(2S,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(fluoromethyl)oxolan-3-ol

• ChemBase ID: 4822
• Molecular Formular: C10H12FN5O2
• Molecular Mass: 253.2329832
• Monoisotopic Mass: 253.09750287
• SMILES: C1[C@H](O)[C@@H](CF)O[C@H]1n1cnc2c1ncnc2N
• Canonical SMILES: FC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H12FN5O2/c11-2-6-5(17)1-7(18-6)16-4-15-8-9(12)13-3-14-10(8)16/h3-7,17H,1-2H2,(H2,12,13,14)/t5-,6+,7+/m0/s1
• InChIKey: QKUCDAPGYBWICH-RRKCRQDMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(fluoromethyl)oxolan-3-ol
• IUPAC Traditional name: (2S,3S,5R)-5-(6-aminopurin-9-yl)-2-(fluoromethyl)oxolan-3-ol
• Synonyms: 5'-FLUORO-2',5'-DIDEOXYADENOSINE

Database IDs

• PubChem SID: 99443641; 160968254
• PubChem CID: 15991535

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.970355
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.4494466
• LogD (pH = 7.4): -0.30152056
• Log P: -0.29923403
• Molar Refractivity: 59.9928 cm^3
• Polarizability: 22.988144 Å^3
• Polar Surface Area: 99.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.28
• LOG S: -1.56
• Solubility (Water): 6.99e+00 g/l

DETAILS

DrugBank - DB07170

Drug information: experimental