Molecule Details
InChIKeyJLKIGFTWXXRPMT-UHFFFAOYSA-N
Compound NameSulfamethoxazole
Canonical SMILESCc1cc(NS(=O)(=O)c2ccc(N)cc2)no1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)3
Pfam Stratification Cross-Family
Avg pChEMBL7.08
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB01015
Drug NameSulfamethoxazole
CAS Number723-46-6
Groups approved investigational
ATC Codes J04AM08 J01EE01 G01AE10 J01EC01
DescriptionSulfamethoxazole is a bacteriostatic sulfonamide antibiotic that interferes with folic acid synthesis in susceptible bacteria.[L11830] It is generally given in combination with [trimethoprim], which inhibits a sequential step in bacterial folic acid synthesis - these agents work synergistically to b...

Categories: Agents Causing Muscle Toxicity Agents causing hyperkalemia Amines Aniline Compounds Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antibiotics for Pneumocystis Pneumonia Antiinfectives for Systemic Use Antimycobacterials BSEP/ABCB11 Inhibitors BSEP/ABCB11 Substrates Benzene Derivatives Benzenesulfonamides Blood Glucose Lowering Agents Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs causing inadvertant photosensitivity Drugs for Treatment of Tuberculosis Drugs that are Mainly Renally Excreted Genito Urinary System and Sex Hormones Gynecological Antiinfectives and Antiseptics Hypoglycemia-Associated Agents Intermediate-Acting Antibacterial Sulfonamides Methemoglobinemia Associated Agents Photosensitizing Agents Potential QTc-Prolonging Agents QTc Prolonging Agents Sulfanilamides Sulfonamide Antibacterial Sulfonamides Sulfonamides and trimethoprim Sulfones Sulfur Compounds
Cross-references: BindingDB: 50029770 ChEBI: 9332 CHEMBL443 ChemSpider: 5138 Drugs Product Database (DPD): 8174 C07315 D00447 PDB: 08D PharmGKB: PA451544 PubChem:5329 PubChem:46508111 RxCUI: 10180 Therapeutic Targets Database: DNC001393 Wikipedia: Sulfamethoxazole ZINC: ZINC000000089763
Target Activities (3)
Target Gene Organism Category Pfam pChEMBL Type Source
P04585 gag-pol Human immunodeficiency virus type 1 group M subtype B (isolate HXB2) Pathogen PF00540 PF19317 PF00552 PF02022 PF00075 PF00665 PF00077 PF00078 PF06815 PF06817 PF00098 7.1 Kd BindingDB
Q72874 pol Human immunodeficiency virus type 1 Pathogen PF00077 7.1 Kd ChEMBL
P16184 Pneumocystis carinii Pathogen PF00186 7.0 IC50 ChEMBL;BindingDB
DrugBank Target Actions (8)
Target Gene Target Name Action Type
P02768 ALB Albumin substrate carriers
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P11245 P11245 Arylamine N-acetyltransferase 2 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P18440 P18440 Arylamine N-acetyltransferase 1 substrate enzymes
P0AC13 P0AC13 Dihydropteroate synthase antagonist targets
O95342 ABCB11 Bile salt export pump inhibitor transporters