5-amino-1-(4-methoxybenzenesulfonyl)-1H-pyrazol-3-yl benzoate

• ChemBase编号: 154643
• 分子式: C17H15N3O5S
• 平均质量: 373.3831
• 单一同位素质量: 373.0732416
• SMILES: COc1ccc(cc1)S(=O)(=O)n1c(cc(n1)OC(=O)c1ccccc1)N
• Canonical SMILES: COc1ccc(cc1)S(=O)(=O)n1nc(cc1N)OC(=O)c1ccccc1
• InChI: InChI=1S/C17H15N3O5S/c1-24-13-7-9-14(10-8-13)26(22,23)20-15(18)11-16(19-20)25-17(21)12-5-3-2-4-6-12/h2-11H,18H2,1H3
• InChIKey: FQICFDBMQBCJDT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-amino-1-(4-methoxybenzenesulfonyl)-1H-pyrazol-3-yl benzoate
• IUPAC传统名: 5-amino-1-(4-methoxybenzenesulfonyl)pyrazol-3-yl benzoate
• 别名: SID 852843; Benzoic acid 5-amino-1-(4-methoxy-benzenesulfonyl)-1H-pyrazol-3-yl ester

登记号

• CAS号: 909859-19-4
• MDL号: MFCD04453813
• PubChem SID: 162248781
• PubChem CID: 655490

理论计算性质

• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 2.565389
• LogD (pH = 7.4): 2.5653906
• Log P: 2.5653906
• 摩尔折射率: 95.299 cm^3
• 极化性: 36.732666 Å^3
• 极化表面积: 113.51 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL
• 外观: white to off-white powder

安全信息

• 德国WGK号: nwg
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H15N3O5S

详细说明

Sigma Aldrich - S3451

Biochem/physiol Actions
SID 852843 is an inhibitor of West Nile Virus NS2B-NS3 proteinase. Flaviviruses, such as West Nile and Dengue, are a threat to humans from both public health and bioterrorism perspectives. The NS3 proteinase is essential for flaviviral maturation. Inhibitors of NS3 are sought for treatment and prophylactic therapeutics. The NIH molecular library was screened for activity against West Nile Virus NS3, resulting in the discovery of SID 852843. This compound inhibits the NS3 proteinase of West Nile, but not of Dengue type 2 virus. SID 852843 is a reversible, allosteric inhibitor of the formation of the functional conformation of the NS3 proteinase. This is the first flaviviral proteinase inhibitor with the potential to lead to a drug. Aprotinin is an efficient inhibitor of NS3, but it is not selective and has low penetration into cells, limiting its potential for therapeutic use.