etonogestrel   Click here for help

GtoPdb Ligand ID: 7590

Synonyms: 3-keto-desogestrel | Implanon® | Nexplanon® | ORG-3236
Approved drug
etonogestrel is an approved drug (FDA (2006), EMA (2009))
Compound class: Synthetic organic
Comment: Etonogestrel is the active metabolite of the inactive prodrug desogestrel.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: etonogestrel

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 324.21
XLogP 3.4
No. Lipinski's rules broken 0
Click here for help
Isomeric SMILES C#C[C@]1(O)CC[C@@H]2[C@]1(CC)CC(=C)[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
InChI InChI=1S/C22H28O2/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6-8-18(20)19(21)10-11-22(21,24)5-2/h2,12,17-20,24H,3-4,6-11,13H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2006), EMA (2009))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Prodrug desogestrel
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6832 etonogestrel
Synonyms Click here for help
3-keto-desogestrel | Implanon® | Nexplanon® | ORG-3236
Database Links Click here for help
CAS Registry No. 54048-10-1
ChEMBL Ligand CHEMBL1531
DrugBank Ligand DB00294
DrugCentral Ligand 1110
GtoPdb PubChem SID 223365925
PubChem CID 6917715
Search Google for chemical match using the InChIKey GCKFUYQCUCGESZ-BPIQYHPVSA-N
Search Google for chemicals with the same backbone GCKFUYQCUCGESZ
Search PubMed clinical trials etonogestrel
Search PubMed titles etonogestrel
Search PubMed titles/abstracts etonogestrel
UniChem Compound Search for chemical match using the InChIKey GCKFUYQCUCGESZ-BPIQYHPVSA-N
UniChem Connectivity Search for chemical match using the InChIKey GCKFUYQCUCGESZ-BPIQYHPVSA-N
Wikipedia Etonogestrel