4-{4-[5-(2-{N-[3-(7-chloro-quinolin-4-ylamino)-propyl]-carbamimidoyl}-allylidene)-4,5-dihydro-1H-pyrrol-2-yl]-phenoxy}-benzamidine | 1195175-19-9

• 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: 4-{4-[5-(2-{N-[3-(7-chloro-quinolin-4-ylamino)-propyl]-carbamimidoyl}-allylidene)-4,5-dihydro-1H-pyrrol-2-yl]-phenoxy}-benzamidine
• 英文别名: 2-(4-(4-carbamimidoylphenoxy)phenyl)-N''-(3-(7-chloroquinolin-4-ylamino)propyl)-1H-indole-6-carboximidamide 2,2,2-trifluoroacetate；2-[4-(4-carbamimidoylphenoxy)phenyl]-N'-[3-[(7-chloroquinolin-4-yl)amino]propyl]-1H-indole-6-carboximidamide
• CAS: 1195175-19-9
• 化学式: C₃₄H₃₀ClN₇O
• 分子量: 588.112
• InChiKey: WMPILZNEMXEORR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  138
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(7-chloroquinolin-4-yl)propane-1,3-diamine 、 在 苯硫酚 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 2-[4-(4-{N-[3-(7-chloro-quinolin-4-ylamino)-propyl]-carbamimidoyl}-phenoxy)-phenyl]-1H-indole-6-carboxamidine 、 4-{4-[5-(2-{N-[3-(7-chloro-quinolin-4-ylamino)-propyl]-carbamimidoyl}-allylidene)-4,5-dihydro-1H-pyrrol-2-yl]-phenoxy}-benzamidine
  参考文献：
  名称：

  Pharmacophore-guided lead optimization: The rational design of a non-zinc coordinating, sub-micromolar inhibitor of the botulinum neurotoxin serotype a metalloprotease

  摘要：

  Botulinum neurotoxins, responsible for the neuroparalytic syndrome botulism, are the deadliest of known biological toxins. The work described in this study was based on a three-zone pharmacophore model for botulinum neurotoxin serotype A light chain inhibition. Specifically, the pharmacophore defined a separation between the overlaps of several different, non-zinc(II)-coordinating small molecule chemotypes, enabling the design and synthesis of a new structural hybrid possessing a K(i) = 600 nM (+/- 100 nM). (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.01.111

文献信息

• Pharmacophore-guided lead optimization: The rational design of a non-zinc coordinating, sub-micromolar inhibitor of the botulinum neurotoxin serotype a metalloprotease
  作者：J.C. Burnett、C. Wang、J.E. Nuss、T.L. Nguyen、A.R. Hermone、J.J. Schmidt、R. Gussio、P. Wipf、S. Bavari

  DOI：10.1016/j.bmcl.2009.01.111

  日期：2009.10

  Botulinum neurotoxins, responsible for the neuroparalytic syndrome botulism, are the deadliest of known biological toxins. The work described in this study was based on a three-zone pharmacophore model for botulinum neurotoxin serotype A light chain inhibition. Specifically, the pharmacophore defined a separation between the overlaps of several different, non-zinc(II)-coordinating small molecule chemotypes, enabling the design and synthesis of a new structural hybrid possessing a K(i) = 600 nM (+/- 100 nM). (C) 2009 Published by Elsevier Ltd.