(2S,3S,4S,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 73985
• Molecular Formular: C10H12ClN5O4
• Molecular Mass: 301.68638
• Monoisotopic Mass: 301.05778157
• SMILES: O1[C@@H]([C@H]([C@@H]([C@H]1n1c2c(c(nc(n2)N)Cl)nc1)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H]([C@H]([C@@H]1O)O)n1cnc2c1nc(N)nc2Cl
• InChI: InChI=1S/C10H12ClN5O4/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9+/m1/s1
• InChIKey: TXWHPSZYRUHEGT-ICKFSKTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2S,3S,4S,5R)-2-(2-amino-6-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-Amino-6-chloro-9H-purine-9-riboside; 6-Chloro-9-(beta-D-ribofuranosyl)-9H-purin-2-amine; (2R,3R,4S,5R)-2-(2-Amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; 2-Amino-6-chloro-9-(beta-D-ribofuranosyl)-9H-purine

Database IDs

• CAS Number: 2004-07-1
• MDL Number: MFCD00005735
• PubChem SID: 162038904
• PubChem CID: 25632514

CALCULATED PROPERTIES

• Acid pKa: 12.453938
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.2361891
• LogD (pH = 7.4): -1.1831496
• Log P: -1.1824136
• Molar Refractivity: 68.6942 cm^3
• Polarizability: 26.59567 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 166-168°C

Safety Information

• Storage Warning: Irritant/Store at -20°C