Atorvastatin calcium trihydrateProduct ingredient for Atorvastatin

Name
Atorvastatin calcium trihydrate
Drug Entry
Atorvastatin

Atorvastatin is a member of the statins firstly synthesized in 1985 by Dr. Bruce Roth and FDA approved in 1996.7 It is a pentasubstituted pyrrole3 formed by two contrasting moieties with an achiral heterocyclic core unit and a 3,5-dihydroxypentanoyl side chain identical to its parent compound.8 Unlike other members of the statin group, atorvastatin is an active compound and hence, it does not require activation.4 It is the most widely used and potent member of the statin group.7

Accession Number
DBSALT001499
Structure
Thumb
Synonyms
Not Available
UNII
48A5M73Z4Q
CAS Number
344423-98-9
Weight
Average: 1209.408
Monoisotopic: 1208.4846357
Chemical Formula
C66H74CaF2N4O13
InChI Key
SHZPNDRIDUBNMH-NIJVSVLQSA-L
InChI
InChI=1S/2C33H35FN2O5.Ca.3H2O/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);;3*1H2/q;;+2;;;/p-2/t2*26-,27-;;;;/m11..../s1
IUPAC Name
calcium (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenyl-C-hydroxycarbonimidoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarboximidato)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate trihydrate
SMILES
O.O.O.[Ca++].[H][C@@](O)(CCN1C(C(C)C)=C(C(O)=NC2=CC=CC=C2)C(=C1C1=CC=C(F)C=C1)C1=CC=CC=C1)C[C@@]([H])(O)CC(O)=O.[H][C@@](O)(CCN1C(C(C)C)=C(C([O-])=NC2=CC=CC=C2)C(=C1C1=CC=C(F)C=C1)C1=CC=CC=C1)C[C@@]([H])(O)CC([O-])=O
External Links
ChemSpider
571124
ChEBI
2911
Wikipedia
Atorvastatin
Predicted Properties
PropertyValueSource
Water Solubility0.000597 mg/mLALOGPS
logP6.1ALOGPS
logP6.11ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)4.3ChemAxon
pKa (Strongest Basic)0.76ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area120.94 Å2ChemAxon
Rotatable Bond Count24ChemAxon
Refractivity180.34 m3·mol-1ChemAxon
Polarizability59.95 Å3ChemAxon
Number of Rings8ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon