N-((2S,3R)-4-(1-(3-tert-butylphenyl)cyclopentylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-yl)acetamide | 1201894-08-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-((2S,3R)-4-(1-(3-tert-butylphenyl)cyclopentylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-yl)acetamide
• 英文别名: N-[(2S,3R)-4-[[1-(3-tert-butylphenyl)cyclopentyl]amino]-1-(3,5-difluorophenyl)-3-hydroxybutan-2-yl]acetamide
• CAS: 1201894-08-7
• 化学式: C₂₇H₃₆F₂N₂O₂
• 分子量: 458.592
• InChiKey: LWWLSQSVRJIOFD-LOSJGSFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  61.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 N-甲氧基二乙酰胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-((2S,3R)-4-(1-(3-tert-butylphenyl)cyclopentylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-yl)acetamide
  参考文献：
  名称：

  Design and synthesis of cell potent BACE-1 inhibitors: Structure–activity relationship of P1′ substituents

  摘要：

  Using structure-guided design, hydroxyethylamine BACE-1 inhibitors were optimized to nanomolar A beta cellular inhibition with selectivity against cathepsin-D. X-ray crystallography illuminated the S1' residues critical to this effort, which culminated in compounds 56 and 57 that exhibited potency and selectivity but poor permeability and high P-gp efflux. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.061

文献信息

• Design and synthesis of cell potent BACE-1 inhibitors: Structure–activity relationship of P1′ substituents
  作者：Jennifer M. Sealy、Anh P. Truong、Luke Tso、Gary D. Probst、Jose Aquino、Roy K. Hom、Barbara M. Jagodzinska、Darren Dressen、David W.G. Wone、Louis Brogley、Varghese John、Jay S. Tung、Michael A. Pleiss、John A. Tucker、Andrei W. Konradi、Michael S. Dappen、Gergely Toth、Hu Pan、Lany Ruslim、Jim Miller、Michael P. Bova、Sukanto Sinha、Kevin P. Quinn、John-Michael Sauer

  DOI：10.1016/j.bmcl.2009.09.061

  日期：2009.11

  Using structure-guided design, hydroxyethylamine BACE-1 inhibitors were optimized to nanomolar A beta cellular inhibition with selectivity against cathepsin-D. X-ray crystallography illuminated the S1' residues critical to this effort, which culminated in compounds 56 and 57 that exhibited potency and selectivity but poor permeability and high P-gp efflux. (C) 2009 Elsevier Ltd. All rights reserved.