(2S)-4-fluoro-4-methyl-N-(4-oxopyrrolidin-3-yl)-2-[[(1S)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]pentanamide | 1136103-15-5

• 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)-4-fluoro-4-methyl-N-(4-oxopyrrolidin-3-yl)-2-[[(1S)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]pentanamide
• CAS: 1136103-15-5
• 化学式: C₂₅H₂₉F₄N₃O₄S
• 分子量: 543.583
• InChiKey: MQLKENHMUCXRBD-DJJOMLBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (2S)-4-fluoro-N-(4-hydroxypyrrolidin-3-yl)-4-methyl-2-(((S)-2,2,2-trifluoro-1-(4'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)ethyl)amino)pentanamide 在 草酰氯 、 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 (2S)-4-fluoro-4-methyl-N-(4-oxopyrrolidin-3-yl)-2-[[(1S)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]pentanamide
  参考文献：
  名称：

  Investigation of ketone warheads as alternatives to the nitrile for preparation of potent and selective cathepsin K inhibitors

  摘要：

  Amino ketone warheads were explored as alternatives to the nitrile group of a potent and selective cathepsin K inhibitor. The resulting compounds were potent and selective inhibitors of cathepsin K and these nitrile replacements had a significant effect on metabolism and pharmacokinetics. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.053

文献信息

• Investigation of ketone warheads as alternatives to the nitrile for preparation of potent and selective cathepsin K inhibitors
  作者：Michael J. Boyd、Sheldon N. Crane、Joël Robichaud、John Scheigetz、W. Cameron Black、Nathalie Chauret、Qingping Wang、Frédéric Massé、Renata M. Oballa

  DOI：10.1016/j.bmcl.2008.12.053

  日期：2009.2

  Amino ketone warheads were explored as alternatives to the nitrile group of a potent and selective cathepsin K inhibitor. The resulting compounds were potent and selective inhibitors of cathepsin K and these nitrile replacements had a significant effect on metabolism and pharmacokinetics. (c) 2008 Elsevier Ltd. All rights reserved.