Detailed information for compound 209021

Basic information

Technical information
  • TDR Targets ID: 209021
  • Name: 2-[[4-methoxy-3-[2-[4-(trifluoromethyl)phenyl ]ethoxy]phenyl]methyl]butanoic acid
  • MW: 396.4 | Formula: C21H23F3O4
  • H donors: 1 H acceptors: 2 LogP: 5.39 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCC(C(=O)O)Cc1ccc(c(c1)OCCc1ccc(cc1)C(F)(F)F)OC
  • InChi: 1S/C21H23F3O4/c1-3-16(20(25)26)12-15-6-9-18(27-2)19(13-15)28-11-10-14-4-7-17(8-5-14)21(22,23)24/h4-9,13,16H,3,10-12H2,1-2H3,(H,25,26)
  • InChiKey: XRWICJKJHIYETJ-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-[4-methoxy-3-[2-[4-(trifluoromethyl)phenyl]ethoxy]benzyl]butyric acid

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
Schistosoma japonicum ko:K08701 nuclear receptor, subfamily 1, invertebrate, putative 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
Mycobacterium tuberculosis Probable oxidoreductase 0.1691 0.4852 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Loa Loa (eye worm) oxidoreductase 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Schistosoma mansoni P2X receptor subunit 0.303 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Trypanosoma cruzi aldo-keto reductase 0.1691 0.4852 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.1691 0.4852 1
Plasmodium vivax aldehyde reductase, putative 0.049 0.0236 0.5
Echinococcus granulosus hypothetical protein 0.1691 0.4852 0.4727
Leishmania major prostaglandin f synthase, putative 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.049 0.0236 0.5
Entamoeba histolytica aldose reductase, putative 0.1691 0.4852 1
Echinococcus granulosus aldo keto reductase 0.1691 0.4852 0.4727
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.1691 0.4852 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Trypanosoma cruzi aldo/keto reductase, putative 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Echinococcus multilocularis aldo keto reductase 0.1691 0.4852 0.4727
Echinococcus granulosus aldehyde reductase 0.1201 0.297 0.28
Echinococcus multilocularis p2X purinoceptor 4 0.303 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Trypanosoma brucei aldo-keto reductase, putative 0.1691 0.4852 1
Entamoeba histolytica aldose reductase, putative 0.1691 0.4852 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Onchocerca volvulus 0.1691 0.4852 1
Toxoplasma gondii aldose reductase, putative 0.1691 0.4852 1
Onchocerca volvulus 0.1691 0.4852 1
Schistosoma mansoni aldo-keto reductase 0.1691 0.4852 0.4852
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Echinococcus granulosus p2X purinoceptor 4 0.303 1 1
Onchocerca volvulus 0.1691 0.4852 1
Schistosoma mansoni potassium channel beta 0.049 0.0236 0.0236
Entamoeba histolytica aldose reductase, putative 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Echinococcus multilocularis aldo keto reductase 0.1691 0.4852 0.4727
Onchocerca volvulus 0.1691 0.4852 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Schistosoma mansoni P2X receptor subunit 0.303 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Loa Loa (eye worm) oxidoreductase 0.1691 0.4852 1
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.1691 0.4852 1
Echinococcus multilocularis p2X purinoceptor 4 0.303 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Mycobacterium ulcerans oxidoreductase 0.1691 0.4852 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Schistosoma mansoni P2X receptor subunit 0.303 1 1
Echinococcus granulosus aldo keto reductase 0.1691 0.4852 0.4727
Trichomonas vaginalis aldo/keto reductase, putative 0.1691 0.4852 1
Schistosoma mansoni pol-related 0.1691 0.4852 0.4852
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Giardia lamblia Aldose reductase 0.1691 0.4852 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1691 0.4852 0.4727
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Loa Loa (eye worm) oxidoreductase 0.1691 0.4852 1
Plasmodium falciparum aldo-keto reductase, putative 0.049 0.0236 0.5
Plasmodium falciparum aldehyde reductase, putative 0.049 0.0236 0.5
Echinococcus multilocularis aldo keto reductase 0.1691 0.4852 0.4727
Mycobacterium leprae Conserved hypothetical protein 0.1201 0.297 0.5922
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase 0.1691 0.4852 0.4727
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.1691 0.4852 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.1691 0.4852 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.1691 0.4852 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.1691 0.4852 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Giardia lamblia Aldose reductase 0.1691 0.4852 0.5
Onchocerca volvulus 0.1691 0.4852 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1691 0.4852 1
Echinococcus granulosus p2X purinoceptor 4 0.303 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Loa Loa (eye worm) oxidoreductase 0.1691 0.4852 1
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.1691 0.4852 1
Echinococcus granulosus aldo keto reductase 0.1691 0.4852 0.4727
Schistosoma mansoni P2X receptor subunit 0.303 1 1
Echinococcus multilocularis p2X purinoceptor 4 0.303 1 1
Leishmania major aldo-keto reductase-like protein 0.1691 0.4852 1
Trypanosoma brucei prostaglandin f synthase 0.1691 0.4852 1
Echinococcus multilocularis aldehyde reductase 0.1201 0.297 0.28
Schistosoma mansoni aldo-keto reductase 0.1691 0.4852 0.4852
Onchocerca volvulus 0.1691 0.4852 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.1691 0.4852 1
Loa Loa (eye worm) oxidoreductase 0.1691 0.4852 1
Loa Loa (eye worm) hypothetical protein 0.1691 0.4852 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1691 0.4852 0.4727
Trichomonas vaginalis aldo/keto reductase, putative 0.1691 0.4852 1
Trichomonas vaginalis aldo/keto reductase, putative 0.1691 0.4852 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.4 uM Agonist activity on Gal4 chimeric human Peroxisome proliferator activated receptor delta expressed in CHO-K1 cells ChEMBL. 12904063
EC50 (functional) = 0.4 uM Agonist activity on Gal4 chimeric human Peroxisome proliferator activated receptor delta expressed in CHO-K1 cells ChEMBL. 12904063
EC50 (functional) = 0.68 uM In vitro effective concentration for agonist activity on human Peroxisome proliferator activated receptor alpha-Gal4 chimeric receptor in transfected KRP-297 cells ChEMBL. 12904063
EC50 (functional) = 0.68 uM In vitro effective concentration for agonist activity on human Peroxisome proliferator activated receptor alpha-Gal4 chimeric receptor in transfected KRP-297 cells ChEMBL. 12904063
EC50 (binding) = 2.72 uM Transcriptional activation activity on human Peroxisome proliferator activated receptor alpha expressed in CHO-K1 cells ChEMBL. 12951082
EC50 (binding) = 16.1 uM Transcriptional activation activity on human T279M-mutant Peroxisome proliferator activated receptor alpha expressed in CHO-K1 cells ChEMBL. 12951082
IA (functional) In vitro effective concentration for agonist activity on human Peroxisome proliferator activated receptor gamma-Gal4 chimeric receptor in transfected CHO-K1 cells at 10 microM ChEMBL. 12904063
IA (functional) 0 In vitro effective concentration for agonist activity on human Peroxisome proliferator activated receptor gamma-Gal4 chimeric receptor in transfected CHO-K1 cells at 10 microM ChEMBL. 12904063
Ratio (binding) = 5.92 Ratio of transcriptional activation of T279M mutant compared to wild type PPAR-GAL4 chimeric receptors in CHO-K1 cells ChEMBL. 12951082
Ratio (binding) = 12.3 Ratio of transcriptional activation of I272F mutant compared to wild type PPAR-GAL4 chimeric receptors in CHO-K1 cells ChEMBL. 12951082

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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