BAY-297   Click here for help

GtoPdb Ligand ID: 11794

Synonyms: BAY297 | compound 58 [PMID: 34699202]
PDB Ligand
Compound class: Synthetic organic
Comment: BAY-297 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-297 and BAY-091 were reported from the same study that used high-throughput screening and SAR optimisation to identify small molecule PIP4K2A inhibitors.
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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 104.69
Molecular weight 459.13
XLogP 4.53
No. Lipinski's rules broken 0
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Canonical SMILES CC[C@H](C(=O)N)Nc1c(C#N)c(nc2c1ccnc2)c1ccc(cc1)c1cccc(c1F)Cl
Isomeric SMILES Clc1c(c(ccc1)c1ccc(cc1)c1nc2cnccc2c(c1C#N)N[C@@H](C(=O)N)CC)F
InChI InChI=1S/C25H19ClFN5O/c1-2-20(25(29)33)31-24-17-10-11-30-13-21(17)32-23(18(24)12-28)15-8-6-14(7-9-15)16-4-3-5-19(26)22(16)27/h3-11,13,20H,2H2,1H3,(H2,29,33)(H,31,32)/t20-/m1/s1
1. Wortmann L, Bräuer N, Holton SJ, Irlbacher H, Weiske J, Lechner C, Meier R, Karén J, Siöberg CB, Pütter V et al.. (2021)
Discovery and Characterization of the Potent and Highly Selective 1,7-Naphthyridine-Based Inhibitors BAY-091 and BAY-297 of the Kinase PIP4K2A.
J Med Chem, [Epub ahead of print]. DOI: 10.1021/acs.jmedchem.1c01245 [PMID:34699202]