N-[5-[[(1S,4R,14S,17R,27S,30R)-22,35-bis[[5-[[hydroxy(phenyl)methylidene]amino]pyridin-3-yl]methyl]-8,10,21,23,34,36-hexaoxo-9,22,35-triazatridecacyclo[28.9.1.14,14.117,27.02,29.03,15.05,13.07,11.016,28.018,26.020,24.031,39.033,37]dotetraconta-2,5,7(11),12,15,18,20(24),25,28,31,33(37),38-dodecaen-9-yl]methyl]pyridin-3-yl]benzenecarboximidic acid | 1146030-92-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N-[5-[[(1S,4R,14S,17R,27S,30R)-22,35-bis[[5-[[hydroxy(phenyl)methylidene]amino]pyridin-3-yl]methyl]-8,10,21,23,34,36-hexaoxo-9,22,35-triazatridecacyclo[28.9.1.14,14.117,27.02,29.03,15.05,13.07,11.016,28.018,26.020,24.031,39.033,37]dotetraconta-2,5,7(11),12,15,18,20(24),25,28,31,33(37),38-dodecaen-9-yl]methyl]pyridin-3-yl]benzenecarboximidic acid
• CAS: 1146030-92-3
• 化学式: C₇₈H₅₁N₉O₉
• 分子量: 1258.32
• InChiKey: NYCQJUOVLDZXKP-CZDDGWDBSA-N

物化性质

• 密度：
  1.560±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  96
• 可旋转键数：
  12
• 环数：
  19.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  249
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  新戊烷 、 N-[5-[[(1S,4R,14S,17R,27S,30R)-22,35-bis[[5-[[hydroxy(phenyl)methylidene]amino]pyridin-3-yl]methyl]-8,10,21,23,34,36-hexaoxo-9,22,35-triazatridecacyclo[28.9.1.14,14.117,27.02,29.03,15.05,13.07,11.016,28.018,26.020,24.031,39.033,37]dotetraconta-2,5,7(11),12,15,18,20(24),25,28,31,33(37),38-dodecaen-9-yl]methyl]pyridin-3-yl]benzenecarboximidic acid 以 二氯甲烷-D2 为溶剂， 生成
  参考文献：
  名称：

  旋转门动力学对分子包封动力学的影响—活性/选择性关系

  摘要：

  门控分子封装：研究了客体分子进入/离开门控宿主的速率与门旋转并由此打开/关闭宿主的速率之间的关系。动力学测量的结果表明，更多的动态宿主在捕获客体方面也更具选择性，从而揭示了与分子识别事件有关的活性/选择性关系（见图）。

  DOI：

  10.1002/chem.201003138
• 作为产物：
  描述：

  以 二氯甲烷-D2 为溶剂， 生成 三氯乙烷 、 N-[5-[[(1S,4R,14S,17R,27S,30R)-22,35-bis[[5-[[hydroxy(phenyl)methylidene]amino]pyridin-3-yl]methyl]-8,10,21,23,34,36-hexaoxo-9,22,35-triazatridecacyclo[28.9.1.14,14.117,27.02,29.03,15.05,13.07,11.016,28.018,26.020,24.031,39.033,37]dotetraconta-2,5,7(11),12,15,18,20(24),25,28,31,33(37),38-dodecaen-9-yl]methyl]pyridin-3-yl]benzenecarboximidic acid
  参考文献：
  名称：

  On the mechanism of action of gated molecular baskets: The synchronicity of the revolving motion of gates and in/out trafficking of guests

  摘要：

  我们使用动态的1H NMR光谱方法研究了CH3CCl3 (2) 进入和离开被门控的分子篮子1的动力学和热力学。我们发现，包合反应在篮子1和客体2中是一级反应，而解除包合反应在客体中是零级反应。重要的是，我们没有观察到CH3CCl3分子直接取代被困的CH3CCl3的交换机制。此外，对于表征包合过程的自由能的可加性的检查导致我们推断，门的旋转运动和客体的进出交通是同步的，但仍然取决于客体占据篮子的亲和力：具体来说，客体对于占据篮子的亲和力越大，门在进行旋转运动时“扫除”客体的效果越差。

  DOI：

  10.3762/bjoc.8.9

文献信息

• Molecular Recognition of a Transition State
  作者：Xiaoguang Bao、Stephen Rieth、Sandra Stojanović、Christopher M. Hadad、Jovica D. Badjić

  DOI：10.1002/anie.201000656

  日期：2010.6.28

  inside job: The conformational interconversion of cyclohexane occurs at a higher rate in the interior of gated molecular baskets (see picture) than in bulk free solvent or a vacuum. The acceleration results from more favorable noncovalent bonding, and hence stabilization of the transition state, of the encapsulated compound.

  内部工作：在封闭的分子篮内部（参见图片），环己烷的构象互变发生率要高于无本体溶剂或真空中的发生率。加速来自更有利的非共价键合，从而稳定了封装化合物的过渡态。
• Wang, Bao-Yu; Rieth, Stephen; Badjic, Jovica D., Journal of the American Chemical Society, 2009, vol. 131, p. 7250 - 7252
  作者：Wang, Bao-Yu、Rieth, Stephen、Badjic, Jovica D.

  DOI：——

  日期：——
• The Effect of the Dynamics of Revolving Gates on the Kinetics of Molecular Encapsulation-The Activity/Selectivity Relationship
  作者：Stephen Rieth、Jovica D. Badjić

  DOI：10.1002/chem.201003138

  日期：2011.2.25

  Gated molecular encapsulation: The relationship between the rate by which guest molecules enter/exit gated hosts and the rate by which gates revolve and thereby open/close the host were investigated. The results of kinetic measurements have indicated that more dynamic hosts are also more selective in trapping guests, thereby revealing an activity/selectivity relationship pertaining molecular recognition

  门控分子封装：研究了客体分子进入/离开门控宿主的速率与门旋转并由此打开/关闭宿主的速率之间的关系。动力学测量的结果表明，更多的动态宿主在捕获客体方面也更具选择性，从而揭示了与分子识别事件有关的活性/选择性关系（见图）。
• On the mechanism of action of gated molecular baskets: The synchronicity of the revolving motion of gates and in/out trafficking of guests
  作者：Keith Hermann、Stephen Rieth、Hashem A Taha、Bao-Yu Wang、Christopher M Hadad、Jovica D Badjić

  DOI：10.3762/bjoc.8.9

  日期：——

  We used dynamic ¹H NMR spectroscopic methods to examine the kinetics and thermodynamics of CH₃CCl₃ (2) entering and leaving the gated molecular basket 1. We found that the encapsulation is first-order in basket 1 and guest 2, while the decomplexation is zeroth-order in the guest. Importantly, the interchange mechanism in which a molecule of CH₃CCl₃ directly displaces the entrapped CH₃CCl₃ was not observed. Furthermore, the examination of the additivity of free energies characterizing the encapsulation process led to us to deduce that the revolving motion of the gates and in/out trafficking of guests is synchronized, yet still a function of the affinity of the guest for occupying the basket: Specifically, the greater the affinity of the guest for occupying the basket, the less effective the gates are in “sweeping” the guest as the gates undergo their revolving motion.

  我们使用动态的1H NMR光谱方法研究了CH3CCl3 (2) 进入和离开被门控的分子篮子1的动力学和热力学。我们发现，包合反应在篮子1和客体2中是一级反应，而解除包合反应在客体中是零级反应。重要的是，我们没有观察到CH3CCl3分子直接取代被困的CH3CCl3的交换机制。此外，对于表征包合过程的自由能的可加性的检查导致我们推断，门的旋转运动和客体的进出交通是同步的，但仍然取决于客体占据篮子的亲和力：具体来说，客体对于占据篮子的亲和力越大，门在进行旋转运动时“扫除”客体的效果越差。