Application | Comment | Organism |
---|---|---|
medicine | inhibition of thymidylate synthase and DHFR enzymes has found clinical utility as antitumor, antimicrobial and antiprotozoal agents | Homo sapiens |
medicine | inhibition of TS and DHFR enzymes has found clinical utility as antitumor, antimicrobial and antiprotozoal agent | Toxoplasma gondii |
medicine | inhibition of TS and DHFR enzymes has found clinical utility as antitumor, antimicrobial and antiprotozoal agents | Escherichia coli |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(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 | |
(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 | |
10-propargyl-5,8-dideazafolate | PDDF | Escherichia coli | |
10-propargyl-5,8-dideazafolate | PDDF | Homo sapiens | |
10-propargyl-5,8-dideazafolate | PDDF | 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 | - |
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 | - |
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 | - |
Toxoplasma gondii | |
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 | |
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 | |
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 | |
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 | |
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 | |
pemetrexed | - |
Escherichia coli | |
pemetrexed | - |
Homo sapiens | |
pemetrexed | - |
Toxoplasma gondii |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
5,10-methylenetetrahydrofolate + dUMP | Escherichia coli | - |
7,8-dihydrofolate + dTMP | - |
? | |
5,10-methylenetetrahydrofolate + dUMP | Homo sapiens | - |
7,8-dihydrofolate + dTMP | - |
? | |
5,10-methylenetetrahydrofolate + dUMP | Toxoplasma gondii | - |
7,8-dihydrofolate + dTMP | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Escherichia coli | - |
- |
- |
Homo sapiens | - |
- |
- |
Toxoplasma gondii | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
5,10-methylenetetrahydrofolate + dUMP | - |
Escherichia coli | 7,8-dihydrofolate + dTMP | - |
? | |
5,10-methylenetetrahydrofolate + dUMP | - |
Homo sapiens | 7,8-dihydrofolate + dTMP | - |
? | |
5,10-methylenetetrahydrofolate + dUMP | - |
Toxoplasma gondii | 7,8-dihydrofolate + dTMP | - |
? |
Synonyms | Comment | Organism |
---|---|---|
TS-DHFR | - |
Escherichia coli |
TS-DHFR | - |
Homo sapiens |
TS-DHFR | - |
Toxoplasma gondii |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
methenyltetrahydrofolate | - |
Escherichia coli | |
methenyltetrahydrofolate | - |
Homo sapiens | |
methenyltetrahydrofolate | - |
Toxoplasma gondii |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.000019 | - |
- |
Escherichia coli | 10-propargyl-5,8-dideazafolate | |
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 | |
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 | |
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 | |
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 | |
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 | |
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 | |
0.000085 | - |
- |
Homo sapiens | 10-propargyl-5,8-dideazafolate | |
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 | |
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 | |
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 | |
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 | |
0.00043 | - |
- |
Toxoplasma gondii | 10-propargyl-5,8-dideazafolate | |
0.0028 | - |
- |
Toxoplasma gondii | pemetrexed | |
0.0095 | - |
- |
Homo sapiens | pemetrexed | |
0.076 | - |
- |
Escherichia coli | pemetrexed |