4-[4-[[(2S,3S)-1-[[(3S,4S)-1-(butylamino)-3-hydroxy-6-methyl-1-oxoheptan-4-yl]amino]-3-methyl-1-oxopentan-2-yl]carbamoyl]phenoxy]-N-[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]benzamide | 1394837-51-4

• 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: 4-[4-[[(2S,3S)-1-[[(3S,4S)-1-(butylamino)-3-hydroxy-6-methyl-1-oxoheptan-4-yl]amino]-3-methyl-1-oxopentan-2-yl]carbamoyl]phenoxy]-N-[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]benzamide
• CAS: 1394837-51-4
• 化学式: C₄₇H₆₂ClN₇O₇
• 分子量: 872.505
• InChiKey: JCAWIMDCJRNFFT-YPCKZBKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  62
• 可旋转键数：
  24
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  200
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-(4-(((2S,3S)-1-((3S,4S)-1-(butylamino)-3-hydroxy-6-methyl-1-oxoheptan-4-ylamino)-3-methyl-1-oxopentan-2-yl)carbamoyl)phenoxy)benzoic acid benzyl ester 在 N-甲基吗啉 、 10% Pd/C 、 氢气 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 生成 4-[4-[[(2S,3S)-1-[[(3S,4S)-1-(butylamino)-3-hydroxy-6-methyl-1-oxoheptan-4-yl]amino]-3-methyl-1-oxopentan-2-yl]carbamoyl]phenoxy]-N-[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]benzamide
  参考文献：
  名称：

  Antiplasmodial activities of 4-aminoquinoline–statine compounds

  摘要：

  We report the discovery of new potent inhibitors of the growth of Plasmodium falciparum chloroquine (CQ)-resistant W2 strain. These compounds were designed using the double drug approach by introducing a residue able to enhance the accumulation of plasmepsins inhibitors into the food vacuole. Some of the molecules were more active than CQ against CQ-resistant strain and showed good selectivity against cathepsin D. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.069