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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1191
CHEMBL1191
Compound Name SULFAMETHIZOLE
ChEMBL Synonyms UROLUCOSIL | MICROSUL | Methazol | PROKLAR | THIOSULFIL | Sulphamethylthiadiazole | SULPHAMETHIZOLE | Tetracid | SULFAMETHIZOLE
Max Phase 4 (Approved)
Trade Names Sulphamethylthiadiazole | THIOSULFIL | Tetracid | UROLUCOSIL | Methazol | PROKLAR | MICROSUL
Molecular Formula C9H10N4O2S2

Additional synonyms for CHEMBL1191 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1nnc(NS(=O)(=O)c2ccc(N)cc2)s1
Standard InChI InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(1 ...
Download InChI
Standard InChI Key VACCAVUAMIDAGB-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1191

Molecule Features

CHEMBL1191 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 KEGG PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials

Clinical Data

ClinicalTrials.gov SULFAMETHIZOLE
The Cochrane Collaboration SULFAMETHIZOLE

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 CHEMBL1191. 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
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.996
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.994
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.994
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.993
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.982
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 0.928
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.909
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.884
CHEMBL3457 Kynurenine 3-monooxygenase Rattus norvegicus 0.836
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.699
CHEMBL3267 PI3-kinase p110-gamma subunit Homo sapiens 0.555



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.998
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.991
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.990
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.978
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.949
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.938
CHEMBL5695 Intestinal alkaline phosphatase Bos taurus 0.937
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.922
CHEMBL3457 Kynurenine 3-monooxygenase Rattus norvegicus 0.822
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.804
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.658
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.535

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
270.3 270.0245 1.23 3 97.97 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.51 2.07 .52 -1.16 2 17 0.82

Structural Alerts

There are 4 structural alerts for CHEMBL1191. To view alerts please click here.

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B05 - BLOOD SUBSTITUTES AND PERFUSION SOLUTIONS
B05C - IRRIGATING SOLUTIONS
B05CA - Antiinfectives
B05CA04 - sulfamethizole

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01EB - Short-acting sulfonamides
J01EB02 - sulfamethizole

D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BA - Sulfonamides
D06BA04 - sulfamethizole

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AB - Sulfonamides
S01AB01 - sulfamethizole

ChemSpider ChemSpider:VACCAVUAMIDAGB-UHFFFAOYSA-N
PubChem SID: 11112301 SID: 144203976 SID: 144208233 SID: 170465369 SID: 17389528 SID: 856011
Wikipedia Sulfamethizole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1191



ACToR 144-82-1
BindingDB 50295558
Brenda 38417
ChEBI 9331
DrugBank DB00576
DrugCentral 2512
eMolecules 511883
EPA CompTox Dashboard DTXSID5023615
FDA SRS 25W8454H16
Human Metabolome Database HMDB0014715
IBM Patent System FA469D40784831F8E52643A1DD0B3D38
KEGG Ligand C08050
LINCS LSM-5455
Mcule MCULE-8287230974
MolPort MolPort-000-876-475
Nikkaji J4.419I
PharmGKB PA164781307
PubChem 5328
PubChem: Thomson Pharma 14750528
Selleck Sulfamethizole(Proklar)
SureChEMBL SCHEMBL26453
ZINC ZINC000000057493

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