data_A4K # _chem_comp.id A4K _chem_comp.name "(~{E})-3-(trifluoromethyl)-5-[(1~{S})-2,6,6-trimethyl-1-oxidanyl-4-oxidanylidene-cyclohex-2-en-1-yl]pent-2-en-4-ynoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H15 F3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-15 _chem_comp.pdbx_modified_date 2018-06-22 _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 316.272 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A4K _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 5OR6 _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 A4K C1 C1 C 0 1 N N N 3.288 22.257 36.608 1.931 2.421 -0.107 C1 A4K 1 A4K C2 C2 C 0 1 N N N 1.780 22.085 36.634 2.793 1.301 -0.227 C2 A4K 2 A4K C4 C3 C 0 1 N N N 1.248 22.353 34.259 0.923 -0.140 0.269 C4 A4K 3 A4K C5 C4 C 0 1 N N N 1.517 22.573 33.107 -0.212 -0.297 0.526 C5 A4K 4 A4K C6 C5 C 0 1 N N N -0.575 21.930 35.875 3.222 -1.139 -0.174 C6 A4K 5 A4K C8 C6 C 0 1 N N N 1.197 21.783 30.839 -2.313 0.843 0.916 C8 A4K 6 A4K C9 C7 C 0 1 N N N 0.015 21.930 30.209 -3.018 1.351 -0.087 C9 A4K 7 A4K C10 C8 C 0 1 N N N -0.766 23.193 30.303 -3.178 0.606 -1.340 C10 A4K 8 A4K C11 C9 C 0 1 N N N -0.230 24.346 31.127 -2.311 -0.618 -1.549 C11 A4K 9 A4K C12 C10 C 0 1 N N N 1.309 24.338 31.277 -2.272 -1.383 -0.218 C12 A4K 10 A4K C13 C11 C 0 1 N N N 1.946 20.482 30.708 -2.193 1.644 2.187 C13 A4K 11 A4K C14 C12 C 0 1 N N N 1.932 24.838 29.945 -3.696 -1.747 0.205 C14 A4K 12 A4K C15 C13 C 0 1 N N N 1.697 25.411 32.314 -1.443 -2.658 -0.384 C15 A4K 13 A4K O11 O1 O 0 1 N N N 3.842 22.452 35.498 0.757 2.259 0.165 O11 A4K 14 A4K O12 O2 O 0 1 N N N 3.804 22.181 37.754 2.416 3.667 -0.288 O12 A4K 15 A4K C3 C14 C 0 1 N N N 0.886 22.124 35.622 2.307 0.052 -0.046 C3 A4K 16 A4K F20 F1 F 0 1 N N N -0.863 21.384 37.091 4.515 -0.702 -0.483 F20 A4K 17 A4K F21 F2 F 0 1 N N N -1.174 21.138 34.944 3.244 -1.842 1.036 F21 A4K 18 A4K F22 F3 F 0 1 N N N -1.229 23.117 35.831 2.757 -1.977 -1.192 F22 A4K 19 A4K C7 C15 C 0 1 N N S 1.819 22.897 31.696 -1.634 -0.493 0.849 C7 A4K 20 A4K O7 O3 O 0 1 N N N 3.244 22.842 31.569 -1.740 -1.137 2.120 O7 A4K 21 A4K O10 O4 O 0 1 N N N -1.833 23.266 29.701 -3.980 0.957 -2.180 O10 A4K 22 A4K H1 H1 H 0 1 N N N 1.357 21.904 37.611 3.836 1.446 -0.464 H1 A4K 23 A4K H2 H2 H 0 1 N N N -0.375 21.112 29.622 -3.477 2.322 0.021 H2 A4K 24 A4K H3 H3 H 0 1 N N N -0.527 25.288 30.642 -2.741 -1.249 -2.326 H3 A4K 25 A4K H4 H4 H 0 1 N N N -0.677 24.294 32.131 -1.303 -0.314 -1.831 H4 A4K 26 A4K H5 H5 H 0 1 N N N 2.882 20.538 31.283 -1.315 2.287 2.130 H5 A4K 27 A4K H6 H6 H 0 1 N N N 1.326 19.661 31.097 -3.085 2.258 2.315 H6 A4K 28 A4K H7 H7 H 0 1 N N N 2.177 20.297 29.649 -2.094 0.967 3.036 H7 A4K 29 A4K H8 H8 H 0 1 N N N 3.029 24.840 30.031 -4.153 -2.375 -0.561 H8 A4K 30 A4K H9 H9 H 0 1 N N N 1.630 24.170 29.125 -3.668 -2.290 1.150 H9 A4K 31 A4K H10 H10 H 0 1 N N N 1.579 25.858 29.735 -4.284 -0.837 0.326 H10 A4K 32 A4K H11 H11 H 0 1 N N N 1.292 25.134 33.298 -0.427 -2.395 -0.681 H11 A4K 33 A4K H12 H12 H 0 1 N N N 2.793 25.482 32.376 -1.416 -3.199 0.562 H12 A4K 34 A4K H13 H13 H 0 1 N N N 1.283 26.383 32.008 -1.894 -3.287 -1.150 H13 A4K 35 A4K H14 H14 H 0 1 N N N 4.744 22.297 37.687 1.755 4.365 -0.186 H14 A4K 36 A4K H15 H15 H 0 1 N N N 3.636 23.528 32.096 -1.334 -0.644 2.846 H15 A4K 37 # 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 A4K O10 C10 DOUB N N 1 A4K C14 C12 SING N N 2 A4K C9 C10 SING N N 3 A4K C9 C8 DOUB N N 4 A4K C10 C11 SING N N 5 A4K C13 C8 SING N N 6 A4K C8 C7 SING N N 7 A4K C11 C12 SING N N 8 A4K C12 C7 SING N N 9 A4K C12 C15 SING N N 10 A4K O7 C7 SING N N 11 A4K C7 C5 SING N N 12 A4K C5 C4 TRIP N N 13 A4K C4 C3 SING N N 14 A4K F21 C6 SING N N 15 A4K O11 C1 DOUB N N 16 A4K C3 C6 SING N N 17 A4K C3 C2 DOUB N E 18 A4K F22 C6 SING N N 19 A4K C6 F20 SING N N 20 A4K C1 C2 SING N N 21 A4K C1 O12 SING N N 22 A4K C2 H1 SING N N 23 A4K C9 H2 SING N N 24 A4K C11 H3 SING N N 25 A4K C11 H4 SING N N 26 A4K C13 H5 SING N N 27 A4K C13 H6 SING N N 28 A4K C13 H7 SING N N 29 A4K C14 H8 SING N N 30 A4K C14 H9 SING N N 31 A4K C14 H10 SING N N 32 A4K C15 H11 SING N N 33 A4K C15 H12 SING N N 34 A4K C15 H13 SING N N 35 A4K O12 H14 SING N N 36 A4K O7 H15 SING N N 37 # 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 A4K InChI InChI 1.03 "InChI=1S/C15H15F3O4/c1-9-6-11(19)8-13(2,3)14(9,22)5-4-10(7-12(20)21)15(16,17)18/h6-7,22H,8H2,1-3H3,(H,20,21)/b10-7+/t14-/m1/s1" A4K InChIKey InChI 1.03 CQNKVZZCXKPIPC-DNGMOHDESA-N A4K SMILES_CANONICAL CACTVS 3.385 "CC1=CC(=O)CC(C)(C)[C@@]1(O)C#C\C(=C/C(O)=O)C(F)(F)F" A4K SMILES CACTVS 3.385 "CC1=CC(=O)CC(C)(C)[C]1(O)C#CC(=CC(O)=O)C(F)(F)F" A4K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)CC([C@]1(C#C/C(=C\C(=O)O)/C(F)(F)F)O)(C)C" A4K SMILES "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)CC(C1(C#CC(=CC(=O)O)C(F)(F)F)O)(C)C" # 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 A4K "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E})-3-(trifluoromethyl)-5-[(1~{S})-2,6,6-trimethyl-1-oxidanyl-4-oxidanylidene-cyclohex-2-en-1-yl]pent-2-en-4-ynoic 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 A4K "Create component" 2017-08-15 EBI A4K "Initial release" 2018-06-27 RCSB #