3-[[(2R,3R,4R,5S,6R)-3-acetamido-2-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxymethyl-hydroxyphosphoryl]-2-methylpropanoic acid

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: 3-[[(2R,3R,4R,5S,6R)-3-acetamido-2-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxymethyl-hydroxyphosphoryl]-2-methylpropanoic acid
• 化学式: C₂₂H₃₆N₃O₂₁P₃
• 分子量: 771.457
• InChiKey: NMLCYCQFQPQPBR-MNQLMGRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.3
• 重原子数：
  49
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  364
• 氢给体数：
  10
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  2-[((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-ethoxy-phosphinoylmethyl]-acrylic acid methyl ester 在 platinum(IV) oxide 、 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 正丁基锂 、 氢气 、 C.I.酸性橙108 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 278.53h， 生成 3-[[(2R,3R,4R,5S,6R)-3-acetamido-2-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxymethyl-hydroxyphosphoryl]-2-methylpropanoic acid
  参考文献：
  名称：

  Inhibitors of the bacterial cell wall biosynthesis enzyme MurC

  摘要：

  A series of phosphinate transition-state analogues of the L-alanine adding enzyme (MurC) of bacterial peptidoglycan biosynthesis was prepared and tested as inhibitors of the Escherichia coli enzyme. Compound 4 was identified as a potent inhibitor of MurC from Escherichia coli with an IC50 Of 49 nM. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00251-7

文献信息

• Inhibitors of the bacterial cell wall biosynthesis enzyme MurC
  作者：Folkert Reck、Stephen Marmor、Stewart Fisher、Mark A. Wuonola

  DOI：10.1016/s0960-894x(01)00251-7

  日期：2001.6

  A series of phosphinate transition-state analogues of the L-alanine adding enzyme (MurC) of bacterial peptidoglycan biosynthesis was prepared and tested as inhibitors of the Escherichia coli enzyme. Compound 4 was identified as a potent inhibitor of MurC from Escherichia coli with an IC50 Of 49 nM. (C) 2001 Elsevier Science Ltd. All rights reserved.