data_PLB # _chem_comp.id PLB _chem_comp.name "2-[(2,4-DICHLOROBENZOYL)AMINO]-5-(PYRIMIDIN-2-YLOXY)BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C18 H11 Cl2 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-(2-PYRIMIDINYLOXY)-2-BENZOYLAMINOBENZOIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-24 _chem_comp.pdbx_modified_date 2021-03-01 _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 404.204 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PLB _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 1WM0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 PLB CL20 CL20 CL 0 0 N N N 24.370 24.037 13.839 0.796 1.124 7.233 CL20 PLB 1 PLB C16 C16 C 0 1 Y N N 25.128 25.598 13.486 0.429 0.694 5.592 C16 PLB 2 PLB C15 C15 C 0 1 Y N N 26.177 25.854 14.324 -0.828 0.215 5.270 C15 PLB 3 PLB C14 C14 C 0 1 Y N N 26.829 27.052 14.150 -1.128 -0.123 3.965 C14 PLB 4 PLB CL19 CL19 CL 0 0 N N N 28.201 27.338 15.262 -2.706 -0.724 3.562 CL19 PLB 5 PLB C17 C17 C 0 1 Y N N 24.716 26.507 12.513 1.396 0.834 4.609 C17 PLB 6 PLB C18 C18 C 0 1 Y N N 25.362 27.722 12.340 1.112 0.495 3.304 C18 PLB 7 PLB C13 C13 C 0 1 Y N N 26.433 27.979 13.179 -0.154 0.009 2.971 C13 PLB 8 PLB C11 C11 C 0 1 N N N 27.193 29.259 13.080 -0.465 -0.355 1.575 C11 PLB 9 PLB O12 O12 O 0 1 N N N 26.514 30.273 13.252 -1.569 -0.777 1.288 O12 PLB 10 PLB N10 N10 N 0 1 N N N 28.489 29.151 12.701 0.473 -0.220 0.618 N10 PLB 11 PLB C2 C2 C 0 1 Y N N 29.240 30.117 12.083 0.145 -0.447 -0.716 C2 PLB 12 PLB C3 C3 C 0 1 Y N N 28.732 31.404 11.932 -1.164 -0.292 -1.148 C3 PLB 13 PLB C4 C4 C 0 1 Y N N 29.446 32.394 11.327 -1.490 -0.517 -2.469 C4 PLB 14 PLB C5 C5 C 0 1 Y N N 30.723 32.106 10.881 -0.509 -0.895 -3.380 C5 PLB 15 PLB C6 C6 C 0 1 Y N N 31.257 30.822 11.045 0.800 -1.048 -2.968 C6 PLB 16 PLB C1 C1 C 0 1 Y N N 30.511 29.812 11.644 1.140 -0.823 -1.631 C1 PLB 17 PLB C7 C7 C 0 1 N N N 31.106 28.427 11.794 2.535 -0.984 -1.184 C7 PLB 18 PLB O9 O9 O 0 1 N N N 30.521 27.460 12.332 2.845 -0.700 -0.044 O9 PLB 19 PLB O8 O8 O 0 1 N N N 32.262 28.248 11.368 3.468 -1.446 -2.040 O8 PLB 20 PLB O21 O21 O 0 1 N N N 31.407 33.126 10.263 -0.841 -1.115 -4.680 O21 PLB 21 PLB C22 C22 C 0 1 Y N N 32.716 33.391 10.646 -0.601 0.039 -5.346 C22 PLB 22 PLB N27 N27 N 0 1 Y N N 32.770 33.634 12.100 -0.043 1.052 -4.702 N27 PLB 23 PLB C26 C26 C 0 1 Y N N 33.415 34.680 12.598 0.209 2.192 -5.324 C26 PLB 24 PLB C25 C25 C 0 1 Y N N 34.019 35.586 11.731 -0.128 2.321 -6.662 C25 PLB 25 PLB C24 C24 C 0 1 Y N N 33.970 35.469 10.351 -0.717 1.243 -7.303 C24 PLB 26 PLB N23 N23 N 0 1 Y N N 33.318 34.439 9.806 -0.937 0.129 -6.623 N23 PLB 27 PLB H15 H15 H 0 1 N N N 26.481 25.131 15.100 -1.578 0.108 6.040 H15 PLB 28 PLB H17 H17 H 0 1 N N N 23.858 26.259 11.864 2.376 1.209 4.867 H17 PLB 29 PLB H18 H18 H 0 1 N N N 25.040 28.447 11.573 1.867 0.603 2.540 H18 PLB 30 PLB H10 H10 H 0 1 N N N 28.941 28.258 12.899 1.378 0.035 0.858 H10 PLB 31 PLB H3 H3 H 0 1 N N N 27.723 31.649 12.306 -1.931 0.001 -0.447 H3 PLB 32 PLB H4 H4 H 0 1 N N N 29.004 33.396 11.202 -2.511 -0.399 -2.799 H4 PLB 33 PLB H6 H6 H 0 1 N N N 32.280 30.602 10.697 1.560 -1.342 -3.677 H6 PLB 34 PLB HO8 HO8 H 0 1 N N N 32.635 27.379 11.462 4.383 -1.552 -1.747 HO8 PLB 35 PLB H26 H26 H 0 1 N N N 33.447 34.792 13.694 0.669 3.013 -4.794 H26 PLB 36 PLB H25 H25 H 0 1 N N N 34.565 36.442 12.160 0.062 3.242 -7.193 H25 PLB 37 PLB H24 H24 H 0 1 N N N 34.453 36.200 9.681 -0.992 1.310 -8.345 H24 PLB 38 # # 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 PLB CL20 C16 SING N N 1 PLB C16 C15 DOUB Y N 2 PLB C16 C17 SING Y N 3 PLB C15 C14 SING Y N 4 PLB C15 H15 SING N N 5 PLB C14 CL19 SING N N 6 PLB C14 C13 DOUB Y N 7 PLB C17 C18 DOUB Y N 8 PLB C17 H17 SING N N 9 PLB C18 C13 SING Y N 10 PLB C18 H18 SING N N 11 PLB C13 C11 SING N N 12 PLB C11 O12 DOUB N N 13 PLB C11 N10 SING N N 14 PLB N10 C2 SING N N 15 PLB N10 H10 SING N N 16 PLB C2 C3 SING Y N 17 PLB C2 C1 DOUB Y N 18 PLB C3 C4 DOUB Y N 19 PLB C3 H3 SING N N 20 PLB C4 C5 SING Y N 21 PLB C4 H4 SING N N 22 PLB C5 C6 DOUB Y N 23 PLB C5 O21 SING N N 24 PLB C6 C1 SING Y N 25 PLB C6 H6 SING N N 26 PLB C1 C7 SING N N 27 PLB C7 O9 DOUB N N 28 PLB C7 O8 SING N N 29 PLB O8 HO8 SING N N 30 PLB O21 C22 SING N N 31 PLB C22 N27 SING Y N 32 PLB C22 N23 DOUB Y N 33 PLB N27 C26 DOUB Y N 34 PLB C26 C25 SING Y N 35 PLB C26 H26 SING N N 36 PLB C25 C24 DOUB Y N 37 PLB C25 H25 SING N N 38 PLB C24 N23 SING Y N 39 PLB C24 H24 SING N N 40 # # 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 PLB SMILES ACDLabs 10.04 "Clc1ccc(c(Cl)c1)C(=O)Nc3c(C(=O)O)cc(Oc2ncccn2)cc3" PLB SMILES_CANONICAL CACTVS 3.341 "OC(=O)c1cc(Oc2ncccn2)ccc1NC(=O)c3ccc(Cl)cc3Cl" PLB SMILES CACTVS 3.341 "OC(=O)c1cc(Oc2ncccn2)ccc1NC(=O)c3ccc(Cl)cc3Cl" PLB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cnc(nc1)Oc2ccc(c(c2)C(=O)O)NC(=O)c3ccc(cc3Cl)Cl" PLB SMILES "OpenEye OEToolkits" 1.5.0 "c1cnc(nc1)Oc2ccc(c(c2)C(=O)O)NC(=O)c3ccc(cc3Cl)Cl" PLB InChI InChI 1.03 "InChI=1S/C18H11Cl2N3O4/c19-10-2-4-12(14(20)8-10)16(24)23-15-5-3-11(9-13(15)17(25)26)27-18-21-6-1-7-22-18/h1-9H,(H,23,24)(H,25,26)" PLB InChIKey InChI 1.03 VNDRRWBKNSHALL-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 PLB "SYSTEMATIC NAME" ACDLabs 10.04 "2-{[(2,4-dichlorophenyl)carbonyl]amino}-5-(pyrimidin-2-yloxy)benzoic acid" PLB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(2,4-dichlorophenyl)carbonylamino]-5-pyrimidin-2-yloxy-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 PLB "Create component" 2004-08-24 RCSB PLB "Modify descriptor" 2011-06-04 RCSB PLB "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PLB _pdbx_chem_comp_synonyms.name "5-(2-PYRIMIDINYLOXY)-2-BENZOYLAMINOBENZOIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##