[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[2-(dimethylamino)-6-oxo-6,9-dihydro-1H-purin-9-yl]oxolan-2-yl]methyl acetate

• ChemBase ID: 178853
• Molecular Formular: C18H23N5O8
• Molecular Mass: 437.40392
• Monoisotopic Mass: 437.15466272
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1c2c(nc1)c(=O)[nH]c(n2)N(C)C)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([nH]c2=O)N(C)C)COC(=O)C
• InChI: InChI=1S/C18H23N5O8/c1-8(24)28-6-11-13(29-9(2)25)14(30-10(3)26)17(31-11)23-7-19-12-15(23)20-18(22(4)5)21-16(12)27/h7,11,13-14,17H,6H2,1-5H3,(H,20,21,27)/t11-,13-,14-,17-/m1/s1
• InChIKey: GZKPCWCCXJQIPH-LSCFUAHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[2-(dimethylamino)-6-oxo-6,9-dihydro-1H-purin-9-yl]oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[2-(dimethylamino)-6-oxo-1H-purin-9-yl]oxolan-2-yl]methyl acetate
• Synonyms: N,N-Dimethyl-guanosine 2',3',5'-Triacetate; 2',3',5'-Tri-O-acetyl-2N,2N-dimethyl Guanosine

Database IDs

• CAS Number: 73196-87-9
• PubChem SID: 164234763
• PubChem CID: 10873811

CALCULATED PROPERTIES

• Acid pKa: 9.9627495
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.8433491
• LogD (pH = 7.4): -0.84430426
• Log P: -0.8432565
• Molar Refractivity: 102.1449 cm^3
• Polarizability: 39.511196 Å^3
• Polar Surface Area: 150.65 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Powder