(S)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol

• ChemBase ID: 126602
• Molecular Formular: C19H22N2O
• Molecular Mass: 294.39078
• Monoisotopic Mass: 294.17321333
• SMILES: n1c2c(cccc2)c(cc1)[C@H](O)[C@H]1N2CC[C@@H](C1)[C@@H](C=C)C2
• Canonical SMILES: C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](c1ccnc2c1cccc2)O
• InChI: InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19-/m0/s1
• InChIKey: KMPWYEUPVWOPIM-LSOMNZGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol
• IUPAC Traditional name: cinchonine
• Synonyms: Cinchonine

Database IDs

• CAS Number: 118-10-5
• PubChem SID: 162220932
• PubChem CID: 6916142
• CHEMBL: 496893
• Chemspider ID: 746392
• KEGG ID: C06528
• Unique Ingredient Identifier: V43X79NZCD
• Wikipedia Title: Cinchonine

CALCULATED PROPERTIES

• Acid pKa: 13.8773155
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.60487753
• LogD (pH = 7.4): 0.92435837
• Log P: 2.6711352
• Molar Refractivity: 88.2304 cm^3
• Polarizability: 35.8717 Å^3
• Polar Surface Area: 36.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true