Ibuprofen lysineProduct ingredient for Ibuprofen

Name
Ibuprofen lysine
Drug Entry
Ibuprofen

Ibuprofen is a non-steroidal anti-inflammatory drug (NSAID) derived from propionic acid and it is considered the first of the propionics.7 The formula of ibuprofen is 2-(4-isobutylphenyl) propionic acid and its initial development was in 1960 while researching for a safer alternative for aspirin.8 Ibuprofen was finally patented in 1961 and this drug was first launched against rheumatoid arthritis in the UK in 1969 and USA in 1974. It was the first available over-the-counter NSAID.9

On the available products, ibuprofen is administered as a racemic mixture. Once administered, the R-enantiomer undergoes extensive interconversion to the S-enantiomer in vivo by the activity of the alpha-methylacyl-CoA racemase. In particular, it is generally proposed that the S-enantiomer is capable of eliciting stronger pharmacological activity than the R-enantiomer.24

Accession Number
DBSALT001397
Structure
Synonyms
Not Available
UNII
N01ORX9D6S
CAS Number
57469-77-9
Weight
Average: 352.475
Monoisotopic: 352.236207518
Chemical Formula
C19H32N2O4
InChI Key
IHHXIUAEPKVVII-ZSCHJXSPSA-N
InChI
InChI=1S/C13H18O2.C6H14N2O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15;7-4-2-1-3-5(8)6(9)10/h4-7,9-10H,8H2,1-3H3,(H,14,15);5H,1-4,7-8H2,(H,9,10)/t;5-/m.0/s1
IUPAC Name
(2S)-2,6-diaminohexanoic acid; 2-[4-(2-methylpropyl)phenyl]propanoic acid
SMILES
NCCCC[C@H](N)C(O)=O.CC(C)CC1=CC=C(C=C1)C(C)C(O)=O
ChemSpider
38640
ChEMBL
CHEMBL1201141
Wikipedia
Ibuprofen
Predicted Properties
PropertyValueSource
Water Solubility0.0684 mg/mLALOGPS
logP3.5ALOGPS
logP3.84Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)4.85Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area37.3 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity60.73 m3·mol-1Chemaxon
Polarizability23.83 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon