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Literature summary for 2.7.1.3 extracted from

  • Maryanoff, B.; ONeill, J.; McComsey, D.; Yabut, S.; Luci, D.; Jordan Jr., A.; Masucci, J.; Jones, W.; Abad, M.; Gibbs, A.; Petrounia, I.
    Inhibitors of ketohexokinase: Discovery of pyrimidinopyrimidines with specific substitution that complements the ATP-binding site (2011), ACS Med. Chem. Lett., 2, 538-543.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
2-(4-aminopiperidin-1-yl)-N8-(cyclopropylmethyl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
2-[(3R)-3-aminopiperidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
2-[(3S)-3-aminopiperidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
2-[3-(aminomethyl)azetidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
2-[4-(aminomethyl)piperidin-1-yl]-N8-(cyclopropylmethyl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
2-[4-(aminomethyl)piperidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N,N'-dicyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-(2-bromophenyl)-N8-cyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-(2-chlorophenyl)-N8-cyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-(1,3-thiazol-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-(prop-2-yn-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-(tetrahydrothiophen-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-propylpyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-cyclohexyl-N8-cyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)-N8-(1,3-thiazol-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)-N8-(pyridin-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)-N8-(thiophen-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(2-cyclopropylethyl)-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(2-methoxyethyl)-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(cyclobutylmethyl)-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(cyclopropylmethyl)-2-(1,4-diazepan-1-yl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(cyclopropylmethyl)-2-(4-iminopiperidin-1-yl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(cyclopropylmethyl)-2-(4-methylpiperazin-1-yl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(cyclopropylmethyl)-2-[4-[(dimethylamino)methyl]piperidin-1-yl]-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(cyclopropylmethyl)-N2-methyl-N2-[2-(methylamino)ethyl]-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-2,4,8-triamine
-
Homo sapiens
N8-(cyclopropylmethyl)-N4-(2-methylphenyl)-2-(4-methylpiperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-(cyclopropylmethyl)-N4-(2-methylphenyl)-2-(morpholin-4-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-benzyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclohexyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-2-(piperazin-1-yl)-N4-[2-(propan-2-yl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-2-(piperazin-1-yl)-N4-[2-[(trifluoromethyl)sulfanyl]phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-(2-cyclopropylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-(2-ethoxyphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-(2-ethylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-(2-fluorophenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-(2-methoxyphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-(3-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-phenyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-[2-(ethylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-[2-(methylsulfonyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-[3-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-cyclopropyl-N4-[4-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-ethyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-hexyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens
N8-methyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
Homo sapiens
-

Synonyms

Synonyms Comment Organism
KHK
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000007
-
pH and temperature not specified in the publication Homo sapiens N8-(2-methoxyethyl)-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0000071
-
pH and temperature not specified in the publication Homo sapiens N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0000098
-
pH and temperature not specified in the publication Homo sapiens N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)-N8-(pyridin-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00001
-
pH and temperature not specified in the publication Homo sapiens 2-[4-(aminomethyl)piperidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.000012
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.000016
-
pH and temperature not specified in the publication Homo sapiens N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)-N8-(1,3-thiazol-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.000018
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclobutylmethyl)-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.000018
-
pH and temperature not specified in the publication Homo sapiens 2-[(3R)-3-aminopiperidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.000023
-
pH and temperature not specified in the publication Homo sapiens 2-[(3S)-3-aminopiperidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00003
-
pH and temperature not specified in the publication Homo sapiens N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)-N8-(thiophen-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00003
-
pH and temperature not specified in the publication Homo sapiens 2-[3-(aminomethyl)azetidin-1-yl]-N8-(cyclopropylmethyl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00005
-
pH and temperature not specified in the publication Homo sapiens N8-(2-cyclopropylethyl)-N4-[2-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00006
-
pH and temperature not specified in the publication Homo sapiens N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-(1,3-thiazol-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00007
-
pH and temperature not specified in the publication Homo sapiens 2-[4-(aminomethyl)piperidin-1-yl]-N8-(cyclopropylmethyl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0001
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-(2-methoxyphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00011
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclopropylmethyl)-2-(4-methylpiperazin-1-yl)-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00013
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-(2-ethylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00013
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclopropylmethyl)-N2-methyl-N2-[2-(methylamino)ethyl]-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-2,4,8-triamine
0.00014
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclopropylmethyl)-2-[4-[(dimethylamino)methyl]piperidin-1-yl]-N4-[2-(methylsulfanyl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00017
-
pH and temperature not specified in the publication Homo sapiens N4-(2-bromophenyl)-N8-cyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0002
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-(2-ethoxyphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0002
-
pH and temperature not specified in the publication Homo sapiens 2-(4-aminopiperidin-1-yl)-N8-(cyclopropylmethyl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00021
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0003
-
pH and temperature not specified in the publication Homo sapiens N8-benzyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0003
-
pH and temperature not specified in the publication Homo sapiens N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-(tetrahydrothiophen-2-ylmethyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0003
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclopropylmethyl)-2-(1,4-diazepan-1-yl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00038
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-(2-cyclopropylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0004
-
pH and temperature not specified in the publication Homo sapiens N8-methyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0004
-
pH and temperature not specified in the publication Homo sapiens N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-propylpyrimido[5,4-d]pyrimidine-4,8-diamine
0.0004
-
pH and temperature not specified in the publication Homo sapiens N8-hexyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00054
-
pH and temperature not specified in the publication Homo sapiens N4-(2-chlorophenyl)-N8-cyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.00071
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclopropylmethyl)-2-(4-iminopiperidin-1-yl)-N4-(2-methylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0015
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-(2-fluorophenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0015
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclopropylmethyl)-N4-(2-methylphenyl)-2-(4-methylpiperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0016
-
pH and temperature not specified in the publication Homo sapiens N8-cyclohexyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0017
-
pH and temperature not specified in the publication Homo sapiens N4-(2-methylphenyl)-2-(piperazin-1-yl)-N8-(prop-2-yn-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.002
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-[3-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0023
-
pH and temperature not specified in the publication Homo sapiens N8-ethyl-N4-(2-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0028
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-(3-methylphenyl)-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.003
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-2-(piperazin-1-yl)-N4-[2-[(trifluoromethyl)sulfanyl]phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.0032
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-phenyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.005
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-2-(piperazin-1-yl)-N4-[2-(propan-2-yl)phenyl]pyrimido[5,4-d]pyrimidine-4,8-diamine
0.007
-
pH and temperature not specified in the publication Homo sapiens N8-(cyclopropylmethyl)-N4-(2-methylphenyl)-2-(morpholin-4-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.009
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-[4-(methylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.009
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-[2-(methylsulfonyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.009
-
pH and temperature not specified in the publication Homo sapiens N8-cyclopropyl-N4-[2-(ethylsulfanyl)phenyl]-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.009
-
pH and temperature not specified in the publication Homo sapiens N,N'-dicyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine
0.009
-
pH and temperature not specified in the publication Homo sapiens N4-cyclohexyl-N8-cyclopropyl-2-(piperazin-1-yl)pyrimido[5,4-d]pyrimidine-4,8-diamine