3-(phenylsulfonamido)-N-(piperidin-1-yl)-2-naphthamide | 1220625-27-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(phenylsulfonamido)-N-(piperidin-1-yl)-2-naphthamide
• CAS: 1220625-27-3
• 化学式: C₂₂H₂₃N₃O₃S
• 分子量: 409.509
• InChiKey: QWAJDUMYNMURSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  78.51
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-(phenylsulfonamido)-2-naphthoic acid 、 1-氨基哌啶 在 草酰氯 、 N,N-二甲基甲酰胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以68%的产率得到3-(phenylsulfonamido)-N-(piperidin-1-yl)-2-naphthamide
  参考文献：
  名称：

  Exploration of inhibitors for diaminopimelate aminotransferase

  摘要：

  Bacteria and higher plants make L-lysine from diaminopimelic acid (DAP). In mammals L-lysine is an essential amino acid that must be acquired from the diet as the biosynthetic pathway is absent for this key constituent of proteins. Recently, LL-diaminopimelate aminotransferase (LL-DAP-AT), a pyridoxal-5'-phosphate (PLP)-dependent enzyme, was reported to catalyze a key step in the route to L-lysine in plants and Chlamydia. Specific inhibitors of this enzyme could thus potentially serve as herbicides or antibiotics that are non-toxic to mammals. In this work, 29,201 inhibitors were screened against LL-DAP-AT and the IC50 values were determined for the top 46 compounds. An aryl hydrazide and rhodanine derivatives were further modified to generate 20 analogues that were also tested against LL-DAP-AT. These analogues provide additional structure-activity relationships (SAR) that are useful in guiding further design of inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.001