{[(2S,3R,4R,5R)-5-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 1796
• Molecular Formular: C14H19N2O7P
• Molecular Mass: 358.283621
• Monoisotopic Mass: 358.09298759
• SMILES: Cc1cc2c(cc1C)n(cn2)[C@@H]1O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1cnc2c1cc(C)c(c2)C)COP(=O)(O)O
• InChI: InChI=1S/C14H19N2O7P/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(18)12(17)11(23-14)5-22-24(19,20)21/h3-4,6,11-14,17-18H,5H2,1-2H3,(H2,19,20,21)/t11-,12-,13+,14+/m0/s1
• InChIKey: ZMRGXEJKZPRBPJ-IGQOVBAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @α-ribazole-5'-phosphate
• Synonyms: Alpha-Ribazole-5'-Phosphate

Database IDs

• PubChem SID: 160965252; 46504584
• PubChem CID: 46936290

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2246977
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.6387858
• LogD (pH = 7.4): -2.9147925
• Log P: -1.5136584
• Molar Refractivity: 82.5201 cm^3
• Polarizability: 33.609135 Å^3
• Polar Surface Area: 134.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.32
• LOG S: -2.37
• Solubility (Water): 1.53e+00 g/l

DETAILS

DrugBank - DB02030

Drug information: experimental