TDR Targets

Basic information

Technical information

TDR Targets ID: 433504
Name: N-[4-chloro-3-[(4-methylpiperazin-1-yl)methyl ]phenyl]-6-(7H-pyrrolo[2,3-d]pyrimidin-4-ylox y)-1H-benzimidazol-2-amine
MW: 488.972 | Formula: C25H25ClN8O
H donors: 3 H acceptors: 3 LogP: 4.24 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: CN1CCN(CC1)Cc1cc(ccc1Cl)Nc1nc2c([nH]1)ccc(c2)Oc1ncnc2c1cc[nH]2
InChi: 1S/C25H25ClN8O/c1-33-8-10-34(11-9-33)14-16-12-17(2-4-20(16)26)30-25-31-21-5-3-18(13-22(21)32-25)35-24-19-6-7-27-23(19)28-15-29-24/h2-7,12-13,15H,8-11,14H2,1H3,(H,27,28,29)(H2,30,31,32)
InChiKey: LHXBUGCZCPLCBE-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-methyl-1-piperazinyl)methyl]phenyl]-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)-1H-benzimidazol-2-amine
[4-chloro-3-[(4-methylpiperazino)methyl]phenyl]-[6-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)-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
Loa Loa (eye worm)	TK/KIN16 protein kinase	Get druggable targets OG5_130320	All targets in OG5_130320
Brugia malayi	Immunoglobulin I-set domain containing protein	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
Onchocerca volvulus		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
Plasmodium falciparum	phosphatidylinositol 3- and 4-kinase, putative	0.0035	0.0081	0.5
Echinococcus multilocularis		0.0035	0.0081	0.0081
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Plasmodium vivax	phosphatidylinositol 4-kinase, putative	0.0035	0.0081	0.5
Trypanosoma brucei	phosphatidylinositol 4-kinase, putative	0.0184	0.0647	1
Plasmodium vivax	hypothetical protein	0.0035	0.0081	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0184	0.0647	1
Loa Loa (eye worm)	phosphatidylinositol 3	0.0035	0.0081	0.1213
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0081	0.1213
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0014	0.017
Entamoeba histolytica	hypothetical protein	0.0104	0.0341	0.4601
Echinococcus granulosus	phosphatidylinositol 3 kinase catalytic subunit	0.0035	0.0081	0.0081
Leishmania major	target of rapamycin (TOR) kinase 2, putative	0.0184	0.0647	0.1609
Giardia lamblia	GTOR	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0184	0.0647	1
Plasmodium vivax	phosphatidylinositol 3-kinase, putative	0.0035	0.0081	0.5
Schistosoma mansoni	phosphatidylinositol 3-and 4-kinase	0.0184	0.0647	1
Schistosoma mansoni	phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K	0.0035	0.0081	0.1254
Trichomonas vaginalis	conserved hypothetical protein	0.0068	0.0207	0.2219
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Leishmania major	target of rapamycin kinase (TOR) kinase 3	0.0184	0.0647	0.1609
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0104	0.0341	0.4601
Trypanosoma cruzi	phosphatidylinositol 3-kinase, putative	0.0104	0.0341	0.077
Echinococcus multilocularis	Zinc finger, PHD finger	0.0035	0.0081	0.0081
Echinococcus multilocularis	phosphatidylinositol 3 and 4 kinase	0.0184	0.0647	0.0647
Echinococcus multilocularis	PIK kinase, FAT and Armadillo domain containing protein	0.008	0.0252	0.0252
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Toxoplasma gondii	non-specific serine/threonine protein kinase	0.0116	0.0386	0.5399
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0068	0.0207	0.2219
Trypanosoma cruzi	target of rapamycin kinase 3	0.0184	0.0647	0.1673
Trichomonas vaginalis	conserved hypothetical protein	0.0116	0.0386	0.5399
Echinococcus multilocularis	roundabout 2	0.0018	0.0014	0.0014
Echinococcus granulosus	Phosphatidylinositol 4 kinase type 2 beta	0.0035	0.0081	0.0081
Trypanosoma cruzi	hypothetical protein, conserved	0.0924	0.3463	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor1	0.0184	0.0647	0.1673
Schistosoma mansoni	phosphatidylinositol 4-kinase	0.0035	0.0081	0.1254
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Echinococcus granulosus	phosphatidylinositol 4 kinase alpha	0.0035	0.0081	0.0081
Schistosoma mansoni	phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K	0.0035	0.0081	0.1254
Schistosoma mansoni	fkbp-rapamycin associated protein	0.0104	0.0341	0.5278
Echinococcus multilocularis	FKBP12 rapamycin complex associated protein	0.0184	0.0647	0.0647
Loa Loa (eye worm)	phosphatidylinositol 3	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trypanosoma cruzi	phosphatidylinositol 3-related kinase, putative	0.0184	0.0647	0.1673
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0116	0.0386	0.5399
Echinococcus multilocularis	DNA dependent protein kinase catalytic subunit	0.2642	1	1
Echinococcus granulosus	phosphatidylinositol 4 kinase beta	0.0035	0.0081	0.0081
Loa Loa (eye worm)	phosphatidylinositol 3	0.0035	0.0081	0.1213
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trichomonas vaginalis	conserved hypothetical protein	0.008	0.0252	0.3017
Schistosoma mansoni	phosphatidylinositol 4-kinase type-II	0.0035	0.0081	0.1254
Echinococcus multilocularis	phosphatidylinositol 4 phosphate 3 kinase C2	0.0035	0.0081	0.0081
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Toxoplasma gondii	target of rapamycin (TOR), putative	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Schistosoma mansoni	ataxia telangiectasia mutated (atm)	0.0104	0.0341	0.5278
Entamoeba histolytica	FKBP-rapamycin associated protein (FRAP), putative	0.0184	0.0647	1
Onchocerca volvulus	Tyrosine kinase homolog	0.0171	0.0595	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Echinococcus multilocularis	Phosphatidylinositol 4 kinase type 2 beta	0.0035	0.0081	0.0081
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Plasmodium vivax	hypothetical protein, conserved	0.0035	0.0081	0.5
Mycobacterium tuberculosis	Conserved hypothetical protein	0.0035	0.0081	0.5
Leishmania major	phosphatidylinositol 3-related kinase, putative	0.0184	0.0647	0.1609
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0104	0.0341	0.4601
Schistosoma mansoni	phosphatidylinositol 3-kinase class	0.0035	0.0081	0.1254
Plasmodium falciparum	phosphatidylinositol 4-kinase	0.0035	0.0081	0.5
Echinococcus multilocularis	serine protein kinase ATM	0.0104	0.0341	0.0341
Loa Loa (eye worm)	phosphatidylinositol kinase	0.0035	0.0081	0.1213
Entamoeba histolytica	phosphatidylinositol3-kinaseTor2, putative	0.0184	0.0647	1
Loa Loa (eye worm)	hypothetical protein	0.008	0.0252	0.3863
Plasmodium vivax	phosphatidylinositol 3- and 4-kinase, putative	0.0035	0.0081	0.5
Trypanosoma cruzi	phosphatidylinositol 3-related kinase, putative	0.0184	0.0647	0.1673
Toxoplasma gondii	FATC domain-containing protein	0.0104	0.0341	0.4601
Trypanosoma cruzi	phosphatidylinositol kinase related protein, putative	0.0068	0.0207	0.0371
Echinococcus multilocularis	phosphatidylinositol 4 kinase alpha	0.0035	0.0081	0.0081
Leishmania major	target of rapamycin (TOR) kinase 1, putative	0.0184	0.0647	0.1609
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor2	0.0184	0.0647	0.1673
Echinococcus granulosus	phosphatidylinositol 4 phosphate 3 kinase C2	0.0035	0.0081	0.0081
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Schistosoma mansoni	phosphatidylinositol 4-kinase	0.0035	0.0081	0.1254
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0081	0.1213
Echinococcus multilocularis	serine:threonine protein kinase SMG1	0.0104	0.0341	0.0341
Loa Loa (eye worm)	phosphatidylinositol 3	0.0035	0.0081	0.1213
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Trypanosoma brucei	FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative	0.0116	0.0386	0.5399
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Echinococcus granulosus	serine:threonine protein kinase SMG1	0.0104	0.0341	0.0341
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Echinococcus granulosus	phosphatidylinositol 3 and 4 kinase	0.0184	0.0647	0.0647
Entamoeba histolytica	Phosphatidylinositol 3- and 4-kinase family	0.0104	0.0341	0.4601
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trypanosoma brucei	phosphatidylinositol kinase related protein, putative	0.0104	0.0341	0.4601
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Echinococcus granulosus	phosphatidylinositol 45 bisphosphate 3 kinase	0.0035	0.0081	0.0081
Trypanosoma brucei	phosphatidylinositol 3-related kinase, putative	0.0184	0.0647	1
Schistosoma mansoni	hypothetical protein	0.0035	0.0081	0.1254
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Plasmodium vivax	phosphatidylinositol 4-kinase, putative	0.0035	0.0081	0.5
Schistosoma mansoni	cell adhesion molecule	0.0015	0.0003	0.0047
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trypanosoma brucei	phosphatidylinositol 3-kinase, putative	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Loa Loa (eye worm)	hypothetical protein	0.0116	0.0386	0.5957
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Loa Loa (eye worm)	phosphatidylinositol 3	0.0035	0.0081	0.1213
Schistosoma mansoni	hypothetical protein	0.008	0.0252	0.3892
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Echinococcus multilocularis	Phosphatidylinositol 4 kinase type 2 beta	0.0035	0.0081	0.0081
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0015	0.0003	0.0003
Leishmania major	hypothetical protein, conserved	0.0959	0.3597	1
Echinococcus granulosus	Phosphatidylinositol 4 kinase type 2 beta	0.0035	0.0081	0.0081
Trypanosoma cruzi	phosphatidylinositol kinase related protein, putative	0.0104	0.0341	0.077
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0183	0.0641	0.9902
Echinococcus granulosus	roundabout 2	0.0018	0.0014	0.0014
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Plasmodium falciparum	phosphatidylinositol 3-kinase	0.0035	0.0081	0.5
Trypanosoma brucei	target of rapamycin kinase 3, putative	0.0184	0.0647	1
Schistosoma mansoni	phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K	0.0035	0.0081	0.1254
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0183	0.0641	0.9914
Schistosoma mansoni	ataxia telangiectasia mutated (atm)-related	0.0184	0.0647	1
Echinococcus granulosus	PIK kinase FAT and Armadillo domain containing protein	0.008	0.0252	0.0252
Loa Loa (eye worm)	phosphatidylinositol 4-kinase type 3 alpha isoform 1	0.0035	0.0081	0.1213
Loa Loa (eye worm)	hypothetical protein	0.0068	0.0207	0.3162
Echinococcus granulosus	serine protein kinase ATM	0.0104	0.0341	0.0341
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0014	0.017
Loa Loa (eye worm)	phosphatidylinositol 3	0.0035	0.0081	0.1213
Mycobacterium leprae	conserved hypothetical protein	0.0035	0.0081	0.5
Echinococcus multilocularis	phosphatidylinositol 4,5 bisphosphate 3 kinase	0.0035	0.0081	0.0081
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0104	0.0341	0.4601
Echinococcus granulosus	FKBP12 rapamycin complex associated protein	0.0184	0.0647	0.0647
Leishmania major	phosphatidylinositol 3-kinase, putative	0.0184	0.0647	0.1609
Brugia malayi	FAT domain containing protein	0.008	0.0252	0.3017
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0184	0.0647	1
Trypanosoma brucei	Phosphatidylinositol 3-kinase tor1	0.0184	0.0647	1
Entamoeba histolytica	protein kinase rad3, putative	0.0104	0.0341	0.4601
Loa Loa (eye worm)	phosphatidylinositol 3	0.0184	0.0647	1
Loa Loa (eye worm)	hypothetical protein	0.0104	0.0341	0.5256
Onchocerca volvulus		0.0167	0.0581	0.9712

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 645 nM	Inhibition of VEGF-stimulated HUVEC cell proliferation after 72 hrs	ChEMBL.	17696416
IC50 (functional)	= 645 nM	Inhibition of VEGF-stimulated HUVEC cell proliferation after 72 hrs	ChEMBL.	17696416
Ki (functional)	= 17 nM	Inhibition of KDR phosphorylation	ChEMBL.	17696416
Ki (functional)	= 17 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: CHEMBL231371
PubChem: 17755214

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 433504