data_4S4 # _chem_comp.id 4S4 _chem_comp.name "N-(4-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}benzoyl)glycine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H11 Br2 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-19 _chem_comp.pdbx_modified_date 2019-09-04 _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 445.063 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4S4 _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 4ZVI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 4S4 C2 C1 C 0 1 N N N -13.329 17.800 21.654 0.423 0.700 -0.112 C2 4S4 1 4S4 C4 C2 C 0 1 Y N N -12.411 20.035 22.219 -1.822 -0.008 0.189 C4 4S4 2 4S4 C5 C3 C 0 1 Y N N -12.727 20.150 23.582 -2.244 1.196 0.744 C5 4S4 3 4S4 C6 C4 C 0 1 Y N N -12.132 21.129 24.360 -3.588 1.481 0.833 C6 4S4 4 4S4 C7 C5 C 0 1 Y N N -11.221 22.035 23.789 -4.529 0.560 0.364 C7 4S4 5 4S4 C8 C6 C 0 1 Y N N -10.919 21.932 22.423 -4.102 -0.648 -0.194 C8 4S4 6 4S4 C17 C7 C 0 1 Y N N -13.954 16.974 20.610 1.861 0.417 -0.095 C17 4S4 7 4S4 C18 C8 C 0 1 Y N N -13.851 17.125 19.245 2.874 1.332 -0.295 C18 4S4 8 4S4 C19 C9 C 0 1 Y N N -14.620 16.128 18.644 4.083 0.637 -0.188 C19 4S4 9 4S4 C21 C10 C 0 1 Y N N -15.194 15.389 19.637 3.794 -0.663 0.071 C21 4S4 10 4S4 O1 O1 O 0 1 N N N -13.154 17.297 22.749 0.028 1.832 -0.323 O1 4S4 11 4S4 N3 N1 N 0 1 N N N -12.994 19.089 21.363 -0.461 -0.294 0.101 N3 4S4 12 4S4 C9 C11 C 0 1 Y N N -11.515 20.951 21.653 -2.757 -0.930 -0.274 C9 4S4 13 4S4 C10 C12 C 0 1 N N N -10.590 23.082 24.619 -5.970 0.862 0.458 C10 4S4 14 4S4 O11 O2 O 0 1 N N N -10.151 22.786 25.711 -6.341 1.913 0.943 O11 4S4 15 4S4 N12 N2 N 0 1 N N N -10.504 24.357 24.175 -6.876 -0.027 0.005 N12 4S4 16 4S4 C13 C13 C 0 1 N N N -9.886 25.412 24.998 -8.307 0.273 0.098 C13 4S4 17 4S4 C14 C14 C 0 1 N N N -9.583 26.640 24.173 -9.099 -0.875 -0.473 C14 4S4 18 4S4 O15 O3 O 0 1 N N N -8.915 27.527 24.650 -10.440 -0.821 -0.493 O15 4S4 19 4S4 O16 O4 O 0 1 N N N -10.047 26.759 22.917 -8.527 -1.844 -0.913 O16 4S4 20 4S4 BR1 BR1 BR 0 0 N N N -14.776 15.933 16.768 5.813 1.378 -0.371 BR20 4S4 21 4S4 BR2 BR2 BR 0 0 N N N -16.360 13.897 19.483 5.062 -2.045 0.311 BR22 4S4 22 4S4 N23 N3 N 0 1 Y N N -14.789 15.902 20.826 2.447 -0.809 0.130 N23 4S4 23 4S4 H1 H1 H 0 1 N N N -13.439 19.470 24.027 -1.517 1.907 1.107 H1 4S4 24 4S4 H2 H2 H 0 1 N N N -12.369 21.197 25.411 -3.915 2.415 1.265 H2 4S4 25 4S4 H3 H3 H 0 1 N N N -10.220 22.620 21.972 -4.826 -1.362 -0.557 H3 4S4 26 4S4 H4 H4 H 0 1 N N N -13.277 17.881 18.731 2.756 2.386 -0.497 H4 4S4 27 4S4 H5 H5 H 0 1 N N N -13.186 19.396 20.431 -0.151 -1.208 0.193 H5 4S4 28 4S4 H6 H6 H 0 1 N N N -11.286 20.890 20.599 -2.426 -1.863 -0.705 H6 4S4 29 4S4 H7 H7 H 0 1 N N N -10.866 24.588 23.272 -6.581 -0.866 -0.382 H7 4S4 30 4S4 H8 H8 H 0 1 N N N -8.949 25.029 25.429 -8.581 0.418 1.143 H8 4S4 31 4S4 H9 H9 H 0 1 N N N -10.577 25.686 25.809 -8.525 1.181 -0.465 H9 4S4 32 4S4 H10 H10 H 0 1 N N N -8.814 28.225 24.014 -10.905 -1.581 -0.870 H10 4S4 33 4S4 H11 H11 H 0 1 N N N -15.057 15.553 21.724 1.975 -1.638 0.306 H11 4S4 34 # # 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 4S4 BR1 C19 SING N N 1 4S4 C19 C18 SING Y N 2 4S4 C19 C21 DOUB Y N 3 4S4 C18 C17 DOUB Y N 4 4S4 BR2 C21 SING N N 5 4S4 C21 N23 SING Y N 6 4S4 C17 N23 SING Y N 7 4S4 C17 C2 SING N N 8 4S4 N3 C2 SING N N 9 4S4 N3 C4 SING N N 10 4S4 C9 C4 DOUB Y N 11 4S4 C9 C8 SING Y N 12 4S4 C2 O1 DOUB N N 13 4S4 C4 C5 SING Y N 14 4S4 C8 C7 DOUB Y N 15 4S4 O16 C14 DOUB N N 16 4S4 C5 C6 DOUB Y N 17 4S4 C7 C6 SING Y N 18 4S4 C7 C10 SING N N 19 4S4 C14 O15 SING N N 20 4S4 C14 C13 SING N N 21 4S4 N12 C10 SING N N 22 4S4 N12 C13 SING N N 23 4S4 C10 O11 DOUB N N 24 4S4 C5 H1 SING N N 25 4S4 C6 H2 SING N N 26 4S4 C8 H3 SING N N 27 4S4 C18 H4 SING N N 28 4S4 N3 H5 SING N N 29 4S4 C9 H6 SING N N 30 4S4 N12 H7 SING N N 31 4S4 C13 H8 SING N N 32 4S4 C13 H9 SING N N 33 4S4 O15 H10 SING N N 34 4S4 N23 H11 SING N N 35 # # 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 4S4 SMILES ACDLabs 12.01 "C(=O)(c1nc(c(c1)Br)Br)Nc2ccc(C(=O)NCC(O)=O)cc2" 4S4 InChI InChI 1.03 "InChI=1S/C14H11Br2N3O4/c15-9-5-10(19-12(9)16)14(23)18-8-3-1-7(2-4-8)13(22)17-6-11(20)21/h1-5,19H,6H2,(H,17,22)(H,18,23)(H,20,21)" 4S4 InChIKey InChI 1.03 GVWXWAOQVXYEQC-UHFFFAOYSA-N 4S4 SMILES_CANONICAL CACTVS 3.385 "OC(=O)CNC(=O)c1ccc(NC(=O)c2[nH]c(Br)c(Br)c2)cc1" 4S4 SMILES CACTVS 3.385 "OC(=O)CNC(=O)c1ccc(NC(=O)c2[nH]c(Br)c(Br)c2)cc1" 4S4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C(=O)NCC(=O)O)NC(=O)c2cc(c([nH]2)Br)Br" 4S4 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C(=O)NCC(=O)O)NC(=O)c2cc(c([nH]2)Br)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 4S4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}benzoyl)glycine" 4S4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[[4-[[4,5-bis(bromanyl)-1H-pyrrol-2-yl]carbonylamino]phenyl]carbonylamino]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 4S4 "Create component" 2015-05-19 EBI 4S4 "Initial release" 2015-07-15 RCSB 4S4 "Other modification" 2019-09-04 EBI ##