tersolisib   Click here for help

GtoPdb Ligand ID: 12903

Synonyms: STX-478 | STX478
PDB Ligand
Compound class: Synthetic organic
Comment: STX-478 (formerly ST-814; Scorpion Therapeutics) is an oral, CNS-penetrant PI3Kα allosteric inhibitor, that is intended for treatment of cancers with oncogenic PI3Kα mutations (e.g. H1047X substitutions).
The chemical structure shown here was revealed during the First Time Disclosures session at the ACS meeting in September 2023, and we picked it up from Drug Hunter. The discovery of STX-478 (including its structure) was formally disclosed in a Cancer Discovery article by Buckbinder et al. (2023) [1].
The chemical structure of STX-478 is identical to that for the INN tersolisib (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

tersolisib 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 7
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 101.1
Molecular weight 401.29
XLogP 0.73
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=C([C@H](C(F)(F)F)NC(=O)NC2=CN=C(N)N=C2)OC3=C1C=C(C=C3F)F
Isomeric SMILES CC1=C(OC2=C1C=C(F)C=C2F)[C@@H](NC(=O)NC3=CN=C(N)N=C3)C(F)(F)F
InChI InChI=1S/C16H12F5N5O2/c1-6-9-2-7(17)3-10(18)12(9)28-11(6)13(16(19,20)21)26-15(27)25-8-4-23-14(22)24-5-8/h2-5,13H,1H3,(H2,22,23,24)(H2,25,26,27)/t13-/m1/s1
InChI Key LGPNQALKGDDVBD-CYBMUJFWSA-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
1-(2-aminopyrimidin-5-yl)-3-[(1R)-1-(5,7-difluoro-3-methyl-1-benzofuran-2-yl)-2,2,2-trifluoroethyl]urea
International Nonproprietary Names Click here for help
INN number INN
13445 tersolisib
Synonyms Click here for help
STX-478 | STX478
Database Links Click here for help
CAS Registry No. 2883540-92-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL5421037
GtoPdb PubChem SID 485206024
PubChem CID 166532451
RCSB PDB Ligand ZWE
Search Google for chemical match using the InChIKey LGPNQALKGDDVBD-CYBMUJFWSA-N
Search Google for chemicals with the same backbone LGPNQALKGDDVBD
Search PubMed clinical trials tersolisib
Search PubMed titles tersolisib
Search PubMed titles/abstracts tersolisib
UniChem Compound Search for chemical match using the InChIKey LGPNQALKGDDVBD-CYBMUJFWSA-N
UniChem Connectivity Search for chemical match using the InChIKey LGPNQALKGDDVBD-CYBMUJFWSA-N

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MedChemExpress
STX-478 (links to external site)
Cat. No. HY-156681