Detailed information for compound 409330

Basic information

Technical information
  • TDR Targets ID: 409330
  • Name: (1S,3Z,5S)-3-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1- (4-ethyl-4-hydroxyhexoxy)ethyl]-7a-methyl-2,3 ,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethyli dene]-5-(difluoromethyl)-4-methylidenecyclohe xan-1-ol
  • MW: 494.697 | Formula: C30H48F2O3
  • H donors: 2 H acceptors: 2 LogP: 6.65 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCC(CCCO[C@@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@@H](O)C[C@@H](C1=C)C(F)F)C)(CC)O
  • InChi: 1S/C30H48F2O3/c1-6-30(34,7-2)16-9-17-35-21(4)26-13-14-27-22(10-8-15-29(26,27)5)11-12-23-18-24(33)19-25(20(23)3)28(31)32/h11-12,21,24-28,33-34H,3,6-10,13-19H2,1-2,4-5H3/b22-11+,23-12-/t21-,24-,25+,26-,27+,29-/m1/s1
  • InChiKey: JHEXIWJRXZGBMA-AFLZJIMUSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1S,3Z,5S)-3-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxy-hexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-(difluoromethyl)-4-methylene-cyclohexanol
  • (1S,3Z,5S)-3-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxyhexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-(difluoromethyl)-4-methylenecyclohexanol
  • (1S,3Z,5S)-3-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxy-hexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-(difluoromethyl)-4-methylidene-cyclohexan-1-ol
  • (1S,3Z,5S)-3-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxy-hexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-(difluoromethyl)-4-methylene-cyclohexan-1-ol
  • (1S,3Z,5S)-3-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxyhexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-(difluoromethyl)-4-methylene-1-cyclohexanol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens vitamin D (1,25- dihydroxyvitamin D3) receptor 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
Brugia malayi steroid hormone receptor vitamin D (1,25- dihydroxyvitamin D3) receptor 427 aa 416 aa 24.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus Bile acid receptor homolog 0.0012 0 0.5
Loa Loa (eye worm) fructose-1,6-bisphosphatase 0.111 1 1
Echinococcus granulosus fructose 16 bisphosphatase 1 0.111 1 1
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.111 1 1
Onchocerca volvulus 0.0012 0 0.5
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.111 1 1
Schistosoma mansoni fructose-16-bisphosphatase-related 0.111 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0012 0 0.5
Onchocerca volvulus Protein ultraspiracle homolog 0.0012 0 0.5
Trypanosoma brucei fructose-1,6-bisphosphatase 0.111 1 1
Leishmania major 0.111 1 0.5
Toxoplasma gondii fructose-bisphospatase II 0.111 1 1
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 0.111 1 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 5 % Calcemic activity in Sprague-Dawley rat measured as urinary calcium excretion relative to calcitriol ChEMBL. 17149880
ED50 (binding) = 3 nM Activity on human VDR-mediated transcription of osteocalcin VDRE fused to thymidine kinase promoter/growth hormone reporter gene in CV1 cells ChEMBL. 17149880
ED50 (binding) = 3 nM Activity on human VDR-mediated transcription of osteocalcin VDRE fused to thymidine kinase promoter/growth hormone reporter gene in CV1 cells ChEMBL. 17149880
ED50 (functional) = 7 nM Antiproliferative activity against murine keratinocytes ChEMBL. 17149880
ED50 (binding) = 100 nM Stabilization of human [35S]VDR against trypsin digestion by protease assay ChEMBL. 17149880
ED50 (binding) = 100 nM Stabilization of human [35S]VDR against trypsin digestion by protease assay ChEMBL. 17149880
IC50 (binding) = 19.5 nM Displacement of [3H]1,25-dihydroxyvitamin D3 from human VDR by HAP assay ChEMBL. 17149880
IC50 (binding) = 19.5 nM Displacement of [3H]1,25-dihydroxyvitamin D3 from human VDR by HAP assay ChEMBL. 17149880

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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