
Homo sapiens
pH 7.0, 37°C
0.00000973
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
Mycobacterium avium
-
37°C, pH not specified in the publication
0.000078
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
Pneumocystis carinii
-
37°C, pH not specified in the publication
0.012
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
Toxoplasma gondii
-
37°C, pH not specified in the publication
0.0205
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
Rattus norvegicus
-
37°C, pH not specified in the publication
0.0000063
N6-(2,5-dimethoxybenzyl)-N6-methylpyrido[2,3-d]pyrimidine-2,4,6-triamine
Toxoplasma gondii
-
-
0.000084
N6-(2,5-dimethoxybenzyl)-N6-methylpyrido[2,3-d]pyrimidine-2,4,6-triamine
Pneumocystis carinii
-
-
0.00003
N6-(2,5-dimethoxybenzyl)-N6-methylquinazoline-2,4,6-triamine
Toxoplasma gondii
-
-
0.000087
N6-(2,5-dimethoxybenzyl)-N6-methylquinazoline-2,4,6-triamine
Pneumocystis carinii
-
-
0.00031
N6-(2,5-dimethoxybenzyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
Toxoplasma gondii
-
-
0.0038
N6-(2,5-dimethoxybenzyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine
Pneumocystis carinii
-
-
0.00016
N6-(2,5-dimethoxybenzyl)quinazoline-2,4,6-triamine
Toxoplasma gondii
-
-
0.0046
N6-(2,5-dimethoxybenzyl)quinazoline-2,4,6-triamine
Pneumocystis carinii
-
-
0.00096
N7-(1-(naphthalen-1-yl)ethyl)-N7-propylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.015
N7-(1-(naphthalen-1-yl)ethyl)-N7-propylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.002
N7-(2-aminoethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.1
N7-(2-aminoethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.001
N7-(2-ethoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0049
N7-(2-ethoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0033
N7-(2-propoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0294
N7-(2-propoxyethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0035
N7-(3-ethoxypropyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.032
N7-(3-ethoxypropyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0028
N7-(4-aminobutyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0048
N7-(4-aminobutyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.003
N7-(5-aminopentyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0039
N7-(5-aminopentyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0006
N7-(cyclopropylmethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.008
N7-(cyclopropylmethyl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0035
N7-(cyclopropylmethyl)-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0125
N7-(cyclopropylmethyl)-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0004
N7-(prop-2-en-1-yl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.015
N7-(prop-2-en-1-yl)-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00088
N7-benzyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.013
N7-benzyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0357
N7-benzyl-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.082
N7-benzyl-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00184
N7-butyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.004
N7-butyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.004
N7-cyclopropyl-N7-(1-(naphthalen-2-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.015
N7-cyclopropyl-N7-(1-(naphthalen-2-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0002
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.017
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0032
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.033
N7-ethyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00021
N7-ethyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.001
N7-ethyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.009
N7-methyl-N7-(1-phenylethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0112
N7-methyl-N7-(1-phenylethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.000016
N7-methyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.016
N7-methyl-N7-(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-yl]ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.000055
N7-methyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.00085
N7-methyl-N7-[1-(4-methylnaphthalen-1-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0007
N7-methyl-N7-[1-(quinolin-4-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0088
N7-methyl-N7-[1-(quinolin-4-yl)ethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0035
N7-methyl-N7-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylmethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.009
N7-methyl-N7-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-7-ylmethyl]pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00185
N7-pentyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.009
N7-pentyl-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00027
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.001
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00015
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-ethylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.002
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-ethylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00005
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.002
N7-[1-(1-benzothiophen-3-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00098
N7-[1-(2-ethoxynaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0011
N7-[1-(2-ethoxynaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.003
N7-[1-(2-ethylnaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0278
N7-[1-(2-ethylnaphthalen-1-yl)ethyl]-N7-methylpyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0022
N7-[1-(4-chloronaphthalen-1-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0125
N7-[1-(4-chloronaphthalen-1-yl)ethyl]-N7-(cyclopropylmethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.00103
N7-[2-(4-fluorophenyl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0125
N7-[2-(4-fluorophenyl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0025
N7-[2-(cyclohex-2-en-1-yl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0078
N7-[2-(cyclohex-2-en-1-yl)ethyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0008
N7-[3-(2-methyl-4H-imidazol-4-yl)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.0124
N7-[3-(2-methyl-4H-imidazol-4-yl)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0034
N7-[3-(2-methylpropoxy)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Escherichia coli
pH 7.0, 37°C
0.034
N7-[3-(2-methylpropoxy)propyl]-N7-(1-(naphthalen-1-yl)ethyl)pyrimido[4,5-d]pyrimidine-2,4,7-triamine
Homo sapiens
pH 7.0, 37°C
0.0000066
pemetrexed
Homo sapiens
pH 7.0, 37°C
0.00023
pemetrexed
Escherichia coli
-
pH 7.0, 37°C
0.00043
pemetrexed
Toxoplasma gondii
-
pH 7.0, 37°C
0.00046
pemetrexed
Toxoplasma gondii
-
37°C
0.00075
pemetrexed
Homo sapiens
-
wild-type, pH 7.6, 23°C
0.001
pemetrexed
Homo sapiens
-
mutant V115A, pH 7.6, 23°C
0.0043
pemetrexed
Homo sapiens
-
mutant V115C, pH 7.6, 23°C
0.00043
permetrexed
Toxoplasma gondii
-
-
0.0066
permetrexed
Homo sapiens
-
0.23
permetrexed
Escherichia coli
-
-
0.00001
pyrimethamine
Plasmodium falciparum
-
mutant N51I/C59R/N108S/I164L, pH 7.0
0.000024
pyrimethamine
Trypanosoma brucei brucei
pH 10.5, 22°C
0.00008
pyrimethamine
Toxoplasma gondii
-
37°C
0.00009
pyrimethamine
Plasmodium falciparum
-
mutant I51N/C59R/N108S/I164L, pH 7.0
0.00017
pyrimethamine
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L, pH 7.0
0.00087
pyrimethamine
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L/D187A, pH 7.0
0.00182
pyrimethamine
Plasmodium falciparum
-
mutant N51I/C59R/N108T/I164L, pH 7.0
0.00248
pyrimethamine
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L/K96N, pH 7.0
0.00347
pyrimethamine
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L/I150V/N182I/N201D, pH 7.0
0.0125
pyrimethamine
Leishmania braziliensis
pH 6.0, 28°C, recombinant enzyme
0.016
pyrimethamine
Brugia malayi
-
pH 6, 25°C
0.055
pyrimethamine
Babesia gibsoni
25°C, recombinant detagged enzyme
0.109
pyrimethamine
Brugia malayi
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.454
pyrimethamine
Wuchereria bancrofti
pH 6, 25°C
0.0073
raltitrexed
Brugia malayi
-
pH 6, 25°C
0.018
raltitrexed
Wuchereria bancrofti
pH 6, 25°C
0.00000001
trimethoprim
Escherichia coli
-
pH 7.0, 37°C
0.00001
trimethoprim
Escherichia coli
-
-
0.000023
trimethoprim
Staphylococcus aureus
pH 7.0, 25°C, wild-type enzyme
0.00013
trimethoprim
Streptococcus pneumoniae
mutant H26Y/Q60K/A77V/V78A/Q81H/Q91S/L100V/E133A/A149T, pH 7.0, 25°C
0.00034
trimethoprim
Homo sapiens
pH 7.0, 37°C
0.00048
trimethoprim
Streptococcus pneumoniae
wild-type, pH 7.0, 25°C
0.0017
trimethoprim
Staphylococcus aureus
pH 7.0, 25°C, mutant F98Y
0.0048
trimethoprim
Moritella profunda
IC50: 0.0048 mM
0.0068
trimethoprim
Toxoplasma gondii
-
-
0.0068
trimethoprim
Toxoplasma gondii
-
pH 7.0, 37°C
0.0089
trimethoprim
Halalkalibacterium halodurans
-
wild-type, pH 7.5, 37°C
0.0101
trimethoprim
Halalkalibacterium halodurans
-
His-tagged enzyme, pH 7.5, 37°C
0.0165
trimethoprim
Mycobacterium tuberculosis
-
IC50: 0.0165 mM
0.02
trimethoprim
Leishmania major
pH 7, temperature not specified in the publication
0.032
trimethoprim
Brugia malayi
-
pH 6.0, 25°C recombinant His-tagged enzyme
0.05
trimethoprim
Babesia gibsoni
25°C, recombinant detagged enzyme
0.065
trimethoprim
Brugia malayi
-
pH 6, 25°C
0.071
trimethoprim
Bacillus anthracis
pH 7.0, 25°C
0.0825
trimethoprim
Homo sapiens
-
IC50: 0.0825 mM
0.083
trimethoprim
Wuchereria bancrofti
pH 6, 25°C
0.12
trimethoprim
Homo sapiens
-
pH 7.0, 25°C
0.152
trimethoprim
Leishmania braziliensis
pH 6.0, 28°C, recombinant enzyme
0.34
trimethoprim
Homo sapiens
-
77
trimethoprim
Bacillus anthracis
-
0.000003
trimetrexate
Rattus norvegicus
-
37°C
0.000042
trimetrexate
Pneumocystis carinii
-
37°C
0.0021
trimetrexate
Trypanosoma cruzi
pH 7.0
0.248
trimetrexate
Homo sapiens
pH 7.0
0.24
vitexin
Brugia malayi
-
pH 6, 25°C
0.24
vitexin
Wuchereria bancrofti
pH 6, 25°C
0.00005
WR99210
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L/D187A, pH 7.0
0.00006
WR99210
Plasmodium falciparum
-
mutant N51I/C59R/N108S/I164L, pH 7.0
0.00009
WR99210
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L/K96N, pH 7.0
0.00016
WR99210
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L, pH 7.0
0.0002
WR99210
Plasmodium falciparum
-
mutant I51N/C59R/N108S/I164L, pH 7.0
0.00068
WR99210
Plasmodium falciparum
-
mutant N51I/C59R/N108T/I164L, pH 7.0
0.00092
WR99210
Plasmodium falciparum
-
mutant N51I/C59R/S108N/I164L/I150V/N182I/N201D, pH 7.0
0.021
[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]acetic acid
Escherichia coli
pH 7.0, 37°C
0.059
[(5,7-diaminopyrimido[4,5-d]pyrimidin-2-yl)(1-[tricyclo[4.4.0.02,5]deca-1(10),2(5),6,8-tetraen-8-yl]ethyl)amino]acetic acid
Homo sapiens
pH 7.0, 37°C
additional information
(-)-epicatechin
Brugia malayi
-
value above 2.5 mM, pH 6, 25°C
additional information
(-)-epicatechin
Wuchereria bancrofti
value above 2.5 mM, pH 6, 25°C
additional information
(-)-epicatechin
Wuchereria bancrofti
-
value above 2.5 mM, pH 6, 25°C
additional information
(-)-epicatechin gallate
Brugia malayi
-
value above 1 mM, pH 6, 25°C
additional information
(-)-epicatechin gallate
Wuchereria bancrofti
value above 1 mM, pH 6, 25°C
additional information
(-)-epicatechin gallate
Wuchereria bancrofti
-
value above 1 mM, pH 6, 25°C
additional information
additional information
Homo sapiens
-
folate, IC50 value around 0.02 mM, epigallocatechin-3-gallate, IC50 value around 0.1 mM, respectively
-
additional information
additional information
Danio rerio
folate, IC50 value around 0.02 mM, epigallocatechin-3-gallate, IC50 value around 0.1 mM, respectively
-
additional information
additional information
Danio rerio
-
folate, IC50 value around 0.02 mM, epigallocatechin-3-gallate, IC50 value around 0.1 mM, respectively
-
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A71V
mutation confers resistance to antimalarial DHFR inhibitor drug cycloguanil, mutation is in the DHFR domain, close to the binding sites for DHF
G137D
mutation confers resistance to antimalarial DHFR inhibitor drugs pyrimethamine and cycloguanil, mutation is in the DHFR domain, close to the binding sites for DHF
F96I
the mutant shows strongly reduced catalytic efficiency compared to the wild type enzyme
V77A/I130M/I138V
site-directed mutagenesis
Y102F
the mutant shows reduced catalytic efficiency compared to the wild type enzyme. The affinities of the antifolates increase up to 60fold with this mutant
I26N/K31P
less than 10% of wild-type activity
K31P
no detectable activity
L22R
mutation predicted in silico to be resistant to methotrexate, confers resistance to methotrexate to transfected CHO cells. 65% of wild-type enzyme activity
L30Q
mutation found in a methotrexate resistant cell line, confers resistance to methotrexate to transfected CHO cells. 42% of wild-type enzyme activity
Q134K
51% of wild-type enzyme activity
C85A/C152S
kinetic properties similar to wild-type
C85S/C152E
-
cysteine-free mutant, analysis of inhibition by p.eroxynitrite. bicarbonate buffer protects mutant from inhibition by peroxynitrite. Decrease in mutant stability upon oxidation
D27S
site-directed mutagenesis, the mutant shows a 3400fold reduced rate for the NADPH-dependent reduction of 7,8-dihydrofolate at pH 7.0 in water compared to wild-type
DELTAAla145
the mutant shows increased catalytic efficiency compared to the wild type enzyme
DELTAArg52
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAArg52/DELTAAla145
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAArg52/DELTAGly121
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAArg52/DELTAGly67
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAGly121
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAGly121/DELTAAla145
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAGly67
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAGly67/DELTAAla145
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
DELTAGly67/DELTAGly121
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
I14A
the mutant shows strongly reduced pre-steady-state rates of H transfer at 25°C and pH 7.0 compared to the wild type enzyme
I14G
the mutant shows severely reduced pre-steady-state rates of H transfer at 25°C and pH 7.0 compared to the wild type enzyme
I14V
the mutant shows reduced pre-steady-state rates of H transfer at 25°C and pH 7.0 compared to the wild type enzyme
I68M
compared to wild-type, low kcat/Km (DHF) values. Mutant allows growth in presence of sorbitol up to 1.44 osmol conditions
K32M
-
weakens binding of dihydrofolate over 60-fold, increases kcat value by a factor of 5
L16M
-
site-directed mutagenesis, same kinetic properties like the wild-type enzyme
L16M/L20M
-
site-directed mutagenesis, double mutant, elevated turnover number and specific activity
L16M/L20M/L42M
-
site-directed mutagenesis, triple mutant, elevated turnover number and specific activity
L16SeM
-
site-directed mutagenesis, with selenomethionine, same kinetic properties like the wild-type enzyme
L16SeM/L20SeM
-
site-directed mutagenesis, double mutant, with selenomethionine, elevated turnover number and specific activity
L16SeM/L20SeM/L42SeM
-
site-directed mutagenesis, triple mutant, with selenomethionine, elevated turnover number and specific activity
L20M
-
site-directed mutagenesis, elevated turnover number and specific activity
L20SeM
-
site-directed mutagenesis, with selenomethionine, elevated turnover number and specific activity
L28F
mutant behaves similarly to wild-type
L42M
-
site-directed mutagenesis, same kinetic properties like the wild-type enzyme
L42SeM
-
site-directed mutagenesis, with selenomethionine, same kinetic properties like the wild-type enzyme
L54I
-
the mutation reduces the hydride transfer efficiency by about 100fold
L92M
-
site-directed mutagenesis, same kinetic properties like the wild-type enzyme
L92SeM
-
site-directed mutagenesis, with selenomethionine, same kinetic properties like the wild-type enzyme
M1A/C85A/C152S
kinetic properties similar to wild-type
M1A/M16F/M20L/M42Y/M92F/C85A/C152S
hyperactive mutant, increase in dissociation rate constant of tetrahydrofolate from the enzyme-NADPH-tetrahydrofolate ternary complex
M1A/M16N/M20L/M42Y/C85A/M92F/C152S
mutant ANLYF carries seven amino acid substitutions that result in a methionine- and cysteine-free mutant enzyme with decreased stability. Mutant ANLYF show very high activity and may be stabilized by backbone cyclization via a cyanocysteine-mediated intramolecular ligation reaction, without loss of its high activity
M1A/M16N/M20L/M42Y/M92F/C85A/C152S
hyperactive mutant, increase in dissociation rate constant of tetrahydrofolate from the enzyme-NADPH-tetrahydrofolate ternary complex
M1A/M16S/M20L/M42Y/M92F/C85A/C152S
hyperactive mutant, increase in dissociation rate constant of tetrahydrofolate from the enzyme-NADPH-tetrahydrofolate ternary complex
M1P/C85A/C152S
kinetic properties similar to wild-type
M1S/C85A/C152S
kinetic properties similar to wild-type
M42A
-
45% decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42C
-
slight decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42E
-
6fold decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42G
-
45% decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42H
-
40% decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42I
-
slight increase in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42L
-
slight decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42P
-
50% increase in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42Q
-
45% decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42S
-
45% decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42T
-
slight increase in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42V
-
slight decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42W/G121V
-
kinetic isotope effect study, major change in the nature of H transfer, leading to poor reorganization and substantial gating
M42Y
-
30% increase in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
R44A
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44C
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44D
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44E
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44F
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44G
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44I
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44K
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44L
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44M
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44N
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44P
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44Q
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44S
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44T
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44V
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44W
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
R44Y
-
the mutation significantly reduces the enzymatic activity and the binding affinity toward the cofactor NADPH
Y100F
site-directed mutagenesis, the mutant shows a 14fold reduced rate for the NADPH-dependent reduction of 7,8-dihydrofolate at pH 7.0 in water compared to wild-type
Y100F/D27S
site-directed mutagenesis, the mutant shows an over 100000fold reduced rate for the NADPH-dependent reduction of 7,8-dihydrofolate at pH 7.0 in water compared to wild-type
Y69L
compared to wild-type, low kcat/Km (DHF) values. Mutant allows growth in presence of sorbitol up to 0.81 osmol conditions
A31K
-
site-directed mutagenesis
L30K
-
site-directed mutagenesis
L30K/A31K
-
site-directed mutagenesis
C829T
-
naturally occurring single nucleotide polymorhism , near the miR-24 binding site in the 3' UTR of human dihydrofolate reductase leads to a decrease in microRNA binding, which in turn leads to overexpression of its target and results in resistance to methotrexate
F31A/F34V/Q35H
methotrexate-resistant mutant, more than 4000fold decrease in ratio kcat/KM
F31G/Q35N
methotrexate-resistant mutant, more than 50fold decrease in ratio kcat/KM
F31P
methotrexate-resistant mutant, more than 30fold decrease in ratio kcat/KM
F31P/Q35E
methotrexate-resistant mutant, more than 200fold decrease in ratio kcat/KM
F31P/Q35H
methotrexate-resistant mutant, more than 150fold decrease in ratio kcat/KM
F31R/F34A/Q35N
methotrexate-resistant mutant, more than 5000fold decrease in ratio kcat/KM
F31R/F34T/Q35R
methotrexate-resistant mutant, more than 7000fold decrease in ratio kcat/KM
F31R/F34T/Q35S
methotrexate-resistant mutant, more than 2000fold decrease in ratio kcat/KM
F31R/Q35E
methotrexate-resistant mutant, more than 70fold decrease in ratio kcat/KM
F31S/Q35E
methotrexate-resistant mutant, more than 450fold decrease in ratio kcat/KM
Q35K/N64S
site-directed mutagenesis
Q35S/N64F
site-directed mutagenesis
V115A
-
mutant resistant to methotrexate, 600-fold increase in Ki value compared with wild-type
V115C
-
mutant resistant to methotrexate, 600-fold increase in Ki value compared with wild-type
L62F
thermosensitive, mutant strain is to grow at 30°C but not at 40°C. Mutant protein shows a reduction in DHFR activity from 1.51 to 0.06 Units/mg protein, resulting in increasing DHF amount at the expense of THF. Total folate production by the mutant in two-stage fermentation process with temperature shift-up from 30°C to 40°C increases by three-fold compared with the parental strain
R53M
-
resistance providing naturally occurring mutant from methotrexate-resistant strain, lower turnover number
D31A
7% of wild-type activity
D31E
18.9% of wild-type activity
D31L
0.39% of wild-type activity
D31N
15.4% of wild-type activity
D31Q
14.7% of wild-type activity
L32A
96% of wild-type activity. 12-fold decrease in affinity for trimethoprim
L32D
33% of wild-type activity. 7-fold decrease in affinity for trimethoprim
L32F
103% of wild-type activity
V76A
98.7% of wild-type activity
A16V
-
point mutation of the active site residue leads to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine
A16V/N51I/C59R/S108N
-
point mutations of the active site residues lead to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine, binding structure modelling, overview
C59R
-
point mutation of the active site residue leads to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine
I164L
-
mutation I164L is not associated with high-level sulfadoxine-pyrimethamine resistance or poor outcome among infected adults living where malaria is highly endemic
I164X
-
point mutation of the active site residue leads to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine
I51N/C59R/N108S/I164L
-
mutant isolated in an effort to mimic the impact of drug pressure on the selection of dihydrofolate reductase mutations in the malaria parasite population, based on DHFR-TS-QM mutation which exhibits the highest degree of antifolate resistance developed in the field
K27E
kinetic properties similar to wild-type, increase in solubility
N51I
-
point mutation of the active site residue leads to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine
N51I/C59R/N108S/I164L
-
mutant isolated in an effort to mimic the impact of drug pressure on the selection of dihydrofolate reductase mutations in the malaria parasite population, based on DHFR-TS-QM mutation which exhibits the highest degree of antifolate resistance developed in the field
N51I/C59R/N108T/I164L
-
mutant isolated in an effort to mimic the impact of drug pressure on the selection of dihydrofolate reductase mutations in the malaria parasite population, based on DHFR-TS-QM mutation which exhibits the highest degree of antifolate resistance developed in the field
N51I/C59R/S108N/I164L/D187A
-
mutant isolated in an effort to mimic the impact of drug pressure on the selection of dihydrofolate reductase mutations in the malaria parasite population, based on DHFR-TS-QM mutation which exhibits the highest degree of antifolate resistance developed in the field
N51I/C59R/S108N/I164L/I150V/N182I/N201D
-
mutant isolated in an effort to mimic the impact of drug pressure on the selection of dihydrofolate reductase mutations in the malaria parasite population, based on DHFR-TS-QM mutation which exhibits the highest degree of antifolate resistance developed in the field
N51I/C59R/S108N/I164L/K96N
-
mutant isolated in an effort to mimic the impact of drug pressure on the selection of dihydrofolate reductase mutations in the malaria parasite population, based on DHFR-TS-QM mutation which exhibits the highest degree of antifolate resistance developed in the field
N5I/C59R/S108N/I164L
naturally occuring mutant. Residue N108 is the cause of pyrimethamine resistance with the highest repulsive interaction energy
S108A
-
combinatorial mutagenesis
S108C
-
combinatorial mutagenesis
S108D
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108E
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108F
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108G
-
combinatorial mutagenesis
S108H
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108I
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108L
-
combinatorial mutagenesis, reduced activity
S108M
-
combinatorial mutagenesis, reduced activity
S108N/C59R
-
natural mutants isolated in a study on the association between the clinical and parasitological response to sulfadoxinepyrimethamine and allelic combinations of dihydrofolate reductase and dihydropteroate synthase genes
S108N/N51I
-
natural mutants isolated in a study on the association between the clinical and parasitological response to sulfadoxinepyrimethamine and allelic combinations of dihydrofolate reductase and dihydropteroate synthase genes
S108P
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108Q
-
combinatorial mutagenesis, reduced activity, conferred resistance to pyrimethamine and cycloguanil
S108R
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108V
-
combinatorial mutagenesis, reduced activity
S108W
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
S108Y
-
combinatorial mutagenesis, no detectable activity on refolding from inclusion bodies
W48Y
-
3% of wild-type activity
W48Y/N188Y
-
28.9% of wild-type activity
Y35G/F37L
kinetic properties similar to wild-type, increase in solubility
Y35L/F37R
kinetic properties similar to wild-type, increase in solubility
Y35L/F37T
kinetic properties similar to wild-type, increase in solubility
Y35Q/F37R
kinetic properties similar to wild-type, increase in solubility
F69N
site-directed mutagenesis
F69S
site-directed mutagenesis
K37Q
site-directed mutagenesis, the mutant exhibits increased sensitivity for inhibition by 2,4-diamino-6-[(2',5'-dichloro anilino)methyl]pyrido[2,3-d]pyrimidine compared to the wild-type enzyme
K37Q/F69N
site-directed mutagenesis, the mutant exhibits increased sensitivity for inhibition by 2,4-diamino-6-[(2',5'-dichloro anilino)methyl]pyrido[2,3-d]pyrimidine compared to the wild-type enzyme. Structure analysis of the mutant in complex with TMP, overview
K37Q/F69S
site-directed mutagenesis
K37S
site-directed mutagenesis
K37S/F69N
site-directed mutagenesis
K37S/F69S
site-directed mutagenesis
F69F
site-directed mutagenesis
F69N
site-directed mutagenesis
S37K
site-directed mutagenesis
S37K/S69F
site-directed mutagenesis
S37K/S69N
site-directed mutagenesis
S37Q/S69F
site-directed mutagenesis
S37Q/S69N
site-directed mutagenesis
S73Q
site-directed mutagenesis
F98Y
site-directed mutagenesis, the mutant enzyme shows reduced sensitivity to inhibitors compared to the wild-type enzyme, structure comparison to the wild-type, overview
N48E/N130D
site-directed mutagenesis, the S1 mutant enzyme shows improved expression levels and solubility. Inhibition kinetics and inhibitor binding thermodynamics in comparison to the wild-type enzyme, overview. In the absence of substrate and cofactor the active site of S1 DHFR is blocked, trimethoprim shows loss of potency and NADPH synergy on binding S1 DHFR
N48E/N130D/Y98F/A43G
site-directed mutagenesis, inhibition kinetics and inhibitor binding thermodynamics in comparison to the wild-type enzyme, overview
Y98F/A43G
inhibitor trimethoprim shows loss potency and NADPH synergy on binding S1 mutant DHFR. Mutation of residues Y98F/A43G in S1 mutant restores trimethoprim sensitivity and NADPH synergy
H26Y/Q60K/A77V/V78A/Q81H/Q91S/L100V/E133A/A149T
Km or kcat (NADPH or dihydrofolate) much lower compared to wild-type, no difference in NADPH binding compared to wild-type, kcat of mutant is pH dependent (maximal rate at pH 7.0 similar to wild-type), inhibitor trimethoprim is bound tighter to mutant compared to wild-type
H33F
mutant shows a pH profile similar to DHFR from Escherichia coli, kcat values are pH independent over pH 6.0-7.5
V11D
the single amino acid replacement is sufficient to favor the monomeric form of the enzyme in the presence of the nondenaturing zwitterionic detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate. The free energy of stabilization of monomeric mutant enzyme V11D is 15 kJ/mol lower than that of the wild-type dimer. Both the steady-state turnover numbers and rates of hydride transfer are reduced in V11D
V126E
mutant enzyme remains as a dimer, steady-state turnover numbers and rates of hydride transfer are reduced
V11D
-
the single amino acid replacement is sufficient to favor the monomeric form of the enzyme in the presence of the nondenaturing zwitterionic detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate. The free energy of stabilization of monomeric mutant enzyme V11D is 15 kJ/mol lower than that of the wild-type dimer. Both the steady-state turnover numbers and rates of hydride transfer are reduced in V11D
-
V126E
-
mutant enzyme remains as a dimer, steady-state turnover numbers and rates of hydride transfer are reduced
-
P292A
site-directed mutagenesis, the mutation, reduces the DHFR catalytic efficiency by 7fold
W296A
site-directed mutagenesis, reduces the DHFR catalytic efficiency by 100fold
T86N
-
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
T86S
-
the mutant shows reduced catalytic efficiency compared to the wild type enzyme
G121V
reduced catalytic activity
G121V
the mutation interferes with coupled loop movements and appears to impair catalysis by destabilizing the closed Michaelis complex and introducing an extra step into the kinetic pathway
G121V
-
kinetic isotope effect study, environmentally coupled tunnelling similar to wild-type
G121V
reduced catalytic efficiency due to significantly reduced pre-exponential factors, the chemical mechanism of catalysis is not impaired
G121V
-
the mutation reduces the hydride transfer efficiency by about 100fold
M42W
-
6fold decrease in ratio kcat/Km, analysis of thermodynamic parameters for urea denaturation
M42W
-
kinetic isotope effect study, environmentally coupled tunnelling similar to wild-type
Q67H
-
about 100-fold tightening in binding to both dihydrolfolate and NADPH, mutation can help rescue the K32 M mutation
Q67H
mutant with reasonable catalytic efficiency, but displays substrate and cofactor inhibition. Contrary to wild-type which allows growth on all sorbitol conditions until the osmolyte concentration becomes too high or cell water content becomes too low, mutant Q67H allows growth up to 1.81 osmol conditions
N64F
site-directed mutagenesis, active site mutant showing enhanced activity compared to the wild-type enzyme, kinetic analysis, overview
N64F
site-directed mutagenesis, the mutant exhibits increased sensitivity for inhibition by 2,4-diamino-6-[(2',5'-dichloro anilino)methyl]pyrido[2,3-d]pyrimidine compared to the wild-type enzyme
N64S
site-directed mutagenesis
N64S
site-directed mutagenesis, active site mutant showing enhanced activity compared to the wild-type enzyme, kinetic analysis, overview
Q35K
site-directed mutagenesis
Q35K
site-directed mutagenesis, active site mutant showing enhanced activity compared to the wild-type enzyme, kinetic analysis, overview
Q35K/N64F
site-directed mutagenesis
Q35K/N64F
site-directed mutagenesis, active site mutant analogues to the enzyme from Pneumocystis carinii, shows enhanced activity compared to the wild-type enzymekinetic analysis, overview
Q35S
site-directed mutagenesis
Q35S
site-directed mutagenesis, active site mutant showing enhanced activity compared to the wild-type enzyme, kinetic analysis, overview
Q35S/N64S
site-directed mutagenesis
Q35S/N64S
site-directed mutagenesis, active site mutant analogues to the enzyme from Pneumocystis jirovecii, shows enhanced activity compared to the wild-type enzyme, kinetic analysis, overview
C59R/S108N
-
mutant with increased resistance to anitfolate antimalarials, use for screening inhibitors
C59R/S108N
-
point mutations of the active site residues lead to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine, binding structure modelling, overview
N51I/C59R/S108N
-
natural mutants isolated in a study on the association between the clinical and parasitological response to sulfadoxinepyrimethamine and allelic combinations of dihydrofolate reductase and dihydropteroate synthase genes. The majority of clinical isolates is characterized as quadruple, i.e. 196 isolates with mutations N51I-C59R-S108N in dihydrofolate reductase and A437G dihydropteroate synthase
N51I/C59R/S108N
-
pyrimethamine-resistant mutant, 50% decrease in Km value
N51I/C59R/S108N/I164L
-
mutant with increased resistance to anitfolate antimalarials, use for screening inhibitors
N51I/C59R/S108N/I164L
-
mutant highly resistant to pyrimethamine, but sensitive to WR99210, i.e. DHFT-QM mutant
N51I/C59R/S108N/I164L
-
pyrimethamine-resistant mutant, 50% decrease in Km value
S108N
-
combinatorial mutagenesis, conferred resistance to pyrimethamine and cycloguanil
S108N
-
point mutation of the active site residue leads to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine
S108T
-
combinatorial mutagenesis, reduced activity
S108T
-
point mutation of the active site residue leads to a widespread resistance of the parasite to the drugs cycloguanil and pyrimethamine
S58R/S117N
-
double mutant with naturally occurring point mutations, antifolate drug resistant
S58R/S117N
pyrimethamine-resistant mutant
additional information
-
overview about spontaneously occuring mutants and possible mutagenesis studies
additional information
-
transformation of murine dihydrofolate reductase cDNA by a series of nested PCRs to reproduce the amino acid coding sequence for bovine DHFR, which differs from the murine sequence by 19 amino acids. Expression of the bovine dihydrofolate reductase cDNA in bacterial cells produces a stable recombinant protein with high enzymatic activity and kinetic properties similar to those previously reported for the native protein
additional information
-
use of the dihydrofolate reductase-targeted short hairpin RNA vector for immunoglobulin G expression in geneamplified stable CHO cells. Cells increase IgG expression at 1.0 microM methotrexate by more than 100% and improve the genomic stability of IgG expression in methotrexate-free cultures by approximately 30%
additional information
-
knock-down of dihydrofolate reductase or heart and neural crest derivatives expressed transcript HAND2 in fertilized eggs causes cardiac malformation. Expression of HAND2 is reduced in dihydrofolate reductase knock-down embryos. Microinjection of HAND2 mRNA into fertilized eggs can induce HAND2 overexpression which rescues the cardiac malformation phenotypes of dihydrofolate knock-down embryos
additional information
the C-terminal Strep-tag does not affect enzyme activity or inhibition by RAB-propyl inhibitors
additional information
-
the C-terminal Strep-tag does not affect enzyme activity or inhibition by RAB-propyl inhibitors
additional information
-
the C-terminal Strep-tag does not affect enzyme activity or inhibition by RAB-propyl inhibitors
-
additional information
double-labeling of enzyme with fluorescent quencher QSY35, at amino acid 17, and fluorescent probe Alexa555,at amino acid 35, by introducing Cys residues at these sites. Labeled enzyme retains full catalytic activity, analysis of first order rate constants for the stopped-flow fluorescent change of forward and reverse reaction
additional information
permutations in the N- and C-terminal domain show that for equilibrium and kinetic folding mechanism, a continuous adenosine-binding domain is required for a stable thermal intermediate and a continuous discontinuous loop domain is required for a stable urea intermediate
additional information
-
permutations in the N- and C-terminal domain show that for equilibrium and kinetic folding mechanism, a continuous adenosine-binding domain is required for a stable thermal intermediate and a continuous discontinuous loop domain is required for a stable urea intermediate
additional information
-
construction of a mutant isoform that carries the K32M mutation in gene copies 1 and 3 and the Q67H mutation in gene copies 2 and 4 of the tetrameric enzyme. Mutation Q67H can mostly compensate for mutation K32M. In a multimutant that combines the K32M mutation in gene copies 1 and 3 with the Q67H mutation in all gene copies, dihydrolflate is inhibitory, while NADPH is not. A mutant containing only the Q67H substitution in all four gene copies is severely inhibited by both NADPH and substrate
additional information
construction of mutants based on mutant M1A/M16N/M20L/M42Y/C85A/M92F/C152S, i.e. ANLYF. Linear ANLYF-Gn is ANLYF with the N- and C-terminal extensions of Ala-(Gly)n-3 and -(Gly)2-Cys-Ala residues, respectively, with n=6-8, and circular ANLYF-Gn is ANLYF with the C and N termini cross-linked by the linker of the -Gly-Gly-Ala-(Gly)n-3 sequence, n=6-8
additional information
-
construction of mutants based on mutant M1A/M16N/M20L/M42Y/C85A/M92F/C152S, i.e. ANLYF. Linear ANLYF-Gn is ANLYF with the N- and C-terminal extensions of Ala-(Gly)n-3 and -(Gly)2-Cys-Ala residues, respectively, with n=6-8, and circular ANLYF-Gn is ANLYF with the C and N termini cross-linked by the linker of the -Gly-Gly-Ala-(Gly)n-3 sequence, n=6-8
additional information
competitive hydrogen to deuterium and hydrogen to tritium kinetic isotope effects (KIEs) on the second-order rate constant (kcat/Km) are measured for wild-type and mutant ecDHFR variants to assess the intrinsic KIE on the catalyzed hydride transfer
additional information
-
competitive hydrogen to deuterium and hydrogen to tritium kinetic isotope effects (KIEs) on the second-order rate constant (kcat/Km) are measured for wild-type and mutant ecDHFR variants to assess the intrinsic KIE on the catalyzed hydride transfer
additional information
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preparation of a dimeric variant (Xet-3) of dihydrofolate reductase from Escherichia coli by introducing residues located at the Thermotoga maritima dihydrofolate reductase (TmDHFR) dimer interface increases the melting temperature to about 60°C, approximately 9°C higher than that measured for the Escherichia coli enzyme. The steady-state and pre-steady-state rate constants measured for Xet-3 were similar to those of dimeric TmDHFR but significantly lower than those of the parent dihydrofolate reductase from Escherichia coli
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replacement of an integral alpha-helical segment of Escherichia coli DHFR with segments from a number of different organisms (Listeria grayi, Haemophilus influenzae, Streptococcus dysgalactiae, Saccharomyces cerevisiae, Plasmodium falciparum, Homo sapiens). The parameters most sensitive to helical replacement are KM and Ki. The rank orders of KM, Ki, change of Tm, and protein stability against unfolding to the molten-globule state are significantly correlated with helical content
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replacement of an integral alpha-helical segment of Escherichia coli DHFR with segments from a number of different organisms (Listeria grayi, Haemophilus influenzae, Streptococcus dysgalactiae, Saccharomyces cerevisiae, Plasmodium falciparum, Homo sapiens). The parameters most sensitive to helical replacement are KM and Ki. The rank orders of KM, Ki, change of Tm, and protein stability against unfolding to the molten-globule state are significantly correlated with helical content
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Halalkalibacterium halodurans
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alkaliphilic properties of enzyme are diminished upon addition of a N-terminal His-tag
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Halalkalibacterium halodurans
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a C-terminal His-tag does not affect the catalytic properties of the enzyme, but results in loss of the thermal stability and of the alkali-stable phenotype
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Halalkalibacterium halodurans C-125
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alkaliphilic properties of enzyme are diminished upon addition of a N-terminal His-tag
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Halalkalibacterium halodurans C-125
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a C-terminal His-tag does not affect the catalytic properties of the enzyme, but results in loss of the thermal stability and of the alkali-stable phenotype
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construction of hdrAgene, hdrB gene and double deletion mutants
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19-base pair deletion polymorphism is not associated with overall breast cancer risk
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analysis of intronic 19-bp deletion polymorphism and two polymorphisms within the 3' untranslated region as candidates for risk of neural tube defect. The 829C>T polymorphism is not found to be variable within the Irish population. The 19-bp intron deletion and the 721A>T polymorphisms are found to be in linkage disequilibrium. The 19-bp intron deletion allele shows a significant protective effect in mothers of neural tube defect cases when present in one or two copies
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characterization of ten methotrexate-resistant mutants with different amino acid combinations at residues F31, F34, and Q35. Higher resistance roughly correlates with a greater number of mutations, and an inverse correlation is observed between resistance and catalytic efficiency. Methotrexate-resistant dihydrofolate reductase can protect eucaryotic cells from methotrexate toxicity after transfection into dihydrofolate reductase knock-out cells
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characterization of ten methotrexate-resistant mutants with different amino acid combinations at residues F31, F34, and Q35. Higher resistance roughly correlates with a greater number of mutations, and an inverse correlation is observed between resistance and catalytic efficiency. Methotrexate-resistant dihydrofolate reductase can protect eucaryotic cells from methotrexate toxicity after transfection into dihydrofolate reductase knock-out cells
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streamlined, 2-tier selection and screening protocol to rapidly identify enzyme variants by saturation mutagenesis of active-site residues 7, 15, 24, 70, and 115, each known or suspected to affect ligand binding, The five libraries are selected for conservation of native-like activity and for resistance against methotrexate
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study on the association of polymorphisms in dihydrofolate reductase gene and treatment response in children with acute lymphoblastic leukemia. Lower event-free survival is associated with homozygosity for the allele A-317 and C-1610, and with the haplotype *1, and mRNA analysis shows higher dihydrofolate reductase levels for haplotype *1 carriers
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C-terminal-truncated mutant with lower activity
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knockout mutant dhfr-ts-
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selection of cell line with altered enzyme due to decreased methotrexate-sensitivity
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transformation of murine dihydrofolate reductase cDNA by a series of nested PCRs to reproduce the amino acid coding sequence for bovine DHFR, which differs from the murine sequence by 19 amino acids. Expression of the bovine dihydrofolate reductase cDNA in bacterial cells produces a stable recombinant protein with high enzymatic activity and kinetic properties similar to those previously reported for the native protein
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incorporation of an alkyne-bearing non-natural amino acid, p-ethynylphenylalanine, into murine dihydrofolate reductase (mDHFR) at Val43, in high cell density cultivation of Escherichia coli, and performance of Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) conjugation with fluorescent azide dyes to evaluate enzyme compatibility with various CuAAC conditions comprising combination of commercially available Cu(I)-chelating ligands and reductants. The condensed culture improves the protein yield 19fold based on the same amount of non-natural amino acid. Enzyme incubation under optimized reaction condition does not lead to any activity loss but allows a fast and high-yield bioconjugation. Using the established conditions, a biotin-azide spacer is efficiently conjugated to enzyme mDHFR with retained activity leading to the site-specific immobilization of the biotin-conjugated mDHFR on a streptavidin-coated plate. Method evaluation, overview
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incorporation of an alkyne-bearing non-natural amino acid, p-ethynylphenylalanine, into murine dihydrofolate reductase (mDHFR) at Val43, in high cell density cultivation of Escherichia coli, and performance of Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) conjugation with fluorescent azide dyes to evaluate enzyme compatibility with various CuAAC conditions comprising combination of commercially available Cu(I)-chelating ligands and reductants. The condensed culture improves the protein yield 19fold based on the same amount of non-natural amino acid. Enzyme incubation under optimized reaction condition does not lead to any activity loss but allows a fast and high-yield bioconjugation. Using the established conditions, a biotin-azide spacer is efficiently conjugated to enzyme mDHFR with retained activity leading to the site-specific immobilization of the biotin-conjugated mDHFR on a streptavidin-coated plate. Method evaluation, overview
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sequence analysis of enzyme isolated from strains in different regions of India. Prevalence of double enzyme mutants and some with triple mutants in isolates from mainland, presence of qudruple mutants in isolates from Car Nicobar Island. Association between the degree of malaria transmission and the number of enzyme mutations
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construction of 19 mutants of residue W48. All mutants show very low specific activites
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deletion mutant lacking residues 2-5 of N-terminal tail compared to an analogous deletion of residues 2-22 of the N-terminal tail and construction of a mutant in the crossover helix that interacts with the dihydrofolate reductase active site by substitution of its five residues with alanines to form the Ala-FACE helix mutant. Mutations to the linker region within the bifunctional thymidylate synthase-dihydrofolate reductase affect neither catalytic rate nor domain-domain communication. Deletion of the N-terminal tail, although in a location remote from the active site, decreases the dihydrofolate reductase single rate and the bifunctional thymidylate synthase-dihydrofolate reductase rate by a factor of 2. The 2-fold activation of the dihydrofolate reductase rate by thymidylate synthase ligands remains intact, although even the activated N-terminal mutant has just half the dihydrolfolate reductase activity of the wild-type enzyme. However, the reciprocal communication between thymidlyate synthase active site and dihydrolfolate reductase ligands is impaired in N-terminal mutants
additional information
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deletion mutant lacking residues 2-5 of N-terminal tail compared to an analogous deletion of residues 2-22 of the N-terminal tail and construction of a mutant in the crossover helix that interacts with the dihydrofolate reductase active site by substitution of its five residues with alanines to form the Ala-FACE helix mutant. Mutations to the linker region within the bifunctional thymidylate synthase-dihydrofolate reductase affect neither catalytic rate nor domain-domain communication. Deletion of the N-terminal tail, although in a location remote from the active site, decreases the dihydrofolate reductase single rate and the bifunctional thymidylate synthase-dihydrofolate reductase rate by a factor of 2. The 2-fold activation of the dihydrofolate reductase rate by thymidylate synthase ligands remains intact, although even the activated N-terminal mutant has just half the dihydrolfolate reductase activity of the wild-type enzyme. However, the reciprocal communication between thymidlyate synthase active site and dihydrolfolate reductase ligands is impaired in N-terminal mutants
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heteroduplex tracking assay to detect dihydrofolate redctase L164-mutations in variants representing 1% of the parasites in an individual host
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pyrimethamine-resistant quadruple mutant 51I/59R/108N/213A, kcat value 0.68 per s, Km value for dihydrofolate, 0.0102 mM, Km value for NADPH, 0.0309 mM
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study on Plasmodium falciparum isolates from 118 children in Cote d'Ivoire. 39.5% are highly resistant to pyrimethamine, with IC50 values above 2000 nM. 39% of the isolates have mutant dihydrofolate reductase and 94% mutant dihydropteroate synthetase genes, and mutant dihydrofolate reductase is associated with resistance to pyrimethamine in vivo and in vitro
additional information
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deletion mutant lacking residues 2-5 of N-terminal tail compared to an analogous deletion of residues 2-22 of the N-terminal tail and construction of a mutant in the crossover helix that interacts with the dihydrofolate reductase active site by substitution of its five residues with alanines to form the Ala-FACE helix mutant. Mutations to the linker region within the bifunctional thymidylate synthase-dihydrofolate reductase affect neither catalytic rate nor domain-domain communication. Deletion of the N-terminal tail, although in a location remote from the active site, decreases the dihydrofolate reductase single rate and the bifunctional thymidylate synthase-dihydrofolate reductase rate by a factor of 2. The 2-fold activation of the dihydrofolate reductase rate by thymidylate synthase ligands remains intact, although even the activated N-terminal mutant has just half the dihydrolfolate reductase activity of the wild-type enzyme. However, the reciprocal communication between thymidlyate synthase active site and dihydrolfolate reductase ligands is impaired in N-terminal mutants
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survey of polymorphisms in 35 isolates of Plasmodium malariae collected from five countries in Asia and Africa reveals a low copy number of nonsynonymous mutations in five codons
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analysis of polymorphisms among 129 isolates from different geographical areas in India. A gradual increase in the frequency of mutant genotypes is observed from north to south, while isolates from the Car-Nicobar islands show only mutant genotypes
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expression of mutant AMRU1, i.e. 57L/58R/61M/1117T, in Plasmodium falciparum provides significant protection against pyrimethamine, cycloguanil, and clociguanil. It confers greater resistance to cycloguanil, clociguanil, and WR99210 than the homologous Plasmodium falciparum mutant
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expression of mutant AMRU1, i.e. 57L/58R/61M/1117T, in Plasmodium falciparum provides significant protection against pyrimethamine, cycloguanil, and clociguanil. It confers greater resistance to cycloguanil, clociguanil, and WR99210 than the homologous Plasmodium falciparum mutant
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DHFRLS in wild black rat has an intact open reading frame due to a 2 bp deletion compared to the brown rat or the Brown Norway rat
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DHFRLS in wild black rat has an intact open reading frame due to a 2 bp deletion compared to the brown rat or the Brown Norway rat
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a helix deletion reduces the DHFR catalytic efficiency by 30fold
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a helix deletion reduces the DHFR catalytic efficiency by 30fold
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growth of a single knock-out line of bifunctional dihydrofolate reductase-thymidylate synthase is identical to wild-type cells. Double knock-out cells have an absolute requirement for thymidine. Removal of thymidine from the medium triggers growth arrest in S phase, associated with gross morphological changes, followed by cell death after 60 h. Double knock-out lines are unable to infect mice, whereas the virulence of single knock-out lines is similar to wild-type. Double knock-out trypanosomes show reduced sensitivity to trimetrexate or raltitrexed. Pteridine reductase is not able to compensate for loss of dihydrofolate activity
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DHFR activity in lysates of Escherichia coli expressing Tsf-TbDHFR-TS is about 6fold more active than those expressing His6-TbDHFR-TS. In addition, thymidylate synthase activity, which has proved elusive with the His6-protein, is detectable. Stabilization of the TS activity with dUMP, without affect on DHFR stability. No stabilisation observed with CH2THF and other pyrimidine nucleotides, including the uracil-containing ribonucleotides and deoxyribonucleotides, and the thymidine-containing deoxyribonucleotides, overview
additional information
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DHFR activity in lysates of Escherichia coli expressing Tsf-TbDHFR-TS is about 6fold more active than those expressing His6-TbDHFR-TS. In addition, thymidylate synthase activity, which has proved elusive with the His6-protein, is detectable. Stabilization of the TS activity with dUMP, without affect on DHFR stability. No stabilisation observed with CH2THF and other pyrimidine nucleotides, including the uracil-containing ribonucleotides and deoxyribonucleotides, and the thymidine-containing deoxyribonucleotides, overview
additional information
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DHFR activity in lysates of Escherichia coli expressing Tsf-TbDHFR-TS is about 6fold more active than those expressing His6-TbDHFR-TS. In addition, thymidylate synthase activity, which has proved elusive with the His6-protein, is detectable. Stabilization of the TS activity with dUMP, without affect on DHFR stability. No stabilisation observed with CH2THF and other pyrimidine nucleotides, including the uracil-containing ribonucleotides and deoxyribonucleotides, and the thymidine-containing deoxyribonucleotides, overview
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