Z-Ile-Asp-fluoromethylketone | 582317-80-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: Z-Ile-Asp-fluoromethylketone
• 英文别名: 5-fluoro-3-[[(2S,3S)-3-methyl-2-(phenylmethoxycarbonylamino)pentanoyl]amino]-4-oxopentanoic acid
• CAS: 582317-80-4
• 化学式: C₁₉H₂₅FN₂O₆
• 分子量: 396.416
• InChiKey: XECWLWGUDXUJJN-XTIDWKMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  甲醇 、 Z-Ile-Asp-fluoromethylketone 在 盐酸 作用下， 生成 Z-Ile-Asp(OMe)-fluoromethylketone
  参考文献：
  名称：

  Dipeptidyl aspartyl fluoromethylketones as potent caspase-3 inhibitors: SAR of the P 2 amino acid

  摘要：

  This article describes the synthesis and biological evaluation of a series of dipeptidyl aspartyl fluoromethylketones as caspase-3 inhibitors. Structure-activity relationship (SAR) studies showed that for caspase-3 inhibition, Val is the best P-2 amino acid. The SAR studies also showed that the Asp free carboxylic acid in P-1 is important for caspase inhibiting activities, as well as for selectivity over other proteases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.065
• 作为产物：
  描述：

  在 戴斯-马丁氧化剂 、 三氟乙酸 作用下， 生成 Z-Ile-Asp-fluoromethylketone
  参考文献：
  名称：

  Dipeptidyl aspartyl fluoromethylketones as potent caspase-3 inhibitors: SAR of the P 2 amino acid

  摘要：

  This article describes the synthesis and biological evaluation of a series of dipeptidyl aspartyl fluoromethylketones as caspase-3 inhibitors. Structure-activity relationship (SAR) studies showed that for caspase-3 inhibition, Val is the best P-2 amino acid. The SAR studies also showed that the Asp free carboxylic acid in P-1 is important for caspase inhibiting activities, as well as for selectivity over other proteases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.065

文献信息

• Dipeptidyl aspartyl fluoromethylketones as potent caspase-3 inhibitors: SAR of the P 2 amino acid
  作者：Yan Wang、Jin-Chen Huang、Zhang-lin Zhou、Wu Yang、John Guastella、John Drewe、Sui Xiong Cai

  DOI：10.1016/j.bmcl.2003.12.065

  日期：2004.3

  This article describes the synthesis and biological evaluation of a series of dipeptidyl aspartyl fluoromethylketones as caspase-3 inhibitors. Structure-activity relationship (SAR) studies showed that for caspase-3 inhibition, Val is the best P-2 amino acid. The SAR studies also showed that the Asp free carboxylic acid in P-1 is important for caspase inhibiting activities, as well as for selectivity over other proteases. (C) 2003 Elsevier Ltd. All rights reserved.