[(2S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)oxolan-2-yl]methanol

• ChemBase ID: 1864
• Molecular Formular: C10H12ClN5O2
• Molecular Mass: 269.68758
• Monoisotopic Mass: 269.06795233
• SMILES: OC[C@H]1O[C@H](CC1)n1cnc2c1nc(Cl)nc2N
• Canonical SMILES: OC[C@@H]1CC[C@@H](O1)n1cnc2c1nc(Cl)nc2N
• InChI: InChI=1S/C10H12ClN5O2/c11-10-14-8(12)7-9(15-10)16(4-13-7)6-2-1-5(3-17)18-6/h4-6,17H,1-3H2,(H2,12,14,15)/t5-,6+/m0/s1
• InChIKey: FNLILOONPKMGST-NTSWFWBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)oxolan-2-yl]methanol
• IUPAC Traditional name: @2-chlorodideoxyadenosine
• Synonyms: 2-Chlorodideoxyadenosine

Database IDs

• CAS Number: 114849-58-0
• PubChem SID: 46506919; 160965319
• PubChem CID: 72194

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.672592
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.36872292
• LogD (pH = 7.4): 0.42608023
• Log P: 0.4268773
• Molar Refractivity: 66.3896 cm^3
• Polarizability: 25.247417 Å^3
• Polar Surface Area: 99.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.35
• LOG S: -1.86
• Solubility (Water): 3.69e+00 g/l

DETAILS

DrugBank - DB02103

Drug information: experimental