1-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-yl (E)-3-(3-bromophenyl)acrylate | 1326302-59-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-yl (E)-3-(3-bromophenyl)acrylate
• 英文别名: 1-(2-methyl-5-nitroimidazol-1-yl)propan-2-yl (E)-3-(3-bromophenyl)prop-2-enoate
• CAS: 1326302-59-3
• 化学式: C₁₆H₁₆BrN₃O₄
• 分子量: 394.225
• InChiKey: FTDOPOVRDGPMBX-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  89.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  间溴苯甲醛 在 哌啶 、 吡啶 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 1-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-yl (E)-3-(3-bromophenyl)acrylate
  参考文献：
  名称：

  Synthesis, molecular modeling and biological evaluation of β-ketoacyl-acyl carrier protein synthase III (FabH) as novel antibacterial agents

  摘要：

  A series of novel cinnamic acid secnidazole ester derivatives have been designed and synthesized, and their biological activities were also evaluated as potential inhibitors of FabH. These compounds were assayed for antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis and Staphylococcus aureus. Compounds with potent antibacterial activities were tested for their E. coli FabH inhibitory activity. Compound 3n showed the most potent antibacterial activity with MIC of 1.56-6.25 mu g/mL against the tested bacterial strains and exhibited the most potent E. coli FabH inhibitory activity with IC50 of 2.5 mu M. Docking simulation was performed to position compound 3n into the E. coli FabH active site to determine the probable binding conformation. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.021

文献信息

• Synthesis, molecular modeling and biological evaluation of β-ketoacyl-acyl carrier protein synthase III (FabH) as novel antibacterial agents
  作者：Hong-Jia Zhang、Di-Di Zhu、Zi-Lin Li、Juan Sun、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2011.06.021

  日期：2011.8

  A series of novel cinnamic acid secnidazole ester derivatives have been designed and synthesized, and their biological activities were also evaluated as potential inhibitors of FabH. These compounds were assayed for antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis and Staphylococcus aureus. Compounds with potent antibacterial activities were tested for their E. coli FabH inhibitory activity. Compound 3n showed the most potent antibacterial activity with MIC of 1.56-6.25 mu g/mL against the tested bacterial strains and exhibited the most potent E. coli FabH inhibitory activity with IC50 of 2.5 mu M. Docking simulation was performed to position compound 3n into the E. coli FabH active site to determine the probable binding conformation. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.