TDR Targets

Basic information

Technical information

TDR Targets ID: 114937
Name: (2R,3S)-3-(4-hydroxyphenyl)-2-[4-(2-piperidin -1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxath iin-7-ol
MW: 463.588 | Formula: C27H29NO4S
H donors: 2 H acceptors: 2 LogP: 5.38 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: Oc1ccc2c(c1)O[C@@H]([C@@H](S2)c1ccc(cc1)O)c1ccc(cc1)OCCN1CCCCC1
InChi: 1S/C27H29NO4S/c29-21-8-4-20(5-9-21)27-26(32-24-18-22(30)10-13-25(24)33-27)19-6-11-23(12-7-19)31-17-16-28-14-2-1-3-15-28/h4-13,18,26-27,29-30H,1-3,14-17H2/t26-,27+/m1/s1
InChiKey: YFBBUNQHPDYKHQ-SXOMAYOGSA-N

Network

Hover on a compound node to display the structore

Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(2R,3S)-3-(4-hydroxyphenyl)-2-[4-[2-(1-piperidyl)ethoxy]phenyl]-2,3-dihydro-1,4-benzoxathiin-7-ol
(2R,3S)-3-(4-hydroxyphenyl)-2-[4-(2-piperidinoethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-7-ol

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	estrogen receptor 1	Starlite/ChEMBL	References
Homo sapiens	estrogen receptor 2 (ER 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
Loa Loa (eye worm)	hypothetical protein	estrogen receptor 2 (ER beta)	495 aa	418 aa	25.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	RAR-like nuclear receptor	0.0016	0.5	0.5
Schistosoma mansoni	thyroid hormone receptor	0.0016	0.5	0.5
Loa Loa (eye worm)	steroid hormone receptor	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0016	0.5	0.5
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0016	0.5	0.5
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0016	0.5	0.5
Brugia malayi	photoreceptor-specific nuclear receptor	0.0016	0.5	0.5
Schistosoma mansoni	coup transcription factor	0.0016	0.5	0.5
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0016	0.5	0.5
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0016	0.5	0.5
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0016	0.5	0.5
Onchocerca volvulus		0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0016	0.5	0.5
Onchocerca volvulus	Bile acid receptor homolog	0.0016	0.5	0.5
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0016	0.5	0.5
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0016	0.5	0.5
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Schistosoma mansoni	retinoic acid receptor RXR	0.0016	0.5	0.5
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0016	0.5	0.5
Onchocerca volvulus	Protein ultraspiracle homolog	0.0016	0.5	0.5
Schistosoma mansoni	thyroid hormone receptor	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0016	0.5	0.5
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0016	0.5	0.5
Brugia malayi	Steroid receptor seven-up type 2	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0016	0.5	0.5
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0016	0.5	0.5
Schistosoma mansoni	nuclear hormone receptor	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor-like 1	0.0016	0.5	0.5
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0016	0.5	0.5
Echinococcus multilocularis	ecdysone induced protein 78C	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0016	0.5	0.5
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0016	0.5	0.5
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0016	0.5	0.5
Echinococcus granulosus	FTZ F1 alpha	0.0016	0.5	0.5
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0016	0.5	0.5
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Brugia malayi	nuclear receptor NHR-88	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Echinococcus multilocularis	FTZ F1 alpha	0.0016	0.5	0.5
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0016	0.5	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Brugia malayi	steroid hormone receptor	0.0016	0.5	0.5
Brugia malayi	nuclear hormone receptor	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0016	0.5	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0016	0.5	0.5
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0016	0.5	0.5
Echinococcus granulosus	ecdysone induced protein 78C	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0016	0.5	0.5
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0016	0.5	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0016	0.5	0.5
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0016	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.5	0.5
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0016	0.5	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Antagonism (functional)	= 67 %	Anti-estrogen effects in rat (uterine weight) following 1 mg/kg s.c.	ChEMBL.	15125925
Antagonism (functional)	= 67 %	Anti-estrogen effects in rat (uterine weight) following 1 mg/kg s.c.	ChEMBL.	15125925
CL (ADMET)	= 154 ml min-1 kg-1	Plasma clearance of the compund in female SpragueDawley rats	ChEMBL.	15125925
Estrogenic effect (functional)	= 1 %	Intrinsic estrogenic activity in rat (uterine weight) following 1 mg/kg s.c.	ChEMBL.	15125925
Estrogenic effect (functional)	= 1 %	Intrinsic estrogenic activity in rat (uterine weight) following 1 mg/kg s.c.	ChEMBL.	15125925
F (ADMET)	= 0 %	Bioavailability in rat (Sprague-Dawley) (female)	ChEMBL.	15125925
IC50 (binding)	= 1.6 nM	Binding affinity towards human recombinant Estrogen receptor alpha was determined	ChEMBL.	15084115
IC50 (binding)	= 1.6 nM	Binding affinity towards human recombinant Estrogen receptor alpha was determined	ChEMBL.	15084115
IC50 (binding)	= 1.8 nM	Displacement of [3H]-17-beta-estradiol from full length human estrogen receptor alpha	ChEMBL.	15125925
IC50 (binding)	= 1.8 nM	Displacement of [3H]-17-beta-estradiol from full length human estrogen receptor alpha	ChEMBL.	15125925
IC50 (functional)	= 5 nM	Potency in cellular transactivation assay utilizing HEK-293 cells stably co-transfected with human estrogen receptor alpha and the alkaline phosphatase reporter gene.	ChEMBL.	15125925
IC50 (functional)	= 5 nM	Potency in cellular transactivation assay utilizing HEK-293 cells stably co-transfected with human estrogen receptor alpha and the alkaline phosphatase reporter gene.	ChEMBL.	15125925
IC50 (binding)	= 44.4 nM	Displacement of [3H]-17-beta-estradiol from full length human estrogen receptor beta	ChEMBL.	15125925
IC50 (binding)	= 44.4 nM	Displacement of [3H]-17-beta-estradiol from full length human estrogen receptor beta	ChEMBL.	15125925
IC50 (binding)	= 45 nM	Binding affinity towards human recombinant Estrogen receptor beta was determined	ChEMBL.	15084115
IC50 (binding)	= 45 nM	Binding affinity towards human recombinant Estrogen receptor beta was determined	ChEMBL.	15084115
IC50 (functional)	= 238.8 nM	Potency in cellular transactivation assay utilizing HEK-293 cells stably co-transfected with human estrogen receptor beta and the alkaline phosphatase reporter gene	ChEMBL.	15125925
IC50 (functional)	= 238.8 nM	Potency in cellular transactivation assay utilizing HEK-293 cells stably co-transfected with human estrogen receptor beta and the alkaline phosphatase reporter gene	ChEMBL.	15125925
T1/2 (ADMET)	= 2.2 hr	Half life period of the compound in female SpragueDawley rats	ChEMBL.	15125925

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

ChEMBL: CHEMBL71584
PubChem: 11397112

Bibliographic References

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 114937