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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1043
CHEMBL1043
Compound Name DAPSONE
ChEMBL Synonyms DIAMINODIPHENYLSULFONE | Diaphenylsulfone | ACZONE | DAPSONE
Max Phase 4 (Approved)
Trade Names DAPSONE | ACZONE
Molecular Formula C12H12N2O2S

Additional synonyms for CHEMBL1043 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ccc(cc1)S(=O)(=O)c2ccc(N)cc2
Standard InChI InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(1 ...
Download InChI
Standard InChI Key MQJKPEGWNLWLTK-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL1043

Molecule Features

CHEMBL1043 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:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dihydropteroate synthase 1 inhibitor Dihydropteroate synthase 1 ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Idiopathic Pulmonary FibrosisD054990EFO:0000768idiopathic pulmonary fibrosis2ClinicalTrials
RosaceaD012393EFO:1000760rosacea2ClinicalTrials
Skin Diseases, VesiculobullousD012872EFO:1000673bullous skin disease1ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
MalariaD008288EFO:0001068malaria3ClinicalTrials
Purpura, Thrombocytopenic, IdiopathicD016553EFO:0007160autoimmune thrombocytopenic purpura3ClinicalTrials
SarcoidosisD012507Orphanet:797Sarcoidosis2ClinicalTrials
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
PemphigusD010392EFO:0004719pemphigus vulgaris2ClinicalTrials
Malaria, FalciparumD016778EFO:0007444Plasmodium falciparum malaria3ClinicalTrials
Malaria, VivaxD016780EFO:0007445Plasmodium vivax malaria3ClinicalTrials

Clinical Data

ClinicalTrials.gov DAPSONE
The Cochrane Collaboration DAPSONE

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 CHEMBL1043. 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
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.994
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.981
CHEMBL5517 Secreted frizzled-related protein 1 Homo sapiens 0.975
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.934
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.926
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.902
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.855
CHEMBL4393 Matrix metalloproteinase 12 Homo sapiens 0.810
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.756
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.722
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.669
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.617
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.574
CHEMBL2487 Beta amyloid A4 protein Homo sapiens 0.529
CHEMBL2366517 Protease Human immunodeficiency virus 1 0.497
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.492
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.346
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.336
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.314



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.992
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.983
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.978
CHEMBL5517 Secreted frizzled-related protein 1 Homo sapiens 0.971
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.947
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.925
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 0.899
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.824
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.820
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.717
CHEMBL4393 Matrix metalloproteinase 12 Homo sapiens 0.716
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.615
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.603
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.572
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.557
CHEMBL2487 Beta amyloid A4 protein Homo sapiens 0.533
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.470
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.441
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.441

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
248.3 248.0619 1.68 2 86.18 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 1.24 .99 .99 2 17 0.79

Structural Alerts

There are 3 structural alerts for CHEMBL1043. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J04 - ANTIMYCOBACTERIALS
J04B - DRUGS FOR TREATMENT OF LEPRA
J04BA - Drugs for treatment of lepra
J04BA02 - dapsone

D - DERMATOLOGICALS
D10 - ANTI-ACNE PREPARATIONS
D10A - ANTI-ACNE PREPARATIONS FOR TOPICAL USE
D10AX - Other anti-acne preparations for topical use
D10AX05 - dapsone

ChemSpider ChemSpider:MQJKPEGWNLWLTK-UHFFFAOYSA-N
DailyMed dapsone
PubChem SID: 11112211 SID: 124882059 SID: 144203922 SID: 144208545 SID: 144210875 SID: 170464895 SID: 17389950 SID: 26747072 SID: 49718182 SID: 855979
Wikipedia Dapsone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1043



ACToR 80-08-0
BindingDB 50029764
Brenda 25832 3721 91595 44033
ChEBI 4325
ChemicalBook CB0152851
DrugBank DB00250
DrugCentral 782
eMolecules 17392619 498059
EPA CompTox Dashboard DTXSID4020371
FDA SRS 8W5C518302
Human Metabolome Database HMDB0014395
IBM Patent System 682B09ECB35031F9754F234AC8993F30
KEGG Ligand C07666
LINCS LSM-5714
Mcule MCULE-7294380437
MolPort MolPort-001-780-172
NIH Clinical Collection SAM002554879
Nikkaji J4.247A
PharmGKB PA449211
PubChem 2955
PubChem: Drugs of the Future 24714727
PubChem: Thomson Pharma 15196656
SureChEMBL SCHEMBL21428
ZINC ZINC000000006310

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