{4-Oxo-5-[1-[4-phenethyloxy-3-(1-phenyl-propoxy)-phenyl]-meth-(Z)-ylidene]-2-thioxo-thiazolidin-3-yl}-acetic acid

• 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: {4-Oxo-5-[1-[4-phenethyloxy-3-(1-phenyl-propoxy)-phenyl]-meth-(Z)-ylidene]-2-thioxo-thiazolidin-3-yl}-acetic acid
• 英文别名: {4-Oxo-5-[4-phenethyloxy-3-(1-phenyl-propoxy)-benzylidene]-2-thioxo-thiazolidin-3-yl}-acetic acid；2-[(5Z)-4-oxo-5-[[4-(2-phenylethoxy)-3-(1-phenylpropoxy)phenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• 化学式: C₂₉H₂₇NO₅S₂
• 分子量: 533.669
• InChiKey: CMJYKZXPTDZKBJ-ITYLOYPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  134
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-羧甲基绕丹宁 、 4-Phenethyloxy-3-(1-phenyl-propoxy)-benzaldehyde 生成 {4-Oxo-5-[1-[4-phenethyloxy-3-(1-phenyl-propoxy)-phenyl]-meth-(Z)-ylidene]-2-thioxo-thiazolidin-3-yl}-acetic acid
  参考文献：
  名称：

  Rhodanine-3-acetic acid derivatives as inhibitors of fungal protein mannosyl transferase 1 (PMT1)

  摘要：

  The first inhibitors of fungal protein: mannosyl transferase 1 (PMT1) are described. They are based upon rhodanine-3-acetic acid and several compounds have been identified, for example, 5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]4-oxo-2-thioxo-3-thiazolidineacetic acid (5a), which inhibit Candida albicans PMT1 with IC(50)s in the range 0.2-0.5 muM. Members of the series are effective in inducing changes in morphology of C. albicans in vitro that have previously been associated with loss of the transferase activity. These compounds could serve as useful tools for studying the effects of protein O-mannosylation and its relevance in the search for novel antifungal agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.050

文献信息

• Rhodanine-3-acetic acid derivatives as inhibitors of fungal protein mannosyl transferase 1 (PMT1)
  作者：Michael G Orchard、Judi C Neuss、Carl M.S Galley、Andrew Carr、David W Porter、Phillip Smith、David I.C Scopes、David Haydon、Katherine Vousden、Colin R Stubberfield、Kate Young、Martin Page

  DOI：10.1016/j.bmcl.2004.05.050

  日期：2004.8

  The first inhibitors of fungal protein: mannosyl transferase 1 (PMT1) are described. They are based upon rhodanine-3-acetic acid and several compounds have been identified, for example, 5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]4-oxo-2-thioxo-3-thiazolidineacetic acid (5a), which inhibit Candida albicans PMT1 with IC(50)s in the range 0.2-0.5 muM. Members of the series are effective in inducing changes in morphology of C. albicans in vitro that have previously been associated with loss of the transferase activity. These compounds could serve as useful tools for studying the effects of protein O-mannosylation and its relevance in the search for novel antifungal agents. (C) 2004 Elsevier Ltd. All rights reserved.