Detailed information for compound 450525

Basic information

Technical information
  • TDR Targets ID: 450525
  • Name: (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2S)-1- (4,4-dimethylpent-2-ynoxy)propan-2-yl]-7a-met hyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene ]ethylidene]-4-methylidenecyclohexane-1,3-dio l
  • MW: 440.658 | Formula: C29H44O3
  • H donors: 2 H acceptors: 2 LogP: 5.67 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](COCC#CC(C)(C)C)C)C)/C1
  • InChi: 1S/C29H44O3/c1-20(19-32-16-8-14-28(3,4)5)25-12-13-26-22(9-7-15-29(25,26)6)10-11-23-17-24(30)18-27(31)21(23)2/h10-11,20,24-27,30-31H,2,7,9,12-13,15-19H2,1,3-6H3/b22-10+,23-11-/t20-,24-,25-,26+,27+,29-/m1/s1
  • InChiKey: WCAGQFCSSCSBAZ-OPCYFKLFSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1S)-2-(4,4-dimethylpent-2-ynoxy)-1-methyl-ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-cyclohexane-1,3-diol
  • (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1S)-2-(4,4-dimethylpent-2-ynoxy)-1-methylethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylenecyclohexane-1,3-diol
  • (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2S)-1-(4,4-dimethylpent-2-ynoxy)propan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol

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
Brugia malayi Bromodomain containing protein 0.0089 0.1742 1
Brugia malayi Latrophilin receptor protein 2 0.0018 0.023 0.0795
Echinococcus multilocularis FTZ F1 alpha 0.0012 0.01 0.0084
Schistosoma mansoni hypothetical protein 0.0018 0.0218 0.0203
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0018 0.023 0.0215
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0022 0.0306 0.029
Toxoplasma gondii histone lysine methyltransferase SET1 0.0066 0.1249 1
Schistosoma mansoni hypothetical protein 0.0018 0.023 0.0215
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0012 0.01 0.0084
Echinococcus granulosus FTZ F1 alpha 0.0012 0.01 0.0084
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Loa Loa (eye worm) hypothetical protein 0.0047 0.085 0.5151
Schistosoma mansoni ap endonuclease 0.0022 0.0306 0.029
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0012 0.01 0.0264
Echinococcus multilocularis zinc finger protein 0.0025 0.0365 0.035
Schistosoma mansoni bromodomain containing protein 0.0075 0.1451 0.1438
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0012 0.01 0.0084
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0012 0.01 0.0084
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0022 0.0306 0.5
Entamoeba histolytica DNA repair and recombination protein, putative 0.0177 0.3634 1
Schistosoma mansoni hypothetical protein 0.004 0.0685 0.067
Loa Loa (eye worm) CXXC zinc finger family protein 0.0033 0.0552 0.3207
Schistosoma mansoni methyl-cpg binding protein mbd 0.002 0.0262 0.0247
Echinococcus multilocularis thyroid hormone receptor alpha 0.0012 0.01 0.0084
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Schistosoma mansoni zinc finger protein 0.0025 0.0365 0.035
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0012 0.01 0.0084
Schistosoma mansoni RAR-like nuclear receptor 0.0012 0.01 0.0084
Schistosoma mansoni zinc finger protein 0.0018 0.0218 0.0203
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0022 0.0306 0.029
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0018 0.023 0.0215
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0042 0.0731 0.0717
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0012 0.01 0.0084
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Echinococcus granulosus GPCR family 2 0.0018 0.023 0.0215
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0012 0.01 0.0084
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0177 0.3634 1
Schistosoma mansoni thyroid hormone receptor 0.0012 0.01 0.0084
Schistosoma mansoni hypothetical protein 0.0018 0.023 0.0215
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0012 0.01 0.0084
Schistosoma mansoni nuclear hormone receptor 0.0012 0.01 0.0084
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0012 0.01 0.0264
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.001 0.0059 0.0044
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.0177 0.3634 1
Trichomonas vaginalis ap endonuclease, putative 0.0022 0.0306 0.0841
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0012 0.01 0.0264
Echinococcus granulosus ATP dependent DNA helicase PIF1 0.0177 0.3634 0.3624
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0012 0.01 0.0084
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0021 0.0278 0.0262
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0018 0.023 0.0795
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0012 0.01 0.0084
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0177 0.3634 1
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0021 0.0278 0.0262
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0022 0.0306 0.0255
Echinococcus granulosus cpg binding protein 0.0037 0.064 0.0625
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0071 0.1362 0.1349
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0012 0.01 0.0264
Brugia malayi CXXC zinc finger family protein 0.0033 0.0552 0.2753
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0012 0.01 0.0084
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Brugia malayi PHD-finger family protein 0.0031 0.0498 0.2424
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0058 0.1077 0.5949
Echinococcus multilocularis GPCR, family 2 0.0018 0.023 0.0215
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0022 0.0306 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0012 0.01 0.0084
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0022 0.0306 0.1604
Trichomonas vaginalis ap endonuclease, putative 0.0022 0.0306 0.0841
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0012 0.01 0.0084
Echinococcus granulosus ecdysone induced protein 78C 0.0012 0.01 0.0084
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0022 0.0306 0.0255
Loa Loa (eye worm) hypothetical protein 0.0082 0.1595 1
Schistosoma mansoni cpg binding protein 0.0037 0.064 0.0625
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0022 0.0306 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.0058 0.1077 0.5949
Loa Loa (eye worm) latrophilin receptor protein 2 0.0018 0.023 0.1114
Echinococcus granulosus methyl CpG binding domain protein 2 0.002 0.0262 0.0247
Loa Loa (eye worm) hypothetical protein 0.0045 0.0792 0.4768
Echinococcus granulosus fetal alzheimer antigen falz 0.0028 0.0439 0.0424
Brugia malayi F/Y-rich N-terminus family protein 0.0012 0.0104 0.0025
Loa Loa (eye worm) hypothetical protein 0.0058 0.1077 0.6625
Brugia malayi exodeoxyribonuclease III family protein 0.0022 0.0306 0.1253
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0028 0.0439 0.0424
Brugia malayi latrophilin 2 splice variant baaae 0.004 0.0685 0.3563
Echinococcus multilocularis dnaJ subfamily B 0.0475 1 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0021 0.0278 0.0262
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0022 0.0306 0.0255
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0012 0.01 0.0084
Echinococcus granulosus zinc finger protein 0.0025 0.0365 0.035
Schistosoma mansoni methyl-cpg binding protein mbd 0.002 0.0262 0.0247
Schistosoma mansoni coup transcription factor 0.0012 0.01 0.0084
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0012 0.01 0.0084
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.0177 0.3634 1
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0028 0.0439 0.0424
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0177 0.3634 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.0939 0.5725
Schistosoma mansoni retinoic acid receptor RXR 0.0012 0.01 0.0084
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0071 0.1362 0.1349
Schistosoma mansoni steroid hormone receptor ad4bp 0.0012 0.01 0.0084
Entamoeba histolytica hypothetical protein, conserved 0.0177 0.3634 1
Schistosoma mansoni hypothetical protein 0.0024 0.0351 0.0336
Schistosoma mansoni ap endonuclease 0.0022 0.0306 0.029
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0012 0.01 0.0264
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0018 0.023 0.0215
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0058 0.1077 0.6625
Echinococcus multilocularis methyl CpG binding domain protein 2 0.002 0.0262 0.0247
Loa Loa (eye worm) steroid hormone receptor 0.0012 0.01 0.0264
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0042 0.0731 0.0717
Loa Loa (eye worm) hypothetical protein 0.0012 0.01 0.0264
Echinococcus multilocularis ATP dependent DNA helicase PIF1 0.0177 0.3634 0.3624
Brugia malayi Bromodomain containing protein 0.0044 0.079 0.4202
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0177 0.3634 1
Treponema pallidum exodeoxyribonuclease (exoA) 0.0022 0.0306 0.5
Loa Loa (eye worm) bromodomain containing protein 0.002 0.0277 0.142
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0071 0.1352 0.1338
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0018 0.023 0.0215
Loa Loa (eye worm) hypothetical protein 0.004 0.0685 0.4074
Echinococcus multilocularis cpg binding protein 0.0037 0.064 0.0625
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0012 0.01 0.0084
Schistosoma mansoni cpg binding protein 0.0033 0.0552 0.0537
Schistosoma mansoni thyroid hormone receptor 0.0012 0.01 0.0084
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0012 0.01 0.0084
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.0177 0.3634 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0012 0.01 0.0264
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.001 0.0059 0.0044
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0022 0.0306 0.5
Schistosoma mansoni hypothetical protein 0.0018 0.023 0.0215
Loa Loa (eye worm) PHD-finger family protein 0.0024 0.0351 0.19
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0012 0.01 0.0264
Echinococcus multilocularis ecdysone induced protein 78C 0.0012 0.01 0.0084
Giardia lamblia Rrm3p helicase 0.0177 0.3634 1
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0022 0.0306 0.0255
Schistosoma mansoni hypothetical protein 0.0177 0.3634 0.3624
Trichomonas vaginalis conserved hypothetical protein 0.0177 0.3634 1
Loa Loa (eye worm) hypothetical protein 0.0021 0.0278 0.1422
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0012 0.01 0.0084
Onchocerca volvulus 0.0033 0.0552 1
Schistosoma mansoni cpg binding protein 0.0037 0.064 0.0625
Echinococcus granulosus histone lysine methyltransferase setb 0.0021 0.0278 0.0262
Loa Loa (eye worm) hypothetical protein 0.0018 0.023 0.1114
Schistosoma mansoni hypothetical protein 0.0018 0.023 0.0215
Schistosoma mansoni hypothetical protein 0.0475 1 1
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0022 0.0306 0.5
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0012 0.01 0.0084
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0012 0.01 0.0084

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) < 0.02 Calciuric activity in rat utrine assessed as vitamine D3 level relative to calcitriol ChEMBL. 17924616
ED50 (binding) = 40 nM Activity at human recombinant VDR in ROS 17/2.8 cells transfected with growth hormone fusion gene VDRE assessed as growth hormone level by transcriptional assay ChEMBL. 17924616
ED50 (binding) = 40 nM Activity at human recombinant VDR in ROS 17/2.8 cells transfected with growth hormone fusion gene VDRE assessed as growth hormone level by transcriptional assay ChEMBL. 17924616
IC50 (functional) = 2 nM Antiproliferative activity against mouse keratinocytes ChEMBL. 17924616
IC50 (binding) = 47 nM Displacement of 1alpha, 25-(OH)[3H]D3 from human VDR expressed in COS1 cells ChEMBL. 17924616
IC50 (binding) = 47 nM Displacement of 1alpha, 25-(OH)[3H]D3 from human VDR expressed in COS1 cells ChEMBL. 17924616
LogP = 4.6 Lipophilicity, log D of the compound ChEMBL. 17924616

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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