MG-101   Click here for help

GtoPdb Ligand ID: 13381

Synonyms: MG101 | N-acetyl-L-leucyl-L-leucyl-L-norleucinal
PDB Ligand
Compound class: Peptide
Comment: MG-101 is a tripeptide, covalent inhibitor of cysteine proteases [1,4]. MG-101 has been examined for potential to inhibit endosome-dependent entry of RNA viruses into host cells, and for cross-reactivity with the SARS-CoV-2 Mpro (also a cysteine protease) [3,5-6].
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

MG-101 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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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 CCCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)C
Isomeric SMILES CCCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)C
InChI InChI=1S/C20H37N3O4/c1-7-8-9-16(12-24)22-19(26)18(11-14(4)5)23-20(27)17(10-13(2)3)21-15(6)25/h12-14,16-18H,7-11H2,1-6H3,(H,21,25)(H,22,26)(H,23,27)/t16-,17-,18-/m0/s1
InChI Key FMYKJLXRRQTBOR-BZSNNMDCSA-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. Donkor IO, Korukonda R. (2008)
Synthesis and calpain inhibitory activity of peptidomimetic compounds with constrained amino acids at the P2 position.
Bioorg Med Chem Lett, 18 (17): 4806-8. [PMID:18694642]
2. Falke S, Lieske J, Herrmann A, Loboda J, Karničar K, Günther S, Reinke PYA, Ewert W, Usenik A, Lindič N et al.. (2024)
Structural Elucidation and Antiviral Activity of Covalent Cathepsin L Inhibitors.
J Med Chem, 67 (9): 7048-7067. [PMID:38630165]
3. Haghir Ebrahim Abadi MH, Ghasemlou A, Bayani F, Sefidbakht Y, Vosough M, Mozaffari-Jovin S, Uversky VN. (2024)
AI-driven covalent drug design strategies targeting main protease (mpro) against SARS-CoV-2: structural insights and molecular mechanisms.
J Biomol Struct Dyn,: 1-29 [Epub ahead of print]. [PMID:38287509]
4. Mahajan V, Velez G, Sun YJ, Schaefer KA, Bassuk AG. (2021)
Compositions and methods for measuring and inhibiting calpain-5 activity.
Patent number: WO2021072196A1. Assignee: The Board Of Trustees Of The Leland Stanford Junior University. Priority date: 09/10/2020. Publication date: 15/04/2021.
5. Narayanan A, Narwal M, Majowicz SA, Varricchio C, Toner SA, Ballatore C, Brancale A, Murakami KS, Jose J. (2022)
Identification of SARS-CoV-2 inhibitors targeting Mpro and PLpro using in-cell-protease assay.
Commun Biol, 5 (1): 169. [PMID:35217718]
6. Yang WL, Li Q, Sun J, Huat Tan S, Tang YH, Zhao MM, Li YY, Cao X, Zhao JC, Yang JK. (2022)
Potential drug discovery for COVID-19 treatment targeting Cathepsin L using a deep learning-based strategy.
Comput Struct Biotechnol J, 20: 2442-2454. [PMID:35602976]