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

• ChemBase ID: 173674
• Molecular Formular: C18H23NO
• Molecular Mass: 269.38132
• Monoisotopic Mass: 269.17796436
• SMILES: c1(cc2c(cc1)C(=C)[C@H]1[C@@H]3[C@]2(CCCC3)CCN1)OC
• Canonical SMILES: COc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@H](C2=C)NCC1
• InChI: InChI=1S/C18H23NO/c1-12-14-7-6-13(20-2)11-16(14)18-8-4-3-5-15(18)17(12)19-10-9-18/h6-7,11,15,17,19H,1,3-5,8-10H2,2H3/t15-,17+,18+/m1/s1
• InChIKey: FIZGDZOQOVXYOC-NJAFHUGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9R,10S)-4-methoxy-8-methylidene-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene
• IUPAC Traditional name: (1S,9R,10S)-4-methoxy-8-methylidene-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene
• Synonyms: 10-Methylene N-Nordextromethorphan

Database IDs

• PubChem SID: 164229584
• PubChem CID: 71750329

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.17658032
• LogD (pH = 7.4): 1.2959651
• Log P: 3.3447404
• Molar Refractivity: 81.4406 cm^3
• Polarizability: 32.224266 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M304215

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