TDR Targets

Basic information

Technical information

TDR Targets ID: 411875
Name: 2-(benzimidazol-1-ylmethyl)-1,1,1-trifluoro-4 -(5-fluoro-2-methoxyphenyl)-4-methylpentan-2- ol
MW: 410.405 | Formula: C21H22F4N2O2
H donors: 1 H acceptors: 2 LogP: 4.95 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc(cc1C(CC(C(F)(F)F)(Cn1cnc2c1cccc2)O)(C)C)F
InChi: 1S/C21H22F4N2O2/c1-19(2,15-10-14(22)8-9-18(15)29-3)11-20(28,21(23,24)25)12-27-13-26-16-6-4-5-7-17(16)27/h4-10,13,28H,11-12H2,1-3H3
InChiKey: JJSZJRHRVRGDNH-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

2-(benzimidazol-1-ylmethyl)-1,1,1-trifluoro-4-(5-fluoro-2-methoxy-phenyl)-4-methyl-pentan-2-ol
2-(1-benzimidazolylmethyl)-1,1,1-trifluoro-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-pentanol
2-(1-benzimidazolylmethyl)-1,1,1-trifluoro-4-(5-fluoro-2-methoxyphenyl)-4-methylpentan-2-ol

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	nuclear receptor subfamily 3, group C, member 2	Starlite/ChEMBL	References
Homo sapiens	nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor)	Starlite/ChEMBL	References
Homo sapiens	progesterone receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

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
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.2052	0.4289	1
Loa Loa (eye worm)	cathepsin B	0.1582	0.2947	0.2749
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.1582	0.2947	0.2749
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.1126	0.164	0.1406
Trypanosoma cruzi	cysteine peptidase, putative	0.2382	0.5233	0.5099
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.1126	0.164	0.1406
Loa Loa (eye worm)	cysteine protease	0.2052	0.4289	0.4129
Brugia malayi	cathepsin L-like precursor	0.1404	0.2438	0.2226
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.1126	0.164	0.1406
Plasmodium falciparum	dipeptidyl aminopeptidase 1	0.0673	0.0346	0.0807
Entamoeba histolytica	cysteine proteinase, putative	0.2052	0.4289	1
Entamoeba histolytica	cysteine proteinase, putative	0.1404	0.2438	0.301
Brugia malayi	Cathepsin L-like precursor	0.2052	0.4289	0.4129
Trypanosoma cruzi	cysteine peptidase, putative	0.2382	0.5233	0.5099
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Plasmodium vivax	vivapain-2	0.2052	0.4289	1
Onchocerca volvulus	Cathepsin L homolog	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1126	0.164	0.3624
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.4049	1	1
Giardia lamblia	Cathepsin B precursor	0.0689	0.0392	0.1329
Toxoplasma gondii	cathepsin CPL	0.2052	0.4289	1
Brugia malayi	Cathepsin L-like precursor	0.2052	0.4289	0.4129
Echinococcus multilocularis	cysteine protease	0.2052	0.4289	0.3169
Leishmania major	cathepsin L-like protease	0.2052	0.4289	0.5874
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.2052	0.4289	0.4129
Schistosoma mansoni	cathepsin F (C01 family)	0.2052	0.4289	0.4129
Onchocerca volvulus		0.2052	0.4289	1
Leishmania major	cathepsin L-like protease	0.2382	0.5233	1
Brugia malayi	Cathepsin L-like precursor	0.2052	0.4289	0.4129
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1404	0.2438	0.5543
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.1126	0.164	0.1406
Echinococcus granulosus	cathepsin l1	0.2052	0.4289	0.3169
Onchocerca volvulus		0.2052	0.4289	1
Toxoplasma gondii	cathepsin B	0.1582	0.2947	0.6869
Toxoplasma gondii	cathepsin CPC1	0.0673	0.0346	0.0807
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Plasmodium falciparum	dipeptidyl aminopeptidase 2	0.0673	0.0346	0.0807
Trypanosoma cruzi	cysteine protease, putative	0.1126	0.164	0.1406
Echinococcus multilocularis	cathepsin L cysteine protease	0.2052	0.4289	0.3169
Toxoplasma gondii	preprocathepsin c precursor, putative	0.0673	0.0346	0.0807
Echinococcus multilocularis	cathepsin b	0.4049	1	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.4049	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.1126	0.164	0.1406
Plasmodium vivax	vivapain-2	0.2052	0.4289	1
Plasmodium vivax	unspecified product	0.0647	0.0272	0.0635
Schistosoma mansoni	dipeptidyl-peptidase I (C01 family)	0.0673	0.0346	0.0076
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.2052	0.4289	0.3169
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.4049	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Brugia malayi	Cathepsin L-like precursor	0.1404	0.2438	0.2226
Trypanosoma cruzi	major cysteine proteinase, putative	0.0808	0.0732	0.0472
Onchocerca volvulus	Cathepsin L homolog	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Echinococcus multilocularis	cysteine protease	0.2052	0.4289	0.3169
Plasmodium vivax	unspecified product	0.1126	0.164	0.3824
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0689	0.0392	0.0619
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.4049	1	1
Loa Loa (eye worm)	cysteine proteinase cathepsin Z	0.0689	0.0392	0.0122
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Leishmania major	cathepsin L-like protease	0.2052	0.4289	0.5874
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Echinococcus granulosus	cathepsin b	0.4049	1	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.1734	0.3381	0.3196
Onchocerca volvulus		0.2052	0.4289	1
Brugia malayi	Papain family cysteine protease containing protein	0.1126	0.164	0.1406
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.1582	0.2947	0.3636
Onchocerca volvulus		0.2052	0.4289	1
Giardia lamblia	Cathepsin B precursor	0.1582	0.2947	1
Leishmania major	cathepsin L-like protease	0.2382	0.5233	1
Plasmodium vivax	vivapain-3	0.1126	0.164	0.3824
Entamoeba histolytica	cysteine proteinase, putative	0.2052	0.4289	1
Onchocerca volvulus		0.2052	0.4289	1
Onchocerca volvulus		0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Onchocerca volvulus		0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Schistosoma mansoni	cathepsin F (C01 family)	0.2052	0.4289	0.4129
Trypanosoma cruzi	cysteine peptidase, putative	0.1126	0.164	0.1406
Giardia lamblia	Dipeptidyl-peptidase I precursor	0.0673	0.0346	0.1175
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.2052	0.4289	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.2052	0.4289	0.3169
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Leishmania major	cathepsin L-like protease	0.2052	0.4289	0.5874
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Trypanosoma cruzi	cysteine peptidase, putative	0.2052	0.4289	0.4129
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Leishmania major	cathepsin L-like protease	0.2382	0.5233	1
Loa Loa (eye worm)	hypothetical protein	0.2052	0.4289	0.4129
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1404	0.2438	0.5543
Leishmania major	cysteine peptidase A (CPA)	0.2052	0.4289	0.5874
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.2052	0.4289	0.4129
Schistosoma mansoni	cathepsin F (C01 family)	0.1404	0.2438	0.2226
Echinococcus granulosus	cathepsin l1	0.1404	0.2438	0.0954
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Brugia malayi	Cathepsin L-like precursor	0.2052	0.4289	0.4129
Trypanosoma cruzi	cruzipain precursor, putative	0.2382	0.5233	0.5099
Echinococcus granulosus	cathepsin L cysteine proteinase	0.2052	0.4289	0.3169
Giardia lamblia	Cathepsin B precursor	0.1582	0.2947	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Loa Loa (eye worm)	fibroinase	0.2052	0.4289	0.4129
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1582	0.2947	0.2749
Echinococcus multilocularis	cathepsin L cysteine protease	0.2052	0.4289	0.3169
Loa Loa (eye worm)	hypothetical protein	0.1404	0.2438	0.2226
Trypanosoma cruzi	cysteine proteinase, putative	0.1126	0.164	0.1406
Loa Loa (eye worm)	hypothetical protein	0.1404	0.2438	0.2226
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Leishmania major	cathepsin L-like protease	0.2052	0.4289	0.5874
Plasmodium vivax	vivapain-1	0.1126	0.164	0.3824
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.4049	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1126	0.164	0.3624
Loa Loa (eye worm)	hypothetical protein	0.4049	1	1
Trypanosoma cruzi	cysteine proteinase, putative	0.1126	0.164	0.1406
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0689	0.0392	0.0619
Entamoeba histolytica	cysteine protease, putative	0.2052	0.4289	1
Leishmania major	cathepsin L-like protease	0.2052	0.4289	0.5874
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Brugia malayi	Cathepsin L-like precursor	0.1404	0.2438	0.2226
Giardia lamblia	Cathepsin B precursor	0.1582	0.2947	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0689	0.0392	0.0619
Trypanosoma cruzi	cysteine peptidase, putative	0.2382	0.5233	0.5099
Loa Loa (eye worm)	hypothetical protein	0.1404	0.2438	0.2226
Echinococcus granulosus	cathepsin b	0.4049	1	1
Brugia malayi	Cathepsin L-like precursor	0.2052	0.4289	0.4129
Brugia malayi	cathepsin Z-like cysteine proteinase	0.0689	0.0392	0.0122
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2052	0.4289	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Echinococcus multilocularis	cathepsin b	0.4049	1	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.2052	0.4289	1
Loa Loa (eye worm)	ctsf protein	0.2052	0.4289	0.4129
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.1582	0.2947	0.6768
Brugia malayi	Papain family cysteine protease containing protein	0.2052	0.4289	0.4129
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1
Plasmodium vivax	dipeptidyl aminopeptidase 1, putative	0.0673	0.0346	0.0807
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.2052	0.4289	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.2052	0.4289	1
Onchocerca volvulus	Cathepsin F homolog	0.2052	0.4289	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.2052	0.4289	0.3169
Plasmodium falciparum	cysteine proteinase falcipain 1	0.1126	0.164	0.3824
Brugia malayi	cathepsin Z-like cysteine proteinase	0.0689	0.0392	0.0122
Brugia malayi	Cathepsin L-like precursor	0.2052	0.4289	0.4129
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0689	0.0392	0.0619
Plasmodium vivax	dipeptidyl aminopeptidase 2, putative	0.0673	0.0346	0.0807
Brugia malayi	Cathepsin L-like cysteine proteinase	0.1404	0.2438	0.2226
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2382	0.5233	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Efficacy (functional)	= 15 %	Inhibition of IL1-stimulated IL6 production in HFF cells relative to dexamethasone	ChEMBL.	17181172
Efficacy (functional)	= 15 %	Inhibition of IL1-stimulated IL6 production in HFF cells relative to dexamethasone	ChEMBL.	17181172
IC50 (binding)	= 54 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to GR by FP assay	ChEMBL.	17181172
IC50 (binding)	= 54 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to GR by FP assay	ChEMBL.	17181172
IC50 (binding)	= 775 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to MR by FP assay	ChEMBL.	17181172
IC50 (binding)	= 775 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to MR by FP assay	ChEMBL.	17181172
IC50 (binding)	> 2000 nM	Inhibition of tetramethylrhodamine labeled RU486 binding to PR by FP assay	ChEMBL.	17181172
IC50 (functional)	> 2000 nM	Inhibition of IL1-stimulated IL6 production in HFF cells	ChEMBL.	17181172
IC50 (binding)	> 2000 nM	Inhibition of tetramethylrhodamine labeled RU486 binding to PR by FP assay	ChEMBL.	17181172
IC50 (functional)	> 2000 nM	Inhibition of IL1-stimulated IL6 production in HFF cells	ChEMBL.	17181172

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	17181172

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: CHEMBL373498
PubChem: 16099248

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 411875