data_4O9 # _chem_comp.id 4O9 _chem_comp.name "{5-chloro-2-[(2,6-difluoro-4-iodobenzyl)carbamoyl]phenoxy}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H11 Cl F2 I N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-17 _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 481.617 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4O9 _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 4LBR _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 4O9 O21 O21 O 0 1 N N N 8.134 -5.631 6.661 -8.035 -2.862 -0.000 O21 4O9 1 4O9 C19 C19 C 0 1 N N N 7.969 -5.819 5.432 -6.740 -2.508 -0.000 C19 4O9 2 4O9 O20 O20 O 0 1 N N N 8.710 -5.392 4.519 -5.881 -3.359 0.001 O20 4O9 3 4O9 C18 C18 C 0 1 N N N 6.746 -6.596 4.963 -6.356 -1.051 -0.002 C18 4O9 4 4O9 O17 O17 O 0 1 N N N 6.207 -7.304 6.057 -4.932 -0.933 -0.002 O17 4O9 5 4O9 C11 C11 C 0 1 Y N N 6.809 -8.438 6.511 -4.418 0.322 -0.003 C11 4O9 6 4O9 C13 C13 C 0 1 Y N N 7.695 -9.155 5.719 -5.264 1.421 0.002 C13 4O9 7 4O9 C15 C15 C 0 1 Y N N 8.244 -10.322 6.223 -4.739 2.699 0.000 C15 4O9 8 4O9 CL2 CL2 CL 0 0 N N N 9.358 -11.233 5.210 -5.804 4.070 0.006 CL2 4O9 9 4O9 C14 C14 C 0 1 Y N N 7.951 -10.801 7.482 -3.365 2.893 -0.005 C14 4O9 10 4O9 C12 C12 C 0 1 Y N N 7.072 -10.071 8.256 -2.511 1.812 -0.010 C12 4O9 11 4O9 C10 C10 C 0 1 Y N N 6.486 -8.903 7.782 -3.030 0.515 -0.003 C10 4O9 12 4O9 C9 C9 C 0 1 N N N 5.614 -8.161 8.743 -2.121 -0.647 -0.001 C9 4O9 13 4O9 O16 O16 O 0 1 N N N 5.058 -8.734 9.673 -2.575 -1.775 0.000 O16 4O9 14 4O9 N8 N8 N 0 1 N N N 5.575 -6.840 8.630 -0.786 -0.458 -0.001 N8 4O9 15 4O9 C7 C7 C 0 1 N N N 4.892 -6.000 9.587 0.117 -1.611 0.001 C7 4O9 16 4O9 C1 C1 C 0 1 Y N N 5.858 -5.518 10.678 1.546 -1.131 0.001 C1 4O9 17 4O9 C2 C2 C 0 1 Y N N 5.420 -4.400 11.483 2.200 -0.906 -1.198 C2 4O9 18 4O9 F25 F25 F 0 1 N N N 4.203 -3.919 11.241 1.559 -1.117 -2.368 F25 4O9 19 4O9 C3 C3 C 0 1 Y N N 7.140 -5.978 10.938 2.201 -0.909 1.199 C3 4O9 20 4O9 F24 F24 F 0 1 N N N 7.661 -6.983 10.243 1.562 -1.123 2.369 F24 4O9 21 4O9 C5 C5 C 0 1 Y N N 7.942 -5.418 11.922 3.514 -0.467 1.198 C5 4O9 22 4O9 C6 C6 C 0 1 Y N N 7.482 -4.359 12.669 4.169 -0.248 0.000 C6 4O9 23 4O9 I23 I23 I 0 1 N N N 8.785 -3.455 14.001 6.155 0.420 0.000 I23 4O9 24 4O9 C4 C4 C 0 1 Y N N 6.218 -3.842 12.462 3.513 -0.464 -1.197 C4 4O9 25 4O9 H1 H1 H 0 1 N N N 8.916 -5.109 6.800 -8.231 -3.809 0.001 H1 4O9 26 4O9 H2 H2 H 0 1 N N N 5.994 -5.897 4.569 -6.760 -0.570 -0.892 H2 4O9 27 4O9 H3 H3 H 0 1 N N N 7.039 -7.304 4.173 -6.761 -0.568 0.888 H3 4O9 28 4O9 H4 H4 H 0 1 N N N 7.951 -8.809 4.728 -6.334 1.278 0.005 H4 4O9 29 4O9 H5 H5 H 0 1 N N N 8.394 -11.715 7.850 -2.964 3.896 -0.007 H5 4O9 30 4O9 H6 H6 H 0 1 N N N 6.834 -10.415 9.252 -1.443 1.968 -0.015 H6 4O9 31 4O9 H7 H7 H 0 1 N N N 6.035 -6.409 7.854 -0.424 0.442 -0.002 H7 4O9 32 4O9 H8 H8 H 0 1 N N N 4.473 -5.127 9.066 -0.064 -2.213 0.891 H8 4O9 33 4O9 H9 H9 H 0 1 N N N 4.078 -6.574 10.054 -0.063 -2.215 -0.888 H9 4O9 34 4O9 H10 H10 H 0 1 N N N 8.930 -5.815 12.102 4.026 -0.293 2.133 H10 4O9 35 4O9 H11 H11 H 0 1 N N N 5.860 -3.015 13.056 4.024 -0.289 -2.132 H11 4O9 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 4O9 O20 C19 DOUB N N 1 4O9 C18 C19 SING N N 2 4O9 C18 O17 SING N N 3 4O9 CL2 C15 SING N N 4 4O9 C19 O21 SING N N 5 4O9 C13 C15 DOUB Y N 6 4O9 C13 C11 SING Y N 7 4O9 O17 C11 SING N N 8 4O9 C15 C14 SING Y N 9 4O9 C11 C10 DOUB Y N 10 4O9 C14 C12 DOUB Y N 11 4O9 C10 C12 SING Y N 12 4O9 C10 C9 SING N N 13 4O9 N8 C9 SING N N 14 4O9 N8 C7 SING N N 15 4O9 C9 O16 DOUB N N 16 4O9 C7 C1 SING N N 17 4O9 F24 C3 SING N N 18 4O9 C1 C3 DOUB Y N 19 4O9 C1 C2 SING Y N 20 4O9 C3 C5 SING Y N 21 4O9 F25 C2 SING N N 22 4O9 C2 C4 DOUB Y N 23 4O9 C5 C6 DOUB Y N 24 4O9 C4 C6 SING Y N 25 4O9 C6 I23 SING N N 26 4O9 O21 H1 SING N N 27 4O9 C18 H2 SING N N 28 4O9 C18 H3 SING N N 29 4O9 C13 H4 SING N N 30 4O9 C14 H5 SING N N 31 4O9 C12 H6 SING N N 32 4O9 N8 H7 SING N N 33 4O9 C7 H8 SING N N 34 4O9 C7 H9 SING N N 35 4O9 C5 H10 SING N N 36 4O9 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 4O9 SMILES ACDLabs 12.01 "O=C(c1c(OCC(=O)O)cc(Cl)cc1)NCc2c(F)cc(I)cc2F" 4O9 InChI InChI 1.03 "InChI=1S/C16H11ClF2INO4/c17-8-1-2-10(14(3-8)25-7-15(22)23)16(24)21-6-11-12(18)4-9(20)5-13(11)19/h1-5H,6-7H2,(H,21,24)(H,22,23)" 4O9 InChIKey InChI 1.03 CVVNVYYIZYRUDK-UHFFFAOYSA-N 4O9 SMILES_CANONICAL CACTVS 3.385 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2c(F)cc(I)cc2F" 4O9 SMILES CACTVS 3.385 "OC(=O)COc1cc(Cl)ccc1C(=O)NCc2c(F)cc(I)cc2F" 4O9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2c(cc(cc2F)I)F" 4O9 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2c(cc(cc2F)I)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 4O9 "SYSTEMATIC NAME" ACDLabs 12.01 "{5-chloro-2-[(2,6-difluoro-4-iodobenzyl)carbamoyl]phenoxy}acetic acid" 4O9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[[2,6-bis(fluoranyl)-4-iodanyl-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 4O9 "Create component" 2013-07-17 RCSB 4O9 "Initial release" 2014-04-30 RCSB #