data_4Q9 # _chem_comp.id 4Q9 _chem_comp.name "2-methylphenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-08 _chem_comp.pdbx_modified_date 2016-04-29 _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 450.504 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4Q9 _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 4ZNU _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 4Q9 O01 O1 O 0 1 N N N -8.127 6.430 24.261 -2.995 -1.742 2.184 O01 4Q9 1 4Q9 S02 S1 S 0 1 N N N -7.481 5.181 24.548 -2.904 -0.730 1.190 S02 4Q9 2 4Q9 C03 C1 C 0 1 N N R -5.861 4.930 23.391 -1.206 -0.601 0.566 C03 4Q9 3 4Q9 C04 C2 C 0 1 N N S -6.215 4.791 22.173 -0.227 -0.165 1.700 C04 4Q9 4 4Q9 C05 C3 C 0 1 N N N -5.177 4.250 21.519 1.109 0.093 0.997 C05 4Q9 5 4Q9 C06 C4 C 0 1 Y N N -5.284 2.869 20.882 1.738 1.401 0.740 C06 4Q9 6 4Q9 C07 C5 C 0 1 Y N N -4.612 1.640 20.871 1.913 1.849 -0.572 C07 4Q9 7 4Q9 C08 C6 C 0 1 Y N N -5.132 0.561 20.143 2.501 3.072 -0.808 C08 4Q9 8 4Q9 C09 C7 C 0 1 Y N N -6.338 0.702 19.453 2.921 3.860 0.257 C09 4Q9 9 4Q9 O10 O2 O 0 1 N N N -6.852 -0.363 18.734 3.500 5.065 0.020 O10 4Q9 10 4Q9 C11 C8 C 0 1 Y N N -7.026 1.918 19.484 2.750 3.419 1.563 C11 4Q9 11 4Q9 C12 C9 C 0 1 Y N N -6.499 2.998 20.209 2.157 2.199 1.808 C12 4Q9 12 4Q9 C13 C10 C 0 1 N N N -4.067 5.217 21.670 1.595 -1.127 0.661 C13 4Q9 13 4Q9 C14 C11 C 0 1 Y N N -2.618 5.189 21.237 2.860 -1.417 -0.038 C14 4Q9 14 4Q9 C15 C12 C 0 1 Y N N -2.558 4.770 19.913 4.082 -1.112 0.569 C15 4Q9 15 4Q9 C16 C13 C 0 1 Y N N -1.303 4.673 19.297 5.262 -1.385 -0.089 C16 4Q9 16 4Q9 C17 C14 C 0 1 Y N N -0.145 4.996 20.000 5.239 -1.961 -1.352 C17 4Q9 17 4Q9 O18 O3 O 0 1 N N N 1.093 4.906 19.403 6.405 -2.229 -1.996 O18 4Q9 18 4Q9 C19 C15 C 0 1 Y N N -0.216 5.417 21.319 4.027 -2.265 -1.959 C19 4Q9 19 4Q9 C20 C16 C 0 1 Y N N -1.455 5.508 21.931 2.842 -2.001 -1.308 C20 4Q9 20 4Q9 C21 C17 C 0 1 N N S -4.547 6.281 22.395 0.562 -2.143 1.154 C21 4Q9 21 4Q9 O22 O4 O 0 1 N N N -6.058 6.370 21.696 0.050 -1.454 2.345 O22 4Q9 22 4Q9 C23 C18 C 0 1 N N N -4.988 5.974 23.516 -0.649 -1.998 0.181 C23 4Q9 23 4Q9 O24 O5 O 0 1 N N N -8.383 4.018 24.391 -3.699 -1.285 0.017 O24 4Q9 24 4Q9 C25 C19 C 0 1 Y N N -9.717 4.176 23.979 -3.941 -0.377 -0.965 C25 4Q9 25 4Q9 C26 C20 C 0 1 Y N N -10.043 3.961 22.648 -2.999 -0.163 -1.961 C26 4Q9 26 4Q9 C27 C21 C 0 1 Y N N -11.362 4.110 22.219 -3.248 0.761 -2.958 C27 4Q9 27 4Q9 C28 C22 C 0 1 Y N N -12.355 4.468 23.125 -4.435 1.470 -2.964 C28 4Q9 28 4Q9 C29 C23 C 0 1 Y N N -12.033 4.686 24.461 -5.375 1.258 -1.972 C29 4Q9 29 4Q9 C30 C24 C 0 1 Y N N -10.723 4.537 24.889 -5.134 0.332 -0.977 C30 4Q9 30 4Q9 C31 C25 C 0 1 N N N -10.413 4.770 26.327 -6.162 0.096 0.099 C31 4Q9 31 4Q9 O32 O6 O 0 1 N N N -7.078 5.337 25.932 -3.455 0.562 1.407 O32 4Q9 32 4Q9 H1 H1 H 0 1 N N N -5.405 4.010 23.785 -1.154 0.086 -0.278 H1 4Q9 33 4Q9 H2 H2 H 0 1 N N N -7.216 4.393 21.952 -0.582 0.637 2.347 H2 4Q9 34 4Q9 H3 H3 H 0 1 N N N -3.692 1.524 21.424 1.587 1.237 -1.400 H3 4Q9 35 4Q9 H4 H4 H 0 1 N N N -4.600 -0.379 20.116 2.637 3.419 -1.821 H4 4Q9 36 4Q9 H5 H5 H 0 1 N N N -7.671 -0.105 18.327 2.875 5.801 -0.022 H5 4Q9 37 4Q9 H6 H6 H 0 1 N N N -7.960 2.026 18.952 3.078 4.034 2.387 H6 4Q9 38 4Q9 H7 H7 H 0 1 N N N -7.037 3.934 20.246 2.020 1.859 2.824 H7 4Q9 39 4Q9 H8 H8 H 0 1 N N N -3.459 4.524 19.371 4.101 -0.664 1.551 H8 4Q9 40 4Q9 H9 H9 H 0 1 N N N -1.233 4.346 18.270 6.207 -1.150 0.380 H9 4Q9 41 4Q9 H10 H10 H 0 1 N N N 1.764 5.162 20.025 6.760 -3.110 -1.816 H10 4Q9 42 4Q9 H11 H11 H 0 1 N N N 0.683 5.671 21.862 4.014 -2.713 -2.942 H11 4Q9 43 4Q9 H12 H12 H 0 1 N N N -1.519 5.831 22.960 1.900 -2.242 -1.779 H12 4Q9 44 4Q9 H13 H13 H 0 1 N N N -4.000 7.228 22.279 0.930 -3.159 1.300 H13 4Q9 45 4Q9 H16 H16 H 0 1 N N N -5.509 6.838 23.954 -1.390 -2.776 0.362 H16 4Q9 46 4Q9 H17 H17 H 0 1 N N N -4.154 5.679 24.170 -0.318 -2.012 -0.858 H17 4Q9 47 4Q9 H18 H18 H 0 1 N N N -9.275 3.678 21.943 -2.072 -0.716 -1.956 H18 4Q9 48 4Q9 H19 H19 H 0 1 N N N -11.613 3.947 21.181 -2.515 0.929 -3.733 H19 4Q9 49 4Q9 H20 H20 H 0 1 N N N -13.376 4.577 22.791 -4.627 2.192 -3.744 H20 4Q9 50 4Q9 H21 H21 H 0 1 N N N -12.802 4.971 25.163 -6.301 1.814 -1.979 H21 4Q9 51 4Q9 H22 H22 H 0 1 N N N -10.158 5.829 26.481 -5.937 0.725 0.961 H22 4Q9 52 4Q9 H23 H23 H 0 1 N N N -11.291 4.512 26.938 -7.152 0.345 -0.283 H23 4Q9 53 4Q9 H24 H24 H 0 1 N N N -9.561 4.141 26.625 -6.140 -0.952 0.399 H24 4Q9 54 # 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 4Q9 O01 S02 DOUB N N 1 4Q9 S02 C03 SING N N 2 4Q9 S02 O24 SING N N 3 4Q9 S02 O32 DOUB N N 4 4Q9 C03 C04 SING N N 5 4Q9 C03 C23 SING N N 6 4Q9 C04 C05 SING N N 7 4Q9 C05 C06 SING N N 8 4Q9 C05 C13 DOUB N N 9 4Q9 C06 C07 DOUB Y N 10 4Q9 C06 C12 SING Y N 11 4Q9 C07 C08 SING Y N 12 4Q9 C08 C09 DOUB Y N 13 4Q9 C09 O10 SING N N 14 4Q9 C09 C11 SING Y N 15 4Q9 C11 C12 DOUB Y N 16 4Q9 C13 C14 SING N N 17 4Q9 C13 C21 SING N N 18 4Q9 C14 C15 DOUB Y N 19 4Q9 C14 C20 SING Y N 20 4Q9 C15 C16 SING Y N 21 4Q9 C16 C17 DOUB Y N 22 4Q9 C17 O18 SING N N 23 4Q9 C17 C19 SING Y N 24 4Q9 C19 C20 DOUB Y N 25 4Q9 C21 C23 SING N N 26 4Q9 O24 C25 SING N N 27 4Q9 C25 C26 DOUB Y N 28 4Q9 C25 C30 SING Y N 29 4Q9 C26 C27 SING Y N 30 4Q9 C27 C28 DOUB Y N 31 4Q9 C28 C29 SING Y N 32 4Q9 C29 C30 DOUB Y N 33 4Q9 C30 C31 SING N N 34 4Q9 C04 O22 SING N N 35 4Q9 C03 H1 SING N N 36 4Q9 C04 H2 SING N N 37 4Q9 C07 H3 SING N N 38 4Q9 C08 H4 SING N N 39 4Q9 O10 H5 SING N N 40 4Q9 C11 H6 SING N N 41 4Q9 C12 H7 SING N N 42 4Q9 C15 H8 SING N N 43 4Q9 C16 H9 SING N N 44 4Q9 O18 H10 SING N N 45 4Q9 C19 H11 SING N N 46 4Q9 C20 H12 SING N N 47 4Q9 C21 H13 SING N N 48 4Q9 C23 H16 SING N N 49 4Q9 C23 H17 SING N N 50 4Q9 C26 H18 SING N N 51 4Q9 C27 H19 SING N N 52 4Q9 C28 H20 SING N N 53 4Q9 C29 H21 SING N N 54 4Q9 C31 H22 SING N N 55 4Q9 C31 H23 SING N N 56 4Q9 C31 H24 SING N N 57 4Q9 O22 C21 SING N N 58 # 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 4Q9 SMILES ACDLabs 12.01 "O=S(C3C4C(c1ccc(O)cc1)=C(c2ccc(O)cc2)C(C3)O4)(Oc5ccccc5C)=O" 4Q9 InChI InChI 1.03 "InChI=1S/C25H22O6S/c1-15-4-2-3-5-20(15)31-32(28,29)22-14-21-23(16-6-10-18(26)11-7-16)24(25(22)30-21)17-8-12-19(27)13-9-17/h2-13,21-22,25-27H,14H2,1H3/t21-,22+,25+/m0/s1" 4Q9 InChIKey InChI 1.03 SEZQLUKRSCXGSM-SGIRGMQISA-N 4Q9 SMILES_CANONICAL CACTVS 3.385 "Cc1ccccc1O[S](=O)(=O)[C@@H]2C[C@@H]3O[C@H]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5" 4Q9 SMILES CACTVS 3.385 "Cc1ccccc1O[S](=O)(=O)[CH]2C[CH]3O[CH]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5" 4Q9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccccc1OS(=O)(=O)[C@@H]2CC3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O" 4Q9 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccccc1OS(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)O)c5ccc(cc5)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 4Q9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-methylphenyl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate" 4Q9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2-methylphenyl) (4S,5R)-2,3-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4Q9 "Create component" 2015-05-08 RCSB 4Q9 "Initial release" 2016-05-04 RCSB #