3-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}-1-[(3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]-1λ5-pyridin-1-ylium bromide

• ChemBase ID: 163187
• Molecular Formular: C29H41BrN2O11
• Molecular Mass: 673.54664
• Monoisotopic Mass: 672.18937214
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1COC(=O)C)[n+]1cc(ccc1)C1N(CCCC1)C(=O)OC(C)(C)C)OC(=O)C)OC(=O)C)OC(=O)C.[Br-]
• Canonical SMILES: CC(=O)OC[C@@H]1OC([n+]2cccc(c2)C2CCCCN2C(=O)OC(C)(C)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C.[Br-]
• InChI: InChI=1S/C29H41N2O11.BrH/c1-17(32)37-16-23-24(38-18(2)33)25(39-19(3)34)26(40-20(4)35)27(41-23)30-13-10-11-21(15-30)22-12-8-9-14-31(22)28(36)42-29(5,6)7;/h10-11,13,15,22-27H,8-9,12,14,16H2,1-7H3;1H/q+1;/p-1/t22?,23-,24-,25+,26-,27?;/m1./s1
• InChIKey: HFCNMSATWGOWHM-LQLADCSOSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}-1-[(3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]-1λ^5-pyridin-1-ylium bromide
• IUPAC Traditional name: 3-[1-(tert-butoxycarbonyl)piperidin-2-yl]-1-[(3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]-1λ^5-pyridin-1-ylium bromide
• Synonyms: N-tert-Butoxycarbonyl Anabasine D-Glucose-2,3,4,6-tetraacetate Bromide

Database IDs

• PubChem SID: 162257322
• PubChem CID: 71314343

CALCULATED PROPERTIES

• Acid pKa: 18.285933
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -2.0855803
• LogD (pH = 7.4): -2.0855803
• Log P: -2.0855803
• Molar Refractivity: 144.3799 cm^3
• Polarizability: 58.26249 Å^3
• Polar Surface Area: 147.85 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Water
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B690293

Anabasine derivative.