N-{9-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}benzamide

• ChemBase ID: 74294
• Molecular Formular: C17H17N5O6
• Molecular Mass: 387.34678
• Monoisotopic Mass: 387.11788329
• SMILES: O1[C@@H]([C@H](O)[C@H]([C@H]1n1c2c(nc1)c(=O)[nH]c(n2)NC(=O)c1ccccc1)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H]([C@@H]([C@H]1O)O)n1cnc2c1nc(NC(=O)c1ccccc1)[nH]c2=O
• InChI: InChI=1S/C17H17N5O6/c23-6-9-11(24)12(25)16(28-9)22-7-18-10-13(22)19-17(21-15(10)27)20-14(26)8-4-2-1-3-5-8/h1-5,7,9,11-12,16,23-25H,6H2,(H2,19,20,21,26,27)/t9-,11+,12-,16+/m1/s1
• InChIKey: WZKJANWNNBJHRS-WKCLZBRGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{9-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}benzamide
• IUPAC Traditional name: N-{9-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl}benzamide
• Synonyms: N(2)-Benzoylguanosine

Database IDs

• MDL Number: MFCD00057045
• PubChem SID: 162039213
• PubChem CID: 44119119

CALCULATED PROPERTIES

• Acid pKa: 8.986423
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.920731
• LogD (pH = 7.4): -0.9304331
• Log P: -0.92060214
• Molar Refractivity: 94.7354 cm^3
• Polarizability: 35.512863 Å^3
• Polar Surface Area: 158.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 255-256°C

DETAILS

Apollo Scientific Ltd - OR0810T

A useful building block for oligoribonucleotide synthesis.