(3R)-3-[(1S,4R)-4-hydroxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbonyloxy]-1-azabicyclo[2.2.2]octan-1-ium-1-olate

• ChemBase ID: 171299
• Molecular Formular: C23H26N2O4
• Molecular Mass: 394.46354
• Monoisotopic Mass: 394.18925732
• SMILES: c12c([C@H](CN([C@H]1c1ccccc1)C(=O)O[C@H]1C[N+]3(CCC1CC3)[O-])O)cccc2
• Canonical SMILES: O=C(N1C[C@H](O)c2c([C@@H]1c1ccccc1)cccc2)O[C@H]1C[N+]2([O-])CCC1CC2
• InChI: InChI=1S/C23H26N2O4/c26-20-14-24(23(27)29-21-15-25(28)12-10-16(21)11-13-25)22(17-6-2-1-3-7-17)19-9-5-4-8-18(19)20/h1-9,16,20-22,26H,10-15H2/t16?,20-,21-,22-,25?/m0/s1
• InChIKey: HKJBKWXZULCCEK-RJZLZWFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-[(1S,4R)-4-hydroxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbonyloxy]-1-azabicyclo[2.2.2]octan-1-ium-1-olate
• IUPAC Traditional name: (3R)-3-[(1S,4R)-4-hydroxy-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carbonyloxy]-1-azabicyclo[2.2.2]octan-1-ium-1-olate
• Synonyms: rel-(1S,4R)-3,4-Dihydro-4-hydroxy-1-phenyl-2(1H)-isoquinolinecarboxylic Acid (3R)-1-Oxido-1-azabicyclo[2.2.2]oct-3-yl Ester; cis-Hydroxy Solifenacin N-Oxide(Mixture of Diastereomers)

Database IDs

• PubChem SID: 164227209
• PubChem CID: 71749339

CALCULATED PROPERTIES

• Acid pKa: 14.016673
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9172003
• LogD (pH = 7.4): 1.917234
• Log P: 1.9172344
• Molar Refractivity: 109.3106 cm^3
• Polarizability: 42.16433 Å^3
• Polar Surface Area: 76.65 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H953485

Solifenacin (S676700) metabolite.