diethyl 2-[[4-(methylsulfonylmethyl)phenyl]methyl]propanedioate | 1391622-90-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2-[[4-(methylsulfonylmethyl)phenyl]methyl]propanedioate
• 英文别名: 2-[[4-[(Methylsulfonyl)methyl]phenyl]methyl]propanedioic acid 1,3-diethyl ester
• CAS: 1391622-90-4
• 化学式: C₁₆H₂₂O₆S
• 分子量: 342.413
• InChiKey: SLXWPGFKNYUSCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  diethyl 2-[[4-(methylsulfonylmethyl)phenyl]methylene]propanedioate 在 5%-palladium/activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 以96%的产率得到diethyl 2-[[4-(methylsulfonylmethyl)phenyl]methyl]propanedioate
  参考文献：
  名称：

  Design and Synthesis of Novel Lactate Dehydrogenase A Inhibitors by Fragment-Based Lead Generation

  摘要：

  Lactate dehydrogenase A (LDHA) catalyzes the conversion of pyruvate to lactate, utilizing NADH as a cofactor. It has been identified as a potential therapeutic target in the area of cancer metabolism. In this manuscript we report our progress using fragment-based lead generation (FBLG), assisted by X-ray crystallography to develop small molecule LDHA inhibitors. Fragment hits were identified through NMR and SPR screening and optimized into lead compounds with nanomolar binding affinities via fragment linking. Also reported is their modification into cellular active compounds suitable for target validation work.

  DOI：

  10.1021/jm201734r