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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL33986
CHEMBL33986
Compound Name BUTORPHANOL
ChEMBL Synonyms Torbutrol | STADOL NS | LEVO-BC-2627 | STADOL PRESERVATIVE FREE | Torbugesic | LEVO-BC-2627 TARTRATE | BUTORPHANOL TARTRATE PRESERVATIVE FREE | STADOL | BUTORPHANOL TARTRATE | BUTORPHANOL
Max Phase 4 (Approved)
Trade Names STADOL NS | Torbutrol | STADOL PRESERVATIVE FREE | BUTORPHANOL TARTRATE | STADOL | BUTORPHANOL TARTRATE PRESERVATIVE FREE | Torbugesic
Molecular Formula C21H29NO2

Additional synonyms for CHEMBL33986 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Oc1ccc2C[C@H]3N(CC4CCC4)CC[C@@]5(CCCC[C@@]35O)c2c1
Standard InChI InChI=1S/C21H29NO2/c23-17-7-6-16-12-19-21(24)9-2-1-8-20(21,1 ...
Download InChI
Standard InChI Key IFKLAQQSCNILHL-QHAWAJNXSA-N

Sources

  • British National Formulary
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL33986

Molecule Features

CHEMBL33986 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AnxietyD001007EFO:0005230anxiety1ClinicalTrials
PainD010146EFO:0003843pain4ATC

Clinical Data

ClinicalTrials.gov BUTORPHANOL
The Cochrane Collaboration BUTORPHANOL

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 CHEMBL33986. 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
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL237 Kappa opioid receptor Homo sapiens 1.000
CHEMBL4329 Kappa opioid receptor Mus musculus 1.000
CHEMBL3222 Delta opioid receptor Mus musculus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL2858 Mu opioid receptor Mus musculus 1.000
CHEMBL3952 Kappa opioid receptor Cavia porcellus 1.000
CHEMBL4354 Mu opioid receptor Cavia porcellus 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 1.000
CHEMBL3465 Sigma opioid receptor Mus musculus 1.000
CHEMBL287 Sigma opioid receptor Homo sapiens 0.932
CHEMBL2014 Nociceptin receptor Homo sapiens 0.920



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL233 Mu opioid receptor Homo sapiens 1.000
CHEMBL236 Delta opioid receptor Homo sapiens 1.000
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL4354 Mu opioid receptor Cavia porcellus 1.000
CHEMBL3952 Kappa opioid receptor Cavia porcellus 1.000
CHEMBL2858 Mu opioid receptor Mus musculus 1.000
CHEMBL237 Kappa opioid receptor Homo sapiens 1.000
CHEMBL4329 Kappa opioid receptor Mus musculus 1.000
CHEMBL3222 Delta opioid receptor Mus musculus 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL3465 Sigma opioid receptor Mus musculus 1.000
CHEMBL1795167 Toll-like receptor 4 Mus musculus 1.000
CHEMBL3638334 Opioid growth factor receptor-like protein 1 Homo sapiens 1.000
CHEMBL287 Sigma opioid receptor Homo sapiens 0.996
CHEMBL2014 Nociceptin receptor Homo sapiens 0.994
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.357

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
327.5 327.2198 3.37 2 43.7 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 3 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.06 7.97 3.54 2.77 1 24 0.88

Structural Alerts

There are no structural alerts for CHEMBL33986

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02A - OPIOIDS
N02AF - Morphinan derivatives
N02AF01 - butorphanol

ChemSpider ChemSpider:IFKLAQQSCNILHL-QHAWAJNXSA-N
DailyMed butorphanol tartrate
Wikipedia Butorphanol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL33986



ACToR 42408-82-2
BindingDB 50240437
ChEBI 3242
DrugCentral 454
eMolecules 31229637
EPA CompTox Dashboard DTXSID1022714
FDA SRS QV897JC36D
Guide to Pharmacology 7591
IBM Patent System EBAE188CB156E5E6CC585B782AFC179C
KEGG Ligand C06863
LINCS LSM-45696
Metabolights MTBLC3242
PharmGKB PA164745398
PubChem 5361092
PubChem: Thomson Pharma 14801765 14875085
SureChEMBL SCHEMBL3749
ZINC ZINC000003812988

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