({hydroxy[(3S)-4-hydroxy-3-methylbutoxy]phosphoryl}oxy)phosphonic acid

• ChemBase ID: 1570
• Molecular Formular: C5H14O8P2
• Molecular Mass: 264.107382
• Monoisotopic Mass: 264.01639067
• SMILES: C[C@H](CO)CCO[P@@](=O)(O)OP(=O)(O)O
• Canonical SMILES: OC[C@H](CCO[P@](=O)(OP(=O)(O)O)O)C
• InChI: InChI=1S/C5H14O8P2/c1-5(4-6)2-3-12-15(10,11)13-14(7,8)9/h5-6H,2-4H2,1H3,(H,10,11)(H2,7,8,9)/t5-/m0/s1
• InChIKey: URURINNTPGGDIV-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({hydroxy[(3S)-4-hydroxy-3-methylbutoxy]phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: [hydroxy(3S)-4-hydroxy-3-methylbutoxyphosphoryl]oxyphosphonic acid
• Synonyms: 4-Hydroxy-3-Methyl Butyl Diphosphate

Database IDs

• PubChem SID: 46508731; 160965027
• PubChem CID: 5288154

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7593106
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.220416
• LogD (pH = 7.4): -5.855574
• Log P: -0.8117483
• Molar Refractivity: 50.281 cm^3
• Polarizability: 20.475075 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.45
• LOG S: -1.4
• Solubility (Water): 1.05e+01 g/l

DETAILS

DrugBank - DB01799

Drug information: experimental