Cerivastatin sodiumProduct ingredient for Cerivastatin

Name
Cerivastatin sodium
Drug Entry
Cerivastatin

On August 8, 2001 the U.S. Food and Drug Administration (FDA) announced that Bayer Pharmaceutical Division voluntarily withdrew Baycol from the U.S. market, due to reports of fatal rhabdomyolysis, a severe adverse reaction from this cholesterol-lowering (lipid-lowering) product. It has also been withdrawn from the Canadian market.1,2

Accession Number
DBSALT000330
Structure
Synonyms
Not Available
UNII
6Q18G1060S
CAS Number
143201-11-0
Weight
Average: 481.5321
Monoisotopic: 481.224046051
Chemical Formula
C26H33FNNaO5
InChI Key
GPUADMRJQVPIAS-ASTDGNLGSA-M
InChI
InChI=1S/C26H34FNO5.Na/c1-15(2)25-21(11-10-19(29)12-20(30)13-23(31)32)24(17-6-8-18(27)9-7-17)22(14-33-5)26(28-25)16(3)4;/h6-11,15-16,19-20,29-30H,12-14H2,1-5H3,(H,31,32);/q;+1/p-1/b11-10+;
IUPAC Name
sodium (3R,5S,6E)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoate
SMILES
[Na+].[H]\C(=C(\[H])[C@@]([H])(O)C[C@@]([H])(O)CC([O-])=O)C1=C(C2=CC=C(F)C=C2)C(COC)=C(N=C1C(C)C)C(C)C
PubChem Compound
23663992
ChemSpider
10632269
ChEBI
3559
Wikipedia
Cerivastatin
Predicted Properties
PropertyValueSource
Water Solubility0.00663 mg/mLALOGPS
logP4.22ALOGPS
logP2.67Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)4.05Chemaxon
pKa (Strongest Basic)5.58Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area102.71 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity137.66 m3·mol-1Chemaxon
Polarizability49.26 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon