Detailed information for compound 431946

Basic information

Technical information
  • TDR Targets ID: 431946
  • Name: 6-(4-methylsulfonylphenyl)-5-[4-(2-piperidin- 1-ylethoxy)phenoxy]naphthalen-2-ol
  • MW: 517.636 | Formula: C30H31NO5S
  • H donors: 1 H acceptors: 3 LogP: 6.06 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: Oc1ccc2c(c1)ccc(c2Oc1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)S(=O)(=O)C
  • InChi: 1S/C30H31NO5S/c1-37(33,34)27-13-5-22(6-14-27)28-15-7-23-21-24(32)8-16-29(23)30(28)36-26-11-9-25(10-12-26)35-20-19-31-17-3-2-4-18-31/h5-16,21,32H,2-4,17-20H2,1H3
  • InChiKey: NJVFOFMHUJJIMB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-(4-methylsulfonylphenyl)-5-[4-[2-(1-piperidyl)ethoxy]phenoxy]naphthalen-2-ol
  • 6-(4-methylsulfonylphenyl)-5-[4-[2-(1-piperidyl)ethoxy]phenoxy]-2-naphthalenol
  • 6-(4-mesylphenyl)-5-[4-(2-piperidinoethoxy)phenoxy]-2-naphthol
  • LY2066948
  • L4G
  • 6-(4-METHYLSULFONYL-PHENYL)-5-[4-(2-PIPERIDIN-1-YLETHOXY)PHENOXY]NAPHTHALEN-2-OL

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens estrogen receptor 2 (ER beta) Starlite/ChEMBL References
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
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) hypothetical protein estrogen receptor 2 (ER beta) 495 aa 418 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus Peroxidase homolog 0.1099 1 1
Brugia malayi Animal haem peroxidase family protein 0.1099 1 1
Onchocerca volvulus Peroxidasin homolog 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Brugia malayi Animal haem peroxidase family protein 0.1099 1 1
Echinococcus granulosus peroxidasin 0.1099 1 1
Brugia malayi Blistered cuticle protein 3 0.1099 1 1
Brugia malayi Animal haem peroxidase family protein 0.1099 1 1
Onchocerca volvulus Dual oxidase homolog 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Echinococcus multilocularis peroxidasin 0.1099 1 1
Onchocerca volvulus Chorion peroxidase homolog 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Loa Loa (eye worm) animal heme peroxidase 0.1099 1 1
Onchocerca volvulus 0.1099 1 1
Schistosoma mansoni peroxidasin 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Loa Loa (eye worm) animal heme peroxidase 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Loa Loa (eye worm) animal heme peroxidase 0.1099 1 1
Toxoplasma gondii EGF family domain-containing protein 0.0355 0 0.5
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Brugia malayi Peroxidasin 0.1099 1 1
Brugia malayi Animal haem peroxidase family protein 0.1099 1 1
Loa Loa (eye worm) animal heme peroxidase 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Schistosoma mansoni peroxidasin 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Onchocerca volvulus 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Brugia malayi Animal haem peroxidase family protein 0.1099 1 1
Onchocerca volvulus 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Onchocerca volvulus Peroxidase homolog 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Onchocerca volvulus Peroxidasin homolog 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Loa Loa (eye worm) hypothetical protein 0.1099 1 1
Giardia lamblia High cysteine protein 0.0355 0 0.5
Loa Loa (eye worm) blistered cuticle protein 3 0.1099 1 1

Activities

Activity type Activity value Assay description Source Reference
Drug uptake (ADMET) = 103 ng/g Drug level in Sprague-Dawley rat brain at 10 mg/kg, po after 6 hrs ChEMBL. 17482463
Drug uptake (ADMET) = 660 ng/ml Drug level in Sprague-Dawley rat plasma at 10 mg/kg, po after 6 hrs ChEMBL. 17482463
ED50 (functional) = 0.071 mg kg-1 Inhibition of estradiol-induced increase in uterine wet weight in orally dosed Sprague-Dawley rat after 3 days ChEMBL. 17482463
ED50 (functional) < 1 mg kg-1 Inhibition of estrogen stimulation in Sprague-Dawley rat at 10 mg/kg ChEMBL. 17482463
Efficacy (functional) = 29 % Increase in estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation at 1 uM relative to control ChEMBL. 17482463
Efficacy (functional) = 29 % Increase in estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation at 1 uM relative to control ChEMBL. 17482463
Efficacy (functional) = 88 % Inhibition of estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation ChEMBL. 17482463
Efficacy (functional) = 88 % Inhibition of estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation ChEMBL. 17482463
IC50 (functional) = 10.7 nM Inhibition of estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation ChEMBL. 17482463
IC50 (functional) = 10.7 nM Inhibition of estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation ChEMBL. 17482463
Inhibition (functional) = 83 % Inhibition of estrogen stimulation in Sprague-Dawley rat at 10 mg/kg ChEMBL. 17482463
Ki (binding) = 0.47 nM Displacement of [3H]estradiol from human recombinant ERalpha ChEMBL. 17482463
Ki (binding) = 0.47 nM Displacement of [3H]estradiol from human recombinant ERalpha ChEMBL. 17482463
Ki (binding) = 1.32 nM Displacement of [3H]estradiol from human recombinant ERbeta ChEMBL. 17482463
Ki (binding) = 1.32 nM Displacement of [3H]estradiol from human recombinant ERbeta ChEMBL. 17482463
logBB (ADMET) = -0.81 Ratio of log of drug level in brain to blood in Sprague-Dawley rat ChEMBL. 17482463
Ratio (functional) = 1.1 Ratio of estrogen level in Sprague-Dawley rat at dose of 30 times ED50 for 10 days relative to control ChEMBL. 17482463

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17482463

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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