(4E,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3-hydroxyhepta-4,6-dienoic acid

• ChemBase ID: 165720
• Molecular Formular: C22H26FN3O5S
• Molecular Mass: 463.5223432
• Monoisotopic Mass: 463.15772017
• SMILES: c1(ccc(cc1)c1nc(nc(c1/C=C/C=C/C(CC(=O)O)O)C(C)C)N(S(=O)(=O)C)C)F
• Canonical SMILES: OC(=O)CC(/C=C/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C)O
• InChI: InChI=1S/C22H26FN3O5S/c1-14(2)20-18(8-6-5-7-17(27)13-19(28)29)21(15-9-11-16(23)12-10-15)25-22(24-20)26(3)32(4,30)31/h5-12,14,17,27H,13H2,1-4H3,(H,28,29)/b7-5+,8-6+
• InChIKey: LJMOPUJXEWUJRZ-KQQUZDAGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3-hydroxyhepta-4,6-dienoic acid
• IUPAC Traditional name: (4E,6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]-3-hydroxyhepta-4,6-dienoic acid
• Synonyms: (4E,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3-hydroxyhepta-4,6-dienoic Acid; rac-(4E,6E)-5-Dehydroxy Rosuvastatin

Database IDs

• PubChem SID: 162259853
• PubChem CID: 71315358

CALCULATED PROPERTIES

• LogD (pH = 7.4): -0.098178186
• Log P: 3.0205514
• Molar Refractivity: 120.929 cm^3
• Polarizability: 47.234497 Å^3
• Polar Surface Area: 120.69 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 4.0680795
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.576312

DETAILS

Toronto Research Chemicals - D230620

An impurity of Rosuvastatin (R700500).

REFERENCES

• Watanabe, M., et al.: Bioorg. Med. Chem., 5, 437 (1997)
• Lee, E., et al.: Clin. Pharmacol. Ther., 78, 330 (1997)