eplerenone   Click here for help

GtoPdb Ligand ID: 2876

Synonyms: Inspra® | SC-66110
Approved drug PDB Ligand
eplerenone is an approved drug (FDA (2002))
Compound class: Synthetic organic
Comment: Eplerenone is a potassium-sparing diuretic, which works by antagonising the effects of aldosterone.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 82.2
Molecular weight 414.2
XLogP 1.32
No. Lipinski's rules broken 0
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Canonical SMILES COC(=O)C1CC2=CC(=O)CCC2(C23C1C1CCC4(C1(C)CC3O2)CCC(=O)O4)C
Isomeric SMILES COC(=O)[C@@H]1CC2=CC(=O)CC[C@@]2([C@@]23[C@@H]1[C@@H]1CC[C@]4([C@@]1(C)C[C@H]3O2)CCC(=O)O4)C
InChI InChI=1S/C24H30O6/c1-21-7-4-14(25)10-13(21)11-15(20(27)28-3)19-16-5-8-23(9-6-18(26)30-23)22(16,2)12-17-24(19,21)29-17/h10,15-17,19H,4-9,11-12H2,1-3H3/t15-,16+,17-,19+,21+,22+,23-,24-/m1/s1
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Mineralocorticoid receptor Primary target of this compound Hs Antagonist Antagonist 6.9 pKi - 1
pKi 6.9 (Ki 1.24x10-7 M) [1]