Fragment-based discovery of a potent NAMPT inhibitor

Bioorg Med Chem Lett. 2018 Feb 1;28(3):437-440. doi: 10.1016/j.bmcl.2017.12.023. Epub 2017 Dec 12.

Abstract

NAMPT expression is elevated in many cancers, making this protein a potential target for anticancer therapy. We have carried out both NMR based and TR-FRET based fragment screens against human NAMPT and identified six novel binders with a range of potencies. Co-crystal structures were obtained for two of the fragments bound to NAMPT while for the other four fragments force-field driven docking was employed to generate a bound pose. Based on structural insights arising from comparison of the bound fragment poses to that of bound FK866 we were able to synthetically elaborate one of the fragments into a potent NAMPT inhibitor.

Keywords: FBDD; FBLD; Fragment-based; NAMPT; NMR.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acrylamides / chemical synthesis
  • Acrylamides / chemistry
  • Acrylamides / pharmacology*
  • Cytokines / antagonists & inhibitors*
  • Cytokines / genetics
  • Cytokines / metabolism
  • Dose-Response Relationship, Drug
  • Drug Discovery*
  • Drug Evaluation, Preclinical
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Fluorescence Resonance Energy Transfer
  • Humans
  • Molecular Docking Simulation
  • Molecular Structure
  • Nicotinamide Phosphoribosyltransferase / antagonists & inhibitors*
  • Nicotinamide Phosphoribosyltransferase / genetics
  • Nicotinamide Phosphoribosyltransferase / metabolism
  • Piperidines / chemical synthesis
  • Piperidines / chemistry
  • Piperidines / pharmacology*
  • Structure-Activity Relationship

Substances

  • Acrylamides
  • Cytokines
  • Enzyme Inhibitors
  • N-(4-(1-benzoylpiperidin-4-yl)butyl)-3-(pyridin-3-yl)acrylamide
  • Piperidines
  • Nicotinamide Phosphoribosyltransferase
  • nicotinamide phosphoribosyltransferase, human