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

• ChemBase ID: 173622
• Molecular Formular: C16H18FN3O2
• Molecular Mass: 303.3314232
• Monoisotopic Mass: 303.13830505
• SMILES: c1(ccc(cc1)c1nc(nc(c1C(=O)OC)C(C)C)NC)F
• Canonical SMILES: COC(=O)c1c(nc(nc1C(C)C)NC)c1ccc(cc1)F
• InChI: InChI=1S/C16H18FN3O2/c1-9(2)13-12(15(21)22-4)14(20-16(18-3)19-13)10-5-7-11(17)8-6-10/h5-9H,1-4H3,(H,18,19,20)
• InChIKey: ZMUMVOISTUCVJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 160009-36-9
• PubChem SID: 164229532
• PubChem CID: 17989605

CALCULATED PROPERTIES

• Acid pKa: 15.480349
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.752743
• LogD (pH = 7.4): 3.7554123
• Log P: 3.7554464
• Molar Refractivity: 83.6609 cm^3
• Polarizability: 31.998152 Å^3
• Polar Surface Area: 64.11 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M303915

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)