Detailed information for compound 319846

Basic information

Technical information
  • TDR Targets ID: 319846
  • Name: (3S,4R)-3-phenyl-4-[4-(2-pyrrolidin-1-ylethox y)phenyl]-3,4-dihydro-1H-isothiochromen-7-ol
  • MW: 431.59 | Formula: C27H29NO2S
  • H donors: 1 H acceptors: 1 LogP: 5.53 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc2c(c1)CS[C@@H]([C@@H]2c1ccc(cc1)OCCN1CCCC1)c1ccccc1
  • InChi: 1S/C27H29NO2S/c29-23-10-13-25-22(18-23)19-31-27(21-6-2-1-3-7-21)26(25)20-8-11-24(12-9-20)30-17-16-28-14-4-5-15-28/h1-3,6-13,18,26-27,29H,4-5,14-17,19H2/t26-,27-/m1/s1
  • InChiKey: KNKMMFVVMHOSMW-KAYWLYCHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3S,4R)-3-phenyl-4-[4-(2-pyrrolidin-1-ylethoxy)phenyl]isothiochroman-7-ol
  • (3S,4R)-3-phenyl-4-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-7-isothiochromanol
  • (3S,4R)-3-phenyl-4-[4-(2-pyrrolidinoethoxy)phenyl]isothiochroman-7-ol
  • (3S,4R)-3-phenyl-4-[4-(2-1-pyrrolidinylethoxy)phenyl]-7-isothiochromanol

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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative 0.0421 1 0.5
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative 0.0421 1 1
Entamoeba histolytica geranylgeranyl pyrophosphate synthetase, putative 0.0106 0 0.5
Chlamydia trachomatis geranylgeranyl pyrophosphate synthase 0.0106 0 0.5
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0421 1 1
Mycobacterium leprae PROBABLE POLYPRENYL-DIPHOSPHATE SYNTHASE GRCC1 (POLYPRENYL PYROPHOSPHATE SYNTHETASE) 0.0106 0 0.5
Entamoeba histolytica bifunctional short chain isoprenyl diphosphate synthase, putative 0.0106 0 0.5
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0421 1 1
Echinococcus granulosus farnesyl pyrophosphate synthase 0.0421 1 1
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0421 1 1
Giardia lamblia Farnesyl diphosphate synthase 0.0421 1 0.5
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0421 1 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0421 1 0.5
Leishmania major farnesyl pyrophosphate synthase 0.0421 1 1
Entamoeba histolytica geranylgeranyl pyrophosphate synthase, putative 0.0106 0 0.5
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0421 1 1
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0421 1 1
Loa Loa (eye worm) polyprenyl synthetase 0.0421 1 1
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0106 0 0.5
Schistosoma mansoni farnesyl pyrophosphate synthase 0.0421 1 1
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0106 0 0.5
Trypanosoma cruzi farnesyl pyrophosphate synthase 0.0421 1 1
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0421 1 1
Echinococcus multilocularis farnesyl pyrophosphate synthase 0.0421 1 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0421 1 0.5
Treponema pallidum octaprenyl-diphosphate synthase 0.0106 0 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.25 nM Inhibition of MCF-7 cell proliferation ChEMBL. 15664843
IC50 (functional) = 0.25 nM Inhibition of MCF-7 cell proliferation ChEMBL. 15664843
IC50 (binding) = 0.6 nM Binding affinity for human estrogen receptor alpha ChEMBL. 15664843
IC50 (binding) = 0.6 nM Binding affinity for human estrogen receptor alpha ChEMBL. 15664843
IC50 (binding) = 2.1 nM Binding affinity for human estrogen receptor beta ChEMBL. 15664843
IC50 (binding) = 2.1 nM Binding affinity for human estrogen receptor beta ChEMBL. 15664843
Inhibition (functional) = 47 % Anti-estrogenic effect in rat uterine weight assay ChEMBL. 15664843
Inhibition (functional) = 47 % Anti-estrogenic effect in rat uterine weight assay ChEMBL. 15664843
Inhibition (functional) = 49 % Estrogenic effect in rat uterine weight assay ChEMBL. 15664843
Inhibition (functional) = 49 % Estrogenic effect in rat uterine weight assay ChEMBL. 15664843

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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