1-[1-(5-bromopyrimidin-2-yl)-6-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-1H-pyrrolo[3,2-b]pyridin-3-yl]-3-ethylurea

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-[1-(5-bromopyrimidin-2-yl)-6-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-1H-pyrrolo[3,2-b]pyridin-3-yl]-3-ethylurea
• 英文别名: 1-[1-(5-Bromopyrimidin-2-yl)-6-(1-methyl-2-oxopyridin-4-yl)pyrrolo[3,2-b]pyridin-3-yl]-3-ethylurea；1-[1-(5-bromopyrimidin-2-yl)-6-(1-methyl-2-oxopyridin-4-yl)pyrrolo[3,2-b]pyridin-3-yl]-3-ethylurea
• 化学式: C₂₀H₁₈BrN₇O₂
• 分子量: 468.313
• InChiKey: AIWNIXFVIBRJOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-溴-3-硝基4-氮杂吲哚 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 铁粉 、 sodium carbonate 、 氯化铵 、 caesium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N-甲基吡咯烷酮 、 乙醇 、 水 为溶剂， 反应 4.5h， 生成 1-[1-(5-bromopyrimidin-2-yl)-6-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-1H-pyrrolo[3,2-b]pyridin-3-yl]-3-ethylurea
  参考文献：
  名称：

  Discovery of Azaindole Ureas as a Novel Class of Bacterial Gyrase B Inhibitors

  摘要：

  The emergence and spread of multidrug resistant bacteria are widely believed to endanger human health. New drug targets and lead compounds exempt from cross-resistance with existing drugs are urgently needed. We report on the discovery of azaindole ureas as a novel class of bacterial gyrase B inhibitors and detail the story of their evolution from a de novo design hit based on structure-based drug design. These inhibitors show potent minimum inhibitory concentrations against fluoroquinolone resistant NIRSA and other Gram-positive bacteria.

  DOI：

  10.1021/acs.jmedchem.5b00961

文献信息

• Discovery of Azaindole Ureas as a Novel Class of Bacterial Gyrase B Inhibitors
  作者：Jing Zhang、Qingyi Yang、Jason B. Cross、Jan Antoinette C. Romero、Katherine M. Poutsiaka、Felix Epie、Douglas Bevan、Bin Wang、Yanzhi Zhang、Ajit Chavan、Xin Zhang、Terence Moy、Anu Daniel、Kien Nguyen、Brian Chamberlain、Nicole Carter、Joseph Shotwell、Jared Silverman、Chester A. Metcalf、Dominic Ryan、Blaise Lippa、Roland E. Dolle

  DOI：10.1021/acs.jmedchem.5b00961

  日期：2015.11.12

  The emergence and spread of multidrug resistant bacteria are widely believed to endanger human health. New drug targets and lead compounds exempt from cross-resistance with existing drugs are urgently needed. We report on the discovery of azaindole ureas as a novel class of bacterial gyrase B inhibitors and detail the story of their evolution from a de novo design hit based on structure-based drug design. These inhibitors show potent minimum inhibitory concentrations against fluoroquinolone resistant NIRSA and other Gram-positive bacteria.