silevertinib   Click here for help

GtoPdb Ligand ID: 13371

Synonyms: BDTX 1535 | BDTX-1535 | BDTX1535 | Compound No. 37 [WO2021030711]
Compound class: Synthetic organic
Comment: BDTX-1535 is a brain-penetrant EGFR inhibitor. The chemical structure is claimed in Black Diamond Therapeutics' patent WO2021030711A1 [1]. BDTX-1535 is proposed to mitigate tumour resistance to the EGFRT790M mutant selective inhibitor osimertinib [2], as it is active against a range of osimertinib-acquired and uncommon resistance variants, and amplified wild-type EGFR. Its efficacy againts EGFR exon 20 insertions is unreported. As it can cross the blood-brain barrier BDTX-1535 has potential to treat NSCLC metastases in the brain.
The chemical structure of BDTX-1535 is identical to that for the INN silevertinib (proposed list 132, Feb. 2025).
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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

silevertinib is commercially available from our sponsors

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 8
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 81.56
Molecular weight 561.05
XLogP 0.77
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 CN1C[C@H]2C[C@@]2(C#CC3=C(C=C4C(=C3)N=CN=C4NC5=C(C(=CC=C5)Cl)F)NC(=O)/C=C/CN6CCOCC6)C1
Isomeric SMILES CN1C[C@H]2C[C@]2(C1)C#CC3=CC4=C(C=C3NC(=O)/C=C/CN5CCOCC5)C(=NC=N4)NC6=C(C(=CC=C6)Cl)F
InChI InChI=1S/C30H30ClFN6O2/c1-37-17-21-16-30(21,18-37)8-7-20-14-26-22(29(34-19-33-26)36-24-5-2-4-23(31)28(24)32)15-25(20)35-27(39)6-3-9-38-10-12-40-13-11-38/h2-6,14-15,19,21H,9-13,16-18H2,1H3,(H,35,39)(H,33,34,36)/b6-3+/t21-,30+/m1/s1
InChI Key LMOVDLRMIRLIJF-TUVXKDNKSA-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
(E)-N-[4-(3-chloro-2-fluoroanilino)-7-[2-[(1R,5S)-3-methyl-3-azabicyclo[3.1.0]hexan-1-yl]ethynyl]quinazolin-6-yl]-4-morpholin-4-ylbut-2-enamide
International Nonproprietary Names Click here for help
INN number INN
13382 silevertinib
Synonyms Click here for help
BDTX 1535 | BDTX-1535 | BDTX1535 | Compound No. 37 [WO2021030711]
Database Links Click here for help
CAS Registry No. 2607829-38-7 (source: WHO INN record)
GtoPdb PubChem SID 496703341
PubChem CID 156071569
Search Google for chemical match using the InChIKey LMOVDLRMIRLIJF-TUVXKDNKSA-N
Search Google for chemicals with the same backbone LMOVDLRMIRLIJF
Search PubMed clinical trials silevertinib
Search PubMed titles silevertinib
Search PubMed titles/abstracts silevertinib
UniChem Compound Search for chemical match using the InChIKey LMOVDLRMIRLIJF-TUVXKDNKSA-N
UniChem Connectivity Search for chemical match using the InChIKey LMOVDLRMIRLIJF-TUVXKDNKSA-N

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MedChemExpress
BDTX-1535 (links to external site)
Cat. No. HY-153268