PLX-4545   Click here for help

GtoPdb Ligand ID: 13574

Synonyms: compound 10 [WO2023283425A1] | PLX4545
Compound class: Synthetic organic
Comment: PLX-4545 is an orally bioavailable molecular glue degrader of the T cell transcription factor IKZF2 (Helios; IKZF2; Q9UKS7). It promotes selective cereblon-mediated degradation of IKZF2 with the intention of enhancing T cell-mediated anti-tumour immune responses. The chemical structure of PLX-4545 was revealed during the First-Time Disclosures session at the ACS Fall 2024 meeting (Denver, Colorado). This matches compound 10 as claimed in Plexium's patent WO2023283425A1 [1].
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 7
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 78.95
Molecular weight 473.56
XLogP 1.77
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 C1=CC=C(C=C1)C2CN(C2)[C@H]3CCCC[C@@H]3OC4=CC=C5C(=C4)CN([C@H]6CCC(=O)NC6=O)C5=O
Isomeric SMILES C1CC[C@@H]([C@H](C1)N2CC(C2)C3=CC=CC=C3)OC4=CC5=C(C=C4)C(=O)N(C5)[C@H]6CCC(=O)NC6=O
InChI InChI=1S/C28H31N3O4/c32-26-13-12-24(27(33)29-26)31-17-19-14-21(10-11-22(19)28(31)34)35-25-9-5-4-8-23(25)30-15-20(16-30)18-6-2-1-3-7-18/h1-3,6-7,10-11,14,20,23-25H,4-5,8-9,12-13,15-17H2,(H,29,32,33)/t23-,24-,25-/m0/s1
InChI Key DQYZQRGRHXEYPT-SDHOMARFSA-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. Yang P, Bailey S. (2023)
Aryl compounds and pharmaceutical compositions that modulate ikzf2.
Patent number: WO2023283425A1. Assignee: Plexium, Inc.. Priority date: 08/07/2022. Publication date: 12/01/2023.