pazopanib   Click here for help

GtoPdb Ligand ID: 5698

Synonyms: GW 786034 | indazolylpyrimidine 13 [4] | Votrient®
Approved drug
pazopanib is an approved drug (FDA (2009), EMA (2010))
Compound class: Synthetic organic
Comment: Pazopanib is a Type-1 kinase inhibitor. Its discovery is reported in [5]. It targets multiple receptor tyrosine kinases (VEGFR1, VEGFR2, VEGFR3, PDGFRβ, FGFR1, Kit and CSF1R).
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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

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: pazopanib

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 8
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 127.41
Molecular weight 437.16
XLogP 3.34
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 CN(c1ccc2c(c1)nn(c2C)C)c1ccnc(n1)Nc1ccc(c(c1)S(=O)(=O)N)C
Isomeric SMILES CN(c1ccc2c(c1)nn(c2C)C)c1ccnc(n1)Nc1ccc(c(c1)S(=O)(=O)N)C
InChI InChI=1S/C21H23N7O2S/c1-13-5-6-15(11-19(13)31(22,29)30)24-21-23-10-9-20(25-21)27(3)16-7-8-17-14(2)28(4)26-18(17)12-16/h5-12H,1-4H3,(H2,22,29,30)(H,23,24,25)
InChI Key CUIHSIWYWATEQL-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2009), EMA (2010))
IUPAC Name Click here for help
5-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzene-1-sulfonamide
International Nonproprietary Names Click here for help
INN number INN
8681 pazopanib
Synonyms Click here for help
GW 786034 | indazolylpyrimidine 13 [4] | Votrient®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9616920
Reactome Reaction Reactome logo R-HSA-9693978, R-HSA-2029992, R-HSA-2077424, R-HSA-9674427, R-HSA-9674093
Other databases
CAS Registry No. 444731-52-6
ChEMBL Ligand CHEMBL477772
DrugCentral Ligand 4118
GtoPdb PubChem SID 178102325
PubChem CID 10113978
Search Google for chemical match using the InChIKey CUIHSIWYWATEQL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CUIHSIWYWATEQL
Search PubMed clinical trials pazopanib
Search PubMed titles pazopanib
Search PubMed titles/abstracts pazopanib
UniChem Compound Search for chemical match using the InChIKey CUIHSIWYWATEQL-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CUIHSIWYWATEQL-UHFFFAOYSA-N
Wikipedia Pazopanib