calcium bis((3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate)

• ChemBase ID: 122548
• Molecular Formular: C66H68CaF2N4O10
• Molecular Mass: 1155.3417264
• Monoisotopic Mass: 1154.45294182
• SMILES: c1(c(n(c(c1c1ccccc1)c1ccc(cc1)F)CC[C@H](C[C@H](CC(=O)[O-])O)O)C(C)C)C(=O)Nc1ccccc1.c1(c(n(c(c1c1ccccc1)c1ccc(cc1)F)CC[C@H](C[C@H](CC(=O)[O-])O)O)C(C)C)C(=O)Nc1ccccc1.[Ca+2]
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)[O-])O)CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1.O[C@@H](C[C@H](CC(=O)[O-])O)CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1.[Ca+2]
• InChI: InChI=1S/2C33H35FN2O5.Ca/c2*1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40;/h2*3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40);/q;;+2/p-2/t2*26-,27-;/m11./s1
• InChIKey: FQCKMBLVYCEXJB-MNSAWQCASA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: calcium bis((3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate)
• IUPAC Traditional name: calcium bis(atorvastatin(1-))
• Synonyms: (βR,δR)-2-(4-Fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic Acid Calcium Salt; Atorvastatin Hemicalcium; CI 981; Lipitor; Sortis; Tahor; YM 548; Atorvastatin Calcium Salt; Atorvastatin calcium; calcium (3R,5R)-7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate; Atorvastatin calcium (Lipitor)

Database IDs

• CAS Number: 134523-03-8
• MDL Number: MFCD03613598
• PubChem SID: 162216901
• PubChem CID: 60822

CALCULATED PROPERTIES

• Acid pKa: 4.3280535
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.1888137
• LogD (pH = 7.4): 2.4447544
• Log P: 5.387147
• Molar Refractivity: 169.0355 cm^3
• Polarizability: 62.080032 Å^3
• Polar Surface Area: 114.62 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 176-178°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Target: HMG-CoA Reductase

Product Information

• Purity: 95+%
• Salt Data: Ca2+; Calcium

DETAILS

Toronto Research Chemicals - A791750

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.

REFERENCES

• Kearney, A.S., et al.: Pharm. Res., 10, 1461 (1993)
• Heinonen, T.M., et al.: Clin. Ther., 18, 853 (1993)
• Whitfield, L.R., et al.: Eur. J. Drug Metab. Pharmacokinet., 25, 97 (1993)