(2E,5R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-5-hydroxyhepta-2,6-dienoic acid

• ChemBase ID: 165719
• Molecular Formular: C22H26FN3O5S
• Molecular Mass: 463.5223432
• Monoisotopic Mass: 463.15772017
• SMILES: c1(ccc(cc1)c1nc(nc(c1/C=C/[C@@H](C/C=C/C(=O)O)O)C(C)C)N(S(=O)(=O)C)C)F
• Canonical SMILES: O[C@@H](/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C)C/C=C/C(=O)O
• InChI: InChI=1S/C22H26FN3O5S/c1-14(2)20-18(13-12-17(27)6-5-7-19(28)29)21(15-8-10-16(23)11-9-15)25-22(24-20)26(3)32(4,30)31/h5,7-14,17,27H,6H2,1-4H3,(H,28,29)/b7-5+,13-12+/t17-/m1/s1
• InChIKey: NZWJKTHFNLHUJO-NWZSJJIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,5R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-5-hydroxyhepta-2,6-dienoic acid
• IUPAC Traditional name: (2E,5R,6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]-5-hydroxyhepta-2,6-dienoic acid
• Synonyms: (5R,2E,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl(methylsulfonyl)amino]-5-pyrimidinyl]-5-hydroxyhepta-2,6-dienoic Acid; (2E,5R,6E)-3-Dehydroxy Rosuvastatin

Database IDs

• PubChem SID: 162259852
• PubChem CID: 71315357

CALCULATED PROPERTIES

• Acid pKa: 4.2476864
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.950726
• LogD (pH = 7.4): 0.22393864
• Log P: 3.224389
• Molar Refractivity: 121.0597 cm^3
• Polarizability: 47.234512 Å^3
• Polar Surface Area: 120.69 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D230615

An olefin impurity of Rosuvastatin (R700500).