Discovery of Type II Inhibitors of TGFβ-Activated Kinase 1 (TAK1) and Mitogen-Activated Protein Kinase Kinase Kinase Kinase 2 (MAP4K2)

نویسندگان

  • Li Tan
  • Tyzoon Nomanbhoy
  • Deepak Gurbani
  • Matthew Patricelli
  • John Hunter
  • Jiefei Geng
  • Lina Herhaus
  • Jianming Zhang
  • Eduardo Pauls
  • Youngjin Ham
  • Hwan Geun Choi
  • Ting Xie
  • Xianming Deng
  • Sara J. Buhrlage
  • Taebo Sim
  • Philip Cohen
  • Gopal Sapkota
  • Kenneth D. Westover
  • Nathanael S. Gray
چکیده

We developed a pharmacophore model for type II inhibitors that was used to guide the construction of a library of kinase inhibitors. Kinome-wide selectivity profiling of the library resulted in the identification of a series of 4-substituted 1H-pyrrolo[2,3-b]pyridines that exhibited potent inhibitory activity against two mitogen-activated protein kinases (MAPKs), TAK1 (MAP3K7) and MAP4K2, as well as pharmacologically well interrogated kinases such as p38α (MAPK14) and ABL. Further investigation of the structure-activity relationship (SAR) resulted in the identification of potent dual TAK1 and MAP4K2 inhibitors such as 1 (NG25) and 2 as well as MAP4K2 selective inhibitors such as 16 and 17. Some of these inhibitors possess good pharmacokinetic properties that will enable their use in pharmacological studies in vivo. A 2.4 Å cocrystal structure of TAK1 in complex with 1 confirms that the activation loop of TAK1 assumes the DFG-out conformation characteristic of type II inhibitors.

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عنوان ژورنال:

دوره 58  شماره 

صفحات  -

تاریخ انتشار 2015