(2R,3R,4S)-4-amino-3-(butanoylamino)-2-[phenethyl(propyl)carbamoyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R,4S)-4-amino-3-(butanoylamino)-2-[phenethyl(propyl)carbamoyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
• 英文别名: (2R,3R,4S)-4-amino-3-(butanoylamino)-2-[2-phenylethyl(propyl)carbamoyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
• 化学式: C₂₂H₃₁N₃O₅
• 分子量: 417.505
• InChiKey: JFCFUGPGBPMRPY-PWIZWCRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (4S,5R,6R)-5-Amino-4-azido-6-(phenethyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester 在 吡啶 、 水 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 (2R,3R,4S)-4-amino-3-(butanoylamino)-2-[phenethyl(propyl)carbamoyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
  参考文献：
  名称：

  Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides

  摘要：

  SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00019-1

文献信息

• Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides
  作者：Paul G Wyatt、Barry A Coomber、Derek N Evans、Torquil I Jack、Heather E Fulton、Alan J Wonacott、Peter Colman、Jose Varghese

  DOI：10.1016/s0960-894x(01)00019-1

  日期：2001.3

  SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal. (C) 2001 Elsevier Science Ltd. All rights reserved.