tinlorafenib   Click here for help

GtoPdb Ligand ID: 12096

Synonyms: ARRY-461 | ARRY461 | PF-07284890 | PF07284890
PDB Ligand
Compound class: Synthetic organic
Comment: We obtained the chemical structure for tinlorafenib from the WHO's proposed INN list 127 (21 July 2022). In this document it was described as an antineoplastic. The INN indicates that it is a RAF kinase inhibitor. Further investigations revealed that tinlorafenib has the synonyms PF-07284890 and ARRY-461, that it inhibits BRAF and CRAF, and that it is orally bioavailable and able to cross the blood-brain barrier [1]. Formal name>structure and mechanism of action was disclosed in Ren et al. (2024) [2].
Click here for help

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.

✖

View interactive charts of activity data across species

tinlorafenib is commercially available from our sponsors

2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 101.47
Molecular weight 456.08
XLogP 4.21
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
Click here for help

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/)

✖
Canonical SMILES FCCCS(=O)(=O)Nc1ccc(c(c1Cl)Nc1ccc2c(c1C)c(=O)n(cn2)C)F
Isomeric SMILES Clc1c(ccc(c1Nc1c(c2c(=O)n(cnc2cc1)C)C)F)NS(=O)(=O)CCCF
InChI InChI=1S/C19H19ClF2N4O3S/c1-11-13(6-7-14-16(11)19(27)26(2)10-23-14)24-18-12(22)4-5-15(17(18)20)25-30(28,29)9-3-8-21/h4-7,10,24-25H,3,8-9H2,1-2H3
InChI Key VVLVISDSGRHLMB-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
International Nonproprietary Names Click here for help
INN number INN
12353 tinlorafenib
Synonyms Click here for help
ARRY-461 | ARRY461 | PF-07284890 | PF07284890
Database Links Click here for help
CAS Registry No. 2573781-75-4 (source: WHO INN record)
GtoPdb PubChem SID 472319218
PubChem CID 155434855
RCSB PDB Ligand A1AN9
Search Google for chemical match using the InChIKey VVLVISDSGRHLMB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VVLVISDSGRHLMB
Search PubMed clinical trials tinlorafenib
Search PubMed titles tinlorafenib
Search PubMed titles/abstracts tinlorafenib
UniChem Compound Search for chemical match using the InChIKey VVLVISDSGRHLMB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VVLVISDSGRHLMB-UHFFFAOYSA-N

Product suppliers

View disclaimer

Sponsored products disclaimer

Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

✖

MedChemExpress
Tinlorafenib (links to external site)
Cat. No. HY-147405