Detailed information for compound 58154

Basic information

Technical information
  • TDR Targets ID: 58154
  • Name: (E)-3-[4-[2-ethoxy-3,5-di(propan-2-yl)phenyl] -1-benzothiophen-2-yl]but-2-enoic acid
  • MW: 422.58 | Formula: C26H30O3S
  • H donors: 1 H acceptors: 2 LogP: 7.77 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1c(cc(cc1c1cccc2c1cc(s2)/C(=C/C(=O)O)/C)C(C)C)C(C)C
  • InChi: 1S/C26H30O3S/c1-7-29-26-20(16(4)5)12-18(15(2)3)13-22(26)19-9-8-10-23-21(19)14-24(30-23)17(6)11-25(27)28/h8-16H,7H2,1-6H3,(H,27,28)/b17-11+
  • InChiKey: JCUMFUZJXNRHHE-GZTJUZNOSA-N  

Network

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Synonyms

  • (E)-3-[4-(2-ethoxy-3,5-diisopropyl-phenyl)benzothiophen-2-yl]but-2-enoic acid
  • (E)-3-[4-(2-ethoxy-3,5-diisopropylphenyl)-2-benzothiophenyl]-2-butenoic acid
  • (E)-3-[4-(2-ethoxy-3,5-diisopropylphenyl)-2-benzothiophenyl]but-2-enoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens retinoid X receptor, gamma Starlite/ChEMBL References
Homo sapiens retinoic acid receptor, alpha Starlite/ChEMBL References
Mus musculus retinoid X receptor gamma Starlite/ChEMBL References
Homo sapiens retinoid X receptor, alpha Starlite/ChEMBL References
Homo sapiens retinoid X receptor, beta Starlite/ChEMBL References
Mus musculus retinoid X receptor beta Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi nuclear hormone receptor 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
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
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog Get druggable targets OG5_131607 All targets in OG5_131607
Loa Loa (eye worm) hypothetical protein 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
Schistosoma mansoni retinoic acid receptor RXR 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi ecdysteroid receptor retinoid X receptor gamma 340 aa 338 aa 24.6 %
Brugia malayi ecdysteroid receptor retinoid X receptor, alpha 435 aa 352 aa 23.9 %
Brugia malayi ecdysteroid receptor retinoid X receptor, gamma 340 aa 338 aa 24.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) nuclear receptor nhr-7B 0.029 0.0583 1
Schistosoma mansoni retinoic acid receptor RXR 0.0824 1 0.5
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0787 0.9347 0.5
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0327 0.1236 0.5
Brugia malayi nuclear hormone receptor 0.029 0.0583 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 20 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor alpha ChEMBL. 15006411
EC50 (binding) = 20 nM Transcriptional activation in CV-1 cells expressing Retinoid X receptor alpha ChEMBL. 15006411
Efficacy (functional) = 21 % In vitro agonist efficacy at human Retinoic X receptor alpha expressed in CV1 cells. ChEMBL. 15006411
Efficacy (functional) = 21 % In vitro agonist efficacy at human Retinoic X receptor alpha expressed in CV1 cells. ChEMBL. 15006411
Efficacy (functional) = 26 % In vitro agonist efficacy at human Retinoic X receptor alpha expressed in CV1 cells. ChEMBL. 15006411
Efficacy (functional) = 26 % In vitro agonist efficacy at human Retinoic X receptor alpha expressed in CV1 cells. ChEMBL. 15006411
IC50 (binding) 0 nM Transcriptional activation in CV-1 cells expressing Retinoic X receptor alpha; NC denotes as not calculated ChEMBL. 15006411
Ki (binding) = 6 nM Binding affinity against Retinoic acid receptor RXR-alpha by [3H]-9-cis-RA displacement. ChEMBL. 15006411
Ki (binding) = 6 nM Binding affinity against Retinoic acid receptor RXR-alpha by [3H]-9-cis-RA displacement. ChEMBL. 15006411
Ki (binding) = 11 nM Displacement of [3H]-9-cis-RA from Retinoic X receptor beta ChEMBL. 15006411
Ki (binding) = 11 nM Displacement of [3H]-9-cis-RA from Retinoic X receptor beta ChEMBL. 15006411
Ki (binding) = 12 nM Displacement of [3H]-9-cis-RA from retinoic X receptor gamma ChEMBL. 15006411
Ki (binding) = 12 nM Displacement of [3H]-9-cis-RA from retinoic X receptor gamma ChEMBL. 15006411
Ki (binding) = 5940 nM Binding affinity again retinoic acid receptor beta by [3H]-ATRA displacement. ChEMBL. 15006411
Ki (binding) = 5940 nM Binding affinity again retinoic acid receptor beta by [3H]-ATRA displacement. ChEMBL. 15006411
Ki (binding) > 10000 nM Binding affinity against retinoic acid receptor alpha by [3H]-ATRA displacement. ChEMBL. 15006411
Ki (binding) = 10000 nM Binding affinity against retinoic acid receptor gamma by [3H]-ATRA displacement. ChEMBL. 15006411
Ki (binding) > 10000 nM Binding affinity against retinoic acid receptor alpha by [3H]-ATRA displacement. ChEMBL. 15006411
Ki (binding) = 10000 nM Binding affinity against retinoic acid receptor gamma by [3H]-ATRA displacement. ChEMBL. 15006411

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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