(2S)-2-(methylamino)-N-[(2S,7R,9S,13S)-4-[2-(4-nitrophenyl)ethyl]-14-oxo-1,4-diazatricyclo[7.5.0.02,7]tetradecan-13-yl]propanamide | 1595086-41-1

• 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)-2-(methylamino)-N-[(2S,7R,9S,13S)-4-[2-(4-nitrophenyl)ethyl]-14-oxo-1,4-diazatricyclo[7.5.0.02,7]tetradecan-13-yl]propanamide
• CAS: 1595086-41-1
• 化学式: C₂₄H₃₅N₅O₄
• 分子量: 457.573
• InChiKey: AQTFKDCKLOSLNK-ORDMVQLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 (2S)-2-(methylamino)-N-[(2S,7R,9S,13S)-4-[2-(4-nitrophenyl)ethyl]-14-oxo-1,4-diazatricyclo[7.5.0.02,7]tetradecan-13-yl]propanamide
  参考文献：
  名称：

  Structure-based design and synthesis of tricyclic IAP (Inhibitors of Apoptosis Proteins) inhibitors

  摘要：

  The design and synthesis of a series of novel tricyclic IAP inhibitors is reported. Rapid assembly of the core tricycle involved two key steps: Rh-catalyzed hydrogenation of an unsaturated bicyclic ring system and a Ru-catalyzed ring closing alkene metathesis reaction. The final Smac mimetics bind to cIAP1 and XIAP BIR3 domains and elicit the desired phenotype in cellular proliferation assays. Dimeric IAP inhibitors were found to possess nanomolar potency in a cellular proliferation assay and favourable in vitro drug-like properties. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.016

文献信息

• Structure-based design and synthesis of tricyclic IAP (Inhibitors of Apoptosis Proteins) inhibitors
  作者：Alexander W. Hird、Brian M. Aquila、Michael H. Block、Edward J. Hennessy、Victor M. Kamhi、Charles A. Omer、Naomi M. Laing、Jamal C. Saeh、Li Sha、Bin Yang

  DOI：10.1016/j.bmcl.2014.02.016

  日期：2014.4

  The design and synthesis of a series of novel tricyclic IAP inhibitors is reported. Rapid assembly of the core tricycle involved two key steps: Rh-catalyzed hydrogenation of an unsaturated bicyclic ring system and a Ru-catalyzed ring closing alkene metathesis reaction. The final Smac mimetics bind to cIAP1 and XIAP BIR3 domains and elicit the desired phenotype in cellular proliferation assays. Dimeric IAP inhibitors were found to possess nanomolar potency in a cellular proliferation assay and favourable in vitro drug-like properties. (C) 2014 Elsevier Ltd. All rights reserved.