tert-butyl (3-(4-aminopiperidin-1-yl)-3-oxopropyl)carbamate | 1305711-15-2

• 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: tert-butyl (3-(4-aminopiperidin-1-yl)-3-oxopropyl)carbamate
• 英文别名: tert-butyl N-[3-(4-aminopiperidin-1-yl)-3-oxopropyl]carbamate
• CAS: 1305711-15-2
• 化学式: C₁₃H₂₅N₃O₃
• mdl: MFCD18089576
• 分子量: 271.36
• InChiKey: JRDSNXLRRQDQDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.846
• 拓扑面积：
  84.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-bis(4-cyanophenoxy)nicotinic acid 、 tert-butyl (3-(4-aminopiperidin-1-yl)-3-oxopropyl)carbamate 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以50%的产率得到tert-butyl (3-(4-(2,6-bis(4-cyanophenoxy)nicotinamido)piperidin-1-yl)-3-oxopropyl)carbamate
  参考文献：
  名称：

  Discovery of Pyridyl Bis(oxy)dibenzimidamide Derivatives as Selective Matriptase Inhibitors

  摘要：

  Matriptase belongs to trypsin-like serine proteases involved in matrix remodeling/degradation, growth regulation, survival, motility, and cell morphogenesis. Herein, we report a structure-based approach, which led to the discovery of sulfonamide and amide derivatives of pyridyl bis(oxy)benzamidine as potent and selective matriptase inhibitors. Co-crystal structures of selected compounds in complex with matriptase supported compound designing. Additionally, WaterMap analyses indicated the possibility of occupying a distinct pocket within the catalytic domain, exploration of which resulted in >100-fold improvement in potency. Co-crystal structure of 10 with matriptase revealed critical interactions leading to potent target inhibition and selectivity against other senile proteases.

  DOI：

  10.1021/ml400213v