Detailed information for compound 1653618
Basic information
Technical information
- Name: Unnamed compound
- MW: 316.4 | Formula: C20H20N4
-
H donors: 2
H acceptors: 2
LogP: 4.52
Rotable bonds: 3
Rule of 5 violations (Lipinski): 1 - SMILES: Nc1nc(Nc2ccc(cc2)C(C)C)c2c(n1)Cc1c2cccc1
- InChi: 1S/C20H20N4/c1-12(2)13-7-9-15(10-8-13)22-19-18-16-6-4-3-5-14(16)11-17(18)23-20(21)24-19/h3-10,12H,11H2,1-2H3,(H3,21,22,23,24)
- InChiKey: PUPIDEKMUKQDBG-UHFFFAOYSA-N
Network
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Synonyms
No synonyms found for this compound
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Toxoplasma gondii | bifunctional dihydrofolate reductase-thymidylate synthase | Starlite/ChEMBL | References |
| Homo sapiens | thymidylate synthetase | Starlite/ChEMBL | References |
| Homo sapiens | platelet-derived growth factor receptor, beta polypeptide | Starlite/ChEMBL | References |
| Escherichia coli | Dihydrofolate reductase | Starlite/ChEMBL | References |
| Homo sapiens | kinase insert domain receptor | Starlite/ChEMBL | References |
| Homo sapiens | 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 |
|---|---|---|---|---|
| Loa Loa (eye worm) | hypothetical protein | 0.0036 | 0.0144 | 0.0185 |
| Echinococcus multilocularis | dihydrofolate reductase | 0.034 | 0.6137 | 1 |
| Mycobacterium ulcerans | dihydrofolate reductase DfrA | 0.034 | 0.6137 | 1 |
| Echinococcus multilocularis | roundabout 2 | 0.0036 | 0.0144 | 0.0235 |
| Plasmodium falciparum | bifunctional dihydrofolate reductase-thymidylate synthase | 0.0536 | 1 | 0.5 |
| Schistosoma mansoni | dihydrofolate reductase | 0.034 | 0.6137 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0036 | 0.0144 | 0.0185 |
| Schistosoma mansoni | bifunctional dihydrofolate reductase-thymidylate synthase | 0.0324 | 0.5832 | 0.9504 |
| Mycobacterium tuberculosis | Probable thymidylate synthase ThyA (ts) (TSASE) | 0.0324 | 0.5832 | 0.9167 |
| Brugia malayi | dihydrofolate reductase family protein | 0.034 | 0.6137 | 1 |
| Echinococcus granulosus | neurotracting:lsamp:neurotrimin:obcam | 0.003 | 0.0031 | 0.0051 |
| Echinococcus granulosus | dihydrofolate reductase | 0.034 | 0.6137 | 1 |
| Echinococcus multilocularis | thymidylate synthase | 0.0324 | 0.5832 | 0.9504 |
| Loa Loa (eye worm) | TK/KIN16 protein kinase | 0.0199 | 0.3353 | 0.5441 |
| Echinococcus granulosus | thymidylate synthase | 0.0324 | 0.5832 | 0.9504 |
| Brugia malayi | thymidylate synthase | 0.0324 | 0.5832 | 0.9167 |
| Chlamydia trachomatis | dihydrofolate reductase | 0.034 | 0.6137 | 0.5 |
| Trichomonas vaginalis | conserved hypothetical protein | 0.0154 | 0.2483 | 0.5 |
| Trypanosoma cruzi | dihydrofolate reductase-thymidylate synthase | 0.0536 | 1 | 1 |
| Loa Loa (eye worm) | dihydrofolate reductase | 0.034 | 0.6137 | 1 |
| Brugia malayi | Immunoglobulin I-set domain containing protein | 0.0199 | 0.3353 | 0.2382 |
| Toxoplasma gondii | bifunctional dihydrofolate reductase-thymidylate synthase | 0.0536 | 1 | 0.5 |
| Echinococcus granulosus | roundabout 2 | 0.0036 | 0.0144 | 0.0235 |
| Onchocerca volvulus | Tyrosine kinase homolog | 0.0174 | 0.288 | 0.0493 |
| Mycobacterium leprae | DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) | 0.034 | 0.6137 | 1 |
| Onchocerca volvulus | 0.0324 | 0.5832 | 1 | |
| Brugia malayi | Dihydrofolate reductase | 0.034 | 0.6137 | 1 |
| Plasmodium vivax | bifunctional dihydrofolate reductase-thymidylate synthase, putative | 0.0536 | 1 | 0.5 |
| Trypanosoma brucei | dihydrofolate reductase-thymidylate synthase | 0.0536 | 1 | 0.5 |
| Schistosoma mansoni | cell adhesion molecule | 0.003 | 0.0031 | 0.0051 |
| Loa Loa (eye worm) | thymidylate synthase | 0.0324 | 0.5832 | 0.9501 |
| Mycobacterium tuberculosis | Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) | 0.034 | 0.6137 | 1 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| IC50 (binding) | > 1.4 10'-5M | Inhibition of human thymidylate synthase | ChEMBL. | 22739090 |
| IC50 (binding) | > 1.4 10'-5M | Inhibition of Toxoplasma gondii thymidylate synthase | ChEMBL. | 22739090 |
| IC50 (binding) | > 1.6 10'-5M | Inhibition of Escherichia coli DHFR | ChEMBL. | 22739090 |
| IC50 (binding) | > 1.6 10'-5M | Inhibition of human DHFR | ChEMBL. | 22739090 |
| IC50 (binding) | > 1.6 10'-5M | Inhibition of Toxoplasma gondii DHFR | ChEMBL. | 22739090 |
| IC50 (binding) | = 7800 nM | Inhibition Assay | BINDINGDB. | No reference |
| IC50 (binding) | = 11000 nM | Inhibition Assay | BINDINGDB. | No reference |
| IC50 (binding) | = 42600 nM | Inhibition Assay | BINDINGDB. | No reference |
| IC50 (binding) | = 7.8 uM | Inhibition of PDGFRbeta in human SF539 cells pretreated for 60 mins measured after 1 hr by ELISA | ChEMBL. | 22739090 |
| IC50 (binding) | = 11 uM | Inhibition of VEGFR2 in human U251 cells pretreated for 60 mins measured after 1 hr by ELISA | ChEMBL. | 22739090 |
| IC50 (binding) | = 42.6 uM | Inhibition of EGFR in human A431 cells pretreated for 60 mins measured after 1 hr by ELISA | ChEMBL. | 22739090 |
| IC50 (functional) | = 126.4 uM | Antiproliferative activity against human A431 cells after 48 hrs by CYQUANT assay | ChEMBL. | 22739090 |
| Ratio IC50 (binding) | = 1.5 | Ratio of erlotinib IC50 to compound IC50 for PDGFRbeta in human SF539 cells pretreated for 60 mins measured after 1 hr by ELISA | ChEMBL. | 22739090 |
| Ratio IC50 (binding) | = 10 | Ratio of sunitinib IC50 to compound IC50 for PDGFRbeta in human SF539 cells pretreated for 60 mins measured after 1 hr by ELISA | ChEMBL. | 22739090 |
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: CHEMBL2047245
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.