N'-(2-fluorobenzoyl)-3-methylbenzenesulfonohydrazide

• 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: N'-(2-fluorobenzoyl)-3-methylbenzenesulfonohydrazide
• 英文别名: 2-fluoro-N'-(3-methylphenyl)sulfonylbenzohydrazide
• 化学式: C₁₄H₁₃FN₂O₃S
• 分子量: 308.333
• InChiKey: DCFLBBKGYONYIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氟亚苯基肼 、 间甲苯磺酰氯 在 吡啶 作用下， 反应 2.0h， 以29%的产率得到N'-(2-fluorobenzoyl)-3-methylbenzenesulfonohydrazide
  参考文献：
  名称：

  Discovery of Benzoylsulfonohydrazides as Potent Inhibitors of the Histone Acetyltransferase KAT6A

  摘要：

  A high-throughput screen for inhibitors of the histone acetyltransferase, KAT6A, led to identification of an aryl sulfonohydrazide derivative (CTX-0124143) that inhibited KAT6A with an IC50 of 1.0 HM. Elaboration of the structure-activity relationship and medicinal chemistry optimization led to the discovery of WM-8014 (97), a highly potent inhibitor of KAT6A (IC50 = 0.008 /mu M). WM-8014 competes with acetyl-CoA (Ac-CoA), and X-ray crystallographic analysis demonstrated binding to the Ac-CoA binding site. Through inhibition of KAT6A activity, WM-8014 induces cellular senescence and represents a unique pharmacological tool,

  DOI：

  10.1021/acs.jmedchem.9b00665

文献信息

• Discovery of Benzoylsulfonohydrazides as Potent Inhibitors of the Histone Acetyltransferase KAT6A
  作者：David J. Leaver、Benjamin Cleary、Nghi Nguyen、Daniel L. Priebbenow、H. Rachel Lagiakos、Julie Sanchez、Lian Xue、Fei Huang、Yuxin Sun、Prashant Mujumdar、Ramesh Mudududdla、Swapna Varghese、Silvia Teguh、Susan A. Charman、Karen L. White、Kasiram Katneni、Matthew Cuellar、Jessica M. Strasser、Jayme L. Dahlin、Michael A. Walters、Ian P. Street、Brendon J. Monahan、Kate E. Jarman、Helene Jousset Sabroux、Hendrik Falk、Matthew C. Chung、Stefan J. Hermans、Michael W. Parker、Tim Thomas、Jonathan B. Baell

  DOI：10.1021/acs.jmedchem.9b00665

  日期：2019.8.8

  A high-throughput screen for inhibitors of the histone acetyltransferase, KAT6A, led to identification of an aryl sulfonohydrazide derivative (CTX-0124143) that inhibited KAT6A with an IC50 of 1.0 HM. Elaboration of the structure-activity relationship and medicinal chemistry optimization led to the discovery of WM-8014 (97), a highly potent inhibitor of KAT6A (IC50 = 0.008 /mu M). WM-8014 competes with acetyl-CoA (Ac-CoA), and X-ray crystallographic analysis demonstrated binding to the Ac-CoA binding site. Through inhibition of KAT6A activity, WM-8014 induces cellular senescence and represents a unique pharmacological tool,