AZ5104   Click here for help

GtoPdb Ligand ID: 11580

Synonyms: AZ-5104
PDB Ligand
Compound class: Synthetic organic
Comment: AZ5104 is the demethylated metabolite of the EGFR inhibitor drug osimertinib. It exhibits inhibitory activity against a number of clinically relevant oncogenic EGFR mutants [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 98.41
Molecular weight 485.25
XLogP 3.29
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES C=CC(=O)Nc1cc(Nc2nccc(n2)c2c[nH]c3c2cccc3)c(cc1N(CCN(C)C)C)OC
Isomeric SMILES C=CC(=O)Nc1cc(Nc2nccc(n2)c2c[nH]c3c2cccc3)c(cc1N(CCN(C)C)C)OC
InChI InChI=1S/C27H31N7O2/c1-6-26(35)30-22-15-23(25(36-5)16-24(22)34(4)14-13-33(2)3)32-27-28-12-11-21(31-27)19-17-29-20-10-8-7-9-18(19)20/h6-12,15-17,29H,1,13-14H2,2-5H3,(H,30,35)(H,28,31,32)
InChI Key IQNVEOMHJHBNHC-UHFFFAOYSA-N
References
1. Cheng H, Nair SK, Murray BW. (2016)
Recent progress on third generation covalent EGFR inhibitors.
Bioorg Med Chem Lett, 26 (8): 1861-8. [PMID:26968253]