N-[(4-Nitrophenyl)methanesulfonyl]-D-alanine | 874157-16-1

• 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: N-[(4-Nitrophenyl)methanesulfonyl]-D-alanine
• 英文别名: (2R)-2-[(4-nitrophenyl)methylsulfonylamino]propanoic acid
• CAS: 874157-16-1
• 化学式: C₁₀H₁₂N₂O₆S
• 分子量: 288.281
• InChiKey: HJWXAOTUWXBBQA-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[(4-Nitrophenyl)methanesulfonyl]-D-alanine 、 2-[(1-Amino-ethyl)-methoxy-phosphinoylmethyl]-pentanedioic acid dimethyl ester 在 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 N,N-二甲基甲酰胺 为溶剂， 生成 2-(Methoxy-{1-[(R)-2-(4-nitro-phenylmethanesulfonylamino)-propionylamino]-ethyl}-phosphinoylmethyl)-pentanedioic acid dimethyl 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

文献信息

• Design, synthesis and structure–activity relationships of new phosphinate inhibitors of MurD
  作者：Katja Štrancar、Didier Blanot、Stanislav Gobec

  DOI：10.1016/j.bmcl.2005.09.086

  日期：2006.1

  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.