Crystal structures of human RIP2 kinase catalytic domain complexed with ATP-competitive inhibitors: Foundations for understanding inhibitor selectivity

Bioorg Med Chem. 2015 Nov 1;23(21):7000-6. doi: 10.1016/j.bmc.2015.09.038. Epub 2015 Sep 25.

Abstract

Receptor interacting protein 2 (RIP2) is an intracellular kinase and key signaling partner for the pattern recognition receptors NOD1 and NOD2 (nucleotide-binding oligomerization domain-containing proteins 1 and 2). As such, RIP2 represents an attractive target to probe the role of these pathways in disease. In an effort to design potent and selective inhibitors of RIP2 we established a crystallographic system and determined the structure of the RIP2 kinase domain in an apo form and also in complex with multiple inhibitors including AMP-PCP (β,γ-Methyleneadenosine 5'-triphosphate, a non-hydrolysable adenosine triphosphate mimic) and structurally diverse ATP competitive chemotypes identified via a high-throughput screening campaign. These structures represent the first set of diverse RIP2-inhibitor co-crystal structures and demonstrate that the protein possesses the ability to adopt multiple DFG-in as well as DFG-out and C-helix out conformations. These structures reveal key protein-inhibitor structural insights and serve as the foundation for establishing a robust structure-based drug design effort to identify both potent and highly selective inhibitors of RIP2 kinase.

Keywords: CARD3; CARDIAK; Inhibitor selectivity; Kinase inhibitor; Kinase structure; RICK; RIP2; RIPK2; Structure-based drug design; X-ray cocrystal structure.

MeSH terms

  • Adenosine Triphosphate / analogs & derivatives*
  • Adenosine Triphosphate / metabolism
  • Binding Sites
  • Catalytic Domain
  • Crystallography, X-Ray
  • Drug Design
  • Humans
  • Inhibitory Concentration 50
  • Kinetics
  • Molecular Dynamics Simulation
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / metabolism
  • Receptor-Interacting Protein Serine-Threonine Kinase 2 / chemistry*
  • Receptor-Interacting Protein Serine-Threonine Kinase 2 / metabolism

Substances

  • Protein Kinase Inhibitors
  • Adenosine Triphosphate
  • RIPK2 protein, human
  • Receptor-Interacting Protein Serine-Threonine Kinase 2