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

• ChemBase ID: 161530
• Molecular Formular: C19H19N5O5
• Molecular Mass: 397.38466
• Monoisotopic Mass: 397.13861873
• SMILES: n1([C@H]2C([C@H]([C@H](O2)CO)O)O)cnc2c1n1c(nc2OCc2ccccc2)ncc1
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1cnc2c1n1ccnc1nc2OCc1ccccc1
• 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
• InChIKey: NVQPPRXKVSLORP-MEQMSXBBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,5R)-2-[4-(benzyloxy)-1H-imidazo[2,1-b]purin-1-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,4R,5R)-2-[4-(benzyloxy)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; O6-Benzyl-N2,3-etheno Guanosine

Database IDs

• CAS Number: 108060-84-0
• PubChem SID: 162255665
• PubChem CID: 71313813

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: 39.281776 Å^3
• Polar Surface Area: 127.16 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B276490

Intermediate in the preparation of fluorescent Guanosine nucleotide analogs.