{[(2R,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

• ChemBase ID: 2813
• Molecular Formular: C6H14NO8P
• Molecular Mass: 259.151021
• Monoisotopic Mass: 259.04570304
• SMILES: N[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@@H]1OP(=O)(O)O
• Canonical SMILES: OC[C@@H]1O[C@H](OP(=O)(O)O)[C@H]([C@@H]([C@H]1O)O)N
• InChI: InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m0/s1
• InChIKey: YMJBYRVFGYXULK-GKFJPSPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
• IUPAC Traditional name: @glucosamine 1-phosphate
• Synonyms: Glucosamine 1-Phosphate

Database IDs

• PubChem SID: 160966261; 46507220
• PubChem CID: 46936577

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.1788105
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.2445183
• LogD (pH = 7.4): -5.353493
• Log P: -4.1756177
• Molar Refractivity: 48.4538 cm^3
• Polarizability: 20.562544 Å^3
• Polar Surface Area: 162.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.59
• LOG S: -0.87
• Solubility (Water): 3.51e+01 g/l

DETAILS

DrugBank - DB03111

Drug information: experimental