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

• ChemBase ID: 164539
• Molecular Formular: C22H22ClN5O7
• Molecular Mass: 503.89238
• Monoisotopic Mass: 503.12077575
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1c2c(nc1)c(nc(n2)Nc1ccccc1)Cl)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(Nc1ccccc1)nc2Cl)COC(=O)C
• InChI: InChI=1S/C22H22ClN5O7/c1-11(29)32-9-15-17(33-12(2)30)18(34-13(3)31)21(35-15)28-10-24-16-19(23)26-22(27-20(16)28)25-14-7-5-4-6-8-14/h4-8,10,15,17-18,21H,9H2,1-3H3,(H,25,26,27)/t15-,17-,18-,21-/m1/s1
• InChIKey: SSBVPRIMOFPPRF-QTQZEZTPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[6-chloro-2-(phenylamino)-9H-purin-9-yl]oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[6-chloro-2-(phenylamino)purin-9-yl]oxolan-2-yl]methyl acetate
• Synonyms: 2-Phenylamino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine; 6-Chloro-N-phenyl-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purin-2-amine

Database IDs

• CAS Number: 53296-14-3
• PubChem SID: 162258674
• PubChem CID: 14539601

CALCULATED PROPERTIES

• Acid pKa: 13.16283
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 2.409811
• LogD (pH = 7.4): 2.4098136
• Log P: 2.4098144
• Molar Refractivity: 119.9345 cm^3
• Polarizability: 47.614513 Å^3
• Polar Surface Area: 143.76 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - C379485

2-Phenylamino Adenosine (P319530) derivative.