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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL459324
CHEMBL459324
Compound Name DIACETYLMORPHINE
ChEMBL Synonyms HEROIN HYDROCHLORIDE | DIACETYLMORPHINE HYDROCHLORIDE | DIAMORPHINE
Max Phase 3
Trade Names
Molecular Formula C21H23NO5

Additional synonyms for CHEMBL459324 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CC[C@]23[C@H]4Oc5c(OC(=O)C)ccc(C[C@@H]1[C@@H]2C=C[C@@H]4O ...
Download SMILES
Standard InChI InChI=1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26- ...
Download InChI
Standard InChI Key GVGLGOZIDCSQPN-PVHGPHFFSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL459324

Molecule Features

CHEMBL459324 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Substance-Related DisordersD019966EFO:0003890drug dependence3ATC

Clinical Data

ClinicalTrials.gov DIACETYLMORPHINE
The Cochrane Collaboration DIACETYLMORPHINE

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 CHEMBL459324. 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
CHEMBL4354 Mu opioid receptor Cavia porcellus 1.000
CHEMBL236 Delta opioid receptor Homo sapiens 1.000
CHEMBL233 Mu opioid receptor Homo sapiens 1.000
CHEMBL237 Kappa opioid receptor Homo sapiens 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 1.000
CHEMBL3952 Kappa opioid receptor Cavia porcellus 1.000
CHEMBL2858 Mu opioid receptor Mus musculus 1.000
CHEMBL4329 Kappa opioid receptor Mus musculus 1.000
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL3222 Delta opioid receptor Mus musculus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.863



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4354 Mu opioid receptor Cavia porcellus 1.000
CHEMBL236 Delta opioid receptor Homo sapiens 1.000
CHEMBL3952 Kappa opioid receptor Cavia porcellus 1.000
CHEMBL233 Mu opioid receptor Homo sapiens 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 1.000
CHEMBL237 Kappa opioid receptor Homo sapiens 1.000
CHEMBL4329 Kappa opioid receptor Mus musculus 1.000
CHEMBL2858 Mu opioid receptor Mus musculus 1.000
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL3222 Delta opioid receptor Mus musculus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.588

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
369.4 369.1576 1.99 2 65.07 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 0 0 6 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.93 1.58 .94 1 27 0.45

Structural Alerts

There are 4 structural alerts for CHEMBL459324. 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
N07BC06 - diamorphine

ChemSpider ChemSpider:GVGLGOZIDCSQPN-PVHGPHFFSA-N
PubChem SID: 144206165
Wikipedia Heroin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL459324



ACToR 2078-90-2 561-27-3
Brenda 119279
ChEBI 27808
DrugBank DB01452
DrugCentral 4412
eMolecules 29538165 36758316
EPA CompTox Dashboard DTXSID6046761
FDA SRS 70D95007SX
Guide to Pharmacology 9082
IBM Patent System CE43181058E5EEEED2C5932A89C39E4E
KEGG Ligand C06534
Metabolights MTBLC27808
Nikkaji J6.494G
PharmGKB PA452619
PubChem 5462328
PubChem: Thomson Pharma 14803926 15375034
SureChEMBL SCHEMBL35150
ZINC ZINC000004097183

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