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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL651
CHEMBL651
Compound Name METHADONE
ChEMBL Synonyms METHADONE HYDROCHLORIDE INTENSOL | METHAROSE | Dolophine | Methadose | MARTINDALE | METHADONIUM CHLORIDE | PHYSEPTONE | PINADONE | Heptadon | METHADONE | DOLOPHINE HYDROCHLORIDE | Amidone | Phy | EPTADONE | METHADOSE | METHEX | Physeptone | WESTADONE | Symoron | Westadone | SYNASTONE | METHADONE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names EPTADONE | METHADOSE | METHEX | WESTADONE | DOLOPHINE HYDROCHLORIDE | MARTINDALE | PHYSEPTONE | PINADONE | METHADONE HYDROCHLORIDE INTENSOL | METHAROSE | METHADONE HYDROCHLORIDE | SYNASTONE
Molecular Formula C21H27NO

Additional synonyms for CHEMBL651 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(=O)C(CC(C)N(C)C)(c1ccccc1)c2ccccc2
Standard InChI InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-1 ...
Download InChI
Standard InChI Key USSIQXCVUWKGNF-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL651

Molecule Features

CHEMBL651 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Mu opioid receptor agonist Mu opioid receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hepatitis CD006526EFO:0003047hepatitis C infection1ClinicalTrials
PainD010146EFO:0003843pain4ATC
ClinicalTrials
Neonatal Abstinence SyndromeD009357EFO:0005799neonatal abstinence syndrome2ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence3ClinicalTrials
Heroin DependenceD006556EFO:0004240heroin dependence3ClinicalTrials
NeuralgiaD009437EFO:0005762neuropathic pain2ClinicalTrials
Premature BirthD047928EFO:0003917premature birth1ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence3ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence4ATC
ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
ScoliosisD012600EFO:0004273scoliosis3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov METHADONE
The Cochrane Collaboration METHADONE

Metabolites for CHEMBL651

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL651. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.748
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.339
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.326
CHEMBL320 Muscarinic acetylcholine receptor M3 Rattus norvegicus 0.203

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.900
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.409
CHEMBL4478 Voltage-gated N-type calcium channel alpha-1B subunit Homo sapiens 0.234

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
309.5 309.2093 4.29 7 20.31 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.05 3.93 2.29 2 23 0.76

Structural Alerts

There are 4 structural alerts for CHEMBL651. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N07 - OTHER NERVOUS SYSTEM DRUGS
N07B - DRUGS USED IN ADDICTIVE DISORDERS
N07BC - Drugs used in opioid dependence
N07BC02 - methadone

N - NERVOUS SYSTEM
N02 - ANALGESICS
N02A - OPIOIDS
N02AC - Diphenylpropylamine derivatives
N02AC52 - methadone, combinations excl. psycholeptics

ChemSpider ChemSpider:USSIQXCVUWKGNF-UHFFFAOYSA-N
DailyMed methadone hydrochloride
Wikipedia Methadone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL651



ACToR 297-88-1 76-99-3
BindingDB 82507
ChEBI 6807
DrugBank DB00333
DrugCentral 1728
eMolecules 979329
EPA CompTox Dashboard DTXSID7023273
Guide to Pharmacology 5458
Human Metabolome Database HMDB0014477
IBM Patent System 189DF6C1B82D2E9ED4B700CFD9B9C408
KEGG Ligand C07163
Nikkaji J4.190D
PharmGKB PA450401
PubChem 4095
PubChem: Thomson Pharma 14849984
SureChEMBL SCHEMBL34140

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/USSIQXCVUWKGNF-UHFFFAOYSA-N spacer
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