4-chloro-N-(2-{[5-(trifluoromethyl)pyridin-2-yl]sulfonyl}ethyl)benzamide

• ChemBase编号: 154589
• 分子式: C15H12ClF3N2O3S
• 平均质量: 392.7805896
• 单一同位素质量: 392.02092559
• SMILES: c1cc(ccc1C(=O)NCCS(=O)(=O)c1ccc(cn1)C(F)(F)F)Cl
• Canonical SMILES: Clc1ccc(cc1)C(=O)NCCS(=O)(=O)c1ccc(cn1)C(F)(F)F
• InChI: InChI=1S/C15H12ClF3N2O3S/c16-12-4-1-10(2-5-12)14(22)20-7-8-25(23,24)13-6-3-11(9-21-13)15(17,18)19/h1-6,9H,7-8H2,(H,20,22)
• InChIKey: JFUIMTGOQCQTPF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-chloro-N-(2-{[5-(trifluoromethyl)pyridin-2-yl]sulfonyl}ethyl)benzamide
• IUPAC传统名: 4-chloro-N-{2-[5-(trifluoromethyl)pyridin-2-ylsulfonyl]ethyl}benzamide
• 别名: GSK3787; 4-Chloro-N-(2-{[5-trifluoromethyl)-2-pyridyl]sulfonyl}ethyl)benzamide; GSK3787

登记号

• CAS号: 188591-46-0
• MDL号: MFCD00099612
• PubChem SID: 162248727
• PubChem CID: 2800647

理论计算性质

• Acid pKa: 14.732527
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.700459
• LogD (pH = 7.4): 2.700459
• Log P: 2.700459
• 摩尔折射率: 86.5642 cm^3
• 极化性: 32.91177 Å^3
• 极化表面积: 76.13 Å^2
• 可自由旋转的化学键: 6
• 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

• 保存条件: desiccated
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H319
• GHS警示性声明: P305 + P351 + P338
• 保存温度: 2-8°C

药理学性质

• 作用靶点: PPAR

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C15H12ClF3N2O3S

详细说明

Sigma Aldrich - G7423

Biochem/physiol Actions
GSK3787 is an orally available selective irreversible Peroxisome Proliferator-Activated Receptor δ (PPARδ) antagonist (pIC50=6.6) with no measurable affinity for hPPARR or hPPARγ (pIC50<5). It acts by covalently modifying Cys249 within the ligand binding pocket, and has been shown to antagonize the induction of PPARδ-regulated target genes in skeletal muscle cells.