[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(5-amino-4-cyano-1H-imidazol-1-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 160514
• Molecular Formular: C15H18N4O7
• Molecular Mass: 366.32602
• Monoisotopic Mass: 366.11754894
• SMILES: c1(c(ncn1[C@H]1[C@@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)C#N)N
• Canonical SMILES: N#Cc1ncn(c1N)[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)COC(=O)C
• InChI: InChI=1S/C15H18N4O7/c1-7(20)23-5-11-12(24-8(2)21)13(25-9(3)22)15(26-11)19-6-18-10(4-16)14(19)17/h6,11-13,15H,5,17H2,1-3H3/t11-,12-,13-,15-/m1/s1
• InChIKey: KWUWYLFGHOSANL-RGCMKSIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(5-amino-4-cyano-1H-imidazol-1-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(5-amino-4-cyanoimidazol-1-yl)oxolan-2-yl]methyl acetate
• Synonyms: 5-Amino-1-β-D-ribofuranosyl-imidazole-4-carbonitrile 2',3',5'-Triacetate; 5-Amino-1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-imidazole-4-carbonitrile

Database IDs

• CAS Number: 23192-63-4
• PubChem SID: 162254649
• PubChem CID: 13830071

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.8797376
• LogD (pH = 7.4): -0.8794907
• Log P: -0.8794876
• Molar Refractivity: 82.3669 cm^3
• Polarizability: 32.947323 Å^3
• Polar Surface Area: 155.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol
• Apperance: Off-White Foam/Solid

DETAILS

Toronto Research Chemicals - A630660

Protected imidazole derivative

REFERENCES

• Minakawa, N., et al.: J. Med. Chem., 34, 778 (1991)