[({[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)methyl]phosphonic acid

• ChemBase ID: 3902
• Molecular Formular: C6H15O13P3
• Molecular Mass: 388.096783
• Monoisotopic Mass: 387.97255043
• SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1COP(=O)(O)O)O[P@@](=O)(O)CP(=O)(O)O
• Canonical SMILES: O[C@H]1[C@H](COP(=O)(O)O)O[C@H]([C@@H]1O)O[P@](=O)(CP(=O)(O)O)O
• InChI: InChI=1S/C6H15O13P3/c7-4-3(1-17-22(14,15)16)18-6(5(4)8)19-21(12,13)2-20(9,10)11/h3-8H,1-2H2,(H,12,13)(H2,9,10,11)(H2,14,15,16)/t3-,4-,5+,6-/m0/s1
• InChIKey: JFMKBQDEISBIPL-AZGQCCRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)methyl]phosphonic acid
• IUPAC Traditional name: {[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy(hydroxy)phosphoryl}methylphosphonic acid
• Synonyms: 5-Phosphoribosyl-1-(Beta-Methylene) Pyrophosphate

Database IDs

• PubChem SID: 46507418; 160967337
• PubChem CID: 46936945

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.7371823
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -10.8108835
• LogD (pH = 7.4): -11.973031
• Log P: -3.8454604
• Molar Refractivity: 64.9333 cm^3
• Polarizability: 27.739332 Å^3
• Polar Surface Area: 220.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.09
• LOG S: -1.33
• Solubility (Water): 1.83e+01 g/l

DETAILS

DrugBank - DB04294

Drug information: experimental