3-(2-{3-[3-(4-cyanophenyl)ureidomethyl]phenylcarbamoyl}ethyl)piperidine-1-carboxylic acid tert-butyl ester | 1203719-56-5

• 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-(2-{3-[3-(4-cyanophenyl)ureidomethyl]phenylcarbamoyl}ethyl)piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 3-[3-[3-[[(4-cyanophenyl)carbamoylamino]methyl]anilino]-3-oxopropyl]piperidine-1-carboxylate
• CAS: 1203719-56-5
• 化学式: C₂₈H₃₅N₅O₄
• 分子量: 505.617
• InChiKey: UEMJPQCZAVZKHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-{3-[3-(4-cyanophenyl)ureidomethyl]phenylcarbamoyl}ethyl)piperidine-1-carboxylic acid tert-butyl ester 在 Bond Elut SCX 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以18%的产率得到N-{3-[3-(4-cyanophenyl)ureidomethyl]phenyl}-3-piperidin-3-ylpropionamide
  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：

  1-叔丁氧羰基-3-哌啶丙酸 、 1-(3-氨基苄基)-3-(4-氰基苯基)脲 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以83%的产率得到3-(2-{3-[3-(4-cyanophenyl)ureidomethyl]phenylcarbamoyl}ethyl)piperidine-1-carboxylic acid tert-butyl ester
  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

文献信息

• Hit to Lead Account of the Discovery of Bisbenzamide and Related Ureidobenzamide Inhibitors of Rho Kinase
  作者：Tina Morwick、Frank H. Büttner、Charles L. Cywin、Georg Dahmann、Eugene Hickey、Scott Jakes、Paul Kaplita、Mohammed A. Kashem、Steven Kerr、Stanley Kugler、Wang Mao、Daniel Marshall、Zofia Paw、Cheng-Kon Shih、Frank Wu、Erick Young

  DOI：10.1021/jm9014263

  日期：2010.1.28

  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.