BindingDB PrimarySearch

BDBM4583 (2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4-(dimethylamino)but-2-enamide::4-anilinoquinazoline deriv. 16a::BMC163482 Compound 2::CHEMBL94061

SMILES: CN(C)C\C=C\C(=O)Nc1ccc2ncnc(Nc3cccc(Br)c3)c2c1

InChI Key: InChIKey=ZCIXBBSRVLSRJQ-QPJJXVBHSA-N

Data: 13 IC50

PDB links: 2 PDB IDs match this monomer. 2 PDB IDs contain this monomer as substructures. 4 PDB IDs contain inhibitors having a similarity of 90% to this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 13 hits for monomerid = 4583
Target/Host (Institution)	Ligand	Target/Host Links	Ligand Links	Trg + Lig Links	Ki nM	ΔG° kcal/mole	IC50 nM	Kd nM	EC50/IC50 nM	k_off s^-1	k_on M^-1s^-1	pH	Temp °C
Epidermal growth factor receptor (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	11	n/a	n/a	n/a	n/a	7.4	22
Wyeth-Ayerst Research					Assay Description The EGF-R kinase autophosphorylation activity was measured by DELFIA/time-resolved fluorometry with excitation at 340 nm and emission at 615 nm. Po...				J Med Chem 44: 2719-34 (2001) Article DOI: 10.1021/jm0005555 BindingDB Entry DOI: 10.7270/Q2PN93TS
Wyeth-Ayerst Research					More data for this Ligand-Target Pair
Receptor tyrosine-protein kinase erbB-2 (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	301	n/a	n/a	n/a	n/a	n/a	n/a
Wyeth-Ayerst Research					Assay Description The HER-2 kinase autophosphorylation activity was measured by DELFIA/time-resolved fluorometry with excitation at 340 nm and emission at 615 nm. Po...				J Med Chem 44: 2719-34 (2001) Article DOI: 10.1021/jm0005555 BindingDB Entry DOI: 10.7270/Q2PN93TS
Wyeth-Ayerst Research					More data for this Ligand-Target Pair
EGF-R Tyrosine Kinase (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB B.MOAD DrugBank GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	0.220	n/a	n/a	n/a	n/a	7.5	23
Chemical Genomics Centre of the Max Planck Society					Assay Description The kinase reaction for EGFR consisted of BSA-supplemented kinase buffer, kinase, peptide, and ATP. For IC50 determinations, 10 different concentrati...				Bioorg Med Chem 16: 3482-8 (2008) Article DOI: 10.1016/j.bmc.2008.02.053 BindingDB Entry DOI: 10.7270/Q2R20ZQ4
Chemical Genomics Centre of the Max Planck Society					More data for this Ligand-Target Pair
EGF-R Tyrosine Kinase Mutant (T790M) (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB B.MOAD GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	3	n/a	n/a	n/a	n/a	7.5	23
Chemical Genomics Centre of the Max Planck Society					Assay Description The kinase reaction for EGFR consisted of BSA-supplemented kinase buffer, kinase, peptide, and ATP. For IC50 determinations, 10 different concentrati...				Bioorg Med Chem 16: 3482-8 (2008) Article DOI: 10.1016/j.bmc.2008.02.053 BindingDB Entry DOI: 10.7270/Q2R20ZQ4
Chemical Genomics Centre of the Max Planck Society					More data for this Ligand-Target Pair
Src Mutant (S345C) (Gallus gallus (Chicken))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB B.MOAD GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	PDB Article PubMed	n/a	n/a	236	n/a	n/a	n/a	n/a	7.5	23
Chemical Genomics Centre of the Max Planck Society					Assay Description IC50 values were determined with the Z lyte assay system (Invitrogen). The reactions were performed in 384-well small volume plates from Greiner (#7...				Bioorg Med Chem 16: 3482-8 (2008) Article DOI: 10.1016/j.bmc.2008.02.053 BindingDB Entry DOI: 10.7270/Q2R20ZQ4
Chemical Genomics Centre of the Max Planck Society					More data for this Ligand-Target Pair				3D Structure (crystal)
Src Mutant (S345C/T338M) (Gallus gallus (Chicken))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB B.MOAD GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	PDB Article PubMed	n/a	n/a	5.71E+3	n/a	n/a	n/a	n/a	7.5	23
Chemical Genomics Centre of the Max Planck Society					Assay Description IC50 values were determined with the Z lyte assay system (Invitrogen). The reactions were performed in 384-well small volume plates from Greiner (#7...				Bioorg Med Chem 16: 3482-8 (2008) Article DOI: 10.1016/j.bmc.2008.02.053 BindingDB Entry DOI: 10.7270/Q2R20ZQ4
Chemical Genomics Centre of the Max Planck Society					More data for this Ligand-Target Pair				3D Structure (crystal)
Epidermal growth factor receptor (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	11	n/a	n/a	n/a	n/a	n/a	n/a
University of South China Curated by ChEMBL					Assay Description Inhibition of recombinant human His6-tagged EGFR cytoplasmic domain (645 to 1186 residues) expressed in baculovirus infected Sf9 insect cells assesse...				Bioorg Med Chem 27: 568-577 (2019) Article DOI: 10.1016/j.bmc.2018.12.032
University of South China Curated by ChEMBL					More data for this Ligand-Target Pair
Epidermal growth factor receptor (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	10	n/a	n/a	n/a	n/a	n/a	n/a
Hadassah Hebrew University Curated by ChEMBL					Assay Description Inhibition of EGF Receptor autophosphorylation in A431 cell lysate; Range = 1-10 nM				J Med Chem 48: 5337-48 (2005) Article DOI: 10.1021/jm0580196 BindingDB Entry DOI: 10.7270/Q28S4PG3
Hadassah Hebrew University Curated by ChEMBL					More data for this Ligand-Target Pair
Epidermal growth factor receptor (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	0.410	n/a	n/a	n/a	n/a	n/a	n/a
Hadassah Hebrew University Curated by ChEMBL					Assay Description Inhibition of EGF Receptor autophosphorylation in A431 cell lysate				J Med Chem 48: 5337-48 (2005) Article DOI: 10.1021/jm0580196 BindingDB Entry DOI: 10.7270/Q28S4PG3
Hadassah Hebrew University Curated by ChEMBL					More data for this Ligand-Target Pair
Epidermal growth factor receptor (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	11	n/a	n/a	n/a	n/a	n/a	n/a
Wyeth Research Curated by ChEMBL					Assay Description Inhibition of autophosphorylation of cytoplasmic domain of epidermal growth factor receptor				J Med Chem 46: 49-63 (2002) Article DOI: 10.1021/jm020241c BindingDB Entry DOI: 10.7270/Q2PV6M3H
Wyeth Research Curated by ChEMBL					More data for this Ligand-Target Pair
Proto-oncogene tyrosine-protein kinase Src (Gallus gallus (Chicken))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	PDB Article PubMed	n/a	n/a	>2.70E+4	n/a	n/a	n/a	n/a	n/a	n/a
Covalution Pharma BV Curated by ChEMBL					Assay Description Inhibition of chicken c-Src				J Med Chem 55: 6243-62 (2012) Article DOI: 10.1021/jm3003203 BindingDB Entry DOI: 10.7270/Q2X92CGP
Covalution Pharma BV Curated by ChEMBL					More data for this Ligand-Target Pair				3D Structure (crystal)
Receptor tyrosine-protein kinase erbB-2 (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	301	n/a	n/a	n/a	n/a	n/a	n/a
University of South China Curated by ChEMBL					Assay Description Inhibition of recombinant human His6-tagged HER2 cytoplasmic domain (676 to 1245 residues) expressed in baculovirus infected Sf9 insect cells assesse...				Bioorg Med Chem 27: 568-577 (2019) Article DOI: 10.1016/j.bmc.2018.12.032
University of South China Curated by ChEMBL					More data for this Ligand-Target Pair
Epidermal growth factor receptor (Homo sapiens (Human))	BDBM4583 ((2E)-N-{4-[(3-bromophenyl)amino]quinazolin-6-yl}-4...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Similars	Article PubMed	n/a	n/a	10	n/a	n/a	n/a	n/a	n/a	n/a
Hadassah Hebrew University Curated by ChEMBL					Assay Description Inhibition of EGF Receptor autophosphorylation in A431 cell lysate; Range = 1-10 nM				J Med Chem 48: 5337-48 (2005) Article DOI: 10.1021/jm0580196 BindingDB Entry DOI: 10.7270/Q28S4PG3
Hadassah Hebrew University Curated by ChEMBL					More data for this Ligand-Target Pair