Detailed information for compound 333818

Basic information

Technical information
  • TDR Targets ID: 333818
  • Name: 5-[3-[2-chloro-4-(2,2,2-trifluoroethoxy)pheno xy]propoxy]-2-ethyl-3H-1-benzofuran-2-carboxy lic acid
  • MW: 474.855 | Formula: C22H22ClF3O6
  • H donors: 1 H acceptors: 2 LogP: 5.98 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCC1(Cc2c(O1)ccc(c2)OCCCOc1ccc(cc1Cl)OCC(F)(F)F)C(=O)O
  • InChi: 1S/C22H22ClF3O6/c1-2-21(20(27)28)12-14-10-15(4-6-18(14)32-21)29-8-3-9-30-19-7-5-16(11-17(19)23)31-13-22(24,25)26/h4-7,10-11H,2-3,8-9,12-13H2,1H3,(H,27,28)
  • InChiKey: CVHHHTQDCPXBGQ-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 5-[3-[2-chloro-4-(2,2,2-trifluoroethoxy)phenoxy]propoxy]-2-ethyl-3H-benzofuran-2-carboxylic acid
  • 5-[3-[2-chloro-4-(2,2,2-trifluoroethoxy)phenoxy]propoxy]-2-ethyl-coumaran-2-carboxylic 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 gamma Starlite/ChEMBL References
Canis lupus familiaris 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
Echinococcus multilocularis ecdysone induced protein 78C Peroxisome proliferator-activated receptor alpha   468 aa 397 aa 30.2 %
Loa Loa (eye worm) hypothetical protein Peroxisome proliferator-activated receptor alpha   468 aa 375 aa 28.3 %
Brugia malayi nuclear hormone receptor Peroxisome proliferator-activated receptor alpha   468 aa 381 aa 30.4 %
Echinococcus granulosus ecdysone induced protein 78C Peroxisome proliferator-activated receptor alpha   468 aa 399 aa 30.6 %
Brugia malayi ecdysteroid receptor peroxisome proliferator-activated receptor alpha 468 aa 397 aa 25.4 %
Schistosoma mansoni retinoic acid receptor RXR Peroxisome proliferator-activated receptor alpha   468 aa 423 aa 26.9 %
Brugia malayi ecdysteroid receptor peroxisome proliferator-activated receptor delta 441 aa 369 aa 24.7 %
Echinococcus granulosus ecdysone induced protein 78C peroxisome proliferator-activated receptor gamma 477 aa 447 aa 28.2 %
Loa Loa (eye worm) hypothetical protein Peroxisome proliferator-activated receptor alpha   468 aa 389 aa 25.2 %
Onchocerca volvulus Peroxisome proliferator-activated receptor alpha   468 aa 409 aa 23.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0046 0 0.5
Schistosoma mansoni o-methyltransferase 0.0123 0.0677 0.0949
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0046 0 0.5
Echinococcus multilocularis FTZ F1 alpha 0.0046 0 0.5
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0046 0 0.5
Brugia malayi O-methyltransferase family protein 0.0123 0.0677 1
Echinococcus granulosus ecdysone induced protein 78C 0.0046 0 0.5
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0046 0 0.5
Onchocerca volvulus 0.0123 0.0677 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0046 0 0.5
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0046 0 0.5
Echinococcus granulosus FTZ F1 alpha 0.0046 0 0.5
Echinococcus multilocularis ecdysone induced protein 78C 0.0046 0 0.5
Brugia malayi O-methyltransferase family protein 0.0123 0.0677 1
Mycobacterium leprae PROBABLE METHYLTRANSFERASE 0.0123 0.0677 0.5
Schistosoma mansoni o-methyltransferase 0.0123 0.0677 0.0949
Brugia malayi O-methyltransferase 0.0123 0.0677 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0046 0 0.5
Schistosoma mansoni o-methyltransferase 0.0123 0.0677 0.0949
Loa Loa (eye worm) O-methyltransferase 0.0123 0.0677 1
Onchocerca volvulus 0.0123 0.0677 1
Schistosoma mansoni nuclear hormone receptor superfamily protein-related 0.0855 0.7129 1
Schistosoma mansoni o-methyltransferase 0.0123 0.0677 0.0949
Mycobacterium tuberculosis Probable catechol-O-methyltransferase 0.1058 0.892 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0046 0 0.5
Echinococcus multilocularis thyroid hormone receptor alpha 0.0046 0 0.5
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0046 0 0.5
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0046 0 0.5
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0046 0 0.5
Wolbachia endosymbiont of Brugia malayi O-methyltransferase 0.0123 0.0677 0.5
Loa Loa (eye worm) hypothetical protein 0.0123 0.0677 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0046 0 0.5
Brugia malayi O-methyltransferase family protein 0.0123 0.0677 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0046 0 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.008 uM Effective concentration against canine PPAR-alpha in Gal4 transactivation assay ChEMBL. 16107159
EC50 (functional) = 0.008 uM Effective concentration against canine PPAR-alpha in Gal4 transactivation assay ChEMBL. 16107159
EC50 (functional) = 0.034 uM Effective concentration against human PPAR-alpha in Gal4 transactivation assay ChEMBL. 16107159
EC50 (functional) = 0.034 uM Effective concentration against human PPAR-alpha in Gal4 transactivation assay ChEMBL. 16107159
EC50 (functional) = 0.402 uM Effective concentration against hamster PPAR-alpha in Gal4 transactivation assay ChEMBL. 16107159
EC50 (functional) = 0.402 uM Effective concentration against hamster PPAR-alpha in Gal4 transactivation assay ChEMBL. 16107159
EC50 (functional) > 3 uM Effective concentration against human PPAR-gamma in Gal4 transactivation assay; 19% response at 3 uM ChEMBL. 16107159
EC50 (functional) > 3 uM Effective concentration against human PPAR-gamma in Gal4 transactivation assay; 19% response at 3 uM ChEMBL. 16107159
IC50 (binding) = 0.032 uM In vitro binding affinity for PPAR-alpha ChEMBL. 16107159
IC50 (binding) > 15 uM In vitro binding affinity for PPAR-delta ChEMBL. 16107159
IC50 (binding) > 15 uM In vitro binding affinity for PPAR-gamma ChEMBL. 16107159
IC50 (binding) > 15 uM In vitro binding affinity for PPAR-delta ChEMBL. 16107159
IC50 (binding) > 15 uM In vitro binding affinity for PPAR-gamma ChEMBL. 16107159

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.