data_QZE # _chem_comp.id QZE _chem_comp.name "4-[3-cyano-2-oxo-7-(1H-pyrazol-4-yl)-5,6-dihydro-1H-benzo[h]quinolin-4-yl]benzoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H16 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-30 _chem_comp.pdbx_modified_date 2015-06-12 _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 408.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QZE _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 4UNR _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 QZE C14 C14 C 0 1 N N N 55.335 13.872 -8.243 2.994 3.008 0.268 C14 QZE 1 QZE C1 C1 C 0 1 Y N N 48.536 17.430 -7.102 -4.751 1.998 -0.603 C1 QZE 2 QZE C2 C2 C 0 1 Y N N 47.703 16.714 -6.288 -5.099 0.676 -0.403 C2 QZE 3 QZE C6 C6 C 0 1 Y N N 49.760 16.917 -7.447 -3.430 2.391 -0.513 C6 QZE 4 QZE C17 C17 C 0 1 Y N N 52.795 10.934 -7.521 3.137 -0.006 1.117 C17 QZE 5 QZE C21 C21 C 0 1 Y N N 54.589 11.737 -6.211 2.587 -0.552 -1.174 C21 QZE 6 QZE C18 C18 C 0 1 Y N N 53.154 9.627 -7.240 4.124 -0.967 1.110 C18 QZE 7 QZE C20 C20 C 0 1 Y N N 54.965 10.441 -5.920 3.573 -1.513 -1.182 C20 QZE 8 QZE C31 C31 C 0 1 Y N N 46.808 13.511 -5.044 -5.491 -2.145 0.934 C31 QZE 9 QZE C28 C28 C 0 1 Y N N 46.533 15.436 -3.851 -3.901 -2.811 -0.491 C28 QZE 10 QZE C3 C3 C 0 1 Y N N 48.111 15.483 -5.843 -4.121 -0.270 -0.099 C3 QZE 11 QZE C27 C27 C 0 1 Y N N 47.188 14.796 -4.984 -4.500 -1.690 0.115 C27 QZE 12 QZE C16 C16 C 0 1 Y N N 53.505 12.007 -7.013 2.362 0.208 -0.024 C16 QZE 13 QZE C5 C5 C 0 1 Y N N 50.175 15.686 -7.012 -2.442 1.451 -0.218 C5 QZE 14 QZE C19 C19 C 0 1 Y N N 54.249 9.388 -6.436 4.349 -1.727 -0.040 C19 QZE 15 QZE C4 C4 C 0 1 Y N N 49.342 14.959 -6.190 -2.790 0.119 0.004 C4 QZE 16 QZE C10 C10 C 0 1 N N N 54.022 14.213 -7.915 1.629 2.601 0.122 C10 QZE 17 QZE C9 C9 C 0 1 N N N 53.119 13.400 -7.335 1.301 1.240 -0.016 C9 QZE 18 QZE C7 C7 C 0 1 N N N 51.485 15.155 -7.365 -1.023 1.851 -0.122 C7 QZE 19 QZE C8 C8 C 0 1 N N N 51.819 13.905 -7.051 -0.047 0.878 -0.145 C8 QZE 20 QZE C11 C11 C 0 1 N N N 53.641 15.607 -8.268 0.590 3.563 0.113 C11 QZE 21 QZE C22 C22 C 0 1 N N N 54.699 8.022 -6.103 5.408 -2.757 -0.049 C22 QZE 22 QZE C26 C26 C 0 1 N N N 49.760 13.624 -5.672 -1.732 -0.883 0.379 C26 QZE 23 QZE C25 C25 C 0 1 N N N 50.888 12.964 -6.392 -0.421 -0.568 -0.337 C25 QZE 24 QZE N15 N15 N 0 1 N N N 56.414 13.538 -8.506 4.077 3.331 0.384 N15 QZE 25 QZE N30 N30 N 0 1 Y N N 45.992 13.121 -4.171 -5.510 -3.490 0.843 N30 QZE 26 QZE N29 N29 N 0 1 Y N N 45.728 14.224 -3.363 -4.508 -3.882 -0.053 N29 QZE 27 QZE N13 N13 N 0 1 N N N 52.368 15.972 -7.965 -0.692 3.173 -0.008 N13 QZE 28 QZE O12 O12 O 0 1 N N N 54.415 16.382 -8.813 0.857 4.748 0.218 O12 QZE 29 QZE O23 O23 O 0 1 N N N 55.472 7.781 -5.185 6.083 -2.944 0.944 O23 QZE 30 QZE O24 O24 O 0 1 N N N 54.178 7.129 -7.000 5.626 -3.491 -1.158 O24 QZE 31 QZE H1 H1 H 0 1 N N N 48.231 18.397 -7.472 -5.514 2.726 -0.835 H1 QZE 32 QZE H2 H2 H 0 1 N N N 46.741 17.111 -6.001 -6.133 0.374 -0.482 H2 QZE 33 QZE H6 H6 H 0 1 N N N 50.415 17.499 -8.079 -3.162 3.425 -0.671 H6 QZE 34 QZE H17 H17 H 0 1 N N N 51.939 11.121 -8.153 2.959 0.578 2.008 H17 QZE 35 QZE H18 H18 H 0 1 N N N 52.584 8.804 -7.645 4.723 -1.132 1.993 H18 QZE 36 QZE H21 H21 H 0 1 N N N 55.159 12.557 -5.800 1.987 -0.387 -2.056 H21 QZE 37 QZE H20 H20 H 0 1 N N N 55.821 10.255 -5.288 3.747 -2.101 -2.071 H20 QZE 38 QZE H31 H31 H 0 1 N N N 47.185 12.844 -5.805 -6.141 -1.538 1.547 H31 QZE 39 QZE H30 H30 H 0 1 N N N 45.609 12.202 -4.076 -6.114 -4.084 1.316 H30 QZE 40 QZE H28 H28 H 0 1 N N N 46.595 16.446 -3.473 -3.082 -2.790 -1.195 H28 QZE 41 QZE H261 H261 H 0 0 N N N 50.060 13.750 -4.621 -1.571 -0.851 1.457 H261 QZE 42 QZE H262 H262 H 0 0 N N N 48.889 12.955 -5.727 -2.065 -1.882 0.097 H262 QZE 43 QZE H13 H13 H 0 1 N N N 52.072 16.898 -8.201 -1.395 3.842 -0.016 H13 QZE 44 QZE H251 H251 H 0 0 N N N 50.465 12.301 -7.161 -0.535 -0.771 -1.401 H251 QZE 45 QZE H252 H252 H 0 0 N N N 51.458 12.366 -5.666 0.370 -1.200 0.067 H252 QZE 46 QZE H24 H24 H 0 1 N N N 54.509 6.259 -6.810 6.329 -4.153 -1.115 H24 QZE 47 # 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 QZE C14 C10 SING N N 1 QZE C14 N15 TRIP N N 2 QZE C1 C2 SING Y N 3 QZE C1 C6 DOUB Y N 4 QZE C2 C3 DOUB Y N 5 QZE C6 C5 SING Y N 6 QZE C17 C18 SING Y N 7 QZE C17 C16 DOUB Y N 8 QZE C21 C20 DOUB Y N 9 QZE C21 C16 SING Y N 10 QZE C18 C19 DOUB Y N 11 QZE C20 C19 SING Y N 12 QZE C31 C27 DOUB Y N 13 QZE C31 N30 SING Y N 14 QZE C28 C27 SING Y N 15 QZE C28 N29 DOUB Y N 16 QZE C3 C27 SING N N 17 QZE C3 C4 SING Y N 18 QZE C16 C9 SING N N 19 QZE C5 C4 DOUB Y N 20 QZE C5 C7 SING N N 21 QZE C19 C22 SING N N 22 QZE C4 C26 SING N N 23 QZE C10 C9 DOUB N N 24 QZE C10 C11 SING N N 25 QZE C9 C8 SING N N 26 QZE C7 C8 DOUB N N 27 QZE C7 N13 SING N N 28 QZE C8 C25 SING N N 29 QZE C11 N13 SING N N 30 QZE C11 O12 DOUB N N 31 QZE C22 O23 DOUB N N 32 QZE C22 O24 SING N N 33 QZE C26 C25 SING N N 34 QZE N30 N29 SING Y N 35 QZE C1 H1 SING N N 36 QZE C2 H2 SING N N 37 QZE C6 H6 SING N N 38 QZE C17 H17 SING N N 39 QZE C18 H18 SING N N 40 QZE C21 H21 SING N N 41 QZE C20 H20 SING N N 42 QZE C31 H31 SING N N 43 QZE N30 H30 SING N N 44 QZE C28 H28 SING N N 45 QZE C26 H261 SING N N 46 QZE C26 H262 SING N N 47 QZE N13 H13 SING N N 48 QZE C25 H251 SING N N 49 QZE C25 H252 SING N N 50 QZE O24 H24 SING N N 51 # 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 QZE SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)C4=C(C#N)C(=O)NC=5c3c(c(c2cnnc2)ccc3)CCC4=5" QZE InChI InChI 1.03 "InChI=1S/C24H16N4O3/c25-10-20-21(13-4-6-14(7-5-13)24(30)31)19-9-8-17-16(15-11-26-27-12-15)2-1-3-18(17)22(19)28-23(20)29/h1-7,11-12H,8-9H2,(H,26,27)(H,28,29)(H,30,31)" QZE InChIKey InChI 1.03 STALUGJGAYBZIU-UHFFFAOYSA-N QZE SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc(cc1)C2=C(C#N)C(=O)NC3=C2CCc4c(cccc34)c5c[nH]nc5" QZE SMILES CACTVS 3.385 "OC(=O)c1ccc(cc1)C2=C(C#N)C(=O)NC3=C2CCc4c(cccc34)c5c[nH]nc5" QZE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1)C3=C(CC2)C(=C(C(=O)N3)C#N)c4ccc(cc4)C(=O)O)c5c[nH]nc5" QZE SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1)C3=C(CC2)C(=C(C(=O)N3)C#N)c4ccc(cc4)C(=O)O)c5c[nH]nc5" # 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 QZE "SYSTEMATIC NAME" ACDLabs 12.01 "4-[3-cyano-2-oxo-7-(1H-pyrazol-4-yl)-1,2,5,6-tetrahydrobenzo[h]quinolin-4-yl]benzoic acid" QZE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[3-cyano-2-oxidanylidene-7-(1H-pyrazol-4-yl)-5,6-dihydro-1H-benzo[h]quinolin-4-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 QZE "Create component" 2014-05-30 EBI QZE "Initial release" 2015-06-17 RCSB #