GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

GSK484   Click here for help

GtoPdb Ligand ID: 13705

Synonyms: GSK-484 | MMV-1793192 | MMV1793192
Antimalarial Ligand
Compound class: Synthetic organic
Comment: This GSK484 (MMV1793192) is an orally bioavailable compound with antimalarial activity [2]. The chemical structure was presented during the 2024 EFMC-ISMC and ACS (Rome) meeting's First Time Disclosures session. It is one of the structures claimed in patent WO2023094305A1 [1]. GSK484 is intended for the treatment of uncomplicated malaria with potential for resistance management. The compound was awarded MMV Project of the Year (2021).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
2D Structure
Click here for help

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.

✖
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help

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/)

✖
Canonical SMILES C1CC(C1)(CNC(=O)C2=CC=C(C=C2)C3=NC(=CN=C3)C4=CC(=CN=C4)F)N
Isomeric SMILES NC1(CNC(=O)C2=CC=C(C=C2)C3=CN=CC(=N3)C4=CC(F)=CN=C4)CCC1
InChI InChI=1S/C21H20FN5O/c22-17-8-16(9-24-10-17)19-12-25-11-18(27-19)14-2-4-15(5-3-14)20(28)26-13-21(23)6-1-7-21/h2-5,8-12H,1,6-7,13,23H2,(H,26,28)
InChI Key KBWALKPJRNYOBZ-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/)
References
1. Fernandez-Molina J. (2023)
Preparation of pyrazine compounds useful in the treatment of parasitic protozoal infection.
Patent number: WO2023094305A1. Assignee: GlaxoSmithKline. Priority date: 21/11/2022. Publication date: 01/06/2023.
2. Siqueira-Neto JL, Wicht KJ, Chibale K, Burrows JN, Fidock DA, Winzeler EA. (2023)
Antimalarial drug discovery: progress and approaches.
Nat Rev Drug Discov, 22 (10): 807-826. [PMID:37652975]