Tert-butyl 4-[2-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carbonyl]amino]phenyl]piperazine-1-carboxylate | 1029431-78-4

• 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: Tert-butyl 4-[2-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carbonyl]amino]phenyl]piperazine-1-carboxylate
• 英文别名: tert-butyl 4-[2-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carbonyl]amino]phenyl]piperazine-1-carboxylate
• CAS: 1029431-78-4
• 化学式: C₂₇H₃₀N₄O₄S
• 分子量: 506.626
• InChiKey: SPSUAPSRHUVEGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-[2-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carbonyl]amino]phenyl]piperazine-1-carboxylate 在 三氟乙酸 作用下， 反应 0.25h， 生成 2-(2,3-dihydrobenzofuran-5-yl)-N-(2-(piperazin-1-yl)phenyl)thiazole-4-carboxamide hydrochloride
  参考文献：
  名称：

  Discovery of a Novel Series of CHK1 Kinase Inhibitors with a Distinctive Hinge Binding Mode

  摘要：

  A novel series of CHK1 inhibitors with a distinctive hinge binding mode, exemplified by 2-aryl-N-(2-(piperazin-1-yl)phenyl)thiazole-4-carboxamide, was discovered through high-throughput screening using the affinity selection-mass spectrometry (AS-MS)-based Automated Ligand Identification System (ALIS) platform. Structure-based ligand design and optimization led to significant improvements in potency to the single digit nanomolar range and hundred-fold selectivity against CDK2.

  DOI：

  10.1021/ml200249h
• 作为产物：
  描述：

  1-Boc-4-(2-氨基苯基)哌嗪 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 HATU 、 palladium diacetate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 2,4-二硝基氟苯 为溶剂， 反应 18.0h， 生成 Tert-butyl 4-[2-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carbonyl]amino]phenyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Discovery of a Novel Series of CHK1 Kinase Inhibitors with a Distinctive Hinge Binding Mode

  摘要：

  A novel series of CHK1 inhibitors with a distinctive hinge binding mode, exemplified by 2-aryl-N-(2-(piperazin-1-yl)phenyl)thiazole-4-carboxamide, was discovered through high-throughput screening using the affinity selection-mass spectrometry (AS-MS)-based Automated Ligand Identification System (ALIS) platform. Structure-based ligand design and optimization led to significant improvements in potency to the single digit nanomolar range and hundred-fold selectivity against CDK2.

  DOI：

  10.1021/ml200249h

文献信息

• WO2008/54702
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery of a Novel Series of CHK1 Kinase Inhibitors with a Distinctive Hinge Binding Mode
  作者：Xiaohua Huang、Cliff C. Cheng、Thierry O. Fischmann、José S. Duca、Xianshu Yang、Matthew Richards、Gerald W. Shipps

  DOI：10.1021/ml200249h

  日期：2012.2.9

  A novel series of CHK1 inhibitors with a distinctive hinge binding mode, exemplified by 2-aryl-N-(2-(piperazin-1-yl)phenyl)thiazole-4-carboxamide, was discovered through high-throughput screening using the affinity selection-mass spectrometry (AS-MS)-based Automated Ligand Identification System (ALIS) platform. Structure-based ligand design and optimization led to significant improvements in potency to the single digit nanomolar range and hundred-fold selectivity against CDK2.