disodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(methanesulfonylazanidyl)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate hydrate

• ChemBase ID: 166528
• Molecular Formular: C21H26FN3Na2O7S
• Molecular Mass: 529.4899832
• Monoisotopic Mass: 529.12708797
• SMILES: c1(ccc(cc1)c1nc(nc(c1/C=C/[C@H](C[C@H](CC(=O)[O-])O)O)C(C)C)[N-]S(=O)(=O)C)F.O.[Na+].[Na+]
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)[O-])O)/C=C/c1c(nc(nc1c1ccc(cc1)F)[N-]S(=O)(=O)C)C(C)C.O.[Na+].[Na+]
• InChI: InChI=1S/C21H26FN3O6S.2Na.H2O/c1-12(2)19-17(9-8-15(26)10-16(27)11-18(28)29)20(13-4-6-14(22)7-5-13)24-21(23-19)25-32(3,30)31;;;/h4-9,12,15-16,26-27H,10-11H2,1-3H3,(H2,23,24,25,28,29);;;1H2/q;2*+1;/p-2/b9-8+;;;/t15-,16-;;;/m1.../s1
• InChIKey: YIAPWJZVDLSKPL-HTAYYFEJSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(methanesulfonylazanidyl)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate hydrate
• IUPAC Traditional name: disodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonylazanidyl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate hydrate
• Synonyms: (E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-mesylaminopyrimidin-5-yl]-(3R,5S)-dihydroxyhept-6-enoic Acid Disodium Salt Monohydrate; N-Desmethyl Rosuvastatin Disodium Salt Monohydrate

Database IDs

• PubChem SID: 162260661
• PubChem CID: 45038892

CALCULATED PROPERTIES

• Acid pKa: 3.9998612
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 0.1463672
• LogD (pH = 7.4): -2.1684012
• Log P: 1.6992844
• Molar Refractivity: 126.5787 cm^3
• Polarizability: 45.906967 Å^3
• Polar Surface Area: 149.74 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: >240°C (dec)

Safety Information

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

DETAILS

Toronto Research Chemicals - D292090

Inhibits the enzyme HMG-CoA reductase in vitro.

REFERENCES

• Endo, A., et al.: J. Antibiot., 32, 852 (1979)
• Alberts, A.W., et al.: Drug Invest., 2 (Suppl. 2), 9 (1979)
• Kuroda, M., et al.: Biochim. Biophys. Acta, 486, 70 (1979)