naltrexone   Click here for help

GtoPdb Ligand ID: 1639

Synonyms: (-)naltrexone | naltrexone HCl | ReVia®
Approved drug
naltrexone is an approved drug (FDA (1998), UK (2011))
Compound class: Synthetic organic
Comment: This is the active isomer of naltrexone. The (+) isomer is inactive at the opioid receptors.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: naltrexone

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 2
Rotatable bonds 2
Topological polar surface area 70
Molecular weight 341.16
XLogP 0.43
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C1CCC2(C34C1Oc1c4c(CC2N(CC3)CC2CC2)ccc1O)O
Isomeric SMILES O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O
InChI InChI=1S/C20H23NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,15,18,22,24H,1-2,5-10H2/t15-,18+,19+,20-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1998), UK (2011))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3368 naltrexone
Synonyms Click here for help
(-)naltrexone | naltrexone HCl | ReVia®
Database Links Click here for help
Specialist databases
GPCRdb Ligand naltrexone
Other databases
CAS Registry No. 16590-41-3 (source: Scifinder)
ChEMBL Ligand CHEMBL19019
DrugBank Ligand DB00704
DrugCentral Ligand 1765
GtoPdb PubChem SID 135650687
PubChem CID 5360515
Search Google for chemical match using the InChIKey DQCKKXVULJGBQN-XFWGSAIBSA-N
Search Google for chemicals with the same backbone DQCKKXVULJGBQN
Search PubMed clinical trials naltrexone
Search PubMed titles naltrexone
Search PubMed titles/abstracts naltrexone
UniChem Compound Search for chemical match using the InChIKey DQCKKXVULJGBQN-XFWGSAIBSA-N
UniChem Connectivity Search for chemical match using the InChIKey DQCKKXVULJGBQN-XFWGSAIBSA-N
Wikipedia Naltrexone