Detailed information for compound 501594
Basic information
Technical information
- TDR Targets ID: 501594
- Name: 6-(benzylamino)-9-[[3-(trifluoromethyl)phenyl ]methyl]purine-2-carbonitrile
- MW: 408.379 | Formula: C21H15F3N6
-
H donors: 1
H acceptors: 4
LogP: 4.4
Rotable bonds: 6
Rule of 5 violations (Lipinski): 1 - SMILES: N#Cc1nc(NCc2ccccc2)c2c(n1)n(cn2)Cc1cccc(c1)C(F)(F)F
- InChi: 1S/C21H15F3N6/c22-21(23,24)16-8-4-7-15(9-16)12-30-13-27-18-19(28-17(10-25)29-20(18)30)26-11-14-5-2-1-3-6-14/h1-9,13H,11-12H2,(H,26,28,29)
- InChiKey: BHLKXLASADGJLD-UHFFFAOYSA-N
Network
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Synonyms
- 6-(benzylamino)-9-[[3-(trifluoromethyl)phenyl]methyl]-2-purinecarbonitrile
- 6-(phenylmethylamino)-9-[[3-(trifluoromethyl)phenyl]methyl]purine-2-carbonitrile
- 6-(benzylamino)-9-[3-(trifluoromethyl)benzyl]purine-2-carbonitrile
- 6-(phenylmethylamino)-9-[[3-(trifluoromethyl)phenyl]methyl]-2-purinecarbonitrile
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Trypanosoma brucei gambiense | cysteine peptidase C (CPC), putative,CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like, putative | References | |
| Trypanosoma brucei | cysteine peptidase C (CPC) | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Plasmodium falciparum | cysteine proteinase falcipain 2b | cysteine peptidase C (CPC) | 340 aa | 321 aa | 26.5 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Schistosoma mansoni | cathepsin B-like peptidase (C01 family) | 0.0164 | 0.5 | 0.5 |
| Schistosoma mansoni | cathepsin B-like peptidase (C01 family) | 0.0164 | 0.5 | 0.5 |
| Trypanosoma cruzi | cysteine peptidase C (CPC), putative | 0.0164 | 0.5 | 0.5 |
| Loa Loa (eye worm) | hypothetical protein | 0.0164 | 0.5 | 0.5 |
| Schistosoma mansoni | cathepsin B-like peptidase (C01 family) | 0.0164 | 0.5 | 0.5 |
| Giardia lamblia | Cathepsin B precursor | 0.0164 | 0.5 | 0.5 |
| Trypanosoma cruzi | cysteine peptidase C (CPC), putative | 0.0164 | 0.5 | 0.5 |
| Toxoplasma gondii | cathepsin B | 0.0164 | 0.5 | 0.5 |
| Giardia lamblia | Cathepsin B precursor | 0.0164 | 0.5 | 0.5 |
| Echinococcus multilocularis | cathepsin b | 0.0164 | 0.5 | 0.5 |
| Echinococcus granulosus | cathepsin b | 0.0164 | 0.5 | 0.5 |
| Schistosoma mansoni | SmCB2 peptidase (C01 family) | 0.0164 | 0.5 | 0.5 |
| Leishmania major | cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like | 0.0164 | 0.5 | 0.5 |
| Echinococcus multilocularis | cathepsin b | 0.0164 | 0.5 | 0.5 |
| Trypanosoma brucei | cysteine peptidase C (CPC) | 0.0164 | 0.5 | 0.5 |
| Schistosoma mansoni | cathepsin B-like peptidase (C01 family) | 0.0164 | 0.5 | 0.5 |
| Echinococcus granulosus | cathepsin b | 0.0164 | 0.5 | 0.5 |
| Giardia lamblia | Cathepsin B precursor | 0.0164 | 0.5 | 0.5 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin B-like cysteine peptidase | 0.0164 | 0.5 | 0.5 |
| Loa Loa (eye worm) | cathepsin B | 0.0164 | 0.5 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| IC50 (functional) | = 0.26 uM | Antitrypanosomal activity against Trypanosoma brucei | ChEMBL. | 18173229 |
| IC50 (functional) | = 0.26 uM | Antitrypanosomal activity against Trypanosoma brucei | ChEMBL. | 18173229 |
| IC50 (binding) | = 2.8 uM | Inhibition of Trypanosoma brucei cathepsin B-like cysteine protease | ChEMBL. | 18173229 |
| IC50 (binding) | = 2.8 uM | Inhibition of Trypanosoma brucei cathepsin B-like cysteine protease | ChEMBL. | 18173229 |
| IC50 (binding) | > 30 uM | Inhibition of human liver cathepsin L | ChEMBL. | 18173229 |
| IC50 (binding) | > 30 uM | Inhibition of human liver cathepsin B | ChEMBL. | 18173229 |
| IC50 (binding) | > 30 uM | Inhibition of human liver cathepsin L | ChEMBL. | 18173229 |
| IC50 (binding) | > 30 uM | Inhibition of human liver cathepsin B | ChEMBL. | 18173229 |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Trypanosoma brucei gambiense | 18173229 | ||
| Trypanosoma brucei | ChEMBL23 | 18173229 |
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: CHEMBL252933
- PubChem: 24778322
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.