data_4KE # _chem_comp.id 4KE _chem_comp.name "(3R,4S,5R)-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohex-1-ene-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-30 _chem_comp.pdbx_modified_date 2013-05-17 _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 320.294 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4KE _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 4KEC _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 4KE C01 C01 C 0 1 N N N 15.309 -57.245 -11.423 2.571 0.621 -0.445 C01 4KE 1 4KE C02 C02 C 0 1 N N R 14.837 -57.010 -10.076 1.936 -0.650 0.124 C02 4KE 2 4KE C03 C03 C 0 1 N N S 14.973 -58.204 -9.091 2.741 -1.859 -0.368 C03 4KE 3 4KE C04 C04 C 0 1 N N R 15.985 -59.198 -9.396 4.123 -1.822 0.289 C04 4KE 4 4KE C05 C05 C 0 1 N N N 17.037 -58.844 -10.459 4.736 -0.461 0.127 C05 4KE 5 4KE C06 C06 C 0 1 N N N 16.596 -57.961 -11.535 4.051 0.617 -0.193 C06 4KE 6 4KE C07 C07 C 0 1 N N N 17.461 -57.797 -12.673 4.777 1.889 -0.310 C07 4KE 7 4KE O08 O08 O 0 1 N N N 18.363 -58.631 -12.828 4.113 3.016 -0.635 O08 4KE 8 4KE O09 O09 O 0 1 N N N 17.447 -56.770 -13.313 5.975 1.925 -0.112 O09 4KE 9 4KE O10 O10 O 0 1 N N N 16.644 -59.327 -8.228 3.994 -2.121 1.680 O10 4KE 10 4KE O11 O11 O 0 1 N N N 13.721 -58.851 -8.866 2.883 -1.795 -1.789 O11 4KE 11 4KE O12 O12 O 0 1 N N N 13.591 -56.511 -10.026 0.585 -0.756 -0.330 O12 4KE 12 4KE C13 C13 C 0 1 N N N 13.294 -55.712 -9.072 -0.366 -0.184 0.438 C13 4KE 13 4KE C14 C14 C 0 1 N N N 11.893 -55.192 -8.999 -1.727 -0.252 0.048 C14 4KE 14 4KE C15 C15 C 0 1 N N N 11.488 -54.469 -7.987 -2.679 0.320 0.817 C15 4KE 15 4KE C16 C16 C 0 1 Y N N 10.010 -54.234 -7.742 -4.090 0.251 0.412 C16 4KE 16 4KE O17 O17 O 0 1 N N N 14.117 -55.564 -8.071 -0.055 0.388 1.465 O17 4KE 17 4KE C18 C18 C 0 1 Y N N 9.565 -53.912 -6.456 -5.079 0.843 1.207 C18 4KE 18 4KE C19 C19 C 0 1 Y N N 8.207 -53.691 -6.217 -6.399 0.775 0.824 C19 4KE 19 4KE C20 C20 C 0 1 Y N N 7.296 -53.788 -7.266 -6.752 0.119 -0.351 C20 4KE 20 4KE C21 C21 C 0 1 Y N N 7.745 -54.106 -8.548 -5.774 -0.470 -1.144 C21 4KE 21 4KE C22 C22 C 0 1 Y N N 9.095 -54.328 -8.790 -4.450 -0.403 -0.773 C22 4KE 22 4KE O23 O23 O 0 1 N N N 5.905 -53.549 -7.024 -8.055 0.054 -0.724 O23 4KE 23 4KE H1 H1 H 0 1 N N N 15.421 -56.269 -11.917 2.388 0.667 -1.519 H1 4KE 24 4KE H2 H2 H 0 1 N N N 14.546 -57.837 -11.950 2.127 1.493 0.035 H2 4KE 25 4KE H3 H3 H 0 1 N N N 15.503 -56.238 -9.663 1.955 -0.612 1.213 H3 4KE 26 4KE H4 H4 H 0 1 N N N 15.267 -57.752 -8.132 2.226 -2.779 -0.092 H4 4KE 27 4KE H5 H5 H 0 1 N N N 15.500 -60.142 -9.686 4.767 -2.564 -0.183 H5 4KE 28 4KE H6 H6 H 0 1 N N N 18.046 -59.227 -10.413 5.800 -0.360 0.282 H6 4KE 29 4KE H7 H7 H 0 1 N N N 18.973 -58.320 -13.487 4.633 3.829 -0.700 H7 4KE 30 4KE H8 H8 H 0 1 N N N 16.028 -59.547 -7.539 4.832 -2.116 2.162 H8 4KE 31 4KE H9 H9 H 0 1 N N N 13.842 -59.573 -8.261 3.384 -2.531 -2.167 H9 4KE 32 4KE H10 H10 H 0 1 N N N 11.202 -55.418 -9.798 -2.003 -0.760 -0.864 H10 4KE 33 4KE H11 H11 H 0 1 N N N 12.215 -54.034 -7.318 -2.403 0.829 1.729 H11 4KE 34 4KE H12 H12 H 0 1 N N N 10.274 -53.834 -5.645 -4.806 1.352 2.120 H12 4KE 35 4KE H13 H13 H 0 1 N N N 7.864 -53.446 -5.223 -7.163 1.231 1.436 H13 4KE 36 4KE H14 H14 H 0 1 N N N 7.037 -54.180 -9.360 -6.053 -0.978 -2.055 H14 4KE 37 4KE H15 H15 H 0 1 N N N 9.434 -54.572 -9.786 -3.691 -0.861 -1.390 H15 4KE 38 4KE H16 H16 H 0 1 N N N 5.773 -53.347 -6.105 -8.342 0.791 -1.281 H16 4KE 39 # 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 4KE O09 C07 DOUB N N 1 4KE O08 C07 SING N N 2 4KE C07 C06 SING N N 3 4KE C06 C01 SING N N 4 4KE C06 C05 DOUB N N 5 4KE C01 C02 SING N N 6 4KE C05 C04 SING N N 7 4KE C02 O12 SING N N 8 4KE C02 C03 SING N N 9 4KE O12 C13 SING N N 10 4KE C04 C03 SING N N 11 4KE C04 O10 SING N N 12 4KE C03 O11 SING N N 13 4KE C13 C14 SING N N 14 4KE C13 O17 DOUB N N 15 4KE C14 C15 DOUB N E 16 4KE C22 C21 DOUB Y N 17 4KE C22 C16 SING Y N 18 4KE C21 C20 SING Y N 19 4KE C15 C16 SING N N 20 4KE C16 C18 DOUB Y N 21 4KE C20 O23 SING N N 22 4KE C20 C19 DOUB Y N 23 4KE C18 C19 SING Y N 24 4KE C01 H1 SING N N 25 4KE C01 H2 SING N N 26 4KE C02 H3 SING N N 27 4KE C03 H4 SING N N 28 4KE C04 H5 SING N N 29 4KE C05 H6 SING N N 30 4KE O08 H7 SING N N 31 4KE O10 H8 SING N N 32 4KE O11 H9 SING N N 33 4KE C14 H10 SING N N 34 4KE C15 H11 SING N N 35 4KE C18 H12 SING N N 36 4KE C19 H13 SING N N 37 4KE C21 H14 SING N N 38 4KE C22 H15 SING N N 39 4KE O23 H16 SING N N 40 # 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 4KE SMILES ACDLabs 12.01 "O=C(O)C2=CC(O)C(O)C(OC(=O)\C=C\c1ccc(O)cc1)C2" 4KE InChI InChI 1.03 "InChI=1S/C16H16O7/c17-11-4-1-9(2-5-11)3-6-14(19)23-13-8-10(16(21)22)7-12(18)15(13)20/h1-7,12-13,15,17-18,20H,8H2,(H,21,22)/b6-3+/t12-,13-,15+/m1/s1" 4KE InChIKey InChI 1.03 GVECSFFLZYNEBO-ADMZAUMBSA-N 4KE SMILES_CANONICAL CACTVS 3.370 "O[C@@H]1C=C(C[C@@H](OC(=O)\C=C\c2ccc(O)cc2)[C@H]1O)C(O)=O" 4KE SMILES CACTVS 3.370 "O[CH]1C=C(C[CH](OC(=O)C=Cc2ccc(O)cc2)[CH]1O)C(O)=O" 4KE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1/C=C/C(=O)O[C@@H]2CC(=C[C@H]([C@@H]2O)O)C(=O)O)O" 4KE SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C=CC(=O)OC2CC(=CC(C2O)O)C(=O)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 4KE "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4S,5R)-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohex-1-ene-1-carboxylic acid" 4KE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R,4S,5R)-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3,4-bis(oxidanyl)cyclohexene-1-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 4KE "Create component" 2013-04-30 RCSB 4KE "Initial release" 2013-05-22 RCSB #