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IAG933   Click here for help

GtoPdb Ligand ID: 13367

Synonyms: IAG-933 | NVP-IAG933
PDB Ligand
Compound class: Synthetic organic
Comment: IAG933 is a small molecule that inhibits the protein-protein interaction (PPI) between YAP/TAZ and TEAD [1], as a route to inhibit oncogenic activation of the Hippo pathway [2]. IAG933 binds with high-affinity to the TEAD pocket (of all TEAD paralogs) that participates in formation of the YAP/TAZ-TEAD PPI.

IAG933 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 8
Topological polar surface area 92.18
Molecular weight 529.96
XLogP 1.27
No. Lipinski's rules broken 1

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 CNC(=O)C1=CN=C(C(=C1C2=C3C[C@](C4=CC=CC=C4)([C@@H]5CCCN5)OC3=CC(=C2Cl)F)F)OCCO
Isomeric SMILES CNC(=O)C1=CN=C(C(=C1C2=C3C[C@@](OC3=CC(=C2Cl)F)([C@@H]4CCCN4)C5=CC=CC=C5)F)OCCO
InChI InChI=1S/C27H26ClF2N3O4/c1-31-25(35)17-14-33-26(36-11-10-34)24(30)22(17)21-16-13-27(20-8-5-9-32-20,15-6-3-2-4-7-15)37-19(16)12-18(29)23(21)28/h2-4,6-7,12,14,20,32,34H,5,8-11,13H2,1H3,(H,31,35)/t20-,27-/m0/s1
InChI Key HUVOYQMXUNTUAI-DCFHFQCYSA-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
4-[(2S)-5-chloro-6-fluoro-2-phenyl-2-[(2S)-pyrrolidin-2-yl]-3H-1-benzofuran-4-yl]-5-fluoro-6-(2-hydroxyethoxy)-N-methylpyridine-3-carboxamide
Synonyms Click here for help
IAG-933 | NVP-IAG933
Database Links Click here for help
CAS Registry No. 2714434-21-4 (source: PubChem)
GtoPdb PubChem SID 496703337
PubChem CID 156855755
RCSB PDB Ligand WCF
Search Google for chemical match using the InChIKey HUVOYQMXUNTUAI-DCFHFQCYSA-N
Search Google for chemicals with the same backbone HUVOYQMXUNTUAI
UniChem Compound Search for chemical match using the InChIKey HUVOYQMXUNTUAI-DCFHFQCYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HUVOYQMXUNTUAI-DCFHFQCYSA-N

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MedChemExpress
IAG933 (links to external site)
Cat. No. HY-153811