N⁶-benzoyl-3-deazaadenosine | 176049-51-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: N⁶-benzoyl-3-deazaadenosine
• 英文别名: N-benzoyl-1-(beta-D-ribofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine；N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazo[4,5-c]pyridin-4-yl]benzamide
• CAS: 176049-51-7
• 化学式: C₁₈H₁₈N₄O₅
• 分子量: 370.365
• InChiKey: CWASAKYCEPWBAI-SCFUHWHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  130
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N⁶-benzoyl-3-deazaadenosine 在 吡啶 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.63h， 生成 N-benzoyl-1-(2-O-(tert-butyl(dimethyl)silyl)-beta-D-ribofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine
  参考文献：
  名称：

  [EN] CYCLIC DINUCLEOTIDES AS STING (STIMULATOR OF INTEFERON GENES) AGONISTS
  [FR] DINUCLÉOTIDE CYCLIQUE

  摘要：

  公开号：

  WO2018100558A9
• 作为产物：
  描述：

  4-氨基-1-(2’,3’,5’-三-O-叔-丁基二甲基硅烷基-beta-D-呋喃核糖基)-咪唑并[4,5-a]吡啶 在 吡啶 、 三甲基氯硅烷 、 Amberlite IRA 900 fluoride-form 作用下， 以 甲苯 为溶剂， 反应 13.33h， 生成 N⁶-benzoyl-3-deazaadenosine
  参考文献：
  名称：

  Efficient Ribosomal Peptidyl Transfer Critically Relies on the Presence of the Ribose 2‘-OH at A2451 of 23S rRNA

  摘要：

  The ribosomal peptidyl transferase center is a ribozyme catalyzing peptide bond synthesis in all organisms. We applied a novel modified nucleoside interference approach to identify functional groups at 9 universally conserved active site residues. Owing to their immediate proximity to the chemical center, the 23S rRNA nucleosides A2451, U2506 and U2585 were of particular interest. Our study ruled out U2506 and U2585 as contributors of vital chemical groups for transpeptidation. In contrast the ribose 2'-OH of A2451 was identified as the prime ribosomal group with potential functional importance. This 2'-OH renders almost full catalytic power to the ribosome even when embedded into an active site of six neighboring 2'-deoxyribose nucleosides. These data highlight the unique functional role of the A2451 2'-OH for peptide bond synthesis among all other functional groups at the ribosomal peptidyl transferase active site.

  DOI：

  10.1021/ja0588454

文献信息

• Cyclic dinucleotide
  申请人：TAKEDA PHARMACEUTICAL COMPANY LIMITED

  公开号：US10980825B2

  公开（公告）日：2021-04-20

  The present disclosure provides a compound having a STING agonistic activity, which may be expected to be useful as an agent for the prophylaxis or treatment of STING-related diseases. The present disclosure relates to a compound represented by the formula (I): wherein each symbol is as defined in the description, or a salt thereof.

  本公开提供了一种具有 STING 激动活性的化合物，该化合物有望用作预防或治疗 STING 相关疾病的药物。 本公开涉及一种由式（I）表示的化合物： 其中各符号如描述中所定义，或其盐类。
• CYCLIC DINUCLEOTIDES AS STING (STIMULATOR OF INTERFERON GENES) AGONISTS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP3512861B1

  公开（公告）日：2021-02-17
• CYCLIC DINUCLEOTIDES AS STING (STIMULATOR OF INTEFERON GENES) AGONISTS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP3512861A2

  公开（公告）日：2019-07-24
• CYCLIC DINUCLEOTIDE
  申请人：TAKEDA PHARMACEUTICAL COMPANY LIMITED

  公开号：US20190192549A1

  公开（公告）日：2019-06-27

  The present disclosure provides a compound having a STING agonistic activity, which may be expected to be useful as an agent for the prophylaxis or treatment of STING-related diseases. The present disclosure relates to a compound represented by the formula (I): wherein each symbol is as defined in the description, or a salt thereof.
• ANTIBODY-DRUG CONJUGATES COMPRISING A CYCLIC DINUCLEOTIDE
  申请人：TAKEDA PHARMACEUTICAL COMPANY LIMITED

  公开号：US20210106607A1

  公开（公告）日：2021-04-15

  The present disclosure provides a compound having a STING agonistic activity, which may be expected to be useful as an agent for the prophylaxis or treatment of STING-related diseases. The present disclosure relates to a compound represented by the formula (I): wherein each symbol is as defined in the description, or a salt thereof.