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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL439
CHEMBL439
Compound Name SULFADIAZINE
ChEMBL Synonyms FLAMAZINE | FLAMMACERIUM | SSD AF | COCO-DIAZINE | SULFADIAZINE | SILDAFLO | Thermazene | SILVER SULFADIAZINE | SSD | Sildaflo | THERMAZENE | Adiazine | SULFADIAZINE (TRISULFAPYRIMIDINES) | SULFADIAZINE, SILVER | Silvadene | SULFADIAZINE SILVER | SULFADIAZINE SODIUM | SULFACOMBIN | SULPHADIAZINE | Sulfapyrimidine | Sulfolex | SILVADENE | Diazyl
Max Phase 4 (Approved)
Trade Names SILDAFLO | THERMAZENE | Adiazine | Sulfapyrimidine | Sulfolex | SULFADIAZINE SODIUM | SILVADENE | Diazyl | FLAMAZINE | FLAMMACERIUM | Sulphadiazine | SSD AF | COCO-DIAZINE | SULFADIAZINE
Molecular Formula C10H10N4O2S

Additional synonyms for CHEMBL439 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ccc(cc1)S(=O)(=O)Nc2ncccn2
Standard InChI InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1 ...
Download InChI
Standard InChI Key SEEPANYCNGTZFQ-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


CHEMBL439

Molecule Features

CHEMBL439 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:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Toxoplasmosis, CerebralD016781EFO:0007200cerebral toxoplasmosis2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials
Toxoplasmosis, OcularD014126EFO:0007399ocular toxoplasmosis3ClinicalTrials
InfectionD007239EFO:0000544infection1ClinicalTrials
Toxoplasmosis, CongenitalD014125EFO:0007220congenital toxoplasmosis3ClinicalTrials

Clinical Data

ClinicalTrials.gov SULFADIAZINE
The Cochrane Collaboration SULFADIAZINE

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 CHEMBL439. 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 0.998
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.997
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.992
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.992
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 0.974
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.925
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.904
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.896
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 0.896
CHEMBL5815 C-C chemokine receptor type 9 Homo sapiens 0.804
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.594
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.411
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.351



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.996
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.995
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.988
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.986
CHEMBL4296 Sodium channel protein type IX alpha subunit Homo sapiens 0.948
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.888
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.881
CHEMBL5815 C-C chemokine receptor type 9 Homo sapiens 0.847
CHEMBL1980 Sodium channel protein type V alpha subunit Homo sapiens 0.705
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.627
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 0.606
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.554
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.508
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.420

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
250.3 250.0524 0.86 3 97.97 NEUTRAL


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
6.81 1.57 -.07 -.8 2 17 0.79

Structural Alerts

There are 4 structural alerts for CHEMBL439. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BA - Sulfonamides
D06BA51 - silver sulfadiazine, combinations

D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BA - Sulfonamides
D06BA01 - silver sulfadiazine

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01EC - Intermediate-acting sulfonamides
J01EC02 - sulfadiazine

ChemSpider ChemSpider:SEEPANYCNGTZFQ-UHFFFAOYSA-N
DailyMed silver sulfadiazine sulfadiazine
PubChem SID: 11112193 SID: 144203911 SID: 855872
Wikipedia Sulfadiazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL439



ACToR 141582-64-1 68-35-9
BindingDB 50166571
Brenda 3097
ChEBI 9328
ChemicalBook CB4166214
DrugBank DB00359
DrugCentral 2500
eMolecules 474308
EPA CompTox Dashboard DTXSID7044130
FDA SRS 0N7609K889
Human Metabolome Database HMDB0014503
IBM Patent System 02BF0FE1142D49F924F296B0247077C9
KEGG Ligand C07658
LINCS LSM-5457
Mcule MCULE-4577338719
MolPort MolPort-000-629-738
Nikkaji J1.418D
PharmGKB PA451539
PubChem 5215
PubChem: Thomson Pharma 14749834
Selleck Sulfadiazine
SureChEMBL SCHEMBL24176
ZINC ZINC000000120319

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