data_4O8 # _chem_comp.id 4O8 _chem_comp.name "{2-[(4-bromo-2,6-difluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H11 Br Cl F2 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-18 _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 434.617 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4O8 _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 4LBS _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 4O8 O21 O21 O 0 1 N N N 8.150 -5.626 6.674 -7.267 -2.973 -0.000 O21 4O8 1 4O8 C19 C19 C 0 1 N N N 7.980 -5.806 5.446 -5.980 -2.590 -0.000 C19 4O8 2 4O8 O20 O20 O 0 1 N N N 8.729 -5.387 4.528 -5.102 -3.420 0.001 O20 4O8 3 4O8 C18 C18 C 0 1 N N N 6.763 -6.585 4.973 -5.631 -1.124 -0.002 C18 4O8 4 4O8 O17 O17 O 0 1 N N N 6.218 -7.311 6.063 -4.210 -0.973 -0.002 O17 4O8 5 4O8 C11 C11 C 0 1 Y N N 6.852 -8.427 6.516 -3.725 0.294 -0.003 C11 4O8 6 4O8 C13 C13 C 0 1 Y N N 7.714 -9.165 5.715 -4.596 1.373 0.002 C13 4O8 7 4O8 C15 C15 C 0 1 Y N N 8.271 -10.321 6.222 -4.100 2.663 0.000 C15 4O8 8 4O8 CL2 CL2 CL 0 0 N N N 9.361 -11.244 5.202 -5.197 4.009 0.006 CL2 4O8 9 4O8 C14 C14 C 0 1 Y N N 8.011 -10.779 7.498 -2.732 2.888 -0.005 C14 4O8 10 4O8 C12 C12 C 0 1 Y N N 7.149 -10.031 8.280 -1.853 1.828 -0.010 C12 4O8 11 4O8 C10 C10 C 0 1 Y N N 6.555 -8.871 7.810 -2.341 0.518 -0.003 C10 4O8 12 4O8 C9 C9 C 0 1 N N N 5.712 -8.098 8.778 -1.405 -0.622 -0.001 C9 4O8 13 4O8 O16 O16 O 0 1 N N N 5.148 -8.651 9.712 -1.834 -1.760 0.000 O16 4O8 14 4O8 N8 N8 N 0 1 N N N 5.726 -6.774 8.658 -0.076 -0.402 -0.001 N8 4O8 15 4O8 C7 C7 C 0 1 N N N 5.075 -5.899 9.613 0.854 -1.534 0.001 C7 4O8 16 4O8 C1 C1 C 0 1 Y N N 6.039 -5.460 10.718 2.271 -1.021 0.001 C1 4O8 17 4O8 C2 C2 C 0 1 Y N N 5.589 -4.372 11.556 2.920 -0.781 -1.198 C2 4O8 18 4O8 F25 F25 F 0 1 N N N 4.366 -3.894 11.350 2.284 -1.007 -2.368 F25 4O8 19 4O8 C3 C3 C 0 1 Y N N 7.327 -5.923 10.943 2.921 -0.784 1.199 C3 4O8 20 4O8 F24 F24 F 0 1 N N N 7.848 -6.903 10.226 2.286 -1.013 2.370 F24 4O8 21 4O8 C5 C5 C 0 1 Y N N 8.136 -5.395 11.924 4.223 -0.312 1.198 C5 4O8 22 4O8 C6 C6 C 0 1 Y N N 7.620 -4.380 12.671 4.873 -0.078 0.000 C6 4O8 23 4O8 BR2 BR2 BR 0 0 N N N 8.859 -3.538 13.943 6.652 0.565 0.000 BR2 4O8 24 4O8 C4 C4 C 0 1 Y N N 6.377 -3.838 12.538 4.222 -0.310 -1.197 C4 4O8 25 4O8 H1 H1 H 0 1 N N N 8.941 -5.118 6.814 -7.441 -3.924 0.001 H1 4O8 26 4O8 H2 H2 H 0 1 N N N 6.008 -5.886 4.583 -6.046 -0.652 -0.892 H2 4O8 27 4O8 H3 H3 H 0 1 N N N 7.061 -7.284 4.178 -6.047 -0.650 0.888 H3 4O8 28 4O8 H4 H4 H 0 1 N N N 7.945 -8.839 4.711 -5.663 1.205 0.005 H4 4O8 29 4O8 H5 H5 H 0 1 N N N 8.463 -11.686 7.871 -2.353 3.900 -0.007 H5 4O8 30 4O8 H6 H6 H 0 1 N N N 6.933 -10.361 9.285 -0.788 2.008 -0.015 H6 4O8 31 4O8 H7 H7 H 0 1 N N N 6.204 -6.366 7.880 0.266 0.506 -0.002 H7 4O8 32 4O8 H8 H8 H 0 1 N N N 4.705 -5.007 9.086 0.687 -2.140 0.891 H8 4O8 33 4O8 H9 H9 H 0 1 N N N 4.228 -6.434 10.069 0.688 -2.142 -0.888 H9 4O8 34 4O8 H10 H10 H 0 1 N N N 9.135 -5.769 12.093 4.731 -0.127 2.133 H10 4O8 35 4O8 H11 H11 H 0 1 N N N 6.034 -3.033 13.171 4.729 -0.123 -2.133 H11 4O8 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 4O8 O20 C19 DOUB N N 1 4O8 C18 C19 SING N N 2 4O8 C18 O17 SING N N 3 4O8 CL2 C15 SING N N 4 4O8 C19 O21 SING N N 5 4O8 C13 C15 DOUB Y N 6 4O8 C13 C11 SING Y N 7 4O8 O17 C11 SING N N 8 4O8 C15 C14 SING Y N 9 4O8 C11 C10 DOUB Y N 10 4O8 C14 C12 DOUB Y N 11 4O8 C10 C12 SING Y N 12 4O8 C10 C9 SING N N 13 4O8 N8 C9 SING N N 14 4O8 N8 C7 SING N N 15 4O8 C9 O16 DOUB N N 16 4O8 C7 C1 SING N N 17 4O8 F24 C3 SING N N 18 4O8 C1 C3 DOUB Y N 19 4O8 C1 C2 SING Y N 20 4O8 C3 C5 SING Y N 21 4O8 F25 C2 SING N N 22 4O8 C2 C4 DOUB Y N 23 4O8 C5 C6 DOUB Y N 24 4O8 C4 C6 SING Y N 25 4O8 C6 BR2 SING N N 26 4O8 O21 H1 SING N N 27 4O8 C18 H2 SING N N 28 4O8 C18 H3 SING N N 29 4O8 C13 H4 SING N N 30 4O8 C14 H5 SING N N 31 4O8 C12 H6 SING N N 32 4O8 N8 H7 SING N N 33 4O8 C7 H8 SING N N 34 4O8 C7 H9 SING N N 35 4O8 C5 H10 SING N N 36 4O8 C4 H11 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 4O8 SMILES ACDLabs 12.01 "Fc1c(c(F)cc(Br)c1)CNC(=O)c2ccc(Cl)cc2OCC(=O)O" 4O8 InChI InChI 1.03 "InChI=1S/C16H11BrClF2NO4/c17-8-3-12(19)11(13(20)4-8)6-21-16(24)10-2-1-9(18)5-14(10)25-7-15(22)23/h1-5H,6-7H2,(H,21,24)(H,22,23)" 4O8 InChIKey InChI 1.03 ITCYRGAOHOZIOB-UHFFFAOYSA-N 4O8 SMILES_CANONICAL CACTVS 3.385 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2c(F)cc(Br)cc2F" 4O8 SMILES CACTVS 3.385 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2c(F)cc(Br)cc2F" 4O8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2c(cc(cc2F)Br)F" 4O8 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2c(cc(cc2F)Br)F" # 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 4O8 "SYSTEMATIC NAME" ACDLabs 12.01 "{2-[(4-bromo-2,6-difluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid" 4O8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[[4-bromanyl-2,6-bis(fluoranyl)phenyl]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 4O8 "Create component" 2013-07-18 RCSB 4O8 "Initial release" 2014-04-30 RCSB #