[1-oxo-6-(4-piperazinium-1-yl-benzoylamino)-1,3-dihydroisoindol-2-yl]acetic acid trifluoroacetate | 1447330-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: [1-oxo-6-(4-piperazinium-1-yl-benzoylamino)-1,3-dihydroisoindol-2-yl]acetic acid trifluoroacetate
• 英文别名: 2-[3-oxo-5-[(4-piperazin-1-ylbenzoyl)amino]-1H-isoindol-2-yl]acetic acid;2,2,2-trifluoroacetic acid
• CAS: 1447330-19-9
• 化学式: C₂HF₃O₂*C₂₁H₂₂N₄O₄
• 分子量: 508.454
• InChiKey: POCHPFHVSXQHTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.02
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  139
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  邻苯二甲酰甘氨酸 在 盐酸 、 硫酸 、 palladium on activated charcoal 、 氢气 、 硝酸 、 三乙胺 、 汞 、 sodium hydroxide 、 锌 作用下， 以 甲醇 、 二氯甲烷 、 硫酸 、 水 、 乙腈 为溶剂， 反应 16.0h， 生成 [1-oxo-6-(4-piperazinium-1-yl-benzoylamino)-1,3-dihydroisoindol-2-yl]acetic acid trifluoroacetate
  参考文献：
  名称：

  Synthesis, biological evaluation, X-ray molecular structure and molecular docking studies of RGD mimetics containing 6-amino-2,3-dihydroisoindolin-1-one fragment as ligands of integrin αIIbβ3

  摘要：

  A series of novel RGD mimetics containing phthalimidine fragment was designed and synthesized. Their antiaggregative activity determined by Born's method was shown to be due to inhibition of fibrinogen binding to alpha(IIb)beta(3). Molecular docking of RGD mimetics to alpha(IIb)beta(3) receptor showed the key interactions in this complex, and also some correlations have been observed between values of biological activity and docking scores. The single crystal X-ray data were obtained for five mimetics. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.05.019

文献信息

• Synthesis, biological evaluation, X-ray molecular structure and molecular docking studies of RGD mimetics containing 6-amino-2,3-dihydroisoindolin-1-one fragment as ligands of integrin αIIbβ3
  作者：Andrei A. Krysko、Georgiy V. Samoylenko、Pavel G. Polishchuk、Marina S. Fonari、Victor Ch. Kravtsov、Sergei A. Andronati、Tatyana A. Kabanova、Janusz Lipkowski、Tetiana M. Khristova、Victor E. Kuz’min、Vladimir M. Kabanov、Olga L. Krysko、Alexandre A. Varnek

  DOI：10.1016/j.bmc.2013.05.019

  日期：2013.8

  A series of novel RGD mimetics containing phthalimidine fragment was designed and synthesized. Their antiaggregative activity determined by Born's method was shown to be due to inhibition of fibrinogen binding to alpha(IIb)beta(3). Molecular docking of RGD mimetics to alpha(IIb)beta(3) receptor showed the key interactions in this complex, and also some correlations have been observed between values of biological activity and docking scores. The single crystal X-ray data were obtained for five mimetics. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.