TDR Targets

Basic information

Technical information

TDR Targets ID: 290509
Name: 4-cyano-N-[2-(4-cyanophenyl)-3-methyl-5,5-bis (trifluoromethyl)-4H-imidazol-4-yl]-N-methylb enzamide
MW: 479.378 | Formula: C22H15F6N5O
H donors: 0 H acceptors: 3 LogP: 3.91 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: N#Cc1ccc(cc1)C(=O)N(C1N(C)C(=NC1(C(F)(F)F)C(F)(F)F)c1ccc(cc1)C#N)C
InChi: 1S/C22H15F6N5O/c1-32-17(15-7-3-13(11-29)4-8-15)31-20(21(23,24)25,22(26,27)28)19(32)33(2)18(34)16-9-5-14(12-30)6-10-16/h3-10,19H,1-2H3
InChiKey: JRGQCZQWAUXDPB-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

4-cyano-N-[2-(4-cyanophenyl)-3-methyl-5,5-bis(trifluoromethyl)-4H-imidazol-4-yl]-N-methyl-benzamide
4-cyano-N-[2-(4-cyanophenyl)-3-methyl-5,5-bis(trifluoromethyl)-2-imidazolin-4-yl]-N-methyl-benzamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Acyl coenzyme A:cholesterol acyltransferase 1	Starlite/ChEMBL	No references

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus granulosus	sterol O acyltransferase 1	Get druggable targets OG5_133487	All targets in OG5_133487
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_133487	All targets in OG5_133487
Echinococcus multilocularis	sterol O acyltransferase 1	Get druggable targets OG5_133487	All targets in OG5_133487
Schistosoma mansoni	sterol O-acyltransferase 1	Get druggable targets OG5_133487	All targets in OG5_133487
Schistosoma japonicum	ko:K00637 sterol O-acyltransferase [EC2.3.1.26], putative	Get druggable targets OG5_133487	All targets in OG5_133487
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_133487	All targets in OG5_133487

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Neospora caninum	sterol O-acyltransferase, putative	Acyl coenzyme A:cholesterol acyltransferase 1	545 aa	510 aa	21.2 %
Dictyostelium discoideum	diacylglycerol O-acyltransferase 1	Acyl coenzyme A:cholesterol acyltransferase 1	545 aa	547 aa	22.3 %
Toxoplasma gondii	acyl-CoA:cholesterol acyltransferase alpha ACAT1-alpha	Acyl coenzyme A:cholesterol acyltransferase 1	545 aa	510 aa	24.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	dihydrofolate reductase	0.0372	0.5463	0.5463
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.0142	0.1949	0.183
Brugia malayi	MBOAT family protein	0.0026	0.0167	0.0167
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.01	0.1296	0.1296
Schistosoma mansoni	hypothetical protein	0.0031	0.0255	0.0089
Loa Loa (eye worm)	abnormal chemotaxis protein 14	0.0275	0.3983	0.3983
Echinococcus granulosus	hydroxymethylglutaryl coenzyme A reductase	0.0668	1	1
Echinococcus multilocularis	protein dispatched 1	0.0275	0.3983	0.3881
Echinococcus granulosus	Protein patched homolog 1	0.0275	0.3983	0.3881
Trypanosoma cruzi	3-hydroxy-3-methylglutaryl-CoA reductase, putative	0.0668	1	1
Loa Loa (eye worm)	hypothetical protein	0.0031	0.0255	0.0255
Loa Loa (eye worm)	membrane bound O-acyltransferase domain containing 1	0.0026	0.0167	0.0167
Loa Loa (eye worm)	intermediate filament protein	0.0028	0.0197	0.0197
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.0142	0.1949	1
Mycobacterium ulcerans	long-chain-fatty-acid-CoA ligase	0.0024	0.0146	0.0095
Loa Loa (eye worm)	hypothetical protein	0.0238	0.3418	0.3418
Echinococcus granulosus	GPCR family 2	0.0031	0.0255	0.0089
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0146	0.0095
Schistosoma mansoni	hypothetical protein	0.0031	0.0255	0.0089
Schistosoma mansoni	hypothetical protein	0.0031	0.0255	0.0089
Onchocerca volvulus		0.0026	0.0167	0.0535
Brugia malayi	MBOAT family protein	0.0026	0.0167	0.0167
Brugia malayi	intermediate filament protein	0.0028	0.0197	0.0197
Entamoeba histolytica	hypothetical protein, conserved	0.0026	0.0167	1
Echinococcus granulosus	Niemann Pick C1 protein	0.0275	0.3983	0.3881
Chlamydia trachomatis	dihydrofolate reductase	0.0372	0.5463	1
Echinococcus multilocularis	dihydrofolate reductase	0.0372	0.5463	0.5386
Schistosoma mansoni	cellular tumor antigen P53	0.0051	0.0551	0.039
Brugia malayi	diacylglycerol acyltransferase	0.0026	0.0167	0.0167
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0146	0.0095
Echinococcus multilocularis	tumor protein p63	0.0347	0.5088	0.5004
Echinococcus granulosus	intermediate filament protein	0.0028	0.0197	0.003
Trichomonas vaginalis	3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative	0.0313	0.4571	1
Mycobacterium tuberculosis	Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase)	0.0018	0.0051	0.0028
Loa Loa (eye worm)	MBOAT family protein	0.0026	0.0167	0.0167
Echinococcus granulosus	lamin dm0	0.0028	0.0197	0.003
Onchocerca volvulus		0.0028	0.0197	0.1266
Brugia malayi	MBOAT family protein	0.0026	0.0167	0.0167
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0031	0.0255	0.0089
Echinococcus multilocularis	hydroxymethylglutaryl coenzyme A reductase	0.0668	1	1
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0031	0.0255	0.0089
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.0372	0.5463	1
Echinococcus granulosus	dihydrofolate reductase	0.0372	0.5463	0.5386
Schistosoma mansoni	dihydrofolate reductase	0.0372	0.5463	0.5386
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0026	0.0167	1
Schistosoma mansoni	hydroxymethylglutaryl-CoA reductase (NADPH)	0.0668	1	1
Trichomonas vaginalis	3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative	0.0313	0.4571	1
Giardia lamblia	3-hydroxy-3-methylglutaryl-coenzyme A reductase	0.0313	0.4571	0.5
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0024	0.0146	0.0202
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.0142	0.1949	1
Mycobacterium tuberculosis	Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase)	0.0024	0.0146	0.0202
Brugia malayi	Latrophilin receptor protein 2	0.0031	0.0255	0.0255
Brugia malayi	Calcitonin receptor-like protein seb-1	0.01	0.1296	0.1296
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0189	0.0189
Schistosoma mansoni	sterol O-acyltransferase 1	0.0264	0.3813	0.3707
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.0142	0.1949	0.1812
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0372	0.5463	0.544
Leishmania major	glycerol uptake protein, putative	0.0026	0.0167	0.0022
Entamoeba histolytica	hypothetical protein	0.0026	0.0167	1
Plasmodium vivax	diacylglycerol O-acyltransferase, putative	0.0026	0.0167	0.0611
Leishmania major	glycerol uptake protein, putative	0.0026	0.0167	0.0022
Brugia malayi	Dihydrofolate reductase	0.0372	0.5463	0.5463
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.01	0.1296	0.1296
Mycobacterium ulcerans	long-chain-fatty-acid--CoA ligase	0.0024	0.0146	0.0095
Leishmania major	glycerol uptake protein, putative	0.0026	0.0167	0.0022
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0031	0.0255	0.0255
Echinococcus multilocularis	sterol regulatory element binding protein	0.0275	0.3983	0.3881
Trypanosoma cruzi	3-hydroxy-3-methylglutaryl-CoA reductase	0.0668	1	1
Treponema pallidum	alginate O-acetylation protein (algI)	0.0026	0.0167	0.5
Brugia malayi	latrophilin 2 splice variant baaae	0.0068	0.0814	0.0814
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0051	0.0051
Loa Loa (eye worm)	hhat protein	0.0026	0.0167	0.0167
Loa Loa (eye worm)	hypothetical protein	0.0668	1	1
Trichomonas vaginalis	3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative	0.0313	0.4571	1
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0051	0.0051
Echinococcus multilocularis	Niemann Pick C1 protein	0.0275	0.3983	0.3881
Loa Loa (eye worm)	hypothetical protein	0.01	0.1296	0.1296
Mycobacterium ulcerans	long-chain fatty-acid CoA ligase	0.0024	0.0146	0.0095
Schistosoma mansoni	hypothetical protein	0.0031	0.0255	0.0089
Echinococcus multilocularis	lamin dm0	0.0028	0.0197	0.003
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0146	0.0146
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.0142	0.1949	1
Brugia malayi	MBOAT family protein	0.0026	0.0167	0.0167
Entamoeba histolytica	vacuolar protein sorting 26	0.0026	0.0167	1
Mycobacterium ulcerans	hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase	0.0668	1	1
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.0372	0.5463	1
Onchocerca volvulus		0.0028	0.0197	0.1266
Schistosoma mansoni	patched 1	0.0275	0.3983	0.3881
Echinococcus multilocularis	sterol O acyltransferase 1	0.0264	0.3813	0.3707
Schistosoma mansoni	lamin	0.0028	0.0197	0.003
Mycobacterium ulcerans	hypothetical protein	0.0024	0.0146	0.0095
Echinococcus multilocularis	protein patched	0.0275	0.3983	0.3881
Leishmania major	hypothetical protein, conserved	0.0026	0.0167	0.0022
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0167	0.0167
Leishmania major	glycerol uptake protein, putative	0.0026	0.0167	0.0022
Loa Loa (eye worm)	hhat protein	0.0026	0.0167	0.0167
Echinococcus multilocularis	musashi	0.0028	0.0197	0.003
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0197	0.0197
Leishmania major	3-hydroxy-3-methylglutaryl-CoA reductase	0.0668	1	1
Schistosoma mansoni	niemann-pick C1 (NPC1)	0.0275	0.3983	0.3881
Loa Loa (eye worm)	MBOAT family protein	0.0026	0.0167	0.0167
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0146	0.0146
Echinococcus granulosus	lamin	0.0028	0.0197	0.003
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0051	0.0051
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0146	0.0146
Echinococcus multilocularis	lamin	0.0028	0.0197	0.003
Echinococcus granulosus	sterol regulatory element binding protein	0.0275	0.3983	0.3881
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0051	0.0051
Loa Loa (eye worm)	hypothetical protein	0.0051	0.0551	0.0551
Trichomonas vaginalis	conserved hypothetical protein	0.0275	0.3983	0.8666
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0051	0.0051
Brugia malayi	MBOAT family protein	0.0026	0.0167	0.0167
Brugia malayi	Hhat protein	0.0026	0.0167	0.0167
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0146	0.0146
Echinococcus granulosus	tumor protein p63	0.0347	0.5088	0.5004
Loa Loa (eye worm)	diacylglycerol acyltransferase	0.0026	0.0167	0.0167
Echinococcus granulosus	sterol O acyltransferase 1	0.0264	0.3813	0.3707
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0026	0.0167	1
Onchocerca volvulus		0.0051	0.0551	1
Loa Loa (eye worm)	MBOAT family protein	0.0026	0.0167	0.0167
Trypanosoma brucei	3-hydroxy-3-methylglutaryl-CoA reductase, putative	0.0668	1	1
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0146	0.0146
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0031	0.0255	0.0255
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.0142	0.1949	0.1812
Loa Loa (eye worm)	hypothetical protein	0.0275	0.3983	0.3983
Loa Loa (eye worm)	hypothetical protein	0.0264	0.3813	0.3813
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0024	0.0146	0.0095
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0031	0.0255	0.0089
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0146	0.0146
Brugia malayi	CHE-14 protein	0.0275	0.3983	0.3983
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0026	0.0167	1
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0167	0.0167
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0031	0.0255	0.0089
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0146	0.0095
Loa Loa (eye worm)	hypothetical protein	0.0068	0.0814	0.0814
Schistosoma mansoni	lamin	0.0028	0.0197	0.003
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0167	0.0167
Schistosoma mansoni	intermediate filament proteins	0.0028	0.0197	0.003
Echinococcus multilocularis	GPCR, family 2	0.0031	0.0255	0.0089
Brugia malayi	dihydrofolate reductase family protein	0.0372	0.5463	0.5463
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0028	0.0197	0.0197
Leishmania major	glycerol uptake protein, putative	0.0026	0.0167	0.0022
Schistosoma mansoni	hypothetical protein	0.0068	0.0814	0.0658
Plasmodium falciparum	diacylglycerol O-acyltransferase	0.0026	0.0167	0.0611
Brugia malayi	Intermediate filament tail domain containing protein	0.0028	0.0197	0.0197

Activities

Activity type	Activity value	Assay description	Source	Reference
AHV (functional)	> 90 %	Antihypercholesterolemic value for the compound was determined in rabbits	ChEMBL.	No reference
IC50 (binding)	= 1.9 uM	Compound was evaluated in vitro for the inhibition of rat liver microsomal Acyl coenzyme A:cholesterol acyltransferase	ChEMBL.	No reference
IC50 (binding)	= 1.9 uM	Compound was evaluated in vitro for the inhibition of rat liver microsomal Acyl coenzyme A:cholesterol acyltransferase	ChEMBL.	No reference
IC50 (binding)	= 16 uM	Compound was evaluated for the inhibition of J774 macrophage cell culture Acyl coenzyme A:cholesterol acyltransferase	ChEMBL.	No reference
Reduction (functional)	= 79 %	Percent reduction in serum cholesterol was determined by the oral administration of the compound in methylcellulose vehicle at a dose of 2.5 mg/kg/day for 7 days	ChEMBL.	No reference

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: CHEMBL353166
PubChem: 10096638

Bibliographic References

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 290509