[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-amino-2-chloro-9H-purin-9-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 164035
• Molecular Formular: C16H18ClN5O7
• Molecular Mass: 427.79642
• Monoisotopic Mass: 427.08947562
• SMILES: c12c(nc(nc1N)Cl)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1cnc2c1nc(Cl)nc2N)COC(=O)C
• InChI: InChI=1S/C16H18ClN5O7/c1-6(23)26-4-9-11(27-7(2)24)12(28-8(3)25)15(29-9)22-5-19-10-13(18)20-16(17)21-14(10)22/h5,9,11-12,15H,4H2,1-3H3,(H2,18,20,21)/t9-,11-,12-,15-/m1/s1
• InChIKey: IMTFOTCIQPKKSP-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-amino-2-chloro-9H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-amino-2-chloropurin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: 6-Amino-2-chloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine; 2-Chloro-adenosine 2',3',5'-Triacetate; 2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine

Database IDs

• CAS Number: 79999-39-6
• PubChem SID: 162258170
• PubChem CID: 53483666

CALCULATED PROPERTIES

• Acid pKa: 18.082432
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 0.14095671
• LogD (pH = 7.4): 0.14096263
• Log P: 0.1409627
• Molar Refractivity: 96.1487 cm^3
• Polarizability: 38.199696 Å^3
• Polar Surface Area: 157.75 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane
• Apperance: Off-White Solid
• Melting Point: 142-143°C

Safety Information

• Storage Condition: -20°C Freezer