{[(2R,3R)-2,3,5-trihydroxypentyl]oxy}phosphonic acid

• ChemBase ID: 3710
• Molecular Formular: C5H13O7P
• Molecular Mass: 216.126281
• Monoisotopic Mass: 216.03988939
• SMILES: OCC[C@@H](O)[C@H](O)COP(=O)(O)O
• Canonical SMILES: OCC[C@H]([C@@H](COP(=O)(O)O)O)O
• InChI: InChI=1S/C5H13O7P/c6-2-1-4(7)5(8)3-12-13(9,10)11/h4-8H,1-3H2,(H2,9,10,11)/t4-,5-/m1/s1
• InChIKey: YCHBTVQJICBXEI-RFZPGFLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R)-2,3,5-trihydroxypentyl]oxy}phosphonic acid
• IUPAC Traditional name: [(2R,3R)-2,3,5-trihydroxypentyl]oxyphosphonic acid
• Synonyms: Open Form of 2'-Deoxy-Ribofuranose-5'-Phosphate

Database IDs

• PubChem SID: 160967148; 46508398
• PubChem CID: 46936884

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4988744
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.9382463
• LogD (pH = 7.4): -5.825385
• Log P: -2.5329552
• Molar Refractivity: 42.2169 cm^3
• Polarizability: 17.149603 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.87
• LOG S: -0.82
• Solubility (Water): 3.30e+01 g/l

DETAILS

DrugBank - DB04087

Drug information: experimental