foretinib   Click here for help

GtoPdb Ligand ID: 5679

Synonyms: EXEL-2880 | GSK 1363089G | GSK1363089 | XL 880
PDB Ligand
Compound class: Synthetic organic
Comment: Foretinib is a small molecule ATP-competitive inhibitor principally of the protein kinases c-Met (HGFR) and vascular endothelial growth factor receptor 2 (VEGFR2, aka KDR) [4].
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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

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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 7
Hydrogen bond donors 2
Rotatable bonds 14
Topological polar surface area 111.25
Molecular weight 632.24
XLogP 4.55
No. Lipinski's rules broken 1
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 COc1cc2c(ccnc2cc1OCCCN1CCOCC1)Oc1ccc(cc1F)NC(=O)C1(CC1)C(=O)Nc1ccc(cc1)F
Isomeric SMILES COc1cc2c(ccnc2cc1OCCCN1CCOCC1)Oc1ccc(cc1F)NC(=O)C1(CC1)C(=O)Nc1ccc(cc1)F
InChI InChI=1S/C34H34F2N4O6/c1-43-30-20-25-27(21-31(30)45-16-2-13-40-14-17-44-18-15-40)37-12-9-28(25)46-29-8-7-24(19-26(29)36)39-33(42)34(10-11-34)32(41)38-23-5-3-22(35)4-6-23/h3-9,12,19-21H,2,10-11,13-18H2,1H3,(H,38,41)(H,39,42)
InChI Key CXQHYVUVSFXTMY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-N'-[3-fluoro-4-({6-methoxy-7-[3-(morpholin-4-yl)propoxy]quinolin-4-yl}oxy)phenyl]-1-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide
International Nonproprietary Names Click here for help
INN number INN
9202 foretinib
Synonyms Click here for help
EXEL-2880 | GSK 1363089G | GSK1363089 | XL 880
Database Links Click here for help
CAS Registry No. 849217-64-7
ChEMBL Ligand CHEMBL1230609
GtoPdb PubChem SID 178102306
PubChem CID 42642645
RCSB PDB Ligand 88Z
Search Google for chemical match using the InChIKey CXQHYVUVSFXTMY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CXQHYVUVSFXTMY
Search PubMed clinical trials foretinib
Search PubMed titles foretinib
Search PubMed titles/abstracts foretinib
SynPHARM 81202 (in complex with MET proto-oncogene, receptor tyrosine kinase)
79050 (in complex with MET proto-oncogene, receptor tyrosine kinase)
UniChem Compound Search for chemical match using the InChIKey CXQHYVUVSFXTMY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CXQHYVUVSFXTMY-UHFFFAOYSA-N
Wikipedia Foretinib

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Tocris
GSK 1363089 (links to external site)
Cat. No. 6056