IPA-3   Click here for help

GtoPdb Ligand ID: 8940

Synonyms: IPA3
Compound class: Synthetic organic
Comment: IPA-3 is a cell-permeable, non-ATP-competitive (allosteric), selective inhibitor of p21 protein (Cdc42/Rac)-activated kinase 1 (PAK1) [1]. IPA-3 binds covalently to the autoregulatory domain of PAK1, preventing its activation by Cdc42 [2]. Its redox activity makes it a poor experimental tool.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 91.06
Molecular weight 350.04
XLogP 6.19
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc2c(c1SSc1c(O)ccc3c1cccc3)cccc2
Isomeric SMILES Oc1ccc2c(c1SSc1c(O)ccc3c1cccc3)cccc2
InChI InChI=1S/C20H14O2S2/c21-17-11-9-13-5-1-3-7-15(13)19(17)23-24-20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H
InChI Key RFAXLXKIAKIUDT-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-(2-hydroxynaphthalen-1-yl)disulfanylnaphthalen-2-ol
Synonyms Click here for help
IPA3
Database Links Click here for help
CAS Registry No. 42521-82-4 (source: PubChem)
ChEMBL Ligand CHEMBL472940
GtoPdb PubChem SID 310264721
PubChem CID 521106
Search Google for chemical match using the InChIKey RFAXLXKIAKIUDT-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey RFAXLXKIAKIUDT-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RFAXLXKIAKIUDT-UHFFFAOYSA-N

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Tocris
IPA 3
Cat. No. 3622