data_ZES # _chem_comp.id ZES _chem_comp.name "[3-(4-BROMO-2-FLUORO-BENZYL)-7-CHLORO-2,4-DIOXO-3,4-DIHYDRO-2H-QUINAZOLIN-1-YL]-ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H11 Br Cl F N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-04-11 _chem_comp.pdbx_modified_date 2011-06-04 _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 441.636 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZES _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1IEI _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 ZES C1 C1 C 0 1 Y N N -8.664 -2.449 10.059 -2.851 -0.307 -3.788 C1 ZES 1 ZES C2 C2 C 0 1 Y N N -8.235 -1.242 10.596 -2.507 -1.032 -2.668 C2 ZES 2 ZES C3 C3 C 0 1 Y N N -7.276 -0.496 9.880 -1.245 -0.864 -2.102 C3 ZES 3 ZES C4 C4 C 0 1 Y N N -6.834 -0.841 8.617 -0.335 0.045 -2.669 C4 ZES 4 ZES C5 C5 C 0 1 Y N N -7.254 -2.079 8.093 -0.695 0.762 -3.799 C5 ZES 5 ZES C6 C6 C 0 1 Y N N -8.142 -2.864 8.822 -1.950 0.585 -4.351 C6 ZES 6 ZES C10 C10 C 0 1 Y N N -6.573 0.581 10.524 -0.826 -1.613 -0.905 C10 ZES 7 ZES N11 N11 N 0 1 Y N N -5.675 1.320 9.866 0.412 -1.395 -0.413 N11 ZES 8 ZES C12 C12 C 0 1 Y N N -5.401 1.122 8.593 1.247 -0.520 -0.994 C12 ZES 9 ZES N13 N13 N 0 1 Y N N -5.980 -0.011 7.962 0.915 0.188 -2.087 N13 ZES 10 ZES C14 C14 C 0 1 N N N -5.050 2.408 10.543 0.852 -2.127 0.776 C14 ZES 11 ZES C15 C15 C 0 1 Y N N -3.950 1.939 11.544 0.492 -1.342 2.011 C15 ZES 12 ZES C18 C18 C 0 1 Y N N -2.969 2.890 11.888 1.007 -0.070 2.197 C18 ZES 13 ZES C19 C19 C 0 1 Y N N -1.907 2.580 12.582 0.672 0.652 3.329 C19 ZES 14 ZES C20 C20 C 0 1 Y N N -1.834 1.347 13.108 -0.168 0.099 4.278 C20 ZES 15 ZES C21 C21 C 0 1 Y N N -2.779 0.403 12.913 -0.677 -1.173 4.093 C21 ZES 16 ZES C22 C22 C 0 1 Y N N -3.859 0.682 12.100 -0.347 -1.893 2.960 C22 ZES 17 ZES CL6 CL6 CL 0 0 N N N -8.610 -4.342 8.213 -2.404 1.490 -5.762 CL6 ZES 18 ZES C27 C27 C 0 1 N N N -5.425 -0.396 6.723 1.882 1.126 -2.664 C27 ZES 19 ZES C28 C28 C 0 1 N N N -3.892 -0.947 6.971 2.724 0.411 -3.690 C28 ZES 20 ZES O31 O31 O 0 1 N N N -3.389 -1.223 8.023 2.536 -0.760 -3.915 O31 ZES 21 ZES O32 O32 O 0 1 N N N -3.252 -1.064 5.753 3.682 1.077 -4.353 O32 ZES 22 ZES O33 O33 O 0 1 N N N -4.630 1.872 8.021 2.352 -0.361 -0.511 O33 ZES 23 ZES O34 O34 O 0 1 N N N -6.805 0.794 11.686 -1.577 -2.408 -0.372 O34 ZES 24 ZES F35 F35 F 0 1 N N N -3.165 4.209 11.512 1.828 0.468 1.269 F35 ZES 25 ZES BR3 BR3 BR 0 0 N N N -0.260 0.992 14.097 -0.620 1.082 5.828 BR3 ZES 26 ZES H1 H1 H 0 1 N N N -9.386 -3.058 10.583 -3.828 -0.434 -4.231 H1 ZES 27 ZES H2 H2 H 0 1 N N N -8.626 -0.884 11.537 -3.210 -1.727 -2.232 H2 ZES 28 ZES H5 H5 H 0 1 N N N -6.890 -2.416 7.134 -0.001 1.459 -4.244 H5 ZES 29 ZES H141 1H14 H 0 0 N N N -5.825 2.934 11.120 0.360 -3.099 0.807 H141 ZES 30 ZES H142 2H14 H 0 0 N N N -4.582 3.062 9.793 1.932 -2.268 0.737 H142 ZES 31 ZES H19 H19 H 0 1 N N N -1.111 3.295 12.728 1.070 1.645 3.473 H19 ZES 32 ZES H21 H21 H 0 1 N N N -2.691 -0.562 13.389 -1.334 -1.605 4.834 H21 ZES 33 ZES H22 H22 H 0 1 N N N -4.613 -0.066 11.905 -0.745 -2.887 2.817 H22 ZES 34 ZES H271 1H27 H 0 0 N N N -5.404 0.467 6.041 2.524 1.517 -1.876 H271 ZES 35 ZES H272 2H27 H 0 0 N N N -6.037 -1.193 6.276 1.349 1.949 -3.141 H272 ZES 36 ZES H32 H32 H 0 1 N N N -2.370 -1.391 5.888 4.222 0.618 -5.011 H32 ZES 37 # 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 ZES C1 C2 DOUB Y N 1 ZES C1 C6 SING Y N 2 ZES C1 H1 SING N N 3 ZES C2 C3 SING Y N 4 ZES C2 H2 SING N N 5 ZES C3 C4 DOUB Y N 6 ZES C3 C10 SING Y N 7 ZES C4 C5 SING Y N 8 ZES C4 N13 SING Y N 9 ZES C5 C6 DOUB Y N 10 ZES C5 H5 SING N N 11 ZES C6 CL6 SING N N 12 ZES C10 N11 SING Y N 13 ZES C10 O34 DOUB N N 14 ZES N11 C12 SING Y N 15 ZES N11 C14 SING N N 16 ZES C12 N13 SING Y N 17 ZES C12 O33 DOUB N N 18 ZES N13 C27 SING N N 19 ZES C14 C15 SING N N 20 ZES C14 H141 SING N N 21 ZES C14 H142 SING N N 22 ZES C15 C18 DOUB Y N 23 ZES C15 C22 SING Y N 24 ZES C18 C19 SING Y N 25 ZES C18 F35 SING N N 26 ZES C19 C20 DOUB Y N 27 ZES C19 H19 SING N N 28 ZES C20 C21 SING Y N 29 ZES C20 BR3 SING N N 30 ZES C21 C22 DOUB Y N 31 ZES C21 H21 SING N N 32 ZES C22 H22 SING N N 33 ZES C27 C28 SING N N 34 ZES C27 H271 SING N N 35 ZES C27 H272 SING N N 36 ZES C28 O31 DOUB N N 37 ZES C28 O32 SING N N 38 ZES O32 H32 SING N N 39 # 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 ZES SMILES ACDLabs 10.04 "Brc1ccc(c(F)c1)CN3C(=O)c2c(cc(Cl)cc2)N(C3=O)CC(=O)O" ZES SMILES_CANONICAL CACTVS 3.341 "OC(=O)CN1C(=O)N(Cc2ccc(Br)cc2F)C(=O)c3ccc(Cl)cc13" ZES SMILES CACTVS 3.341 "OC(=O)CN1C(=O)N(Cc2ccc(Br)cc2F)C(=O)c3ccc(Cl)cc13" ZES SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1Cl)N(C(=O)N(C2=O)Cc3ccc(cc3F)Br)CC(=O)O" ZES SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1Cl)N(C(=O)N(C2=O)Cc3ccc(cc3F)Br)CC(=O)O" ZES InChI InChI 1.03 "InChI=1S/C17H11BrClFN2O4/c18-10-2-1-9(13(20)5-10)7-22-16(25)12-4-3-11(19)6-14(12)21(17(22)26)8-15(23)24/h1-6H,7-8H2,(H,23,24)" ZES InChIKey InChI 1.03 SXONDGSPUVNZLO-UHFFFAOYSA-N # 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 ZES "SYSTEMATIC NAME" ACDLabs 10.04 "[3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]acetic acid" ZES "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-bromo-2-fluoro-phenyl)methyl]-7-chloro-2,4-dioxo-quinazolin-1-yl]ethanoic 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 ZES "Create component" 2001-04-11 EBI ZES "Modify descriptor" 2011-06-04 RCSB #