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
SMILES / InChI / InChIKey
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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
InChI Key JUKPWJGBANNWMW-VWBFHTRKSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2002))
IUPAC Name Click here for help
methyl (1'R,2R,2'S,9'R,10'R,11'S,15'S,17'R)-2',15'-dimethyl-5,5'-dioxo-18'-oxaspiro[oxolane-2,14'-pentacyclo[8.8.0.0^{1,17}.0^{2,7}.0^{11,15}]octadecan]-6'-ene-9'-carboxylate
International Nonproprietary Names Click here for help
INN number INN
7596 eplerenone
Synonyms Click here for help
Inspra® | SC-66110
Database Links Click here for help
BindingDB Ligand 50324120
CAS Registry No. 107724-20-9
ChEBI CHEBI:31547
ChEMBL Ligand CHEMBL1095097
DrugBank Ligand DB00700
DrugCentral Ligand 1032
GtoPdb PubChem SID 135650235
PubChem CID 443872
RCSB PDB Ligand YNU, YNU
Search Google for chemical match using the InChIKey JUKPWJGBANNWMW-VWBFHTRKSA-N
Search Google for chemicals with the same backbone JUKPWJGBANNWMW
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UniChem Compound Search for chemical match using the InChIKey JUKPWJGBANNWMW-VWBFHTRKSA-N
UniChem Connectivity Search for chemical match using the InChIKey JUKPWJGBANNWMW-VWBFHTRKSA-N
Wikipedia Eplerenone

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Tocris
Eplerenone (links to external site)
Cat. No. 2397