naloxone

Ligand id: 1638

Name: naloxone

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 70
Molecular weight 327.15
XLogP 0.61
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1971))
IUPAC Name
(1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one
International Nonproprietary Names
INN number INN
1526 naloxone
Synonyms
(-)-naloxone | l-naloxone | Narcan®
Database Links
CAS Registry No. 465-65-6 (source: Scifinder)
ChEBI CHEBI:7459
ChEMBL Ligand CHEMBL80
DrugBank Ligand DB01183
GtoPdb PubChem SID 135650684
PubChem CID 5284596
Search Google for chemical match using the InChIKey UZHSEJADLWPNLE-GRGSLBFTSA-N
Search Google for chemicals with the same backbone UZHSEJADLWPNLE
Search PubMed clinical trials naloxone
Search PubMed titles naloxone
Search PubMed titles/abstracts naloxone
Search UniChem for chemical match using the InChIKey UZHSEJADLWPNLE-GRGSLBFTSA-N
Search UniChem for chemicals with the same backbone UZHSEJADLWPNLE
Wikipedia Naloxone
Comments
The approved drug naloxone INN-assigned preparation is the (-)-enantiomer. For a summary of the (+)-enantiomer, see the ligand page for (+)-naloxone. (-)-naloxone is the active enantiomer. The (+) isomer is inactive at the opioid receptors.
Marketed formulations may contain naloxone hydrochloride (PubChem CID 5464092).