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

• ChemBase ID: 170261
• 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)Nc1ccc(cc1)O
• Canonical SMILES: O[C@@H]1C[C@@H](CCn2c(C(C)C)c(c(c2c2ccc(cc2)F)c2ccccc2)C(=O)Nc2ccc(cc2)O)OC(=O)C1
• InChI: InChI=1S/C33H33FN2O5/c1-20(2)31-30(33(40)35-24-12-14-25(37)15-13-24)29(21-6-4-3-5-7-21)32(22-8-10-23(34)11-9-22)36(31)17-16-27-18-26(38)19-28(39)41-27/h3-15,20,26-27,37-38H,16-19H2,1-2H3,(H,35,40)/t26-,27-/m1/s1
• InChIKey: KDJMDZSAAFACAM-KAYWLYCHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 163217-70-7
• PubChem SID: 164226171
• PubChem CID: 9937602

CALCULATED PROPERTIES

• Acid pKa: 9.433051
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 5.748002
• LogD (pH = 7.4): 5.744071
• Log P: 5.7480526
• Molar Refractivity: 156.6871 cm^3
• Polarizability: 61.778324 Å^3
• Polar Surface Area: 100.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: Off-White to Tan Solid
• Melting Point: 131-133°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H828963

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.