[(2S,3R)-3-(2-amino-6-iodo-7H-purin-7-yl)-2-[(benzoyloxy)methyl]cyclobutyl]methyl benzoate

• ChemBase ID: 160210
• Molecular Formular: C25H22IN5O4
• Molecular Mass: 583.37775
• Monoisotopic Mass: 583.07165221
• SMILES: C1([C@@H]([C@@H](C1)n1c2c(nc(nc2I)N)nc1)COC(=O)c1ccccc1)COC(=O)c1ccccc1
• Canonical SMILES: Nc1nc(I)c2c(n1)ncn2[C@@H]1CC([C@@H]1COC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C25H22IN5O4/c26-21-20-22(30-25(27)29-21)28-14-31(20)19-11-17(12-34-23(32)15-7-3-1-4-8-15)18(19)13-35-24(33)16-9-5-2-6-10-16/h1-10,14,17-19H,11-13H2,(H2,27,29,30)/t17?,18-,19+/m0/s1
• InChIKey: LQBUGNQLKANVKM-JLMCIHFGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3R)-3-(2-amino-6-iodo-7H-purin-7-yl)-2-[(benzoyloxy)methyl]cyclobutyl]methyl benzoate
• IUPAC Traditional name: [(2S,3R)-3-(2-amino-6-iodopurin-7-yl)-2-[(benzoyloxy)methyl]cyclobutyl]methyl benzoate
• Synonyms: [(1S)-(1α,2β,3β)]-3-(2-Amino-6-iodo-7H-purin-7-yl)-1,2-cyclobutanedimethanol Dibenzoate Ester;

Database IDs

• PubChem SID: 162254345
• PubChem CID: 71313283

CALCULATED PROPERTIES

• Acid pKa: 17.665592
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.4948597
• LogD (pH = 7.4): 4.4949436
• Log P: 4.4949446
• Molar Refractivity: 139.9773 cm^3
• Polarizability: 53.229366 Å^3
• Polar Surface Area: 122.22 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A611735

Byproduct formed during the synthesis of Lobucavir.