tert-butyl (2S)-1-((1-(4-(benzylcarbamoyl)-5-phenylthiazol-2-yl)-2-methylpropyl)-(2,4-dimethoxybenzyl)amino)-1-oxopropan-2-ylcarbamate | 1265278-19-0

• 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: tert-butyl (2S)-1-((1-(4-(benzylcarbamoyl)-5-phenylthiazol-2-yl)-2-methylpropyl)-(2,4-dimethoxybenzyl)amino)-1-oxopropan-2-ylcarbamate
• 英文别名: tert-butyl N-[(2S)-1-[[1-[4-(benzylcarbamoyl)-5-phenyl-1,3-thiazol-2-yl]-2-methylpropyl]-[(2,4-dimethoxyphenyl)methyl]amino]-1-oxopropan-2-yl]carbamate
• CAS: 1265278-19-0
• 化学式: C₃₈H₄₆N₄O₆S
• 分子量: 686.872
• InChiKey: JWQXHBOOXFDVOW-HKIGIVDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  49
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-1-((1-(4-(benzylcarbamoyl)-5-phenylthiazol-2-yl)-2-methylpropyl)-(2,4-dimethoxybenzyl)amino)-1-oxopropan-2-ylcarbamate 在 三氟乙酸 作用下， 以46%的产率得到2-(1-((S)-2-aminopropanamido)-2-methylpropyl)-N-benzyl-5-phenylthiazole-4-carboxamide
  参考文献：
  名称：

  Screening Multicomponent Reactions for X-Linked Inhibitor of Apoptosis-Baculoviral Inhibitor of Apoptosis Protein Repeats Domain Binder

  摘要：

  We report a second example of a general reaction screening approach to discover low molecular weight inhibitors of protein protein interactions. On the basis of the known pharmacophore model of SMAC mimetics, we predicted several inhibitors based on four different multicomponent reactions. The predicted inhibitors were subsequently synthesized, tested, and found to bind to the antiapoptotic protein X-linked inhibitor of apoptosis protein (XIAP) and showed cellular activity. Also the compounds are currently not highly potent. They could form a starting point for future medicinal chemistry optimization.

  DOI：

  10.1021/jm101341m
• 作为产物：
  描述：

  Methyl (E)/(Z)-3-Bromo-2-formylaminocinnamate 在 1,5,7-三氮杂双环[4.4.0]癸-5-烯 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 63.0h， 生成 tert-butyl (2S)-1-((1-(4-(benzylcarbamoyl)-5-phenylthiazol-2-yl)-2-methylpropyl)-(2,4-dimethoxybenzyl)amino)-1-oxopropan-2-ylcarbamate
  参考文献：
  名称：

  Screening Multicomponent Reactions for X-Linked Inhibitor of Apoptosis-Baculoviral Inhibitor of Apoptosis Protein Repeats Domain Binder

  摘要：

  We report a second example of a general reaction screening approach to discover low molecular weight inhibitors of protein protein interactions. On the basis of the known pharmacophore model of SMAC mimetics, we predicted several inhibitors based on four different multicomponent reactions. The predicted inhibitors were subsequently synthesized, tested, and found to bind to the antiapoptotic protein X-linked inhibitor of apoptosis protein (XIAP) and showed cellular activity. Also the compounds are currently not highly potent. They could form a starting point for future medicinal chemistry optimization.

  DOI：

  10.1021/jm101341m