methadone   Click here for help

GtoPdb Ligand ID: 5458

Synonyms: (±)-methadone | dl-methadone | Dolophine HCL® | methadone HCl | Methadose®
Approved drug
methadone is an approved drug (FDA (1947, prior history not available))
Compound class: Synthetic organic
Comment: 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.
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2D Structure
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Physico-chemical Properties
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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
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Canonical SMILES CCC(=O)C(c1ccccc1)(c1ccccc1)CC(N(C)C)C
Isomeric SMILES CCC(=O)C(c1ccccc1)(c1ccccc1)CC(N(C)C)C
InChI InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1947, prior history not available))
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.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
788 methadone
Synonyms Click here for help
(±)-methadone | dl-methadone | Dolophine HCL® | methadone HCl | Methadose®
Database Links Click here for help
Specialist databases
GPCRdb Ligand methadone
Other databases
CAS Registry No. 76-99-3
DrugBank Ligand DB00333
DrugCentral Ligand 1728
GtoPdb PubChem SID 178102108
PubChem CID 4095
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UniChem Compound Search for chemical match using the InChIKey USSIQXCVUWKGNF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey USSIQXCVUWKGNF-UHFFFAOYSA-N
Wikipedia Methadone