desogestrel

Ligand id: 7065

Name: desogestrel

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 20.23
Molecular weight 310.23
XLogP 5.49
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1992))
Is prodrug? Yes
Active form etonogestrel
IUPAC Name
(8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol
International Nonproprietary Names
INN number INN
4384 desogestrel
Synonyms
ORG-2969
Database Links
CAS Registry No. 54024-22-5
ChEMBL Ligand CHEMBL1533
DrugBank Ligand DB00304
GtoPdb PubChem SID 178103644
PubChem CID 40973
Search Google for chemical match using the InChIKey RPLCPCMSCLEKRS-BPIQYHPVSA-N
Search Google for chemicals with the same backbone RPLCPCMSCLEKRS
Search PubMed clinical trials desogestrel
Search PubMed titles desogestrel
Search PubMed titles/abstracts desogestrel
Search UniChem for chemical match using the InChIKey RPLCPCMSCLEKRS-BPIQYHPVSA-N
Search UniChem for chemicals with the same backbone RPLCPCMSCLEKRS
Wikipedia Desogestrel
Comments
Desogestrel is a progestin (synthetic progesterone-like agent) widely used in third-generation hormonal contraceptives. Desogestrel is converted to etonogestrel (3-ketodesogestrel) in vivo. There has been controversy surrounding reports that third-generation oral contraceptives containing desogestrel pose a risk of dangerous blood clots compared to older second-generation oral contraceptives.