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

• ChemBase ID: 4023
• Molecular Formular: C10H12FN5O4
• Molecular Mass: 285.2317832
• Monoisotopic Mass: 285.08733211
• SMILES: Nc1nc(F)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(F)nc2N
• InChI: InChI=1S/C10H12FN5O4/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: HBUBKKRHXORPQB-BZKDHIKHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: @2-fluoroadenosine
• Synonyms: 2-Fluoroadenosine

Database IDs

• PubChem SID: 46507053; 160967458
• PubChem CID: 46936980

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.4539995
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.5274253
• LogD (pH = 7.4): -1.4707928
• Log P: -1.4700028
• Molar Refractivity: 64.0592 cm^3
• Polarizability: 24.368654 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.62
• LOG S: -1.37
• Solubility (Water): 1.21e+01 g/l

DETAILS

DrugBank - DB04441

Drug information: experimental