sulfabenzamide   Click here for help

GtoPdb Ligand ID: 12632

Approved drug PDB Ligand
sulfabenzamide is an approved drug (FDA (1945))
Compound class: Synthetic organic
Comment: Sulfabenzamide is a sulfonamide antibacterial compound. It inhibits the bacterial dihydropteroate synthase pathway which generates the folic acid that is essential for bacterial growth.

sulfabenzamide 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 5
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 97.64
Molecular weight 276.31
XLogP 0.08
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 C1=CC=C(C=C1)C(=O)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES C1=CC=C(C=C1)C(=O)NS(=O)(=O)C2=CC=C(C=C2)N
InChI InChI=1S/C13H12N2O3S/c14-11-6-8-12(9-7-11)19(17,18)15-13(16)10-4-2-1-3-5-10/h1-9H,14H2,(H,15,16)
InChI Key PBCZLFBEBARBBI-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 (1945)
IUPAC Name Click here for help
N-(4-aminophenyl)sulfonylbenzamide
International Nonproprietary Names Click here for help
INN number INN
3177 sulfabenzamide
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfabenzamide
Other databases
CAS Registry No. 127-71-9 (source: Scifinder)
ChEBI CHEBI:94677
ChEMBL Ligand CHEMBL1243
DrugCentral Ligand 3558
GtoPdb PubChem SID 479821422
PubChem CID 5319
RCSB PDB Ligand BS4
Search Google for chemical match using the InChIKey PBCZLFBEBARBBI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PBCZLFBEBARBBI
Search PubMed clinical trials sulfabenzamide
Search PubMed titles sulfabenzamide
Search PubMed titles/abstracts sulfabenzamide
UniChem Compound Search for chemical match using the InChIKey PBCZLFBEBARBBI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PBCZLFBEBARBBI-UHFFFAOYSA-N

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MedChemExpress
Sulfabenzamide (links to external site)
Cat. No. HY-B0960