dilithium(1+) ion [(2R,3S,4R,5R)-5-(3-carbamoyl-1H-1,2,4-triazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate

• ChemBase ID: 177513
• Molecular Formular: C8H11Li2N4O8P
• Molecular Mass: 336.050701
• Monoisotopic Mass: 336.06345906
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1COP(=O)([O-])[O-])n1cnc(n1)C(=O)N)O)O.[Li+].[Li+]
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc(n1)C(=O)N)COP(=O)([O-])[O-].[Li+].[Li+]
• InChI: InChI=1S/C8H13N4O8P.2Li/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);;/q;2*+1/p-2/t3-,4-,5-,8-;;/m1../s1
• InChIKey: SIMMZIYZANJRNU-DAVOPPATSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: dilithium(1+) ion [(2R,3S,4R,5R)-5-(3-carbamoyl-1H-1,2,4-triazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
• IUPAC Traditional name: dilithium(1+) ion [(2R,3S,4R,5R)-5-(3-carbamoyl-1,2,4-triazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
• Synonyms: 1-(5-O-Phosphono-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide Dilithium Salt; Ribavirin 5'-Monophosphate Dilithium Salt (90%)

Database IDs

• CAS Number: 66983-94-6
• PubChem SID: 164233423
• PubChem CID: 71752067

CALCULATED PROPERTIES

• Acid pKa: 1.2262629
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -5.2905555
• LogD (pH = 7.4): -6.3745537
• Log P: -2.9186945
• Molar Refractivity: 73.2039 cm^3
• Polarizability: 24.887424 Å^3
• Polar Surface Area: 195.91 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: >220°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R414500

A metabolite of Ribavirin.

REFERENCES

• Allen, L.B., et al.: J. Med. Chem., 21, 742 (1978)
• Zimmerman, T., et al.: Biochem. Pharmacol., 27, 709 (1978)
• Page, T., et al.: Int. J. Biochem., 22, 379 (1978)
• Lin, C., et al.: Antimicrob. Agents Chemother., 47, 1395 (1978)