5-(4-fluorophenyl)-1-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-N-(2-hydroxyphenyl)-4-phenyl-2-(propan-2-yl)-1H-pyrrole-3-carboxamide

• ChemBase ID: 170256
• Molecular Formular: C33H33FN2O5
• Molecular Mass: 556.6239232
• Monoisotopic Mass: 556.23735039
• SMILES: c1(c(c(n(c1C(C)C)CC[C@@H]1C[C@H](CC(=O)O1)O)c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1O
• Canonical SMILES: O[C@@H]1C[C@@H](CCn2c(C(C)C)c(c(c2c2ccc(cc2)F)c2ccccc2)C(=O)Nc2ccccc2O)OC(=O)C1
• InChI: InChI=1S/C33H33FN2O5/c1-20(2)31-30(33(40)35-26-10-6-7-11-27(26)38)29(21-8-4-3-5-9-21)32(22-12-14-23(34)15-13-22)36(31)17-16-25-18-24(37)19-28(39)41-25/h3-15,20,24-25,37-38H,16-19H2,1-2H3,(H,35,40)/t24-,25-/m1/s1
• InChIKey: MNECBMZJZFGTIK-JWQCQUIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(4-fluorophenyl)-1-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-N-(2-hydroxyphenyl)-4-phenyl-2-(propan-2-yl)-1H-pyrrole-3-carboxamide
• IUPAC Traditional name: 5-(4-fluorophenyl)-1-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-N-(2-hydroxyphenyl)-2-isopropyl-4-phenylpyrrole-3-carboxamide
• Synonyms: 5-(4-Fluorophenyl)-N-(2-hydroxyphenyl)-2-(1-methylethyl)-4-phenyl-1-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1H-pyrrole-3-carboxamide; 2-Hydroxy Atorvastatin Lactone

Database IDs

• CAS Number: 163217-74-1
• PubChem SID: 164226166
• PubChem CID: 10650434

CALCULATED PROPERTIES

• Acid pKa: 8.755879
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 5.7478137
• LogD (pH = 7.4): 5.729464
• Log P: 5.7480526
• Molar Refractivity: 156.6871 cm^3
• Polarizability: 61.78042 Å^3
• Polar Surface Area: 100.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 110-112°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H828955

A metabolite of Atorvastatin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastatin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia.