Compound: 497839-62-0
SMILES: n1c(N[C@@H](c2ccccc2)C)c3c([nH]c(c3)-c4ccc(CN5CCN(CC)CC5)cc4)nc1
InChIKey: OONFNUWBHFSNBT-HXUWFJFHSA-N
Synonyms: 497839-62-0, AEE-788, GNF-Pf-5343, NVP-AEE-788, 6-[4-[(4-Ethyl-1-piperazinyl)methyl]phenyl]-N-[(1R)-1-phenylethyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine, 6-(4-((4-Ethyl-1-piperazinyl)methyl)phenyl)-N-((1R)-1-phenylethyl)-7H-pyrrolo(2,3-d)pyrimidin-4-amine, RefChem:1073687, AEE788, AEE 788, NVP-AEE788, (R)-6-(4-((4-Ethylpiperazin-1-yl)methyl)phenyl)-N-(1-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine, AEE788 (NVP-AEE788), 6-{4-[(4-Ethylpiperazin-1-Yl)methyl]phenyl}-N-[(1r)-1-Phenylethyl]-7h-Pyrrolo[2,3-D]pyrimidin-4-Amine, F9JLR95I3I, 6-[4-[(4-ethylpiperazin-1-yl)methyl]phenyl]-N-[(1R)-1-phenylethyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine, 7H-pyrrolo(2,3-d)pyrimidin-4-amine, 6-(4-((4-ethyl-1-piperazinyl)methyl)phenyl)-N-((1R)-1-phenylethyl)-, NVP-AEE 788, C27H32N6, MFCD11100351, UNII-F9JLR95I3I, AEE, MLS006011277, NVP AEE 788, SCHEMBL613756, CHEMBL587723, GTPL7643, orb1306446, AEE 788 [WHO-DD], SCHEMBL29143573, SCHEMBL29389001, BDBM26105, CHEBI:40629, DTXSID90964400, AEE788; NVP-AEE788, GLXC-04411, EX-A2259, MFCD19708018, NSC765949, NSC799325, s1486, AEE-788 (NVP-AEE788), AKOS016011091, AEE-788 (NVP-AEE788)?, CCG-264897, CS-1452, DB12558, FA17229, NSC-765949, NSC-799325, SDCCGSBI-0654371.P001, NCGC00263149-01, NCGC00263149-09, (R)-6-(4-((4-ethylpiperazin-1-yl)methyl)phenyl)-N-(1-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine., AC-32829, AEE788, >=98% (HPLC), AS-55853, HY-10045, SMR004703027, A3271, NS00071667, SW219869-1, Q4651286, BRD-K40718343-001-02-6, BRD-K40718343-001-03-4, BRD-K40718343-001-04-2, [6-[4-[(4-Ethylpiperazin-1-yl)  methyl]phenyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-((R)-1-phenylethyl)amine, [6-[4-[(4-ethylpiperazin-1-yl)methyl]phenyl]-7h-pyrrolo[2,3-d]pyrimidin-4-yl]-((r)-1-phenylethyl)amine, 1H-Pyrrolo(2,3-d)pyrimidin-4-amine, 6-(4-((4-ethyl-1-piperazinyl)methyl)phenyl)-N-((1R)-1-phenylethyl)-, 6-[4-[(4-ethylpiperazin-1-yl)methyl]phenyl]-N-[(1R)-1-phenylethyl]-7H-pyrrolo[3,2-e]pyrimidin-4-amine, 6-{4-[(4-ethyl-1-piperazinyl)methyl]phenyl}-N-[(1R)-1-phenylethyl]-1H-pyrrolo[2,3-d]pyrimidin-4-amine
Theoretical properties:
molecular_formula: C27H32N6
molecular_weight: 440.6 g/mol
exact_mass: 440.26884505 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 7
heavy_atom_count: 33
topological_polar_surface_area: 60.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: AEE788 is a 6-{4-[(4-ethylpiperazin-1-yl)methyl]phenyl}-N-(1-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine which adopts an R-configuration. It is a potent inhibitor of human EGFR, VEGFR and HER2 receptor tyrosine kinases and exhibits anticancer and antiangiogenic activity. It has a role as an antineoplastic agent, a trypanocidal drug, an angiogenesis inhibitor, an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor, an apoptosis inducer and an epidermal growth factor receptor antagonist.
chebi: A 6-{4-[(4-ethylpiperazin-1-yl)methyl]phenyl}-<em>N</em>-(1-phenylethyl)-7<em>H</em>-pyrrolo[2,3-<em>d</em>]pyrimidin-4-amine which adopts an <i>R</i>-configuration. It is a potent inhibitor of human EGFR, VEGFR and HER2 receptor tyrosine kinases and exhibits anticancer and antiangiogenic activity.
wikipedia: AEE788 is a multitargeted human epidermal receptor (HER) 1/2 and vascular endothelial growth factor receptor (VEGFR) 1/2 receptor family tyrosine kinases inhibitor with IC50 of 2, 6, 77, 59 nM for EGFR, ErbB2, KDR, and Flt-1. In cells, growth factor-induced EGFR and ErbB2 phosphorylation was also efficiently inhibited with IC50s of 11 and 220 nM, respectively. It efficiently inhibited growth factor-induced EGFR and ErbB2 phosphorylation in tumors for >72 h, a phenomenon correlating with the antitumor efficacy of intermittent treatment schedules. It also inhibits VEGF-induced angiogenesis in a murine implant model. It has potential as an anticancer agent targeting deregulated tumor cell proliferation as well as angiogenic parameters.