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

• ChemBase ID: 1467
• Molecular Formular: C8H13N4O8P
• Molecular Mass: 324.184581
• Monoisotopic Mass: 324.04710003
• SMILES: NC(=O)c1nn(cn1)[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]1n1cnc(n1)C(=O)N)COP(=O)(O)O
• InChI: InChI=1S/C8H13N4O8P/c9-6(15)7-10-2-12(11-7)8-5(14)4(13)3(20-8)1-19-21(16,17)18/h2-5,8,13-14H,1H2,(H2,9,15)(H2,16,17,18)/t3-,4-,5+,8+/m0/s1
• InChIKey: SDWIOXKHTFOULX-PDNLFSCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(3-carbamoyl-1H-1,2,4-triazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @ribavirin monophosphate
• Synonyms: Ribavirin Monophosphate

Database IDs

• CAS Number: 40925-28-8
• PubChem SID: 46504726; 160964926
• PubChem CID: 5748447

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2262629
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -5.2905555
• LogD (pH = 7.4): -6.3745537
• Log P: -2.9186945
• Molar Refractivity: 75.4473 cm^3
• Polarizability: 25.126596 Å^3
• Polar Surface Area: 190.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.67
• LOG S: -1.99
• Solubility (Water): 3.34e+00 g/l

DETAILS

DrugBank - DB01693

Drug information: experimental