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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL446
CHEMBL446
Compound Name SULFAMETHAZINE
ChEMBL Synonyms SULFAMETHAZINE (TRISULFAPYRIMIDINES) | SULFAMEZATHINE ('S-MEZ') | SMZ-MED 454 | Sulfamethazine | SULFADIMIDINE
Max Phase 4 (Approved)
Trade Names SULFAMEZATHINE ('S-MEZ') | SMZ-MED 454
Molecular Formula C12H14N4O2S

Additional synonyms for CHEMBL446 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1
Standard InChI InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5- ...
Download InChI
Standard InChI Key ASWVTGNCAZCNNR-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL446

Molecule Features

CHEMBL446 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov SULFAMETHAZINE
The Cochrane Collaboration SULFAMETHAZINE

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 CHEMBL446. 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
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.998
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.997
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.996
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.959
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.958
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.907
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.803
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.623
CHEMBL2392 DNA polymerase beta Homo sapiens 0.582
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.486
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 0.451
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.426
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.345
CHEMBL5815 C-C chemokine receptor type 9 Homo sapiens 0.303
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.285
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.241
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.201



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.999
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.999
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.999
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.996
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.993
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.968
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.849
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.813
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.794
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.747
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.709
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.602
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.567
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.558
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.508
CHEMBL5514 Huntingtin Homo sapiens 0.457
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.395
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.292
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.278
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.270

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
278.3 278.0837 1.48 3 97.97 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.89 1.08 .3 .15 2 19 0.83

Structural Alerts

There are 4 structural alerts for CHEMBL446. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01EB - Short-acting sulfonamides
J01EB03 - sulfadimidine

ChemSpider ChemSpider:ASWVTGNCAZCNNR-UHFFFAOYSA-N
PubChem SID: 124883543 SID: 144204398 SID: 144209419 SID: 144213323 SID: 170464893 SID: 17389727 SID: 26751451 SID: 7969855 SID: 855573
Wikipedia Sulfadimidine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL446



ACToR 57-68-1
Brenda 69579 3845
ChEBI 102265
ChemicalBook CB8116727
DrugBank DB01582
DrugCentral 2502
eMolecules 474320
EPA CompTox Dashboard DTXSID6021290
FDA SRS 48U51W007F
Human Metabolome Database HMDB0015522
IBM Patent System 8C10EFD6215DB8AEB751D1CA9550C825
KEGG Ligand C19530
LINCS LSM-5295
Mcule MCULE-7831442410
MolPort MolPort-000-887-465
Nikkaji J106.516E
NMRShiftDB 20208328
PharmGKB PA451542
PubChem 5327
PubChem: Thomson Pharma 14775220
Selleck sulfamethazine
SureChEMBL SCHEMBL151305
ZINC ZINC000000057494

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