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]-N-methylmethanesulfonamide

• ChemBase ID: 177617
• Molecular Formular: C22H26FN3O5S
• Molecular Mass: 463.5223432
• Monoisotopic Mass: 463.15772017
• SMILES: C1[C@@H](C[C@H](OC1=O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C)O
• Canonical SMILES: O[C@@H]1C[C@@H](/C=C/c2c(nc(nc2c2ccc(cc2)F)N(S(=O)(=O)C)C)C(C)C)OC(=O)C1
• InChI: InChI=1S/C22H26FN3O5S/c1-13(2)20-18(10-9-17-11-16(27)12-19(28)31-17)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)32(4,29)30/h5-10,13,16-17,27H,11-12H2,1-4H3/b10-9+/t16-,17-/m1/s1
• InChIKey: SOEGVMSNJOCVHT-VEUZHWNKSA-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]-N-methylmethanesulfonamide
• 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]-N-methylmethanesulfonamide
• 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-methylmethanesulfonamide; Rosuvastatin-5S-lactone-d6; Rosuvastatin Lactone-d6

Database IDs

• PubChem SID: 164233527
• PubChem CID: 71752117

CALCULATED PROPERTIES

• Acid pKa: 14.903429
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.5874317
• LogD (pH = 7.4): 2.5874317
• Log P: 2.5874317
• Molar Refractivity: 117.9461 cm^3
• Polarizability: 47.010315 Å^3
• Polar Surface Area: 109.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate,
• Apperance: White to Off-White Solid
• Melting Point: 62-70°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - R700552

Labelled intermediate in the production of Rosuvastatin (R700500) derivatives.

REFERENCES

• Martin, P., et al.: Clin. Ther., 25, 2215 (2003)
• Sakaeda, T., et al.: Pharm. Res., 23, 506 (2003)