3-(Methoxy-{1-[(S)-2-(4-nitro-phenylmethanesulfonylamino)-propionylamino]-ethyl}-phosphinoyl)-propionic acid methyl ester | 874157-06-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(Methoxy-{1-[(S)-2-(4-nitro-phenylmethanesulfonylamino)-propionylamino]-ethyl}-phosphinoyl)-propionic acid methyl ester
• CAS: 874157-06-9
• 化学式: C₁₇H₂₆N₃O₉PS
• 分子量: 479.448
• InChiKey: COSZDNYBDPXITH-OVVFICMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  31.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  171.01
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  3-(Methoxy-{1-[(S)-2-(4-nitro-phenylmethanesulfonylamino)-propionylamino]-ethyl}-phosphinoyl)-propionic acid methyl ester 在 lithium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-(Hydroxy-{1-[(S)-2-(4-nitro-phenylmethanesulfonylamino)-propionylamino]-ethyl}-phosphinoyl)-propionic acid
  参考文献：
  名称：

  Design, synthesis and structure–activity relationships of new phosphinate inhibitors of MurD

  摘要：

  A series of new phosphinate compounds were designed and synthesized as inhibitors of the D-glutamic acid-adding enzyme (MurD) involved in peptidoglycan biosynthesis. They were tested against the MurD enzyme from Escherichia coli, allowing initial structure-activity relationships to be deduced. Two compounds had IC50 values near 100 mu M and constitute a promising starting point for further development. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.086
• 作为产物：
  描述：

  丙酸,3-[甲氧基[1-[[(苯基甲氧基)羰基]氨基]乙基]氧膦基]-,甲基酯 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-(Methoxy-{1-[(S)-2-(4-nitro-phenylmethanesulfonylamino)-propionylamino]-ethyl}-phosphinoyl)-propionic acid methyl ester
  参考文献：
  名称：

  Design, synthesis and structure–activity relationships of new phosphinate inhibitors of MurD

  摘要：

  A series of new phosphinate compounds were designed and synthesized as inhibitors of the D-glutamic acid-adding enzyme (MurD) involved in peptidoglycan biosynthesis. They were tested against the MurD enzyme from Escherichia coli, allowing initial structure-activity relationships to be deduced. Two compounds had IC50 values near 100 mu M and constitute a promising starting point for further development. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.086