data_388 # _chem_comp.id 388 _chem_comp.name "(2-{[(4-BROMO-2-FLUOROBENZYL)AMINO]CARBONYL}-5-CHLOROPHENOXY)ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H12 Br Cl F N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms IDD388 _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 416.626 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 388 _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 388 C1 C1 C 0 1 N N N 18.674 -6.075 13.939 2.695 -2.153 -3.651 C1 388 1 388 N10 N10 N 0 1 N N N 18.015 -6.895 14.958 2.565 -2.056 -2.215 N10 388 2 388 C11 C11 C 0 1 N N N 17.898 -8.225 14.805 1.910 -1.003 -1.568 C11 388 3 388 O12 O12 O 0 1 N N N 18.499 -8.851 13.902 1.385 -0.061 -2.185 O12 388 4 388 C2 C2 C 0 1 Y N N 17.649 -5.589 12.899 3.967 -1.525 -4.143 C2 388 5 388 C7 C7 C 0 1 Y N N 18.095 -4.602 12.010 5.121 -2.293 -4.248 C7 388 6 388 F9 F9 F 0 1 N N N 19.315 -4.079 12.219 5.113 -3.590 -3.911 F9 388 7 388 C6 C6 C 0 1 Y N N 17.194 -3.993 11.102 6.301 -1.707 -4.706 C6 388 8 388 C5 C5 C 0 1 Y N N 15.902 -4.498 10.995 6.319 -0.358 -5.057 C5 388 9 388 BR8 BR8 BR 0 0 N N N 14.781 -3.745 9.725 7.918 0.436 -5.676 BR8 388 10 388 C4 C4 C 0 1 Y N N 15.467 -5.567 11.780 5.157 0.407 -4.949 C4 388 11 388 C3 C3 C 0 1 Y N N 16.353 -6.056 12.763 3.977 -0.179 -4.491 C3 388 12 388 C8 C8 C 0 1 Y N N 17.034 -8.991 15.769 1.885 -1.036 -0.112 C8 388 13 388 C9 C9 C 0 1 Y N N 16.554 -10.233 15.334 0.807 -0.463 0.561 C9 388 14 388 C10 C10 C 0 1 Y N N 15.668 -10.981 16.127 0.764 -0.484 1.955 C10 388 15 388 C12 C12 C 0 1 Y N N 15.456 -10.542 17.449 1.800 -1.079 2.676 C12 388 16 388 CL1 CL1 CL 0 0 N N N 14.322 -11.428 18.418 1.747 -1.105 4.396 CL1 388 17 388 C14 C14 C 0 1 Y N N 15.950 -9.328 17.896 2.878 -1.652 2.002 C14 388 18 388 C15 C15 C 0 1 Y N N 16.801 -8.566 17.084 2.921 -1.631 0.608 C15 388 19 388 O20 O20 O 0 1 N N N 17.476 -7.452 17.548 3.984 -2.196 -0.032 O20 388 20 388 C21 C21 C 0 1 N N N 16.917 -6.764 18.678 5.273 -1.659 0.256 C21 388 21 388 C22 C22 C 0 1 N N N 15.695 -5.995 18.301 6.317 -2.386 -0.545 C22 388 22 388 O24 O24 O 0 1 N N N 15.511 -5.801 16.998 6.112 -3.316 -1.310 O24 388 23 388 O23 O23 O 0 1 N N N 14.897 -5.501 19.078 7.544 -1.861 -0.300 O23 388 24 388 H11 1H1 H 0 1 N N N 19.444 -6.676 13.434 1.824 -1.665 -4.102 H11 388 25 388 H12 2H1 H 0 1 N N N 19.133 -5.201 14.424 2.651 -3.213 -3.921 H12 388 26 388 HN10 HN10 H 0 0 N N N 17.647 -6.459 15.779 3.032 -2.767 -1.660 HN10 388 27 388 H6 H6 H 0 1 N N N 17.505 -3.150 10.502 7.198 -2.317 -4.784 H6 388 28 388 H4 H4 H 0 1 N N N 14.489 -6.003 11.640 5.154 1.460 -5.219 H4 388 29 388 H3 H3 H 0 1 N N N 16.006 -6.826 13.437 3.076 0.424 -4.410 H3 388 30 388 H9 H9 H 0 1 N N N 16.869 -10.621 14.376 -0.006 0.003 0.010 H9 388 31 388 H10 H10 H 0 1 N N N 15.170 -11.857 15.739 -0.083 -0.033 2.466 H10 388 32 388 H14 H14 H 0 1 N N N 15.678 -8.966 18.876 3.690 -2.117 2.557 H14 388 33 388 H211 1H21 H 0 0 N N N 16.647 -7.504 19.446 5.274 -0.602 -0.023 H211 388 34 388 H212 2H21 H 0 0 N N N 17.668 -6.056 19.058 5.474 -1.768 1.325 H212 388 35 388 HO23 HO23 H 0 0 N N N 14.232 -5.028 18.592 8.246 -2.317 -0.812 HO23 388 36 # # 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 388 C1 C2 SING N N 1 388 C1 N10 SING N N 2 388 C1 H11 SING N N 3 388 C1 H12 SING N N 4 388 N10 C11 SING N N 5 388 N10 HN10 SING N N 6 388 C11 O12 DOUB N N 7 388 C11 C8 SING N N 8 388 C2 C7 DOUB Y N 9 388 C2 C3 SING Y N 10 388 C7 C6 SING Y N 11 388 C7 F9 SING N N 12 388 C6 C5 DOUB Y N 13 388 C6 H6 SING N N 14 388 C5 BR8 SING N N 15 388 C5 C4 SING Y N 16 388 C4 C3 DOUB Y N 17 388 C4 H4 SING N N 18 388 C3 H3 SING N N 19 388 C8 C9 DOUB Y N 20 388 C8 C15 SING Y N 21 388 C9 C10 SING Y N 22 388 C9 H9 SING N N 23 388 C10 C12 DOUB Y N 24 388 C10 H10 SING N N 25 388 C12 C14 SING Y N 26 388 C12 CL1 SING N N 27 388 C14 C15 DOUB Y N 28 388 C14 H14 SING N N 29 388 C15 O20 SING N N 30 388 O20 C21 SING N N 31 388 C21 C22 SING N N 32 388 C21 H211 SING N N 33 388 C21 H212 SING N N 34 388 C22 O24 DOUB N N 35 388 C22 O23 SING N N 36 388 O23 HO23 SING N N 37 # # 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 388 SMILES ACDLabs 10.04 "Brc1cc(F)c(cc1)CNC(=O)c2ccc(Cl)cc2OCC(=O)O" 388 SMILES_CANONICAL CACTVS 3.341 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2F" 388 SMILES CACTVS 3.341 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2F" 388 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2ccc(cc2F)Br" 388 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2ccc(cc2F)Br" 388 InChI InChI 1.03 "InChI=1S/C16H12BrClFNO4/c17-10-2-1-9(13(19)5-10)7-20-16(23)12-4-3-11(18)6-14(12)24-8-15(21)22/h1-6H,7-8H2,(H,20,23)(H,21,22)" 388 InChIKey InChI 1.03 ZLIGBZRXAQNUFO-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 388 "SYSTEMATIC NAME" ACDLabs 10.04 "{2-[(4-bromo-2-fluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid" 388 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[(4-bromo-2-fluoro-phenyl)methylcarbamoyl]-5-chloro-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 388 "Create component" 2006-10-05 RCSB 388 "Modify descriptor" 2011-06-04 RCSB 388 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 388 _pdbx_chem_comp_synonyms.name IDD388 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##