(2R,3R,4R,5R)-5-(2,6-diamino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol

• ChemBase ID: 106125
• Molecular Formular: C11H16N6O4
• Molecular Mass: 296.28254
• Monoisotopic Mass: 296.12330302
• SMILES: n1c2c(nc(nc2n(c1)[C@@H]1O[C@@H]([C@@H](O)[C@H]1OC)CO)N)N
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OC)n1cnc2c1nc(N)nc2N
• InChI: InChI=1S/C11H16N6O4/c1-20-7-6(19)4(2-18)21-10(7)17-3-14-5-8(12)15-11(13)16-9(5)17/h3-4,6-7,10,18-19H,2H2,1H3,(H4,12,13,15,16)/t4-,6-,7-,10-/m1/s1
• InChIKey: JLWUWXCKSOIFPS-KQYNXXCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-5-(2,6-diamino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol
• IUPAC Traditional name: (2R,3R,4R,5R)-5-(2,6-diaminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol
• Synonyms: 2-AMINO-2'-O-METHYLADENOSINE

Database IDs

• CAS Number: 80791-87-3
• PubChem SID: 162092905
• PubChem CID: 9900805

CALCULATED PROPERTIES

• Acid pKa: 12.992692
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -2.0695639
• LogD (pH = 7.4): -1.6087977
• Log P: -1.5979773
• Molar Refractivity: 72.5932 cm^3
• Polarizability: 27.593801 Å^3
• Polar Surface Area: 154.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02199177

Light tan solid