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.
2D Structure
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Physico-chemical Properties
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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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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
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