TDR Targets

Basic information

Technical information

TDR Targets ID: 433502
Name: N-[4-chloro-3-[(4-methylpiperazin-1-yl)methyl ]phenyl]-6-(6,7-dimethoxyquinolin-4-yl)oxy-1H -benzimidazol-2-amine
MW: 559.059 | Formula: C30H31ClN6O3
H donors: 2 H acceptors: 2 LogP: 5.38 Rotable bonds: 8
Rule of 5 violations (Lipinski): 2
SMILES: COc1cc2c(ccnc2cc1OC)Oc1ccc2c(c1)nc([nH]2)Nc1ccc(c(c1)CN1CCN(CC1)C)Cl
InChi: 1S/C30H31ClN6O3/c1-36-10-12-37(13-11-36)18-19-14-20(4-6-23(19)31)33-30-34-24-7-5-21(15-26(24)35-30)40-27-8-9-32-25-17-29(39-3)28(38-2)16-22(25)27/h4-9,14-17H,10-13,18H2,1-3H3,(H2,33,34,35)
InChiKey: GZXULZRBYRVYLK-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

N-[4-chloro-3-[(4-methylpiperazin-1-yl)methyl]phenyl]-6-[(6,7-dimethoxy-4-quinolyl)oxy]-1H-benzimidazol-2-amine
N-[4-chloro-3-[(4-methyl-1-piperazinyl)methyl]phenyl]-6-[(6,7-dimethoxy-4-quinolyl)oxy]-1H-benzimidazol-2-amine
[4-chloro-3-[(4-methylpiperazino)methyl]phenyl]-[6-[(6,7-dimethoxy-4-quinolyl)oxy]-1H-benzimidazol-2-yl]amine
[4-chloro-3-[(4-methylpiperazin-1-yl)methyl]phenyl]-[6-[(6,7-dimethoxy-4-quinolyl)oxy]-1H-benzimidazol-2-yl]amine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	kinase insert domain receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	Immunoglobulin I-set domain containing protein	Get druggable targets OG5_130320	All targets in OG5_130320
Loa Loa (eye worm)	TK/KIN16 protein kinase	Get druggable targets OG5_130320	All targets in OG5_130320
Onchocerca volvulus		Get druggable targets OG5_130320	All targets in OG5_130320
Onchocerca volvulus	Tyrosine kinase homolog	Get druggable targets OG5_130320	All targets in OG5_130320

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0183	0.343	1
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0184	0.0535
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Leishmania major	cytochrome p450-like protein	0.0106	0.1886	0.4768
Loa Loa (eye worm)	CYP4Cod1	0.0106	0.1886	0.5498
Mycobacterium tuberculosis	Possible cytochrome P450 135B1 Cyp135B1	0.0106	0.1886	0.5
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0094	0.0274
Mycobacterium ulcerans	cytochrome P450 105Q4 Cyp105Q4	0.0106	0.1886	0.5
Brugia malayi	Cytochrome P450 family protein	0.0106	0.1886	0.5437
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trypanosoma cruzi	target of rapamycin kinase 3	0.0035	0.0449	0.1352
Trypanosoma cruzi	Lanosterol 14-alpha demethylase	0.0106	0.1886	0.5673
Echinococcus granulosus	FKBP12 rapamycin complex associated protein	0.0035	0.0449	0.0431
Mycobacterium tuberculosis	Probable cytochrome P450 124 Cyp124	0.0106	0.1886	0.5
Trypanosoma cruzi	phosphatidylinositol 3-kinase, putative	0.002	0.0138	0.0414
Mycobacterium ulcerans	cytochrome P450 140A5 Cyp140A5	0.0106	0.1886	0.5
Trypanosoma cruzi	Lanosterol 14-alpha demethylase	0.0106	0.1886	0.5673
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Echinococcus granulosus	cytochrome P450 2K1	0.0106	0.1886	0.187
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0022	0.0184	0.4087
Trypanosoma brucei	Phosphatidylinositol 3-kinase tor1	0.0035	0.0449	0.1784
Mycobacterium ulcerans	cytochrome P450 187A4 Cyp187A4	0.0106	0.1886	0.5
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0036	0.0104
Mycobacterium tuberculosis	Probable cytochrome P450 132 Cyp132	0.0106	0.1886	0.5
Trypanosoma brucei	phosphatidylinositol 3-kinase, putative	0.0035	0.0449	0.1784
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Mycobacterium ulcerans	cytochrome P450 143A4 Cyp143A4	0.0106	0.1886	0.5
Mycobacterium ulcerans	cytochrome P450 126A3 Cyp126A3	0.0106	0.1886	0.5
Schistosoma mansoni	fkbp-rapamycin associated protein	0.002	0.0138	0.0631
Trypanosoma cruzi	hypothetical protein, conserved	0.0177	0.3325	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Schistosoma mansoni	hypothetical protein	0.0015	0.0046	0.0141
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.002	0.0138	0.027
Mycobacterium tuberculosis	Probable cytochrome P450 138 Cyp138	0.0106	0.1886	0.5
Loa Loa (eye worm)	cytochrome P450	0.0106	0.1886	0.5498
Schistosoma mansoni	cell adhesion molecule	0.0015	0.0036	0.0086
Giardia lamblia	GTOR	0.0035	0.0449	0.5
Schistosoma mansoni	phosphatidylinositol 3-and 4-kinase	0.0035	0.0449	0.2302
Onchocerca volvulus	Tyrosine kinase homolog	0.0171	0.3187	1
Schistosoma mansoni	ataxia telangiectasia mutated (atm)	0.002	0.0138	0.0631
Leishmania major	lanosterol 14-alpha-demethylase, putative	0.0106	0.1886	0.4768
Echinococcus multilocularis	serine protein kinase ATM	0.002	0.0138	0.0118
Mycobacterium leprae	Conserved hypothetical protein	0.0106	0.1886	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Echinococcus multilocularis	roundabout 2	0.0018	0.0094	0.0074
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Mycobacterium ulcerans	cytochrome P450 144A4 Cyp144A4	0.0106	0.1886	0.5
Trypanosoma brucei	phosphatidylinositol 3-related kinase, putative	0.0035	0.0449	0.1784
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0094	0.0274
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Schistosoma mansoni	cytochrome P450	0.0106	0.1886	1
Trichomonas vaginalis	conserved hypothetical protein	0.0022	0.0184	0.4087
Mycobacterium ulcerans	cytochrome P450 191A3 Cyp191A3	0.0106	0.1886	0.5
Mycobacterium ulcerans	cytochrome P450 123A3 Cyp123A3	0.0106	0.1886	0.5
Toxoplasma gondii	target of rapamycin (TOR), putative	0.0035	0.0449	0.1784
Entamoeba histolytica	phosphatidylinositol3-kinaseTor2, putative	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Mycobacterium ulcerans	cytochrome P450 142A3 Cyp142A3	0.0106	0.1886	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.002	0.0138	0.027
Entamoeba histolytica	FKBP-rapamycin associated protein (FRAP), putative	0.0035	0.0449	1
Echinococcus multilocularis		0.0106	0.1886	0.187
Loa Loa (eye worm)	cytochrome P450 family protein	0.0106	0.1886	0.5498
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0035	0.0449	0.1192
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Mycobacterium ulcerans	cytochrome P450 136A2 Cyp136A2	0.0106	0.1886	0.5
Trypanosoma cruzi	phosphatidylinositol kinase related protein, putative	0.002	0.0138	0.0414
Trypanosoma brucei	Lanosterol 14-alpha demethylase	0.0106	0.1886	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor2	0.0035	0.0449	0.1352
Trypanosoma cruzi	cytochrome p450-like protein, putative	0.0106	0.1886	0.5673
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0183	0.343	1
Mycobacterium tuberculosis	Probable cytochrome P450 130 Cyp130	0.0106	0.1886	0.5
Echinococcus multilocularis	PIK kinase, FAT and Armadillo domain containing protein	0.0015	0.0046	0.0026
Loa Loa (eye worm)	phosphatidylinositol 3	0.0035	0.0449	0.131
Mycobacterium ulcerans	cytochrome P450 51B1 Cyp51B1	0.0106	0.1886	0.5
Trypanosoma brucei	cytochrome P450, putative	0.0106	0.1886	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Mycobacterium tuberculosis	Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM)	0.0106	0.1886	0.5
Mycobacterium ulcerans	cytochrome P450 189A7 Cyp189A7	0.0106	0.1886	0.5
Trypanosoma cruzi	cytochrome P450, putative	0.0106	0.1886	0.5673
Leishmania major	cytochrome p450-like protein	0.0106	0.1886	0.4768
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Toxoplasma gondii	non-specific serine/threonine protein kinase	0.0022	0.0184	0.0264
Mycobacterium leprae	putative cytochrome p450	0.0106	0.1886	0.5
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0035	0.0449	0.1192
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0015	0.0036	0.0016
Mycobacterium tuberculosis	Probable cytochrome P450 123 Cyp123	0.0106	0.1886	0.5
Echinococcus multilocularis	DNA dependent protein kinase catalytic subunit	0.0507	1	1
Mycobacterium ulcerans	cytochrome p450 150 cyp150	0.0106	0.1886	0.5
Schistosoma mansoni	hypothetical protein	0.0106	0.1886	1
Brugia malayi	cytochrome P450	0.0106	0.1886	0.5437
Trypanosoma cruzi	phosphatidylinositol 3-related kinase, putative	0.0035	0.0449	0.1352
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Mycobacterium tuberculosis	Possible cytochrome P450 135A1 Cyp135A1	0.0106	0.1886	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Echinococcus granulosus	serine protein kinase ATM	0.002	0.0138	0.0118
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Loa Loa (eye worm)	cytochrome P450 family protein	0.0106	0.1886	0.5498
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor1	0.0035	0.0449	0.1352
Mycobacterium ulcerans	cytochrome P450 143A3 Cyp143A3	0.0106	0.1886	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.0015	0.0046	0.1025
Mycobacterium tuberculosis	Probable cytochrome P450 143 Cyp143	0.0106	0.1886	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Mycobacterium ulcerans	cytochrome P450 150A6 Cyp150A6	0.0106	0.1886	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 125 Cyp125	0.0106	0.1886	0.5
Echinococcus granulosus	PIK kinase FAT and Armadillo domain containing protein	0.0015	0.0046	0.0026
Trypanosoma cruzi	cytochrome P450, putative	0.0106	0.1886	0.5673
Mycobacterium tuberculosis	Possible cytochrome P450 126 Cyp126	0.0106	0.1886	0.5
Toxoplasma gondii	cytochrome p450 superfamily protein	0.0106	0.1886	1
Trypanosoma brucei	target of rapamycin kinase 3, putative	0.0035	0.0449	0.1784
Mycobacterium tuberculosis	Probable cytochrome P450 139 Cyp139	0.0106	0.1886	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 144 Cyp144	0.0106	0.1886	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Mycobacterium ulcerans	cytochrome P450 188A3 Cyp188A3	0.0106	0.1886	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Echinococcus granulosus	roundabout 2	0.0018	0.0094	0.0074
Schistosoma mansoni	ataxia telangiectasia mutated (atm)-related	0.0035	0.0449	0.2302
Mycobacterium ulcerans	cytochrome P450 125A7 Cyp125A7	0.0106	0.1886	0.5
Loa Loa (eye worm)	cytochrome P450 family protein	0.0106	0.1886	0.5498
Brugia malayi	Cytochrome P450 family protein	0.0106	0.1886	0.5437
Mycobacterium ulcerans	cytochrome P450 187A5 Cyp187A5	0.0106	0.1886	0.5
Trypanosoma brucei	phosphatidylinositol 4-kinase, putative	0.0035	0.0449	0.1784
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Brugia malayi	Cytochrome P450 family protein	0.0106	0.1886	0.5437
Brugia malayi	Cytochrome P450 family protein	0.0106	0.1886	0.5437
Mycobacterium tuberculosis	Probable cytochrome P450 141 Cyp141	0.0106	0.1886	0.5
Trypanosoma cruzi	phosphatidylinositol 3-related kinase, putative	0.0035	0.0449	0.1352
Mycobacterium ulcerans	cytochrome P450 108B4 Cyp108B4	0.0106	0.1886	0.5
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0106	0.1886	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 128 Cyp128	0.0106	0.1886	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Leishmania major	cytochrome p450-like protein	0.0106	0.1886	0.4768
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Mycobacterium tuberculosis	Probable cytochrome P450 140 Cyp140	0.0106	0.1886	0.5
Echinococcus multilocularis	phosphatidylinositol 3 and 4 kinase	0.0035	0.0449	0.0431
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Echinococcus multilocularis	serine:threonine protein kinase SMG1	0.002	0.0138	0.0118
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0035	0.0449	1
Loa Loa (eye worm)	phosphatidylinositol 3	0.0035	0.0449	0.131
Mycobacterium tuberculosis	Probable cytochrome P450 136 Cyp136	0.0106	0.1886	0.5
Mycobacterium ulcerans	cytochrome P450 124A1, Cyp124A1	0.0106	0.1886	0.5
Echinococcus granulosus	serine:threonine protein kinase SMG1	0.002	0.0138	0.0118
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0046	0.0134
Trypanosoma brucei	FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative	0.0022	0.0184	0.0264
Leishmania major	hypothetical protein, conserved	0.0184	0.3462	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.002	0.0138	0.3062
Echinococcus granulosus	phosphatidylinositol 3 and 4 kinase	0.0035	0.0449	0.0431
Mycobacterium tuberculosis	Probable cytochrome P450 monooxygenase 142 Cyp142	0.0106	0.1886	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 137 Cyp137	0.0106	0.1886	0.5
Mycobacterium tuberculosis	Cytochrome P450 121 Cyp121	0.0106	0.1886	0.5
Echinococcus multilocularis	FKBP12 rapamycin complex associated protein	0.0035	0.0449	0.0431
Loa Loa (eye worm)	hypothetical protein	0.002	0.0138	0.0401

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 16.6 nM	Inhibition of VEGF-stimulated HUVEC cell proliferation after 72 hrs	ChEMBL.	17696416
IC50 (functional)	= 16.6 nM	Inhibition of VEGF-stimulated HUVEC cell proliferation after 72 hrs	ChEMBL.	17696416
Ki (functional)	= 0.2 nM	Inhibition of KDR phosphorylation	ChEMBL.	17696416
Ki (functional)	= 0.2 nM	Inhibition of KDR phosphorylation	ChEMBL.	17696416

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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

ChEMBL: CHEMBL427837
PubChem: 11307497

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.

Detailed information for compound 433502