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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL592
CHEMBL592
Compound Name LEVORPHANOL
ChEMBL Synonyms LEVORPHANOL TARTRATE | LEVO-DROMORAN | DROMORAN | Levorphanol tartrate | Levorphanol hydrochloride | Levorphanol
Max Phase 4 (Approved)
Trade Names DROMORAN | LEVO-DROMORAN | LEVORPHANOL TARTRATE
Molecular Formula C17H23NO

Additional synonyms for CHEMBL592 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CC[C@]23CCCC[C@H]2[C@H]1Cc4ccc(O)cc34
Standard InChI InChI=1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6 ...
Download InChI
Standard InChI Key JAQUASYNZVUNQP-USXIJHARSA-N

Sources

  • British National Formulary
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL592

Molecule Features

CHEMBL592 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov LEVORPHANOL
The Cochrane Collaboration LEVORPHANOL

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 CHEMBL592. 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
CHEMBL233 Mu opioid receptor Homo sapiens 1.000
CHEMBL236 Delta opioid receptor Homo sapiens 1.000
CHEMBL237 Kappa opioid receptor Homo sapiens 1.000
CHEMBL3952 Kappa opioid receptor Cavia porcellus 1.000
CHEMBL4354 Mu opioid receptor Cavia porcellus 1.000
CHEMBL2858 Mu opioid receptor Mus musculus 1.000
CHEMBL4329 Kappa opioid receptor Mus musculus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL3222 Delta opioid receptor Mus musculus 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.999
CHEMBL287 Sigma opioid receptor Homo sapiens 0.998
CHEMBL3465 Sigma opioid receptor Mus musculus 0.995
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.970
CHEMBL4153 Sigma-1 receptor Cavia porcellus 0.922
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.914
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.534



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL233 Mu opioid receptor Homo sapiens 1.000
CHEMBL3952 Kappa opioid receptor Cavia porcellus 1.000
CHEMBL4354 Mu opioid receptor Cavia porcellus 1.000
CHEMBL237 Kappa opioid receptor Homo sapiens 1.000
CHEMBL236 Delta opioid receptor Homo sapiens 1.000
CHEMBL4329 Kappa opioid receptor Mus musculus 1.000
CHEMBL2858 Mu opioid receptor Mus musculus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL3222 Delta opioid receptor Mus musculus 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000
CHEMBL3465 Sigma opioid receptor Mus musculus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL287 Sigma opioid receptor Homo sapiens 1.000
CHEMBL4153 Sigma-1 receptor Cavia porcellus 0.997
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.933
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.913
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.891
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.777
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.616

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
257.4 257.178 3.08 0 23.47 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.07 9.06 3.25 1.71 1 19 0.77

Structural Alerts

There are no structural alerts for CHEMBL592

Compound Cross References

ChemSpider ChemSpider:JAQUASYNZVUNQP-USXIJHARSA-N
DailyMed levorphanol tartrate
Wikipedia Levorphanol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL592



ACToR 77-07-6 125-74-6 297-90-5
BindingDB 50017233 50369518 82427
ChEBI 6444
DrugBank DB00854
DrugCentral 1574
eMolecules 29769
EPA CompTox Dashboard DTXSID3023213
FDA SRS 27618J1N2X
Guide to Pharmacology 7595
Human Metabolome Database HMDB0014992
IBM Patent System 46952E907B7D45DB39BBF5BE33738D35
KEGG Ligand C08014
Metabolights MTBLC6444
PharmGKB PA164744368
PubChem 5359272
PubChem: Thomson Pharma 15020649
SureChEMBL SCHEMBL24335
ZINC ZINC000003812984

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