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).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: sulfasalazine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1950))
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-hydroxy-5-[[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
2210 sulfasalazine
Synonyms Click here for help
Azulfidine® | Salazopyridin® | Salazopyrin® | SAS-500
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfasalazine
Other databases
CAS Registry No. 599-79-1 (source: Scifinder)
DrugBank Ligand DB00795
DrugCentral Ligand 2525
GtoPdb PubChem SID 178101542
PubChem CID 5339
Search Google for chemical match using the InChIKey NCEXYHBECQHGNR-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NCEXYHBECQHGNR
Search PubMed clinical trials sulfasalazine
Search PubMed titles sulfasalazine
Search PubMed titles/abstracts sulfasalazine
UniChem Compound Search for chemical match using the InChIKey NCEXYHBECQHGNR-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NCEXYHBECQHGNR-UHFFFAOYSA-N
Wikipedia Sulfasalazine