2-amino-7-chloro-5-methyl-6-pyridin-4-ylmethyl-[1,8]naphthyridine-3-carboxylic acid amide | 1413281-08-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-amino-7-chloro-5-methyl-6-pyridin-4-ylmethyl-[1,8]naphthyridine-3-carboxylic acid amide
• 英文别名: 2-Amino-7-chloro-5-methyl-6-(pyridin-4-ylmethyl)-1,8-naphthyridine-3-carboxamide；2-amino-7-chloro-5-methyl-6-(pyridin-4-ylmethyl)-1,8-naphthyridine-3-carboxamide
• CAS: 1413281-08-9
• 化学式: C₁₆H₁₄ClN₅O
• 分子量: 327.773
• InChiKey: DNPFMSQGBACHCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-乙酰基-3-(吡啶基)丙酸乙酯 在 吡啶 、 manganese(IV) oxide 、 lithium aluminium tetrahydride 、 2-(二甲基氨基)丙酸 、 三氯氧磷 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 生成 2-amino-7-chloro-5-methyl-6-pyridin-4-ylmethyl-[1,8]naphthyridine-3-carboxylic acid amide
  参考文献：
  名称：

  Structure-guided design, synthesis and biological evaluation of novel DNA ligase inhibitors with in vitro and in vivo anti-staphylococcal activity

  摘要：

  A series of 2-amino-[1,8]-naphthyridine-3-carboxamides (ANCs) with potent inhibition of bacterial NAD+-dependent DNA ligases (LigAs) evolved from a 2,4-diaminopteridine derivative discovered by HTS. The design was guided by several highly resolved X-ray structures of our inhibitors in complex with either Streptococcus pneumoniae or Escherichia coli LigA. The structure-activity-relationship based on the ANC scaffold is discussed. The in-depth characterization of 2-amino-6-bromo-7-(trifluoromethyl)-[1,8]-naphthyridine-3-carboxamide, which displayed promising in vitro (MIC Staphylococcus aureus 1 mg/L) and in vivo anti-staphylococcal activity, is presented. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.094