ubavitinib   Click here for help

GtoPdb Ligand ID: 12703

Synonyms: AZD-3229 | AZD3229
PDB Ligand
Compound class: Synthetic organic
Comment: AZD3229 is a lead dual KIT/PDGFRα inhibitor [1]. It was designed for potential to treat gastrointestinal stromal tumours driven by mutations in KIT or platelet-derived growth factor α (PDGFRα).
The chemical structure of AZD3229 is identical to that for the INN ubavitinib (proposed list 132, Feb. 2025).

ubavitinib 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 10
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 112.27
Molecular weight 479.51
XLogP 0.35
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 CC(C)C1=CN(CC(=O)NC2=CC=C(C=C2)NC3=C4C(=CC(=CC4=NC=N3)OCCOC)F)N=N1
Isomeric SMILES FC1=C2C(N=CN=C2NC3=CC=C(NC(CN4C=C(C(C)C)N=N4)=O)C=C3)=CC(OCCOC)=C1
InChI InChI=1S/C24H26FN7O3/c1-15(2)21-12-32(31-30-21)13-22(33)28-16-4-6-17(7-5-16)29-24-23-19(25)10-18(35-9-8-34-3)11-20(23)26-14-27-24/h4-7,10-12,14-15H,8-9,13H2,1-3H3,(H,28,33)(H,26,27,29)
InChI Key FLJOFQUXYAWOPE-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
IUPAC Name Click here for help
N-[4-[[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]amino]phenyl]-2-(4-propan-2-yltriazol-1-yl)acetamide
International Nonproprietary Names Click here for help
INN number INN
13338 ubavitinib
Synonyms Click here for help
AZD-3229 | AZD3229
Database Links Click here for help
BindingDB Ligand 50459416
CAS Registry No. 2248003-60-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL4216473
GtoPdb PubChem SID 483123251
PubChem CID 134814269
RCSB PDB Ligand F8H
Search Google for chemical match using the InChIKey FLJOFQUXYAWOPE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FLJOFQUXYAWOPE
Search PubMed clinical trials ubavitinib
Search PubMed titles ubavitinib
Search PubMed titles/abstracts ubavitinib
UniChem Compound Search for chemical match using the InChIKey FLJOFQUXYAWOPE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey FLJOFQUXYAWOPE-UHFFFAOYSA-N

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MedChemExpress
AZD3229 (links to external site)
Cat. No. HY-112802