celecoxib   

GtoPdb Ligand ID: 2892

Synonyms: Celecox® | Elyxyb® (DFN-15; oral solution) | Onsenal® | SC-58635 [4] | SC58635
celecoxib is an approved drug (FDA (1998))
Compound class: Synthetic organic
Comment: Celecoxib is a non-steroidal anti-inflammatory drug (NSAID) [4].
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 85.84
Molecular weight 381.08
XLogP 3.89
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Cc1ccc(cc1)c1cc(nn1c1ccc(cc1)S(=O)(=O)N)C(F)(F)F
Isomeric SMILES Cc1ccc(cc1)c1cc(nn1c1ccc(cc1)S(=O)(=O)N)C(F)(F)F
InChI InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
InChI Key RZEKVGVHFLEQIL-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes (FDA (1998))
IUPAC Name
4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide
International Nonproprietary Names
INN number INN
7767 celecoxib
Synonyms
Celecox® | Elyxyb® (DFN-15; oral solution) | Onsenal® | SC-58635 [4] | SC58635
Database Links
CAS Registry No. 169590-42-5 (source: Scifinder)
ChEBI CHEBI:41423
ChEMBL Ligand CHEMBL118
DrugBank Ligand DB00482
DrugCentral Ligand 568
GtoPdb PubChem SID 178100241
PubChem CID 2662
RCSB PDB Ligand CEL
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Wikipedia Celecoxib

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Tocris
Celecoxib
Cat. No. 3786