N-benzyl-2-cyano-4-[(1-methylpiperidin-4-yl)methoxy]-6-(spiro[2.5]octan-6-ylmethylamino)pyrimidine-5-carboxamide | 1062654-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-benzyl-2-cyano-4-[(1-methylpiperidin-4-yl)methoxy]-6-(spiro[2.5]octan-6-ylmethylamino)pyrimidine-5-carboxamide
• CAS: 1062654-17-4
• 化学式: C₂₉H₃₈N₆O₂
• 分子量: 502.66
• InChiKey: XTPIIWUGBRXLHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 在 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 1.5h， 生成 N-benzyl-2-cyano-4-[(1-methylpiperidin-4-yl)methoxy]-6-(spiro[2.5]octan-6-ylmethylamino)pyrimidine-5-carboxamide
  参考文献：
  名称：

  4-Amino-2-cyanopyrimidines: Novel scaffold for nonpeptidic cathepsin S inhibitors

  摘要：

  We describe here a novel 4-amino-2-cyanopyrimidine scaffold for nonpeptidomimetic cathepsin S selective inhibitors. Some of the synthesized compounds have sub-nanomolar potency and high selectivity toward cathepsin S along with promising pharmacokinetic and physicochemical properties. The key structural features of the inhibitors consist of a combination of a spiro[2.5]oct-6-ylmethylamine P2 group at the 4-position, a small or polar P3 group at the 5-position and/or a polar group at the 6-position of the pyrimidine. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.011

文献信息

• 4-Amino-2-cyanopyrimidines: Novel scaffold for nonpeptidic cathepsin S inhibitors
  作者：Osamu Irie、Fumiaki Yokokawa、Takeru Ehara、Atsuko Iwasaki、Yuki Iwaki、Yuko Hitomi、Kazuhide Konishi、Masashi Kishida、Atsushi Toyao、Keiichi Masuya、Hiroki Gunji、Junichi Sakaki、Genji Iwasaki、Hajime Hirao、Takanori Kanazawa、Keiko Tanabe、Takatoshi Kosaka、Terance W. Hart、Allan Hallett

  DOI：10.1016/j.bmcl.2008.07.011

  日期：2008.8

  We describe here a novel 4-amino-2-cyanopyrimidine scaffold for nonpeptidomimetic cathepsin S selective inhibitors. Some of the synthesized compounds have sub-nanomolar potency and high selectivity toward cathepsin S along with promising pharmacokinetic and physicochemical properties. The key structural features of the inhibitors consist of a combination of a spiro[2.5]oct-6-ylmethylamine P2 group at the 4-position, a small or polar P3 group at the 5-position and/or a polar group at the 6-position of the pyrimidine. (C) 2008 Elsevier Ltd. All rights reserved.