pelubiprofen   Click here for help

GtoPdb Ligand ID: 9876

Synonyms: compound 13b [PMID: 6607354] | CS-670 [2] | DW-330SR | DW330SR | RS-2131 [4]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Pelubiprofen is a nonsteroidal anti-inflammatory type compound [6]. Structurally it is an aryl propionic acid derivative, like ibuprofen. The INN-defined agent is a racemic mixture of enantiomers. We show the structure without specified stereochemistry to represent the mixture. Pelubiprofen is described as a prodrug of 2-arylpropionic acid with modest selectivity for COX2 [3].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 54.37
Molecular weight 258.13
XLogP 2.37
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES OC(=O)C(c1ccc(cc1)C=C1CCCCC1=O)C
Isomeric SMILES OC(=O)C(c1ccc(cc1)/C=C/1\CCCCC1=O)C
InChI InChI=1S/C16H18O3/c1-11(16(18)19)13-8-6-12(7-9-13)10-14-4-2-3-5-15(14)17/h6-11H,2-5H2,1H3,(H,18,19)/b14-10+
InChI Key AUZUGWXLBGZUPP-GXDHUFHOSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[4-[(E)-(2-oxocyclohexylidene)methyl]phenyl]propanoic acid
International Nonproprietary Names Click here for help
INN number INN
7536 pelubiprofen
Synonyms Click here for help
compound 13b [PMID: 6607354] | CS-670 [2] | DW-330SR | DW330SR | RS-2131 [4]
Database Links Click here for help
CAS Registry No. 69956-77-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL69308
DrugBank Ligand DB12150
GtoPdb PubChem SID 363894170
PubChem CID 5282203
Search Google for chemical match using the InChIKey AUZUGWXLBGZUPP-GXDHUFHOSA-N
Search Google for chemicals with the same backbone AUZUGWXLBGZUPP
Search PubMed clinical trials pelubiprofen
Search PubMed titles pelubiprofen
Search PubMed titles/abstracts pelubiprofen
UniChem Compound Search for chemical match using the InChIKey AUZUGWXLBGZUPP-GXDHUFHOSA-N
UniChem Connectivity Search for chemical match using the InChIKey AUZUGWXLBGZUPP-GXDHUFHOSA-N