(R)-[(2S,4S,5S)-5-hydroxy-5-(1-hydroxyethyl)-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl acetate

• ChemBase ID: 159239
• Molecular Formular: C22H28N2O5
• Molecular Mass: 400.46812
• Monoisotopic Mass: 400.19982201
• SMILES: c12c(ccc(c1)OC)nccc2[C@H]([C@@H]1C[C@H]2[C@](CN1CC2)(C(C)O)O)OC(=O)C
• Canonical SMILES: COc1ccc2c(c1)c(ccn2)[C@H]([C@@H]1C[C@@H]2CCN1C[C@]2(O)C(O)C)OC(=O)C
• InChI: InChI=1S/C22H28N2O5/c1-13(25)22(27)12-24-9-7-15(22)10-20(24)21(29-14(2)26)17-6-8-23-19-5-4-16(28-3)11-18(17)19/h4-6,8,11,13,15,20-21,25,27H,7,9-10,12H2,1-3H3/t13?,15-,20-,21+,22-/m0/s1
• InChIKey: DGPBLFZAYXMSRB-SJJIPPQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-[(2S,4S,5S)-5-hydroxy-5-(1-hydroxyethyl)-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl acetate
• IUPAC Traditional name: (R)-[(1S,2S,4S,5S)-5-hydroxy-5-(1-hydroxyethyl)-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl acetate
• Synonyms: 3,10-Dihydroxy Hydroquinine 9-Acetate; 9-Acetyl-3,10-dihydroxy Hydroquinine

Database IDs

• PubChem SID: 162253374
• PubChem CID: 71312870

CALCULATED PROPERTIES

• Acid pKa: 13.231813
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.3087771
• LogD (pH = 7.4): 0.45931095
• Log P: 1.1023277
• Molar Refractivity: 106.6136 cm^3
• Polarizability: 43.623966 Å^3
• Polar Surface Area: 92.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A173720

A synthetic quinine derivative.