3-(1-nitrosopiperidin-2-yl)-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1λ5-pyridin-1-ylium chloride

• ChemBase ID: 175426
• Molecular Formular: C16H24ClN3O6
• Molecular Mass: 389.83126
• Monoisotopic Mass: 389.13536318
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1CO)[n+]1cc(ccc1)C1N(CCCC1)N=O)O)O)O.[Cl-]
• Canonical SMILES: OC[C@@H]1OC([n+]2cccc(c2)C2CCCCN2N=O)[C@H]([C@H]([C@@H]1O)O)O.[Cl-]
• InChI: InChI=1S/C16H24N3O6.ClH/c20-9-12-13(21)14(22)15(23)16(25-12)18-6-3-4-10(8-18)11-5-1-2-7-19(11)17-24;/h3-4,6,8,11-16,20-23H,1-2,5,7,9H2;1H/q+1;/p-1/t11?,12-,13-,14+,15-,16?;/m1./s1
• InChIKey: FGQLDPMFKGJRBE-UNUCBKFISA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-nitrosopiperidin-2-yl)-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1λ^5-pyridin-1-ylium chloride
• IUPAC Traditional name: 3-(1-nitrosopiperidin-2-yl)-1-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1λ^5-pyridin-1-ylium chloride
• Synonyms: rac-NAB-D-glucoside; (R,S)-N-Nitroso Anabasine D-Glucoside Chloride

Database IDs

• PubChem SID: 164231336
• PubChem CID: 71751115

CALCULATED PROPERTIES

• Acid pKa: 11.702742
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -4.902044
• LogD (pH = 7.4): -4.9017644
• Log P: -4.901783
• Molar Refractivity: 88.1359 cm^3
• Polarizability: 34.250633 Å^3
• Polar Surface Area: 126.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol; Water
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - N524260

Anabasine derivative.