data_EE2 # _chem_comp.id EE2 _chem_comp.name "(2R)-2-(3-hydroxy-3-oxopropyl)-6-[(E)-[(2S)-2-oxidanyl-2,3-dihydroinden-1-ylidene]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-14 _chem_comp.pdbx_modified_date 2014-04-16 _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 396.390 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EE2 _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 4CF9 _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 EE2 C1 C1 C 0 1 Y N N 9.793 -40.753 11.968 -2.378 -2.879 1.283 C1 EE2 1 EE2 C2 C2 C 0 1 Y N N 8.770 -40.123 12.644 -3.589 -3.536 1.421 C2 EE2 2 EE2 C3 C3 C 0 1 Y N N 10.150 -42.049 12.270 -2.328 -1.641 0.682 C3 EE2 3 EE2 C4 C4 C 0 1 Y N N 11.138 -44.346 11.262 -0.869 -0.422 -1.199 C4 EE2 4 EE2 C5 C5 C 0 1 Y N N 8.086 -40.782 13.638 -4.753 -2.953 0.957 C5 EE2 5 EE2 C6 C6 C 0 1 Y N N 12.024 -44.116 10.245 0.459 -0.777 -1.087 C6 EE2 6 EE2 C7 C7 C 0 1 Y N N 9.456 -42.694 13.264 -3.504 -1.041 0.207 C7 EE2 7 EE2 C8 C8 C 0 1 Y N N 11.593 -44.695 12.508 -1.326 0.770 -0.637 C8 EE2 8 EE2 C9 C9 C 0 1 Y N N 12.948 -44.827 12.745 -0.419 1.611 0.046 C9 EE2 9 EE2 C10 C10 C 0 1 Y N N 8.445 -42.071 13.933 -4.718 -1.711 0.350 C10 EE2 10 EE2 C11 C11 C 0 1 Y N N 13.371 -44.237 10.474 1.358 0.042 -0.415 C11 EE2 11 EE2 C12 C12 C 0 1 Y N N 13.836 -44.592 11.721 0.926 1.237 0.151 C12 EE2 12 EE2 C13 C13 C 0 1 N N N 9.610 -44.034 13.785 -3.703 0.257 -0.462 C13 EE2 13 EE2 C14 C14 C 0 1 N N N 10.562 -44.930 13.497 -2.741 1.150 -0.754 C14 EE2 14 EE2 C15 C15 C 0 1 N N N 13.496 -45.205 14.057 -0.885 2.872 0.644 C15 EE2 15 EE2 C16 C16 C 0 1 N N N 18.171 -43.236 7.400 6.860 -1.303 -0.375 C16 EE2 16 EE2 C17 C17 C 0 1 N N N 7.824 -42.938 14.969 -5.831 -0.874 -0.233 C17 EE2 17 EE2 C18 C18 C 0 1 N N N 15.756 -45.083 10.755 3.038 1.474 1.213 C18 EE2 18 EE2 C19 C19 C 0 1 N N S 8.522 -44.271 14.768 -5.175 0.409 -0.761 C19 EE2 19 EE2 C20 C20 C 0 1 N N R 15.515 -43.931 9.826 3.607 0.674 0.033 C20 EE2 20 EE2 C21 C21 C 0 1 N N N 17.608 -43.238 8.801 5.555 -0.666 -0.775 C21 EE2 21 EE2 C22 C22 C 0 1 N N N 16.377 -44.076 8.597 4.932 0.026 0.439 C22 EE2 22 EE2 O23 O23 O 0 1 N N N 14.444 -44.496 14.492 -0.866 4.008 -0.080 O23 EE2 23 EE2 O24 O24 O 0 1 N N N 18.210 -44.373 6.855 7.252 -1.214 0.765 O24 EE2 24 EE2 O25 O25 O 0 1 N N N 12.985 -46.207 14.621 -1.288 2.888 1.790 O25 EE2 25 EE2 O26 O26 O 0 1 N N N 18.533 -42.102 6.980 7.588 -1.971 -1.284 O26 EE2 26 EE2 O27 O27 O 0 1 N N N 15.183 -44.725 11.996 1.794 2.052 0.803 O27 EE2 27 EE2 O28 O28 O 0 1 N N N 14.173 -43.983 9.389 2.660 -0.342 -0.317 O28 EE2 28 EE2 O29 O29 O 0 1 N N N 9.080 -44.737 15.978 -5.384 0.526 -2.170 O29 EE2 29 EE2 H1 H1 H 0 1 N N N 10.322 -40.223 11.190 -1.472 -3.336 1.651 H1 EE2 30 EE2 H2 H2 H 0 1 N N N 8.505 -39.107 12.392 -3.624 -4.507 1.893 H2 EE2 31 EE2 H3 H3 H 0 1 N N N 10.952 -42.543 11.741 -1.382 -1.131 0.575 H3 EE2 32 EE2 H5 H5 H 0 1 N N N 7.285 -40.295 14.174 -5.694 -3.471 1.067 H5 EE2 33 EE2 H4 H4 H 0 1 N N N 10.077 -44.252 11.083 -1.556 -1.066 -1.726 H4 EE2 34 EE2 H6 H6 H 0 1 N N N 11.664 -43.840 9.265 0.804 -1.702 -1.525 H6 EE2 35 EE2 H14 H14 H 0 1 N N N 10.561 -45.871 14.027 -3.009 2.145 -1.076 H14 EE2 36 EE2 H171 H171 H 0 0 N N N 8.011 -42.543 15.978 -6.316 -1.411 -1.048 H171 EE2 37 EE2 H172 H172 H 0 0 N N N 6.740 -43.032 14.807 -6.560 -0.629 0.540 H172 EE2 38 EE2 H19 H19 H 0 1 N N N 7.805 -45.000 14.361 -5.577 1.281 -0.245 H19 EE2 39 EE2 H23 H23 H 0 1 N N N 14.731 -44.832 15.333 -1.182 4.812 0.355 H23 EE2 40 EE2 H211 H211 H 0 0 N N N 18.302 -43.702 9.517 5.735 0.069 -1.559 H211 EE2 41 EE2 H212 H212 H 0 0 N N N 17.357 -42.222 9.140 4.874 -1.432 -1.145 H212 EE2 42 EE2 H26 H26 H 0 1 N N N 18.885 -42.187 6.101 8.418 -2.363 -0.980 H26 EE2 43 EE2 H181 H181 H 0 0 N N N 15.277 -45.993 10.364 2.874 0.810 2.062 H181 EE2 44 EE2 H182 H182 H 0 0 N N N 16.836 -45.258 10.871 3.736 2.263 1.492 H182 EE2 45 EE2 H29 H29 H 0 1 N N N 8.386 -44.890 16.609 -6.312 0.626 -2.423 H29 EE2 46 EE2 H221 H221 H 0 0 N N N 16.660 -45.130 8.460 5.613 0.793 0.809 H221 EE2 47 EE2 H222 H222 H 0 0 N N N 15.828 -43.726 7.711 4.752 -0.709 1.224 H222 EE2 48 EE2 H20 H20 H 0 1 N N N 15.737 -42.981 10.333 3.767 1.336 -0.817 H20 EE2 49 # 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 EE2 C1 C2 SING Y N 1 EE2 C1 C3 DOUB Y N 2 EE2 C2 C5 DOUB Y N 3 EE2 C3 C7 SING Y N 4 EE2 C4 C6 DOUB Y N 5 EE2 C4 C8 SING Y N 6 EE2 C5 C10 SING Y N 7 EE2 C6 C11 SING Y N 8 EE2 C7 C10 DOUB Y N 9 EE2 C7 C13 SING N N 10 EE2 C8 C9 DOUB Y N 11 EE2 C8 C14 SING N N 12 EE2 C9 C12 SING Y N 13 EE2 C9 C15 SING N N 14 EE2 C10 C17 SING N N 15 EE2 C11 C12 DOUB Y N 16 EE2 C11 O28 SING N N 17 EE2 C12 O27 SING N N 18 EE2 C13 C14 DOUB N E 19 EE2 C13 C19 SING N N 20 EE2 C15 O23 SING N N 21 EE2 C15 O25 DOUB N N 22 EE2 C16 C21 SING N N 23 EE2 C16 O24 DOUB N N 24 EE2 C16 O26 SING N N 25 EE2 C17 C19 SING N N 26 EE2 C18 C20 SING N N 27 EE2 C18 O27 SING N N 28 EE2 C19 O29 SING N N 29 EE2 C20 C22 SING N N 30 EE2 C20 O28 SING N N 31 EE2 C21 C22 SING N N 32 EE2 C1 H1 SING N N 33 EE2 C2 H2 SING N N 34 EE2 C3 H3 SING N N 35 EE2 C5 H5 SING N N 36 EE2 C4 H4 SING N N 37 EE2 C6 H6 SING N N 38 EE2 C14 H14 SING N N 39 EE2 C17 H171 SING N N 40 EE2 C17 H172 SING N N 41 EE2 C19 H19 SING N N 42 EE2 O23 H23 SING N N 43 EE2 C21 H211 SING N N 44 EE2 C21 H212 SING N N 45 EE2 O26 H26 SING N N 46 EE2 C18 H181 SING N N 47 EE2 C18 H182 SING N N 48 EE2 O29 H29 SING N N 49 EE2 C22 H221 SING N N 50 EE2 C22 H222 SING N N 51 EE2 C20 H20 SING N N 52 # 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 EE2 SMILES ACDLabs 12.01 "O=C(O)c2c(ccc1OC(COc12)CCC(=O)O)/C=C4\c3ccccc3CC4O" EE2 InChI InChI 1.03 "InChI=1S/C22H20O7/c23-17-10-12-3-1-2-4-15(12)16(17)9-13-5-7-18-21(20(13)22(26)27)28-11-14(29-18)6-8-19(24)25/h1-5,7,9,14,17,23H,6,8,10-11H2,(H,24,25)(H,26,27)/b16-9+/t14-,17+/m1/s1" EE2 InChIKey InChI 1.03 MFTKMGJMWGIHJP-HJKFZPBFSA-N EE2 SMILES_CANONICAL CACTVS 3.385 "O[C@H]1Cc2ccccc2\C1=C/c3ccc4O[C@H](CCC(O)=O)COc4c3C(O)=O" EE2 SMILES CACTVS 3.385 "O[CH]1Cc2ccccc2C1=Cc3ccc4O[CH](CCC(O)=O)COc4c3C(O)=O" EE2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc\2c(c1)C[C@@H](/C2=C/c3ccc4c(c3C(=O)O)OC[C@H](O4)CCC(=O)O)O" EE2 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)CC(C2=Cc3ccc4c(c3C(=O)O)OCC(O4)CCC(=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 EE2 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-(2-carboxyethyl)-6-{(E)-[(2S)-2-hydroxy-2,3-dihydro-1H-inden-1-ylidene]methyl}-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" EE2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-(3-hydroxy-3-oxopropyl)-6-[(E)-[(2S)-2-oxidanyl-2,3-dihydroinden-1-ylidene]methyl]-2,3-dihydro-1,4-benzodioxine-5-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 EE2 "Create component" 2013-11-14 EBI EE2 "Initial release" 2013-11-27 RCSB EE2 "Create component" 2014-04-16 EBI #