(1S,9S)-4,5,13-trimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,13-pentaen-12-one

• ChemBase ID: 306022
• Molecular Formular: C20H23NO4
• Molecular Mass: 341.40092
• Monoisotopic Mass: 341.16270822
• SMILES: c1(cc2c(cc1OC)C[C@H]1C3=CC(=O)C(=C[C@@]23CCN1C)OC)OC
• Canonical SMILES: COC1=C[C@]23CCN([C@H](C2=CC1=O)Cc1c3cc(OC)c(c1)OC)C
• InChI: InChI=1S/C20H23NO4/c1-21-6-5-20-11-19(25-4)16(22)9-14(20)15(21)7-12-8-17(23-2)18(24-3)10-13(12)20/h8-11,15H,5-7H2,1-4H3/t15-,20-/m0/s1
• InChIKey: DBPGJIUVRZHFCM-YWZLYKJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S)-4,5,13-trimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5,10,13-pentaen-12-one
• IUPAC Traditional name: (1S,9S)-4,5,13-trimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5,10,13-pentaen-12-one
• Synonyms: Fissistigine C; O-Methylpallidine

Database IDs

• CAS Number: 27510-33-4

CALCULATED PROPERTIES

• Acid pKa: 18.416866
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.110913165
• LogD (pH = 7.4): 1.4815457
• Log P: 1.780998
• Molar Refractivity: 98.2294 cm^3
• Polarizability: 37.004284 Å^3
• Polar Surface Area: 48.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow powder