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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL443
CHEMBL443
Compound Name SULFAMETHOXAZOLE
ChEMBL Synonyms RO 4-2130 | UROBAK | SULPHAMETHOXAZOLE | SULFAMETHOXAZOLE SODIUM | Sinomin | GANTANOL | GANTANOL-DS | Acetylsulfamethoxazole | Suphamethoxazole | SULFAMETHOXAZOLE
Max Phase 4 (Approved)
Trade Names GANTANOL-DS | Sinomin | Suphamethoxazole | Acetylsulfamethoxazole | GANTANOL | UROBAK | SULFAMETHOXAZOLE
Molecular Formula C10H11N3O3S

Additional synonyms for CHEMBL443 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1onc(NS(=O)(=O)c2ccc(N)cc2)c1
Standard InChI InChI=1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(1 ...
Download InChI
Standard InChI Key JLKIGFTWXXRPMT-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • Curated Drug Pharmacokinetic Data
  • 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


CHEMBL443

Molecule Features

CHEMBL443 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AbscessD000038EFO:0003030abscess3ClinicalTrials
Idiopathic Pulmonary FibrosisD054990EFO:0000768idiopathic pulmonary fibrosis3ClinicalTrials
Staphylococcal InfectionsD013203EFO:0005681Staphylococcus aureus infection3ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis3ClinicalTrials
Cystic FibrosisD003550Orphanet:586Cystic fibrosis2ClinicalTrials
InfectionD007239EFO:0000544infection2ClinicalTrials
Toxoplasmosis, OcularD014126EFO:0007399ocular toxoplasmosis3ClinicalTrials
LeukemiaD007938EFO:0000565leukemia1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease1ClinicalTrials
Lymphoma, AIDS-RelatedD016483EFO:1001365Lymphoma, AIDS-Related2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis2ClinicalTrials
Pneumonia, PneumocystisD011020EFO:0007448pneumocystosis2ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection4ClinicalTrials
FDA
MalariaD008288EFO:0001068malaria3ClinicalTrials
PyelonephritisD011704EFO:1001141pyelonephritis3ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials

Clinical Data

ClinicalTrials.gov SULFAMETHOXAZOLE
The Cochrane Collaboration SULFAMETHOXAZOLE

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 CHEMBL443. 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
CHEMBL1949 Cyclophilin A Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.997
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.996
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.994
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.991
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 0.987
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.974
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.945
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.941
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.909
CHEMBL5815 C-C chemokine receptor type 9 Homo sapiens 0.886
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.883
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.881
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.721
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.681
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.677
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.676
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.658



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5686 6-phospho-1-fructokinase Trypanosoma brucei 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.999
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.999
CHEMBL1949 Cyclophilin A Homo sapiens 0.996
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.995
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.995
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.984
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.961
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.949
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 0.916
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.902
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.869
CHEMBL5815 C-C chemokine receptor type 9 Homo sapiens 0.815
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.769
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.763
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.684
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.636
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.557
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.504
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.468

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
253.3 253.0521 1.37 3 98.22 ACID


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
5.81 1.39 .66 -.54 2 17 0.8

Structural Alerts

There are 4 structural alerts for CHEMBL443. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01EC - Intermediate-acting sulfonamides
J01EC01 - sulfamethoxazole

ChemSpider ChemSpider:JLKIGFTWXXRPMT-UHFFFAOYSA-N
DailyMed sulfamethoxazole
PubChem SID: 11112438 SID: 124882381 SID: 144204031 SID: 144207551 SID: 170464637 SID: 17388720 SID: 49734326 SID: 855654
Wikipedia Sulfamethoxazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL443



ACToR 129378-89-8
BindingDB 50029770
Brenda 2097 50294
ChEBI 9332
ChemicalBook CB6473303
DrugBank DB01015
DrugCentral 2514
eMolecules 511895
EPA CompTox Dashboard DTXSID8026064
FDA SRS JE42381TNV
Human Metabolome Database HMDB0015150
IBM Patent System 0FFE69D15575A622E40B44A39BB78A4E
KEGG Ligand C07315
LINCS LSM-5422
Mcule MCULE-1450176600
MolPort MolPort-000-145-787
NIH Clinical Collection SAM002554930
Nikkaji J4.525J
NMRShiftDB 20208059
PDBe 08D
PharmGKB PA451544
PubChem 5329
PubChem: Thomson Pharma 14798729
Selleck Sulfamethoxazole
SureChEMBL SCHEMBL3656
ZINC ZINC000000089763

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