METHADONE

Search structure
Synonyms:
Phy
Status: Approved (1947)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N07BC02
UNII: UC6VBE7V1Z

Structure
InChI Key USSIQXCVUWKGNF-UHFFFAOYSA-N
Smile CCC(=O)C(CC(C)N(C)C)(c1ccccc1)c1ccccc1
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H27NO
Molecular Weight 309.45
AlogP 4.29
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 7.0
Polar Surface Area 20.31
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 23.0

Pharmacology

Primary Target
μ receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - 10000 58-75
Enzyme Oxidoreductase
- - - 30 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 9772 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 37400 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 1090 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pain 4 D010146 ClinicalTrials
Cocaine-Related Disorders 3 D019970 ClinicalTrials
Neuralgia, Postherpetic 3 D051474 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Chronic Pain 3 D059350 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Heroin Dependence 3 D006556 ClinicalTrials
Scoliosis 3 D012600 ClinicalTrials
Opioid-Related Disorders 3 D009293 ClinicalTrials
Neonatal Abstinence Syndrome 2 D009357 ClinicalTrials
Neuralgia 2 D009437 ClinicalTrials
Hepatitis C 1 D006526 ClinicalTrials
Premature Birth 1 D047928 ClinicalTrials

Related Entries

Salt

Cross References

Resources Reference
CAS NUMBER 76-99-3
ChEBI 167309
ChEMBL CHEMBL651
DrugBank DB00333
DrugCentral 1728
EPA CompTox DTXSID7023273
FDA SRS UC6VBE7V1Z
Human Metabolome Database HMDB0014477
Guide to Pharmacology 5458
KEGG C07163
PharmGKB PA450401
PubChem 4095
SureChEMBL SCHEMBL34140
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