8-chloro-1-cyclopropyl-6-fluoro-7-(3-(2-hydroxy-3-(2-methyl-4-morpholino-5-nitro-1H-imidazol-1-yl)propylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-chloro-1-cyclopropyl-6-fluoro-7-(3-(2-hydroxy-3-(2-methyl-4-morpholino-5-nitro-1H-imidazol-1-yl)propylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 8-Chloro-1-cyclopropyl-6-fluoro-7-[3-[[2-hydroxy-3-(2-methyl-4-morpholin-4-yl-5-nitroimidazol-1-yl)propyl]amino]pyrrolidin-1-yl]-4-oxoquinoline-3-carboxylic acid；8-chloro-1-cyclopropyl-6-fluoro-7-[3-[[2-hydroxy-3-(2-methyl-4-morpholin-4-yl-5-nitroimidazol-1-yl)propyl]amino]pyrrolidin-1-yl]-4-oxoquinoline-3-carboxylic acid
• 化学式: C₂₈H₃₃ClFN₇O₇
• 分子量: 634.064
• InChiKey: BIKDHMGFAWTMRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  169
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  克林沙星 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 45.0h， 生成 8-chloro-1-cyclopropyl-6-fluoro-7-(3-(2-hydroxy-3-(2-methyl-4-morpholino-5-nitro-1H-imidazol-1-yl)propylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Design and biological evaluation of novel quinolone-based metronidazole derivatives as potent Cu2+ mediated DNA-targeting antibacterial agents

  摘要：

  A series of novel quinolone-based metronidazole derivatives as new type of antimicrobial agents were developed and characterized. Most of them gave good antibacterial activity towards the Gram-positive and negative bacteria. Noticeably, quinolone derivative 3i exhibited low MIC value of 0.25 mu g/mL against Pseudomonas aeruginosa, which was even superior to reference drugs Norfloxacin, Ciprofloxacin and Clinafloxacin. The further research revealed that compound 3i could intercalate into P. aeruginosa DNA through copper ion bridge to form a steady 3i-Cu2+-DNA ternary complex which might further block DNA replication to exert the powerful bioactivities. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.041

文献信息

• Design and biological evaluation of novel quinolone-based metronidazole derivatives as potent Cu2+ mediated DNA-targeting antibacterial agents
  作者：Ling Zhang、Kannekanti Vijaya Kumar、Rong-Xia Geng、Cheng-He Zhou

  DOI：10.1016/j.bmcl.2015.06.041

  日期：2015.9

  A series of novel quinolone-based metronidazole derivatives as new type of antimicrobial agents were developed and characterized. Most of them gave good antibacterial activity towards the Gram-positive and negative bacteria. Noticeably, quinolone derivative 3i exhibited low MIC value of 0.25 mu g/mL against Pseudomonas aeruginosa, which was even superior to reference drugs Norfloxacin, Ciprofloxacin and Clinafloxacin. The further research revealed that compound 3i could intercalate into P. aeruginosa DNA through copper ion bridge to form a steady 3i-Cu2+-DNA ternary complex which might further block DNA replication to exert the powerful bioactivities. (C) 2015 Elsevier Ltd. All rights reserved.