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enozertinib   Click here for help

GtoPdb Ligand ID: 13744

Synonyms: example 57 [US11466000B2]
Compound class: Synthetic organic
Comment: Enozertinib is the INN for an epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor that is claimed in Voronoi Inc. patent US11466000B2 (as example 57) [1]. Voronoi have two EGFR inhibitors listed on their development pipeline page (VRN07 and VRN11), but without a name to structure declaration we cannot be sure which one wil be aligned with this INN.
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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Click here for structure editor
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 11
Topological polar surface area 97.27
Molecular weight 660.76
XLogP 2.07
No. Lipinski's rules broken 1

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=CC(=O)NC1=C(C=C(C(=C1)NC2=NC=NC(=C2)N3[C@]([H])(CCO3)C4=CC(=CC(=C4)F)F)OC)N5CCC(CC5)N6CCN(CC6)C7CC7
Isomeric SMILES [H][C@@]1(CCON1C2=CC(NC3=CC(NC(=O)C=C)=C(C=C3OC)N4CCC(CC4)N5CCN(CC5)C6CC6)=NC=N2)C7=CC(F)=CC(F)=C7
InChI InChI=1S/C35H42F2N8O3/c1-3-35(46)41-28-19-29(40-33-21-34(39-22-38-33)45-30(8-15-48-45)23-16-24(36)18-25(37)17-23)32(47-2)20-31(28)44-9-6-27(7-10-44)43-13-11-42(12-14-43)26-4-5-26/h3,16-22,26-27,30H,1,4-15H2,2H3,(H,41,46)(H,38,39,40)/t30-/m1/s1
InChI Key NNDXFTMFJKUUQA-SSEXGKCCSA-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/)
Bioactivity Comments
Antiproliferative activity of enozertinib (example 57) against Ba/F3 NSCLC cells harbouring various EGFR mutations and the HER2 Exon 20 insertion mutation is provided in the patent [1], however no data quantifying direct inhibitor potency against enzyme tyrosine kinase activity is included. The compound inhibits growth of the cell lines with GI50 <50 nM.