data_393 # _chem_comp.id 393 _chem_comp.name "(5-CHLORO-2-{[(3-NITROBENZYL)AMINO]CARBONYL}PHENOXY)ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H13 Cl N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms IDD393 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-05 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 364.737 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 393 _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 ? _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 393 C1 C1 C 0 1 Y N N 16.859 -4.108 10.902 6.021 -2.546 -4.741 C1 393 1 393 N2 N2 N 1 1 N N N 17.319 -3.200 9.949 7.031 -3.537 -4.860 N2 393 2 393 O3 O3 O -1 1 N N N 16.583 -2.759 9.056 8.164 -3.203 -5.282 O3 393 3 393 O4 O4 O 0 1 N N N 18.495 -2.925 10.133 6.763 -4.721 -4.538 O4 393 4 393 C5 C5 C 0 1 Y N N 17.722 -4.561 11.893 4.753 -2.894 -4.274 C5 393 5 393 C6 C6 C 0 1 Y N N 17.269 -5.473 12.848 3.771 -1.917 -4.161 C6 393 6 393 C7 C7 C 0 1 N N N 18.241 -5.950 13.936 2.406 -2.291 -3.659 C7 393 7 393 N8 N8 N 0 1 N N N 17.577 -6.755 14.941 2.308 -2.174 -2.222 N8 393 8 393 C9 C9 C 0 1 N N N 17.726 -8.090 14.948 1.910 -1.003 -1.568 C9 393 9 393 C10 C10 C 0 1 Y N N 16.910 -8.959 15.872 1.885 -1.036 -0.112 C10 393 10 393 C11 C11 C 0 1 Y N N 16.264 -10.099 15.422 0.967 -0.237 0.569 C11 393 11 393 C12 C12 C 0 1 Y N N 15.509 -10.896 16.289 0.927 -0.255 1.963 C12 393 12 393 C13 C13 C 0 1 Y N N 15.398 -10.547 17.641 1.806 -1.071 2.676 C13 393 13 393 CL1 CL1 CL 0 0 N N N 14.401 -11.428 18.681 1.756 -1.092 4.396 CL1 393 14 393 C15 C15 C 0 1 Y N N 16.046 -9.395 18.099 2.724 -1.870 1.995 C15 393 15 393 C16 C16 C 0 1 Y N N 16.803 -8.596 17.235 2.763 -1.853 0.600 C16 393 16 393 O17 O17 O 0 1 N N N 17.491 -7.440 17.576 3.668 -2.640 -0.047 O17 393 17 393 C18 C18 C 0 1 N N N 16.996 -6.700 18.722 5.047 -2.409 0.235 C18 393 18 393 C19 C19 C 0 1 N N N 15.792 -5.891 18.274 5.896 -3.349 -0.574 C19 393 19 393 O20 O20 O 0 1 N N N 15.008 -5.444 19.231 7.211 -3.116 -0.335 O20 393 20 393 O21 O21 O 0 1 N N N 15.515 -5.716 17.096 5.483 -4.206 -1.341 O21 393 21 393 O22 O22 O 0 1 N N N 18.340 -8.643 14.040 1.608 0.036 -2.179 O22 393 22 393 C23 C23 C 0 1 Y N N 15.935 -5.902 12.781 4.037 -0.598 -4.509 C23 393 23 393 C24 C24 C 0 1 Y N N 15.079 -5.448 11.770 5.305 -0.251 -4.976 C24 393 24 393 C25 C25 C 0 1 Y N N 15.538 -4.530 10.823 6.297 -1.225 -5.092 C25 393 25 393 H5 H5 H 0 1 N N N 18.742 -4.208 11.924 4.533 -3.924 -3.999 H5 393 26 393 H71 1H7 H 0 1 N N N 19.028 -6.556 13.463 1.641 -1.645 -4.103 H71 393 27 393 H72 2H7 H 0 1 N N N 18.661 -5.062 14.432 2.157 -3.323 -3.929 H72 393 28 393 HN8 HN8 H 0 1 N N N 17.005 -6.315 15.633 2.604 -2.974 -1.672 HN8 393 29 393 H11 H11 H 0 1 N N N 16.345 -10.378 14.382 0.278 0.403 0.024 H11 393 30 393 H12 H12 H 0 1 N N N 15.012 -11.780 15.916 0.206 0.373 2.481 H12 393 31 393 H15 H15 H 0 1 N N N 15.960 -9.117 19.139 3.412 -2.508 2.543 H15 393 32 393 H181 1H18 H 0 0 N N N 16.704 -7.397 19.521 5.285 -1.378 -0.040 H181 393 33 393 H182 2H18 H 0 0 N N N 17.779 -6.034 19.113 5.223 -2.566 1.302 H182 393 34 393 HO20 HO20 H 0 0 N N N 14.259 -5.003 18.847 7.790 -3.717 -0.852 HO20 393 35 393 H23 H23 H 0 1 N N N 15.562 -6.594 13.522 3.271 0.167 -4.421 H23 393 36 393 H24 H24 H 0 1 N N N 14.062 -5.808 11.723 5.521 0.778 -5.248 H24 393 37 393 H25 H25 H 0 1 N N N 14.883 -4.158 10.049 7.280 -0.941 -5.458 H25 393 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 393 C1 N2 SING N N 1 393 C1 C25 DOUB Y N 2 393 C1 C5 SING Y N 3 393 N2 O3 SING N N 4 393 N2 O4 DOUB N N 5 393 C5 C6 DOUB Y N 6 393 C5 H5 SING N N 7 393 C6 C23 SING Y N 8 393 C6 C7 SING N N 9 393 C7 N8 SING N N 10 393 C7 H71 SING N N 11 393 C7 H72 SING N N 12 393 N8 C9 SING N N 13 393 N8 HN8 SING N N 14 393 C9 O22 DOUB N N 15 393 C9 C10 SING N N 16 393 C10 C11 DOUB Y N 17 393 C10 C16 SING Y N 18 393 C11 C12 SING Y N 19 393 C11 H11 SING N N 20 393 C12 C13 DOUB Y N 21 393 C12 H12 SING N N 22 393 C13 C15 SING Y N 23 393 C13 CL1 SING N N 24 393 C15 C16 DOUB Y N 25 393 C15 H15 SING N N 26 393 C16 O17 SING N N 27 393 O17 C18 SING N N 28 393 C18 C19 SING N N 29 393 C18 H181 SING N N 30 393 C18 H182 SING N N 31 393 C19 O21 DOUB N N 32 393 C19 O20 SING N N 33 393 O20 HO20 SING N N 34 393 C23 C24 DOUB Y N 35 393 C23 H23 SING N N 36 393 C24 C25 SING Y N 37 393 C24 H24 SING N N 38 393 C25 H25 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 393 SMILES ACDLabs 10.04 "O=C(c1c(OCC(=O)O)cc(Cl)cc1)NCc2cccc([N+]([O-])=O)c2" 393 SMILES_CANONICAL CACTVS 3.341 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2cccc(c2)[N+]([O-])=O" 393 SMILES CACTVS 3.341 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2cccc(c2)[N+]([O-])=O" 393 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)[N+](=O)[O-])CNC(=O)c2ccc(cc2OCC(=O)O)Cl" 393 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)[N+](=O)[O-])CNC(=O)c2ccc(cc2OCC(=O)O)Cl" 393 InChI InChI 1.03 "InChI=1S/C16H13ClN2O6/c17-11-4-5-13(14(7-11)25-9-15(20)21)16(22)18-8-10-2-1-3-12(6-10)19(23)24/h1-7H,8-9H2,(H,18,22)(H,20,21)" 393 InChIKey InChI 1.03 VABIMMIJVWNHFI-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 393 "SYSTEMATIC NAME" ACDLabs 10.04 "{5-chloro-2-[(3-nitrobenzyl)carbamoyl]phenoxy}acetic acid" 393 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-chloro-2-[(3-nitrophenyl)methylcarbamoyl]phenoxy]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 393 "Create component" 2006-10-05 RCSB 393 "Modify descriptor" 2011-06-04 RCSB 393 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 393 _pdbx_chem_comp_synonyms.name IDD393 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##