[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-chloro-2-hydroxy-9H-purin-9-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 164336
• Molecular Formular: C16H17ClN4O8
• Molecular Mass: 428.78118
• Monoisotopic Mass: 428.0734912
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1c2c(nc1)c(nc(n2)O)Cl)COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1cnc2c1nc(O)nc2Cl)COC(=O)C
• InChI: InChI=1S/C16H17ClN4O8/c1-6(22)26-4-9-11(27-7(2)23)12(28-8(3)24)15(29-9)21-5-18-10-13(17)19-16(25)20-14(10)21/h5,9,11-12,15H,4H2,1-3H3,(H,19,20,25)/t9-,11-,12-,15-/m1/s1
• InChIKey: UDPLUTIBYLKPII-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-chloro-2-hydroxy-9H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-chloro-2-hydroxypurin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: 6-Chloro-1,9-dihydro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2H-purin-2-one; 6-Chloro-2-hydroxy-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine

Database IDs

• CAS Number: 161923-50-8
• PubChem SID: 162258471
• PubChem CID: 10094121

CALCULATED PROPERTIES

• Acid pKa: 12.628591
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 0.66632235
• LogD (pH = 7.4): 0.6663208
• Log P: 0.66632336
• Molar Refractivity: 93.4292 cm^3
• Polarizability: 37.6925 Å^3
• Polar Surface Area: 151.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl acetate; Methanol
• Apperance: White Solid