data_KEK # _chem_comp.id KEK _chem_comp.name "(3E,5R)-8-(2-CHLOROPHENYL)-5-METHYL-2,6-DIOXOOCT-3-ENOATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H14 Cl O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2009-10-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 293.722 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KEK _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 2WUE _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 KEK CL CL CL 0 0 N N N 10.852 -40.744 6.984 4.082 -1.827 0.024 CL KEK 1 KEK C02 C02 C 0 1 Y N N 12.491 -40.930 6.337 4.339 -0.110 0.023 C02 KEK 2 KEK C03 C03 C 0 1 Y N N 12.730 -41.007 4.831 5.540 0.411 0.470 C03 KEK 3 KEK C04 C04 C 0 1 Y N N 14.147 -41.161 4.275 5.744 1.778 0.468 C04 KEK 4 KEK C05 C05 C 0 1 Y N N 15.334 -41.228 5.251 4.747 2.625 0.022 C05 KEK 5 KEK C06 C06 C 0 1 Y N N 15.087 -41.133 6.769 3.546 2.106 -0.424 C06 KEK 6 KEK C07 C07 C 0 1 Y N N 13.670 -40.968 7.322 3.344 0.738 -0.430 C07 KEK 7 KEK C08 C08 C 0 1 N N N 13.373 -40.868 8.824 2.037 0.171 -0.922 C08 KEK 8 KEK C09 C09 C 0 1 N N N 12.259 -41.913 8.992 1.100 -0.056 0.266 C09 KEK 9 KEK C10 C10 C 0 1 N N N 11.428 -41.638 10.233 -0.207 -0.623 -0.226 C10 KEK 10 KEK C11 C11 C 0 1 N N R 10.032 -41.052 10.001 -1.308 -0.938 0.753 C11 KEK 11 KEK C12 C12 C 0 1 N N N 9.328 -41.124 11.333 -2.638 -0.890 0.046 C12 KEK 12 KEK C13 C13 C 0 1 N N N 9.316 -40.026 12.043 -3.579 -0.029 0.449 C13 KEK 13 KEK C14 C14 C 0 1 N N N 8.936 -40.149 13.494 -4.871 0.017 -0.238 C14 KEK 14 KEK C15 C15 C 0 1 N N N 8.972 -38.991 14.480 -5.923 0.979 0.212 C15 KEK 15 KEK O16 O16 O -1 1 N N N 8.540 -37.697 14.118 -7.000 1.018 -0.361 O16 KEK 16 KEK O17 O17 O 0 1 N N N 9.783 -39.038 15.330 -5.705 1.727 1.151 O17 KEK 17 KEK O18 O18 O 0 1 N N N 8.947 -41.231 13.918 -5.089 -0.727 -1.173 O18 KEK 18 KEK C19 C19 C 0 1 N N N 10.039 -39.599 9.523 -1.089 -2.336 1.334 C19 KEK 19 KEK O20 O20 O 0 1 N N N 11.782 -41.914 11.306 -0.372 -0.824 -1.405 O20 KEK 20 KEK H03 H03 H 0 1 N N N 11.892 -40.952 4.152 6.319 -0.250 0.819 H03 KEK 21 KEK H04 H04 H 0 1 N N N 14.312 -41.222 3.209 6.682 2.185 0.817 H04 KEK 22 KEK H05 H05 H 0 1 N N N 16.339 -41.341 4.873 4.906 3.693 0.021 H05 KEK 23 KEK H06 H06 H 0 1 N N N 15.924 -41.183 7.450 2.767 2.768 -0.772 H06 KEK 24 KEK H081 H081 H 0 0 N N N 14.256 -41.101 9.438 1.577 0.872 -1.619 H081 KEK 25 KEK H082 H082 H 0 0 N N N 13.087 -39.858 9.153 2.220 -0.777 -1.427 H082 KEK 26 KEK H091 H091 H 0 0 N N N 11.603 -41.879 8.110 1.560 -0.756 0.963 H091 KEK 27 KEK H092 H092 H 0 0 N N N 12.724 -42.904 9.097 0.917 0.893 0.771 H092 KEK 28 KEK H11 H11 H 0 1 N N N 9.536 -41.625 9.204 -1.299 -0.204 1.559 H11 KEK 29 KEK H12 H12 H 0 1 N N N 8.859 -42.033 11.681 -2.831 -1.552 -0.785 H12 KEK 30 KEK H191 H191 H 0 0 N N N 10.041 -38.926 10.393 -1.885 -2.564 2.043 H191 KEK 31 KEK H192 H192 H 0 0 N N N 10.939 -39.417 8.917 -1.098 -3.070 0.528 H192 KEK 32 KEK H193 H193 H 0 0 N N N 9.142 -39.409 8.915 -0.127 -2.371 1.846 H193 KEK 33 KEK H13 H13 H 0 1 N N N 9.568 -39.071 11.606 -3.386 0.632 1.281 H13 KEK 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 KEK CL C02 SING N N 1 KEK C02 C03 SING Y N 2 KEK C02 C07 DOUB Y N 3 KEK C03 C04 DOUB Y N 4 KEK C04 C05 SING Y N 5 KEK C05 C06 DOUB Y N 6 KEK C06 C07 SING Y N 7 KEK C07 C08 SING N N 8 KEK C08 C09 SING N N 9 KEK C09 C10 SING N N 10 KEK C10 C11 SING N N 11 KEK C10 O20 DOUB N N 12 KEK C11 C12 SING N N 13 KEK C11 C19 SING N N 14 KEK C12 C13 DOUB N N 15 KEK C13 C14 SING N N 16 KEK C14 C15 SING N N 17 KEK C14 O18 DOUB N N 18 KEK C15 O16 SING N N 19 KEK C15 O17 DOUB N N 20 KEK C03 H03 SING N N 21 KEK C04 H04 SING N N 22 KEK C05 H05 SING N N 23 KEK C06 H06 SING N E 24 KEK C08 H081 SING N N 25 KEK C08 H082 SING N N 26 KEK C09 H091 SING N N 27 KEK C09 H092 SING N N 28 KEK C11 H11 SING N N 29 KEK C12 H12 SING N N 30 KEK C19 H191 SING N N 31 KEK C19 H192 SING N N 32 KEK C19 H193 SING N N 33 KEK C13 H13 SING N N 34 # 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 KEK SMILES ACDLabs 10.04 "Clc1ccccc1CCC(=O)C(\C=C\C(=O)C([O-])=O)C" KEK SMILES_CANONICAL CACTVS 3.352 "C[C@H](\C=C\C(=O)C([O-])=O)C(=O)CCc1ccccc1Cl" KEK SMILES CACTVS 3.352 "C[CH](C=CC(=O)C([O-])=O)C(=O)CCc1ccccc1Cl" KEK SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[C@H](\C=C\C(=O)C(=O)[O-])C(=O)CCc1ccccc1Cl" KEK SMILES "OpenEye OEToolkits" 1.6.1 "CC(C=CC(=O)C(=O)[O-])C(=O)CCc1ccccc1Cl" KEK InChI InChI 1.03 "InChI=1S/C15H15ClO4/c1-10(6-8-14(18)15(19)20)13(17)9-7-11-4-2-3-5-12(11)16/h2-6,8,10H,7,9H2,1H3,(H,19,20)/p-1/b8-6+/t10-/m1/s1" KEK InChIKey InChI 1.03 OXPYJYFFTOKNRF-QEHWCHDUSA-M # 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 KEK "SYSTEMATIC NAME" ACDLabs 10.04 "(3E,5R)-8-(2-chlorophenyl)-5-methyl-2,6-dioxooct-3-enoate" KEK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(E,5R)-8-(2-chlorophenyl)-5-methyl-2,6-dioxo-oct-3-enoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KEK "Create component" 2009-10-02 EBI KEK "Modify aromatic_flag" 2011-06-04 RCSB KEK "Modify descriptor" 2011-06-04 RCSB #