data_5E2 # _chem_comp.id 5E2 _chem_comp.name "2-(3-bromophenyl)-6-chloroquinoline-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H9 Br Cl N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-15 _chem_comp.pdbx_modified_date 2016-07-15 _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 362.605 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5E2 _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 5DR9 _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 5E2 C1 C1 C 0 1 Y N N -5.670 -8.826 12.771 -2.172 -1.473 0.007 C1 5E2 1 5E2 C6 C2 C 0 1 Y N N -5.428 -13.217 16.303 3.355 -2.531 0.012 C6 5E2 2 5E2 C7 C3 C 0 1 Y N N -6.035 -14.427 15.979 4.266 -1.490 0.005 C7 5E2 3 5E2 C9 C4 C 0 1 Y N N -6.782 -13.465 13.870 2.472 0.098 0.001 C9 5E2 4 5E2 C5 C5 C 0 1 Y N N -5.494 -12.142 15.426 2.001 -2.267 0.008 C5 5E2 5 5E2 C4 C6 C 0 1 Y N N -6.168 -12.256 14.207 1.550 -0.948 0.002 C4 5E2 6 5E2 C3 C7 C 0 1 Y N N -6.229 -11.109 13.288 0.096 -0.658 0.004 C3 5E2 7 5E2 C12 C8 C 0 1 Y N N -7.758 -9.389 9.146 -3.310 2.603 -0.008 C12 5E2 8 5E2 C2 C9 C 0 1 Y N N -5.597 -9.873 13.643 -0.808 -1.731 0.005 C2 5E2 9 5E2 CL CL1 CL 0 0 N N N -7.306 -6.900 8.276 -5.965 2.056 -0.012 CL 5E2 10 5E2 C13 C10 C 0 1 Y N N -7.153 -8.148 9.443 -4.287 1.609 -0.006 C13 5E2 11 5E2 C11 C11 C 0 1 Y N N -7.660 -10.410 10.046 -1.986 2.287 -0.004 C11 5E2 12 5E2 C14 C12 C 0 1 Y N N -6.467 -7.906 10.595 -3.941 0.289 -0.002 C14 5E2 13 5E2 C15 C13 C 0 1 Y N N -6.357 -8.956 11.539 -2.590 -0.071 0.002 C15 5E2 14 5E2 C C14 C 0 1 N N N -5.022 -7.541 13.122 -3.162 -2.571 0.009 C 5E2 15 5E2 O1 O1 O 0 1 N N N -5.132 -7.096 14.396 -2.751 -3.848 -0.108 O1 5E2 16 5E2 O O2 O 0 1 N N N -4.389 -6.835 12.364 -4.346 -2.320 0.115 O 5E2 17 5E2 C10 C15 C 0 1 Y N N -6.951 -10.207 11.270 -1.591 0.936 0.001 C10 5E2 18 5E2 N N1 N 0 1 Y N N -6.886 -11.277 12.141 -0.302 0.596 0.005 N 5E2 19 5E2 C8 C16 C 0 1 Y N N -6.695 -14.512 14.768 3.825 -0.178 -0.000 C8 5E2 20 5E2 BR BR1 BR 0 0 N N N -7.545 -16.191 14.304 5.077 1.239 -0.002 BR 5E2 21 5E2 H1 H1 H 0 1 N N N -4.903 -13.114 17.241 3.705 -3.553 0.016 H1 5E2 22 5E2 H2 H2 H 0 1 N N N -5.992 -15.271 16.651 5.325 -1.701 0.004 H2 5E2 23 5E2 H3 H3 H 0 1 N N N -7.310 -13.578 12.934 2.128 1.122 -0.003 H3 5E2 24 5E2 H4 H4 H 0 1 N N N -5.019 -11.208 15.689 1.291 -3.081 0.008 H4 5E2 25 5E2 H5 H5 H 0 1 N N N -8.292 -9.528 8.218 -3.608 3.641 -0.012 H5 5E2 26 5E2 H6 H6 H 0 1 N N N -5.073 -9.772 14.582 -0.446 -2.749 0.005 H6 5E2 27 5E2 H7 H7 H 0 1 N N N -8.116 -11.366 9.834 -1.242 3.069 -0.005 H7 5E2 28 5E2 H8 H8 H 0 1 N N N -6.020 -6.941 10.783 -4.706 -0.473 0.000 H8 5E2 29 5E2 H9 H9 H 0 1 N N N -4.674 -6.269 14.484 -3.435 -4.532 -0.102 H9 5E2 30 # 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 5E2 CL C13 SING N N 1 5E2 C12 C13 DOUB Y N 2 5E2 C12 C11 SING Y N 3 5E2 C13 C14 SING Y N 4 5E2 C11 C10 DOUB Y N 5 5E2 C14 C15 DOUB Y N 6 5E2 C10 C15 SING Y N 7 5E2 C10 N SING Y N 8 5E2 C15 C1 SING Y N 9 5E2 N C3 DOUB Y N 10 5E2 O C DOUB N N 11 5E2 C1 C SING N N 12 5E2 C1 C2 DOUB Y N 13 5E2 C O1 SING N N 14 5E2 C3 C2 SING Y N 15 5E2 C3 C4 SING N N 16 5E2 C9 C4 DOUB Y N 17 5E2 C9 C8 SING Y N 18 5E2 C4 C5 SING Y N 19 5E2 BR C8 SING N N 20 5E2 C8 C7 DOUB Y N 21 5E2 C5 C6 DOUB Y N 22 5E2 C7 C6 SING Y N 23 5E2 C6 H1 SING N N 24 5E2 C7 H2 SING N N 25 5E2 C9 H3 SING N N 26 5E2 C5 H4 SING N N 27 5E2 C12 H5 SING N N 28 5E2 C2 H6 SING N N 29 5E2 C11 H7 SING N N 30 5E2 C14 H8 SING N N 31 5E2 O1 H9 SING N N 32 # 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 5E2 SMILES ACDLabs 12.01 "c2(C(O)=O)cc(c1cc(ccc1)Br)nc3ccc(Cl)cc23" 5E2 InChI InChI 1.03 "InChI=1S/C16H9BrClNO2/c17-10-3-1-2-9(6-10)15-8-13(16(20)21)12-7-11(18)4-5-14(12)19-15/h1-8H,(H,20,21)" 5E2 InChIKey InChI 1.03 UEYRXZBCYPCXSJ-UHFFFAOYSA-N 5E2 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cc(nc2ccc(Cl)cc12)c3cccc(Br)c3" 5E2 SMILES CACTVS 3.385 "OC(=O)c1cc(nc2ccc(Cl)cc12)c3cccc(Br)c3" 5E2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Br)c2cc(c3cc(ccc3n2)Cl)C(=O)O" 5E2 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Br)c2cc(c3cc(ccc3n2)Cl)C(=O)O" # 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 5E2 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3-bromophenyl)-6-chloroquinoline-4-carboxylic acid" 5E2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-(3-bromophenyl)-6-chloranyl-quinoline-4-carboxylic 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 5E2 "Create component" 2015-09-15 EBI 5E2 "Initial release" 2016-07-20 RCSB #