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

• ChemBase ID: 3793
• Molecular Formular: C13H17N2O8P
• Molecular Mass: 360.256441
• Monoisotopic Mass: 360.07225214
• SMILES: COc1ccc2n(cnc2c1)[C@@H]1O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]1O
• Canonical SMILES: COc1ccc2c(c1)ncn2[C@@H]1O[C@H]([C@@H]([C@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C13H17N2O8P/c1-21-7-2-3-9-8(4-7)14-6-15(9)13-12(17)11(16)10(23-13)5-22-24(18,19)20/h2-4,6,10-13,16-17H,5H2,1H3,(H2,18,19,20)/t10-,11-,12+,13+/m0/s1
• InChIKey: VYUPJUKSTVHSQI-WUHRBBMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-3,4-dihydroxy-5-(5-methoxy-1H-1,3-benzodiazol-1-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,4R,5R)-3,4-dihydroxy-5-(5-methoxy-1,3-benzodiazol-1-yl)oxolan-2-yl]methoxyphosphonic acid
• Synonyms: Phosporic Acid Mono-[3,4-Dihydroxy-5-(5-Methoxy-Benzoimidazol-1-Yl)-Tetrahydro-Furan-2-Ylmethyl] Ester

Database IDs

• PubChem SID: 160967230; 46506074
• PubChem CID: 46936911

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.224694
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -2.8412123
• LogD (pH = 7.4): -4.103513
• Log P: -2.6139119
• Molar Refractivity: 78.9009 cm^3
• Polarizability: 32.6771 Å^3
• Polar Surface Area: 143.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.69
• LOG S: -2.28
• Solubility (Water): 1.90e+00 g/l

DETAILS

DrugBank - DB04176

Drug information: experimental