Detailed information for compound 631274

Basic information

Technical information
  • TDR Targets ID: 631274
  • Name: (E)-3-(4-methoxyphenyl)-N-[5-[[3-(trifluorome thyl)phenyl]methyl]-1,3-thiazol-2-yl]prop-2-e namide
  • MW: 418.432 | Formula: C21H17F3N2O2S
  • H donors: 1 H acceptors: 2 LogP: 5.36 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)/C=C/C(=O)Nc1ncc(s1)Cc1cccc(c1)C(F)(F)F
  • InChi: 1S/C21H17F3N2O2S/c1-28-17-8-5-14(6-9-17)7-10-19(27)26-20-25-13-18(29-20)12-15-3-2-4-16(11-15)21(22,23)24/h2-11,13H,12H2,1H3,(H,25,26,27)/b10-7+
  • InChiKey: CRHNKCHJUAWGHN-JXMROGBWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-(4-methoxyphenyl)-N-[5-[[3-(trifluoromethyl)phenyl]methyl]-1,3-thiazol-2-yl]prop-2-enamide
  • (E)-3-(4-methoxyphenyl)-N-[5-[[3-(trifluoromethyl)phenyl]methyl]thiazol-2-yl]prop-2-enamide
  • 3-(4-methoxyphenyl)-N-[5-[[3-(trifluoromethyl)phenyl]methyl]thiazol-2-yl]prop-2-enamide
  • (E)-3-(4-methoxyphenyl)-N-[5-[[3-(trifluoromethyl)phenyl]methyl]-2-thiazolyl]prop-2-enamide
  • 3-(4-methoxyphenyl)-N-[5-[[3-(trifluoromethyl)phenyl]methyl]-2-thiazolyl]prop-2-enamide
  • (E)-3-(4-methoxyphenyl)-N-[5-[3-(trifluoromethyl)benzyl]thiazol-2-yl]acrylamide
  • 3-(4-methoxyphenyl)-N-[5-[3-(trifluoromethyl)benzyl]thiazol-2-yl]acrylamide
  • CBMicro_035147
  • 3-(4-Methoxy-phenyl)-N-[5-(3-trifluoromethyl-benzyl)-thiazol-2-yl]-acrylamide
  • BIM-0035098.P001
  • ZINC00848329
  • ST5245071
  • BAS 01055516

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens stearoyl-CoA desaturase (delta-9-desaturase) Starlite/ChEMBL References
Mus musculus stearoyl-Coenzyme A desaturase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium falciparum stearoyl-CoA desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma cruzi fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Loa Loa (eye worm) acyl-CoA desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania major fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma brucei fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania donovani stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma congolense fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania braziliensis stearic acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Onchocerca volvulus Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma cruzi fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium yoelii delta-9 fatty acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium vivax stearoyl-CoA desaturase (acyl-CoA desaturase, faty acid desaturase), putative Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma brucei gambiense fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Candida albicans one of two potential fatty acid desaturase genes similar to S. cerevisiae OLE1 (YGL055W) delta-9-fatty acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Brugia malayi acyl-CoA desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania mexicana fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania braziliensis fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania donovani fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium knowlesi stearoyl-CoA desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Candida albicans one of two potential fatty acid desaturase genes similar to S. cerevisiae OLE1 (YGL055W) delta-9-fatty acid desaturase Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania infantum stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Plasmodium berghei stearoyl-CoA desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Onchocerca volvulus Get druggable targets OG5_126939 All targets in OG5_126939
Neospora caninum fatty acyl-CoA desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania infantum fatty-acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania major stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Trypanosoma cruzi fatty acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
Leishmania mexicana stearic acid desaturase, putative Get druggable targets OG5_126939 All targets in OG5_126939
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans hypothetical protein 0.0023 0.014 1
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0018 0.0041 0.2973
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0018 0.0041 0.1839
Mycobacterium ulcerans linoleoyl-CoA desaturase, DesA3 0.0018 0.0033 0.1148
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.014 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.014 1
Brugia malayi hypothetical protein 0.012 0.212 0.5464
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.014 1
Brugia malayi exodeoxyribonuclease III family protein 0.0018 0.0041 0.0022
Schistosoma mansoni ap endonuclease 0.0018 0.0041 0.0008
Mycobacterium ulcerans hypothetical protein 0.0018 0.0033 0.1148
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.014 1
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0017 0.0019 0.139
Trypanosoma cruzi fatty acid desaturase, putative 0.0205 0.3853 0.9119
Onchocerca volvulus 0.0223 0.4222 1
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0018 0.0041 0.002
Trichomonas vaginalis ap endonuclease, putative 0.0018 0.0041 0.5
Brugia malayi AMP-binding enzyme family protein 0.0023 0.014 0.0278
Mycobacterium ulcerans linoleoyl-CoA desaturase, DesA3_2 0.0018 0.0033 0.1148
Toxoplasma gondii exonuclease III APE 0.0018 0.0041 0.0042
Onchocerca volvulus Huntingtin homolog 0.012 0.212 0.4982
Brugia malayi acyl-CoA desaturase 0.0205 0.3853 1
Mycobacterium ulcerans electron transfer protein FdxB 0.0018 0.0033 0.1148
Treponema pallidum exodeoxyribonuclease (exoA) 0.0018 0.0041 0.5
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.014 1
Echinococcus granulosus microsomal glutathione S transferase 3 0.0116 0.2033 1
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.014 1
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.0018 0.0041 0.5
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0018 0.0041 0.0058
Mycobacterium tuberculosis Probable conserved membrane protein 0.0018 0.0033 0.2378
Brugia malayi AMP-binding enzyme family protein 0.0023 0.014 0.0278
Echinococcus multilocularis microsomal glutathione S transferase 3 0.0116 0.2033 1
Brugia malayi AMP-binding enzyme family protein 0.0023 0.014 0.0278
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.014 1
Entamoeba histolytica acyl-coA synthetase, putative 0.0023 0.014 1
Loa Loa (eye worm) fatty acid desaturase 0.0018 0.0033 0.0036
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0018 0.0041 0.0058
Leishmania major stearic acid desaturase, putative 0.0223 0.4222 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.014 0.0254
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0018 0.0041 0.002
Loa Loa (eye worm) hypothetical protein 0.0018 0.0033 0.0036
Schistosoma mansoni microsomal glutathione s-transferase 0.0116 0.2033 0.2006
Mycobacterium ulcerans transmembrane alkane 1-monooxygenase AlkB 0.0018 0.0033 0.1148
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.014 0.0254
Toxoplasma gondii MAPEG family protein 0.0116 0.2033 1
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0018 0.0041 0.0058
Loa Loa (eye worm) hypothetical protein 0.0023 0.014 0.0313
Plasmodium falciparum stearoyl-CoA desaturase 0.0205 0.3853 1
Mycobacterium tuberculosis Probable transmembrane alkane 1-monooxygenase AlkB (alkane 1-hydroxylase) (lauric acid omega-hydroxylase) (omega-hydroxylase) (f 0.0018 0.0033 0.2378
Mycobacterium ulcerans linoleoyl-CoA desaturase, DesA3 0.0018 0.0033 0.1148
Onchocerca volvulus Huntingtin homolog 0.012 0.212 0.4982
Loa Loa (eye worm) acyl-CoA desaturase 0.0205 0.3853 1
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.014 1
Loa Loa (eye worm) FAT-3 protein 0.0018 0.0033 0.0036
Schistosoma mansoni ap endonuclease 0.0018 0.0041 0.0008
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.0018 0.0033 0.2378
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0017 0.0019 0.5
Loa Loa (eye worm) hypothetical protein 0.0023 0.014 0.0313
Loa Loa (eye worm) fatty acid desaturase 0.0018 0.0033 0.0036
Trypanosoma cruzi fatty acid desaturase, putative 0.0223 0.4222 1
Trypanosoma cruzi fatty acid desaturase, putative 0.0205 0.3853 0.9119
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0018 0.0041 0.0042
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0018 0.0041 0.002
Trypanosoma brucei fatty acid desaturase, putative 0.0223 0.4222 1
Loa Loa (eye worm) hypothetical protein 0.012 0.212 0.548
Loa Loa (eye worm) hypothetical protein 0.0023 0.014 0.0313
Loa Loa (eye worm) hypothetical protein 0.012 0.212 0.548
Plasmodium vivax stearoyl-CoA desaturase (acyl-CoA desaturase, faty acid desaturase), putative 0.0205 0.3853 1
Mycobacterium ulcerans hypothetical protein 0.0018 0.0033 0.1148
Trichomonas vaginalis ap endonuclease, putative 0.0018 0.0041 0.5
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.014 0.5
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.014 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.014 0.0254
Onchocerca volvulus 0.0223 0.4222 1
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.014 1
Onchocerca volvulus 0.0023 0.014 0.0254
Leishmania major fatty-acid desaturase, putative 0.0223 0.4222 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.014 0.5
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0018 0.0041 0.5
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0018 0.0041 0.0042
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0018 0.0041 0.002
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.014 1

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) = 2.7 ug.hr/ml AUC (0 to 8 hrs) in C57BL/6J mouse at 5 mg/kg, iv measured up to 8 hrs ChEMBL. 19540759
CL (ADMET) = 32 ml/min.kg Clearance in C57BL/6J mouse at 5 mg/kg, iv measured up to 8 hrs ChEMBL. 19540759
IC50 (binding) = 2 nM Inhibition of SCD1 in mouse microsomes assessed as conversion of [14C]stearate to [14C]oleate after 60 mins ChEMBL. 19540759
IC50 (binding) = 3 nM Inhibition of SCD1 in human microsomes assessed as conversion of [14C]stearate to [14C]oleate after 60 mins ChEMBL. 19540759
Inhibition (binding) = 21 % Inhibition of delta-6 desaturase in human microsomes assessed as conversion of [14C]linolenic acid to [14C]stearidonic acid at 10 uM ChEMBL. 19540759
T1/2 (ADMET) = 0.4 hr Half life in C57BL/6J mouse at 5 mg/kg ChEMBL. 19540759
Vd (ADMET) = 0.3 L/Kg Volume of distribution in C57BL/6J mouse at 5 mg/kg, iv measured up to 8 hrs ChEMBL. 19540759

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

Bibliographic References

1 literature reference was collected for this gene.

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