JM 3459-155 | 1254574-75-8

• 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: JM 3459-155
• 英文别名: (1R)-2-(3-fluorophenyl)-1-(2H-tetrazol-5-yl)ethanamine
• CAS: 1254574-75-8
• 化学式: C₉H₁₀FN₅
• 分子量: 207.21
• InChiKey: XDKMXRAPSLGRTJ-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  80.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  JM 3459-155 、 以 四氢呋喃 为溶剂， 以0.05 g的产率得到N-[(1R)-2-(3-fluorophenyl)-1-(2H-tetrazol-5-yl)ethyl]naphthalene-2-carboxamide
  参考文献：
  名称：

  Structure-based design of novel human Pin1 inhibitors (II)

  摘要：

  Following the discovery of a novel series of phosphate-containing small molecular Pin1 inhibitors, the drug design strategy shifted to replacement of the phosphate group with an isostere with potential better pharmaceutical properties. The initial loss in potency of carboxylate analogs was likely due to weaker charge-charge interactions in the putative phosphate binding pocket and was subsequently recovered by structure-based optimization of ligand-protein interactions in the proline binding site, leading to the discovery of a sub-micromolar non-phosphate small molecular Pin1 inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.033
• 作为产物：
  描述：

  JM 3459-151 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 以64%的产率得到JM 3459-155
  参考文献：
  名称：

  Structure-based design of novel human Pin1 inhibitors (II)

  摘要：

  Following the discovery of a novel series of phosphate-containing small molecular Pin1 inhibitors, the drug design strategy shifted to replacement of the phosphate group with an isostere with potential better pharmaceutical properties. The initial loss in potency of carboxylate analogs was likely due to weaker charge-charge interactions in the putative phosphate binding pocket and was subsequently recovered by structure-based optimization of ligand-protein interactions in the proline binding site, leading to the discovery of a sub-micromolar non-phosphate small molecular Pin1 inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.033

文献信息

• Structure-based design of novel human Pin1 inhibitors (II)
  作者：Liming Dong、Joseph Marakovits、Xinjun Hou、Chuangxing Guo、Samantha Greasley、Eleanor Dagostino、RoseAnn Ferre、M. Catherine Johnson、Eugenia Kraynov、James Thomson、Ved Pathak、Brion W. Murray

  DOI：10.1016/j.bmcl.2010.02.033

  日期：2010.4

  Following the discovery of a novel series of phosphate-containing small molecular Pin1 inhibitors, the drug design strategy shifted to replacement of the phosphate group with an isostere with potential better pharmaceutical properties. The initial loss in potency of carboxylate analogs was likely due to weaker charge-charge interactions in the putative phosphate binding pocket and was subsequently recovered by structure-based optimization of ligand-protein interactions in the proline binding site, leading to the discovery of a sub-micromolar non-phosphate small molecular Pin1 inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.