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Compound Detail

CHEMBL438

SULFAMERAZINE
💊 Approved Drug
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💊 Approved Drug
Cc1ccnc(NS(=O)(=O)c2ccc(N)cc2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL438
Name SULFAMERAZINE
Phase Approved
Structure Type MOL
InChI Key QPPBRPIAZZHUNT-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Mesulfa Methypyrimal NSC-27259 Sulfamerazina Sulfamerazine Sulfamerazine (trisulfapyrimidines) Sulfamerazine (trisulfapyrimidines) component of neotrizine Sulfamerazine (trisulfapyrimidines) component of terfonyl Sulfamerazine component of lantrisul Sulfamerazine component of neotrizine Sulfamerazine component of sulfaloid Sulfamerazine component of sulfonamides duplex +7 more
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
20
Publications
19
Known Names
1
Indications
1
Mechanisms

Molecular Properties

264.3
MW (Da)
1.17
ALogP
5
HBA
2
HBD
98.0
PSA (Ų)
0.81
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Withdrawn
Chirality Achiral

Routes of Administration

Oral

Flags

Withdrawn Natural Product
USAN Stem sulfa-

Extended Properties

Molecular Formula C11H12N4O2S
MW 264.31
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -1.71

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial dihydropteroate synthase inhibitor INHIBITOR Dihydropteroate synthase ✓ ✓

Indications

Bacterial Infections

ATC Classification

D06BA06
sulfamerazine
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
J01ED07
sulfamerazine
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 1 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 8.22 8.22 6.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 6.0 nM 8.22 Antiplasmodial activity against Plasmodium falciparum 3D7 infected in RBCs by fi... 20547797

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
22633120 10.1016/j.bmc.2012.04.060 Mycobacterium tuberculosis 2
17574307 10.1016/j.ejmech.2007.04.009 No relevant target 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
6864729 10.1021/jm00361a014 Escherichia coli 2
6864729 10.1021/jm00361a014 No relevant target 2
- 10.1007/s00044-008-9110-7 Escherichia coli 1
- 10.1007/s00044-008-9110-7 Bacillus cereus 1
- 10.1007/s00044-008-9110-7 Salmonella enteritidis 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1

Data from ChEMBL 36 via Core Engine