2-[(3Z)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-[(2H3)methylsulfanyl]piperidin-3-ylidene]acetic acid

• ChemBase编号: 177312
• 分子式: C19H22FNO3S
• 平均质量: 363.4462832
• 单一同位素质量: 363.13044279
• SMILES: c1ccc(c(c1)C(N1CCC(/C(=C\C(=O)O)/C1)SC)C(=O)C1CC1)F
• Canonical SMILES: CSC1CCN(C/C/1=C/C(=O)O)C(c1ccccc1F)C(=O)C1CC1
• InChI: InChI=1S/C19H22FNO3S/c1-25-16-8-9-21(11-13(16)10-17(22)23)18(19(24)12-6-7-12)14-4-2-3-5-15(14)20/h2-5,10,12,16,18H,6-9,11H2,1H3,(H,22,23)/b13-10-
• InChIKey: UUMYYIQRSCXALD-RAXLEYEMSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(3Z)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-[(^2H₃)methylsulfanyl]piperidin-3-ylidene]acetic acid
• IUPAC传统名: [(3Z)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-[(^2H₃)methylsulfanyl]piperidin-3-ylidene]acetic acid
• 别名: 2-[1-[2-Cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-(methyl-d3-thio)-3-piperidinylidene]acetic Acid; R 106583-d3; Prasugrel Metabolite M5-d3; R-106583-d3 (Prasugrel Metabolite)

登记号

• PubChem SID: 164233222
• PubChem CID: 71751945

理论计算性质

• Acid pKa: 4.069535
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.2824234
• LogD (pH = 7.4): 0.48876053
• Log P: 1.2795744
• 摩尔折射率: 97.4277 cm^3
• 极化性: 37.41292 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - R070152

Labelled analogue of R-106583, the S-methylated analogue of the active metabolite of Prasugrel (P701150), a thienopyridine antiplatelet agent.

参考文献

• Asai, F. et al.: Platelets, 17, 209 (2006)
• Farid, N.A. et al.: Drug Metab. Dispos., 35, 1096 (2006)