Detailed information for compound 23083
Basic information
Technical information
- TDR Targets ID: 23083
- Name: 5-[[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin -1-yl)phenyl]methylamino]benzene-1,3-dicarbox amide
- MW: 408.457 | Formula: C20H24N8O2
-
H donors: 5
H acceptors: 2
LogP: -0.41
Rotable bonds: 6
Rule of 5 violations (Lipinski): 1 - SMILES: NC1=NC(N(C(=N1)N)c1cccc(c1)CNc1cc(cc(c1)C(=O)N)C(=O)N)(C)C
- InChi: 1S/C20H24N8O2/c1-20(2)27-18(23)26-19(24)28(20)15-5-3-4-11(6-15)10-25-14-8-12(16(21)29)7-13(9-14)17(22)30/h3-9,25H,10H2,1-2H3,(H2,21,29)(H2,22,30)(H4,23,24,26,27)
- InChiKey: QPJHZNAJHYXNNW-UHFFFAOYSA-N
Network
Hover on a compound node to display the structore
Synonyms
- 5-[[3-[4,6-bis(azanyl)-2,2-dimethyl-1,3,5-triazin-1-yl]phenyl]methylamino]benzene-1,3-dicarboxamide
- 5-[[3-(4,6-diamino-2,2-dimethyl-s-triazin-1-yl)benzyl]amino]isophthalamide
- 1,3-Benzenedicarboxamide, 5-[[[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)phenyl]methyl]amino]-
- AIDS-401462
- AIDS401462
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Leishmania major | dihydrofolate reductase-thymidylate synthase | Starlite/ChEMBL | References |
| Lactobacillus casei | Dihydrofolate reductase | Starlite/ChEMBL | References |
| Pneumocystis carinii | Dihydrofolate reductase | Starlite/ChEMBL | References |
| Gallus gallus | Dihydrofolate reductase | 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 |
|---|---|---|---|---|
| Mycobacterium tuberculosis | Probable thymidylate synthase ThyA (ts) (TSASE) | 0.013 | 0.1718 | 0.1108 |
| Brugia malayi | hypothetical protein | 0.0062 | 0.0686 | 0.0686 |
| Schistosoma mansoni | dihydrofolate reductase | 0.0676 | 1 | 1 |
| Trypanosoma cruzi | dihydrofolate reductase-thymidylate synthase, putative | 0.0062 | 0.0686 | 0.0915 |
| Plasmodium falciparum | bifunctional dihydrofolate reductase-thymidylate synthase | 0.0421 | 0.6133 | 1 |
| Trichomonas vaginalis | conserved hypothetical protein | 0.0062 | 0.0686 | 0.5 |
| Trypanosoma cruzi | dihydrofolate reductase-thymidylate synthase | 0.0421 | 0.6133 | 1 |
| Echinococcus multilocularis | dihydrofolate reductase | 0.0676 | 1 | 1 |
| Mycobacterium leprae | DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) | 0.0676 | 1 | 1 |
| Loa Loa (eye worm) | thymidylate synthase | 0.013 | 0.1718 | 0.1603 |
| Echinococcus granulosus | dihydrofolate reductase | 0.0676 | 1 | 1 |
| Onchocerca volvulus | 0.013 | 0.1718 | 0.5 | |
| Loa Loa (eye worm) | dihydrofolate reductase | 0.0676 | 1 | 1 |
| Chlamydia trachomatis | dihydrofolate reductase | 0.0676 | 1 | 0.5 |
| Loa Loa (eye worm) | MH2 domain-containing protein | 0.0121 | 0.1587 | 0.147 |
| Brugia malayi | thymidylate synthase | 0.013 | 0.1718 | 0.1718 |
| Brugia malayi | hypothetical protein | 0.0026 | 0.0138 | 0.0138 |
| Trypanosoma brucei | dihydrofolate reductase-thymidylate synthase | 0.0421 | 0.6133 | 1 |
| Plasmodium vivax | bifunctional dihydrofolate reductase-thymidylate synthase, putative | 0.0421 | 0.6133 | 1 |
| Loa Loa (eye worm) | transcription factor SMAD2 | 0.0121 | 0.1587 | 0.147 |
| Mycobacterium ulcerans | dihydrofolate reductase DfrA | 0.0676 | 1 | 1 |
| Brugia malayi | MH2 domain containing protein | 0.0121 | 0.1587 | 0.1587 |
| Mycobacterium tuberculosis | Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) | 0.0676 | 1 | 1 |
| Leishmania major | dihydrofolate reductase-thymidylate synthase | 0.0421 | 0.6133 | 1 |
| Toxoplasma gondii | bifunctional dihydrofolate reductase-thymidylate synthase | 0.0421 | 0.6133 | 1 |
| Brugia malayi | Dihydrofolate reductase | 0.0676 | 1 | 1 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| EC50 (functional) | = 3.3 | Growth inhibition against Leishmania major promastigotes in culture | ChEMBL. | 3599028 |
| IOR (binding) | = 0 | Indicator variable (IOR) for Leishmania major dihydrofolate reductase (DHFR) | Starlite. | 3599028 |
| Ki (binding) | = 5.68 | Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) | ChEMBL. | 6420569 |
| Ki (binding) | = 6.29 | Inhibition of dihydrofolate reductase (DHFR) from Leishmania major | ChEMBL. | 3599028 |
| Ki (binding) | = 6.98 | Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) | ChEMBL. | 6420569 |
| Ki (binding) | = 7.82 | Inhibition of dihydrofolate reductase (DHFR) from P. carinii. | ChEMBL. | 7699713 |
| Ki app (binding) | = 4.74 | Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) | ChEMBL. | 6796688 |
| Ki app (binding) | = 4.74 | Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) | ChEMBL. | 6796688 |
| Log 1/C (binding) | = 3.79 | Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate | ChEMBL. | 6699880 |
| Log 1/C (binding) | = 7.01 | Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate | ChEMBL. | 6699880 |
| Log 1/C (functional) | = 2.76 | Inhibitory activity against methotrexate- resistant Lactobacillus casei cells | ChEMBL. | 6796688 |
| Log 1/C (functional) | = 3.79 | Compound was tested in vitro for concentration required to decrease 50% growth rate of murine leukemia L5178Y/R cell culture | ChEMBL. | 7057421 |
| Log 1/C (binding) | = 3.79 | Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate | ChEMBL. | 6699880 |
| Log 1/C (functional) | = 4.6 | Inhibitory activity against methotrexate- sensitive Lactobacillus casei cells | ChEMBL. | 6796688 |
| Log 1/C (functional) | = 7.01 | Concentration required for inhibition of murine leukemia L5178Y cells | ChEMBL. | 7057420 |
| Log 1/C (binding) | = 7.01 | Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate | ChEMBL. | 6699880 |
| Log 1/EC50 (functional) | = 3.3 M | Growth inhibition against Leishmania major promastigotes in culture | ChEMBL. | 3599028 |
| Log 1/Ki (binding) | = 5.68 | Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) | ChEMBL. | 6420569 |
| Log 1/Ki (binding) | = 6.98 | Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) | ChEMBL. | 6420569 |
| Log 1/Ki (binding) | = 7.82 | Inhibition of dihydrofolate reductase (DHFR) from P. carinii. | ChEMBL. | 7699713 |
| Log 1/Ki (binding) | = 6.29 M | Inhibition of dihydrofolate reductase (DHFR) from Leishmania major | ChEMBL. | 3599028 |
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: CHEMBL20368
- PubChem: 16073801
Bibliographic References
7 literature references were collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.