[2-(4-Chlorophenyl)-2-oxoethyl] 4-[(3-fluorobenzoyl)amino]benzoate | 1414864-28-0

• 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: [2-(4-Chlorophenyl)-2-oxoethyl] 4-[(3-fluorobenzoyl)amino]benzoate
• 英文别名: [2-(4-chlorophenyl)-2-oxoethyl] 4-[(3-fluorobenzoyl)amino]benzoate
• CAS: 1414864-28-0
• 化学式: C₂₂H₁₅ClFNO₄
• 分子量: 411.817
• InChiKey: VFNBGKUSQVNYEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2'-溴-4-氯苯乙酮 在 氯化亚砜 、 potassium carbonate 作用下， 生成 [2-(4-Chlorophenyl)-2-oxoethyl] 4-[(3-fluorobenzoyl)amino]benzoate
  参考文献：
  名称：

  2-(4-Chlorophenyl)-2-oxoethyl 4-benzamidobenzoate derivatives, a novel class of SENP1 inhibitors: Virtual screening, synthesis and biological evaluation

  摘要：

  Prostate cancer is one of the most prevalent types of malignant cancers in men and has a high mortality rate among all male cancers. Previous studies have demonstrated that Sentrin/SUMO-specific protease 1 (SENP1) plays an important role in the occurrence and development of prostate cancer, and has been identified as a novel drug target for development of small molecule drugs against prostate cancer. In this paper, we used virtual screening and docking to identify compound J5 as a novel lead compound inhibiting SENP1, from SPECS library. We further investigated the SAR (structure-activity relationship) of the benzoate substituent of compound J5, and discovered compounds 8d and 8e as better small molecule inhibitors of SENP1. Both compounds are the high potent SENP1 small molecule inhibitors discovered up to date, and further lead optimization may lead to a series of novel anti-SENP1 agents. Further SAR studies are in process and will be reported in due course. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.037

文献信息

• 2-(4-Chlorophenyl)-2-oxoethyl 4-benzamidobenzoate derivatives, a novel class of SENP1 inhibitors: Virtual screening, synthesis and biological evaluation
  作者：Yingyi Chen、Donghua Wen、Zhimin Huang、Min Huang、Yu Luo、Bin Liu、Han Lu、Yingli Wu、Yuefeng Peng、Jian Zhang

  DOI：10.1016/j.bmcl.2012.09.037

  日期：2012.11

  Prostate cancer is one of the most prevalent types of malignant cancers in men and has a high mortality rate among all male cancers. Previous studies have demonstrated that Sentrin/SUMO-specific protease 1 (SENP1) plays an important role in the occurrence and development of prostate cancer, and has been identified as a novel drug target for development of small molecule drugs against prostate cancer. In this paper, we used virtual screening and docking to identify compound J5 as a novel lead compound inhibiting SENP1, from SPECS library. We further investigated the SAR (structure-activity relationship) of the benzoate substituent of compound J5, and discovered compounds 8d and 8e as better small molecule inhibitors of SENP1. Both compounds are the high potent SENP1 small molecule inhibitors discovered up to date, and further lead optimization may lead to a series of novel anti-SENP1 agents. Further SAR studies are in process and will be reported in due course. (C) 2012 Elsevier Ltd. All rights reserved.