Detailed information for compound 161336

Basic information

Technical information
  • TDR Targets ID: 161336
  • Name: (4-fluorophenyl)-(6-hydroxy-3-naphthalen-1-yl -1-benzofuran-2-yl)methanone
  • MW: 382.383 | Formula: C25H15FO3
  • H donors: 1 H acceptors: 2 LogP: 6.62 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)C(=O)c1oc2c(c1c1cccc3c1cccc3)ccc(c2)O
  • InChi: 1S/C25H15FO3/c26-17-10-8-16(9-11-17)24(28)25-23(21-13-12-18(27)14-22(21)29-25)20-7-3-5-15-4-1-2-6-19(15)20/h1-14,27H
  • InChiKey: NLZMIQVDKOLBLI-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • (4-fluorophenyl)-[6-hydroxy-3-(1-naphthyl)benzofuran-2-yl]methanone
  • (4-fluorophenyl)-[6-hydroxy-3-(1-naphthalenyl)-2-benzofuranyl]methanone
  • (4-fluorophenyl)-[6-hydroxy-3-(1-naphthyl)-2-benzofuranyl]methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Estrogen receptor alpha Starlite/ChEMBL References
Rattus norvegicus Estrogen receptor beta 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
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Estrogen receptor beta   530 aa 430 aa 24.9 %
Schistosoma mansoni retinoic acid receptor RXR Estrogen receptor beta   530 aa 451 aa 25.5 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma brucei NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial, putative 0.0078 0.371 0.5
Echinococcus multilocularis NADH dehydrogenase (ubiquinone) flavoprotein 1 0.0078 0.371 0.5
Schistosoma mansoni NADH-ubiquinone oxidoreductase 0.0078 0.371 0.371
Loa Loa (eye worm) NADH-ubiquinone oxidoreductase 51 kDa subunit 0.0078 0.371 1
Mycobacterium ulcerans NADH dehydrogenase I subunit F 0.0078 0.371 0.371
Brugia malayi NADH-ubiquinone oxidoreductase 51 kDa subunit, mitochondrial precursor 0.0078 0.371 1
Trichomonas vaginalis NADH-ubiquinone oxidoreductase flavoprotein, putative 0.0078 0.371 0.5
Leishmania major NADH-ubiquinone oxidoreductase, mitochondrial, putative 0.0078 0.371 0.5
Schistosoma mansoni hypothetical protein 0.0145 1 1
Mycobacterium ulcerans NADH dehydrogenase subunit H 0.0145 1 1
Wolbachia endosymbiont of Brugia malayi NADH dehydrogenase subunit H 0.0145 1 1
Onchocerca volvulus NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial homolog 0.0042 0.0279 1
Trypanosoma cruzi NADH-ubiquinone oxidoreductase, mitochondrial, putative 0.0078 0.371 0.5
Mycobacterium tuberculosis Probable NADH dehydrogenase I (chain F) NuoF (NADH-ubiquinone oxidoreductase chain F) 0.0078 0.371 0.371
Trichomonas vaginalis NADH-ubiquinone oxidoreductase flavoprotein, putative 0.0078 0.371 0.5
Trypanosoma brucei NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial 0.0078 0.371 0.5
Mycobacterium tuberculosis Probable NADH dehydrogenase I (chain H) NuoH (NADH-ubiquinone oxidoreductase chain H) 0.0145 1 1
Trypanosoma cruzi NADH-ubiquinone oxidoreductase, mitochondrial, putative 0.0078 0.371 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 300 nM Binding to Estrogen receptor- beta (ER beta) receptor ChEMBL. 12270167
IC50 (binding) = 300 nM Binding to Estrogen receptor- beta (ER beta) receptor ChEMBL. 12270167
IC50 (functional) = 350 nM Inhibition of bone resorption in Rabbit osteoclast cells by Bone-pit assay ChEMBL. 12270167
IC50 (binding) = 360 nM Binding to Estrogen receptor- alpha (ER alpha) receptor ChEMBL. 12270167
IC50 (binding) = 360 nM Binding to Estrogen receptor- alpha (ER alpha) receptor ChEMBL. 12270167
Selectivity (binding) = 0.84 Selectivity as ratio of IC50 against ER beta receptor to IC50 against ER alpha receptor ChEMBL. 12270167
Selectivity (binding) = 0.84 Selectivity as ratio of IC50 against ER beta receptor to IC50 against ER alpha receptor ChEMBL. 12270167
Stimulation (functional) = 48 % Antagonist activity in MCF-7 breast tumor cell proliferation assay, based on pS2 gene expression at 10 uM ChEMBL. 12270167
Stimulation (functional) = 48 % Antagonist activity in MCF-7 breast tumor cell proliferation assay, based on pS2 gene expression at 10 uM ChEMBL. 12270167
Stimulation (functional) = 140 % Agonist activity in MCF-7 breast tumor cell proliferation assay, based on pS2 gene expression at 10 uM ChEMBL. 12270167
Stimulation (functional) = 140 % Agonist activity in MCF-7 breast tumor cell proliferation assay, based on pS2 gene expression at 10 uM ChEMBL. 12270167

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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