(S)-2-(tert-butoxycarbonylamino)-N-isobutyl-4-methylpentanamide | 204438-86-8

• 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: (S)-2-(tert-butoxycarbonylamino)-N-isobutyl-4-methylpentanamide
• 英文别名: tert-butyl N-[(2S)-4-methyl-1-(2-methylpropylamino)-1-oxopentan-2-yl]carbamate
• CAS: 204438-86-8
• 化学式: C₁₅H₃₀N₂O₃
• 分子量: 286.415
• InChiKey: UWJZDDMBDDMDOD-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-(tert-butoxycarbonylamino)-N-isobutyl-4-methylpentanamide 在 盐酸 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 benzyl (((((S)-1-(isobutylamino)-4-methyl-1-oxopentan-2-yl)amino)(methoxy)phosphoryl)methyl)carbamate
  参考文献：
  名称：

  Additivity or cooperativity: Which model can predict the influence of simultaneous incorporation of two or more functionalities in a ligand molecule?

  摘要：

  Predicting how binding affinity responds to ligand structural modifications in structure-activity relationship studies (SAR) is a major challenge in medicinal chemistry. This is particularly true when two or more of these modifications are carried out simultaneously. In this study, we present binding affinity data from several series of thermolysin inhibitors in which simultaneous structural modifications were investigated to determine whether they are cooperative or additive. Data revealed that, while additivity is at work in some cases, cooperativity is more commonly demonstrated. Cooperativity and additivity were then correlated with ligand descriptors, such as the spacing and the topological features of the modified groups, in a manner that may provide guidance as to when each model should be utilized. Cooperativity was particularly associated with contiguous groups and small unbranched hydrophobic side chain. Additivity, on the other hand, was associated with moderately distant hydrophobic group combinations and side chain branching. Such correlations can improve the predictability of SAR studies and can provide a starting point for additional investigations that may lead to further significant enhancements in the current scoring functions. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.11.056
• 作为产物：
  描述：

  BOC-L-亮氨酸 、 异丁胺 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到(S)-2-(tert-butoxycarbonylamino)-N-isobutyl-4-methylpentanamide
  参考文献：
  名称：

  A small synthetic molecule functions as a chloride–bicarbonate dual-transporter and induces chloride secretion in cells

  摘要：

  一种由L-苯丙氨酸和异苯二甲酰胺组成的C2对称小分子被发现具有Cl-/HCO3-双重转运功能，并能自组装成氯离子通道。

  DOI：

  10.1039/c6cc01964a

文献信息

• Influence of Neighboring Groups on the Thermodynamics of Hydrophobic Binding: An Added Complex Facet to the Hydrophobic Effect
  作者：Nader N. Nasief、David Hangauer

  DOI：10.1021/jm401609a

  日期：2014.3.27

  proentropic in others. A remarkable enthalpy–entropy compensation relationship was also observed, reflecting the fact that the hydrophobic effect is governed by the thermodynamic status of the associated aqueous environment. This study could improve our understanding of the hydrophobic effect and may enhance our ability to design potent ligands that are capable of modulating biological processes.

  使用等温滴定量热法（ITC）对在浅疏水口袋中结合的配体侧链进行系统修饰的热力学后果进行了评估，无论是否存在相邻的配体羧酸酯基团。数据显示，羧酸盐可能会通过改变未结合状态和结合状态下水合水的H键/组织状态来显着改变这些修饰的相对热力学特征。发现该羧酸酯基团在某些情况下是前焓的，对熵的，而在另一些情况下是反焓的，对熵的。还观察到了显着的焓-熵补偿关系，这反映了疏水作用受相关水环境的热力学状态支配的事实。
• Method of Modulating Membrane Potential of a Cell
  申请人：Yang Dan

  公开号：US20090163595A1

  公开（公告）日：2009-06-25

  Provided herein are methods of modulating membrane potential of a cell membrane using self-assembling compounds. Also provided herein are methods of regulating a natural voltage-dependent ion channel in a cell membrane using the self-assembling compounds disclosed herein. Further provided herein are methods of treating, preventing and/or managing a disease that is related to the abnormal membrane potential responses by using the self-assembling compounds disclosed herein.

  本文提供了使用自组装化合物调节细胞膜的膜电位的方法。本文还提供了使用所披露的自组装化合物调节细胞膜中自然电压依赖离子通道的方法。此外，本文还提供了使用所披露的自组装化合物治疗、预防和/或管理与异常膜电位反应相关的疾病的方法。
• Synthetic Ion Channels
  申请人：Yang Dan

  公开号：US20080146513A1

  公开（公告）日：2008-06-19

  Provided herein are self-assembling compounds that can form ion channels in lipid bilayers or cell membranes and ion-channel-forming compositions comprising the self-assembling compounds. Also provided are methods of making and using the ion channels formed from a plurality of molecules of the self-assembling compounds. Further, provided are methods of treating or preventing conditions and diseases that are related to the dysfunction of ion channels, including chloride channels.

  本文提供了能够在脂质双分子层或细胞膜中形成离子通道的自组装化合物，以及包含这些自组装化合物的离子通道形成组合物。还提供了利用由多种分子自组装化合物形成的离子通道的制备和使用方法。此外，还提供了治疗或预防与离子通道功能失调相关的疾病和情况的方法，包括氯离子通道。
• METHOD OF MODULATING MEMBRANE POTENTIAL OF A CELL
  申请人：Versitech Limited

  公开号：EP2231137B1

  公开（公告）日：2017-01-25
• US8378138B2
  申请人：——

  公开号：US8378138B2

  公开（公告）日：2013-02-19