3-[3-(4-carboxy-benzoylamino)-benzene-sulfonylamino]-4-carboxyphenyl boronic acid | 1236047-84-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[3-(4-carboxy-benzoylamino)-benzene-sulfonylamino]-4-carboxyphenyl boronic acid
• 英文别名: 4-Borono-2-[[3-[(4-carboxybenzoyl)amino]phenyl]sulfonylamino]benzoic acid
• CAS: 1236047-84-9
• 化学式: C₂₁H₁₇BN₂O₉S
• 分子量: 484.251
• InChiKey: LGBQSGFZEGVQSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  199
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  4-[(3-Chlorosulfonylphenyl)carbamoyl]benzoic acid 、 2-氨基-4-硼苯甲酸 在 碳酸氢钠 、 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 生成 3-[3-(4-carboxy-benzoylamino)-benzene-sulfonylamino]-4-carboxyphenyl boronic acid
  参考文献：
  名称：

  Structural study of phenyl boronic acid derivatives as AmpC β-lactamase inhibitors

  摘要：

  A small set of boronic acids acting as low nanomolar inhibitors of AmpC beta-lactamase were designed and synthesized in the effort to improve affinity, pharmacokinetic properties, and to provide a valid lead compound. X-ray crystallography revealed the binary complex of the best inhibitor bound to the enzyme, highlighting possibilities for its further rational derivatization and chemical optimization. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.007

文献信息

• Structural study of phenyl boronic acid derivatives as AmpC β-lactamase inhibitors
  作者：Donatella Tondi、Samuele Calò、Brian K. Shoichet、Maria Paola Costi

  DOI：10.1016/j.bmcl.2010.04.007

  日期：2010.6

  A small set of boronic acids acting as low nanomolar inhibitors of AmpC beta-lactamase were designed and synthesized in the effort to improve affinity, pharmacokinetic properties, and to provide a valid lead compound. X-ray crystallography revealed the binary complex of the best inhibitor bound to the enzyme, highlighting possibilities for its further rational derivatization and chemical optimization. (C) 2010 Elsevier Ltd. All rights reserved.