3-[3-(3-chloro-4-cyanophenyl)ureidomethyl]-N-(3-dimethylaminomethylbenzyl)benzamide | 1203719-58-7

• 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: 3-[3-(3-chloro-4-cyanophenyl)ureidomethyl]-N-(3-dimethylaminomethylbenzyl)benzamide
• 英文别名: 3-[3-(3-Chloro-4-cyano-phenyl)-ureidomethyl]-N-(3-dimethylaminomethyl-benzyl)-benzamide；3-[[(3-chloro-4-cyanophenyl)carbamoylamino]methyl]-N-[4-[(dimethylamino)methyl]phenyl]benzamide
• CAS: 1203719-58-7
• 化学式: C₂₅H₂₄ClN₅O₂
• 分子量: 461.951
• InChiKey: XXLBWBWONGRALC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  97.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[3-(3-chloro-4-cyanophenyl)ureidomethyl]-N-(3-dimethylaminomethylbenzyl)benzamide 在 硫酸 、 三氟乙酸 作用下， 以60%的产率得到3-[3-(3-chloro-4-amidophenyl)ureidomethyl]-N-(3-dimethylaminomethylbenzyl)benzamide
  参考文献：
  名称：

  Hit to Lead Account of the Discovery of Bisbenzamide and Related Ureidobenzamide Inhibitors of Rho Kinase

  摘要：

  A highly selective series of bisbenzamide inhibitors of Rho-associated coiled-coil forming protein kinase (ROCK) and a related ureidoberizamide series, both identified by high throughput screening (HTS), are described. Details of the lilt validation and lead generation process, Including structure-activity relationship (SAR) studies, a selectivity assessment, target-independent profiling (TIP) results, and an analysis of functional activity using a rat aortic ring assay are discussed.

  DOI：

  10.1021/jm9014263
• 作为产物：
  描述：

  3-aminomethyl-N-(4-dimethylaminomethylphenyl)benzamide 、 1,3-bis-(3-chloro-4-cyanophenyl)urea 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 以18.4%的产率得到3-[3-(3-chloro-4-cyanophenyl)ureidomethyl]-N-(3-dimethylaminomethylbenzyl)benzamide
  参考文献：
  名称：

  Hit to Lead Account of the Discovery of Bisbenzamide and Related Ureidobenzamide Inhibitors of Rho Kinase

  摘要：

  A highly selective series of bisbenzamide inhibitors of Rho-associated coiled-coil forming protein kinase (ROCK) and a related ureidoberizamide series, both identified by high throughput screening (HTS), are described. Details of the lilt validation and lead generation process, Including structure-activity relationship (SAR) studies, a selectivity assessment, target-independent profiling (TIP) results, and an analysis of functional activity using a rat aortic ring assay are discussed.

  DOI：

  10.1021/jm9014263