Design of adenosine kinase inhibitors from the NMR-based screening of fragments

J Med Chem. 2000 Dec 14;43(25):4781-6. doi: 10.1021/jm000373a.

Abstract

A strategy is described for designing high-affinity ligands using information derived from the NMR-based screening of fragments. The method involves the fragmentation of an existing lead molecule, identification of suitable replacements for the fragments, and incorporation of the newly identified fragments into the original scaffold. Using this technique, novel substituents were rapidly identified and incorporated into lead inhibitors of adenosine kinase that exhibited potent in vitro and in vivo activities. This approach is a valuable strategy for modifying existing leads to improve their potency, bioavailability, or toxicity profile and thus represents a useful technique for lead optimization.

MeSH terms

  • Adenosine Kinase / antagonists & inhibitors*
  • Adenosine Kinase / metabolism
  • Analgesics / chemical synthesis
  • Analgesics / chemistry
  • Analgesics / metabolism
  • Analgesics / pharmacology
  • Animals
  • Cell Line
  • Databases, Factual
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Male
  • Models, Molecular
  • Protein Binding
  • Rats
  • Rats, Sprague-Dawley

Substances

  • Analgesics
  • Enzyme Inhibitors
  • Ligands
  • Adenosine Kinase