AEE788   Click here for help

GtoPdb Ligand ID: 7643

Synonyms: AEE 788 | NVP-AEE788
PDB Ligand
Compound class: Synthetic organic
Comment: AEE788 is a reversible inhibitor of EGFR, HER2 and VEGFR1-3 with antitumor and antiangiogenic activity [2]. This compound has been evaluated in phase I clinical trial [1] where inhibition of EGFR was reported.
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 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 60.08
Molecular weight 440.27
XLogP 4.99
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCN1CCN(CC1)Cc1ccc(cc1)c1cc2c([nH]1)ncnc2NC(c1ccccc1)C
Isomeric SMILES CCN1CCN(CC1)Cc1ccc(cc1)c1cc2c([nH]1)ncnc2N[C@@H](c1ccccc1)C
InChI InChI=1S/C27H32N6/c1-3-32-13-15-33(16-14-32)18-21-9-11-23(12-10-21)25-17-24-26(28-19-29-27(24)31-25)30-20(2)22-7-5-4-6-8-22/h4-12,17,19-20H,3,13-16,18H2,1-2H3,(H2,28,29,30,31)/t20-/m1/s1
InChI Key OONFNUWBHFSNBT-HXUWFJFHSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-[4-[(4-ethylpiperazin-1-yl)methyl]phenyl]-N-[(1R)-1-phenylethyl]-7H-pyrrolo[3,2-e]pyrimidin-4-amine
Synonyms Click here for help
AEE 788 | NVP-AEE788
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9652364
Reactome Reaction Reactome logo R-HSA-9652264, R-HSA-9665121, R-HSA-9665278
Other databases
CAS Registry No. 1155336-34-7
ChEMBL Ligand CHEMBL587723
GtoPdb PubChem SID 223365978
PubChem CID 16035342
RCSB PDB Ligand AEE
Search Google for chemical match using the InChIKey OONFNUWBHFSNBT-HXUWFJFHSA-N
Search Google for chemicals with the same backbone OONFNUWBHFSNBT
Search UniChem for chemical match using the InChIKey OONFNUWBHFSNBT-HXUWFJFHSA-N
Search UniChem for chemicals with the same backbone OONFNUWBHFSNBT
SynPHARM 80088 (in complex with epidermal growth factor receptor)
Wikipedia AEE788

Product suppliers

View disclaimer

Tocris
AEE 788
Cat. No. 5318