(S)-4-Amino-4-[(3-cyclohexyl-propyl)-methyl-carbamoyl]-butyric acid tert-butyl ester | 189393-55-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-4-Amino-4-[(3-cyclohexyl-propyl)-methyl-carbamoyl]-butyric acid tert-butyl ester
• CAS: 189393-55-3
• 化学式: C₁₉H₃₆N₂O₃
• 分子量: 340.506
• InChiKey: RWNZWZUBJKUVFP-INIZCTEOSA-N

物化性质

• 沸点：
  465.5±40.0 °C(Predicted)
• 密度：
  1.008±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  72.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-4-Amino-4-[(3-cyclohexyl-propyl)-methyl-carbamoyl]-butyric acid tert-butyl ester 在 palladium on activated charcoal 四氮唑 、 叔丁基过氧化氢 、 氢气 、 碳酸氢钠 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 13.08h， 生成 (S)-4-[(3-Cyclohexyl-propyl)-methyl-carbamoyl]-4-[3-(4-phosphonooxy-benzyl)-ureido]-butyric acid
  参考文献：
  名称：

  Design, Synthesis, and Cocrystal Structure of a Nonpeptide Src SH2 Domain Ligand

  摘要：

  The specific association of an SH2 domain with a phosphotyrosine (pTyr)-containing sequence of another protein precipitates a cascade of intracellular molecular interactions (signals) which effect a wide range of intracellular processes. The nonreceptor tyrosine kinase Src, which has been associated with breast cancer and osteoporosis, contains an SH2 domain. Inhibition of Src SH2-phosphoprotein interactions by small. molecules will aid biological proof-of-concept studies which may lead to the development of novel therapeutic agents. Structure-based design efforts have focused on reducing the size and charge of Src SH2 ligands while increasing their ability to penetrate cells and reach the intracellular Src SH2 domain target. In this report we describe the synthesis, binding affinity, and Src SH2 cocrystal structure of a small, novel, nonpeptide, urea-containing SH2 domain ligand.

  DOI：

  10.1021/jm970402q
• 作为产物：
  描述：

  (S)-4-[(3-Cyclohexyl-propyl)-methyl-carbamoyl]-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid tert-butyl ester 在 哌啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 (S)-4-Amino-4-[(3-cyclohexyl-propyl)-methyl-carbamoyl]-butyric acid tert-butyl ester
  参考文献：
  名称：

  Design of peptidomimetic ligands for the pp60src SH2 domain

  摘要：

  Potent ligands of the Src SH2 domain, discovered through structure-based drug design efforts, with the general structure Ac-pTyr-Glu-NRR' are disclosed. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00200-3