Detailed information for compound 230835

Basic information

Technical information
  • TDR Targets ID: 230835
  • Name: (2E,4E)-5-[2-[2-(3-fluoropropoxy)-3,5-di(prop an-2-yl)phenyl]cyclopenten-1-yl]-3-methylpent a-2,4-dienoic acid
  • MW: 414.553 | Formula: C26H35FO3
  • H donors: 1 H acceptors: 2 LogP: 6.79 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: FCCCOc1c(cc(cc1C(C)C)C(C)C)C1=C(CCC1)/C=C/C(=C/C(=O)O)/C
  • InChi: 1S/C26H35FO3/c1-17(2)21-15-23(18(3)4)26(30-13-7-12-27)24(16-21)22-9-6-8-20(22)11-10-19(5)14-25(28)29/h10-11,14-18H,6-9,12-13H2,1-5H3,(H,28,29)/b11-10+,19-14+
  • InChiKey: HCXVTFDYDVOCPY-XJZNFUNPSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2E,4E)-5-[2-[2-(3-fluoropropoxy)-3,5-diisopropyl-phenyl]cyclopenten-1-yl]-3-methyl-penta-2,4-dienoic acid
  • (2E,4E)-5-[2-[2-(3-fluoropropoxy)-3,5-diisopropylphenyl]-1-cyclopentenyl]-3-methylpenta-2,4-dienoic acid
  • (2E,4E)-5-[2-[2-(3-fluoropropoxy)-3,5-di(propan-2-yl)phenyl]cyclopenten-1-yl]-3-methyl-penta-2,4-dienoic acid
  • (2E,4E)-5-[2-[2-(3-fluoropropoxy)-3,5-di(propan-2-yl)phenyl]-1-cyclopentenyl]-3-methylpenta-2,4-dienoic acid
  • (2E,4E)-5-[2-[2-(3-fluoropropoxy)-3,5-diisopropyl-phenyl]-1-cyclopentenyl]-3-methyl-penta-2,4-dienoic acid
  • (2E,4E)-5-[2-[2-(3-fluoropropoxy)-3,5-di(propan-2-yl)phenyl]-1-cyclopentenyl]-3-methyl-penta-2,4-dienoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Retinoid X receptor beta Starlite/ChEMBL References
Rattus norvegicus Retinoic acid receptor gamma Starlite/ChEMBL References
Rattus norvegicus Peroxisome proliferator-activated receptor gamma Starlite/ChEMBL References
Homo sapiens retinoic acid receptor, beta Starlite/ChEMBL References
Rattus norvegicus Peroxisome proliferator-activated receptor alpha Starlite/ChEMBL References
Rattus norvegicus Retinoid X receptor alpha Starlite/ChEMBL References
Rattus norvegicus Retinoic acid receptor alpha Starlite/ChEMBL References
Rattus norvegicus Retinoid X receptor gamma 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131607 All targets in OG5_131607
Schistosoma japonicum ko:K08701 nuclear receptor, subfamily 1, invertebrate, putative Get druggable targets OG5_137778 All targets in OG5_137778
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha Get druggable targets OG5_130073 All targets in OG5_130073
Schistosoma japonicum ko:K08524 nuclear receptor, subfamily 2, group B, member 1, putative Get druggable targets OG5_130073 All targets in OG5_130073
Schistosoma mansoni retinoic acid receptor RXR Get druggable targets OG5_130073 All targets in OG5_130073
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog Get druggable targets OG5_131607 All targets in OG5_131607
Loa Loa (eye worm) nuclear receptor nhr-7B Get druggable targets OG5_131607 All targets in OG5_131607
Echinococcus granulosus retinoic acid receptor rxr beta a Get druggable targets OG5_130073 All targets in OG5_130073
Brugia malayi nuclear hormone receptor Get druggable targets OG5_131607 All targets in OG5_131607
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 409 aa 30.8 %
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 Retinoid X receptor alpha   467 aa 400 aa 25.8 %
Echinococcus granulosus hepatocyte nuclear factor 4 alpha Peroxisome proliferator-activated receptor gamma   505 aa 474 aa 25.1 %
Onchocerca volvulus Retinoic acid receptor alpha   459 aa 406 aa 22.7 %
Brugia malayi ecdysteroid receptor Peroxisome proliferator-activated receptor alpha   468 aa 375 aa 25.1 %
Onchocerca volvulus DnaJ subfamily C member 16 homolog Retinoid X receptor alpha   467 aa 391 aa 29.4 %
Onchocerca volvulus Retinoid X receptor alpha   467 aa 379 aa 25.1 %
Brugia malayi Steroid receptor seven-up type 2 Peroxisome proliferator-activated receptor alpha   468 aa 381 aa 24.1 %
Loa Loa (eye worm) hypothetical protein Retinoid X receptor gamma   463 aa 437 aa 31.1 %
Onchocerca volvulus Retinoid X receptor alpha   467 aa 435 aa 31.5 %
Schistosoma mansoni retinoic acid receptor RXR Peroxisome proliferator-activated receptor alpha   468 aa 398 aa 28.4 %
Loa Loa (eye worm) hypothetical protein Retinoid X receptor alpha   467 aa 390 aa 29.5 %
Echinococcus granulosus ecdysone induced protein 78C Peroxisome proliferator-activated receptor alpha   468 aa 409 aa 30.8 %
Loa Loa (eye worm) hypothetical protein Peroxisome proliferator-activated receptor alpha   468 aa 376 aa 27.9 %
Loa Loa (eye worm) hypothetical protein Retinoid X receptor alpha   467 aa 401 aa 28.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0811 0.8885 1
Brugia malayi nuclear hormone receptor 0.0811 0.8885 0.5
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0439 0 0.5
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0485 0.1115 0.5
Schistosoma mansoni retinoic acid receptor RXR 0.0485 0.1115 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 1604 nM In vitro evaluation against RXR-alpha/PPAR-gamma in CV-1 cells by cotransfection assay was determined ChEMBL. 12954061
Efficacy (binding) = 2 % In vitro evaluation against RXR-alpha in CV-1 cells by cotransfection assay. ChEMBL. 12954061
Efficacy (binding) = 2 % In vitro evaluation against RXR-alpha in CV-1 cells by cotransfection assay. ChEMBL. 12954061
Efficacy (binding) = 52 % In vitro evaluation against RXR-alpha/PPAR-gamma in CV-1 cells by cotransfection assay. ChEMBL. 12954061
Efficacy (binding) = 80 % In vitro evaluation against RXR-alpha in CV-1 cells by cotransfection assay. ChEMBL. 12954061
Efficacy (binding) = 80 % In vitro evaluation against RXR-alpha in CV-1 cells by cotransfection assay. ChEMBL. 12954061
Efficacy (binding) = 131 % In vitro evaluation against RXR-alpha/PPAR-gamma in CV-1 cells by cotransfection assay. ChEMBL. 12954061
IC50 (binding) = 3.3 nM Invitro evaluation against RXR-alpha in CV-1 cells by cotransfection assay was determined ChEMBL. 12954061
IC50 (binding) = 3.3 nM Invitro evaluation against RXR-alpha in CV-1 cells by cotransfection assay was determined ChEMBL. 12954061
Ki (binding) = 1.9 nM Binding affinity for Retinoic acid receptor RXR-alpha was determined by competing with 3[H]-9-cis-RA ChEMBL. 12954061
Ki (binding) = 1.9 nM Binding affinity for Retinoic acid receptor RXR-alpha was determined by competing with 3[H]-9-cis-RA ChEMBL. 12954061
Ki (binding) = 5.7 nM Binding affinity for Retinoic acid receptor RXR-beta was determined by competing with 3[H]-9-cis-RA ChEMBL. 12954061
Ki (binding) = 5.7 nM Binding affinity for Retinoic acid receptor RXR-beta was determined by competing with 3[H]-9-cis-RA ChEMBL. 12954061
Ki (binding) = 7.6 nM Binding affinity for Retinoic acid receptor RXR-gamma was determined by competing with 3[H]-9-cis-RA ChEMBL. 12954061
Ki (binding) = 7.6 nM Binding affinity for Retinoic acid receptor RXR-gamma was determined by competing with 3[H]-9-cis-RA ChEMBL. 12954061
Ki (binding) = 2221 nM Binding affinity for Retinoic acid receptor gamma was determined by competing with 3[H]-ATRA ChEMBL. 12954061
Ki (binding) = 2221 nM Binding affinity for Retinoic acid receptor gamma was determined by competing with 3[H]-ATRA ChEMBL. 12954061
Ki (binding) = 2481 nM Binding affinity for Retinoic acid receptor alpha was determined by competing with 3[H]-ATRA ChEMBL. 12954061
Ki (binding) = 2481 nM Binding affinity for Retinoic acid receptor alpha was determined by competing with 3[H]-ATRA ChEMBL. 12954061
Ki (binding) = 4706 nM Binding affinity for Peroxisome proliferator activated receptor gamma was determined ChEMBL. 12954061
Ki (binding) = 4706 nM Binding affinity for Peroxisome proliferator activated receptor gamma was determined ChEMBL. 12954061
Ki (binding) = 8269 nM Binding affinity for Retinoic acid receptor beta was determined by competing with 3[H]-ATRA ChEMBL. 12954061
Ki (binding) = 8269 nM Binding affinity for Retinoic acid receptor beta was determined by competing with 3[H]-ATRA ChEMBL. 12954061
Ki (binding) > 10000 nM Binding affinity for peroxisome Peroxisome proliferator activated receptor alpha was determined ChEMBL. 12954061
Ki (binding) > 10000 nM Binding affinity for peroxisome Peroxisome proliferator activated receptor alpha was determined ChEMBL. 12954061
Synergy (binding) = 2.1 fold In vitro snergistic elevation of transcriptional activation in CV-1 cells expressing RAR and RXR with 3 nm TTNBP ChEMBL. 12954061
Synergy (binding) = 2.1 fold In vitro snergistic elevation of transcriptional activation in CV-1 cells expressing RAR and RXR with 3 nm TTNBP ChEMBL. 12954061
Synergy EC50 (binding) = 4.6 nM In vitro evaluation against RXR-alpha/PPAR-gamma in CV-1 cells by cotransfection assay was determined ChEMBL. 12954061

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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