2-[(3E)-1-[1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-({2-[3-(13C,2H3)methoxyphenyl]-2-oxoethyl}sulfanyl)piperidin-3-ylidene]acetic acid

• ChemBase ID: 164911
• Molecular Formular: C25H26ClNO6S
• Molecular Mass: 504.98769484
• Monoisotopic Mass: 504.12029108
• SMILES: c1ccc(c(c1)C(N1CCC(/C(=C/C(=O)O)/C1)SCC(=O)c1cc(ccc1)O[13CH3])C(=O)OC)Cl
• Canonical SMILES: COC(=O)C(c1ccccc1Cl)N1CCC(/C(=C/C(=O)O)/C1)SCC(=O)c1cccc(c1)O[13CH3]
• InChI: InChI=1S/C25H26ClNO6S/c1-32-18-7-5-6-16(12-18)21(28)15-34-22-10-11-27(14-17(22)13-23(29)30)24(25(31)33-2)19-8-3-4-9-20(19)26/h3-9,12-13,22,24H,10-11,14-15H2,1-2H3,(H,29,30)/b17-13+/i1+1
• InChIKey: FNCOEMFSIDGTAR-CUPGWYMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3E)-1-[1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-({2-[3-(^1^3C,^2H₃)methoxyphenyl]-2-oxoethyl}sulfanyl)piperidin-3-ylidene]acetic acid
• IUPAC Traditional name: [(3E)-1-[1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-({2-[3-(^1^3C,^2H₃)methoxyphenyl]-2-oxoethyl}sulfanyl)piperidin-3-ylidene]acetic acid
• Synonyms: (E)-3-(Carboxymethylene)-α-(2-chlorophenyl)-4-[[2-(3-methoxy-13C,d3-phenyl)-2-oxoethyl]thio]-1-piperidineacetic Acid 1-Methyl Ester; trans-Clopidogrel-MP-13C,d3 Derivative(Mixture of Diastereomers)

Database IDs

• PubChem SID: 162259045
• PubChem CID: 71314954

CALCULATED PROPERTIES

• Acid pKa: 3.7132
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.0472243
• LogD (pH = 7.4): 0.51673627
• Log P: 2.5245197
• Molar Refractivity: 132.3474 cm^3
• Polarizability: 51.39895 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid
• Melting Point: 42-44°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C587257

Labelled Clopidogrel derivative.

REFERENCES

• Farid, N., et al.: Clin. Pharmacol. Ther., 81, 735 (1992)
• Savi, P., et al.: Biochem. Pharmacol., 44, 527 (1992)
• Pereillo, J., et al.: Drug Metab. Dispos., 30, 1288 (1992)
• Ksycinska, H., et al.: J. Pharm. Biomed. Anal., 41, 533 (1992)