N-[(1Z)-1-(methylthio)-3-oxo-3-phenylprop-1-enyl]-L-leucine | 757976-54-8

• 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: N-[(1Z)-1-(methylthio)-3-oxo-3-phenylprop-1-enyl]-L-leucine
• 英文别名: (2S)-4-methyl-2-[[(Z)-1-methylsulfanyl-3-oxo-3-phenylprop-1-enyl]amino]pentanoic acid
• CAS: 757976-54-8
• 化学式: C₁₆H₂₁NO₃S
• 分子量: 307.414
• InChiKey: HPDWUOYEPNVHPD-OJNRTJSBSA-N

物化性质

• 沸点：
  471.7±45.0 °C(Predicted)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(1Z)-1-(methylthio)-3-oxo-3-phenylprop-1-enyl]-L-leucine 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 48.0h， 生成 N-(5-phenyl-1H-pyrazol-3-yl)-L-leucine
  参考文献：
  名称：

  Arylamine based cathepsin K inhibitors: Investigating P3 heterocyclic substituents

  摘要：

  A modification of novel cathepsin K inhibitors I was carried out. The structural design was aimed at reducing the lipophilic character of compounds I for obtaining better pharmacokinetic profiles. This modification afforded several less lipophilic compounds with good inhibitory activities and pharmacokinetic profiles, although the enzyme selectivity over cathepsin S was left at issue. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.031
• 作为产物：
  描述：

  L-亮氨酸 、 3,3-双甲基磺酰基-1-苯丙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以70%的产率得到N-[(1Z)-1-(methylthio)-3-oxo-3-phenylprop-1-enyl]-L-leucine
  参考文献：
  名称：

  Arylamine based cathepsin K inhibitors: Investigating P3 heterocyclic substituents

  摘要：

  A modification of novel cathepsin K inhibitors I was carried out. The structural design was aimed at reducing the lipophilic character of compounds I for obtaining better pharmacokinetic profiles. This modification afforded several less lipophilic compounds with good inhibitory activities and pharmacokinetic profiles, although the enzyme selectivity over cathepsin S was left at issue. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.031