nalmefene   

GtoPdb Ligand ID: 1628

Synonyms: JF-1 | nalmetrene | ORF-11676 | Revex® (nalmefene hydrochloride) | Selincro®
nalmefene is an approved drug (EMA (2013))
Compound class: Synthetic organic
Comment: Nalmefene is an opioid receptor antagonist.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 52.93
Molecular weight 339.18
XLogP 1.25
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES C=C1CCC2(C34C1Oc1c4c(CC2N(CC3)CC2CC2)ccc1O)O
Isomeric SMILES C=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O
InChI InChI=1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1
InChI Key WJBLNOPPDWQMCH-MBPVOVBZSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA (2013))
IUPAC Name
(1S,5R,13S,17S)-4-(cyclopropylmethyl)-14-methylidene-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-triene-10,17-diol
International Nonproprietary Names
INN number INN
5189 nalmefene
Synonyms
JF-1 | nalmetrene | ORF-11676 | Revex® (nalmefene hydrochloride) | Selincro®
Database Links
CAS Registry No. 55096-26-9 (source: Scifinder)
ChEMBL Ligand CHEMBL982
DrugCentral Ligand 1876
GtoPdb PubChem SID 135650681
PubChem CID 5284594
Search Google for chemical match using the InChIKey WJBLNOPPDWQMCH-MBPVOVBZSA-N
Search Google for chemicals with the same backbone WJBLNOPPDWQMCH
Search PubMed clinical trials nalmefene
Search PubMed titles nalmefene
Search PubMed titles/abstracts nalmefene
Search UniChem for chemical match using the InChIKey WJBLNOPPDWQMCH-MBPVOVBZSA-N
Search UniChem for chemicals with the same backbone WJBLNOPPDWQMCH
Wikipedia Nalmefene