N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-oxooxan-2-yl]ethenyl]-6-[(1,1,1,3,3,3-2H6)propan-2-yl]pyrimidin-2-yl]methanesulfonamide

• ChemBase ID: 166549
• Molecular Formular: C21H24FN3O5S
• Molecular Mass: 449.4957632
• Monoisotopic Mass: 449.1420701
• SMILES: C1[C@@H](C[C@H](OC1=O)/C=C/c1c(nc(nc1c1ccc(cc1)F)NS(=O)(=O)C)C(C)C)O
• Canonical SMILES: O[C@@H]1C[C@@H](/C=C/c2c(nc(nc2c2ccc(cc2)F)NS(=O)(=O)C)C(C)C)OC(=O)C1
• InChI: InChI=1S/C21H24FN3O5S/c1-12(2)19-17(9-8-16-10-15(26)11-18(27)30-16)20(13-4-6-14(22)7-5-13)24-21(23-19)25-31(3,28)29/h4-9,12,15-16,26H,10-11H2,1-3H3,(H,23,24,25)/b9-8+/t15-,16-/m1/s1
• InChIKey: WSCHZXKSCWERQN-GUFYHEMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-oxooxan-2-yl]ethenyl]-6-[(1,1,1,3,3,3-^2H₆)propan-2-yl]pyrimidin-2-yl]methanesulfonamide
• IUPAC Traditional name: N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-oxooxan-2-yl]ethenyl]-6-[(1,1,1,3,3,3-^2H₆)propan-2-yl]pyrimidin-2-yl]methanesulfonamide
• Synonyms: N-[4-(4-Fluorophenyl)-6-(1-methylethyl-d6)-5-[(1E)-2-[(2S,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethenyl]-2-pyrimidinyl]-N-methanesulfonamide; N-Desmethyl Rosuvastatin-5S-lactone-d6; N-Desmethyl Rosuvastatin Lactone-d6

Database IDs

• PubChem SID: 162260682
• PubChem CID: 71315769

CALCULATED PROPERTIES

• Acid pKa: 6.403388
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.318779
• LogD (pH = 7.4): 1.6541339
• Log P: 2.3637555
• Molar Refractivity: 113.0494 cm^3
• Polarizability: 45.177868 Å^3
• Polar Surface Area: 118.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D292212

Labelled N-desmethyl analog of Rosuvastatin Lactone (R700550); an intermediate in the production of Rosuvastatin (R700500) derivatives.