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 that acts as a full agonist at the κ opioid receptor and a partial agonist at μ and δ opioid receptors. 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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1979))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
2623 nalbuphine
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Specialist databases
GPCRdb Ligand nalbuphine
Other databases
CAS Registry No. 20594-83-6 (source: Scifinder)
DrugBank Ligand DB00844
DrugCentral Ligand 1874
GtoPdb PubChem SID 135650680
PubChem CID 5311304
Search Google for chemical match using the InChIKey NETZHAKZCGBWSS-CEDHKZHLSA-N
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UniChem Compound Search for chemical match using the InChIKey NETZHAKZCGBWSS-CEDHKZHLSA-N
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Wikipedia Nalbuphine