Detailed information for compound 1042078

Basic information

Technical information
  • TDR Targets ID: 1042078
  • Name: N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen -2-yl)-2-(1-ethyl-5-phenylimidazol-2-yl)sulfa nylacetamide
  • MW: 422.566 | Formula: C22H22N4OS2
  • H donors: 1 H acceptors: 3 LogP: 5.24 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1c(NC(=O)CSc2ncc(n2CC)c2ccccc2)sc2c1CCCC2
  • InChi: 1S/C22H22N4OS2/c1-2-26-18(15-8-4-3-5-9-15)13-24-22(26)28-14-20(27)25-21-17(12-23)16-10-6-7-11-19(16)29-21/h3-5,8-9,13H,2,6-7,10-11,14H2,1H3,(H,25,27)
  • InChiKey: ZBWHAGMELCUFJM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(3-cyano-4,5,6,7-tetrahydrobenzothiophen-2-yl)-2-(1-ethyl-5-phenyl-imidazol-2-yl)sulfanyl-acetamide
  • N-(3-cyano-4,5,6,7-tetrahydrobenzothiophen-2-yl)-2-[(1-ethyl-5-phenyl-2-imidazolyl)thio]acetamide
  • N-(3-cyano-4,5,6,7-tetrahydrobenzothiophen-2-yl)-2-[(1-ethyl-5-phenyl-imidazol-2-yl)thio]acetamide
  • N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2-(1-ethyl-5-phenyl-imidazol-2-yl)sulfanyl-ethanamide
  • ASN 03155285

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma cruzi trypanothione reductase, putative Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast trypanothione reductase, putative 492 aa 548 aa 21.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0021 0.2014 0.7184
Plasmodium vivax thioredoxin reductase, putative 0.0076 1 1
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0021 0.2014 0.2014
Trichomonas vaginalis ap endonuclease, putative 0.0021 0.2014 0.7184
Echinococcus multilocularis FTZ F1 alpha 0.0011 0.0592 0.0592
Mycobacterium tuberculosis Probable oxidoreductase 0.0026 0.2803 0.2803
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0011 0.0592 0.0592
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0011 0.0592 0.0592
Treponema pallidum NADH oxidase 0.0026 0.2803 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0011 0.0592 0.0592
Brugia malayi exodeoxyribonuclease III family protein 0.0021 0.2014 0.2014
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0011 0.0592 0.0592
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0021 0.2014 0.2014
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0026 0.2803 0.2803
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0011 0.0592 0.0592
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0011 0.0592 0.0592
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0026 0.2803 1
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0026 0.2803 0.2803
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0021 0.2014 0.7184
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0026 0.2803 0.2803
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0011 0.0592 0.0592
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0076 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0011 0.0592 0.0592
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0026 0.2803 0.2803
Schistosoma mansoni ap endonuclease 0.0021 0.2014 0.2014
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0011 0.0592 0.0592
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0011 0.0592 0.0592
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0011 0.0592 0.0592
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0026 0.2803 0.2803
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Loa Loa (eye worm) steroid hormone receptor 0.0011 0.0592 0.0592
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Brugia malayi steroid hormone receptor 0.0011 0.0592 0.0592
Trichomonas vaginalis mercuric reductase, putative 0.0026 0.2803 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0011 0.0592 0.0592
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.005 0.6251 0.6251
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0011 0.0592 0.0592
Onchocerca volvulus 0.0011 0.0592 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0011 0.0592 0.0592
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0026 0.2803 0.2803
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0011 0.0592 1
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0021 0.2014 1
Schistosoma mansoni nuclear hormone receptor 0.0011 0.0592 0.0592
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0026 0.2803 0.2803
Toxoplasma gondii exonuclease III APE 0.0021 0.2014 0.2014
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0011 0.0592 0.0592
Echinococcus granulosus FTZ F1 alpha 0.0011 0.0592 0.0592
Schistosoma mansoni coup transcription factor 0.0011 0.0592 0.0592
Trichomonas vaginalis ap endonuclease, putative 0.0021 0.2014 0.7184
Loa Loa (eye worm) thioredoxin reductase 0.0076 1 1
Plasmodium falciparum thioredoxin reductase 0.0026 0.2803 0.2803
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0021 0.2014 0.2014
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0011 0.0592 0.0592
Onchocerca volvulus Bile acid receptor homolog 0.0011 0.0592 1
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0021 0.2014 0.2014
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0011 0.0592 0.0592
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0011 0.0592 0.0592
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0011 0.0592 0.0592
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0026 0.2803 1
Brugia malayi nuclear hormone receptor 0.0011 0.0592 0.0592
Plasmodium falciparum glutathione reductase 0.0026 0.2803 0.2803
Schistosoma mansoni ap endonuclease 0.0021 0.2014 0.2014
Toxoplasma gondii thioredoxin reductase 0.0076 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 1 1
Toxoplasma gondii NADPH-glutathione reductase 0.0026 0.2803 0.2803
Schistosoma mansoni retinoic acid receptor RXR 0.0011 0.0592 0.0592
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Echinococcus multilocularis ecdysone induced protein 78C 0.0011 0.0592 0.0592
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0011 0.0592 0.0592
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0026 0.2803 0.2803
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0026 0.2803 0.2803
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0011 0.0592 0.0592
Echinococcus granulosus ecdysone induced protein 78C 0.0011 0.0592 0.0592
Treponema pallidum exodeoxyribonuclease (exoA) 0.0021 0.2014 0.7184
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.2803 1
Brugia malayi Thioredoxin reductase 0.0076 1 1
Brugia malayi ecdysteroid receptor 0.0011 0.0592 0.0592
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0011 0.0592 0.0592
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0011 0.0592 0.0592
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0026 0.2803 0.2803
Leishmania major trypanothione reductase 0.0076 1 1
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0026 0.2803 0.2803
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0011 0.0592 0.0592
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0011 0.0592 0.0592
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.005 0.6251 0.6251
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.2803 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0011 0.0592 0.0592
Brugia malayi photoreceptor-specific nuclear receptor 0.0011 0.0592 0.0592
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0026 0.2803 1
Plasmodium falciparum glutathione reductase 0.0076 1 1
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.005 0.6251 0.6251
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0026 0.2803 0.2803
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0019 0.179 0.179
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Echinococcus multilocularis thyroid hormone receptor alpha 0.0011 0.0592 0.0592
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0011 0.0592 0.0592
Giardia lamblia NADH oxidase lateral transfer candidate 0.0026 0.2803 1
Trypanosoma cruzi trypanothione reductase, putative 0.0076 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.005 0.6251 0.6251
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0011 0.0592 0.0592
Plasmodium falciparum thioredoxin reductase 0.0076 1 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.005 0.6251 0.6251
Brugia malayi Steroid receptor seven-up type 2 0.0011 0.0592 0.0592
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0026 0.2803 0.2803
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0011 0.0592 0.0592
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0021 0.2014 0.2014
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.0011 0.0592 0.0592
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0021 0.2014 0.2014
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0011 0.0592 0.0592
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.005 0.6251 0.6251
Schistosoma mansoni thyroid hormone receptor 0.0011 0.0592 0.0592
Schistosoma mansoni steroid hormone receptor ad4bp 0.0011 0.0592 0.0592
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0026 0.2803 1
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0021 0.2014 0.2014
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.005 0.6251 0.6251
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0011 0.0592 0.0592
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0021 0.2014 0.2014
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0011 0.0592 0.0592
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.0021 0.2014 0.7184
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.005 0.6251 0.6251
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0026 0.2803 0.2803
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0011 0.0592 0.0592
Loa Loa (eye worm) glutathione reductase 0.0076 1 1
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0021 0.2014 0.2014
Onchocerca volvulus Protein ultraspiracle homolog 0.0011 0.0592 1
Schistosoma mansoni thyroid hormone receptor 0.0011 0.0592 0.0592
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0026 0.2803 0.2803
Brugia malayi Nuclear hormone receptor-like 1 0.0011 0.0592 0.0592
Brugia malayi nuclear receptor NHR-88 0.0011 0.0592 0.0592
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0011 0.0592 0.0592
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0011 0.0592 0.0592
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0026 0.2803 0.2803
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0026 0.2803 0.2803
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0019 0.179 0.179
Loa Loa (eye worm) hypothetical protein 0.0011 0.0592 0.0592
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0026 0.2803 0.2803
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0011 0.0592 0.0592
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0011 0.0592 0.0592
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0011 0.0592 0.0592
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0026 0.2803 1
Trypanosoma brucei trypanothione reductase 0.0076 1 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0026 0.2803 0.2803
Trichomonas vaginalis glutathione reductase, putative 0.0026 0.2803 1
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0021 0.2014 0.2014
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0026 0.2803 0.2803
Plasmodium vivax glutathione reductase, putative 0.0076 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.005 0.6251 0.6251
Trypanosoma cruzi trypanothione reductase, putative 0.0026 0.2803 0.2803
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0026 0.2803 0.2803
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0011 0.0592 0.0592

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 13.1 uM Inhibition of Trypanosoma cruzi TryR using trypanothione as substrate preincubated for 10 mins ChEMBL. 21807515

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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