dienogest   Click here for help

GtoPdb Ligand ID: 7654

Synonyms: dienogestrel | STS-557
Approved drug
dienogest is an approved drug (FDA (2010))
Compound class: Synthetic organic
Comment: Note that the 2010 FDA approval is for the fixed-mixture combination oral contraceptive detailed in the Clinical data tab.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 61.09
Molecular weight 311.19
XLogP 1.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES N#CCC1(O)CCC2C1(C)CCC1=C3CCC(=O)C=C3CCC21
Isomeric SMILES N#CC[C@]1(O)CC[C@@H]2[C@]1(C)CCC1=C3CCC(=O)C=C3CC[C@@H]21
InChI InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1
InChI Key AZFLJNIPTRTECV-FUMNGEBKSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2010))
IUPAC Name Click here for help
2-[(8S,13S,14S,17R)-17-hydroxy-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]acetonitrile
International Nonproprietary Names Click here for help
INN number INN
5286 dienogest
Synonyms Click here for help
dienogestrel | STS-557
Database Links Click here for help
ChEBI CHEBI:70708
ChEMBL Ligand CHEMBL1201864
DrugCentral Ligand 871
GtoPdb PubChem SID 223365989
PubChem CID 68861
Search Google for chemical match using the InChIKey AZFLJNIPTRTECV-FUMNGEBKSA-N
Search Google for chemicals with the same backbone AZFLJNIPTRTECV
Search PubMed clinical trials dienogest
Search PubMed titles dienogest
Search PubMed titles/abstracts dienogest
Search UniChem for chemical match using the InChIKey AZFLJNIPTRTECV-FUMNGEBKSA-N
Search UniChem for chemicals with the same backbone AZFLJNIPTRTECV
Wikipedia Dienogest