Pyrimidine Compounds Targeting EGFR and ERBB2 Exon 20 Insertions

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Solution Overview

Problem

Current treatments lack effective inhibitors for EGFR and HER2 exon 20 insertion mutations, which are prevalent in non-small cell lung cancer, leading to low response rates and limited clinical efficacy for patients.

Innovation Solution

Development of specific pyrimidine compounds and their pharmaceutically acceptable salts that target EGFR and ERBB2 exon 20 insertion mutations, offering improved therapeutic options for cancer treatment.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If marketed EGFR TKIs (Erlotinib/Gefitinib/Afatinib) are used for treatment, then general EGFR inhibition is achieved, but efficacy against EGFR and HER2 exon 20 insertion mutations is insufficient with low response rates

Engineering Contradiction:
Improveefficacy against exon 20 insertion mutationsVSAvoidresponse rate to different EGFR mutation types
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent develops compounds with specific structural features (pyrimidine core with particular substituent patterns) that are optimized to recognize and bind to the unique structural characteristics of exon 20 insertion mutations. This local optimization of molecular properties enables selective high-affinity binding to mutant EGFR/HER2 while maintaining broader activity across mutation types, resolving the contradiction between specialized efficacy and general adaptability

Inventive Principle:
Principle #3Local quality

2Adaptability or versatility

If second-generation EGFR inhibitors (afatinib and dacomitinib) are used, then broader EGFR coverage is achieved, but effectiveness against exon 20 insertion mutations remains limited

Engineering Contradiction:
Improvecoverage of EGFR mutation typesVSAvoidclinical efficacy for exon 20 mutations
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent employs systematic modification of key molecular parameters including substituent types (R1-R6 groups), ring structures, and molecular weight to optimize the balance between broad mutation coverage and exon 20 specificity. By tuning these chemical parameters, the compounds achieve enhanced binding affinity for exon 20 mutations while maintaining activity against other EGFR/HER2 variants, resolving the trade-off between versatility and reliability

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP4006014B1Pyrimidine compound acting on EGFR and ERBB2
Publication Date: 2023.10.11 CHINA RESOURCES PHARMA HLDG CO LTD
  • EP4006014B1 patent drawingFigure 1~2
  • EP4006014B1 patent drawingFigure 3~4
  • EP4006014B1 patent drawingFigure 5~6

AI summary

Disclosed is a pyrimidine compound acting on an EGFR exon 20 insertion mutation and an ERBB2 exon 20 insertion mutation or a pharmaceutically acceptable salt thereof.