(1R,9S)-1,13-dimethyl-10-(1-phenylethyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol

• ChemBase ID: 173378
• Molecular Formular: C22H27NO
• Molecular Mass: 321.45588
• Monoisotopic Mass: 321.20926449
• SMILES: N1([C@@H]2C([C@@](CC1)(c1c(C2)ccc(c1)O)C)C)C(C)c1ccccc1
• Canonical SMILES: Oc1ccc2c(c1)[C@]1(C)CCN([C@@H](C2)C1C)C(c1ccccc1)C
• InChI: InChI=1S/C22H27NO/c1-15-21-13-18-9-10-19(24)14-20(18)22(15,3)11-12-23(21)16(2)17-7-5-4-6-8-17/h4-10,14-16,21,24H,11-13H2,1-3H3/t15?,16?,21-,22+/m0/s1
• InChIKey: SYJWJFFGYLVLSU-MMQSDSLKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9S)-1,13-dimethyl-10-(1-phenylethyl)-10-azatricyclo[7.3.1.0^2,^7]trideca-2(7),3,5-trien-4-ol
• IUPAC Traditional name: (1R,9S)-1,13-dimethyl-10-(1-phenylethyl)-10-azatricyclo[7.3.1.0^2,^7]trideca-2(7),3,5-trien-4-ol
• Synonyms: (2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(1-phenylethyl)-2,6-methano-3-benzazocin-8-ol; (-)-1'-Methyl-N-Benzyl Normetazocine

Database IDs

• PubChem SID: 164229288
• PubChem CID: 71750223

CALCULATED PROPERTIES

• Acid pKa: 10.270328
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6155949
• LogD (pH = 7.4): 4.376638
• Log P: 5.063517
• Molar Refractivity: 99.7125 cm^3
• Polarizability: 38.906303 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - M292650

Intermediate in the production of (-)-Cyclazocine and (-)-Normetazocine.