calcium bis((3S,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate)

• ChemBase ID: 177615
• Molecular Formular: C44H54CaF2N6O12S2
• Molecular Mass: 1001.1373664
• Monoisotopic Mass: 1000.28351062
• 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)C)F.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)C)F.[Ca+2]
• 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)C.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)C.[Ca+2]
• InChI: InChI=1S/2C22H28FN3O6S.Ca/c2*1-13(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;/h2*5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30);/q;;+2/p-2/b2*10-9+;/t2*16-,17+;/m11./s1
• InChIKey: LALFOYNTGMUKGG-BFNSWDLGSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: calcium bis((3S,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate)
• IUPAC Traditional name: calcium bis((3S,5S,6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate)
• Synonyms: (3S,5S,6E)-7-[4-(4-Fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3,5-dihydroxy-6-heptenoic Acid Calcium Salt; (3S,5S)-Rosuvastatin Calcium Salt

Database IDs

• PubChem SID: 164233525
• PubChem CID: 53486433

CALCULATED PROPERTIES

• Acid pKa: 4.0000324
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.4135099
• LogD (pH = 7.4): -1.2360909
• Log P: 1.9229605
• Molar Refractivity: 132.2754 cm^3
• Polarizability: 48.024193 Å^3
• Polar Surface Area: 143.75 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R700535

An epimeric impurity of the the selective, competitive HMG-CoA reductase inhibitor Rosuvastatin (R700500).