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

• ChemBase ID: 103977
• Molecular Formular: C10H12ClN5O4
• Molecular Mass: 301.68638
• Monoisotopic Mass: 301.05778157
• SMILES: Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@@H](CO)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2N
• InChI: InChI=1S/C10H12ClN5O4/c11-10-14-7(12)4-8(15-10)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+/m0/s1
• InChIKey: BIXYYZIIJIXVFW-HAVMAKPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S)-2-(6-amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5S)-2-(6-amino-2-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-CADO; 6-Amino-2-chloropurine riboside; 2-CHLOROADENOSINE

Database IDs

• CAS Number: 146-77-0
• EC Number: 205-678-3
• PubChem SID: 162091363
• PubChem CID: 6603778

CALCULATED PROPERTIES

• Acid pKa: 12.454001
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.1824404
• LogD (pH = 7.4): -1.1824178
• Log P: -1.1824136
• Molar Refractivity: 68.6942 cm^3
• Polarizability: 26.629189 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• RTECS: AU7357550

DETAILS

MP Biomedicals - 02153755

A selective A1 adenosine receptor agonist