(3aS,4S,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxole-4-carboxylic acid

• ChemBase ID: 164090
• Molecular Formular: C13H14ClN5O5
• Molecular Mass: 355.73376
• Monoisotopic Mass: 355.06834625
• SMILES: [C@@H]12[C@@H]([C@H](O[C@H]1n1c3c(nc1)c(nc(n3)Cl)N)C(=O)O)OC(O2)(C)C
• Canonical SMILES: OC(=O)[C@H]1O[C@H]([C@H]2[C@@H]1OC(O2)(C)C)n1cnc2c1nc(Cl)nc2N
• InChI: InChI=1S/C13H14ClN5O5/c1-13(2)23-5-6(24-13)10(22-7(5)11(20)21)19-3-16-4-8(15)17-12(14)18-9(4)19/h3,5-7,10H,1-2H3,(H,20,21)(H2,15,17,18)/t5-,6+,7-,10+/m0/s1
• InChIKey: AAIOFNJSAFFWKY-HEZDBXPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4S,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxole-4-carboxylic acid
• IUPAC Traditional name: (3aS,4S,6R,6aR)-6-(6-amino-2-chloropurin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid
• Synonyms: 1-(6-Amino-2-chloro-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronic Acid; 2-Chloroadenosine-5'-carboxy-2',3'-acetonide

Database IDs

• CAS Number: 72209-20-2
• PubChem SID: 162258225
• PubChem CID: 14775448

CALCULATED PROPERTIES

• Acid pKa: 3.2553053
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -1.3859508
• LogD (pH = 7.4): -2.5951211
• Log P: 0.8402856
• Molar Refractivity: 80.7686 cm^3
• Polarizability: 31.50104 Å^3
• Polar Surface Area: 134.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous NaOH; DMF; DMSO
• Apperance: Off-White Sold
• Melting Point: 260-262°C

Safety Information

• Storage Condition: Refrigerator