(2R,3R,4R,5R)-2-(fluoromethyl)-5-[(5S)-6-imino-6,9-dihydro-5H-purin-9-yl]oxolane-3,4-diol

• ChemBase ID: 3369
• Molecular Formular: C10H12FN5O3
• Molecular Mass: 269.2323832
• Monoisotopic Mass: 269.09241749
• SMILES: O[C@H]1[C@H](CF)O[C@H]([C@@H]1O)N1C=N[C@H]2C(=N)N=CN=C12
• Canonical SMILES: FC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)N1C=N[C@@H]2C1=NC=NC2=N
• InChI: InChI=1S/C10H12FN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h2-7,10,12,17-18H,1H2/t4-,5-,6-,7+,10+/m0/s1
• InChIKey: HOMMEPGVMBJEAM-NWLJNKSNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-2-(fluoromethyl)-5-[(5S)-6-imino-6,9-dihydro-5H-purin-9-yl]oxolane-3,4-diol
• IUPAC Traditional name: @5'-fluoro-5'-deoxyadenosine
• Synonyms: 5'-Fluoro-5'-Deoxyadenosine

Database IDs

• PubChem SID: 46507287; 160966810
• PubChem CID: 46936766

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.554787
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -2.2668674
• LogD (pH = 7.4): -2.259707
• Log P: -2.2596118
• Molar Refractivity: 69.8021 cm^3
• Polarizability: 22.960817 Å^3
• Polar Surface Area: 113.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.2
• LOG S: -2.87
• Solubility (Water): 3.67e-01 g/l

DETAILS

DrugBank - DB03716

Drug information: experimental