prop-2-en-1-yl (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate

• ChemBase ID: 177608
• Molecular Formular: C25H32FN3O6S
• Molecular Mass: 521.6014832
• Monoisotopic Mass: 521.19958498
• SMILES: c1(ccc(cc1)c1nc(nc(c1/C=C/[C@H](C[C@H](CC(=O)OCC=C)O)O)C(C)C)N(S(=O)(=O)C)C)F
• Canonical SMILES: C=CCOC(=O)C[C@@H](C[C@@H](/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C)O)O
• InChI: InChI=1S/C25H32FN3O6S/c1-6-13-35-22(32)15-20(31)14-19(30)11-12-21-23(16(2)3)27-25(29(4)36(5,33)34)28-24(21)17-7-9-18(26)10-8-17/h6-12,16,19-20,30-31H,1,13-15H2,2-5H3/b12-11+/t19-,20-/m1/s1
• InChIKey: VVWIFBRZEQPZRM-XICOBVEKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164233518
• PubChem CID: 71752111

CALCULATED PROPERTIES

• Acid pKa: 14.543989
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.8001044
• LogD (pH = 7.4): 2.8001044
• Log P: 2.8001044
• Molar Refractivity: 135.3701 cm^3
• Polarizability: 53.634064 Å^3
• Polar Surface Area: 129.92 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid
• Melting Point: 94-96°C

Safety Information

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

DETAILS

Toronto Research Chemicals - R700505

Protected Rosuvastatin (R700500).