Detailed information for compound 442390

Basic information

Technical information
  • TDR Targets ID: 442390
  • Name: 2-[6-[[5-(4-chlorophenyl)-1,2-oxazol-3-yl]met hoxy]-5-methyl-1-benzothiophen-3-yl]acetic ac id
  • MW: 413.874 | Formula: C21H16ClNO4S
  • H donors: 1 H acceptors: 3 LogP: 5.01 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)Cc1csc2c1cc(C)c(c2)OCc1noc(c1)c1ccc(cc1)Cl
  • InChi: 1S/C21H16ClNO4S/c1-12-6-17-14(7-21(24)25)11-28-20(17)9-18(12)26-10-16-8-19(27-23-16)13-2-4-15(22)5-3-13/h2-6,8-9,11H,7,10H2,1H3,(H,24,25)
  • InChiKey: ZVKBDHBUPHRNRS-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-[6-[[5-(4-chlorophenyl)isoxazol-3-yl]methoxy]-5-methyl-benzothiophen-3-yl]acetic acid
  • 2-[6-[[5-(4-chlorophenyl)-3-isoxazolyl]methoxy]-5-methyl-3-benzothiophenyl]acetic acid
  • 2-[6-[[5-(4-chlorophenyl)-1,2-oxazol-3-yl]methoxy]-5-methyl-1-benzothiophen-3-yl]ethanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens peroxisome proliferator-activated receptor alpha Starlite/ChEMBL References
Homo sapiens peroxisome proliferator-activated receptor delta Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K08701 nuclear receptor, subfamily 1, invertebrate, putative Get druggable targets OG5_137778 All targets in OG5_137778
Schistosoma mansoni nuclear hormone receptor superfamily protein-related Get druggable targets OG5_137778 All targets in OG5_137778
Schistosoma japonicum IPR008946,Nuclear receptor, ligand-binding,domain-containing Get druggable targets OG5_137778 All targets in OG5_137778

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi ecdysteroid receptor peroxisome proliferator-activated receptor alpha 468 aa 397 aa 25.4 %
Brugia malayi ecdysteroid receptor peroxisome proliferator-activated receptor delta 441 aa 369 aa 24.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Brugia malayi hypothetical protein 0.014 0.1085 0.1085
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0024 0.0092 0.0092
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0024 0.0092 0.0092
Trichomonas vaginalis AGC family protein kinase 0.0709 0.599 1
Brugia malayi ecdysteroid receptor 0.0024 0.0092 0.0092
Echinococcus multilocularis FTZ F1 alpha 0.0024 0.0092 0.0195
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0024 0.0092 0.0092
Echinococcus granulosus FTZ F1 alpha 0.0024 0.0092 0.0195
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0024 0.0092 0.0092
Echinococcus granulosus protein kinase c epsilon type 0.0246 0.2 0.4216
Brugia malayi Nuclear hormone receptor-like 1 0.0024 0.0092 0.0092
Schistosoma mansoni serine/threonine kinase 0.0246 0.2 0.4216
Onchocerca volvulus 0.014 0.1085 1
Echinococcus multilocularis Protein kinase C, brain isozyme 0.0246 0.2 0.4216
Onchocerca volvulus Bile acid receptor homolog 0.0024 0.0092 0.0852
Echinococcus multilocularis nervana 2 0.0462 0.3856 0.8129
Brugia malayi Steroid receptor seven-up type 2 0.0024 0.0092 0.0092
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0024 0.0092 0.0195
Echinococcus multilocularis ribosomal protein S6 kinase alpha 3 0.0246 0.2 0.4216
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0024 0.0092 0.0195
Entamoeba histolytica protein kinase, putative 0.0565 0.4743 0.7918
Toxoplasma gondii AGC kinase 0.0707 0.5973 1
Schistosoma mansoni serine/threonine-protein kinase 0.0474 0.3963 0.8356
Schistosoma mansoni hypothetical protein 0.014 0.1085 0.2287
Echinococcus granulosus dual specificity testis-specific protein kinase 0.0019 0.0048 0.01
Brugia malayi Protein kinase domain containing protein 0.0709 0.599 0.599
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0024 0.0092 0.0195
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Trichomonas vaginalis AGC family protein kinase 0.0709 0.599 1
Trichomonas vaginalis AGC family protein kinase 0.0565 0.4743 0.6944
Brugia malayi Hr1 repeat family protein 0.0246 0.2 0.2
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Echinococcus multilocularis serine threonine protein kinase 0.0246 0.2 0.4216
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0024 0.0092 0.0092
Schistosoma mansoni steroid hormone receptor ad4bp 0.0024 0.0092 0.0195
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0024 0.0092 0.0195
Entamoeba histolytica protein kinase, putative 0.0709 0.599 1
Schistosoma mansoni coup transcription factor 0.0024 0.0092 0.0195
Loa Loa (eye worm) hypothetical protein 0.0246 0.2 0.2
Echinococcus granulosus serine:threonine protein kinase N2 0.0246 0.2 0.4216
Entamoeba histolytica protein kinase 2, putative 0.0472 0.3946 0.6588
Loa Loa (eye worm) AGC/RSK/P70 protein kinase 0.0707 0.5973 0.5975
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0024 0.0092 0.0195
Loa Loa (eye worm) AGC/RSK/MSK protein kinase 0.0246 0.2 0.2
Echinococcus granulosus Glutaredoxin protein 5 0.0462 0.3856 0.8129
Trichomonas vaginalis AGC family protein kinase 0.0246 0.2 0.0221
Loa Loa (eye worm) hypothetical protein 0.014 0.1085 0.1085
Loa Loa (eye worm) AGC/PDK1 protein kinase 0.0565 0.4743 0.4745
Echinococcus granulosus 3-phosphoinositide-dependent protein kinase 1 0.0565 0.4743 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0024 0.0092 0.0092
Plasmodium falciparum RAC-beta serine/threonine protein kinase 0.0472 0.3946 1
Brugia malayi Protein kinase domain containing protein 0.0246 0.2 0.2
Trichomonas vaginalis AGC family protein kinase 0.0248 0.2017 0.0263
Echinococcus granulosus activin receptor type 0.0019 0.0048 0.01
Plasmodium vivax rac-beta serine/threonine protein kinase, putative 0.0472 0.3946 0.5
Echinococcus granulosus Ribosomal protein S6 kinase beta 2 0.0246 0.2 0.4216
Trichomonas vaginalis AGC family protein kinase 0.0565 0.4743 0.6944
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0024 0.0092 0.0092
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0024 0.0092 0.0092
Schistosoma mansoni nuclear hormone receptor superfamily protein-related 0.0428 0.3569 0.7524
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0024 0.0092 0.0092
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0024 0.0092 0.0092
Loa Loa (eye worm) AGC/NDR protein kinase 0.0246 0.2 0.2
Onchocerca volvulus 0.0024 0.0092 0.0852
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0024 0.0092 0.0195
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Echinococcus granulosus protein kinase c iota type 0.0246 0.2 0.4216
Brugia malayi nuclear receptor NHR-88 0.0024 0.0092 0.0092
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0024 0.0092 0.0195
Echinococcus multilocularis ecdysone induced protein 78C 0.0024 0.0092 0.0195
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0024 0.0092 0.0092
Loa Loa (eye worm) AGC/PKN protein kinase 0.0246 0.2 0.2
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0024 0.0092 0.0092
Brugia malayi steroid hormone receptor 0.0024 0.0092 0.0092
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0024 0.0092 0.0195
Echinococcus granulosus serine threonine protein kinase nrc 0.0472 0.3946 0.832
Schistosoma mansoni serine/threonine protein kinase 0.0246 0.2 0.4216
Trichomonas vaginalis AGC family protein kinase 0.0709 0.599 1
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Trichomonas vaginalis AGC family protein kinase 0.0709 0.599 1
Echinococcus granulosus nervana 2 0.0462 0.3856 0.8129
Entamoeba histolytica protein kinase domain containing protein 0.0019 0.0048 0.0079
Schistosoma mansoni serine/threonine protein kinase 0.0246 0.2 0.4216
Onchocerca volvulus 0.014 0.1085 1
Schistosoma mansoni serine/threonine protein kinase 0.0246 0.2 0.4216
Echinococcus granulosus tyrosine protein kinase Lyn 0.0024 0.009 0.019
Schistosoma mansoni serine/threonine protein kinase 0.0565 0.4743 1
Leishmania major protein kinase, putative 0.0019 0.0048 0.5
Echinococcus multilocularis Ribosomal protein S6 kinase beta 2 0.0246 0.2 0.4216
Loa Loa (eye worm) TK/ALK protein kinase 0.1175 0.9997 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0024 0.0092 0.0195
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0024 0.0092 0.0092
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0024 0.0092 0.0195
Trypanosoma cruzi rac serine-threonine kinase, putative 0.0472 0.3946 0.9956
Schistosoma mansoni serine/threonine protein kinase 0.0246 0.2 0.4216
Schistosoma mansoni nuclear hormone receptor 0.0024 0.0092 0.0195
Echinococcus granulosus MAM 0.014 0.1085 0.2287
Echinococcus multilocularis nervana 2 0.0462 0.3856 0.8129
Entamoeba histolytica protein kinase, putative 0.0015 0.0015 0.0025
Schistosoma mansoni RAR-like nuclear receptor 0.0024 0.0092 0.0195
Brugia malayi p70 ribosomal S6 kinase beta 0.0707 0.5973 0.5973
Entamoeba histolytica protein kinase, putative 0.0709 0.599 1
Trichomonas vaginalis AGC family protein kinase 0.0709 0.599 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0024 0.0092 0.0092
Echinococcus multilocularis Glutaredoxin protein 5 0.0462 0.3856 0.8129
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0024 0.0092 0.0195
Entamoeba histolytica PH domain containing protein kinase, putative 0.0474 0.3963 0.6616
Schistosoma mansoni thyroid hormone receptor 0.0024 0.0092 0.0195
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0024 0.0092 0.0195
Entamoeba histolytica SH2-protein kinase domain containing protein 0.0015 0.0015 0.0025
Echinococcus multilocularis 3 phosphoinositide dependent protein kinase 1 0.0565 0.4743 1
Loa Loa (eye worm) AGC/PDK1 protein kinase 0.0565 0.4743 0.4745
Echinococcus granulosus ribosomal protein s6 kinase beta 1 0.0246 0.2 0.4216
Echinococcus granulosus NDR protein kinase 0.0246 0.2 0.4216
Loa Loa (eye worm) AGC/RSK/RSK protein kinase 0.0246 0.2 0.2
Echinococcus multilocularis dual specificity testis specific protein kinase 0.0019 0.0048 0.01
Schistosoma mansoni serine/threonine protein kinase 0.0246 0.2 0.4216
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0024 0.0092 0.0195
Brugia malayi protein kinase C II. 0.0246 0.2 0.2
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0024 0.0092 0.0195
Brugia malayi nuclear hormone receptor 0.0024 0.0092 0.0092
Giardia lamblia Kinase, AGC PKA 0.0472 0.3946 0.5
Loa Loa (eye worm) hypothetical protein 0.014 0.1085 0.1085
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0024 0.0092 0.0195
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0024 0.0092 0.0092
Brugia malayi Protein kinase domain containing protein 0.0565 0.4743 0.4743
Entamoeba histolytica PH domain containing protein kinase, putative 0.0474 0.3963 0.6616
Schistosoma mansoni serine/threonine protein kinase 0.0246 0.2 0.4216
Brugia malayi photoreceptor-specific nuclear receptor 0.0024 0.0092 0.0092
Echinococcus granulosus protein kinase C gamma type 0.0246 0.2 0.4216
Echinococcus multilocularis rac serine:threonine kinase 0.0474 0.3963 0.8356
Schistosoma mansoni thyroid hormone receptor 0.0024 0.0092 0.0195
Loa Loa (eye worm) hypothetical protein 0.1026 0.8719 0.8722
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0024 0.0092 0.0195
Echinococcus granulosus ribosomal protein S6 kinase alpha 3 0.0246 0.2 0.4216
Trichomonas vaginalis AGC family protein kinase 0.0709 0.599 1
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Echinococcus multilocularis thyroid hormone receptor alpha 0.0024 0.0092 0.0195
Schistosoma mansoni protein kinase 0.0019 0.0048 0.01
Loa Loa (eye worm) AGC/PKC/ETA protein kinase 0.0246 0.2 0.2
Echinococcus multilocularis serine threonine protein kinase nrc serine threonine protein kinase gad 0.0472 0.3946 0.832
Echinococcus multilocularis activin receptor type 0.0019 0.0048 0.01
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0024 0.0092 0.0195
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0024 0.0092 0.0195
Trichomonas vaginalis AGC family protein kinase 0.0709 0.599 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0024 0.0092 0.0092
Schistosoma mansoni serine/threonine protein kinase 0.0246 0.2 0.4216
Echinococcus multilocularis serine:threonine protein kinase N2 0.0246 0.2 0.4216
Brugia malayi phosphoinositide-dependent protein kinase I 0.0565 0.4743 0.4743
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0024 0.0092 0.0852
Echinococcus multilocularis MAM 0.014 0.1085 0.2287
Schistosoma mansoni hypothetical protein 0.014 0.1085 0.2287
Echinococcus granulosus nervana 2 0.0462 0.3856 0.8129
Echinococcus granulosus serine/threonine protein kinase 0.0474 0.3963 0.8356
Entamoeba histolytica protein kinase, putative 0.0246 0.2 0.3338
Trypanosoma cruzi Protein kinase B 0.0474 0.3963 1
Loa Loa (eye worm) AGC/DMPK/GEK protein kinase 0.0246 0.2 0.2
Schistosoma mansoni protein kinase 0.0019 0.0048 0.01
Echinococcus multilocularis protein kinase c epsilon type 0.0246 0.2 0.4216
Echinococcus multilocularis serine:threonine protein kinase 38 0.0246 0.2 0.4216
Trichomonas vaginalis AGC family protein kinase 0.0246 0.2 0.0221
Schistosoma mansoni atypical protein kinase C 0.0246 0.2 0.4216
Entamoeba histolytica protein kinase, putative 0.0707 0.5973 0.9971
Onchocerca volvulus Protein ultraspiracle homolog 0.0024 0.0092 0.0852
Echinococcus granulosus calcium:calmodulin dependent protein kinase 0.0472 0.3946 0.832
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0462 0.3856 0.8129
Trypanosoma brucei rac serine-threonine kinase, putative 0.0709 0.599 1
Brugia malayi Protein kinase domain containing protein 0.0246 0.2 0.2
Schistosoma mansoni protein kinase 0.0019 0.0048 0.01
Echinococcus multilocularis ribosomal protein s6 kinase beta 1 0.0246 0.2 0.4216
Loa Loa (eye worm) hypothetical protein 0.014 0.1085 0.1085
Schistosoma mansoni retinoic acid receptor RXR 0.0024 0.0092 0.0195
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Trypanosoma cruzi rac serine-threonine kinase, putative 0.0474 0.3963 1
Trichomonas vaginalis AGC family protein kinase 0.0246 0.2 0.0221
Trichomonas vaginalis AGC family protein kinase 0.0565 0.4743 0.6944
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Echinococcus multilocularis serine:threonine protein kinase N2 0.0246 0.2 0.4216
Loa Loa (eye worm) AGC/AKT protein kinase 0.0709 0.599 0.5992
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0462 0.3856 0.8129
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0024 0.0092 0.0092
Echinococcus granulosus ecdysone induced protein 78C 0.0024 0.0092 0.0195
Schistosoma mansoni serine/threonine-protein kinase 0.0474 0.3963 0.8356
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0024 0.0092 0.0092
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0024 0.0092 0.0092
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0024 0.0092 0.0195
Loa Loa (eye worm) steroid hormone receptor 0.0024 0.0092 0.0092
Echinococcus multilocularis protein kinase c iota type 0.0246 0.2 0.4216
Echinococcus granulosus Protein kinase C brain isozyme 0.0246 0.2 0.4216
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0024 0.0092 0.0092

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 656 nM Agonist activity at human PPARdelta in HepG2 cells by GAL4-luciferase reporter gene assay ChEMBL. 17512197
EC50 (functional) = 656 nM Agonist activity at human PPARdelta in HepG2 cells by GAL4-luciferase reporter gene assay ChEMBL. 17512197
IC50 (binding) Displacement of [3H]5-(4-(3-(5-methyl-2-phenyloxazol-4-yl)propanoyl)benzyl)thiazolidine-2,4-dione from human PPARgamma after 2 hrs by SPA ChEMBL. 17512197
IC50 (binding) 0 Displacement of [3H]5-(4-(3-(5-methyl-2-phenyloxazol-4-yl)propanoyl)benzyl)thiazolidine-2,4-dione from human PPARgamma after 2 hrs by SPA ChEMBL. 17512197
IC50 (binding) = 37 nM Displacement of [3H]2-(4-(3-(4-acetyl-3-hydroxy-2 propyl-phenoxy)propoxy)phenoxy)acetic acid from human PPARdelta after 30 mins by SPA ChEMBL. 17512197
IC50 (binding) = 37 nM Displacement of [3H]2-(4-(3-(4-acetyl-3-hydroxy-2 propyl-phenoxy)propoxy)phenoxy)acetic acid from human PPARdelta after 30 mins by SPA ChEMBL. 17512197
IC50 (binding) = 5810 nM Displacement of [3H]2-(4-(2-(3-(2,4-difluorophenyl)-1-heptylureido)ethyl)phenoxy)-2-methylbutanoic acid from human PPARalpha after 30 mins by SPA ChEMBL. 17512197
IC50 (binding) = 5810 nM Displacement of [3H]2-(4-(2-(3-(2,4-difluorophenyl)-1-heptylureido)ethyl)phenoxy)-2-methylbutanoic acid from human PPARalpha after 30 mins by SPA ChEMBL. 17512197
Ratio IC50 (binding) = 159 Selectivity for human PPARdelta over human PPARalpha ChEMBL. 17512197

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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