(2S,4S)-tert-butyl 2-(((S)-3-(1H-indol-3-yl)-1-oxo-1-(phenylsulfonamido)propan-2-yl)carbamoyl)-4-(4-phenylphenoxy)pyrrolidine-1-carboxylate

• 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: (2S,4S)-tert-butyl 2-(((S)-3-(1H-indol-3-yl)-1-oxo-1-(phenylsulfonamido)propan-2-yl)carbamoyl)-4-(4-phenylphenoxy)pyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S,4S)-2-[[(2S)-1-(benzenesulfonamido)-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamoyl]-4-(4-phenylphenoxy)pyrrolidine-1-carboxylate
• 化学式: C₃₉H₄₀N₄O₇S
• 分子量: 708.835
• InChiKey: ADPHLFYFNVTAAV-RCTKZWLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  51
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  155
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (S)-(S)-2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoic (isobutyl carbonic) anhydride 在 盐酸 、 sodium hydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 (2S,4S)-tert-butyl 2-(((S)-3-(1H-indol-3-yl)-1-oxo-1-(phenylsulfonamido)propan-2-yl)carbamoyl)-4-(4-phenylphenoxy)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Design, synthesis and preliminary biological studies of pyrrolidine derivatives as Mcl-1 inhibitors

  摘要：

  Anti-apoptotic proteins, such as B-cell lymphoma (Bcl-2) protein, myeloid cell leukemia sequence 1 (Mcl-1) protein, are potential targets for cancer treatment. In the studies, a series of pyrrolidine derivatives were developed as potent Mcl-1 inhibitors. The preliminary biological studies suggested that most of target compounds exhibit good abilities for targeting Mcl-1 protein. Among them, compound 21 (K-i = 0.53 mu M) exhibited equal inhibitory activities towards Mcl-1 protein compared to positive control gossypol (K-i = 0.39 mu M). This compound also possessed good antiproliferative activities against MDA-MB-231 and PC-3 cancer cells. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.11.014