disodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(methanesulfonylazanidyl)-6-[(1,1,1,3,3,3-2H6)propan-2-yl]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate

• ChemBase ID: 166529
• Molecular Formular: C21H24FN3Na2O6S
• Molecular Mass: 511.4747032
• Monoisotopic Mass: 511.11652329
• 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.[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.[Na+].[Na+]
• InChI: InChI=1S/C21H26FN3O6S.2Na/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);;/q;2*+1/p-2/b9-8+;;/t15-,16-;;/m1../s1
• InChIKey: JAKXTPXGILQLFV-SBBVCUFUSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(methanesulfonylazanidyl)-6-[(1,1,1,3,3,3-^2H₆)propan-2-yl]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate
• IUPAC Traditional name: disodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(methanesulfonylazanidyl)-6-[(1,1,1,3,3,3-^2H₆)propan-2-yl]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate
• Synonyms: (E)-7-[4-(4-Fluorophenyl)-6-(isopropyl-d6)-2-mesylaminopyrimidin-5-yl]-(3R,5S)-dihydroxyhept-6-enoic Acid Disodium Salt; N-Desmethyl Rosuvastatin-d6 Disodium Salt

Database IDs

• PubChem SID: 162260662
• PubChem CID: 45038890

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: 45.90777 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 Solid
• Melting Point: >240°C (dec)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D292092

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)