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Optimization of Brigatinib as New Wild-Type Sparing Inhibitors of EGFR<sup>T790M/C797S</sup> Mutants

Shan Li, Tao Zhang, Sujie Zhu, Chong Lei, Mengzhen Lai, Lijie Peng, Linjiang Tong, Zilu Pang, Xiaoyun Lu, Jian Ding, Xiaomei Ren, Cai‐Hong Yun, Hua Xie, Ke Ding

2022ACS Medicinal Chemistry Letters27 citationsDOIOpen Access PDF

Abstract

A series of brigatinib derivatives were designed and synthesized as new potent and selective EGFRT790M/C797S inhibitors. One of the most potent and selective compounds 18k strongly suppressed the EGFRL858R/T790M/C797S and EGFR19Del/T790M/C797S kinases with IC50 values of 0.7 and 3.6 nM, respectively, which were over 54-fold more potent than the lead compound. 18k also demonstrated promising EGFRT790M/C797S mutant selectivity, and was 94-fold less potent against the wild type EGFR. A cocrystal structure of EGFRT790M/C797S with a close derivative 18f was solved to provide insight on the inhibitor’s binding mode. Moreover, compound 18k was orally bioavailable and demonstrated highly desirable PK properties, making it a promising lead compound for further structural optimization.

Topics & Concepts

T790MChemistryWild typeMutantIC50KinaseLead compoundPharmacologyCocrystalBiochemistryEpidermal growth factor receptorMedicineIn vitroReceptorOrganic chemistryMoleculeGeneGefitinibHydrogen bondPI3K/AKT/mTOR signaling in cancerChronic Lymphocytic Leukemia ResearchHER2/EGFR in Cancer Research
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