ethyl ((1,3-benzothiazol-2-ylmethyl){[2-(3-bromophenyl)-5-methyl-1,3-oxazol-4-yl]carbonyl}amino)acetate | 1140626-95-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl ((1,3-benzothiazol-2-ylmethyl){[2-(3-bromophenyl)-5-methyl-1,3-oxazol-4-yl]carbonyl}amino)acetate
• CAS: 1140626-95-4
• 化学式: C₂₃H₂₀BrN₃O₄S
• 分子量: 514.399
• InChiKey: XIMKZRQCOSUBMV-UHFFFAOYSA-N

物化性质

• 沸点：
  675.4±65.0 °C(predicted)
• 密度：
  1.473±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  85.53
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1H-吡唑-3-硼酸 、 ethyl ((1,3-benzothiazol-2-ylmethyl){[2-(3-bromophenyl)-5-methyl-1,3-oxazol-4-yl]carbonyl}amino)acetate 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl ((1,3-benzothiazol-2-ylmethyl){[2-(3-(2H-pyrazol-3-yl)phenyl)-5-methyl-1,3-oxazol-4-yl]carbonyl}amino)acetate
  参考文献：
  名称：

  Towards Gram-negative antivirulence drugs: New inhibitors of HldE kinase

  摘要：

  Gram-negative bacteria lacking heptoses in their lipopolysaccharide (LPS) display attenuated virulence and increased sensitivity to human serum and to some antibiotics. Thus inhibition of bacterial heptose synthesis represents an attractive target for the development of new antibacterial agents. HldE is a bifunctional enzyme involved in the synthesis of bacterial heptoses. Development of a biochemical assay suitable for high-throughput screening allowed the discovery of inhibitors 1 and 2 of HldE kinase. Study of the structure-activity relationship of this series of inhibitors led to highly potent compounds. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.021
• 作为产物：
  描述：

  2-(3-bromophenyl)-5-methyl-1,3-oxazole-4-carboxylic acid 、 ethyl [(1,3-benzothiazol-2-ylmethyl)amino]acetate 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl ((1,3-benzothiazol-2-ylmethyl){[2-(3-bromophenyl)-5-methyl-1,3-oxazol-4-yl]carbonyl}amino)acetate
  参考文献：
  名称：

  Towards Gram-negative antivirulence drugs: New inhibitors of HldE kinase

  摘要：

  Gram-negative bacteria lacking heptoses in their lipopolysaccharide (LPS) display attenuated virulence and increased sensitivity to human serum and to some antibiotics. Thus inhibition of bacterial heptose synthesis represents an attractive target for the development of new antibacterial agents. HldE is a bifunctional enzyme involved in the synthesis of bacterial heptoses. Development of a biochemical assay suitable for high-throughput screening allowed the discovery of inhibitors 1 and 2 of HldE kinase. Study of the structure-activity relationship of this series of inhibitors led to highly potent compounds. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.021