4-(4-{3,17-dioxo-21-[(3aS,4R,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-2,7,10,13-tetraoxa-4,16-diazahenicosyl}benzoyl)benzyl 9-bromo-6-imino-4,6-dihydro-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidine)-1'-carboxylate | 1428648-99-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: 4-(4-{3,17-dioxo-21-[(3aS,4R,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-2,7,10,13-tetraoxa-4,16-diazahenicosyl}benzoyl)benzyl 9-bromo-6-imino-4,6-dihydro-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidine)-1'-carboxylate
• 英文别名: [4-[4-[2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethylcarbamoyloxymethyl]benzoyl]phenyl]methyl 9-bromo-6-imino-spiro[2,4-dihydropyrimido[1,2-c][1,3]benzothiazine-3,4'-piperidine]-1'-carboxylate；[4-[4-[2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethylcarbamoyloxymethyl]benzoyl]phenyl]methyl 9-bromo-6-iminospiro[2,4-dihydropyrimido[1,2-c][1,3]benzothiazine-3,4'-piperidine]-1'-carboxylate
• CAS: 1428648-99-0
• 化学式: C₅₀H₆₁BrN₈O₁₀S₂
• 分子量: 1078.12
• InChiKey: YRPNIFKAASRMEU-RNMNAOLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  71
• 可旋转键数：
  25
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  273
• 氢给体数：
  5
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以10.4 mg的产率得到4-(4-{3,17-dioxo-21-[(3aS,4R,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-2,7,10,13-tetraoxa-4,16-diazahenicosyl}benzoyl)benzyl 9-bromo-6-imino-4,6-dihydro-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidine)-1'-carboxylate
  参考文献：
  名称：

  Design and synthesis of biotin- or alkyne-conjugated photoaffinity probes for studying the target molecules of PD 404182

  摘要：

  To investigate the mechanism of action of the potent antiviral compound PD 404182, three novel photo-affinity probes equipped with a biotin or alkyne indicator were designed and synthesized based on previous structure-activity relationship studies. These probes retained the potent anti-HIV activity of the original pyrimidobenzothiazine derivatives. In photoaffinity labeling studies using HIV-1-infected H9 cells (H9IIIB), eight potential proteins were observed to bind PD 404182. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.016

文献信息

• Design and synthesis of biotin- or alkyne-conjugated photoaffinity probes for studying the target molecules of PD 404182
  作者：Tsukasa Mizuhara、Shinya Oishi、Hiroaki Ohno、Kazuya Shimura、Masao Matsuoka、Nobutaka Fujii

  DOI：10.1016/j.bmc.2013.01.016

  日期：2013.4

  To investigate the mechanism of action of the potent antiviral compound PD 404182, three novel photo-affinity probes equipped with a biotin or alkyne indicator were designed and synthesized based on previous structure-activity relationship studies. These probes retained the potent anti-HIV activity of the original pyrimidobenzothiazine derivatives. In photoaffinity labeling studies using HIV-1-infected H9 cells (H9IIIB), eight potential proteins were observed to bind PD 404182. (C) 2013 Elsevier Ltd. All rights reserved.