({hydroxy[(3-methylbutyl)sulfanyl]phosphoryl}oxy)phosphonic acid

• ChemBase ID: 2019
• Molecular Formular: C5H14O6P2S
• Molecular Mass: 264.173582
• Monoisotopic Mass: 263.99863243
• SMILES: OP(=O)(O)O[P@](=O)(O)SCCC(C)C
• Canonical SMILES: CC(CCS[P@](=O)(OP(=O)(O)O)O)C
• InChI: InChI=1S/C5H14O6P2S/c1-5(2)3-4-14-13(9,10)11-12(6,7)8/h5H,3-4H2,1-2H3,(H,9,10)(H2,6,7,8)
• InChIKey: UWSFTDFHOGCIEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({hydroxy[(3-methylbutyl)sulfanyl]phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: [hydroxy(3-methylbutyl)sulfanylphosphoryl]oxyphosphonic acid
• Synonyms: Dimethylallyl S-Thiolodiphosphate

Database IDs

• PubChem SID: 160965474; 46504884
• PubChem CID: 5288123

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0244467
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.249927
• LogD (pH = 7.4): -4.088157
• Log P: 1.0419207
• Molar Refractivity: 54.9282 cm^3
• Polarizability: 22.04307 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.29
• LOG S: -1.3
• Solubility (Water): 1.32e+01 g/l

DETAILS

DrugBank - DB02270

Drug information: experimental