(2R,3R,4S,5S,6R)-2-[6-(benzylamino)-9H-purin-9-yl]-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 161404
• Molecular Formular: C18H21N5O5
• Molecular Mass: 387.38984
• Monoisotopic Mass: 387.1542688
• SMILES: O[C@@H]1[C@@H](O[C@H]([C@H]([C@H]1O)O)n1c2ncnc(c2nc1)NCc1ccccc1)CO
• Canonical SMILES: OC[C@@H]1O[C@H]([C@H]([C@H]([C@@H]1O)O)O)n1cnc2c1ncnc2NCc1ccccc1
• InChI: InChI=1S/C18H21N5O5/c24-7-11-13(25)14(26)15(27)18(28-11)23-9-22-12-16(20-8-21-17(12)23)19-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-15,18,24-27H,6-7H2,(H,19,20,21)/t11-,13-,14+,15-,18-/m1/s1
• InChIKey: KRUUBWXADMDQSI-BWOYXGKQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-[6-(benzylamino)-9H-purin-9-yl]-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-[6-(benzylamino)purin-9-yl]-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: N6-Benzyladenine 9-Glucoside; 6-Benzylaminopurine 9-(α-D-glucoside)

Database IDs

• CAS Number: 4294-17-1
• PubChem SID: 162255539
• PubChem CID: 11552796

CALCULATED PROPERTIES

• Acid pKa: 12.357906
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.7803228
• LogD (pH = 7.4): -0.6963125
• Log P: -0.6951216
• Molar Refractivity: 99.2641 cm^3
• Polarizability: 38.351044 Å^3
• Polar Surface Area: 145.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White-to-off-White Powder
• Melting Point: 179°C