sulfisoxazole   Click here for help

GtoPdb Ligand ID: 12700

Synonyms: Gantrisin® | NU-445 | sulfafurazole | sulphafurazole
Approved drug
sulfisoxazole is an approved drug (FDA (1948))
Compound class: Synthetic organic
Comment: Sulfisoxazole (sulfafurazole) is a sulfonamide antibacterial compound [4-5].

sulfisoxazole 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 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 102.16
Molecular weight 267.31
XLogP 0.55
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=C(NS(=O)(=O)C2=CC=C(C=C2)N)ON=C1C
Isomeric SMILES CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N
InChI InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3
InChI Key NHUHCSRWZMLRLA-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 (1948)
IUPAC Name Click here for help
4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
International Nonproprietary Names Click here for help
INN number INN
4177 sulfafurazole
Synonyms Click here for help
Gantrisin® | NU-445 | sulfafurazole | sulphafurazole
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfisoxazole
Other databases
BindingDB Ligand 50034452
CAS Registry No. 127-69-5 (source: Scifinder)
ChEBI CHEBI:102484
ChEMBL Ligand CHEMBL453
DrugBank Ligand DB00263
DrugCentral Ligand 2529
GtoPdb PubChem SID 483123248
PubChem CID 5344
Search Google for chemical match using the InChIKey NHUHCSRWZMLRLA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NHUHCSRWZMLRLA
Search PubMed clinical trials sulfafurazole
Search PubMed titles sulfafurazole
Search PubMed titles/abstracts sulfafurazole
UniChem Compound Search for chemical match using the InChIKey NHUHCSRWZMLRLA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NHUHCSRWZMLRLA-UHFFFAOYSA-N

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MedChemExpress
Sulfisoxazole (links to external site)
Cat. No. HY-B0323