ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL21
CHEMBL21
Compound Name SULFANILAMIDE
ChEMBL Synonyms SULFANILAMIDE
Max Phase 4 (Approved)
Trade Names SULFANILAMIDE
Molecular Formula C6H8N2O2S

Additional synonyms for CHEMBL21 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ccc(cc1)S(=O)(=O)N
Standard InChI InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2, ...
Download InChI
Standard InChI Key FDDDEECHVMSUSB-UHFFFAOYSA-N

Sources

  • 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


CHEMBL21

Molecule Features

CHEMBL21 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:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial dihydropteroate synthase inhibitor Bacterial dihydropteroate synthase PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov SULFANILAMIDE
The Cochrane Collaboration SULFANILAMIDE

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 CHEMBL21. 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
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 1.000
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 1.000
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 1.000
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 1.000
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.999



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 1.000
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 1.000
CHEMBL221 Cyclooxygenase-1 Homo sapiens 1.000
CHEMBL2283 Carbonic anhydrase II Bos taurus 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
172.2 172.0306 -0.08 1 86.18 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 4 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.1 1.85 -.67 -.67 1 11 0.58

Structural Alerts

There are 3 structural alerts for CHEMBL21. 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
J01EB06 - sulfanilamide

D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BA - Sulfonamides
D06BA05 - sulfanilamide

ChemSpider ChemSpider:FDDDEECHVMSUSB-UHFFFAOYSA-N
DailyMed sulfanilamide
PubChem SID: 11112170 SID: 144203902 SID: 144208529 SID: 144213653 SID: 170464653 SID: 17389527 SID: 47193670
Wikipedia Sulfanilamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL21



ACToR 63-74-1 102489-34-9
BindingDB 10857
Brenda 75654 14624 25096 108364 1096 42531 2606
ChEBI 45373
ChemicalBook CB6212562
DrugBank DB00259
DrugCentral 2521
eMolecules 474316
EPA CompTox Dashboard DTXSID4023622
FDA SRS 21240MF57M
Human Metabolome Database HMDB0014404
IBM Patent System B5D4EDA7AAD0BA996A724F27D0C1449B
KEGG Ligand C07458
LINCS LSM-6524
Mcule MCULE-8746683155
MolPort MolPort-000-871-476
Nikkaji J4.829A
NMRShiftDB 10008876
PDBe SAN
PharmGKB PA451545
PubChem 5333 129828936
PubChem: Thomson Pharma 14748191
Selleck Sulfanilamide
SureChEMBL SCHEMBL740
ZINC ZINC000000002101

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