Nalbuphine hydrochlorideProduct ingredient for Nalbuphine

Name
Nalbuphine hydrochloride
Drug Entry
Nalbuphine

A narcotic used as a pain medication. It appears to be an agonist at kappa opioid receptors and an antagonist or partial agonist at mu opioid receptors. Nalbuphine is the only opioid analgesic that is not a controlled substance in the United States.

Accession Number
DBSALT000125
Structure
Synonyms
Nalbuphine HCl
UNII
ZU4275277R
CAS Number
23277-43-2
Weight
Average: 393.904
Monoisotopic: 393.170686096
Chemical Formula
C21H28ClNO4
InChI Key
YZLZPSJXMWGIFH-BCXQGASESA-N
InChI
InChI=1S/C21H27NO4.ClH/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;1H/t15-,16+,19-,20-,21+;/m0./s1
IUPAC Name
(1S,5R,13R,14S,17S)-4-(cyclobutylmethyl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,14,17-triol hydrochloride
SMILES
Cl.[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CCC3)[C@]([H])(C4)[C@]1(O)CC[C@]2([H])O
PubChem Compound
5360733
ChemSpider
4514572
ChEBI
7455
ChEMBL
CHEMBL1201132
Wikipedia
Nalbuphine
Predicted Properties
PropertyValueSource
Water Solubility2.09 mg/mLALOGPS
logP2ALOGPS
logP1.19Chemaxon
logS-2.2ALOGPS
pKa (Strongest Acidic)10.39Chemaxon
pKa (Strongest Basic)9.62Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area73.16 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity97 m3·mol-1Chemaxon
Polarizability38.69 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon