eplerenone   

GtoPdb Ligand ID: 2876

Synonyms: Inspra® | SC-66110
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
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
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
Compound class Synthetic organic
Approved drug? Yes (FDA (2002))
IUPAC Name
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
INN number INN
7596 eplerenone
Synonyms
Inspra® | SC-66110
Database Links
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
Search Google for chemical match using the InChIKey JUKPWJGBANNWMW-VWBFHTRKSA-N
Search Google for chemicals with the same backbone JUKPWJGBANNWMW
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Search UniChem for chemical match using the InChIKey JUKPWJGBANNWMW-VWBFHTRKSA-N
Search UniChem for chemicals with the same backbone JUKPWJGBANNWMW
Wikipedia Eplerenone

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Tocris
Eplerenone
Cat. No. 2397