ibuprofen   Click here for help

GtoPdb Ligand ID: 2713

Synonyms: Advil® | Brufen® | ibuprofen lysine | ibuprofen sodium | Motrin® | Nurofen® | U-18573
Approved drug Immunopharmacology Ligand
ibuprofen is an approved drug (FDA (1974), EMA (2004))
Compound class: Synthetic organic
Comment: Ibuprofen is a nonsteroidal anti-inflammatory drug (NSAID).

The approved drug is a racemic mixture of the (R)- and (S)-stereoisomers. The (S)-enantiomer is more active, and the (R)-enantiomer is converted in the body to the (S)-enantiomer. We show the non-isomeric molecule to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 37.3
Molecular weight 206.13
XLogP 3.64
No. Lipinski's rules broken 0
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Canonical SMILES CC(Cc1ccc(cc1)C(C(=O)O)C)C
Isomeric SMILES CC(Cc1ccc(cc1)C(C(=O)O)C)C
InChI InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes (FDA (1974), EMA (2004))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
2-[4-(2-methylpropyl)phenyl]propanoic acid
International Nonproprietary Names Click here for help
INN number INN
2118 ibuprofen
Synonyms Click here for help
Advil® | Brufen® | ibuprofen lysine | ibuprofen sodium | Motrin® | Nurofen® | U-18573
Database Links Click here for help
BindingDB Ligand 50009859
CAS Registry No. 15687-27-1 (source: ChEBI)
DrugBank Ligand DB01050
DrugCentral Ligand 1407
GtoPdb PubChem SID 135650365
Immunopaedia Search ibuprofen
PubChem CID 3672
Search Google for chemical match using the InChIKey HEFNNWSXXWATRW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HEFNNWSXXWATRW
Search PubMed clinical trials ibuprofen
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Search PubMed titles/abstracts ibuprofen
UniChem Compound Search for chemical match using the InChIKey HEFNNWSXXWATRW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HEFNNWSXXWATRW-UHFFFAOYSA-N
Wikipedia Ibuprofen