BAY-091   Click here for help

GtoPdb Ligand ID: 11793

Synonyms: BAY091 | compound 60 [PMID: 34699202]
PDB Ligand
Compound class: Synthetic organic
Comment: BAY-091 is an ATP-competitive inhibitor of the lipid modifying kinase phosphatidylinositol-5-phosphate 4-kinase type 2 alpha (PIP4K2A) [1]. It was designed to aid exploration of the role(s) played by PIP4K2A and -B in pathophysiological conditions such as cancer. BAY-091 directly interacts with PIP4K2A in cells, and inhibits downstream signalling. However, this mechanism failed to translate into the expected phamacodynamic effect of antiproliferative activity in p53-deficient tumour cells, but BAY-091 remains useful as a chemical probe for in vitro analysis of PIP4K2A function.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 98.9
Molecular weight 440.16
XLogP 2.7
No. Lipinski's rules broken 0
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Canonical SMILES CC[C@H](C(=O)O)Nc1c(C#N)c(nc2c1ccnc2)c1ccc(cc1)c1cccc(c1F)C
Isomeric SMILES C(#N)c1c(nc2cnccc2c1N[C@@H](C(=O)O)CC)c1ccc(cc1)c1c(c(ccc1)C)F
InChI InChI=1S/C26H21FN4O2/c1-3-21(26(32)33)30-25-19-11-12-29-14-22(19)31-24(20(25)13-28)17-9-7-16(8-10-17)18-6-4-5-15(2)23(18)27/h4-12,14,21H,3H2,1-2H3,(H,30,31)(H,32,33)/t21-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R)-2-[[3-cyano-2-[4-(2-fluoro-3-methylphenyl)phenyl]-1,7-naphthyridin-4-yl]amino]butanoic acid
Synonyms Click here for help
BAY091 | compound 60 [PMID: 34699202]
Database Links Click here for help
GtoPdb PubChem SID 458923828
PubChem CID 155884467
Search Google for chemical match using the InChIKey DVIVLYHDLNAXAT-OAQYLSRUSA-N
Search Google for chemicals with the same backbone DVIVLYHDLNAXAT
UniChem Compound Search for chemical match using the InChIKey DVIVLYHDLNAXAT-OAQYLSRUSA-N
UniChem Connectivity Search for chemical match using the InChIKey DVIVLYHDLNAXAT-OAQYLSRUSA-N