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

• ChemBase ID: 165885
• Molecular Formular: C14H17N5O6
• Molecular Mass: 351.31468
• Monoisotopic Mass: 351.11788329
• SMILES: C1[C@@H]([C@H](O[C@H]1n1c2c(nc1)c(=O)[nH]c(n2)N)COC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@@H](O[C@@H]1COC(=O)C)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C14H17N5O6/c1-6(20)23-4-9-8(24-7(2)21)3-10(25-9)19-5-16-11-12(19)17-14(15)18-13(11)22/h5,8-10H,3-4H2,1-2H3,(H3,15,17,18,22)/t8-,9+,10+/m0/s1
• InChIKey: QZGYRDUIRRZJHS-IVZWLZJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,5R)-3-(acetyloxy)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,5R)-3-(acetyloxy)-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: 2'-Deoxy-guanosine 3',5'-Diacetate; 2'-Deoxyguanosine 3',5'-Diacetate; 3',5'-Di-O-acetyldeoxyguanosine; 3',5'-O-Diacetyl-2'-deoxyguanosine; NSC 76761; 2'-Deoxy-3',5'-di-O-acetylguanosine

Database IDs

• CAS Number: 69992-10-5
• PubChem SID: 162260018
• PubChem CID: 10981034

CALCULATED PROPERTIES

• Acid pKa: 10.158609
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.9233875
• LogD (pH = 7.4): -0.92399794
• Log P: -0.9233293
• Molar Refractivity: 81.4134 cm^3
• Polarizability: 31.332687 Å^3
• Polar Surface Area: 147.13 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: White Powder
• Melting Point: >300°C