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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL419
CHEMBL419
Compound Name MAFENIDE
ChEMBL Synonyms MAFENIDE ACETATE | MAFENIDE HYDROCHLORIDE | MAFENIDE | 4-HOMOSULFANILAMIDE | SULFAMYLON
Max Phase 4 (Approved)
Trade Names SULFAMYLON | MAFENIDE ACETATE
Molecular Formula C7H10N2O2S

Additional synonyms for CHEMBL419 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NCc1ccc(cc1)S(=O)(=O)N
Standard InChI InChI=1S/C7H10N2O2S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-4H,5,8H ...
Download InChI
Standard InChI Key TYMRLRRVMHJFTF-UHFFFAOYSA-N

Sources

  • British National Formulary
  • 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


CHEMBL419

Molecule Features

CHEMBL419 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 FDA ISBN PubMed

Indications

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

Clinical Data

ClinicalTrials.gov MAFENIDE
The Cochrane Collaboration MAFENIDE

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 CHEMBL419. 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
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII 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
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL2283 Carbonic anhydrase II Bos taurus 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 1.000
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.999
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.999
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.998



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 1.000
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL2283 Carbonic anhydrase II Bos taurus 1.000
CHEMBL230 Cyclooxygenase-2 Homo sapiens 1.000
CHEMBL221 Cyclooxygenase-1 Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
186.2 186.0463 -0.21 2 86.18 BASE


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
10.16 8.52 -.38 -1.52 1 12 0.67

Structural Alerts

There are no structural alerts for CHEMBL419

Compound Cross References

ATC D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BA - Sulfonamides
D06BA03 - mafenide

ChemSpider ChemSpider:TYMRLRRVMHJFTF-UHFFFAOYSA-N
DailyMed mafenide acetate
PubChem SID: 11112297
Wikipedia Mafenide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL419



ACToR 138-39-6
BindingDB 10860
Brenda 197363 11632 33852 151962 3749 75657
ChEBI 6633
DrugBank DB06795
DrugCentral 1624
eMolecules 731055
EPA CompTox Dashboard DTXSID6047860
FDA SRS 58447S8P4L
IBM Patent System A459DD6C420635D356E6605C6A280728
KEGG Ligand C07106
LINCS LSM-5445
Mcule MCULE-1669556404
MolPort MolPort-000-421-594
Nikkaji J812E
PDBe 6LH
PubChem 3998
PubChem: Thomson Pharma 15322181
SureChEMBL SCHEMBL41628
ZINC ZINC000000001644

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