compound 1 [PMID: 31465224]   Click here for help

GtoPdb Ligand ID: 10493

Compound class: Synthetic organic
Comment: Compound 1 is reported as an irreversible inhibitor of the M2 splice form of pyruvate kinase (PKM2) [1]. It targets both the metabolic and oncogenic functions of PKM2 and mediates antitumour effects in vitro and in vivo. The covalent PKM2 binding residues have been identified as Cys317 and Cys326 which are close to the enzyme's substrate-binding site.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 75.5
Molecular weight 516.18
XLogP 5.85
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CNC(=O)CCc1nn(c(c1)c1ccc(cc1)c1ccc(cc1)C(F)(F)F)c1ccc(cc1)NC(=O)C#C
Isomeric SMILES CNC(=O)CCc1nn(c(c1)c1ccc(cc1)c1ccc(cc1)C(F)(F)F)c1ccc(cc1)NC(=O)C#C
InChI InChI=1S/C29H23F3N4O2/c1-3-27(37)34-23-12-15-25(16-13-23)36-26(18-24(35-36)14-17-28(38)33-2)21-6-4-19(5-7-21)20-8-10-22(11-9-20)29(30,31)32/h1,4-13,15-16,18H,14,17H2,2H3,(H,33,38)(H,34,37)
InChI Key UOGAVVINOTWELT-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-(4-{3-[2-(methylcarbamoyl)ethyl]-5-[4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl]-1H-pyrazol-1-yl}phenyl)prop-2-ynamide
Database Links Click here for help
GtoPdb PubChem SID 387065575
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