data_W8X # _chem_comp.id W8X _chem_comp.name "{2-[(4-bromobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H13 Br Cl N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-11 _chem_comp.pdbx_modified_date 2014-04-25 _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 398.636 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W8X _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 4LAU _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 W8X O23 O23 O 0 1 N N N 8.237 -5.727 6.718 -7.096 -2.980 0.001 O23 W8X 1 W8X C21 C21 C 0 1 N N N 8.010 -5.890 5.498 -5.805 -2.612 0.001 C21 W8X 2 W8X O22 O22 O 0 1 N N N 8.714 -5.460 4.554 -4.937 -3.453 0.002 O22 W8X 3 W8X C20 C20 C 0 1 N N N 6.759 -6.647 5.087 -5.438 -1.150 -0.001 C20 W8X 4 W8X O19 O19 O 0 1 N N N 6.229 -7.368 6.186 -4.016 -1.016 -0.001 O19 W8X 5 W8X C12 C12 C 0 1 Y N N 6.841 -8.506 6.621 -3.516 0.245 -0.003 C12 W8X 6 W8X C15 C15 C 0 1 Y N N 7.705 -9.220 5.804 -4.374 1.334 0.001 C15 W8X 7 W8X C17 C17 C 0 1 Y N N 8.256 -10.396 6.279 -3.864 2.618 -0.001 C17 W8X 8 W8X CL1 CL1 CL 0 0 N N N 9.351 -11.290 5.232 -4.944 3.977 0.004 CL1 W8X 9 W8X C16 C16 C 0 1 Y N N 7.998 -10.882 7.534 -2.493 2.828 -0.007 C16 W8X 10 W8X C14 C14 C 0 1 Y N N 7.144 -10.156 8.337 -1.626 1.757 -0.011 C14 W8X 11 W8X C13 C13 C 0 1 Y N N 6.552 -8.981 7.894 -2.130 0.453 -0.003 C13 W8X 12 W8X C10 C10 C 0 1 N N N 5.695 -8.242 8.880 -1.207 -0.698 -0.001 C10 W8X 13 W8X O11 O11 O 0 1 N N N 5.142 -8.828 9.802 -1.649 -1.831 0.001 O11 W8X 14 W8X N9 N9 N 0 1 N N N 5.667 -6.919 8.808 0.125 -0.493 -0.001 N9 W8X 15 W8X C8 C8 C 0 1 N N N 4.946 -6.112 9.773 1.041 -1.637 0.002 C8 W8X 16 W8X C2 C2 C 0 1 Y N N 5.908 -5.542 10.810 2.464 -1.140 0.001 C2 W8X 17 W8X C3 C3 C 0 1 Y N N 7.199 -6.042 10.989 3.116 -0.910 1.199 C3 W8X 18 W8X C5 C5 C 0 1 Y N N 8.050 -5.481 11.939 4.421 -0.456 1.199 C5 W8X 19 W8X C6 C6 C 0 1 Y N N 7.611 -4.416 12.704 5.075 -0.230 0.001 C6 W8X 20 W8X BR7 BR7 BR 0 0 N N N 8.795 -3.637 13.954 6.861 0.392 0.000 BR7 W8X 21 W8X C4 C4 C 0 1 Y N N 6.333 -3.904 12.538 4.422 -0.460 -1.197 C4 W8X 22 W8X C1 C1 C 0 1 Y N N 5.490 -4.467 11.583 3.119 -0.920 -1.196 C1 W8X 23 W8X H1 H1 H 0 1 N N N 9.034 -5.221 6.828 -7.281 -3.929 0.002 H1 W8X 24 W8X H2 H2 H 0 1 N N N 6.005 -5.931 4.727 -5.848 -0.674 -0.892 H2 W8X 25 W8X H3 H3 H 0 1 N N N 7.011 -7.351 4.280 -5.848 -0.671 0.888 H3 W8X 26 W8X H4 H4 H 0 1 N N N 7.944 -8.863 4.813 -5.443 1.179 0.005 H4 W8X 27 W8X H5 H5 H 0 1 N N N 8.447 -11.801 7.882 -2.102 3.835 -0.008 H5 W8X 28 W8X H6 H6 H 0 1 N N N 6.930 -10.510 9.335 -0.559 1.924 -0.016 H6 W8X 29 W8X H7 H7 H 0 1 N N N 6.158 -6.463 8.066 0.477 0.410 -0.002 H7 W8X 30 W8X H8 H8 H 0 1 N N N 4.443 -5.285 9.251 0.867 -2.240 0.892 H8 W8X 31 W8X H9 H9 H 0 1 N N N 4.195 -6.736 10.279 0.868 -2.243 -0.887 H9 W8X 32 W8X H10 H10 H 0 1 N N N 7.541 -6.870 10.386 2.605 -1.086 2.134 H10 W8X 33 W8X H11 H11 H 0 1 N N N 9.046 -5.875 12.077 4.930 -0.276 2.134 H11 W8X 34 W8X H12 H12 H 0 1 N N N 5.995 -3.076 13.144 4.932 -0.283 -2.132 H12 W8X 35 W8X H13 H13 H 0 1 N N N 4.499 -4.062 11.442 2.610 -1.103 -2.131 H13 W8X 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 W8X O22 C21 DOUB N N 1 W8X C20 C21 SING N N 2 W8X C20 O19 SING N N 3 W8X CL1 C17 SING N N 4 W8X C21 O23 SING N N 5 W8X C15 C17 DOUB Y N 6 W8X C15 C12 SING Y N 7 W8X O19 C12 SING N N 8 W8X C17 C16 SING Y N 9 W8X C12 C13 DOUB Y N 10 W8X C16 C14 DOUB Y N 11 W8X C13 C14 SING Y N 12 W8X C13 C10 SING N N 13 W8X N9 C10 SING N N 14 W8X N9 C8 SING N N 15 W8X C10 O11 DOUB N N 16 W8X C8 C2 SING N N 17 W8X C2 C3 DOUB Y N 18 W8X C2 C1 SING Y N 19 W8X C3 C5 SING Y N 20 W8X C1 C4 DOUB Y N 21 W8X C5 C6 DOUB Y N 22 W8X C4 C6 SING Y N 23 W8X C6 BR7 SING N N 24 W8X O23 H1 SING N N 25 W8X C20 H2 SING N N 26 W8X C20 H3 SING N N 27 W8X C15 H4 SING N N 28 W8X C16 H5 SING N N 29 W8X C14 H6 SING N N 30 W8X N9 H7 SING N N 31 W8X C8 H8 SING N N 32 W8X C8 H9 SING N N 33 W8X C3 H10 SING N N 34 W8X C5 H11 SING N N 35 W8X C4 H12 SING N N 36 W8X C1 H13 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 W8X SMILES ACDLabs 12.01 "Brc1ccc(cc1)CNC(=O)c2ccc(Cl)cc2OCC(=O)O" W8X InChI InChI 1.03 "InChI=1S/C16H13BrClNO4/c17-11-3-1-10(2-4-11)8-19-16(22)13-6-5-12(18)7-14(13)23-9-15(20)21/h1-7H,8-9H2,(H,19,22)(H,20,21)" W8X InChIKey InChI 1.03 PAOIFRPAIJVWIK-UHFFFAOYSA-N W8X SMILES_CANONICAL CACTVS 3.385 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2" W8X SMILES CACTVS 3.385 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2" W8X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=O)c2ccc(cc2OCC(=O)O)Cl)Br" W8X SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CNC(=O)c2ccc(cc2OCC(=O)O)Cl)Br" # 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 W8X "SYSTEMATIC NAME" ACDLabs 12.01 "{2-[(4-bromobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid" W8X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[(4-bromophenyl)methylcarbamoyl]-5-chloranyl-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 W8X "Create component" 2013-07-11 RCSB W8X "Initial release" 2014-04-30 RCSB #