benzyl N-[(2S)-1-[[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate | 1394837-54-7

• 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: benzyl N-[(2S)-1-[[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 1394837-54-7
• 化学式: C₂₉H₃₆ClN₅O₄
• 分子量: 554.089
• InChiKey: PXRYCASBAWTCMH-FNZWTVRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl N-[(2S)-1-[[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate 在 10% Pd/C 、 氢气 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 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)-4-methyl-1-oxo-1-[[(2S)-1-oxo-1-[3-(quinolin-4-ylamino)propylamino]propan-2-yl]amino]pentan-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
• 作为产物：
  描述：

  N-(7-chloroquinolin-4-yl)propane-1,3-diamine 在 盐酸 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 benzyl N-[(2S)-1-[[(2S)-1-[3-[(7-chloroquinolin-4-yl)amino]propylamino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
  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

文献信息

• Discovery of oxybisbenzoylamides as a new class of antimalarial agents
  作者：A. Pancotti、S. Parapini、M. Dell'Agli、L. Gambini、C. Galli、E. Sangiovanni、N. Basilico、E. Bosisio、D. Taramelli、S. Romeo

  DOI：10.1039/c5md00115c

  日期：——

  A new antimalarial pharmacophore has been obtained starting from previously described dual inhibitors of Plasmodium falciparum.

  从先前描述的疟原虫的双重抑制剂出发，得到了一种新的抗疟药物药效团。