GSK5182   Click here for help

GtoPdb Ligand ID: 8908

Synonyms: GSK 5182 | GSK-5182
PDB Ligand
Compound class: Synthetic organic
Comment: GSK5182 is an analogue of tamoxifen. It binds the ligand binding domain of the estrogen related receptor γ (ERRγ), acting as an inverse agonist [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 52.93
Molecular weight 417.23
XLogP 5.54
No. Lipinski's rules broken 1
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Canonical SMILES OCCCC(=C(c1ccc(cc1)O)c1ccc(cc1)OCCN(C)C)c1ccccc1
Isomeric SMILES OCCC/C(=C(\c1ccc(cc1)O)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
InChI InChI=1S/C27H31NO3/c1-28(2)18-20-31-25-16-12-23(13-17-25)27(22-10-14-24(30)15-11-22)26(9-6-19-29)21-7-4-3-5-8-21/h3-5,7-8,10-17,29-30H,6,9,18-20H2,1-2H3/b27-26-
Bioactivity Comments
In mouse models of type 2 diabetes mellitus, GSK5182 is reported to control hepatic glucose production [2].
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Estrogen-related receptor-γ Primary target of this compound Hs Agonist Inverse agonist 7.1 pIC50 - 1
pIC50 7.1 (IC50 7.9x10-8 M) [1]
Estrogen receptor-α Hs Antagonist Antagonist 6.5 pIC50 - 1
pIC50 6.5 (IC50 3.2x10-7 M) [1]