Detailed information for compound 174779

Basic information

Technical information
  • TDR Targets ID: 174779
  • Name: 2-[4-[(E)-1-(3-hydroxyphenyl)-2-phenylbut-1-e nyl]phenoxy]acetic acid
  • MW: 374.429 | Formula: C24H22O4
  • H donors: 2 H acceptors: 3 LogP: 6.34 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC/C(=C(\c1cccc(c1)O)/c1ccc(cc1)OCC(=O)O)/c1ccccc1
  • InChi: 1S/C24H22O4/c1-2-22(17-7-4-3-5-8-17)24(19-9-6-10-20(25)15-19)18-11-13-21(14-12-18)28-16-23(26)27/h3-15,25H,2,16H2,1H3,(H,26,27)/b24-22+
  • InChiKey: CAPHKVMHGPLJRK-ZNTNEXAZSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-[(E)-1-(3-hydroxyphenyl)-2-phenyl-but-1-enyl]phenoxy]acetic acid
  • 2-[4-[(E)-1-(3-hydroxyphenyl)-2-phenyl-but-1-enyl]phenoxy]ethanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens estrogen receptor 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium falciparum endoplasmin, putative 0.0062 0 0.5
Mycobacterium tuberculosis Two component sensor histidine kinase TrcS 0.0062 0 0.5
Mycobacterium ulcerans two component system membrane associated sensor kinase 0.0062 0 0.5
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0062 0 0.5
Trypanosoma cruzi pyruvate dehydrogenase (lipoamide) kinase, putative 0.0389 0.3113 0.3113
Mycobacterium tuberculosis Two component sensory transduction histidine kinase MtrB 0.0062 0 0.5
Trichomonas vaginalis heat shock protein, putative 0.0062 0 0.5
Trypanosoma brucei developmentally regulated phosphoprotein 0.1113 1 1
Trichomonas vaginalis sensor histidine kinase, putative 0.0062 0 0.5
Plasmodium falciparum heat shock protein 90 0.0062 0 0.5
Mycobacterium tuberculosis Conserved protein 0.0062 0 0.5
Trichomonas vaginalis mismatch repair protein Mlh1C (mutL homolog) 0.0062 0 0.5
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.1113 1 1
Wolbachia endosymbiont of Brugia malayi membrane associated signal transduction histidine kinase 0.0062 0 0.5
Echinococcus multilocularis high affinity choline transporter 1 0.0307 0.2331 0.2331
Plasmodium vivax DNA gyrase subunit B, putative 0.0062 0 0.5
Entamoeba histolytica heat shock protein 90, putative 0.0062 0 0.5
Mycobacterium ulcerans two component sensor histidine kinase PrrB 0.0062 0 0.5
Loa Loa (eye worm) hypothetical protein 0.1113 1 1
Chlamydia trachomatis DNA gyrase subunit B 0.0062 0 0.5
Leishmania major developmentally regulated phosphoprotein-like protein 0.1113 1 1
Mycobacterium leprae PUTATIVE TWO COMPONENT SENSOR HISTIDINE KINASE SENX3 0.0062 0 0.5
Mycobacterium ulcerans two component sensory transduction histidine kinase MtrB 0.0062 0 0.5
Trypanosoma brucei pyruvate dehydrogenase (lipoamide) kinase, putative 0.0389 0.3113 0.3113
Plasmodium vivax heat shock protein 86, putative 0.0062 0 0.5
Mycobacterium ulcerans two component system response phosphate sensor kinase, PhoR 0.0062 0 0.5
Mycobacterium ulcerans sensor kinase from two component regulatory system 0.0062 0 0.5
Plasmodium falciparum DNA topoisomerase VI, b subunit, putative 0.0062 0 0.5
Mycobacterium tuberculosis Probable sensor protein KdpD 0.0062 0 0.5
Trichomonas vaginalis sensory transduction histidine kinase, putative 0.0062 0 0.5
Trichomonas vaginalis DNA topoisomerase II, putative 0.0062 0 0.5
Mycobacterium ulcerans two component sensor histidine kinase DevS 0.0062 0 0.5
Plasmodium falciparum DNA topoisomerase 2 0.0062 0 0.5
Plasmodium falciparum DNA gyrase subunit B 0.0062 0 0.5
Brugia malayi GH02984p 0.0307 0.2331 0.2331
Trypanosoma cruzi developmentally regulated phosphoprotein, putative 0.1113 1 1
Treponema pallidum chemotaxis histidine kinase (cheA) 0.0062 0 0.5
Mycobacterium ulcerans two component sensor histidine kinase TrcS 0.0062 0 0.5
Entamoeba histolytica DNA topoisomerase II, putative 0.0062 0 0.5
Wolbachia endosymbiont of Brugia malayi signal transduction histidine kinase and receiver 0.0062 0 0.5
Trichomonas vaginalis receptor histidine kinase, putative 0.0062 0 0.5
Leishmania major pyruvate dehydrogenase (lipoamide) kinase, putative 0.0389 0.3113 0.3113
Mycobacterium tuberculosis Two component sensor kinase MprB 0.0062 0 0.5
Giardia lamblia Heat shock protein HSP 90-alpha 0.0062 0 0.5
Mycobacterium tuberculosis Two component sensor histidine kinase PrrB 0.0062 0 0.5
Mycobacterium leprae Probable two component sensor kinase MprB 0.0062 0 0.5
Mycobacterium tuberculosis Possible two component sensor kinase 0.0062 0 0.5
Entamoeba histolytica heat shock protein 90, putative 0.0062 0 0.5
Mycobacterium tuberculosis Possible two component sensor kinase TcrY 0.0062 0 0.5
Trichomonas vaginalis endoplasmin, putative 0.0062 0 0.5
Giardia lamblia Pms1-like protein 0.0062 0 0.5
Mycobacterium ulcerans two component sensor histidine kinase SenX3 0.0062 0 0.5
Mycobacterium tuberculosis Possible two component system response sensor kinase membrane associated PhoR 0.0062 0 0.5
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.1113 1 1
Trichomonas vaginalis heat shock protein, putative 0.0062 0 0.5
Toxoplasma gondii pyruvate dehydrogenase kinase, putative 0.0389 0.3113 0.8409
Mycobacterium tuberculosis Two component sensor kinase [second part] 0.0062 0 0.5
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0062 0 0.5
Mycobacterium ulcerans two component regulator - sensor kinase 0.0062 0 0.5
Schistosoma mansoni pyruvate dehydrogenase 0.1113 1 1
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0062 0 0.5
Mycobacterium tuberculosis Two component sensor histidine kinase DevS 0.0062 0 0.5
Mycobacterium tuberculosis Two component sensor histidine kinase DosT 0.0062 0 0.5
Plasmodium vivax endoplasmin, putative 0.0062 0 0.5
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0451 0.3702 1
Chlamydia trachomatis DNA gyrase subunit B 0.0062 0 0.5
Mycobacterium ulcerans putative regultory protein 0.0062 0 0.5
Echinococcus granulosus Pyruvate dehydrogenase lipoamide kinase 0.1113 1 1
Mycobacterium leprae TWO COMPONENT SENSOR HISTIDINE KINASE PRRB 0.0062 0 0.5
Trichomonas vaginalis receptor histidine kinase, putative 0.0062 0 0.5
Trichomonas vaginalis sensory transduction histidine kinase bacterial, putative 0.0062 0 0.5
Schistosoma mansoni pyruvate dehydrogenase 0.1051 0.9411 0.9411
Echinococcus granulosus high affinity choline transporter 1 0.0307 0.2331 0.2331
Schistosoma mansoni pyruvate dehydrogenase 0.1051 0.9411 0.9411
Mycobacterium ulcerans DNA gyrase subunit B 0.0062 0 0.5
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0062 0 0.5
Schistosoma mansoni high-affinity choline transporter 0.0307 0.2331 0.2331
Plasmodium vivax DNA topoisomerase II, putative 0.0062 0 0.5
Trichomonas vaginalis sensory transduction histidine kinase bacterial, putative 0.0062 0 0.5
Trichomonas vaginalis two component sensor and regulator histidine kinase bacteria, putative 0.0062 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0307 0.2331 0.2331
Mycobacterium tuberculosis Probable two component sensor kinase 0.0062 0 0.5
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0062 0 0.5
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0062 0 0.5
Mycobacterium leprae Probable two-component sensor kinase 0.0062 0 0.5
Plasmodium vivax hypothetical protein, conserved 0.0062 0 0.5
Chlamydia trachomatis two component regulatory system sensor histidine kinase 0.0062 0 0.5
Mycobacterium ulcerans two component sensor kinase MprB 0.0062 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Cell number (functional) = 52 % Inhibition of MCF-7 cell proliferation at 10000 nM ChEMBL. 10447957
Cell number (functional) = 52 % Inhibition of MCF-7 cell proliferation at 10000 nM ChEMBL. 10447957
Cell number (functional) = 78 % Inhibition of estrogen-induced MCF-7 cell proliferation at 10000 nM ChEMBL. 10447957
Cell number (functional) = 78 % Inhibition of estrogen-induced MCF-7 cell proliferation at 10000 nM ChEMBL. 10447957
Cell number (functional) = 82 % Inhibition of MCF-7 cell proliferation at 100 nM ChEMBL. 10447957
Cell number (functional) = 82 % Inhibition of MCF-7 cell proliferation at 100 nM ChEMBL. 10447957
Cell number (functional) = 99 % Inhibition of MCF-7 cell proliferation at 10 nM ChEMBL. 10447957
Cell number (functional) = 99 % Inhibition of MCF-7 cell proliferation at 10 nM ChEMBL. 10447957
IC50 (binding) = 1440 nM Displacement of [3H]-17-beta-estradiol from human estrogen receptor alpha ChEMBL. 10447957
IC50 (binding) = 1440 nM Displacement of [3H]-17-beta-estradiol from human estrogen receptor alpha ChEMBL. 10447957
RBA (binding) = 0.4 Relative binding affinity for human estrogen receptor alpha compared to 17-beta-estradiol ChEMBL. 10447957
RBA (binding) = 0.4 Relative binding affinity for human estrogen receptor alpha compared to 17-beta-estradiol ChEMBL. 10447957

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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