Detailed information for compound 214548

Basic information

Technical information
  • TDR Targets ID: 214548
  • Name: (2S)-3-(4-acetamidophenyl)sulfanyl-2-hydroxy- 2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl ]propanamide
  • MW: 457.424 | Formula: C19H18F3N3O5S
  • H donors: 3 H acceptors: 5 LogP: 2.77 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(=O)Nc1ccc(cc1)SC[C@](C(=O)Nc1ccc(c(c1)C(F)(F)F)[N+](=O)[O-])(O)C
  • InChi: 1S/C19H18F3N3O5S/c1-11(26)23-12-3-6-14(7-4-12)31-10-18(2,28)17(27)24-13-5-8-16(25(29)30)15(9-13)19(20,21)22/h3-9,28H,10H2,1-2H3,(H,23,26)(H,24,27)/t18-/m1/s1
  • InChiKey: NDPHFBYLOVVWLR-GOSISDBHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-3-[(4-acetamidophenyl)thio]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
  • N-[4-[[(2S)-2-hydroxy-3-keto-2-methyl-3-[4-nitro-3-(trifluoromethyl)anilino]propyl]thio]phenyl]acetamide
  • N-[4-[[(2S)-2-hydroxy-3-keto-2-methyl-3-[[4-nitro-3-(trifluoromethyl)phenyl]amino]propyl]thio]phenyl]acetamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Androgen 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
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.0452 0.1825 1
Echinococcus multilocularis cyclin dependent kinase 5 0.038 0.1491 0.1488
Mycobacterium ulcerans amidase 0.0269 0.0981 0.8184
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.038 0.1491 0.1488
Schistosoma mansoni serine/threonine protein kinase 0.038 0.1491 0.1488
Trypanosoma cruzi cyclin, putative 0.0452 0.1825 1
Loa Loa (eye worm) amidase 0.0269 0.0981 0.0978
Trichomonas vaginalis cyclin B, putative 0.0452 0.1825 1
Echinococcus multilocularis cyclin b3 0.0234 0.0821 0.0818
Trichomonas vaginalis cyclin B3, putative 0.0234 0.0821 0.4486
Echinococcus granulosus tar DNA binding protein 0.0061 0.0027 0.0023
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.038 0.1491 0.1488
Trichomonas vaginalis CMGC family protein kinase 0.038 0.1491 0.8167
Schistosoma mansoni fatty-acid amide hydrolase 0.0269 0.0981 0.0978
Echinococcus multilocularis cyclins 0.0234 0.0821 0.0818
Echinococcus multilocularis cyclin dependent kinase 1 0.038 0.1491 0.1488
Loa Loa (eye worm) hypothetical protein 0.0452 0.1825 0.1822
Plasmodium vivax glutamyl-tRNA(Gln) amidotransferase subunit A, putative 0.0269 0.0981 0.6568
Schistosoma mansoni tar DNA-binding protein 0.0061 0.0027 0.0023
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0072 0.0074 0.0071
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0072 0.0074 0.0071
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0072 0.0074 0.0071
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.038 0.1491 0.1488
Echinococcus granulosus cyclin dependent kinase 5 0.038 0.1491 0.1488
Plasmodium falciparum glutamyl-tRNA(Gln) amidotransferase subunit A 0.0269 0.0981 0.6568
Mycobacterium tuberculosis Probable amidase AmiA2 (aminohydrolase) 0.0269 0.0981 0.9105
Echinococcus multilocularis cyclin dependent kinase 0.038 0.1491 0.1488
Echinococcus multilocularis cyclins 0.0234 0.0821 0.0818
Brugia malayi GH02984p 0.0337 0.1297 0.1294
Trypanosoma brucei fatty-acid amide hydrolase, putative 0.0269 0.0981 0.5364
Brugia malayi putative amidase 0.0269 0.0981 0.0978
Echinococcus multilocularis cyclin dependent kinase 1 0.038 0.1491 0.1488
Trypanosoma brucei cdc2-related kinase 3 0.038 0.1491 0.8167
Brugia malayi Cyclin, N-terminal domain containing protein 0.0452 0.1825 0.1822
Trichomonas vaginalis CMGC family protein kinase 0.038 0.1491 0.8167
Echinococcus granulosus cyclins 0.0234 0.0821 0.0818
Schistosoma mansoni cyclin B 0.0452 0.1825 0.1822
Echinococcus granulosus cyclin B 0.0452 0.1825 0.1822
Echinococcus granulosus cyclin B3 1 0.0234 0.0821 0.0818
Entamoeba histolytica cyclin family protein 0.0234 0.0821 0.4486
Leishmania major CYC2-like cyclin, putative,cyclin 6, putative 0.0452 0.1825 1
Mycobacterium tuberculosis Possible amidase (aminohydrolase) 0.0269 0.0981 0.9105
Echinococcus multilocularis high affinity choline transporter 1 0.0337 0.1297 0.1294
Echinococcus multilocularis glutamyl tRNA(Gln) amidotransferase subunit A 0.0269 0.0981 0.0978
Schistosoma mansoni d-amino acid oxidase 0.0316 0.1198 0.1195
Brugia malayi Protein kinase domain containing protein 0.038 0.1491 0.1488
Mycobacterium ulcerans aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0269 0.0981 0.8184
Echinococcus multilocularis cyclin B 0.0452 0.1825 0.1822
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0072 0.0074 0.0071
Echinococcus granulosus glutamate receptor 2 0.0072 0.0074 0.0071
Trichomonas vaginalis cyclins, putative 0.0452 0.1825 1
Brugia malayi RNA binding protein 0.0061 0.0027 0.0023
Trypanosoma cruzi cdc2-related kinase 3 0.038 0.1491 0.8167
Echinococcus granulosus cyclins 0.0234 0.0821 0.0818
Chlamydia trachomatis glutamyl-tRNA(Gln) amidotransferase subunit A 0.0269 0.0981 1
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.038 0.1491 0.8167
Entamoeba histolytica cyclin, putative 0.0234 0.0821 0.4486
Brugia malayi Cyclin, N-terminal domain containing protein 0.0452 0.1825 0.1822
Trichomonas vaginalis cyclins, putative 0.0234 0.0821 0.4486
Brugia malayi Amidase family protein 0.0269 0.0981 0.0978
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0223 0.0772 0.7163
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.009 0.0156 0.0152
Echinococcus multilocularis cyclins 0.0234 0.0821 0.0818
Echinococcus multilocularis fatty acid amide hydrolase 1 0.2227 1 1
Echinococcus granulosus cyclin b3 0.0234 0.0821 0.0818
Loa Loa (eye worm) hypothetical protein 0.2227 1 1
Trichomonas vaginalis cyclins, putative 0.0452 0.1825 1
Trypanosoma cruzi amidase, putative 0.0269 0.0981 0.5364
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0072 0.0074 0.0071
Loa Loa (eye worm) hypothetical protein 0.0218 0.0748 0.0745
Trichomonas vaginalis conserved hypothetical protein 0.0234 0.0821 0.4486
Giardia lamblia Kinase, CMGC CDK 0.038 0.1491 0.8167
Mycobacterium ulcerans amidase 0.0269 0.0981 0.8184
Trichomonas vaginalis cyclin A, putative 0.0452 0.1825 1
Echinococcus granulosus cyclins 0.0234 0.0821 0.0818
Trypanosoma cruzi CYC2-like cyclin, putative 0.0452 0.1825 1
Mycobacterium tuberculosis Probable amidase AmiD (acylamidase) (acylase) 0.0269 0.0981 0.9105
Echinococcus granulosus cyclins 0.0234 0.0821 0.0818
Brugia malayi RNA recognition motif domain containing protein 0.0061 0.0027 0.0023
Schistosoma mansoni tar DNA-binding protein 0.0061 0.0027 0.0023
Trichomonas vaginalis cyclins, putative 0.0452 0.1825 1
Giardia lamblia G2/mitotic-specific cyclin B 0.0452 0.1825 1
Echinococcus granulosus fatty acid amide hydrolase 1 0.2227 1 1
Echinococcus granulosus high affinity choline transporter 1 0.0337 0.1297 0.1294
Echinococcus multilocularis fatty acid amide hydrolase 1 0.2227 1 1
Trichomonas vaginalis cyclins, putative 0.0275 0.1008 0.5514
Giardia lamblia Cyclin A 0.0234 0.0821 0.4486
Echinococcus granulosus G2:mitotic specific cyclin B3 0.0723 0.3071 0.3069
Schistosoma mansoni cyclins 0.0234 0.0821 0.0818
Echinococcus granulosus nmda type glutamate receptor 0.0166 0.0507 0.0503
Trypanosoma brucei mitotic cyclin 6 0.0452 0.1825 1
Trypanosoma cruzi cyclin 6, putative 0.0452 0.1825 1
Trypanosoma cruzi cdc2-related kinase 1 0.038 0.1491 0.8167
Leishmania major hypothetical protein, conserved 0.0269 0.0981 0.5364
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.029 0.1077 1
Brugia malayi Amidase family protein 0.0269 0.0981 0.0978
Echinococcus granulosus cyclin dependent kinase 0.038 0.1491 0.1488
Schistosoma mansoni tar DNA-binding protein 0.0061 0.0027 0.0023
Plasmodium falciparum protein kinase 5 0.038 0.1491 1
Wolbachia endosymbiont of Brugia malayi aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0269 0.0981 0.5
Schistosoma mansoni serine/threonine protein kinase 0.038 0.1491 0.1488
Echinococcus granulosus glutamate receptor NMDA 0.0076 0.0094 0.0091
Treponema pallidum aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0269 0.0981 1
Entamoeba histolytica cell division protein kinase 2, putative 0.038 0.1491 0.8167
Loa Loa (eye worm) amidase 0.0269 0.0981 0.0978
Schistosoma mansoni cyclin B3 0.0723 0.3071 0.3069
Echinococcus multilocularis cyclin B3 1 0.0234 0.0821 0.0818
Echinococcus granulosus fatty acid amide hydrolase 1 0.0269 0.0981 0.0978
Trichomonas vaginalis cyclins, putative 0.0452 0.1825 1
Schistosoma mansoni glutamate receptor NMDA 0.0148 0.0425 0.0422
Trichomonas vaginalis cyclin B, putative 0.0452 0.1825 1
Echinococcus granulosus nmda type glutamate receptor 0.0094 0.0174 0.0171
Loa Loa (eye worm) hypothetical protein 0.0452 0.1825 0.1822
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative 0.038 0.1491 1
Plasmodium falciparum cyclin 0.0234 0.0821 0.5492
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0061 0.0027 0.0023
Trypanosoma cruzi cdc2-related kinase 3 0.038 0.1491 0.8167
Mycobacterium ulcerans amidase 0.0269 0.0981 0.8184
Brugia malayi TAR-binding protein 0.0061 0.0027 0.0023
Echinococcus granulosus glutamyl tRNAGln amidotransferase subunit A 0.0269 0.0981 0.0978
Mycobacterium ulcerans D-amino acid oxidase Aao 0.0316 0.1198 1
Loa Loa (eye worm) hypothetical protein 0.0337 0.1297 0.1294
Echinococcus multilocularis cyclins 0.0234 0.0821 0.0818
Trichomonas vaginalis cyclin B, putative 0.0234 0.0821 0.4486
Mycobacterium ulcerans amidase 0.0269 0.0981 0.8184
Echinococcus multilocularis G2:mitotic specific cyclin B3 0.0723 0.3071 0.3069
Echinococcus multilocularis cyclins 0.0234 0.0821 0.0818
Echinococcus multilocularis cyclins 0.0234 0.0821 0.0818
Echinococcus multilocularis glutamate receptor 2 0.0072 0.0074 0.0071
Echinococcus multilocularis nmda type glutamate receptor 0.0094 0.0174 0.0171
Echinococcus multilocularis tar DNA binding protein 0.0061 0.0027 0.0023
Schistosoma mansoni tar DNA-binding protein 0.0061 0.0027 0.0023
Entamoeba histolytica cell division protein kinase 2, putative 0.038 0.1491 0.8167
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.0316 0.1198 1
Trichomonas vaginalis cyclin B, putative 0.0452 0.1825 1
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0072 0.0074 0.0071
Loa Loa (eye worm) cyclin domain-containing protein 0.0723 0.3071 0.3069
Mycobacterium ulcerans peptide amidase, GatA 0.0269 0.0981 0.8184
Mycobacterium tuberculosis Probable amidase AmiB2 (aminohydrolase) 0.0269 0.0981 0.9105
Trichomonas vaginalis cyclin B, putative 0.0452 0.1825 1
Toxoplasma gondii hypothetical protein 0.0177 0.0561 0.3745
Schistosoma mansoni fatty-acid amide hydrolase 0.2227 1 1
Trypanosoma cruzi amidase, putative 0.0269 0.0981 0.5364
Schistosoma mansoni high-affinity choline transporter 0.0337 0.1297 0.1294
Trichomonas vaginalis CMGC family protein kinase 0.038 0.1491 0.8167
Trypanosoma cruzi cyclin, putative 0.0452 0.1825 1
Giardia lamblia Kinase, CMGC CDK 0.038 0.1491 0.8167
Entamoeba histolytica cyclin family protein 0.0234 0.0821 0.4486
Giardia lamblia Hypothetical protein 0.0234 0.0821 0.4486
Trypanosoma brucei cdc2-related kinase 1 0.038 0.1491 0.8167
Schistosoma mansoni glutamyl-tRNA(Gln) amidotransferase subunit A 0.0269 0.0981 0.0978
Mycobacterium ulcerans amidase 0.0269 0.0981 0.8184
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.038 0.1491 0.8167
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.038 0.1491 0.1488
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0072 0.0074 0.0071
Loa Loa (eye worm) hypothetical protein 0.0316 0.1198 0.1195
Loa Loa (eye worm) hypothetical protein 0.0375 0.1471 0.1468
Echinococcus granulosus cyclin dependent kinase 1 0.038 0.1491 0.1488
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0072 0.0074 0.0071
Echinococcus granulosus fatty acid amide hydrolase 1 0.2227 1 1
Mycobacterium tuberculosis Probable amidase AmiC (aminohydrolase) 0.0269 0.0981 0.9105
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0787 0.3367 0.3365
Trichomonas vaginalis cyclin D, putative 0.0234 0.0821 0.4486
Brugia malayi Cyclin, N-terminal domain containing protein 0.0723 0.3071 0.3069
Loa Loa (eye worm) TAR-binding protein 0.0061 0.0027 0.0023
Schistosoma mansoni tar DNA-binding protein 0.0061 0.0027 0.0023
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0269 0.0981 0.0978
Echinococcus multilocularis glutamate receptor NMDA 0.0076 0.0094 0.0091
Brugia malayi cell division control protein 2 homolog 0.038 0.1491 0.1488
Plasmodium vivax protein kinase Crk2 0.038 0.1491 1
Trichomonas vaginalis cyclin D, putative 0.0234 0.0821 0.4486
Entamoeba histolytica cyclin, putative 0.0452 0.1825 1
Leishmania major cyclin 0.0452 0.1825 1
Echinococcus multilocularis cyclins 0.0234 0.0821 0.0818
Schistosoma mansoni amidase 0.2227 1 1
Loa Loa (eye worm) RNA binding protein 0.0061 0.0027 0.0023
Echinococcus granulosus cyclins 0.0234 0.0821 0.0818
Trypanosoma cruzi cdc2-related kinase 1 0.038 0.1491 0.8167
Echinococcus multilocularis nmda type glutamate receptor 0.0166 0.0507 0.0503

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = -6.91 Inhibition of [3H]-mibolerone binding to cytosolic androgen receptor of rat ventral prostrate ChEMBL. 15715462
Log Ki (binding) = 6.91 Inhibition of [3H]-mibolerone binding to cytosolic androgen receptor of rat ventral prostrate ChEMBL. 15715462
Relative binding affinity (binding) = 2.66 Binding affinity against cytosolic androgen receptor from ventral prostate of rats using [3H]-MIB competitive binding assay (relative to dihydro testosterone) ChEMBL. 15239655
Relative binding affinity (binding) = 2.66 Binding affinity against cytosolic androgen receptor from ventral prostate of rats using [3H]-MIB competitive binding assay (relative to dihydro testosterone) ChEMBL. 15239655

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

2 literature references were collected for this gene.

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