data_QNZ # _chem_comp.id QNZ _chem_comp.name "(E)-3-(2-(4-cyanostyryl)-4-oxoquinazolin-3(4H)-yl)benzoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H15 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-21 _chem_comp.pdbx_modified_date 2015-02-06 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 393.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QNZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4CJN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal QNZ N2 N2 N 0 1 N N N 7.822 -9.292 -69.945 -7.978 1.252 -0.037 N2 QNZ 1 QNZ C23 C23 C 0 1 N N N 8.125 -8.195 -70.038 -6.847 1.362 -0.017 C23 QNZ 2 QNZ C20 C20 C 0 1 Y N N 8.471 -6.799 -70.143 -5.422 1.500 0.009 C20 QNZ 3 QNZ C19 C19 C 0 1 Y N N 7.550 -5.822 -69.792 -4.846 2.755 0.221 C19 QNZ 4 QNZ C18 C18 C 0 1 Y N N 7.885 -4.485 -69.894 -3.487 2.888 0.246 C18 QNZ 5 QNZ C21 C21 C 0 1 Y N N 9.726 -6.419 -70.596 -4.608 0.377 -0.172 C21 QNZ 6 QNZ C22 C22 C 0 1 Y N N 10.053 -5.081 -70.694 -3.249 0.508 -0.147 C22 QNZ 7 QNZ C17 C17 C 0 1 Y N N 9.141 -4.086 -70.346 -2.671 1.766 0.059 C17 QNZ 8 QNZ C16 C16 C 0 1 N N N 9.488 -2.678 -70.451 -1.207 1.908 0.084 C16 QNZ 9 QNZ C15 C15 C 0 1 N N N 8.713 -1.654 -70.154 -0.421 0.827 -0.096 C15 QNZ 10 QNZ C14 C14 C 0 1 N N N 8.976 -0.243 -70.230 1.036 0.968 -0.070 C14 QNZ 11 QNZ N N N 0 1 N N N 9.560 0.473 -69.112 1.807 -0.134 -0.347 N QNZ 12 QNZ C5 C5 C 0 1 Y N N 9.757 -0.083 -67.798 1.193 -1.357 -0.644 C5 QNZ 13 QNZ C4 C4 C 0 1 Y N N 9.877 -1.457 -67.640 0.881 -1.676 -1.961 C4 QNZ 14 QNZ C3 C3 C 0 1 Y N N 10.038 -1.987 -66.371 0.274 -2.881 -2.260 C3 QNZ 15 QNZ C2 C2 C 0 1 Y N N 10.085 -1.154 -65.266 -0.026 -3.776 -1.254 C2 QNZ 16 QNZ C6 C6 C 0 1 Y N N 9.804 0.756 -66.685 0.901 -2.251 0.373 C6 QNZ 17 QNZ C1 C1 C 0 1 Y N N 9.975 0.222 -65.415 0.283 -3.466 0.072 C1 QNZ 18 QNZ C C C 0 1 N N N 10.066 1.126 -64.238 -0.037 -4.422 1.152 C QNZ 19 QNZ O1 O1 O 0 1 N N N 9.971 2.339 -64.353 0.233 -4.150 2.304 O1 QNZ 20 QNZ O O O 0 1 N N N 10.252 0.522 -63.099 -0.629 -5.596 0.858 O QNZ 21 QNZ N1 N1 N 0 1 N N N 8.752 0.220 -71.400 1.547 2.144 0.211 N1 QNZ 22 QNZ C9 C9 C 0 1 Y N N 9.110 1.525 -71.651 2.878 2.345 0.252 C9 QNZ 23 QNZ C10 C10 C 0 1 Y N N 8.858 2.045 -72.921 3.418 3.600 0.552 C10 QNZ 24 QNZ C11 C11 C 0 1 Y N N 9.216 3.346 -73.218 4.774 3.765 0.584 C11 QNZ 25 QNZ C12 C12 C 0 1 Y N N 9.819 4.139 -72.268 5.630 2.703 0.323 C12 QNZ 26 QNZ C13 C13 C 0 1 Y N N 10.071 3.644 -71.002 5.128 1.455 0.023 C13 QNZ 27 QNZ C8 C8 C 0 1 Y N N 9.717 2.335 -70.688 3.749 1.263 -0.015 C8 QNZ 28 QNZ C7 C7 C 0 1 N N N 9.984 1.800 -69.349 3.158 -0.045 -0.334 C7 QNZ 29 QNZ O2 O2 O 0 1 N N N 10.632 2.410 -68.524 3.856 -1.011 -0.577 O2 QNZ 30 QNZ H19 H19 H 0 1 N N N 6.570 -6.107 -69.439 -5.475 3.621 0.366 H19 QNZ 31 QNZ H21 H21 H 0 1 N N N 10.449 -7.172 -70.873 -5.055 -0.593 -0.331 H21 QNZ 32 QNZ H18 H18 H 0 1 N N N 7.159 -3.735 -69.618 -3.041 3.858 0.409 H18 QNZ 33 QNZ H22 H22 H 0 1 N N N 11.034 -4.800 -71.047 -2.620 -0.359 -0.286 H22 QNZ 34 QNZ H16 H16 H 0 1 N N N 10.481 -2.448 -70.808 -0.761 2.878 0.248 H16 QNZ 35 QNZ H15 H15 H 0 1 N N N 7.727 -1.916 -69.798 -0.867 -0.143 -0.259 H15 QNZ 36 QNZ H4 H4 H 0 1 N N N 9.845 -2.108 -68.501 1.113 -0.979 -2.753 H4 QNZ 37 QNZ H6 H6 H 0 1 N N N 9.707 1.824 -66.811 1.147 -2.007 1.396 H6 QNZ 38 QNZ H3 H3 H 0 1 N N N 10.127 -3.056 -66.242 0.034 -3.123 -3.285 H3 QNZ 39 QNZ H2 H2 H 0 1 N N N 10.208 -1.578 -64.280 -0.501 -4.717 -1.491 H2 QNZ 40 QNZ H H H 0 1 N N N 10.299 1.166 -62.402 -0.819 -6.189 1.598 H QNZ 41 QNZ H10 H10 H 0 1 N N N 8.383 1.431 -73.672 2.766 4.435 0.757 H10 QNZ 42 QNZ H11 H11 H 0 1 N N N 9.021 3.744 -74.203 5.186 4.736 0.817 H11 QNZ 43 QNZ H12 H12 H 0 1 N N N 10.097 5.153 -72.513 6.699 2.857 0.354 H12 QNZ 44 QNZ H13 H13 H 0 1 N N N 10.541 4.271 -70.259 5.799 0.632 -0.179 H13 QNZ 45 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal QNZ N2 C23 TRIP N N 1 QNZ C23 C20 SING N N 2 QNZ C20 C19 SING Y N 3 QNZ C20 C21 DOUB Y N 4 QNZ C19 C18 DOUB Y N 5 QNZ C18 C17 SING Y N 6 QNZ C21 C22 SING Y N 7 QNZ C22 C17 DOUB Y N 8 QNZ C17 C16 SING N N 9 QNZ C16 C15 DOUB N E 10 QNZ C15 C14 SING N N 11 QNZ C14 N SING N N 12 QNZ C14 N1 DOUB N N 13 QNZ N C5 SING N N 14 QNZ N C7 SING N N 15 QNZ C5 C4 SING Y N 16 QNZ C5 C6 DOUB Y N 17 QNZ C4 C3 DOUB Y N 18 QNZ C3 C2 SING Y N 19 QNZ C2 C1 DOUB Y N 20 QNZ C6 C1 SING Y N 21 QNZ C1 C SING N N 22 QNZ C O1 DOUB N N 23 QNZ C O SING N N 24 QNZ N1 C9 SING N N 25 QNZ C9 C10 SING Y N 26 QNZ C9 C8 DOUB Y N 27 QNZ C10 C11 DOUB Y N 28 QNZ C11 C12 SING Y N 29 QNZ C12 C13 DOUB Y N 30 QNZ C13 C8 SING Y N 31 QNZ C8 C7 SING N N 32 QNZ C7 O2 DOUB N N 33 QNZ C19 H19 SING N N 34 QNZ C21 H21 SING N N 35 QNZ C18 H18 SING N N 36 QNZ C22 H22 SING N N 37 QNZ C16 H16 SING N N 38 QNZ C15 H15 SING N N 39 QNZ C4 H4 SING N N 40 QNZ C6 H6 SING N N 41 QNZ C3 H3 SING N N 42 QNZ C2 H2 SING N N 43 QNZ O H SING N N 44 QNZ C10 H10 SING N N 45 QNZ C11 H11 SING N N 46 QNZ C12 H12 SING N N 47 QNZ C13 H13 SING N N 48 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor QNZ SMILES ACDLabs 12.01 "O=C(O)c1cc(ccc1)N3C(=Nc2c(cccc2)C3=O)\C=C\c4ccc(C#N)cc4" QNZ InChI InChI 1.03 "InChI=1S/C24H15N3O3/c25-15-17-10-8-16(9-11-17)12-13-22-26-21-7-2-1-6-20(21)23(28)27(22)19-5-3-4-18(14-19)24(29)30/h1-14H,(H,29,30)/b13-12+" QNZ InChIKey InChI 1.03 XWICYONKRAKFAQ-OUKQBFOZSA-N QNZ SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cccc(c1)N2C(=O)c3ccccc3N=C2/C=C/c4ccc(cc4)C#N" QNZ SMILES CACTVS 3.385 "OC(=O)c1cccc(c1)N2C(=O)c3ccccc3N=C2C=Cc4ccc(cc4)C#N" QNZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C(=O)N(C(=N2)/C=C/c3ccc(cc3)C#N)c4cccc(c4)C(=O)O" QNZ SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C(=O)N(C(=N2)C=Cc3ccc(cc3)C#N)c4cccc(c4)C(=O)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier QNZ "SYSTEMATIC NAME" ACDLabs 12.01 "3-{2-[(E)-2-(4-cyanophenyl)ethenyl]-4-oxoquinazolin-3(4H)-yl}benzoic acid" QNZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[2-[(E)-2-(4-cyanophenyl)ethenyl]-4-oxidanylidene-quinazolin-3-yl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QNZ "Create component" 2013-12-21 EBI QNZ "Modify descriptor" 2014-09-05 RCSB QNZ "Initial release" 2015-02-11 RCSB #