Discovery, Development, and SAR of Aminothiazoles as LIMK Inhibitors with Cellular Anti-Invasive Properties

J Med Chem. 2015 Oct 22;58(20):8309-13. doi: 10.1021/acs.jmedchem.5b01242. Epub 2015 Sep 30.

Abstract

As part of a program to develop a small molecule inhibitor of LIMK, a series of aminothiazole inhibitors were discovered by high throughput screening. Scaffold hopping and subsequent SAR directed development led to a series of low nanomolar inhibitors of LIMK1 and LIMK2 that also inhibited the direct biomarker p-cofilin in cells and inhibited the invasion of MDA MB-231-luc cells in a matrigel inverse invasion assay.

MeSH terms

  • Actin Depolymerizing Factors / metabolism
  • Animals
  • Biotransformation
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • High-Throughput Screening Assays
  • Humans
  • Lim Kinases / antagonists & inhibitors*
  • Microsomes, Liver / metabolism
  • Neoplasm Invasiveness
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology*

Substances

  • Actin Depolymerizing Factors
  • Enzyme Inhibitors
  • Thiazoles
  • LIMK1 protein, human
  • LIMK2 protein, human
  • Lim Kinases