(2S)-N-[(1S)-1-cyano-2-phenylethyl]-3-phenyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]propanamide | 1260227-19-7

• 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)-N-[(1S)-1-cyano-2-phenylethyl]-3-phenyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]propanamide
• CAS: 1260227-19-7
• 化学式: C₃₃H₃₀F₃N₃O₃S
• 分子量: 605.681
• InChiKey: SDBNYBMBPYRBSJ-ASVWTAOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2S)-2-[[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]amino]-N-[(1S)-1-cyano-2-phenylethyl]-3-phenylpropanamide 、 4-（甲磺酰基）苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2S)-N-[(1S)-1-cyano-2-phenylethyl]-3-phenyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]propanamide
  参考文献：
  名称：

  Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease

  摘要：

  Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease is described. The identified inhibitors bearing an amino nitrile warhead in P1 exhibit low nanomolar in vitro potency against cruzipain. Further SAR in P2 portion led to the identification of compounds, such as 26, that have a unique selectivity profile against other cysteine proteases and offering new opportunities for safer treatment of Chagas disease. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.015

文献信息

• Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease
  作者：Christian Beaulieu、Elise Isabel、Angélique Fortier、Frédéric Massé、Christophe Mellon、Nathalie Méthot、Momar Ndao、Deborah Nicoll-Griffith、Doris Lee、Hyeram Park、W. Cameron Black

  DOI：10.1016/j.bmcl.2010.10.015

  日期：2010.12

  Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease is described. The identified inhibitors bearing an amino nitrile warhead in P1 exhibit low nanomolar in vitro potency against cruzipain. Further SAR in P2 portion led to the identification of compounds, such as 26, that have a unique selectivity profile against other cysteine proteases and offering new opportunities for safer treatment of Chagas disease. (C) 2010 Elsevier Ltd. All rights reserved.