Detailed information for compound 313986

Basic information

Technical information
  • TDR Targets ID: 313986
  • Name: (E)-N-[4-(3-chloro-4-phenylmethoxyanilino)-3- cyano-7-ethoxyquinolin-6-yl]-4-(1H-imidazol-5 -yl)but-2-enamide
  • MW: 579.048 | Formula: C32H27ClN6O3
  • H donors: 3 H acceptors: 4 LogP: 6.16 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/Cc1c[nH]cn1)Nc1ccc(c(c1)Cl)OCc1ccccc1)C#N
  • InChi: 1S/C32H27ClN6O3/c1-2-41-30-15-27-25(14-28(30)39-31(40)10-6-9-24-18-35-20-37-24)32(22(16-34)17-36-27)38-23-11-12-29(26(33)13-23)42-19-21-7-4-3-5-8-21/h3-8,10-15,17-18,20H,2,9,19H2,1H3,(H,35,37)(H,36,38)(H,39,40)/b10-6+
  • InChiKey: QIHBCJUYVFGGLJ-UXBLZVDNSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-N-[4-(4-benzyloxy-3-chloro-anilino)-3-cyano-7-ethoxy-6-quinolyl]-4-(1H-imidazol-5-yl)but-2-enamide
  • (E)-N-[4-(4-benzyloxy-3-chloroanilino)-3-cyano-7-ethoxy-6-quinolyl]-4-(1H-imidazol-5-yl)-2-butenamide
  • (E)-N-[4-[(3-chloro-4-phenylmethoxy-phenyl)amino]-3-cyano-7-ethoxy-quinolin-6-yl]-4-(1H-imidazol-5-yl)but-2-enamide
  • (E)-N-[4-(4-benzoxy-3-chloro-anilino)-3-cyano-7-ethoxy-6-quinolyl]-4-(1H-imidazol-5-yl)but-2-enamide
  • (E)-N-[4-[[3-chloro-4-(phenylmethoxy)phenyl]amino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(3H-imidazol-4-yl)but-2-enamide
  • (E)-N-[4-[[3-chloro-4-(phenylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-4-(3H-imidazol-4-yl)but-2-enamide
  • (E)-N-[4-[[4-(benzyloxy)-3-chloro-phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-4-(3H-imidazol-4-yl)but-2-enamide
  • (E)-N-[4-[[3-chloro-4-(phenylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-quinolin-6-yl]-4-(3H-imidazol-4-yl)but-2-enamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens epidermal growth factor receptor Starlite/ChEMBL References
Homo sapiens erb-b2 receptor tyrosine kinase 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-2 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Brugia malayi Furin-like cysteine rich region family protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum IPR000494,EGF receptor, L domain,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum IPR006212,Furin-like repeat;IPR009030,Growth factor, receptor,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Tyrosine-protein kinase transforming protein erbB, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-4 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum expressed protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum ko:K05085 receptor tyrosine-protein kinase erbB-4, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum hypothetical protein Get druggable targets OG5_128597 All targets in OG5_128597
Loa Loa (eye worm) TK/EGFR protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus melanoma receptor tyrosine protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
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
Loa Loa (eye worm) gamma-secretase subunit aph-1 0.2247 1 1
Schistosoma mansoni tyrosine kinase 0.0115 0.0064 0.0064
Echinococcus multilocularis presenilin enhancer 2 0.0195 0.0437 0.0437
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0115 0.0064 0.0064
Loa Loa (eye worm) gamma-secretase subunit pen-2 0.0195 0.0437 0.0437
Echinococcus multilocularis 0.0111 0.0047 0.0047
Schistosoma mansoni tyrosine kinase 0.0194 0.043 0.043
Leishmania major presenilin-like aspartic peptidase, putative,presenilin-like aspartic peptidase, clan AD, family A22A, putative 0.0208 0.0497 0.5
Schistosoma mansoni tyrosine kinase 0.0191 0.042 0.042
Schistosoma mansoni gamma-secretase subunit aph-1 0.2247 1 1
Echinococcus granulosus insulin receptor 0.0115 0.0064 0.0064
Loa Loa (eye worm) TK/EGFR protein kinase 0.036 0.1207 0.1207
Brugia malayi gamma-secretase subunit pen-2 0.0195 0.0437 0.0437
Loa Loa (eye worm) TK/INSR protein kinase 0.0115 0.0064 0.0064
Entamoeba histolytica presenilin 1 peptidase, putative 0.0208 0.0497 0.5
Brugia malayi Protein kinase domain containing protein 0.0115 0.0064 0.0064
Trypanosoma brucei Aph-1 protein, putative 0.0875 0.3608 1
Echinococcus multilocularis presenilin 0.0208 0.0497 0.0497
Echinococcus multilocularis insulin receptor 0.0115 0.0064 0.0064
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0194 0.043 0.043
Trichomonas vaginalis Clan AD, family A22, presenilin-like aspartic peptidase 0.0208 0.0497 1
Schistosoma mansoni tyrosine kinase 0.036 0.1207 0.1207
Brugia malayi Presenilin family protein 0.0208 0.0497 0.0497
Echinococcus granulosus epidermal growth factor receptor 0.036 0.1207 0.1207
Echinococcus granulosus gamma secretase subunit aph 1 0.2247 1 1
Echinococcus multilocularis gamma secretase subunit aph 1 0.2247 1 1
Trypanosoma cruzi Aph-1 protein, putative 0.0875 0.3608 1
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0115 0.0064 0.0064
Schistosoma mansoni tyrosine kinase 0.0191 0.042 0.042
Echinococcus multilocularis epidermal growth factor receptor 0.036 0.1207 0.1207
Trichomonas vaginalis Clan AD, family A22, presenilin-like aspartic peptidase 0.0208 0.0497 1
Echinococcus multilocularis epidermal growth factor receptor 0.0194 0.043 0.043
Schistosoma mansoni tyrosine kinase 0.0191 0.042 0.042
Echinococcus granulosus presenilin 0.0208 0.0497 0.0497
Echinococcus granulosus presenilin enhancer 2 0.0195 0.0437 0.0437
Trypanosoma cruzi Aph-1 protein, putative 0.0875 0.3608 1
Trichomonas vaginalis Clan AD, family A22, presenilin-like aspartic peptidase 0.0208 0.0497 1
Brugia malayi Furin-like cysteine rich region family protein 0.036 0.1207 0.1207
Echinococcus granulosus epidermal growth factor receptor 0.0194 0.043 0.043
Schistosoma mansoni tyrosine kinase 0.0194 0.043 0.043
Schistosoma mansoni subfamily A22A unassigned peptidase (A22 family) 0.0208 0.0497 0.0497
Schistosoma mansoni tyrosine kinase 0.0115 0.0064 0.0064

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.024 uM Inhibition of human epidermal growth factor receptor (EGFR) autophosphorylation ChEMBL. 15715478
IC50 (functional) = 0.024 uM Inhibition of human epidermal growth factor receptor (EGFR) autophosphorylation ChEMBL. 15715478
IC50 (functional) = 0.069 uM Inhibition of human epidermal growth factor receptor-2 (HER-2) autophosphorylation ChEMBL. 15715478
IC50 (functional) = 0.069 uM Inhibition of human epidermal growth factor receptor-2 (HER-2) autophosphorylation ChEMBL. 15715478
IC50 (functional) = 0.1485 uM Inhibition of human SKBr3 cell proliferation ChEMBL. 15715478
IC50 (functional) = 0.1485 uM Inhibition of human SKBr3 cell proliferation ChEMBL. 15715478
IC50 (functional) = 0.829 uM Inhibition of human A431 cell proliferation ChEMBL. 15715478
IC50 (functional) = 0.829 uM Inhibition of human A431 cell proliferation ChEMBL. 15715478
IC50 (functional) = 1.727 uM Inhibition of human SW620 cell proliferation ChEMBL. 15715478
IC50 (functional) = 1.727 uM Inhibition of human SW620 cell proliferation ChEMBL. 15715478

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 15715478

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

1 literature reference was collected for this gene.

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