MRT-2359   Click here for help

GtoPdb Ligand ID: 12629

Synonyms: MRT2359
Compound class: Synthetic organic
Comment: MRT-2359 is a GSPT1 (a.k.a. eRF3a)-targeting molecular glue degrader. It uses a cereblon (CRBN) binding moiety to induce degradation of the translation termination factor GSPT1 (GSPT1; P15170), This mechanism produces an anti-proliferative effect on cancer cells. MRT-2359's chemical structure was disclosed during the 'First Disclosures of New Drug Candidates' session at the April 2023 (Orlando) meeting of the AACR.
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 9
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 114.04
Molecular weight 495.38
XLogP 0.86
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=C(C=C2C(=C1)CN(C3CCC(=O)NC3=O)C2=O)COC(=O)NC4=CC(=CC=C4F)OC(F)(F)F
Isomeric SMILES FC1=CC=C(OC(F)(F)F)C=C1NC(=O)OCC2=CC3=C(CN(C4CCC(=O)NC4=O)C3=O)C=C2
InChI InChI=1S/C22H17F4N3O6/c23-15-4-3-13(35-22(24,25)26)8-16(15)27-21(33)34-10-11-1-2-12-9-29(20(32)14(12)7-11)17-5-6-18(30)28-19(17)31/h1-4,7-8,17H,5-6,9-10H2,(H,27,33)(H,28,30,31)
InChI Key HNTGMIGBGVFOBT-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 PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
[2-(2,6-dioxopiperidin-3-yl)-3-oxo-1H-isoindol-5-yl]methyl N-[2-fluoro-5-(trifluoromethoxy)phenyl]carbamate
Synonyms Click here for help
MRT2359
Database Links Click here for help
GtoPdb PubChem SID 479821419
PubChem CID 164584214
Search Google for chemical match using the InChIKey HNTGMIGBGVFOBT-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HNTGMIGBGVFOBT
UniChem Compound Search for chemical match using the InChIKey HNTGMIGBGVFOBT-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HNTGMIGBGVFOBT-UHFFFAOYSA-N