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

• ChemBase ID: 2578
• Molecular Formular: C6H14NO8P
• Molecular Mass: 259.151021
• Monoisotopic Mass: 259.04570304
• SMILES: N[C@H]1[C@H](O)O[C@H](CO)[C@@H](OP(=O)(O)O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1OP(=O)(O)O)O)N
• InChI: InChI=1S/C6H14NO8P/c7-3-4(9)5(15-16(11,12)13)2(1-8)14-6(3)10/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6-/m1/s1
• InChIKey: QWDBGVNDGYUIAC-QZABAPFNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160966028; 46509132
• PubChem CID: 448057

CALCULATED PROPERTIES

JChem

• Rotatable Bonds: 3
• Lipinski's Rule of Five: false
• Acid pKa: 0.93499213
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.2998896
• LogD (pH = 7.4): -5.6046486
• Log P: -4.176655
• Molar Refractivity: 48.4538 cm^3
• Polarizability: 20.562544 Å^3
• Polar Surface Area: 162.7 Å^2

ALOGPS 2.1

• Solubility (Water): 3.86e+01 g/l
• Log P: -2.61
• LOG S: -0.83

DETAILS

DrugBank - DB02865

Drug information: experimental