methyl 6-(4-fluorophenyl)-2-(methylsulfanyl)-4-(propan-2-yl)-1,4-dihydropyrimidine-5-carboxylate

• ChemBase ID: 173621
• Molecular Formular: C16H19FN2O2S
• Molecular Mass: 322.3976632
• Monoisotopic Mass: 322.11512708
• SMILES: c1(ccc(cc1)C1=C(C(N=C(N1)SC)C(C)C)C(=O)OC)F
• Canonical SMILES: COC(=O)C1=C(NC(=NC1C(C)C)SC)c1ccc(cc1)F
• InChI: InChI=1S/C16H19FN2O2S/c1-9(2)13-12(15(20)21-3)14(19-16(18-13)22-4)10-5-7-11(17)8-6-10/h5-9,13H,1-4H3,(H,18,19)
• InChIKey: DJCGVJOZWRJIQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-(4-fluorophenyl)-2-(methylsulfanyl)-4-(propan-2-yl)-1,4-dihydropyrimidine-5-carboxylate
• IUPAC Traditional name: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfanyl)-3,6-dihydropyrimidine-5-carboxylate
• Synonyms: 6-(4-Fluorophenyl)-1,4-dihydro-4-(1-methylethyl)-2-(methylthio)-5-pyrimidinecarboxylic acid Methyl Ester; Methyl 6-(4-Fluorophenyl)-4-isopropyl-2-methylthio-1,4-dihydropyrimidine-5-carboxylate

Database IDs

• CAS Number: 885100-76-5
• PubChem SID: 164229531
• PubChem CID: 71177124

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.4374568
• LogD (pH = 7.4): 3.7393029
• Log P: 3.7449193
• Molar Refractivity: 87.197 cm^3
• Polarizability: 33.230095 Å^3
• Polar Surface Area: 50.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M303910

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)