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BMS-986458   Click here for help

GtoPdb Ligand ID: 13838

Compound class: Synthetic organic
Comment: BMS-986458 is an orally bioavailable bifunctional degrader molecule that is designed to target the BCL6 transcription factor in B-cell lymphomas [1]. It promotes CRL4CRBN E3 ubiquitin ligase-dependent dagradation of the BCL6 protein. The chemical structure was disclosed during the 'First Time disclosures' session at the ACS Spring 2025 meeting in San Diego. This matches one of the compounds claimed in patent WO2023212147A1 [2].
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 12
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 134.1
Molecular weight 628.13
XLogP 0.73
No. Lipinski's rules broken 2

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 C[C@@H]1CN(CC[C@H]1NC2=CC3=C(C=C2)C(=NN3C)C4CCC(=O)NC4=O)C5=NC(=C(C=N5)Cl)NC6=CC=C7C(=C6)CC(=O)N7C
Isomeric SMILES C[C@@H]1CN(CC[C@H]1NC2=CC3=C(C=C2)C(=NN3C)C4CCC(=O)NC4=O)C5=NC=C(Cl)C(NC6=CC7=C(C=C6)N(C)C(=O)C7)=N5
InChI InChI=1S/C32H34ClN9O3/c1-17-16-42(32-34-15-23(33)30(38-32)36-19-5-8-25-18(12-19)13-28(44)40(25)2)11-10-24(17)35-20-4-6-21-26(14-20)41(3)39-29(21)22-7-9-27(43)37-31(22)45/h4-6,8,12,14-15,17,22,24,35H,7,9-11,13,16H2,1-3H3,(H,34,36,38)(H,37,43,45)/t17-,22?,24-/m1/s1
InChI Key JALIPZPFONOAJA-ZKGBLMBJSA-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
3-[6-[[(3R,4R)-1-[5-chloro-4-[(1-methyl-2-oxo-3H-indol-5-yl)amino]pyrimidin-2-yl]-3-methylpiperidin-4-yl]amino]-1-methylindazol-3-yl]piperidine-2,6-dione
Database Links Click here for help
GtoPdb PubChem SID 513757523
PubChem CID 169265594
Search Google for chemical match using the InChIKey JALIPZPFONOAJA-ZKGBLMBJSA-N
Search Google for chemicals with the same backbone JALIPZPFONOAJA
UniChem Compound Search for chemical match using the InChIKey JALIPZPFONOAJA-ZKGBLMBJSA-N
UniChem Connectivity Search for chemical match using the InChIKey JALIPZPFONOAJA-ZKGBLMBJSA-N