Detailed information for compound 353881

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 300.435 | Formula: C20H28O2
  • H donors: 1 H acceptors: 2 LogP: 3.6 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=C[C@]12CCC(=O)C=C1CCC1C2CC[C@]2(C1CC[C@@H]2O)C
  • InChi: 1S/C20H28O2/c1-3-20-11-8-14(21)12-13(20)4-5-15-16-6-7-18(22)19(16,2)10-9-17(15)20/h3,12,15-18,22H,1,4-11H2,2H3/t15?,16?,17?,18-,19-,20-/m0/s1
  • InChiKey: QIMSMVYRWNZWBL-GAKWCIEDSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens estrogen receptor 2 (ER beta) Starlite/ChEMBL References
Homo sapiens androgen receptor 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
Entamoeba histolytica geranylgeranyl pyrophosphate synthetase, putative 0.0114 0.0582 0.5
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0451 1 1
Schistosoma mansoni lipoxygenase 0.0133 0.1118 0.1118
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0133 0.1118 0.0569
Schistosoma mansoni glutathione synthetase 0.0114 0.0582 0.0582
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0451 1 1
Chlamydia trachomatis geranylgeranyl pyrophosphate synthase 0.0114 0.0582 0.5
Leishmania major farnesyl pyrophosphate synthase 0.0451 1 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0451 1 0.5
Echinococcus granulosus farnesyl pyrophosphate synthase 0.0451 1 1
Treponema pallidum octaprenyl-diphosphate synthase 0.0114 0.0582 0.5
Entamoeba histolytica bifunctional short chain isoprenyl diphosphate synthase, putative 0.0114 0.0582 0.5
Schistosoma mansoni geranylgeranyl pyrophosphate synthase 0.0114 0.0582 0.0582
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0451 1 1
Entamoeba histolytica geranylgeranyl pyrophosphate synthase, putative 0.0114 0.0582 0.5
Mycobacterium leprae PROBABLE POLYPRENYL-DIPHOSPHATE SYNTHASE GRCC1 (POLYPRENYL PYROPHOSPHATE SYNTHETASE) 0.0114 0.0582 0.5
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0133 0.1118 0.0569
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative 0.0451 1 1
Trichomonas vaginalis geranylgeranyl pyrophosphate synthase, putative 0.0451 1 0.5
Echinococcus multilocularis farnesyl pyrophosphate synthase 0.0451 1 1
Trichomonas vaginalis geranylgeranyl diphosphate synthase, putative 0.0451 1 0.5
Trypanosoma brucei RNA helicase, putative 0.0297 0.5692 0.5426
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0451 1 1
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0451 1 1
Schistosoma mansoni farnesyl pyrophosphate synthase 0.0451 1 1
Giardia lamblia Farnesyl diphosphate synthase 0.0451 1 0.5
Trypanosoma cruzi farnesyl pyrophosphate synthase 0.0451 1 1
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0114 0.0582 0.5
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0451 1 1
Loa Loa (eye worm) polyprenyl synthetase 0.0451 1 1
Schistosoma mansoni hypothetical protein 0.0297 0.5692 0.5692
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0114 0.0582 0.5
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0451 1 1
Schistosoma mansoni trans-prenyltransferase 0.0114 0.0582 0.0582

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 379 nM Effect on transactivation of ALP gene expression in HEK293 cells transfected with hERbeta ChEMBL. 16309907
EC50 (functional) = 379 nM Effect on transactivation of ALP gene expression in HEK293 cells transfected with hERbeta ChEMBL. 16309907
EC50 (functional) > 1000 nM Effect on transactivation of ALP gene expression in HEK293 cells transfected with hERalpha ChEMBL. 16309907
EC50 (functional) > 1000 nM Effect on transactivation of ALP gene expression in HEK293 cells transfected with hERalpha ChEMBL. 16309907
IC50 (binding) = 7.9 nM Inhibitory activity against AR ChEMBL. 16309907
IC50 (binding) = 7.9 nM Inhibitory activity against AR ChEMBL. 16309907
IC50 (binding) = 782 nM Binding affinity to human ERbeta ChEMBL. 16309907
IC50 (binding) = 782 nM Binding affinity to human ERbeta ChEMBL. 16309907
IC50 (binding) > 10000 nM Binding affinity to human ERalpha ChEMBL. 16309907
IC50 (binding) > 10000 nM Binding affinity to human ERalpha ChEMBL. 16309907
Ratio EC50 (functional) > 2.6 Selectivity for transactivation of ALP gene expression in HEK293 cells transfected with hERbeta over hERalpha ChEMBL. 16309907
Ratio EC50 (functional) > 2.6 Selectivity for transactivation of ALP gene expression in HEK293 cells transfected with hERbeta over hERalpha ChEMBL. 16309907
Ratio IC50 (binding) > 12 Selectivity for human ERbeta over ERalpha ChEMBL. 16309907
Ratio IC50 (binding) = 0.01 Selectivity for human ERbeta over AR ChEMBL. 16309907
Ratio IC50 (binding) > 12 Selectivity for human ERbeta over ERalpha ChEMBL. 16309907

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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