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sulfacetamide   Click here for help

GtoPdb Ligand ID: 12633

Synonyms: Bleph-10® | Klaron® | sulphacetamide
Approved drug
sulfacetamide is an approved drug (FDA (1945))
Compound class: Synthetic organic
Comment: Sulfacetamide is a sulfonamide antibacterial compound that has been in clinical use since the 1940s [3]. It inhibits the bacterial dihydropteroate synthase pathway which generates the folic acid that is essential for bacterial growth.

sulfacetamide 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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Click here for structure editor
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 5
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 97.64
Molecular weight 214.24
XLogP -0.99
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 CC(=O)NS(=O)(=O)C1=CC=C(C=C1)N
Isomeric SMILES CC(=O)NS(=O)(=O)C1=CC=C(C=C1)N
InChI InChI=1S/C8H10N2O3S/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11)
InChI Key SKIVFJLNDNKQPD-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. US FDA (1945)
IUPAC Name Click here for help
N-(4-aminophenyl)sulfonylacetamide
International Nonproprietary Names Click here for help
INN number INN
122 sulfacetamide
Synonyms Click here for help
Bleph-10® | Klaron® | sulphacetamide
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfacetamide
Other databases
CAS Registry No. 144-80-9 (source: Scifinder)
ChEBI CHEBI:63845
ChEMBL Ligand CHEMBL455
DrugBank Ligand DB00634
DrugCentral Ligand 2497
GtoPdb PubChem SID 479821423
PubChem CID 5320
Search Google for chemical match using the InChIKey SKIVFJLNDNKQPD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SKIVFJLNDNKQPD
Search PubMed clinical trials sulfacetamide
Search PubMed titles sulfacetamide
Search PubMed titles/abstracts sulfacetamide
UniChem Compound Search for chemical match using the InChIKey SKIVFJLNDNKQPD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SKIVFJLNDNKQPD-UHFFFAOYSA-N
Wikipedia Sulfacetamide

Product suppliers

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Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

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MedChemExpress
Sulfacetamide (links to external site)
Cat. No. HY-N7123
Sulfacetamide (Standard) (links to external site)
Cat. No. HY-N7123R