drospirenone   Click here for help

GtoPdb Ligand ID: 2874

Synonyms: dihydrospirorenone | Slynd® | Yasmin® | ZK30595
Approved drug
drospirenone is an approved drug
Compound class: Synthetic organic
Comment: Drospirenone is a synthetic analogue of spironolactone, that has a similar pharmacological profile to endogenous progesterone. As a contraceptive agent it is used for its progestin-like activity, but it also has anti-androgen and anti-mineralocorticoid properties.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 43.37
Molecular weight 366.22
XLogP 4.35
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC2(C(=C1)C1CC1C1C2CCC2(C1C1CC1C12CCC(=O)O1)C)C
Isomeric SMILES O=C1CC[C@]2(C(=C1)[C@@H]1C[C@@H]1[C@@H]1[C@@H]2CC[C@]2([C@H]1[C@@H]1C[C@@H]1[C@]12CCC(=O)O1)C)C
InChI InChI=1S/C24H30O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h9,13-16,18,20-21H,3-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1
InChI Key METQSPRSQINEEU-HXCATZOESA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
(1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-10,14-dimethylspiro[hexacyclo[9.8.0.0^{2,4}.0^{5,10}.0^{14,19}.0^{16,18}]nonadecane-15,2'-oxolan]-5-ene-5',7-dione
International Nonproprietary Names Click here for help
INN number INN
6519 drospirenone
Synonyms Click here for help
dihydrospirorenone | Slynd® | Yasmin® | ZK30595
Database Links Click here for help
CAS Registry No. 67392-87-4
ChEMBL Ligand CHEMBL1509
DrugBank Ligand DB01395
DrugCentral Ligand 968
GtoPdb PubChem SID 135650211
PubChem CID 68873
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Wikipedia Drospirenone