(2-(1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-indol-3-yl)-2-oxoacetyl)glycine

• 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: (2-(1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-indol-3-yl)-2-oxoacetyl)glycine
• 英文别名: 2-[[2-[1-[(1-Benzyltriazol-4-yl)methyl]indol-3-yl]-2-oxoacetyl]amino]acetic acid；2-[[2-[1-[(1-benzyltriazol-4-yl)methyl]indol-3-yl]-2-oxoacetyl]amino]acetic acid
• 化学式: C₂₂H₁₉N₅O₄
• 分子量: 417.424
• InChiKey: ASLMSVHOVQWSHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  [2-(1H-indol-3-yl)-2-oxoacetylamino]acetic acid methyl ester 在 水 、 sodium hydride 、 sodium ascorbate 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 丙酮 、 乙腈 为溶剂， 反应 14.5h， 生成 (2-(1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-indol-3-yl)-2-oxoacetyl)glycine
  参考文献：
  名称：

  Rational modification of a lead molecule: Improving the antifungal activity of indole – triazole – amino acid conjugates

  摘要：

  The modification of a molecule that was identified as highly efficacious in the previous studies could considerably improve the biological activity of the resulting compounds. While targeting lanosterol 14-alpha demethylase, the molecular modelling studies convinced that the extension of the phenyl ring of compound 1 deep into the hydrophobic pocket of the enzyme may increase the enzyme ligand interactions and hence improve the anti-fungal profile of the molecules. As a result, the newly designed compounds 2 were synthesized and screened for their anti-microbial properties and these compounds were found to exhibit considerably better activity than the previous molecule 1. Some of the compounds in this series exhibited MIC90 16 mu g mL(-1) and 32 mu g mL(-1) against Candida albicans and Aspergillus niger, respectively as against 312 mu g mL(-1) for compound 1. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.06.039

文献信息

• Rational modification of a lead molecule: Improving the antifungal activity of indole – triazole – amino acid conjugates
  作者：Sahil Mishra、Manpreet Kaur、Subhash Chander、Sankaranarayanan Murugesan、Lovedeep Nim、D.S. Arora、Palwinder Singh

  DOI：10.1016/j.ejmech.2018.06.039

  日期：2018.7

  The modification of a molecule that was identified as highly efficacious in the previous studies could considerably improve the biological activity of the resulting compounds. While targeting lanosterol 14-alpha demethylase, the molecular modelling studies convinced that the extension of the phenyl ring of compound 1 deep into the hydrophobic pocket of the enzyme may increase the enzyme ligand interactions and hence improve the anti-fungal profile of the molecules. As a result, the newly designed compounds 2 were synthesized and screened for their anti-microbial properties and these compounds were found to exhibit considerably better activity than the previous molecule 1. Some of the compounds in this series exhibited MIC90 16 mu g mL(-1) and 32 mu g mL(-1) against Candida albicans and Aspergillus niger, respectively as against 312 mu g mL(-1) for compound 1. (C) 2018 Elsevier Masson SAS. All rights reserved.