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

• ChemBase ID: 2214
• Molecular Formular: C5H13BrO8P2
• Molecular Mass: 343.003442
• Monoisotopic Mass: 341.92690264
• SMILES: CC(O)(CBr)CCO[P@@](=O)(O)OP(=O)(O)O
• Canonical SMILES: BrCC(CCO[P@](=O)(OP(=O)(O)O)O)(O)C
• InChI: InChI=1S/C5H13BrO8P2/c1-5(7,4-6)2-3-13-16(11,12)14-15(8,9)10/h7H,2-4H2,1H3,(H,11,12)(H2,8,9,10)/t5-/m1/s1
• InChIKey: YKAYCWPQDPILSA-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46505765; 160965667; 46507951
• PubChem CID: 448012

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7590519
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.9126368
• LogD (pH = 7.4): -5.547589
• Log P: -0.50375503
• Molar Refractivity: 57.8 cm^3
• Polarizability: 23.5807 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.01
• LOG S: -1.53
• Solubility (Water): 1.01e+01 g/l

DETAILS

DrugBank - DB02480

Drug information: experimental

DrugBank - DB04170

Drug information: experimental