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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL62193
CHEMBL62193
Compound Name SULFADIMETHOXINE
ChEMBL Synonyms MADRIBON | SULFADIMETHOXINE | SULPHADIMETHOXINE | SULFADIMETHOXINE SODIUM
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names MADRIBON
Molecular Formula C12H14N4O4S

Additional synonyms for CHEMBL62193 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(NS(=O)(=O)c2ccc(N)cc2)nc(OC)n1
Standard InChI InChI=1S/C12H14N4O4S/c1-19-11-7-10(14-12(15-11)20-2)16-21(17 ...
Download InChI
Standard InChI Key ZZORFUFYDOWNEF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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  • Withdrawn Drugs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


CHEMBL62193

Molecule Features

CHEMBL62193 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First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

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 PubMed

Clinical Data

ClinicalTrials.gov SULFADIMETHOXINE
The Cochrane Collaboration SULFADIMETHOXINE

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 CHEMBL62193. 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
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.957
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.938
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.919
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 0.779
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.664
CHEMBL3457 Kynurenine 3-monooxygenase Rattus norvegicus 0.559
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.514
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.487
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.323
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.321
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.287
CHEMBL252 Endothelin receptor ET-A Homo sapiens 0.283
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.244



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 1.000
CHEMBL5695 Intestinal alkaline phosphatase Bos taurus 0.985
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.919
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.901
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.801
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 0.792
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.554
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.444
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.437
CHEMBL3457 Kynurenine 3-monooxygenase Rattus norvegicus 0.374
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.323
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.318
CHEMBL252 Endothelin receptor ET-A Homo sapiens 0.263
CHEMBL3108638 Transcription intermediary factor 1-alpha Homo sapiens 0.231

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
310.3 310.0736 0.88 5 116.43 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 8 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.21 3 .73 -1.22 2 21 0.79

Structural Alerts

There are 4 structural alerts for CHEMBL62193. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01ED - Long-acting sulfonamides
J01ED01 - sulfadimethoxine

ChemSpider ChemSpider:ZZORFUFYDOWNEF-UHFFFAOYSA-N
PubChem SID: 11112268 SID: 144203956 SID: 170465690 SID: 26747078 SID: 56424126 SID: 855993
Wikipedia Sulfadimethoxine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL62193



ACToR 122-11-2 1037-50-9
Brenda 23506
ChEBI 32161
ChemicalBook CB7333026
DrugBank DB06150
DrugCentral 2501
eMolecules 474304
EPA CompTox Dashboard DTXSID1023607
FDA SRS 30CPC5LDEX
Human Metabolome Database HMDB0015621
IBM Patent System 4EEA580AAE34DBEDC4B4D840A5B82357
LINCS LSM-5790
Mcule MCULE-5924558211
MolPort MolPort-001-018-216
Nikkaji J3.257C
PharmGKB PA165958357
PubChem 5323
PubChem: Thomson Pharma 14850012
Selleck sulphadimethoxine
SureChEMBL SCHEMBL93845
ZINC ZINC000013233295

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