(+)-Methadone
(6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one
Molecular Identity
(+)-Methadone
(6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one
PubChem CID: 643985
Dextromethadone is a 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (S)-configuration. It is the less active enantiomer of methadone and has very little activity on opioid receptors and mainly responsible for the inhibition of hERG K+ channels and thus for cardiac toxicity. The drug is currently under clinical development for the treatment of major depressive disorder. It has a role as an opioid analgesic and a NMDA receptor antagonist. It is an enantiomer of a levomethadone.
2D Structure
Properties
C21H27NO
Molecular Formula
309.40
Molecular Weight
g/mol
309.2093
Exact Mass
Da
3.9
XLogP
Drug-like (Lipinski: < 5)
20.3
TPSA
Good oral absorption (< 140 A²)
0
H-Bond Donors
2
H-Bond Acceptors
346
Complexity
SMILES
Canonical SMILES
SMILES: CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2Isomeric SMILES
SMILES: CCC(=O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2Synonyms(20)
DextromethadoneS-Methadone(+)-Methadone(S)-methadoneL-(+)-MethadoneS-(+)-Methadone5653-80-5(S)-(+)-Methadone(S)-6-(Dimethylamino)-4,4-diphenyl-3-heptanoneS95RZH8AMHd-6-(Dimethylamino)-4,4-diphenyl-3-heptanoneCHEBI:167308DTXSID501045751RefChem:1048974DTXCID001527679
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to (+)-Methadone
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