(R)-[(2S,4S,5Z)-5-ethylidene-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol

• ChemBase ID: 171615
• Molecular Formular: C20H24N2O2
• Molecular Mass: 324.41676
• Monoisotopic Mass: 324.18377802
• SMILES: c1(ccc2c(c1)c(ccn2)[C@H]([C@H]1N2CC[C@@H](C1)/C(=C/C)/C2)O)OC
• Canonical SMILES: C/C=C/1\CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O
• InChI: InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,14,19-20,23H,7,9-10,12H2,1-2H3/b13-3+/t14-,19-,20+/m0/s1
• InChIKey: DTEXULLZKFAGHZ-CKXMZTLZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-[(2S,4S,5Z)-5-ethylidene-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
• IUPAC Traditional name: (R)-[(1S,2S,4S,5Z)-5-ethylidene-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
• Synonyms: (8α,9R)- 3,10-Didehydro-10,11-dihydro-6'-methoxycinchonan-9-ol; Isoquinine

Database IDs

• CAS Number: 697260-51-8
• PubChem SID: 164227525
• PubChem CID: 11290292

CALCULATED PROPERTIES

• Acid pKa: 13.890839
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.18157814
• LogD (pH = 7.4): 1.6045399
• Log P: 2.4898262
• Molar Refractivity: 95.4225 cm^3
• Polarizability: 38.350784 Å^3
• Polar Surface Area: 45.59 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 180-182°C

Safety Information

• Storage Condition: Refrigerator