1247825-37-1

• 常用中文名：4-氰基-5-[(3,5-二氯-4-吡啶基)硫基]-N-[4-(甲基磺酰基)苯基]-2-噻吩甲酰胺
• 常用英文名：USP7/USP47 inhibitor
• CAS号：1247825-37-1
• 分子式：C₁₈H₁₁Cl₂N₃O₃S₃
• 分子量：484.39900
• 相关类别： 信号通路 细胞周期/DNA损伤 去泛素化酶
• 发布时间：2016-07-15 11:27:00
• 更新时间：2024-01-10 17:46:25
• USP7/USP47 inhibitor 是一种选择性的泛素蛋白特异性蛋白酶 7/47 (USP7/USP47) 抑制剂,EC50 值分别为 0.42 μM 和 1.0 μM。

名称

• 中文名: 4-氰基-5-[(3,5-二氯-4-吡啶基)硫基]-N-[4-(甲基磺酰基)苯基]-2-噻吩甲酰胺
• 英文名: 4-Cyano-5-[(3,5-dichloro-4-pyridinyl)sulfanyl]-N-[4-(methylsulfon yl)phenyl]-2-thiophenecarboxamide
• 英文别名: TERT-BUTYL 4-CYANO-4-PHENYL-1-PIPERIDINECARBOXYLATE; 1-BOC-4-CYANO-4-PHENYL-PIPERIDINE; 4-cyano-5-((3,5-dichloropyridin-4-yl)thio)-N-(4-(methylsulfonyl)phenyl)thiophene-2-carboxamide; N-(tert-butoxycarbonyl)-4-phenyl-4-cyanopiperidine; 4-cyano-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester; 1-N-BOC-4-PHENYLPIPERIDINE-4-CARBONITRILE; USP7-USP47 inhibitor; 1-Boc-4-phenyl-4-piperidinecarbonitrile; Tert-butyl 4-cyano-4-phenyl-piperidine-1-carboxylate; USP7/USP47 inhibitor

物化性质

• 分子式: C₁₈H₁₁Cl₂N₃O₃S₃
• 分子量: 484.39900
• 精确质量: 482.93400
• PSA: 165.33000
• LogP: 6.59338
• 储存条件: -20°C，密闭，干燥

生物活性

• 描述: USP7/USP47 inhibitor 是一种选择性的泛素蛋白特异性蛋白酶 7/47 (USP7/USP47) 抑制剂,EC50 值分别为 0.42 μM 和 1.0 μM。
• 相关类别:
  信号通路 >> 细胞周期/DNA损伤 >> 去泛素化酶
  研究领域 >> 癌症
• 靶点:

  EC50: 0.42 μM (USP7), 1.0 μM (USP47)[1]

• 体外研究: USP7/USP47抑制剂(化合物14)是USP7/USP47的选择性抑制剂,EC50分别为0.42μM和1μM。 USP7/USP47抑制剂不抑制半胱天冬酶3,钙蛋白酶1,20S蛋白酶体和一组代表性USP(USP2,USP5,USP8,USP21和USP28; EC50>31.6μM)。 USP7/USP47抑制剂抑制HCT-116细胞的生长,EC50为7.6μM[1]。
• 激酶实验: 使用标准分子生物学技术进行来自BL21（DE3）细菌的USP21的克隆，表达和纯化。产生USP2，USP5，USP7，USP8，USP28，USP47，Ub-PLA2（Ub-CHOP）和Ub-EKL（Ub-CHOP2）。使用半胱天冬酶3和半胱天冬酶3底物DEVD-Rh110。测量去泛素化酶，组织蛋白酶B和20S蛋白酶体胰凝乳蛋白酶样蛋白酶活性。使用类似的方案确定胱天蛋白酶3活性。简而言之，在加入DEVD-Rh110之前，将化合物（包括USP7 / USP47抑制剂）的剂量范围与半胱天冬酶3一起温育30分钟，并分别使用485nm和531nm的激发和发射最大值在荧光读板仪上读数。 caspase 3和DEVD-Rh110的最终浓度分别为2 nM和100 nM [1]。
• 参考文献:

  [1]. Weinstock J, et al. Selective Dual Inhibitors of the Cancer-Related Deubiquitylating Proteases USP7 and USP47. ACS Med Chem Lett. 2012 Sep 11;3(10):789-92.

合成路线

5470-49-5 1395919-95-5 ~31% 1247825-37-1

文献：Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar, K. G.; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin Medicinal Chemistry letters, 2012 , vol. 3, # 10 p. 789 - 792,4 Title/Abstract Full Text Show Details Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 10 p. 789 - 792

175202-48-9 ~% 1247825-37-1

文献：Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar, K. G.; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin Medicinal Chemistry letters, 2012 , vol. 3, # 10 p. 789 - 792,4 Title/Abstract Full Text Show Details Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 10 p. 789 - 792

33216-53-4 ~% 1247825-37-1

文献：Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar, K. G.; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin Medicinal Chemistry letters, 2012 , vol. 3, # 10 p. 789 - 792,4 Title/Abstract Full Text Show Details Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 10 p. 789 - 792

33216-52-3 ~% 1247825-37-1

文献：Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar, K. G.; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin Medicinal Chemistry letters, 2012 , vol. 3, # 10 p. 789 - 792,4 Title/Abstract Full Text Show Details Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 10 p. 789 - 792

129332-45-2 ~% 1247825-37-1

文献：Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar, K. G.; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin Medicinal Chemistry letters, 2012 , vol. 3, # 10 p. 789 - 792,4 Title/Abstract Full Text Show Details Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 10 p. 789 - 792

237385-04-5 ~% 1247825-37-1

文献：Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar, K. G.; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin Medicinal Chemistry letters, 2012 , vol. 3, # 10 p. 789 - 792,4 Title/Abstract Full Text Show Details Weinstock, Joseph; Wu, Jian; Cao, Ping; Kingsbury, William D.; McDermott, Jeffrey L.; Kodrasov, Matthew P.; McKelvey, Devin M.; Suresh Kumar; Goldenberg, Seth J.; Mattern, Michael R.; Nicholson, Benjamin ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 10 p. 789 - 792

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