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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL895
CHEMBL895
Compound Name NALBUPHINE
ChEMBL Synonyms NALBUPHINE HYDROCHLORIDE | EN-2234A | NUBAIN | NALBUPHINE | Nubain
Max Phase 4 (Approved)
Trade Names NALBUPHINE HYDROCHLORIDE | NALBUPHINE | NUBAIN
Molecular Formula C21H27NO4

Additional synonyms for CHEMBL895 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES O[C@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5O[C@@H]1[C@]2(CCN3CC6CCC6 ...
Download SMILES
Standard InChI InChI=1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20 ...
Download InChI
Standard InChI Key NETZHAKZCGBWSS-CEDHKZHLSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL895

Molecule Features

CHEMBL895 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Opioid receptors; mu/kappa/delta agonist Opioid receptors; mu/kappa/delta DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PainD010146EFO:0003843pain4ATC
ClinicalTrials
ClinicalTrials
PruritusD011537HP:0000989Pruritus3ClinicalTrials
Rotator Cuff InjuriesD000070636EFO:1001250rotator cuff tear2ClinicalTrials

Clinical Data

ClinicalTrials.gov NALBUPHINE
The Cochrane Collaboration NALBUPHINE

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 CHEMBL895. 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
CHEMBL4329 Kappa opioid receptor Mus musculus 1.000
CHEMBL3222 Delta opioid receptor Mus musculus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 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
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL233 Mu opioid receptor Homo sapiens 1.000
CHEMBL236 Delta opioid receptor Homo sapiens 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL4354 Mu opioid receptor Cavia porcellus 1.000
CHEMBL3952 Kappa opioid receptor Cavia porcellus 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
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL2858 Mu 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 0.966
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.924
CHEMBL287 Sigma opioid receptor Homo sapiens 0.201

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
357.5 357.194 1.71 2 73.16 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.39 7.35 1.22 .81 1 26 0.75

Structural Alerts

There are no structural alerts for CHEMBL895

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02A - OPIOIDS
N02AF - Morphinan derivatives
N02AF02 - nalbuphine

ChemSpider ChemSpider:NETZHAKZCGBWSS-CEDHKZHLSA-N
DailyMed nalbuphine hydrochloride
PubChem SID: 144205561
Wikipedia Nalbuphine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL895



ACToR 20594-83-6
BindingDB 50105085
Brenda 147356
ChEBI 7454
DrugBank DB00844
DrugCentral 1874
EPA CompTox Dashboard DTXSID8023345
FDA SRS L2T84IQI2K
Guide to Pharmacology 1663
Human Metabolome Database HMDB0014982
IBM Patent System 97046F8733FA9FCFA8180CC3EA3659E9
KEGG Ligand C07251
LINCS LSM-3477
Nikkaji J14.212C
PubChem 5311304
PubChem: Thomson Pharma 14828107 14828108
SureChEMBL SCHEMBL3766
ZINC ZINC000003812989

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