[(2S,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-fluorooxolan-2-yl]methanol

• ChemBase ID: 128103
• Molecular Formular: C10H12FN5O2
• Molecular Mass: 253.2329832
• Monoisotopic Mass: 253.09750287
• SMILES: F[C@H]1C[C@H](O[C@H]1n1cnc2c(ncnc12)N)CO
• Canonical SMILES: OC[C@@H]1C[C@@H]([C@@H](O1)n1cnc2c1ncnc2N)F
• InChI: InChI=1S/C10H12FN5O2/c11-6-1-5(2-17)18-10(6)16-4-15-7-8(12)13-3-14-9(7)16/h3-6,10,17H,1-2H2,(H2,12,13,14)/t5-,6-,10+/m0/s1
• InChIKey: KBEMFSMODRNJHE-JFWOZONXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-fluorooxolan-2-yl]methanol
• IUPAC Traditional name: lodenosine
• Synonyms: Lodenosine

Database IDs

• CAS Number: 110143-10-7
• PubChem SID: 162222417
• PubChem CID: 72180
• CHEMBL: 501916
• Chemspider ID: 65151
• KEGG ID: D04759
• Wikipedia Title: Lodenosine

CALCULATED PROPERTIES

• Acid pKa: 14.667323
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.6245254
• LogD (pH = 7.4): -0.5112362
• Log P: -0.5095774
• Molar Refractivity: 60.4064 cm^3
• Polarizability: 22.98853 Å^3
• Polar Surface Area: 99.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true