[(2R,4S,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-bis(benzoyloxy)oxolan-2-yl]methyl benzoate

• ChemBase ID: 178904
• Molecular Formular: C31H25N5O8
• Molecular Mass: 595.5589
• Monoisotopic Mass: 595.17031279
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c(nc1)c(=O)[nH]c(n2)N)COC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: Nc1[nH]c(=O)c2c(n1)n(cn2)[C@@H]1O[C@@H](C([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C31H25N5O8/c32-31-34-25-22(26(37)35-31)33-17-36(25)27-24(44-30(40)20-14-8-3-9-15-20)23(43-29(39)19-12-6-2-7-13-19)21(42-27)16-41-28(38)18-10-4-1-5-11-18/h1-15,17,21,23-24,27H,16H2,(H3,32,34,35,37)/t21-,23?,24+,27-/m1/s1
• InChIKey: WZRBAVDJTYIQBI-UOXSXUMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,4S,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-bis(benzoyloxy)oxolan-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,4S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-bis(benzoyloxy)oxolan-2-yl]methyl benzoate
• Synonyms: Guanosine, 2',3',5'-tribenzoate; 2',3',5'-Tri-O-benzoyl Guanosine

Database IDs

• CAS Number: 66048-53-1
• PubChem SID: 164234814
• PubChem CID: 71752682

CALCULATED PROPERTIES

• Acid pKa: 10.157906
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 4.7796383
• LogD (pH = 7.4): 4.7790112
• Log P: 4.779681
• Molar Refractivity: 154.0871 cm^3
• Polarizability: 58.747875 Å^3
• Polar Surface Area: 173.43 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 252-256°C