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 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 japonicum IPR008946,Nuclear receptor, ligand-binding,domain-containing 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

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 delta 441 aa 369 aa 24.7 %
Brugia malayi ecdysteroid receptor peroxisome proliferator-activated receptor alpha 468 aa 397 aa 25.4 %

Obtained from network model

Ranking Plot


Putative Targets List


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