sodium (6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-5-hydroxy-3-oxohept-6-enoate

• ChemBase ID: 176053
• Molecular Formular: C22H25FN3NaO6S
• Molecular Mass: 501.5035732
• Monoisotopic Mass: 501.13457904
• SMILES: c1(ccc(cc1)c1nc(nc(c1/C=C/C(CC(=O)CC(=O)[O-])O)C(C)C)N(S(=O)(=O)C)C)F.[Na+]
• Canonical SMILES: OC(CC(=O)CC(=O)[O-])/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C.[Na+]
• InChI: InChI=1S/C22H26FN3O6S.Na/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32;/h5-10,13,16,27H,11-12H2,1-4H3,(H,29,30);/q;+1/p-1/b10-9+
• InChIKey: BWAYYPMZFQZZHA-RRABGKBLSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-5-hydroxy-3-oxohept-6-enoate
• IUPAC Traditional name: sodium (6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]-5-hydroxy-3-oxohept-6-enoate
• Synonyms: -7-[4-(4-Fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-5-hydroxy-3-oxo-6-heptenoic Acid Sodium Salt; 5-Hydroxy-3-keto Rosuvastatin Sodium Salt; 3-Oxo Rosuvastatin Sodium Salt

Database IDs

• PubChem SID: 164231963
• PubChem CID: 71751386

CALCULATED PROPERTIES

• Acid pKa: 3.8178408
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 1.0302234
• LogD (pH = 7.4): -0.538909
• Log P: 2.7151897
• Molar Refractivity: 131.3427 cm^3
• Polarizability: 47.483803 Å^3
• Polar Surface Area: 140.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - O861990

Rosuvastatin (R700500) impurity.