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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL421
CHEMBL421
Compound Name SULFASALAZINE
ChEMBL Synonyms UCINE | SULPHASALAZINE | SALAZOPYRIN E.C. | S.A.S. | AZULFIDINE | SALICYLAZOSULFAPYRIDINE | AZULFIDINE EN-TABS | SAS-500 | Azulfidine EN | COLIZINE | Polymer of Sulfasalazine | Salazosulfapyridine | S.A.S.-500 | SULFASALAZINE | SALAZOPYRIN-EN | SALAZOPYRIN
Max Phase 4 (Approved)
Trade Names UCINE | Azulfidine EN | AZULFIDINE EN-TABS | AZULFIDINE | S.A.S. | SALAZOPYRIN E.C. | Salazosulfapyridine | COLIZINE | SALAZOPYRIN | SALAZOPYRIN-EN | SULFASALAZINE | S.A.S.-500 | Salicylazosulfapyridine
Molecular Formula C18H14N4O5S

Additional synonyms for CHEMBL421 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)c1cc(ccc1O)N=Nc2ccc(cc2)S(=O)(=O)Nc3ccccn3
Standard InChI InChI=1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-1 ...
Download InChI
Standard InChI Key NCEXYHBECQHGNR-QZQOTICOSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL421

Molecule Features

CHEMBL421 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Arachidonate 5-lipoxygenase inhibitor Arachidonate 5-lipoxygenase PubMed PubMed PubMed
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Peripheral Nervous System DiseasesD010523EFO:0004149neuropathy2ClinicalTrials
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis3ClinicalTrials
NauseaD009325EFO:0006911Chemotherapy-induced nausea and vomiting1ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
Spondylitis, AnkylosingD013167EFO:0003898ankylosing spondylitis2ClinicalTrials

Clinical Data

ClinicalTrials.gov SULFASALAZINE
The Cochrane Collaboration SULFASALAZINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL421. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.999
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.987
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.981
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.974
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.647
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.509
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.443
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.407
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.328
CHEMBL2736 Metabotropic glutamate receptor 4 Homo sapiens 0.269
CHEMBL3864 Protein-tyrosine phosphatase 2C Homo sapiens 0.246



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 1.000
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 1.000
CHEMBL3308 Caspase-6 Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.950
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.915
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.913
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.902
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.850
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.719
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.691
CHEMBL6175 Lysine-specific demethylase 4C Homo sapiens 0.658
CHEMBL3151 Intestinal alkaline phosphatase Mus musculus 0.626
CHEMBL3864 Protein-tyrosine phosphatase 2C Homo sapiens 0.617
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.543
CHEMBL5514 Huntingtin Homo sapiens 0.541
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.486
CHEMBL6120 Solute carrier family 22 member 12 Homo sapiens 0.462
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.400
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.394

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
398.4 398.0685 3.7 6 141.31 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 3 0 9 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.88 .75 3.05 -.1 3 28 0.54

Structural Alerts

There are 8 structural alerts for CHEMBL421. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A07 - ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07E - INTESTINAL ANTIINFLAMMATORY AGENTS
A07EC - Aminosalicylic acid and similar agents
A07EC01 - sulfasalazine

ChemSpider ChemSpider:NCEXYHBECQHGNR-QZQOTICOSA-N
DailyMed sulfasalazine
PubChem SID: 144204588 SID: 144208437 SID: 144210859 SID: 170464716 SID: 17389737 SID: 26747277
Wikipedia Sulfasalazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL421



ACToR 599-79-1
Atlas sulfasalazine
BindingDB 50103596
Brenda 98241
ChEBI 9334
ChemicalBook CB0181156
DrugBank DB00795
DrugCentral 2525
EPA CompTox Dashboard DTXSID0021256
FDA SRS 3XC8GUZ6CB
Guide to Pharmacology 4840
Human Metabolome Database HMDB0014933
KEGG Ligand C07316
MolPort MolPort-001-792-507
Nikkaji J2.073G
PDBe SAS
PubChem: Drugs of the Future 12012604
PubChem: Thomson Pharma 14830364
Selleck Sulfasalazine(Azulfidine)
SureChEMBL SCHEMBL4515
ZINC ZINC000003831490

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/NCEXYHBECQHGNR-QZQOTICOSA-N spacer
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