zipalertinib   Click here for help

GtoPdb Ligand ID: 11889

Synonyms: CLN-081 | CLN081 | TAS-6417 | TAS6417
PDB Ligand
Compound class: Synthetic organic
Comment: The chemical structure for zipalertinib was revealed in WHO proposed INN list 126 (Jan 2022), in which it was described as a tyrosine kinase inhibitor and antineoplastic agent. Its SMILES matches it to the EGFR inhibitor TAS-6417 (now re-coded as CLN-081) [1] via PubChem. TAS-6417 was designed to selectively target EGFR with exon 20 insertion mutations, which are well defined drivers of non-small cell lung cancer. It is an orally available compound.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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 CDK toolkit. 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 4
Topological polar surface area 98.72
Molecular weight 396.17
XLogP 3.67
No. Lipinski's rules broken 0
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.

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Canonical SMILES C=CC(=O)N[C@H]1C=C(C)c2n(C1)c1ncnc(c1c2c1cnc2c(c1)cccc2)N
Isomeric SMILES Nc1ncnc2c1c(c1C(=C[C@@H](Cn21)NC(=O)C=C)C)c1cnc2ccccc2c1
InChI InChI=1S/C23H20N6O/c1-3-18(30)28-16-8-13(2)21-19(15-9-14-6-4-5-7-17(14)25-10-15)20-22(24)26-12-27-23(20)29(21)11-16/h3-10,12,16H,1,11H2,2H3,(H,28,30)(H2,24,26,27)/t16-/m0/s1
InChI Key MKCYPWYURWOKST-INIZCTEOSA-N
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
11972 zipalertinib
Synonyms Click here for help
CLN-081 | CLN081 | TAS-6417 | TAS6417
Database Links Click here for help
CAS Registry No. 1661854-97-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL4650281
GtoPdb PubChem SID 461663445
PubChem CID 117918742
RCSB PDB Ligand X9H
Search Google for chemical match using the InChIKey MKCYPWYURWOKST-INIZCTEOSA-N
Search Google for chemicals with the same backbone MKCYPWYURWOKST
Search PubMed clinical trials zipalertinib
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Search PubMed titles/abstracts zipalertinib
UniChem Compound Search for chemical match using the InChIKey MKCYPWYURWOKST-INIZCTEOSA-N
UniChem Connectivity Search for chemical match using the InChIKey MKCYPWYURWOKST-INIZCTEOSA-N