5-[2-(2H5)cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-2H,4H,5H,6H,7H,7aH-thieno[3,2-c]pyridin-2-one

• ChemBase ID: 176862
• Molecular Formular: C18H18FNO2S
• Molecular Mass: 331.4044232
• Monoisotopic Mass: 331.10422804
• SMILES: c1ccc(c(c1)C(N1CCC2C(=CC(=O)S2)C1)C(=O)C1CC1)F
• Canonical SMILES: O=C1C=C2C(S1)CCN(C2)C(c1ccccc1F)C(=O)C1CC1
• InChI: InChI=1S/C18H18FNO2S/c19-14-4-2-1-3-13(14)17(18(22)11-5-6-11)20-8-7-15-12(10-20)9-16(21)23-15/h1-4,9,11,15,17H,5-8,10H2
• InChIKey: MJAMUSZUMAHFLH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(^2H₅)cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-2H,4H,5H,6H,7H,7aH-thieno[3,2-c]pyridin-2-one
• IUPAC Traditional name: 5-[2-(^2H₅)cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,6H,7H,7aH-thieno[3,2-c]pyridin-2-one
• Synonyms: 5-[2-(Cyclopropyl-d5)-1-(2-fluorophenyl)-2-oxoethyl]-5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one; R 95913-d5; Prasugrel Thiolactone-d5 (Mixture of Diastereomers)

Database IDs

• PubChem SID: 164232772
• PubChem CID: 71751737

CALCULATED PROPERTIES

• Acid pKa: 8.289966
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.1026943
• LogD (pH = 7.4): 3.3084712
• Log P: 3.369764
• Molar Refractivity: 89.6008 cm^3
• Polarizability: 34.43516 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P701167

A labelled inactive metabolite of Prasugrel (P701150).

REFERENCES

• Sugidachi, A., et al.: Br. J. Pharmacol., 129, 1439 (2000)
• Takahashi, S., et al.: J. Pharm. Sci., 97, 5434 (2000)
• Williams, E., et al.: Drug Metab. Dispos., 36, 1227 (2000)
• Hagihara, K., et al.: Xenobiotica, 39, 218 (2000)