Detailed information for compound 22161

Basic information

Technical information
  • TDR Targets ID: 22161
  • Name: 9-benzyl-2-chloro-6-[(E)-2-phenylethenyl]puri ne
  • MW: 346.813 | Formula: C20H15ClN4
  • H donors: 0 H acceptors: 3 LogP: 4.91 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1nc(/C=C/c2ccccc2)c2c(n1)n(cn2)Cc1ccccc1
  • InChi: 1S/C20H15ClN4/c21-20-23-17(12-11-15-7-3-1-4-8-15)18-19(24-20)25(14-22-18)13-16-9-5-2-6-10-16/h1-12,14H,13H2/b12-11+
  • InChiKey: SPGMYMVJTAHJGP-VAWYXSNFSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 9-benzyl-2-chloro-6-[(E)-styryl]purine
  • 2-chloro-6-[(E)-2-phenylethenyl]-9-(phenylmethyl)purine
  • 2-chloro-9-(phenylmethyl)-6-[(E)-2-phenylvinyl]purine
  • 9-(benzyl)-2-chloro-6-[(E)-2-phenylvinyl]purine
  • 9H-Purine, 2-chloro-6-[(E)-2-phenylethenyl]-9-(phenylmethyl)-
  • AIDS-054905
  • AIDS054905

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium falciparum glycylpeptide N-tetradecanoyltransferase 0.1059 0.3809 1
Loa Loa (eye worm) hypothetical protein 0.0142 0.0337 0.0857
Echinococcus multilocularis neuroendocrine convertase 2 0.0089 0.0138 0.0256
Echinococcus multilocularis integrin alpha ps 0.0132 0.0302 0.0692
Brugia malayi Integrin beta pat-3 precursor 0.0303 0.0946 0.2358
Loa Loa (eye worm) hypothetical protein 0.0232 0.0679 0.1757
Loa Loa (eye worm) integrin beta-2 0.0303 0.0946 0.2461
Brugia malayi endoprotease bli-4 precursor 0.0142 0.0337 0.0733
Toxoplasma gondii aspartyl proteinase (eimepsin), putative 0.01 0.018 0.5
Loa Loa (eye worm) hypothetical protein 0.0063 0.0041 0.0079
Brugia malayi celfurPC protein 0.0114 0.0233 0.0456
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.049 0.1655 0.1627
Schistosoma mansoni cathepsin D (A01 family) 0.0296 0.092 0.0889
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.01 0.018 0.0147
Trypanosoma brucei N-myristoyltransferase 0.1059 0.3809 0.5
Schistosoma mansoni hypothetical protein 0.0063 0.0041 0.0007
Trypanosoma cruzi N-myristoyl transferase, putative 0.1059 0.3809 0.5
Brugia malayi proprotein convertase 2 0.0089 0.0138 0.0202
Schistosoma mansoni integrin alpha-ps 0.0132 0.0302 0.0269
Schistosoma mansoni integrin alpha-ps 0.0069 0.0062 0.0028
Loa Loa (eye worm) hypothetical protein 0.0069 0.0062 0.0134
Trichomonas vaginalis N-myristoyl transferase, putative 0.1059 0.3809 1
Leishmania major N-myristoyl transferase, putative 0.1059 0.3809 0.5
Schistosoma mansoni integrin beta subunit 0.0178 0.0475 0.0443
Echinococcus multilocularis proprotein convertase subtilisin:kexin type 5 0.0086 0.0127 0.0227
Loa Loa (eye worm) hypothetical protein 0.0223 0.0646 0.1673
Trypanosoma cruzi N-myristoyl transferase, putative 0.1059 0.3809 0.5
Brugia malayi Integrin alpha pat-2 precursor 0.0295 0.0919 0.2286
Echinococcus granulosus integrin alpha ps 0.0132 0.0302 0.0692
Echinococcus granulosus neuroendocrine convertase 2 0.0089 0.0138 0.0256
Echinococcus multilocularis integrin beta 2 0.0224 0.0649 0.1613
Echinococcus granulosus integrin beta 2 0.0224 0.0649 0.1613
Echinococcus granulosus proprotein convertase subtilisin:kexin type 5 0.0086 0.0127 0.0227
Echinococcus multilocularis integrin alpha ps 0.0132 0.0302 0.0692
Echinococcus granulosus glycylpeptide N tetradecanoyltransferase 0.1059 0.3809 1
Schistosoma mansoni cathepsin D (A01 family) 0.0296 0.092 0.0889
Loa Loa (eye worm) hypothetical protein 0.0163 0.0418 0.107
Giardia lamblia CDC72 0.1059 0.3809 1
Echinococcus multilocularis 0.0114 0.0233 0.051
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.0142 0.0337 0.0304
Loa Loa (eye worm) endoprotease bli-4 0.0142 0.0337 0.0857
Loa Loa (eye worm) hypothetical protein 0.0069 0.0062 0.0134
Echinococcus granulosus cathepsin d lysosomal aspartyl protease 0.01 0.018 0.0369
Plasmodium vivax glycylpeptide N-tetradecanoyltransferase, putative 0.1059 0.3809 1
Echinococcus multilocularis glycylpeptide N tetradecanoyltransferase 0.1059 0.3809 1
Echinococcus multilocularis integrin alpha 3 0.0226 0.0658 0.1637
Trichomonas vaginalis N-myristoyl transferase, putative 0.0696 0.2435 0.6267
Loa Loa (eye worm) DEAH box polypeptide 35 0.0069 0.0062 0.0134
Entamoeba histolytica glycylpeptide N-tetradecanoyltransferase, putative 0.1059 0.3809 0.5
Schistosoma mansoni N-myristoyltransferase 0.1059 0.3809 0.3788
Brugia malayi neuroendocrine convertase 1 precursor 0.0089 0.0138 0.0202
Trypanosoma brucei N-myristoyl transferase, putative 0.1059 0.3809 0.5
Brugia malayi Integrin alpha cytoplasmic region family protein 0.0223 0.0646 0.156
Trichomonas vaginalis Clan AA, family A1, cathepsin D-like aspartic peptidase 0.01 0.018 0.0146
Echinococcus multilocularis cathepsin d (lysosomal aspartyl protease) 0.01 0.018 0.0369
Schistosoma mansoni integrin alpha 0.0295 0.0919 0.0888
Brugia malayi N-myristoyltransferase 2 0.1059 0.3809 1
Brugia malayi Angiotensin-converting enzyme family protein 0.0607 0.2096 0.5427
Loa Loa (eye worm) aspartic protease BmAsp-2 0.01 0.018 0.0446
Toxoplasma gondii aspartyl protease ASP1 0.01 0.018 0.5
Echinococcus granulosus integrin alpha 3 0.0226 0.0658 0.1637
Loa Loa (eye worm) N-myristoyltransferase 2 0.1059 0.3809 1
Loa Loa (eye worm) angiotensin-converting enzyme family protein 0.0607 0.2096 0.5488
Echinococcus granulosus furin 0.0142 0.0337 0.0785
Loa Loa (eye worm) integrin alpha pat-2 0.0455 0.1524 0.3983
Loa Loa (eye worm) hypothetical protein 0.01 0.018 0.0446

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 2 ug ml-1 Inhibitory concentration required against human chronic myelogenous leukemic K-562 cell line after 48h, using [3H]-thymidine incorporationassay ChEMBL. 12617912
IC50 (functional) = 2 ug ml-1 Inhibitory concentration required against human chronic myelogenous leukemic K-562 cell line after 48h, using [3H]-thymidine incorporationassay ChEMBL. 12617912
IC50 (functional) = 6 ug ml-1 Inhibitory concentration required against human chronic myelogenous leukemic K-562 cell line after 5h, using [3H]-thymidine incorporationassay ChEMBL. 12617912
IC50 (functional) = 6 ug ml-1 Inhibitory concentration required against human chronic myelogenous leukemic K-562 cell line after 5h, using [3H]-thymidine incorporationassay ChEMBL. 12617912
IC50 (functional) = 8.3 ug ml-1 Compound was tested for its cytotoxicity in VERO cells (at concentration less than or equal to 62.5 ug/mL or 10 times the MIC for M. tuberculosis H37Rv) ChEMBL. 10866382
Inhibition (functional) = 98 % Inhibitory activity (at 12.5 microg/mL) against Mycobacterium tuberculosis H37Rv in BACTEC 12B medium using the Microplate Alamar Blue Assay ChEMBL. 10866382
Inhibition (functional) = 98 % Inhibitory activity (at 12.5 microg/mL) against Mycobacterium tuberculosis H37Rv in BACTEC 12B medium using the Microplate Alamar Blue Assay ChEMBL. 10866382
Inhibition (functional) = 99 % Percent inhibition of [3H]-thymidine incorporation was determined in human chronic myelogenous leukemic K-562 cell line at 10 microg/mL after 48 hr ChEMBL. 12617912
Inhibition (functional) = 99 % Percent inhibition of [3H]-thymidine incorporation was determined in human chronic myelogenous leukemic K-562 cell line at 10 microg/mL after 48 hr ChEMBL. 12617912
MIC (functional) > 6.25 ug ml-1 Minimum inhibitory concentration against Mycobacterium tuberculosis H37Rv in BACTEC 12B medium using the Microplate Alamar Blue Assay ChEMBL. 10866382
MIC (functional) > 6.25 ug ml-1 Minimum inhibitory concentration against Mycobacterium tuberculosis H37Rv in BACTEC 12B medium using the Microplate Alamar Blue Assay ChEMBL. 10866382
SI (functional) < 1.3 Selectivity index was determined by taking ratio of IC50 to that of MIC ChEMBL. 10866382

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 12617912

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.

External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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