methyl 4-(4-fluorophenyl)-2-methanesulfonyl-6-(propan-2-yl)pyrimidine-5-carboxylate

• ChemBase ID: 173623
• Molecular Formular: C16H17FN2O4S
• Molecular Mass: 352.3805832
• Monoisotopic Mass: 352.08930625
• SMILES: c1(ccc(cc1)c1nc(nc(c1C(=O)OC)C(C)C)S(=O)(=O)C)F
• Canonical SMILES: COC(=O)c1c(nc(nc1C(C)C)S(=O)(=O)C)c1ccc(cc1)F
• InChI: InChI=1S/C16H17FN2O4S/c1-9(2)13-12(15(20)23-3)14(10-5-7-11(17)8-6-10)19-16(18-13)24(4,21)22/h5-9H,1-4H3
• InChIKey: YEMPJZCYHYWHGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-(4-fluorophenyl)-2-methanesulfonyl-6-(propan-2-yl)pyrimidine-5-carboxylate
• IUPAC Traditional name: methyl 4-(4-fluorophenyl)-6-isopropyl-2-methanesulfonylpyrimidine-5-carboxylate
• Synonyms: Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate; 4-(4-Fluorophenyl)-6-(1-methylethyl)-2-(methylsulfonyl)-5-pyrimidinecarboxylic Acid Methyl Ester

Database IDs

• CAS Number: 799842-06-1
• PubChem SID: 164229533
• PubChem CID: 24865513

CALCULATED PROPERTIES

• Acid pKa: 19.032234
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.122977
• LogD (pH = 7.4): 3.122977
• Log P: 3.122977
• Molar Refractivity: 87.4707 cm^3
• Polarizability: 35.07099 Å^3
• Polar Surface Area: 86.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M303920

An intermediate of Rosuvastatin (R700500).

REFERENCES

• Laufer, S., et al.: J. Med. Chem., 45, 2733 (2002)
• Palani, A., et al.: Bioorg. Med. Chem. Lett., 13, 709 (2002)