{[(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3586
• Molecular Formular: C8H16NO9P
• Molecular Mass: 301.187701
• Monoisotopic Mass: 301.05626773
• SMILES: CC(=O)N[C@H]1[C@H](O)O[C@H](COP(=O)(O)O)[C@H](O)[C@@H]1O
• Canonical SMILES: CC(=O)N[C@H]1[C@H](O)O[C@@H]([C@@H]([C@@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6+,7-,8-/m1/s1
• InChIKey: BRGMHAYQAZFZDJ-JAJWTYFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid
• Synonyms: 16g

Database IDs

• PubChem SID: 160967024; 46506695
• PubChem CID: 46936841

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.227447
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.7860446
• LogD (pH = 7.4): -6.876043
• Log P: -3.3441405
• Molar Refractivity: 57.8976 cm^3
• Polarizability: 24.003729 Å^3
• Polar Surface Area: 165.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.02
• LOG S: -1.23
• Solubility (Water): 1.76e+01 g/l

DETAILS

DrugBank - DB03951

Drug information: experimental