trans-2-(4-methylbenzoyl)cyclopentane-1-carboxylic acid | 733740-81-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans-2-(4-methylbenzoyl)cyclopentane-1-carboxylic acid
• 英文别名: (1R,2R)-2-(4-methylbenzoyl)cyclopentane-1-carboxylic acid
• CAS: 733740-81-3
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: VWUABZLEGQFYQH-VXGBXAGGSA-N

物化性质

• 沸点：
  412.6±38.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  trans-2-(4-methylbenzoyl)cyclopentane-1-carboxylic acid 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 过氧化苯甲酰 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 0.08h， 生成 2-(4-Bromomethyl-benzoyl)-cyclopentanecarboxylic acid {(S)-1-[(1R,2S)-2-(3-chloro-phenyl)-cyclohexylcarbamoyl]-3-methyl-butyl}-amide
  参考文献：
  名称：

  CDK2/cyclinA inhibitors: Targeting the cyclinA recruitment site with small molecules derived from peptide leads

  摘要：

  The syntheses of potent small molecule inhibitors of the CDK2/cyclinA recruitment site are described. Structure-activity trends of nanomolar octapeptides were examined through amino-acid substitution and truncation of the sequence resulting in the identification of a smaller, albeit significantly less potent, tetrapeptide lead. These losses in affinity were recovered by side-chain optimization and by rigidification of the peptide backbone using a combination of solid-phase parallel synthesis and structure-based design. Finally, two guanidine functionalities were replaced to improve drug-like properties, resulting in neutral small molecules equal in activity to that of the peptide lead. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.004

文献信息

• CDK2/cyclinA inhibitors: Targeting the cyclinA recruitment site with small molecules derived from peptide leads
  作者：Georgette Castanedo、Kevin Clark、Shumei Wang、Vickie Tsui、Mengling Wong、John Nicholas、Dineli Wickramasinghe、James C. Marsters、Daniel Sutherlin

  DOI：10.1016/j.bmcl.2005.12.004

  日期：2006.3

  The syntheses of potent small molecule inhibitors of the CDK2/cyclinA recruitment site are described. Structure-activity trends of nanomolar octapeptides were examined through amino-acid substitution and truncation of the sequence resulting in the identification of a smaller, albeit significantly less potent, tetrapeptide lead. These losses in affinity were recovered by side-chain optimization and by rigidification of the peptide backbone using a combination of solid-phase parallel synthesis and structure-based design. Finally, two guanidine functionalities were replaced to improve drug-like properties, resulting in neutral small molecules equal in activity to that of the peptide lead. (C) 2005 Elsevier Ltd. All rights reserved.