Naltrexone hydrochlorideProduct ingredient for Naltrexone

Show full entry for Naltrexone
Name
Naltrexone hydrochloride
Drug Entry
Naltrexone

Derivative of noroxymorphone that is the N-cyclopropylmethyl congener of naloxone. It is a narcotic antagonist that is effective orally, longer lasting and more potent than naloxone, and has been proposed for the treatment of heroin addiction. The FDA has approved naltrexone for the treatment of alcohol dependence.

See full entry for Naltrexone
Accession Number
DBSALT000670
Structure
Similar Structures
Synonyms
17-(Cyclopropylmethyl)-4,5-alpha-epoxy-3,14-dihydroxy-morphinan-6-one hydrochloride / N-Cyclopropylmethyl-noroxymorphone hydrochloride / Naltrexone HCl / naltrexone monohydrochloride
External IDs
EN-1639A
UNII
Z6375YW9SF
CAS Number
16676-29-2
Weight
Average: 377.862
Monoisotopic: 377.139385968
Chemical Formula
C20H24ClNO4
InChI Key
RHBRMCOKKKZVRY-ITLPAZOVSA-N
InChI
InChI=1S/C20H23NO4.ClH/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11;/h3-4,11,15,18,22,24H,1-2,5-10H2;1H/t15-,18+,19+,20-;/m1./s1
IUPAC Name
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one hydrochloride
SMILES
Cl.[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O
KEGG Drug
D02095
PubChem Compound
5388998
ChemSpider
4588651
ChEBI
134687
ChEMBL
CHEMBL1201149
Wikipedia
Naltrexone
Predicted Properties
PropertyValueSource
Water Solubility3.07 mg/mLALOGPS
logP2.07ALOGPS
logP1.27Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)10.2Chemaxon
pKa (Strongest Basic)9.35Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area70 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity91.5 m3·mol-1Chemaxon
Polarizability36.03 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon