sulfasalazine   

GtoPdb Ligand ID: 4840

Synonyms: Azulfidine® | Salazopyridin® | Salazopyrin® | SAS-500
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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2D Structure
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Physico-chemical Properties
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
Canonical SMILES OC(=O)c1cc(N=Nc2ccc(cc2)S(=O)(=O)Nc2ccccn2)ccc1O
Isomeric SMILES OC(=O)c1cc(/N=N/c2ccc(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)/b21-20+
InChI Key NCEXYHBECQHGNR-QZQOTICOSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1950))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
2-hydroxy-5-[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid
International Nonproprietary Names
INN number INN
2210 sulfasalazine
Synonyms
Azulfidine® | Salazopyridin® | Salazopyrin® | SAS-500
Database Links
CAS Registry No. 599-79-1 (source: Scifinder)
ChEMBL Ligand CHEMBL421
DrugBank Ligand DB00795
DrugCentral Ligand 2525
GtoPdb PubChem SID 178101542
PubChem CID 5384001
RCSB PDB Ligand SAS
Search Google for chemical match using the InChIKey NCEXYHBECQHGNR-QZQOTICOSA-N
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Search UniChem for chemicals with the same backbone NCEXYHBECQHGNR
Wikipedia Sulfasalazine