(1S,9R,10S)-17-methyl-8-methylidene-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol

• ChemBase ID: 166552
• Molecular Formular: C18H23NO
• Molecular Mass: 269.38132
• Monoisotopic Mass: 269.17796436
• SMILES: C1CN([C@@H]2[C@@H]3[C@]1(c1cc(ccc1C2=C)O)CCCC3)C
• Canonical SMILES: Oc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@H](C2=C)N(CC1)C
• InChI: InChI=1S/C18H23NO/c1-12-14-7-6-13(20)11-16(14)18-8-4-3-5-15(18)17(12)19(2)10-9-18/h6-7,11,15,17,20H,1,3-5,8-10H2,2H3/t15-,17+,18+/m1/s1
• InChIKey: GNDGFLGDUVAUMO-NJAFHUGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9R,10S)-17-methyl-8-methylidene-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-4-ol
• IUPAC Traditional name: (1S,9R,10S)-17-methyl-8-methylidene-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-4-ol
• Synonyms: (9S,13S,14S)-3-Hydroxy-10-methenyl-N-methylmorphinan; (9α,13α,14α)-3-Hydroxy-10-methenyl-N-methylmorphinan; O-Desmethyl 10-Methylene Dextromethorphan

Database IDs

• PubChem SID: 162260685
• PubChem CID: 71315771

CALCULATED PROPERTIES

• Acid pKa: 9.701385
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.3195855
• LogD (pH = 7.4): 1.8415599
• Log P: 3.0699646
• Molar Refractivity: 82.253 cm^3
• Polarizability: 32.15001 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D292500

A derivative of the antitussive drug Dextromethorphan (D299455). Analgesic. Controlled Substance.