sulfapyridine   Click here for help

GtoPdb Ligand ID: 12698

Synonyms: Dagenan® | M&B 693 | sulphapyridine
Approved drug PDB Ligand
sulfapyridine is an approved drug (FDA (1939))
Compound class: Synthetic organic
Comment: Sulfapyridine is a sulfonamide compound that was used clinically as an antibacterial agent but is now used principally as an anti-inflammatory drug.

sulfapyridine 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 3
Topological polar surface area 92.93
Molecular weight 249.29
XLogP -0.61
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(=NC=C1)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)
InChI Key GECHUMIMRBOMGK-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 (1939)
IUPAC Name Click here for help
4-amino-N-pyridin-2-ylbenzenesulfonamide
International Nonproprietary Names Click here for help
INN number INN
4165 sulfapyridine
Synonyms Click here for help
Dagenan® | M&B 693 | sulphapyridine
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfapyridine
Other databases
CAS Registry No. 144-83-2 (source: Scifinder)
ChEBI CHEBI:132842
ChEMBL Ligand CHEMBL700
DrugBank Ligand DB00891
DrugCentral Ligand 2524
GtoPdb PubChem SID 483123246
PubChem CID 5336
RCSB PDB Ligand SFY
Search Google for chemical match using the InChIKey GECHUMIMRBOMGK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GECHUMIMRBOMGK
Search PubMed clinical trials sulfapyridine
Search PubMed titles sulfapyridine
Search PubMed titles/abstracts sulfapyridine
UniChem Compound Search for chemical match using the InChIKey GECHUMIMRBOMGK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GECHUMIMRBOMGK-UHFFFAOYSA-N
Wikipedia Sulfapyridine

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MedChemExpress
Sulfapyridine (links to external site)
Cat. No. HY-B0212
Sulfapyridine (Standard) (links to external site)
Cat. No. HY-B0212R