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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL74415
CHEMBL74415
Compound Name CANNABINOL
ChEMBL Synonyms Cannabinol
Max Phase 3
Trade Names
Molecular Formula C21H26O2

Additional synonyms for CHEMBL74415 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCCc1cc(O)c2c(OC(C)(C)c3ccc(C)cc23)c1
Standard InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10- ...
Download InChI
Standard InChI Key VBGLYOIFKLUMQG-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL74415

Molecule Features

CHEMBL74415 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule 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
ABDOMINAL PAIND015746HP:0002027ABDOMINAL PAIN2ClinicalTrials
DIABETIC NEUROPATHIESD003929EFO:1000783DIABETIC NEUROPATHY1ClinicalTrials
TINNITUSD014012HP:0000360TINNITUS1ClinicalTrials
PAIND010146EFO:0003843PAIN3ClinicalTrials
OSTEOARTHRITISD010003EFO:0002506OSTEOARTHRITIS2ClinicalTrials
NEURALGIAD009437EFO:0005762NEUROPATHIC PAIN1ClinicalTrials
ANEMIA, SICKLE CELLD000755Orphanet:232SICKLE CELL ANEMIA1ClinicalTrials
MARIJUANA ABUSED002189EFO:0004218MARIJUANA DEPENDENCE2ClinicalTrials
MEMORY DISORDERSD008569EFO:0001072MEMORY IMPAIRMENT1ClinicalTrials

Clinical Data

ClinicalTrials.gov CANNABINOL
The Cochrane Collaboration CANNABINOL

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 CHEMBL74415. 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
CHEMBL5373 Cannabinoid CB2 receptor Mus musculus 1.000
CHEMBL3571 Cannabinoid CB1 receptor Rattus norvegicus 1.000
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 1.000
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.996
CHEMBL242 Estrogen receptor beta Homo sapiens 0.870
CHEMBL208 Progesterone receptor Homo sapiens 0.815
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.675
CHEMBL2008 Retinoic acid receptor beta Homo sapiens 0.531



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5373 Cannabinoid CB2 receptor Mus musculus 1.000
CHEMBL3571 Cannabinoid CB1 receptor Rattus norvegicus 1.000
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 1.000
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.996
CHEMBL2955 Sphingosine 1-phosphate receptor Edg-5 Homo sapiens 0.971
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.946
CHEMBL242 Estrogen receptor beta Homo sapiens 0.919
CHEMBL208 Progesterone receptor Homo sapiens 0.888
CHEMBL4804 Dual specificity phosphatase Cdc25B Homo sapiens 0.787
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.300
CHEMBL5160 Transient receptor potential cation channel subfamily A member 1 Rattus norvegicus 0.250

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
310.4 310.1933 6.22 4 29.46 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 1 2 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.4 - 6.93 6.92 2 23 0.68

Structural Alerts

There are 1 structural alerts for CHEMBL74415. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:VBGLYOIFKLUMQG-UHFFFAOYSA-N
PubChem SID: 144207035
Wikipedia Cannabinol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL74415



ACToR 521-35-7
BindingDB 50061117
Brenda 14066
ChEBI 3360
eMolecules 536329
EPA CompTox Dashboard DTXSID3048996
FDA SRS 7UYP6MC9GH
Guide to Pharmacology 740
IBM Patent System 01D51672DD0F5EF5BA6EC680B7B7B03A
KEGG Ligand C07580
LipidMaps LMPK13120002
Nikkaji J6.613C
PubChem 2543
PubChem: Thomson Pharma 14752180
SureChEMBL SCHEMBL121085
ZINC ZINC000001530833

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