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sulfalene   Click here for help

GtoPdb Ligand ID: 10174

Synonyms: Kelfizine® | sulfamethopyrazine | sulfamethoxypyrazine | sulfametopyrazine
Antimalarial Ligand
Compound class: Synthetic organic
Comment: Sulfalene is a sulfonamide containing compound with antimalarial activity.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.

sulfalene 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 6
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 115.58
Molecular weight 280.06
XLogP 0.77
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 COc1nccnc1NS(=O)(=O)c1ccc(cc1)N
Isomeric SMILES COc1nccnc1NS(=O)(=O)c1ccc(cc1)N
InChI InChI=1S/C11H12N4O3S/c1-18-11-10(13-6-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)
InChI Key KXRZBTAEDBELFD-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
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
4-amino-N-(3-methoxypyrazin-2-yl)benzenesulfonamide
International Nonproprietary Names Click here for help
INN number INN
1209 sulfalene
Synonyms Click here for help
Kelfizine® | sulfamethopyrazine | sulfamethoxypyrazine | sulfametopyrazine
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfamethoxypyrazine
Other databases
CAS Registry No. 152-47-6 (source: Scifinder)
ChEBI CHEBI:32162
ChEMBL Ligand CHEMBL1525826
DrugBank Ligand DB00664
DrugCentral Ligand 2517
GtoPdb PubChem SID 381118884
PubChem CID 9047
Search Google for chemical match using the InChIKey KXRZBTAEDBELFD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KXRZBTAEDBELFD
Search PubMed clinical trials sulfalene
Search PubMed titles sulfalene
Search PubMed titles/abstracts sulfalene
UniChem Compound Search for chemical match using the InChIKey KXRZBTAEDBELFD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey KXRZBTAEDBELFD-UHFFFAOYSA-N

Product suppliers

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MedChemExpress
Sulfalene (links to external site)
Cat. No. HY-A0130