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E7820   Click here for help

GtoPdb Ligand ID: 14234

Synonyms: E-7820
PDB Ligand
Compound class: Synthetic organic
Comment: E7820 was initially reported as an integrin α2 inhibitor [1,3-4]. It has subsequently been identified to act as a molecular glue class degrader that promotes proteasome-dependent degradation of the splicing factor RBM39 by the DCAF15 cullin RING ligase complex CRL4DCAF15 [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 6
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 114.16
Molecular weight 336.37
XLogP 0.65
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 CC1=CC=C(C2=C1C(=CN2)C#N)NS(=O)(=O)C3=CC(=CC=C3)C#N
Isomeric SMILES CC1=C2C(=CNC2=C(C=C1)NS(=O)(=O)C3=CC=CC(=C3)C#N)C#N
InChI InChI=1S/C17H12N4O2S/c1-11-5-6-15(17-16(11)13(9-19)10-20-17)21-24(22,23)14-4-2-3-12(7-14)8-18/h2-7,10,20-21H,1H3
InChI Key LWGUASZLXHYWIV-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
IUPAC Name Click here for help
3-cyano-N-(3-cyano-4-methyl-1H-indol-7-yl)benzenesulfonamide
Synonyms Click here for help
E-7820
Database Links Click here for help
ChEMBL Ligand CHEMBL4297376
DrugBank Ligand DB12505
GtoPdb PubChem SID 521588874
PubChem CID 196970
RCSB PDB Ligand O6M
Search Google for chemical match using the InChIKey LWGUASZLXHYWIV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LWGUASZLXHYWIV
UniChem Compound Search for chemical match using the InChIKey LWGUASZLXHYWIV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LWGUASZLXHYWIV-UHFFFAOYSA-N