sulfamethizole   Click here for help

GtoPdb Ligand ID: 12683

Synonyms: Rufol® | sulphamethizole | Thiosulfil®
Approved drug
sulfamethizole is an approved drug (FDA (1953))
Compound class: Synthetic organic
Comment: Sulfamethizole is an orally available sulfonamide antibacterial compound.

sulfamethizole is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 130.59
Molecular weight 270.33
XLogP 0.48
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CC1=NN=C(NS(=O)(=O)C2=CC=C(C=C2)N)S1
Isomeric SMILES CC1=NN=C(S1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)
InChI Key VACCAVUAMIDAGB-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. FDA (1953)
IUPAC Name Click here for help
4-Amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide
International Nonproprietary Names Click here for help
INN number INN
529 sulfamethizole
Synonyms Click here for help
Rufol® | sulphamethizole | Thiosulfil®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfamethizole
Other databases
CAS Registry No. 144-82-1 (source: Scifinder)
ChEBI CHEBI:9331
ChEMBL Ligand CHEMBL1191
DrugBank Ligand DB00576
DrugCentral Ligand 2512
GtoPdb PubChem SID 483123231
PubChem CID 5328
Search Google for chemical match using the InChIKey VACCAVUAMIDAGB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VACCAVUAMIDAGB
Search PubMed clinical trials sulfamethizole
Search PubMed titles sulfamethizole
Search PubMed titles/abstracts sulfamethizole
UniChem Compound Search for chemical match using the InChIKey VACCAVUAMIDAGB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VACCAVUAMIDAGB-UHFFFAOYSA-N

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MedChemExpress
Sulfamethizole (links to external site)
Cat. No. HY-B0333
Sulfamethizole (Standard) (links to external site)
Cat. No. HY-B0333R