N-(2-furanylmethyl)-3-[(tetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)methyl]-1H-indole-1-acetamide | 433242-98-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(2-furanylmethyl)-3-[(tetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)methyl]-1H-indole-1-acetamide
• 英文别名: 2-[3-[(4,6-dioxo-2-sulfanylidene-1,3-diazinan-5-ylidene)methyl]indol-1-yl]-N-(furan-2-ylmethyl)acetamide
• CAS: 433242-98-9
• 化学式: C₂₀H₁₆N₄O₄S
• 分子量: 408.437
• InChiKey: XRKCFGRPMIVKRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,6-二羟基-2-巯基嘧啶 、 2-(3-甲酰基-1-吲哚)-N-呋喃-2-甲基乙酰胺 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 N-(2-furanylmethyl)-3-[(tetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)methyl]-1H-indole-1-acetamide
  参考文献：
  名称：

  Discovery of inhibitors of the pentein superfamily protein dimethylarginine dimethylaminohydrolase (DDAH), by virtual screening and hit analysis

  摘要：

  An efficient process for the discovery of inhibitors of DDAH enzymes, without the requirement for high throughput screening, is described. Physicochemical filtering of a 308,000-compound library according to drug likeness followed by reciprocal nearest neighbour selection produced a representative subset of 35,000 compounds. Virtual screening on a dual processor PC using FlexX, followed by biological screening, identified two hit series. Similarity searches of commercial databases and chemical re-synthesis of pure compounds resulted in SR445 as an inhibitor of Pseudomonas aeruginosa DDAH at 2 mu M. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.095

文献信息

• Discovery of inhibitors of the pentein superfamily protein dimethylarginine dimethylaminohydrolase (DDAH), by virtual screening and hit analysis
  作者：Basil Hartzoulakis、Sharon Rossiter、Herpreet Gill、Bernard O’Hara、Emily Steinke、Paul J. Gane、Ramon Hurtado-Guerrero、James M. Leiper、Patrick Vallance、Judith Murray Rust、David L. Selwood

  DOI：10.1016/j.bmcl.2007.04.095

  日期：2007.7

  An efficient process for the discovery of inhibitors of DDAH enzymes, without the requirement for high throughput screening, is described. Physicochemical filtering of a 308,000-compound library according to drug likeness followed by reciprocal nearest neighbour selection produced a representative subset of 35,000 compounds. Virtual screening on a dual processor PC using FlexX, followed by biological screening, identified two hit series. Similarity searches of commercial databases and chemical re-synthesis of pure compounds resulted in SR445 as an inhibitor of Pseudomonas aeruginosa DDAH at 2 mu M. (C) 2007 Elsevier Ltd. All rights reserved.