ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1109
CHEMBL1109
Compound Name SULFAPHENAZOLE
ChEMBL Synonyms SULFAFENAZOL | SULFABID | SULPHAPHENAZOLE | ORISULF | Sulfaphenazole
Max Phase 4 (Approved)
Trade Names SULFABID | ORISULF
Molecular Formula C15H14N4O2S

Additional synonyms for CHEMBL1109 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ccc(cc1)S(=O)(=O)Nc2ccnn2c3ccccc3
Standard InChI InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10- ...
Download InChI
Standard InChI Key QWCJHSGMANYXCW-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • DrugMatrix
  • FDA Approval Packages
  • GSK Tuberculosis Screening
  • 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


CHEMBL1109

Molecule Features

CHEMBL1109 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 PubMed

Clinical Data

ClinicalTrials.gov SULFAPHENAZOLE
The Cochrane Collaboration SULFAPHENAZOLE

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 CHEMBL1109. 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
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.996
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.913
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.906
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.895
CHEMBL2392 DNA polymerase beta Homo sapiens 0.780
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.742
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.677
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.631
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.597
CHEMBL4561 Neuropeptide Y receptor type 5 Homo sapiens 0.495
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.388
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.367
CHEMBL5514 Huntingtin Homo sapiens 0.294
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.240



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.977
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.965
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.893
CHEMBL5514 Huntingtin Homo sapiens 0.733
CHEMBL3721 Cytochrome P450 2C8 Homo sapiens 0.663
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.643
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.637
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.560
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.494
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.413
CHEMBL2392 DNA polymerase beta Homo sapiens 0.312
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.311
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.304
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.300

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
314.4 314.0837 2.26 4 90.01 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
6.47 1.79 1.39 .84 3 22 0.72

Structural Alerts

There are 4 structural alerts for CHEMBL1109. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AB - Sulfonamides
S01AB05 - sulfafenazol

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01ED - Long-acting sulfonamides
J01ED08 - sulfaphenazole

ChemSpider ChemSpider:QWCJHSGMANYXCW-UHFFFAOYSA-N
PubChem SID: 11111774 SID: 11111775 SID: 144203813 SID: 170465185 SID: 26732624 SID: 26747662 SID: 46500353 SID: 50106998
Wikipedia Sulfaphenazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1109



ACToR 526-08-9
BindingDB 50090677
Brenda 16724
ChEBI 77780
DrugBank DB06729
DrugCentral 2523
eMolecules 594162
EPA CompTox Dashboard DTXSID2044131
FDA SRS 0J8L4V3F81
Human Metabolome Database HMDB0015667
IBM Patent System 2172610505639751F4A9945DD891DBBD
LINCS LSM-5279
Mcule MCULE-5658431414
MolPort MolPort-002-070-488
Nikkaji J2.062A
PharmGKB PA130231310
PubChem 5335
PubChem: Thomson Pharma 14850216
SureChEMBL SCHEMBL122040
ZINC ZINC000000057490

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