nalbuphine   Click here for help

GtoPdb Ligand ID: 1663

Synonyms: Nubain®
Approved drug
nalbuphine is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: Nalbuphine is a semi-synthetic opioid drug which acts as a mixed opioid agonist-antagonist. It is chemically related to the opioid antagonists, naloxone and naltrexone, and the potent opioid analgesic, oxymorphone.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 73.16
Molecular weight 357.19
XLogP 1.14
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C34C1Oc1c4c(CC2N(CC3)CC2CCC2)ccc1O)O
Isomeric SMILES O[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CCC2)ccc1O)O
InChI InChI=1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2/t15-,16+,19-,20-,21+/m0/s1
InChI Key NETZHAKZCGBWSS-CEDHKZHLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1979))
IUPAC Name Click here for help
(4R,4aS,7S,7aR,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol
International Nonproprietary Names Click here for help
INN number INN
2623 nalbuphine
Synonyms Click here for help
Nubain®
Database Links Click here for help
CAS Registry No. 20594-83-6 (source: Scifinder)
ChEBI CHEBI:7454
ChEMBL Ligand CHEMBL895
DrugBank Ligand DB00844
DrugCentral Ligand 1874
GtoPdb PubChem SID 135650680
PubChem CID 5311304
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Wikipedia Nalbuphine