4-[hydroxy(methyl)phosphoryl]-3-oxobutanoic acid

• ChemBase ID: 1602
• Molecular Formular: C5H9O5P
• Molecular Mass: 180.095721
• Monoisotopic Mass: 180.01876002
• SMILES: C[P@](=O)(O)CC(=O)CC(=O)O
• Canonical SMILES: O=C(C[P@@](=O)(O)C)CC(=O)O
• InChI: InChI=1S/C5H9O5P/c1-11(9,10)3-4(6)2-5(7)8/h2-3H2,1H3,(H,7,8)(H,9,10)
• InChIKey: MZTALSPOBPYJPG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[hydroxy(methyl)phosphoryl]-3-oxobutanoic acid
• IUPAC Traditional name: C5H9O5P
• Synonyms: 4-[Hydroxy-[Methyl-Phosphinoyl]]-3-Oxo-Butanoic Acid

Database IDs

• PubChem SID: 160965059; 46507856
• PubChem CID: 446167

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8526967
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -4.4532933
• LogD (pH = 7.4): -6.246161
• Log P: -0.992
• Molar Refractivity: 36.8297 cm^3
• Polarizability: 14.582729 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.87
• LOG S: -0.78
• Solubility (Water): 2.99e+01 g/l

DETAILS

DrugBank - DB01832

Drug information: experimental