(S)-N-(2,4-dichlorophenyl)-1-(quinolin-8-ylsulfonyl)pyrrolidine-2-carboxamide | 1401688-51-4

• 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)-N-(2,4-dichlorophenyl)-1-(quinolin-8-ylsulfonyl)pyrrolidine-2-carboxamide
• 英文别名: (2S)-N-(2,4-dichlorophenyl)-1-quinolin-8-ylsulfonylpyrrolidine-2-carboxamide
• CAS: 1401688-51-4
• 化学式: C₂₀H₁₇Cl₂N₃O₃S
• 分子量: 450.345
• InChiKey: LVBGATFKCZCOLS-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  87.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  D-脯氨酸 在 potassium carbonate 、 N,N-二异丙基乙胺 、 O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 (S)-N-(2,4-dichlorophenyl)-1-(quinolin-8-ylsulfonyl)pyrrolidine-2-carboxamide
  参考文献：
  名称：

  (S)-N-(2,5-Dimethylphenyl)-1-(quinoline-8-ylsulfonyl)pyrrolidine-2-carboxamide as a Small Molecule Inhibitor Probe for the Study of Respiratory Syncytial Virus Infection

  摘要：

  A high-throughput, cell-based screen was used to identify chemotypes as inhibitors for human respiratory syncytial virus (hRSV). Optimization of a sulfonylpyrrolidine scaffold resulted in compound 50 that inhibited a virus-induced cytopathic effect in the entry stage of infection (EC50 = 2.3 +/- 0.8 mu M) with marginal cytotoxicity (CC50 = 30.9 +/- 1.1 mu M) and reduced viral titer by 100-fold. Compared to ribavirin, sulfonylpyrrolidine 50 demonstrated an improved in vitro potency and selectivity index.

  DOI：

  10.1021/jm300612z

文献信息

• (<i>S</i>)-<i>N</i>-(2,5-Dimethylphenyl)-1-(quinoline-8-ylsulfonyl)pyrrolidine-2-carboxamide as a Small Molecule Inhibitor Probe for the Study of Respiratory Syncytial Virus Infection
  作者：Blake P. Moore、Dong Hoon Chung、Daljit S. Matharu、Jennifer E. Golden、Clinton Maddox、Lynn Rasmussen、James W. Noah、Melinda I. Sosa、Subramaniam Ananthan、Nichole, A. Tower、E. Lucile White、Fuli Jia、Thomas E. Prisinzano、Jeffrey Aubé、Colleen B. Jonsson、William E. Severson

  DOI：10.1021/jm300612z

  日期：2012.10.25

  A high-throughput, cell-based screen was used to identify chemotypes as inhibitors for human respiratory syncytial virus (hRSV). Optimization of a sulfonylpyrrolidine scaffold resulted in compound 50 that inhibited a virus-induced cytopathic effect in the entry stage of infection (EC50 = 2.3 +/- 0.8 mu M) with marginal cytotoxicity (CC50 = 30.9 +/- 1.1 mu M) and reduced viral titer by 100-fold. Compared to ribavirin, sulfonylpyrrolidine 50 demonstrated an improved in vitro potency and selectivity index.