Detailed information for compound 433584

Basic information

Technical information
  • TDR Targets ID: 433584
  • Name: 8-bromo-4-(3-chloro-4-fluoroanilino)-6-(2H-tr iazol-4-ylmethylamino)quinoline-3-carbonitril e
  • MW: 472.701 | Formula: C19H12BrClFN7
  • H donors: 3 H acceptors: 4 LogP: 4.68 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1cnc2c(c1Nc1ccc(c(c1)Cl)F)cc(cc2Br)NCc1c[nH]nn1
  • InChi: 1S/C19H12BrClFN7/c20-15-4-12(24-8-13-9-26-29-28-13)3-14-18(10(6-23)7-25-19(14)15)27-11-1-2-17(22)16(21)5-11/h1-5,7,9,24H,8H2,(H,25,27)(H,26,28,29)
  • InChiKey: KEZDJRADZYWSSG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 8-bromo-4-(3-chloro-4-fluoro-anilino)-6-(2H-triazol-4-ylmethylamino)quinoline-3-carbonitrile
  • 8-bromo-4-(3-chloro-4-fluoroanilino)-6-(2H-triazol-4-ylmethylamino)-3-quinolinecarbonitrile
  • 8-bromo-4-[(3-chloro-4-fluoro-phenyl)amino]-6-(2H-1,2,3-triazol-4-ylmethylamino)quinoline-3-carbonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens mitogen-activated protein kinase kinase kinase 8 Starlite/ChEMBL References
Homo sapiens mitogen-activated protein kinase 14 Starlite/ChEMBL References
Homo sapiens epidermal growth factor receptor 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
Echinococcus multilocularis mitogen activated protein kinase 11 Get druggable targets OG5_128610 All targets in OG5_128610
Schistosoma japonicum Tyrosine-protein kinase transforming protein erbB, 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 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
Candida albicans MAP kinase involved in osmoregulation Get druggable targets OG5_128610 All targets in OG5_128610
Leishmania mexicana mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Trypanosoma brucei mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Schistosoma japonicum expressed protein 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
Leishmania donovani mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Brugia malayi P38 map kinase family protein 2 Get druggable targets OG5_128610 All targets in OG5_128610
Leishmania braziliensis mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus granulosus mitogen activated protein kinase 14 Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus granulosus melanoma receptor tyrosine protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis 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 mitogen activated protein kinase 14 Get druggable targets OG5_128610 All targets in OG5_128610
Brugia malayi Furin-like cysteine rich region family 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
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Trypanosoma cruzi mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Trypanosoma brucei gambiense mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
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 ko:K05085 receptor tyrosine-protein kinase erbB-4, putative Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania major mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania infantum mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus granulosus mitogen activated protein kinase 11 Get druggable targets OG5_128610 All targets in OG5_128610
Candida albicans MAP kinase involved in osmoregulation Get druggable targets OG5_128610 All targets in OG5_128610
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Trypanosoma congolense mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Loa Loa (eye worm) CMGC/MAPK/P38 protein kinase Get druggable targets OG5_128610 All targets in OG5_128610
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
Trypanosoma cruzi mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Schistosoma japonicum hypothetical 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 Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum ko:K04441 p38 MAP kinase, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus multilocularis mitogen activated protein kinase 14 Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus multilocularis mitogen activated protein kinase 11 Get druggable targets OG5_128610 All targets in OG5_128610
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 IPR000494,EGF receptor, L domain,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei mitogen-activated protein kinase 5 mitogen-activated protein kinase 14 360 aa 336 aa 33.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei phosphatidylinositol 3-related kinase, putative 0.004 0.0559 0.1152
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Loa Loa (eye worm) CMGC/MAPK/P38 protein kinase 0.0153 0.4855 0.823
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trypanosoma cruzi phosphatidylinositol kinase related protein, putative 0.0038 0.0512 0.0625
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Schistosoma mansoni tyrosine kinase 0.0097 0.2732 0.412
Trypanosoma cruzi hypothetical protein, conserved 0.0099 0.2832 0.5633
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trypanosoma brucei target of rapamycin kinase 3, putative 0.004 0.0559 0.1152
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Entamoeba histolytica FKBP-rapamycin associated protein (FRAP), putative 0.004 0.0559 1
Echinococcus multilocularis epidermal growth factor receptor 0.0097 0.2732 0.2339
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0058 0.1241 0.0768
Giardia lamblia GTOR 0.004 0.0559 0.5
Echinococcus granulosus insulin receptor 0.0058 0.1241 0.0768
Leishmania major mitogen-activated protein kinase 3, putative,map kinase 3, putative 0.0153 0.4855 1
Loa Loa (eye worm) TK/EGFR protein kinase 0.018 0.5898 1
Toxoplasma gondii target of rapamycin (TOR), putative 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Schistosoma mansoni tyrosine kinase 0.0097 0.2732 0.412
Schistosoma mansoni ataxia telangiectasia mutated (atm)-related 0.004 0.0559 0.0087
Loa Loa (eye worm) phosphatidylinositol 3 0.004 0.0559 0.0948
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.0153 0.4855 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Loa Loa (eye worm) phosphatidylinositol 3 0.004 0.0559 0.0948
Loa Loa (eye worm) hypothetical protein 0.0031 0.0223 0.0378
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.004 0.0559 0.0727
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor2 0.004 0.0559 0.0727
Schistosoma mansoni phosphatidylinositol 3-and 4-kinase 0.004 0.0559 0.0087
Trypanosoma brucei phosphatidylinositol kinase related protein, putative 0.0038 0.0512 0.1055
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.004 0.0559 0.0727
Echinococcus multilocularis DNA dependent protein kinase catalytic subunit 0.0288 1 1
Echinococcus multilocularis phosphatidylinositol 3 and 4 kinase 0.004 0.0559 0.005
Echinococcus multilocularis 0.0056 0.1173 0.0696
Echinococcus granulosus phosphatidylinositol 3 and 4 kinase 0.004 0.0559 0.005
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Brugia malayi Furin-like cysteine rich region family protein 0.018 0.5898 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.0153 0.4855 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Echinococcus granulosus FKBP12 rapamycin complex associated protein 0.004 0.0559 0.005
Echinococcus granulosus mitogen activated protein kinase 14 0.0153 0.4855 0.4577
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.004 0.0559 0.1152
Schistosoma mansoni tyrosine kinase 0.018 0.5898 1
Echinococcus granulosus mitogen activated protein kinase 11 0.0153 0.4855 0.4577
Leishmania major hypothetical protein, conserved 0.0107 0.3121 0.5965
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.004 0.0559 0.0087
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.004 0.0559 0.0087
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0058 0.1241 0.0768
Schistosoma mansoni tyrosine kinase 0.0058 0.1241 0.1354
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Brugia malayi Protein kinase domain containing protein 0.0058 0.1241 0.1354
Trypanosoma cruzi target of rapamycin kinase 3 0.004 0.0559 0.0727
Schistosoma mansoni tyrosine kinase 0.0058 0.1241 0.1354
Echinococcus multilocularis mitogen activated protein kinase 11 0.0153 0.4855 0.4577
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Schistosoma mansoni tyrosine kinase 0.0096 0.2693 0.4048
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Echinococcus multilocularis FKBP12 rapamycin complex associated protein 0.004 0.0559 0.005
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.004 0.0559 0.1152
Schistosoma mansoni tyrosine kinase 0.0096 0.2693 0.4048
Entamoeba histolytica phosphatidylinositol3-kinaseTor2, putative 0.004 0.0559 1
Schistosoma mansoni tyrosine kinase 0.0096 0.2693 0.4048
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Echinococcus multilocularis epidermal growth factor receptor 0.018 0.5898 0.5677
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Echinococcus multilocularis mitogen activated protein kinase 14 0.0153 0.4855 0.4577
Trichomonas vaginalis PIKK family atypical protein kinase 0.0038 0.0512 0.9159
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Loa Loa (eye worm) TK/INSR protein kinase 0.0058 0.1241 0.2104
Echinococcus multilocularis insulin receptor 0.0058 0.1241 0.0768
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0097 0.2732 0.2339
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor1 0.004 0.0559 0.0727
Echinococcus granulosus epidermal growth factor receptor 0.018 0.5898 0.5677
Brugia malayi P38 map kinase family protein 2 0.0153 0.4855 0.8062
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Toxoplasma gondii FATC domain-containing protein 0.0038 0.0512 0.9159
Trypanosoma brucei mitogen-activated protein kinase 3, putative 0.0153 0.4855 1
Trypanosoma brucei Phosphatidylinositol 3-kinase tor1 0.004 0.0559 0.1152
Trichomonas vaginalis PIKK family atypical protein kinase 0.004 0.0559 1
Echinococcus granulosus epidermal growth factor receptor 0.0097 0.2732 0.2339
Echinococcus multilocularis mitogen activated protein kinase 14 0.0153 0.4855 0.4577
Echinococcus multilocularis mitogen activated protein kinase 11 0.0153 0.4855 0.4577

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 74 nM Inhibition of LPS-stimulated TNFalpha production in monocytes ChEMBL. 17715908
Activity (functional) = 3500 nM Inhibition of LPS-stimulated TNFalpha production in human blood ChEMBL. 17715908
Activity (functional) = 3500 nM Inhibition of LPS-stimulated TNFalpha production in human blood ChEMBL. 17715908
AUC/dose (ADMET) < 10 ng.hr.kg/mg/ml AUC (0 to infinity) in Sprague-Dawley rat at 25 mg/kg, po ChEMBL. 17715908
CL (ADMET) = 29 ml/min.kg Plasma clearance in Sprague-Dawley rat at 5 mg/kg, iv ChEMBL. 17715908
F (ADMET) = 2 % Bioavailability in Sprague-Dawley rat at 25 mg/kg, po ChEMBL. 17715908
IC50 (ADMET) Inhibition of CYP3A4 ChEMBL. 17715908
IC50 (ADMET) 0 Inhibition of CYP3A4 ChEMBL. 17715908
IC50 (binding) = 18 nM Inhibition of Tpl2 by ELISA ChEMBL. 17715908
IC50 (binding) = 18 nM Inhibition of Tpl2 by ELISA ChEMBL. 17715908
IC50 (binding) = 18 nM Inhibition of Tpl2 kinase by ELISA ChEMBL. 19464884
IC50 (functional) > 5000 nM Inhibition of P-EGFR expressed in A431 cells ChEMBL. 17715908
IC50 (functional) > 5000 nM Inhibition of P-EGFR expressed in A431 cells ChEMBL. 17715908
IC50 (binding) = 1 uM Inhibition of EGFR ChEMBL. 19464884
IC50 (binding) = 3.6 uM Inhibition of p38alpha ChEMBL. 17715908
IC50 (binding) = 3.6 uM Inhibition of p38alpha ChEMBL. 17715908
IC50 (functional) = 4.2 uM Inhibition of LPS-induced TNFalpha production in human whole blood ChEMBL. 19464884
IC50 (binding) = 35.8 uM Inhibition of MK2 ChEMBL. 17715908
IC50 (binding) = 35.8 uM Inhibition of MK2 ChEMBL. 17715908
IC50 (binding) = 40.8 uM Inhibition of Src ChEMBL. 17715908
IC50 (binding) = 40.8 uM Inhibition of Src ChEMBL. 17715908
IC50 (binding) = 41 uM Inhibition of Src ChEMBL. 19464884
IC50 (binding) = 49 uM Inhibition of MK2 ChEMBL. 19464884
IC50 (binding) > 100 uM Inhibition of CAMK2 ChEMBL. 17715908
IC50 (binding) > 100 uM Inhibition of PKCalpha ChEMBL. 17715908
IC50 (binding) > 100 uM Inhibition of PKA ChEMBL. 17715908
IC50 (binding) > 100 uM Inhibition of S6K ChEMBL. 17715908
IC50 (binding) > 100 uM Inhibition of CAMK2 ChEMBL. 17715908
IC50 (binding) > 100 uM Inhibition of PKCalpha ChEMBL. 17715908
IC50 (binding) > 100 uM Inhibition of PKA ChEMBL. 17715908
IC50 (binding) > 100 uM Inhibition of S6K ChEMBL. 17715908
permeability (ADMET) < 5 10^-6 cm/s Permeability at pH 7.4 by PAMPA method ChEMBL. 17715908
Solubility < 10 ug ml-1 Aqueous solubility of the compound at pH 7.4 ChEMBL. 17715908
t1/2 (ADMET) = 3.2 hr Half life in Sprague-Dawley rat at 5 mg/kg, iv ChEMBL. 17715908
t1/2 (ADMET) = 3.9 hr Half life in Sprague-Dawley rat at 25 mg/kg, po ChEMBL. 17715908
Vss (ADMET) = 2.7 L/Kg Volume of distribution at steady state in Sprague-Dawley rat at 5 mg/kg, iv ChEMBL. 17715908

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 19464884

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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