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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL437
CHEMBL437
Compound Name SULFATHIAZOLE
ChEMBL Synonyms SULFATHIAZOLE | THIAZAMIDE | SULFATHIAZOLE (TRIPLE SULFA) | SULPHATHIAZOLE | SULFATHIAZOLE SODIUM
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names THIAZAMIDE
Molecular Formula C9H9N3O2S2

Additional synonyms for CHEMBL437 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ccc(cc1)S(=O)(=O)Nc2nccs2
Standard InChI InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-1 ...
Download InChI
Standard InChI Key JNMRHUJNCSQMMB-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL437

Molecule Features

CHEMBL437 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Unknown

Withdrawal Information

Year
Country United States
Reason
Class

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial dihydropteroate synthase inhibitor Bacterial dihydropteroate synthase PubMed

Clinical Data

ClinicalTrials.gov SULFATHIAZOLE
The Cochrane Collaboration SULFATHIAZOLE

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 CHEMBL437. 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
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 1.000
CHEMBL1980 Sodium channel protein type V alpha subunit Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.995
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.988
CHEMBL3820 Hexokinase type IV Homo sapiens 0.986
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.981
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.980
CHEMBL3457 Kynurenine 3-monooxygenase Rattus norvegicus 0.977
CHEMBL3423 Methionine aminopeptidase Escherichia coli K-12 0.974
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.973
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.972
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.963
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 0.721
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.704
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.586
CHEMBL1949 Cyclophilin A Homo sapiens 0.583
CHEMBL204 Thrombin Homo sapiens 0.485
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.354
CHEMBL2736 Metabotropic glutamate receptor 4 Homo sapiens 0.352



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1980 Sodium channel protein type V alpha subunit Homo sapiens 1.000
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.998
CHEMBL3423 Methionine aminopeptidase Escherichia coli K-12 0.995
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.984
CHEMBL3820 Hexokinase type IV Homo sapiens 0.983
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.975
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.956
CHEMBL2526 Methionine aminopeptidase 1 Saccharomyces cerevisiae S288c 0.916
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.903
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.877
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.869
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.864
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.812
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.747
CHEMBL5686 6-phospho-1-fructokinase Trypanosoma brucei 0.673
CHEMBL204 Thrombin Homo sapiens 0.561
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.513
CHEMBL3457 Kynurenine 3-monooxygenase Rattus norvegicus 0.431
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 0.286

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
255.3 255.0136 1.53 3 85.08 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.24 2.19 .05 -.34 2 16 0.81

Structural Alerts

There are 5 structural alerts for CHEMBL437. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BA - Sulfonamides
D06BA02 - sulfathiazole

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01EB - Short-acting sulfonamides
J01EB07 - sulfathiazole

ChemSpider ChemSpider:JNMRHUJNCSQMMB-UHFFFAOYSA-N
PubChem SID: 11112198 SID: 144203914 SID: 144209441 SID: 144213555 SID: 170465454 SID: 17388718 SID: 26747309 SID: 56463345 SID: 90559
Wikipedia Sulfathiazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL437



ACToR 72-14-0 158269-46-6
BindingDB 50027796
Brenda 3232
ChEBI 9337
ChemicalBook CB6133470
DrugBank DB06147
DrugCentral 2527
eMolecules 474324
EPA CompTox Dashboard DTXSID8026068
FDA SRS Y7FKS2XWQH
Human Metabolome Database HMDB0015619
IBM Patent System 36571F7CFDDC1F7995D16043197C5E16
KEGG Ligand C11169
LINCS LSM-5327
Mcule MCULE-1370710137
MolPort MolPort-000-488-590
Nikkaji J1.425G
PDBe YTZ
PubChem 5340
PubChem: Thomson Pharma 15122365
Selleck sulfathiazole
SureChEMBL SCHEMBL94165
ZINC ZINC000000121458

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