1-[1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(pyrrolidin-1-yl)ethan-1-one

• ChemBase编号: 154898
• 分子式: C18H21FN2O
• 平均质量: 300.3705432
• 单一同位素质量: 300.16379152
• SMILES: Cc1cc(c(n1c1ccc(cc1)F)C)C(=O)CN1CCCC1
• Canonical SMILES: Fc1ccc(cc1)n1c(C)cc(c1C)C(=O)CN1CCCC1
• InChI: InChI=1S/C18H21FN2O/c1-13-11-17(18(22)12-20-9-3-4-10-20)14(2)21(13)16-7-5-15(19)6-8-16/h5-8,11H,3-4,9-10,12H2,1-2H3
• InChIKey: JUWDSDKJBMFLHE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-[1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(pyrrolidin-1-yl)ethan-1-one
• IUPAC传统名: 1-[1-(4-fluorophenyl)-2,5-dimethylpyrrol-3-yl]-2-(pyrrolidin-1-yl)ethanone
• 别名: 1-[1-(4-Fluoro-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-pyrrolidin-1-yl-ethanone; IU1; IU1; 1-[1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(pyrrolidin-1-yl)ethan-1-one

登记号

• CAS号: 314245-33-5
• MDL号: MFCD01917473
• PubChem SID: 162249036
• PubChem CID: 675434

理论计算性质

• Acid pKa: 16.99351
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.6346332
• LogD (pH = 7.4): 3.1211221
• Log P: 3.3315325
• 摩尔折射率: 97.699 cm^3
• 极化性: 33.385788 Å^3
• 极化表面积: 25.24 Å^2
• 可自由旋转的化学键: 4
• 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: off-white to light brown powder
• 疏水性(logP): 4.73

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 41
• 安全公开号: 61
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H318
• GHS警示性声明: P280-P305 + P351 + P338
• 保存温度: 2-8°C

药理学性质

• 作用靶点: Proteasome

产品相关信息

• 纯度: ≥98% (HPLC); 95%
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C18H21FN2O

详细说明

Sigma Aldrich - I1911

Biochem/physiol Actions
IU1 is an inhibitor of USP14, a deubiquitinating enzyme associated with the proteasome. The proteasome mediates the cellular degradation of oxidized, damaged and misfolded proteins which, if not removed, accumulate and become toxic to cells. Proteins targeted for proteasomal degradation are first ubiquitinated, with longer length ubiquitin chains interacting more strongly with the proteasome. Deubiquitinating enzymes (DUBs) such as USP14 interfere with the degradation process. IU1 inhibits USP14-mediated ubiquitin "chain-trimming" thereby enhancing substrate degradation by the proteasome. The compound may help to eliminate toxic proteins more effectively by enhancing their degradation.