sulfasalazine   Click here for help

GtoPdb Ligand ID: 4840

Synonyms: Azulfidine® | Salazopyridin® | Salazopyrin® | SAS-500
Approved drug PDB Ligand
sulfasalazine is an approved drug (FDA (1950))
Compound class: Synthetic organic
Comment: Sulfasalazine is sulfa drug derivative of mesalazine, classified as a disease-modifying antirheumatic drug (DMARD).
Sulfasalazine is on the World Health Organisation's List of Essential Medicines. Click here to access the pdf version of the WHO's 21st Essential Medicines list (2019).
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View more information in the IUPHAR Pharmacology Education Project: sulfasalazine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 149.69
Molecular weight 398.07
XLogP 3.95
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)c1cc(N=Nc2ccc(cc2)S(=O)(=O)Nc2ccccn2)ccc1O
Isomeric SMILES OC(=O)c1cc(N=Nc2ccc(cc2)S(=O)(=O)Nc2ccccn2)ccc1O
InChI InChI=1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)
InChI Key NCEXYHBECQHGNR-UHFFFAOYSA-N
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Summary of Clinical Use Click here for help
Used in the treatment of rheumatoid arthritis and inflammatory bowel disease
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The exact mechanism of action of sulfasalazine is unknown. For an overview on its established actions please see the DrugBank link on the Summary tab of this ligand page.
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