(1S,5R,13R,14S,17R)-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18),15-tetraene-10,14-diol

• ChemBase ID: 130383
• Molecular Formular: C19H21NO3
• Molecular Mass: 311.37494
• Monoisotopic Mass: 311.15214354
• SMILES: O[C@H]1C=C[C@H]2[C@@H]3N(CC[C@]42c2c(O[C@@H]14)c(O)ccc2C3)CC=C
• Canonical SMILES: C=CCN1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)O
• InChI: InChI=1S/C19H21NO3/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20/h2-6,12-13,15,18,21-22H,1,7-10H2/t12-,13+,15-,18-,19-/m0/s1
• InChIKey: UIQMVEYFGZJHCZ-SSTWWWIQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17R)-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18),15-tetraene-10,14-diol
• IUPAC Traditional name: nalorphine
• Synonyms: (-)-(5''R'',6''S'')-9α-allyl- 4,5-epoxymorphin- 7-en- 3,6-diol; Nalorphine

Database IDs

• CAS Number: 62-67-9
• PubChem SID: 162224662
• PubChem CID: 5284595
• ATC CODE: V03AB02
• CHEMBL: 415284
• Chemspider ID: 4447643
• IUPHAR ligand ID: 1629
• Unique Ingredient Identifier: U59WB2WRY2
• Wikipedia Title: Nalorphine

CALCULATED PROPERTIES

• Acid pKa: 7.484048
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.006983
• LogD (pH = 7.4): 0.50249743
• Log P: 0.83245414
• Molar Refractivity: 89.2851 cm^3
• Polarizability: 34.137146 Å^3
• Polar Surface Area: 52.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true