data_22J # _chem_comp.id 22J _chem_comp.name "(3E,5R)-5-fluoro-6-(2-fluorophenyl)-2,6-dioxohex-3-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H8 F2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-23 _chem_comp.pdbx_modified_date 2013-10-04 _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 254.186 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 22J _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 4LXI _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 22J OA1 OA1 O 0 1 N N N -23.881 20.952 5.955 4.056 1.277 0.865 OA1 22J 1 22J CA1 CA1 C 0 1 N N N -24.563 21.142 6.984 4.119 0.637 -0.164 CA1 22J 2 22J OA2 OA2 O 0 1 N N N -25.731 21.599 6.992 5.166 0.798 -0.993 OA2 22J 3 22J CA2 CA2 C 0 1 N N N -23.940 20.791 8.250 3.038 -0.334 -0.506 CA2 22J 4 22J OA3 OA3 O 0 1 N N N -24.467 21.120 9.311 3.101 -0.975 -1.535 OA3 22J 5 22J CA3 CA3 C 0 1 N N N -22.728 19.932 8.206 1.901 -0.514 0.401 CA3 22J 6 22J CA4 CA4 C 0 1 N N N -21.840 19.964 9.191 0.933 -1.383 0.094 CA4 22J 7 22J CA5 CA5 C 0 1 N N R -20.437 19.642 8.910 -0.237 -1.568 1.026 CA5 22J 8 22J FA5 FA5 F 0 1 N N N -20.137 18.569 8.086 -0.146 -0.648 2.077 FA5 22J 9 22J CA6 CA6 C 0 1 N N N -19.301 20.559 9.089 -1.521 -1.343 0.271 CA6 22J 10 22J OA4 OA4 O 0 1 N N N -19.479 21.581 9.751 -2.120 -2.286 -0.201 OA4 22J 11 22J CB1 CB1 C 0 1 Y N N -17.981 19.855 9.231 -2.048 0.019 0.108 CB1 22J 12 22J CB6 CB6 C 0 1 Y N N -16.854 20.037 8.422 -1.358 1.111 0.646 CB6 22J 13 22J CB3 CB3 C 0 1 Y N N -15.671 19.296 8.671 -1.858 2.385 0.488 CB3 22J 14 22J CB4 CB4 C 0 1 Y N N -15.583 18.378 9.703 -3.042 2.589 -0.201 CB4 22J 15 22J CB5 CB5 C 0 1 Y N N -16.684 18.188 10.511 -3.733 1.518 -0.737 CB5 22J 16 22J CB2 CB2 C 0 1 Y N N -17.843 18.929 10.238 -3.243 0.233 -0.594 CB2 22J 17 22J FB2 FB2 F 0 1 N N N -18.477 18.338 11.273 -3.915 -0.812 -1.123 FB2 22J 18 22J H1 H1 H 0 1 N N N -26.009 21.775 6.101 5.843 1.436 -0.727 H1 22J 19 22J H3 H3 H 0 1 N N N -22.569 19.275 7.364 1.845 0.056 1.316 H3 22J 20 22J H5 H5 H 0 1 N N N -22.148 20.225 10.193 0.989 -1.953 -0.822 H5 22J 21 22J H6 H6 H 0 1 N N N -20.272 19.098 9.852 -0.224 -2.581 1.428 H6 22J 22 22J H7 H7 H 0 1 N N N -16.885 20.744 7.606 -0.434 0.955 1.184 H7 22J 23 22J H8 H8 H 0 1 N N N -14.812 19.453 8.036 -1.325 3.227 0.903 H8 22J 24 22J H9 H9 H 0 1 N N N -14.672 17.823 9.872 -3.428 3.590 -0.320 H9 22J 25 22J H10 H10 H 0 1 N N N -16.655 17.487 11.332 -4.656 1.686 -1.272 H10 22J 26 # 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 22J OA1 CA1 DOUB N N 1 22J CA1 OA2 SING N N 2 22J CA1 CA2 SING N N 3 22J FA5 CA5 SING N N 4 22J CA3 CA2 SING N N 5 22J CA3 CA4 DOUB N E 6 22J CA2 OA3 DOUB N N 7 22J CB6 CB3 DOUB Y N 8 22J CB6 CB1 SING Y N 9 22J CB3 CB4 SING Y N 10 22J CA5 CA6 SING N N 11 22J CA5 CA4 SING N N 12 22J CA6 CB1 SING N N 13 22J CA6 OA4 DOUB N N 14 22J CB1 CB2 DOUB Y N 15 22J CB4 CB5 DOUB Y N 16 22J CB2 CB5 SING Y N 17 22J CB2 FB2 SING N N 18 22J OA2 H1 SING N N 19 22J CA3 H3 SING N N 20 22J CA4 H5 SING N N 21 22J CA5 H6 SING N N 22 22J CB6 H7 SING N N 23 22J CB3 H8 SING N N 24 22J CB4 H9 SING N N 25 22J CB5 H10 SING N N 26 # 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 22J SMILES ACDLabs 12.01 "O=C(c1ccccc1F)C(F)\C=C\C(=O)C(=O)O" 22J InChI InChI 1.03 "InChI=1S/C12H8F2O4/c13-8-4-2-1-3-7(8)11(16)9(14)5-6-10(15)12(17)18/h1-6,9H,(H,17,18)/b6-5+/t9-/m1/s1" 22J InChIKey InChI 1.03 YTBJKOAMJGQNPQ-VUHVRTRXSA-N 22J SMILES_CANONICAL CACTVS 3.385 "OC(=O)C(=O)\C=C\[C@@H](F)C(=O)c1ccccc1F" 22J SMILES CACTVS 3.385 "OC(=O)C(=O)C=C[CH](F)C(=O)c1ccccc1F" 22J SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)C(=O)[C@@H](/C=C/C(=O)C(=O)O)F)F" 22J SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)C(=O)C(C=CC(=O)C(=O)O)F)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 22J "SYSTEMATIC NAME" ACDLabs 12.01 "(3E,5R)-5-fluoro-6-(2-fluorophenyl)-2,6-dioxohex-3-enoic acid" 22J "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E,5R)-5-fluoranyl-6-(2-fluorophenyl)-2,6-bis(oxidanylidene)hex-3-enoic 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 22J "Create component" 2013-08-23 RCSB 22J "Modify name" 2013-08-29 RCSB 22J "Initial release" 2013-10-09 RCSB #