benzyl N-(5-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}pentyl)carbamate

• ChemBase ID: 158879
• Molecular Formular: C22H33N3O8
• Molecular Mass: 467.51272
• Monoisotopic Mass: 467.22676503
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)NC(=O)CCCCCNC(=O)OCc1ccccc1)NC(=O)C)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](NC(=O)CCCCCNC(=O)OCc2ccccc2)[C@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C22H33N3O8/c1-14(27)24-18-20(30)19(29)16(12-26)33-21(18)25-17(28)10-6-3-7-11-23-22(31)32-13-15-8-4-2-5-9-15/h2,4-5,8-9,16,18-21,26,29-30H,3,6-7,10-13H2,1H3,(H,23,31)(H,24,27)(H,25,28)/t16-,18-,19-,20-,21-/m1/s1
• InChIKey: KMJIVMWBZJORPU-GHRYLNIYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-(5-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}pentyl)carbamate
• IUPAC Traditional name: benzyl N-(5-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}pentyl)carbamate
• Synonyms: [6-[[2-(Acetylamino)-2-deoxy-β-D-glucopyranosyl]amino]-6-oxohexyl]carbamic Acid Phenylmethyl Ester; 2-Acetamido-2-deoxy-N-[N-(benzyloxycarbonyl)-ε-aminocaproyl]-β-D-glucopyranosylamine

Database IDs

• CAS Number: 56146-89-5
• PubChem SID: 162253014
• PubChem CID: 71312727

CALCULATED PROPERTIES

• Acid pKa: 11.614007
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -0.85531807
• LogD (pH = 7.4): -0.85534096
• Log P: -0.8553173
• Molar Refractivity: 115.8221 cm^3
• Polarizability: 46.087955 Å^3
• Polar Surface Area: 166.45 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 196-197°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere