methadone

Ligand id: 5458

Name: methadone

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: methadone

Structure and Physico-chemical Properties

2D Structure
Click here for structure editor
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 20.31
Molecular weight 309.21
XLogP 4.59
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1947, prior history not available))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
6-(dimethylamino)-4,4-diphenylheptan-3-one
International Nonproprietary Names
INN number INN
788 methadone
Synonyms
(±)-methadone | dl-methadone | Dolophine HCL® | methadone HCl | Methadose®
Comments
The approved drug methadone is a racemic mixture of two enantiomers; (S)-methadone and (R)-methadone. The structure shown here does not specify stereochemistry and represents the mixture.
Database Links
CAS Registry No. 76-99-3
ChEBI CHEBI:6807
ChEMBL Ligand CHEMBL651
DrugBank Ligand DB00333
GtoPdb PubChem SID 178102108
PubChem CID 4095
Search Google for chemical match using the InChIKey USSIQXCVUWKGNF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone USSIQXCVUWKGNF
Search PubMed clinical trials methadone
Search PubMed titles methadone
Search PubMed titles/abstracts methadone
Search UniChem for chemical match using the InChIKey USSIQXCVUWKGNF-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone USSIQXCVUWKGNF
Wikipedia Methadone