tert-butyl 2-((R)-2-((R)-2-(3,4-dichlorophenyl)-N,2-dimethylpent-4-enamido)-3-phenylpropanamido)ethylcarbamate | 1563183-30-1

• 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: tert-butyl 2-((R)-2-((R)-2-(3,4-dichlorophenyl)-N,2-dimethylpent-4-enamido)-3-phenylpropanamido)ethylcarbamate
• CAS: 1563183-30-1
• 化学式: C₂₉H₃₇Cl₂N₃O₄
• 分子量: 562.536
• InChiKey: URLYSYBXEYSVAG-FUFSCUOVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  38.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  87.74
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-((R)-2-((R)-2-(3,4-dichlorophenyl)-N,2-dimethylpent-4-enamido)-3-phenylpropanamido)ethylcarbamate 在 甲醇 、 sodium periodate 、 四氧化锇 、 三乙酰氧基硼氢化钠 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 14.0h， 生成 2-((R)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N,2-dimethylbutanamido)-3-phenylpropanamido)ethanaminium trifluoroacetate
  参考文献：
  名称：

  Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists

  摘要：

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.

  DOI：

  10.1021/ml400528y
• 作为产物：
  描述：

  2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 在 盐酸 、 氯化亚砜 作用下， 以 水 、 乙酸乙酯 、 苯 为溶剂， 反应 18.0h， 生成 tert-butyl 2-((R)-2-((R)-2-(3,4-dichlorophenyl)-N,2-dimethylpent-4-enamido)-3-phenylpropanamido)ethylcarbamate
  参考文献：
  名称：

  Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists

  摘要：

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.

  DOI：

  10.1021/ml400528y