EC Number | Application | Comment | Organism |
---|---|---|---|
2.1.1.45 | medicine | inhibition of thymidylate synthase and DHFR enzymes has found clinical utility as antitumor, antimicrobial and antiprotozoal agents | Homo sapiens |
2.1.1.45 | medicine | inhibition of TS and DHFR enzymes has found clinical utility as antitumor, antimicrobial and antiprotozoal agent | Toxoplasma gondii |
2.1.1.45 | medicine | inhibition of TS and DHFR enzymes has found clinical utility as antitumor, antimicrobial and antiprotozoal agents | Escherichia coli |
EC Number | Inhibitors | Comment | Organism | Structure |
---|---|---|---|---|
1.5.1.3 | 2-amino-5-(4-bromobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | - |
Toxoplasma gondii | |
1.5.1.3 | 2-amino-5-(4-chlorobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | - |
Toxoplasma gondii | |
1.5.1.3 | 2-amino-5-(4-methoxybenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | - |
Toxoplasma gondii | |
1.5.1.3 | 2-amino-6-methyl-5-(4-nitrobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | - |
Toxoplasma gondii | |
1.5.1.3 | 2-amino-6-methyl-5-[4-(trifluoromethoxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | - |
Toxoplasma gondii | |
1.5.1.3 | methotrexate | - |
Homo sapiens | |
1.5.1.3 | methotrexate | - |
Toxoplasma gondii | |
1.5.1.3 | 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 | Homo sapiens | |
1.5.1.3 | 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 | Toxoplasma gondii | |
2.1.1.45 | (2S)-2-[([4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]phenyl]carbonyl)amino]pentanedioic acid | dual inhibitor of thymidylate synthase and dihydrofolate reductase. Comparison with inhibitory effect on human and Toxoplasma gondii enzyme | Escherichia coli | |
2.1.1.45 | (2S)-2-[([4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]phenyl]carbonyl)amino]pentanedioic acid | dual inhibitor of thymidylate synthase and dihydrofolate reductase. Comparison with inhibitory effect on Escherichia coli and Toxoplasma gondii enzyme | Homo sapiens | |
2.1.1.45 | 10-propargyl-5,8-dideazafolate | PDDF | Escherichia coli | |
2.1.1.45 | 10-propargyl-5,8-dideazafolate | PDDF | Homo sapiens | |
2.1.1.45 | 10-propargyl-5,8-dideazafolate | PDDF | Toxoplasma gondii | |
2.1.1.45 | N-(4-((2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo(3,2-d)pyrimidin-5-yl)methyl)benzoyl)-L-glutamic acid | - |
Escherichia coli | |
2.1.1.45 | 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 | |
2.1.1.45 | 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 | |
2.1.1.45 | N-(4-((2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo(2,3-d)pyrimidin-5-yl)thio)benzoyl)-L-glutamic acid | - |
Escherichia coli | |
2.1.1.45 | N-(4-((2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo(2,3-d)pyrimidin-5-yl)thio)benzoyl)-L-glutamic acid | - |
Homo sapiens | |
2.1.1.45 | N-(4-((2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo(2,3-d)pyrimidin-5-yl)thio)benzoyl)-L-glutamic acid | - |
Toxoplasma gondii | |
2.1.1.45 | 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 thymidylate synthase and dihydrofolate reductase. Comparison with inhibitory effect on human and Escherichia coli enzyme; dual inhibitor of thymidylate synthase and dihydrofolate reductase. Comparison with inhibitory effect on human and Toxoplasma gondii enzyme | Escherichia coli | |
2.1.1.45 | 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 thymidylate synthase and dihydrofolate reductase. Comparison with inhibitory effect on Escherichia coli and Toxoplasma gondii enzyme | Homo sapiens | |
2.1.1.45 | pemetrexed | - |
Escherichia coli | |
2.1.1.45 | pemetrexed | - |
Homo sapiens | |
2.1.1.45 | pemetrexed | - |
Toxoplasma gondii |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
2.1.1.45 | 5,10-methylenetetrahydrofolate + dUMP | Escherichia coli | - |
7,8-dihydrofolate + dTMP | - |
? | |
2.1.1.45 | 5,10-methylenetetrahydrofolate + dUMP | Homo sapiens | - |
7,8-dihydrofolate + dTMP | - |
? | |
2.1.1.45 | 5,10-methylenetetrahydrofolate + dUMP | Toxoplasma gondii | - |
7,8-dihydrofolate + dTMP | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
1.5.1.3 | Homo sapiens | P00374 | - |
- |
1.5.1.3 | Toxoplasma gondii | - |
- |
- |
2.1.1.45 | Escherichia coli | - |
- |
- |
2.1.1.45 | Homo sapiens | - |
- |
- |
2.1.1.45 | Toxoplasma gondii | - |
- |
- |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
2.1.1.45 | 5,10-methylenetetrahydrofolate + dUMP | - |
Escherichia coli | 7,8-dihydrofolate + dTMP | - |
? | |
2.1.1.45 | 5,10-methylenetetrahydrofolate + dUMP | - |
Homo sapiens | 7,8-dihydrofolate + dTMP | - |
? | |
2.1.1.45 | 5,10-methylenetetrahydrofolate + dUMP | - |
Toxoplasma gondii | 7,8-dihydrofolate + dTMP | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
2.1.1.45 | TS-DHFR | - |
Escherichia coli |
2.1.1.45 | TS-DHFR | - |
Homo sapiens |
2.1.1.45 | TS-DHFR | - |
Toxoplasma gondii |
EC Number | Cofactor | Comment | Organism | Structure |
---|---|---|---|---|
2.1.1.45 | methenyltetrahydrofolate | - |
Escherichia coli | |
2.1.1.45 | methenyltetrahydrofolate | - |
Homo sapiens | |
2.1.1.45 | methenyltetrahydrofolate | - |
Toxoplasma gondii |
EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|---|
1.5.1.3 | 0.00002 | - |
37°C | Homo sapiens | methotrexate | |
1.5.1.3 | 0.000023 | - |
37°C | Toxoplasma gondii | N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid | |
1.5.1.3 | 0.000033 | - |
37°C | Toxoplasma gondii | methotrexate | |
1.5.1.3 | 0.00012 | - |
37°C | Homo sapiens | N-(4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl)-L-glutamic acid | |
1.5.1.3 | 0.00027 | - |
- |
Toxoplasma gondii | 2-amino-5-(4-bromobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | |
1.5.1.3 | 0.0003 | - |
- |
Toxoplasma gondii | 2-amino-6-methyl-5-[4-(trifluoromethoxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | |
1.5.1.3 | 0.00033 | - |
- |
Toxoplasma gondii | 2-amino-6-methyl-5-(4-nitrobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | |
1.5.1.3 | 0.00035 | - |
- |
Toxoplasma gondii | 2-amino-5-(4-chlorobenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | |
1.5.1.3 | 0.0035 | - |
- |
Toxoplasma gondii | 2-amino-5-(4-methoxybenzyl)-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one | |
2.1.1.45 | 0.000019 | - |
- |
Escherichia coli | 10-propargyl-5,8-dideazafolate | |
2.1.1.45 | 0.000046 | - |
- |
Homo sapiens | N-[4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl]-L-glutamic acid | |
2.1.1.45 | 0.000046 | - |
potent dual inhibitor of human TS and human DHFR, 2-fold more potent than PDDF and 206-fold more potent than pemetrexed | Homo sapiens | N-(4-((2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo(3,2-d)pyrimidin-5-yl)methyl)benzoyl)-L-glutamic acid | |
2.1.1.45 | 0.000054 | - |
- |
Homo sapiens | (2S)-2-[([4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]phenyl]carbonyl)amino]pentanedioic acid | |
2.1.1.45 | 0.000054 | - |
potent inhibitor of human TS and moderate inhibitor of human DHFR | Homo sapiens | N-(4-((2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo(2,3-d)pyrimidin-5-yl)thio)benzoyl)-L-glutamic acid | |
2.1.1.45 | 0.000069 | - |
- |
Escherichia coli | N-[4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl]-L-glutamic acid | |
2.1.1.45 | 0.000069 | - |
potent inhibitor of human TS | Escherichia coli | N-(4-((2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo(3,2-d)pyrimidin-5-yl)methyl)benzoyl)-L-glutamic acid | |
2.1.1.45 | 0.000085 | - |
- |
Homo sapiens | 10-propargyl-5,8-dideazafolate | |
2.1.1.45 | 0.00023 | - |
- |
Escherichia coli | N-[4-[(2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)methyl]benzoyl]-L-glutamic acid | |
2.1.1.45 | 0.00023 | - |
moderate inhibitor of human thymidylate synthase | Toxoplasma gondii | N-(4-((2-amino-6-methyl-4-oxo-3,4-dihydro-5H-pyrrolo(3,2-d)pyrimidin-5-yl)methyl)benzoyl)-L-glutamic acid | |
2.1.1.45 | 0.00027 | - |
- |
Escherichia coli | (2S)-2-[([4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]phenyl]carbonyl)amino]pentanedioic acid | |
2.1.1.45 | 0.00027 | - |
moderate inhibitor of human TS | Escherichia coli | N-(4-((2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo(2,3-d)pyrimidin-5-yl)thio)benzoyl)-L-glutamic acid | |
2.1.1.45 | 0.00043 | - |
- |
Toxoplasma gondii | 10-propargyl-5,8-dideazafolate | |
2.1.1.45 | 0.0028 | - |
- |
Toxoplasma gondii | pemetrexed | |
2.1.1.45 | 0.0095 | - |
- |
Homo sapiens | pemetrexed | |
2.1.1.45 | 0.076 | - |
- |
Escherichia coli | pemetrexed |