(2R,4R,5R)-2-[4-(benzyloxy)(7,8-13C2,2-2H)-1H-imidazo[2,1-b]purin-1-yl]-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 161531
• Molecular Formular: C19H19N5O5
• Molecular Mass: 399.36996968
• Monoisotopic Mass: 399.14532841
• SMILES: n1([C@H]2C([C@H]([C@H](O2)CO)O)O)cnc2c1n1c(nc2OCc2ccccc2)n[13cH][13cH]1
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1cnc2c1n1[13cH][13cH]nc1nc2OCc1ccccc1
• InChI: InChI=1S/C19H19N5O5/c25-8-12-14(26)15(27)18(29-12)24-10-21-13-16(28-9-11-4-2-1-3-5-11)22-19-20-6-7-23(19)17(13)24/h1-7,10,12,14-15,18,25-27H,8-9H2/t12-,14+,15?,18-/m1/s1/i6+1,7+1
• InChIKey: NVQPPRXKVSLORP-RRSRABRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,5R)-2-[4-(benzyloxy)(7,8-^1^3C₂,2-^2H)-1H-imidazo[2,1-b]purin-1-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,4R,5R)-2-[4-(benzyloxy)(7,8-^1^3C₂,2-^2H)imidazo[2,1-b]purin-1-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 4-(Phenylmethoxy)-1-β-D-ribofuranosyl-1H-imidazo[2,1-b]purine-13C2,D; O6-Benzyl-N2,3-etheno Guanosine-13C2,d

Database IDs

• PubChem SID: 162255666
• PubChem CID: 71313814

CALCULATED PROPERTIES

• Acid pKa: 12.45427
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -0.028330784
• LogD (pH = 7.4): -0.026566545
• Log P: -0.026540123
• Molar Refractivity: 100.7036 cm^3
• Polarizability: 39.286102 Å^3
• Polar Surface Area: 127.16 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B276492

Intermediate in the preparation of labelled, fluorescent Guanosine nucleotide analogs.