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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL453
CHEMBL453
Compound Name SULFISOXAZOLE
ChEMBL Synonyms Sulphafurazole | SULFISOXAZOLE | SOSOL | NU-445 | Sulfafurazole | SULFALAR | SOXAZOLE | SULFISOXAZOLE DIOLAMINE | Eryzole | Neazolin | SULSOXIN | Pediazole | Entusil | GANTRISIN
Max Phase 4 (Approved)
Trade Names SOXAZOLE | SULFALAR | Sulfafurazole | GANTRISIN | SULFISOXAZOLE | Entusil | Neazolin | SOSOL | SULFISOXAZOLE DIOLAMINE | Sulphafurazole | SULSOXIN
Molecular Formula C11H13N3O3S

Additional synonyms for CHEMBL453 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C
Standard InChI InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3- ...
Download InChI
Standard InChI Key NHUHCSRWZMLRLA-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • 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


CHEMBL453

Molecule Features

CHEMBL453 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:Y Black Box:N Availability Type:Discontinued

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
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials

Clinical Data

ClinicalTrials.gov SULFISOXAZOLE
The Cochrane Collaboration SULFISOXAZOLE

Metabolites for CHEMBL453

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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 CHEMBL453. 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
CHEMBL252 Endothelin receptor ET-A Homo sapiens 1.000
CHEMBL4566 Endothelin receptor ET-A Rattus norvegicus 1.000
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 0.991
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.897
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.897
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.862
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.800
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.718
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.715
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.561
CHEMBL5815 C-C chemokine receptor type 9 Homo sapiens 0.557
CHEMBL1163125 Bromodomain-containing protein 4 Homo sapiens 0.411
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.401
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.363
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.272
CHEMBL2392 DNA polymerase beta Homo sapiens 0.246
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.242



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL252 Endothelin receptor ET-A Homo sapiens 1.000
CHEMBL4566 Endothelin receptor ET-A Rattus norvegicus 1.000
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 1.000
CHEMBL4631 Endothelin receptor ET-B Rattus norvegicus 1.000
CHEMBL1163125 Bromodomain-containing protein 4 Homo sapiens 0.982
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.824
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.781
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.774
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.770
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.721
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.538
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.534
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.515
CHEMBL5815 C-C chemokine receptor type 9 Homo sapiens 0.414
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.360
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.301

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
267.3 267.0678 1.67 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
4.83 1.52 1.01 -.55 2 18 0.82

Structural Alerts

There are 4 structural alerts for CHEMBL453. 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
J01EB05 - sulfafurazole

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AB - Sulfonamides
S01AB02 - sulfafurazole

ChemSpider ChemSpider:NHUHCSRWZMLRLA-UHFFFAOYSA-N
PubChem SID: 11112277 SID: 11113344 SID: 124882166 SID: 144203960 SID: 144206511 SID: 144209463 SID: 144213168 SID: 170464636 SID: 17389726 SID: 26751527 SID: 859862
Wikipedia Sulfafurazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL453



ACToR 127-69-5
BindingDB 50034452
Brenda 11591 57379
ChEBI 102484
DrugBank DB00263
DrugCentral 2529
eMolecules 511971
EPA CompTox Dashboard DTXSID6021292
FDA SRS 740T4C525W
Human Metabolome Database HMDB0014408
IBM Patent System B72B8A2D8AAD1F562694397411D6C904
KEGG Ligand C07318
LINCS LSM-3120
Mcule MCULE-3522661051
MolPort MolPort-000-422-016
NIH Clinical Collection SAM002554929
Nikkaji J4.409A
NMRShiftDB 77259
PharmGKB PA164748964
PubChem 5344
PubChem: Thomson Pharma 14848258
Selleck Sulfisoxazole
SureChEMBL SCHEMBL23467
ZINC ZINC000096006009

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