tert-butyl N-[(1R)-2-(4-benzoylpiperidin-1-yl)-2-oxo-1-phenylethyl]carbamate | 1027540-75-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl N-[(1R)-2-(4-benzoylpiperidin-1-yl)-2-oxo-1-phenylethyl]carbamate
• CAS: 1027540-75-5
• 化学式: C₂₅H₃₀N₂O₄
• 分子量: 422.524
• InChiKey: RCZVAMSGHVPBKD-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(1R)-2-(4-benzoylpiperidin-1-yl)-2-oxo-1-phenylethyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2R)-2-amino-1-(4-benzoylpiperidin-1-yl)-2-phenylethanone
  参考文献：
  名称：

  The design of phenylglycine containing benzamidine carboxamides as potent and selective inhibitors of factor Xa

  摘要：

  Factor Xa, a critical serine protease in the blood coagulation cascade, has become a target for inhibition as a strategy for the invention of novel anti-thrombotic agents. Here we describe the development of phenylglycine containing benzamidine carboxamides as novel, potent and selective inhibitors of factor Xa. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00042-7
• 作为产物：
  描述：

  4-苯甲酰基哌啶盐酸盐 、 Boc-D-苯甘氨酸 在 N-羟基-7-氮杂苯并三氮唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 tert-butyl N-[(1R)-2-(4-benzoylpiperidin-1-yl)-2-oxo-1-phenylethyl]carbamate
  参考文献：
  名称：

  The design of phenylglycine containing benzamidine carboxamides as potent and selective inhibitors of factor Xa

  摘要：

  Factor Xa, a critical serine protease in the blood coagulation cascade, has become a target for inhibition as a strategy for the invention of novel anti-thrombotic agents. Here we describe the development of phenylglycine containing benzamidine carboxamides as novel, potent and selective inhibitors of factor Xa. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00042-7

文献信息

• The design of phenylglycine containing benzamidine carboxamides as potent and selective inhibitors of factor Xa
  作者：Stuart D Jones、John W Liebeschuetz、Phillip J Morgan、Christopher W Murray、Andrew D Rimmer、Jonathan M.E Roscoe、Bohdan Waszkowycz、Pauline M Welsh、William A Wylie、Stephen C Young、Harry Martin、Jacqui Mahler、Leo Brady、Kay Wilkinson

  DOI：10.1016/s0960-894x(01)00042-7

  日期：2001.3

  Factor Xa, a critical serine protease in the blood coagulation cascade, has become a target for inhibition as a strategy for the invention of novel anti-thrombotic agents. Here we describe the development of phenylglycine containing benzamidine carboxamides as novel, potent and selective inhibitors of factor Xa. (C) 2001 Elsevier Science Ltd. All rights reserved.
• PRO_SELECT:  Combining Structure-Based Drug Design and Array-Based Chemistry for Rapid Lead Discovery. 2. The Development of a Series of Highly Potent and Selective Factor Xa Inhibitors
  作者：John W. Liebeschuetz、Stuart D. Jones、Phillip J. Morgan、Chris W. Murray、Andrew D. Rimmer、Jonathan M. E. Roscoe、Bohdan Waszkowycz、Pauline M. Welsh、William A. Wylie、Stephen C. Young、Harry Martin、Jacqui Mahler、Leo Brady、Kay Wilkinson

  DOI：10.1021/jm010944e

  日期：2002.3.1

  In silico screening of combinatorial libraries prior to synthesis promises to be a valuable aid to lead discovery. PRO-SELECT, a tool for the virtual screening of libraries for fit to a protein active site, has been used to find novel leads against the serine protease factor Xa. A small seed template was built upon using three iterations of library design, virtual screening, synthesis, and biological testing. Highly potent molecules with selectivity for factor Xa over other serine proteases were rapidly obtained.