SULFAMETHOXAZOLE

Search structure
Trade Names:
Synonyms:
Status: Approved (1973)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J01EC01
UNII: JE42381TNV

Structure
InChI Key JLKIGFTWXXRPMT-UHFFFAOYSA-N
Smile Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1
InChI
InChI=1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H11N3O3S
Molecular Weight 253.28
AlogP 1.37
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 98.22
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 17.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 0.89 - EXP
Henry's Law Constant 6.42E-13 atm-m3/mole EST
Atmospheric OH Rate Constant 2.00E-10 cm3/molecule-sec EST
Melting Point 167 deg C EXP
Water Solubility 610 mg/L EXP
Vapor Pressure 6.93E-08 mm Hg EST

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial dihydropteroate synthase inhibitor PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - -
Enzyme Oxidoreductase
- 100 - - -
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- - 577 10 -
Enzyme Transferase
- 4700 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Endothelin receptor
- 4000-4000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 104

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pyelonephritis 3 D011704 ClinicalTrials
Idiopathic Pulmonary Fibrosis 3 D054990 ClinicalTrials
Malaria 3 D008288 ClinicalTrials
Abscess 3 D000038 ClinicalTrials
Pneumonia 3 D011014 ClinicalTrials
Staphylococcal Infections 3 D013203 ClinicalTrials
Toxoplasmosis, Ocular 3 D014126 ClinicalTrials
Tuberculosis 3 D014376 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Sepsis 3 D018805 ClinicalTrials
Measles 3 D008457 ClinicalTrials
Lymphoma, AIDS-Related 2 D016483 ClinicalTrials
Cystic Fibrosis 2 D003550 ClinicalTrials
Eczema 2 D004485 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Dermatitis, Atopic 2 D003876 ClinicalTrials
Granulomatosis with Polyangiitis 1 D014890 ClinicalTrials
Kidney Diseases 1 D007674 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Leukemia, Biphenotypic, Acute 1 D015456 ClinicalTrials
Brain Neoplasms 1 D001932 ClinicalTrials
Astrocytoma 1 D001254 ClinicalTrials
Osteomyelitis 0 D010019 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
Mixture
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
20.0
Psychiatric disorders
14.29
Vascular disorders
11.43
Gastrointestinal disorders
8.57
General disorders and administration site conditions
8.57
Infections and infestations
8.57
Cardiac disorders
5.71
Immune system disorders
5.71
Respiratory, thoracic and mediastinal disorders
5.71
Blood and lymphatic system disorders
2.86
Ear and labyrinth disorders
2.86
Renal and urinary disorders
2.86
Skin and subcutaneous tissue disorders
2.86

Cross References

Resources Reference
CAS NUMBER 723-46-6
ChEBI 9332
ChEMBL CHEMBL443
DrugBank DB01015
DrugCentral 2514
EPA CompTox DTXSID8026064
FDA SRS JE42381TNV
Human Metabolome Database HMDB0015150
Guide to Pharmacology 10933
KEGG C07315
PDB 08D
PharmGKB PA451544
PubChem 5329
SureChEMBL SCHEMBL3656
ZINC ZINC000000089763
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