Detailed information for compound 182761

Basic information

Technical information
  • TDR Targets ID: 182761
  • Name: 4-(3-bromoanilino)-6,7-bis(2-methoxyethoxy)qu inoline-3-carbonitrile
  • MW: 472.332 | Formula: C22H22BrN3O4
  • H donors: 1 H acceptors: 2 LogP: 4.34 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: COCCOc1cc2c(cc1OCCOC)ncc(c2Nc1cccc(c1)Br)C#N
  • InChi: 1S/C22H22BrN3O4/c1-27-6-8-29-20-11-18-19(12-21(20)30-9-7-28-2)25-14-15(13-24)22(18)26-17-5-3-4-16(23)10-17/h3-5,10-12,14H,6-9H2,1-2H3,(H,25,26)
  • InChiKey: NVHCPPNJEXAXNA-UHFFFAOYSA-N  

Network

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Synonyms

  • 4-(3-bromoanilino)-6,7-bis(2-methoxyethoxy)-3-quinolinecarbonitrile
  • 4-[(3-bromophenyl)amino]-6,7-bis(2-methoxyethoxy)quinoline-3-carbonitrile
  • 4-[(3-bromophenyl)amino]-6,7-bis(2-methoxyethoxy)-3-quinolinecarbonitrile
  • 6,7-dialkoxyquinoline-3-carbonitrile deriv. 57

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) TK/EGFR protein 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 IPR006212,Furin-like repeat;IPR009030,Growth factor, receptor,domain-containing 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
Echinococcus multilocularis 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
Schistosoma japonicum hypothetical protein 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
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 Epidermal growth factor receptor 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
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis 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 Receptor tyrosine-protein kinase erbB-2 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
Schistosoma mansoni tyrosine kinase 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
Schistosoma japonicum Epidermal growth factor receptor 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 Receptor tyrosine-protein kinase erbB-4 precursor, putative 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 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

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) FKBP-type peptidyl-prolyl cis-trans isomerase-12 0.1811 0.9825 1
Toxoplasma gondii peptidyl-prolyl cis-trans isomerase, FKBP-type domain-containing protein 0.0249 0.0796 0.5
Echinococcus granulosus FK506 binding protein 8 38 kDa 0.0249 0.0796 0.0777
Toxoplasma gondii peptidyl-prolyl cis-trans isomerase, FKBP-type domain-containing protein 0.0249 0.0796 0.5
Giardia lamblia 70 kDa peptidylprolyl isomerase, putative 0.1811 0.9825 1
Trypanosoma brucei FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.1811 0.9825 1
Trypanosoma cruzi FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.1811 0.9825 1
Loa Loa (eye worm) hypothetical protein 0.1566 0.8409 0.8555
Giardia lamblia FKBP-type peptidyl-prolyl cis-trans isomerase 0.1811 0.9825 1
Leishmania major fk506-binding protein 1-like protein 0.1811 0.9825 1
Echinococcus multilocularis 0.0249 0.0796 0.0796
Echinococcus multilocularis insulin receptor 0.0115 0.0021 0.0021
Echinococcus multilocularis peptidyl prolyl cis trans isomerase FKBP4 0.1841 1 1
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase, putative 0.1811 0.9825 1
Echinococcus multilocularis FK506 binding protein 8, 38 kDa 0.0279 0.0971 0.0971
Trichomonas vaginalis peptidylprolyl isomerase, putative 0.1811 0.9825 1
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-33, BmFKBP-33 0.0249 0.0796 0.0789
Echinococcus multilocularis fk506 binding protein 0.1811 0.9825 0.9825
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase, putative 0.1811 0.9825 1
Leishmania major peptidylprolyl isomerase-like protein 0.1811 0.9825 1
Echinococcus granulosus epidermal growth factor receptor 0.0194 0.0474 0.0454
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-59, BmFKBP59 0.1815 0.985 1
Schistosoma mansoni immunophilin 0.1841 1 1
Echinococcus granulosus FK506 binding protein 2 0.0249 0.0796 0.0777
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, FKBP-type, putative 0.1841 1 1
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-13, BmFKBP-13 0.0249 0.0796 0.0789
Loa Loa (eye worm) TK/EGFR protein kinase 0.036 0.1438 0.1446
Plasmodium falciparum peptidyl-prolyl cis-trans isomerase FKBP35 0.1811 0.9825 1
Trichomonas vaginalis peptidylprolyl isomerase, putative 0.1811 0.9825 1
Wolbachia endosymbiont of Brugia malayi FKBP-type peptidylprolyl isomerase 0.0249 0.0796 0.5
Loa Loa (eye worm) FKBP-type peptidyl-prolyl cis-trans isomerase-33 0.0249 0.0796 0.0791
Echinococcus multilocularis epidermal growth factor receptor 0.036 0.1438 0.1438
Toxoplasma gondii peptidyl-prolyl cis-trans isomerase, FKBP-type domain-containing protein 0.0249 0.0796 0.5
Mycobacterium ulcerans FK-506 binding protein, peptidyl-prolyl cis-trans isomerase 0.1811 0.9825 1
Schistosoma mansoni immunophilin 0.1841 1 1
Onchocerca volvulus 0.0253 0.082 1
Loa Loa (eye worm) FKBP-type peptidyl-prolyl cis-trans isomerase-30 0.0249 0.0796 0.0791
Schistosoma mansoni tyrosine kinase 0.0194 0.0474 0.0454
Trypanosoma brucei peptidyl-prolyl cis-trans isomerase, putative 0.1811 0.9825 1
Chlamydia trachomatis peptidyl-prolyl cis-trans isomerase 0.0249 0.0796 0.5
Trichomonas vaginalis immunophilin, putative 0.1811 0.9825 1
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-12, BmFKBP-12 0.1811 0.9825 0.9975
Echinococcus multilocularis epidermal growth factor receptor 0.0194 0.0474 0.0474
Loa Loa (eye worm) FKBP-type peptidyl-prolyl cis-trans isomerase-13 0.0249 0.0796 0.0791
Wolbachia endosymbiont of Brugia malayi FKBP-type peptidylprolyl isomerase 0.0249 0.0796 0.5
Mycobacterium leprae PROBABLE TRIGGER FACTOR (TF) PROTEIN TIG 0.0249 0.0796 0.5
Schistosoma mansoni hypothetical protein 0.0249 0.0796 0.0777
Echinococcus granulosus epidermal growth factor receptor 0.036 0.1438 0.142
Schistosoma mansoni immunophilin FK506 binding protein FKBP12 0.1811 0.9825 0.9825
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP4 0.1592 0.8559 0.8556
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, FKBP-type , putative 0.1841 1 1
Treponema pallidum peptidyl-prolyl cis-trans isomerase, FKBP-type, 22 kDa (fklB) 0.1811 0.9825 1
Schistosoma mansoni fk506 binding protein 0.0249 0.0796 0.0777
Loa Loa (eye worm) FKBP5 protein 0.1811 0.9825 1
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0115 0.0021 0.0021
Schistosoma mansoni tyrosine kinase 0.036 0.1438 0.142
Trypanosoma cruzi FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.1811 0.9825 1
Schistosoma mansoni immunophilin 0.1592 0.8559 0.8556
Schistosoma mansoni tyrosine kinase 0.0191 0.0463 0.0443
Trichomonas vaginalis fk506-binding protein, putative 0.1811 0.9825 1
Brugia malayi Furin-like cysteine rich region family protein 0.036 0.1438 0.1442
Echinococcus multilocularis peptidyl prolyl cis trans isomerase FKBP4 0.1592 0.8559 0.8559
Mycobacterium tuberculosis Probable trigger factor (TF) protein Tig 0.0249 0.0796 0.5
Schistosoma mansoni tyrosine kinase 0.0194 0.0474 0.0454
Loa Loa (eye worm) hypothetical protein 0.0249 0.0796 0.0791
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0194 0.0474 0.0454
Toxoplasma gondii peptidyl-prolyl isomerase FKBP12, putative 0.0249 0.0796 0.5
Plasmodium vivax 70 kDa peptidylprolyl isomerase, putative 0.1811 0.9825 1
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP1A 0.1811 0.9825 0.9825
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-30, BmFKBP-30 0.0249 0.0796 0.0789
Schistosoma mansoni tyrosine kinase 0.0191 0.0463 0.0443
Schistosoma mansoni tyrosine kinase 0.0191 0.0463 0.0443

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.96 Inhibition autophosphorylation of EGFR in human DiFi cells after 2 hrs by ELISA ChEMBL. 17689836
IC50 (functional) = 0.56 uM Concentration needed to inhibit 50% growth of human SKBr3 (breast carcinoma) cell lines ChEMBL. 10966743
IC50 (functional) = 0.56 uM Concentration needed to inhibit 50% growth of human SKBr3 (breast carcinoma) cell lines ChEMBL. 10966743
IC50 (functional) = 0.71 uM Concentration needed to inhibit 50% growth of the human A431 (epidermoid carcinoma) cell lines ChEMBL. 10966743
IC50 (functional) = 0.71 uM Concentration needed to inhibit 50% growth of the human A431 (epidermoid carcinoma) cell lines ChEMBL. 10966743
IC50 (binding) = 1.1 uM Concentration needed to inhibit the autophosphorylation of the cytoplasmic domain of Epidermal growth factor receptor using DELFIA/time-resolved fluorometry. ChEMBL. 10966743
IC50 (binding) = 1.1 uM Concentration needed to inhibit the autophosphorylation of the cytoplasmic domain of Epidermal growth factor receptor using DELFIA/time-resolved fluorometry. ChEMBL. 10966743
IC50 (functional) = 4.32 uM Concentration needed to inhibit 50% growth of human SW620 (colon carcinoma) cell lines ChEMBL. 10966743
IC50 (functional) = 4.32 uM Concentration needed to inhibit 50% growth of human SW620 (colon carcinoma) cell lines ChEMBL. 10966743

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 10966743

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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