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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1539
CHEMBL1539
Compound Name SULFADOXINE
ChEMBL Synonyms Sulforthamidine | FANASIL | Sulphormethoxine | RO 4-4393 | SULFADOXINE | FANZIL
Max Phase 4 (Approved)
Trade Names FANASIL | Sulforthamidine | Sulphormethoxine | FANZIL
Molecular Formula C12H14N4O4S

Additional synonyms for CHEMBL1539 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ncnc(NS(=O)(=O)c2ccc(N)cc2)c1OC
Standard InChI InChI=1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17 ...
Download InChI
Standard InChI Key PJSFRIWCGOHTNF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1539

Molecule Features

CHEMBL1539 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
Dihydropteroate synthetase inhibitor Dihydropteroate synthetase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Malaria, VivaxD016780EFO:0007445Plasmodium vivax malaria3ClinicalTrials
MalariaD008288EFO:0001068malaria3ClinicalTrials
AnemiaD000740EFO:0004272anemia3ClinicalTrials
Malaria, FalciparumD016778EFO:0007444Plasmodium falciparum malaria3ClinicalTrials
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials

Clinical Data

ClinicalTrials.gov SULFADOXINE
The Cochrane Collaboration SULFADOXINE

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 CHEMBL1539. 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
CHEMBL4130 Endothelin receptor ET-A Sus scrofa 1.000
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 1.000
CHEMBL252 Endothelin receptor ET-A Homo sapiens 0.997
CHEMBL3267 PI3-kinase p110-gamma subunit Homo sapiens 0.996
CHEMBL5260 Serine/threonine-protein kinase TNNI3K Homo sapiens 0.995
CHEMBL3130 PI3-kinase p110-delta subunit Homo sapiens 0.741
CHEMBL4005 PI3-kinase p110-alpha subunit Homo sapiens 0.614
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 0.466



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4130 Endothelin receptor ET-A Sus scrofa 1.000
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 1.000
CHEMBL252 Endothelin receptor ET-A Homo sapiens 0.997
CHEMBL5260 Serine/threonine-protein kinase TNNI3K Homo sapiens 0.995
CHEMBL3267 PI3-kinase p110-gamma subunit Homo sapiens 0.977
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 0.659
CHEMBL3130 PI3-kinase p110-delta subunit Homo sapiens 0.638
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 0.342
CHEMBL4005 PI3-kinase p110-alpha subunit Homo sapiens 0.311

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
6.16 2.18 .46 -1.38 2 21 0.79

Structural Alerts

There are 4 structural alerts for CHEMBL1539. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:PJSFRIWCGOHTNF-UHFFFAOYSA-N
PubChem SID: 11112518 SID: 144204074 SID: 170464751 SID: 56463175
Wikipedia Sulfadoxine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1539



ACToR 2447-57-6
Brenda 76332 8489
ChEBI 9329
ChemicalBook CB8171942
DrugBank DB01299
DrugCentral 2503
eMolecules 511843
EPA CompTox Dashboard DTXSID6023608
FDA SRS 88463U4SM5
Human Metabolome Database HMDB0015413
IBM Patent System 1BCA530759D8DF74101DEA1648153EDA
KEGG Ligand C07630
LINCS LSM-5657
Mcule MCULE-4025355907
MolPort MolPort-003-850-341
Nikkaji J21.373J
PharmGKB PA451540
PubChem 17134
PubChem: Thomson Pharma 14776546
Selleck Sulfadoxine(Sulphadoxine)
SureChEMBL SCHEMBL41069
ZINC ZINC000000002094

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