data_85Z # _chem_comp.id 85Z _chem_comp.name "(E)-3-[4-[[3-(4-fluoranyl-2-methyl-phenyl)-7-oxidanyl-2-oxidanylidene-chromen-4-yl]methyl]phenyl]prop-2-enoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H19 F O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-27 _chem_comp.pdbx_modified_date 2015-04-17 _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 430.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 85Z _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 5AK2 _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 85Z C1 C1 C 0 1 N N N 58.514 6.523 20.600 0.161 1.753 1.882 C1 85Z 1 85Z C2 C2 C 0 1 Y N N 57.940 6.433 19.193 -0.322 2.664 0.782 C2 85Z 2 85Z C3 C3 C 0 1 Y N N 57.409 7.576 18.600 0.297 3.878 0.568 C3 85Z 3 85Z C4 C4 C 0 1 Y N N 56.886 7.498 17.335 -0.147 4.716 -0.442 C4 85Z 4 85Z C5 C5 C 0 1 Y N N 56.845 6.348 16.604 -1.214 4.339 -1.242 C5 85Z 5 85Z C6 C6 C 0 1 Y N N 57.352 5.204 17.186 -1.840 3.128 -1.035 C6 85Z 6 85Z C7 C7 C 0 1 Y N N 57.893 5.236 18.470 -1.393 2.278 -0.024 C7 85Z 7 85Z C8 C8 C 0 1 N N N 58.431 3.978 19.002 -2.057 0.972 0.198 C8 85Z 8 85Z C9 C9 C 0 1 N N N 59.604 3.481 18.545 -1.846 -0.088 -0.649 C9 85Z 9 85Z C10 C10 C 0 1 Y N N 60.054 2.191 19.063 -2.541 -1.299 -0.390 C10 85Z 10 85Z C11 C11 C 0 1 Y N N 61.251 1.577 18.699 -2.225 -2.466 -1.100 C11 85Z 11 85Z C12 C12 C 0 1 Y N N 61.601 0.345 19.224 -2.878 -3.630 -0.819 C12 85Z 12 85Z C13 C13 C 0 1 Y N N 60.760 -0.291 20.126 -3.868 -3.666 0.161 C13 85Z 13 85Z C14 C14 C 0 1 Y N N 59.558 0.289 20.503 -4.213 -2.517 0.854 C14 85Z 14 85Z C15 C15 C 0 1 Y N N 59.230 1.515 19.964 -3.565 -1.324 0.576 C15 85Z 15 85Z O16 O16 O 0 1 N N N 58.033 2.041 20.371 -3.928 -0.183 1.211 O16 85Z 16 85Z C17 C17 C 0 1 N N N 57.589 3.249 19.923 -2.965 0.760 1.337 C17 85Z 17 85Z O18 O18 O 0 1 N N N 56.532 3.624 20.361 -2.854 1.415 2.358 O18 85Z 18 85Z O19 O19 O 0 1 N N N 61.074 -1.506 20.669 -4.500 -4.835 0.439 O19 85Z 19 85Z C20 C20 C 0 1 N N N 60.521 4.247 17.627 -0.904 0.030 -1.819 C20 85Z 20 85Z C21 C21 C 0 1 Y N N 60.504 3.946 16.155 0.466 -0.448 -1.411 C21 85Z 21 85Z C22 C22 C 0 1 Y N N 59.873 2.831 15.632 0.848 -1.751 -1.678 C22 85Z 22 85Z C23 C23 C 0 1 Y N N 59.915 2.571 14.273 2.100 -2.196 -1.307 C23 85Z 23 85Z C24 C24 C 0 1 Y N N 60.592 3.416 13.397 2.984 -1.326 -0.661 C24 85Z 24 85Z C25 C25 C 0 1 Y N N 61.228 4.528 13.937 2.591 -0.011 -0.396 C25 85Z 25 85Z C26 C26 C 0 1 Y N N 61.185 4.784 15.293 1.338 0.421 -0.777 C26 85Z 26 85Z C27 C27 C 0 1 N N N 60.669 3.170 11.957 4.321 -1.793 -0.262 C27 85Z 27 85Z C28 C28 C 0 1 N N N 60.945 4.069 11.023 5.172 -0.951 0.361 C28 85Z 28 85Z C29 C29 C 0 1 N N N 61.032 3.684 9.595 6.501 -1.415 0.758 C29 85Z 29 85Z O30 O30 O 0 1 N N N 61.443 4.491 8.762 6.839 -2.560 0.526 O30 85Z 30 85Z O31 O31 O 0 1 N N N 60.690 2.465 9.296 7.351 -0.573 1.381 O31 85Z 31 85Z F32 F32 F 0 1 N N N 56.370 8.621 16.770 0.463 5.904 -0.648 F32 85Z 32 85Z H11C H11C H 0 0 N N N 57.718 6.329 21.334 -0.373 1.982 2.804 H11C 85Z 33 85Z H12C H12C H 0 0 N N N 59.313 5.776 20.719 -0.024 0.716 1.602 H12C 85Z 34 85Z H13C H13C H 0 0 N N N 58.926 7.530 20.764 1.230 1.904 2.034 H13C 85Z 35 85Z H3 H3 H 0 1 N N N 57.409 8.516 19.132 1.129 4.176 1.189 H3 85Z 36 85Z H5 H5 H 0 1 N N N 56.431 6.333 15.607 -1.556 4.996 -2.028 H5 85Z 37 85Z H6 H6 H 0 1 N N N 57.329 4.273 16.640 -2.672 2.836 -1.659 H6 85Z 38 85Z H201 H201 H 0 0 N N N 60.272 5.312 17.740 -1.270 -0.580 -2.644 H201 85Z 39 85Z H202 H202 H 0 0 N N N 61.548 4.071 17.979 -0.846 1.071 -2.135 H202 85Z 40 85Z H11 H11 H 0 1 N N N 61.912 2.068 18.000 -1.466 -2.444 -1.868 H11 85Z 41 85Z H12 H12 H 0 1 N N N 62.530 -0.122 18.931 -2.626 -4.530 -1.360 H12 85Z 42 85Z H14 H14 H 0 1 N N N 58.897 -0.206 21.199 -4.985 -2.550 1.608 H14 85Z 43 85Z H19 H19 H 0 1 N N N 60.381 -1.778 21.259 -4.072 -5.359 1.130 H19 85Z 44 85Z H22 H22 H 0 1 N N N 59.343 2.158 16.290 0.164 -2.422 -2.177 H22 85Z 45 85Z H26 H26 H 0 1 N N N 61.692 5.653 15.686 1.034 1.438 -0.577 H26 85Z 46 85Z H23 H23 H 0 1 N N N 59.414 1.697 13.885 2.396 -3.214 -1.515 H23 85Z 47 85Z H25 H25 H 0 1 N N N 61.764 5.202 13.286 3.268 0.667 0.103 H25 85Z 48 85Z H27 H27 H 0 1 N N N 60.483 2.160 11.623 4.622 -2.810 -0.468 H27 85Z 49 85Z H28 H28 H 0 1 N N N 61.109 5.098 11.307 4.871 0.065 0.567 H28 85Z 50 85Z H31 H31 H 0 1 N N N 60.810 2.321 8.365 8.204 -0.970 1.604 H31 85Z 51 # 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 85Z C1 C2 SING N N 1 85Z C2 C3 SING Y N 2 85Z C2 C7 DOUB Y N 3 85Z C3 C4 DOUB Y N 4 85Z C4 C5 SING Y N 5 85Z C4 F32 SING N N 6 85Z C5 C6 DOUB Y N 7 85Z C6 C7 SING Y N 8 85Z C7 C8 SING N N 9 85Z C8 C9 DOUB N N 10 85Z C8 C17 SING N N 11 85Z C9 C10 SING N N 12 85Z C9 C20 SING N N 13 85Z C10 C11 SING Y N 14 85Z C10 C15 DOUB Y N 15 85Z C11 C12 DOUB Y N 16 85Z C12 C13 SING Y N 17 85Z C13 C14 DOUB Y N 18 85Z C13 O19 SING N N 19 85Z C14 C15 SING Y N 20 85Z C15 O16 SING N N 21 85Z O16 C17 SING N N 22 85Z C17 O18 DOUB N N 23 85Z C20 C21 SING N N 24 85Z C21 C22 SING Y N 25 85Z C21 C26 DOUB Y N 26 85Z C22 C23 DOUB Y N 27 85Z C23 C24 SING Y N 28 85Z C24 C25 DOUB Y N 29 85Z C24 C27 SING N N 30 85Z C25 C26 SING Y N 31 85Z C27 C28 DOUB N E 32 85Z C28 C29 SING N N 33 85Z C29 O30 DOUB N N 34 85Z C29 O31 SING N N 35 85Z C1 H11C SING N N 36 85Z C1 H12C SING N N 37 85Z C1 H13C SING N N 38 85Z C3 H3 SING N N 39 85Z C5 H5 SING N N 40 85Z C6 H6 SING N N 41 85Z C20 H201 SING N N 42 85Z C20 H202 SING N N 43 85Z C11 H11 SING N N 44 85Z C12 H12 SING N N 45 85Z C14 H14 SING N N 46 85Z O19 H19 SING N N 47 85Z C22 H22 SING N N 48 85Z C26 H26 SING N N 49 85Z C23 H23 SING N N 50 85Z C25 H25 SING N N 51 85Z C27 H27 SING N N 52 85Z C28 H28 SING N N 53 85Z O31 H31 SING N N 54 # 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 85Z InChI InChI 1.03 "InChI=1S/C26H19FO5/c1-15-12-18(27)7-9-20(15)25-22(21-10-8-19(28)14-23(21)32-26(25)31)13-17-4-2-16(3-5-17)6-11-24(29)30/h2-12,14,28H,13H2,1H3,(H,29,30)/b11-6+" 85Z InChIKey InChI 1.03 OESYVSZPQCBFQS-IZZDOVSWSA-N 85Z SMILES_CANONICAL CACTVS 3.385 "Cc1cc(F)ccc1C2=C(Cc3ccc(\C=C\C(O)=O)cc3)c4ccc(O)cc4OC2=O" 85Z SMILES CACTVS 3.385 "Cc1cc(F)ccc1C2=C(Cc3ccc(C=CC(O)=O)cc3)c4ccc(O)cc4OC2=O" 85Z SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(ccc1C2=C(c3ccc(cc3OC2=O)O)Cc4ccc(cc4)/C=C/C(=O)O)F" 85Z SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(ccc1C2=C(c3ccc(cc3OC2=O)O)Cc4ccc(cc4)C=CC(=O)O)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 85Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[4-[[3-(4-fluoranyl-2-methyl-phenyl)-7-oxidanyl-2-oxidanylidene-chromen-4-yl]methyl]phenyl]prop-2-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 85Z "Create component" 2015-02-27 EBI 85Z "Initial release" 2015-04-22 RCSB #