Detailed information for compound 170717
Basic information
Technical information
- TDR Targets ID: 170717
- Name: 4-[[4-(2,4-diamino-6-ethylpyrimidin-5-yl)-2-n itroanilino]methyl]benzenesulfonamide
- MW: 443.48 | Formula: C19H21N7O4S
-
H donors: 4
H acceptors: 6
LogP: 2.39
Rotable bonds: 7
Rule of 5 violations (Lipinski): 1 - SMILES: CCc1nc(N)nc(c1c1ccc(c(c1)[N+](=O)[O-])NCc1ccc(cc1)S(=O)(=O)N)N
- InChi: 1S/C19H21N7O4S/c1-2-14-17(18(20)25-19(21)24-14)12-5-8-15(16(9-12)26(27)28)23-10-11-3-6-13(7-4-11)31(22,29)30/h3-9,23H,2,10H2,1H3,(H2,22,29,30)(H4,20,21,24,25)
- InChiKey: WZYKLQAQVKMEFW-UHFFFAOYSA-N
Network
Hover on a compound node to display the structore
Synonyms
- 4-[[4-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-2-nitro-anilino]methyl]benzenesulfonamide
- 4-[[4-(2,4-diamino-6-ethyl-5-pyrimidinyl)-2-nitroanilino]methyl]benzenesulfonamide
- 4-[[[4-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]-2-nitro-phenyl]amino]methyl]benzenesulfonamide
- 4-[[[4-(2,4-diamino-6-ethylpyrimidin-5-yl)-2-nitrophenyl]amino]methyl]benzenesulfonamide
- 4-[[[4-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-2-nitro-phenyl]amino]methyl]benzenesulfonamide
- 4-[[[4-(2,4-diamino-6-ethyl-5-pyrimidinyl)-2-nitrophenyl]amino]methyl]benzenesulfonamide
- 4-({[4-(2,4-Diamino-6-ethylpyrimidin-5-yl)-2-nitrophenyl]amino}methyl)benzenesulfonamide
- AIDS-081297
- AIDS081297
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Rattus norvegicus | Dihydrofolate reductase | Starlite/ChEMBL | References |
| Pneumocystis carinii | Dihydrofolate reductase | Starlite/ChEMBL | References |
| Toxoplasma gondii | bifunctional dihydrofolate reductase-thymidylate synthase | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Schistosoma mansoni | family S9 non-peptidase homologue (S09 family) | 0.043 | 0.8871 | 0.8871 |
| Loa Loa (eye worm) | hypothetical protein | 0.043 | 0.8871 | 0.8871 |
| Mycobacterium leprae | DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) | 0.0468 | 1 | 1 |
| Brugia malayi | Carboxylesterase family protein | 0.043 | 0.8871 | 0.8871 |
| Echinococcus granulosus | acetylcholinesterase | 0.043 | 0.8871 | 0.8871 |
| Toxoplasma gondii | bifunctional dihydrofolate reductase-thymidylate synthase | 0.0341 | 0.6256 | 0.5 |
| Trypanosoma brucei | dihydrofolate reductase-thymidylate synthase | 0.0341 | 0.6256 | 0.5 |
| Brugia malayi | Dihydrofolate reductase | 0.0468 | 1 | 1 |
| Plasmodium falciparum | bifunctional dihydrofolate reductase-thymidylate synthase | 0.0341 | 0.6256 | 0.5 |
| Echinococcus multilocularis | dihydrofolate reductase | 0.0468 | 1 | 1 |
| Loa Loa (eye worm) | dihydrofolate reductase | 0.0468 | 1 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.043 | 0.8871 | 0.8871 |
| Mycobacterium tuberculosis | Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) | 0.0468 | 1 | 1 |
| Echinococcus granulosus | carboxylesterase 5A | 0.043 | 0.8871 | 0.8871 |
| Brugia malayi | Carboxylesterase family protein | 0.043 | 0.8871 | 0.8871 |
| Echinococcus granulosus | dihydrofolate reductase | 0.0468 | 1 | 1 |
| Loa Loa (eye worm) | acetylcholinesterase 1 | 0.043 | 0.8871 | 0.8871 |
| Trypanosoma cruzi | dihydrofolate reductase-thymidylate synthase | 0.0341 | 0.6256 | 0.5 |
| Mycobacterium ulcerans | dihydrofolate reductase DfrA | 0.0468 | 1 | 1 |
| Schistosoma mansoni | dihydrofolate reductase | 0.0468 | 1 | 1 |
| Echinococcus granulosus | acetylcholinesterase | 0.043 | 0.8871 | 0.8871 |
| Loa Loa (eye worm) | carboxylesterase | 0.043 | 0.8871 | 0.8871 |
| Plasmodium vivax | bifunctional dihydrofolate reductase-thymidylate synthase, putative | 0.0341 | 0.6256 | 0.5 |
| Onchocerca volvulus | 0.013 | 0 | 0.5 | |
| Echinococcus multilocularis | acetylcholinesterase | 0.043 | 0.8871 | 0.8871 |
| Echinococcus multilocularis | carboxylesterase 5A | 0.043 | 0.8871 | 0.8871 |
| Echinococcus multilocularis | acetylcholinesterase | 0.043 | 0.8871 | 0.8871 |
| Leishmania major | dihydrofolate reductase-thymidylate synthase | 0.0341 | 0.6256 | 0.5 |
| Chlamydia trachomatis | dihydrofolate reductase | 0.0468 | 1 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| IC50 (binding) | = 0.0031 uM | Inhibitory activity against Dihydrofolate reductase from rat liver was evaluated using 90 microM dihydrofolic acid as substrate | ChEMBL. | 9301666 |
| IC50 (binding) | = 0.0031 uM | Inhibitory activity against Dihydrofolate reductase from rat liver was evaluated using 90 microM dihydrofolic acid as substrate | ChEMBL. | 9301666 |
| IC50 (binding) | = 0.0058 uM | Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii was evaluated using 90 microM dihydrofolic acid as substrate | ChEMBL. | 9301666 |
| IC50 (binding) | = 0.0058 uM | Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii was evaluated using 90 microM dihydrofolic acid as substrate | ChEMBL. | 9301666 |
| IC50 (binding) | = 0.46 uM | Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii was evaluated using 90 microM dihydrofolic acid as substrate | ChEMBL. | 9301666 |
| IC50 (binding) | = 0.46 uM | Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii was evaluated using 90 microM dihydrofolic acid as substrate | ChEMBL. | 9301666 |
| Selectivity ratio (binding) | = 0.01 | Selectivity ratio is IC50 of rat liver DHFR to that of Pneumocystis carinii DHFR | ChEMBL. | 9301666 |
| Selectivity ratio (binding) | = 0.53 | Selectivity ratio is IC50 of rat liver DHFR to that of Toxoplasma gondii DHFR | ChEMBL. | 9301666 |
Phenotypes
Whole-cell/tissue/organism interactions
We have no records of whole-cell/tissue assays done with this compound
What does this mean?
Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.
Annotated phenotypes:
We have no manually annotated phenotypes for this drug.
What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by
drugs, or by genetic manipulation of cells (e.g. gene knockouts or
knockdowns) is manually curated from the literature. These
descriptions help to describe the potential of the target for drug
development. If no information is available for this gene or if the
information is incomplete, this may mean that i) the papers
containing this information either appeared after the curation
effort for this organism was carried out or they were inadvertently
missed by curators; or that ii) the curation effort for this
organism has not yet started.
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.
External resources for this compound
- ChEMBL: CHEMBL102996
- PubChem: 5481387
Bibliographic References
1 literature reference was collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.