LLC0424   Click here for help

GtoPdb Ligand ID: 13380

Synonyms: compound 10l [PMID: 38687638] | LLC-0424
Compound class: Synthetic organic
Comment: LLC0424 is a PROTAC degrader of the histone methyltransferase and oncology therapeutic target, nuclear receptor binding SET domain protein 2 (NSD2) [2]. The parental NSD2 targeting ligand (UNC6934) of the PROTAC binds to the protein's PWWP1 (chromatin binding) domain (Kd 91 nM) [1]. The cereblon E3 ligase is recruited by a thalidomide moiety.

LLC0424 is commercially available from our sponsors

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
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 16
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 203.63
Molecular weight 823.85
XLogP -0.23
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
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 C1=C(C=CC(=C1)C(=O)NC2=CC=C(C=C2)C(=O)NC3CCN(CC3)C4=CC=C5C(=C4)C(=O)N(C6CCC(=O)NC6=O)C5=O)CN(C7CC7)C(=O)C8=CC=C9C(=C8)OCC(=O)N9
Isomeric SMILES C1(CC1)N(C(=O)C=2C=CC3=C(OCC(N3)=O)C2)CC4=CC=C(C=C4)C(NC5=CC=C(C=C5)C(NC6CCN(CC6)C=7C=C8C(N(C(C8=CC7)=O)C9C(NC(CC9)=O)=O)=O)=O)=O
InChI InChI=1S/C45H41N7O9/c53-38-16-15-36(42(57)49-38)52-44(59)33-13-12-32(22-34(33)45(52)60)50-19-17-30(18-20-50)47-41(56)27-5-8-29(9-6-27)46-40(55)26-3-1-25(2-4-26)23-51(31-10-11-31)43(58)28-7-14-35-37(21-28)61-24-39(54)48-35/h1-9,12-14,21-22,30-31,36H,10-11,15-20,23-24H2,(H,46,55)(H,47,56)(H,48,54)(H,49,53,57)
InChI Key OHRABUZLZFHHEJ-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
N-Cyclopropyl-N-(4-((4-((1-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-5-yl)piperidin-4-yl)carbamoyl)phenyl)carbamoyl)benzyl)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carboxamide
Synonyms Click here for help
compound 10l [PMID: 38687638] | LLC-0424
Database Links Click here for help
GtoPdb PubChem SID 496703350
PubChem CID 171663346
Search Google for chemical match using the InChIKey OHRABUZLZFHHEJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OHRABUZLZFHHEJ
UniChem Compound Search for chemical match using the InChIKey OHRABUZLZFHHEJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OHRABUZLZFHHEJ-UHFFFAOYSA-N

Product suppliers

View disclaimer

Sponsored products disclaimer

Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

✖

MedChemExpress
LLC0424 (links to external site)
Cat. No. HY-161574