[(2S,4R,5S,6R)-5-acetamido-4-hydroxy-6-[(1R,2S)-1,2,3-trihydroxypropyl]oxan-2-yl]phosphonic acid

• ChemBase ID: 4129
• Molecular Formular: C10H20NO9P
• Molecular Mass: 329.240861
• Monoisotopic Mass: 329.08756786
• SMILES: CC(=O)N[C@H]1[C@H](O)C[C@@H](O[C@H]1[C@H](O)[C@@H](O)CO)P(=O)(O)O
• Canonical SMILES: OC[C@@H]([C@H]([C@@H]1O[C@H](C[C@H]([C@@H]1NC(=O)C)O)P(=O)(O)O)O)O
• InChI: InChI=1S/C10H20NO9P/c1-4(13)11-8-5(14)2-7(21(17,18)19)20-10(8)9(16)6(15)3-12/h5-10,12,14-16H,2-3H2,1H3,(H,11,13)(H2,17,18,19)/t5-,6+,7+,8+,9-,10-/m1/s1
• InChIKey: QITAGYVZDNZULE-JPZACNAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,4R,5S,6R)-5-acetamido-4-hydroxy-6-[(1R,2S)-1,2,3-trihydroxypropyl]oxan-2-yl]phosphonic acid
• IUPAC Traditional name: (2S,4R,5S,6R)-5-acetamido-4-hydroxy-6-[(1R,2S)-1,2,3-trihydroxypropyl]oxan-2-ylphosphonic acid
• Synonyms: 4-Acetamido-2,4-Didexoy-D-Glycero-Beta-D-Galacto-Octopyranosylphosphonic Acid

Database IDs

• PubChem SID: 160967561; 46506811
• PubChem CID: 46937010

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3026767
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.698575
• LogD (pH = 7.4): -6.8314824
• Log P: -4.5690837
• Molar Refractivity: 66.8205 cm^3
• Polarizability: 27.514557 Å^3
• Polar Surface Area: 176.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.38
• LOG S: -1.04
• Solubility (Water): 2.98e+01 g/l

DETAILS

DrugBank - DB04561

Drug information: experimental