data_164 # _chem_comp.id 164 _chem_comp.name "2-(3-CARBOXYPROPIONYL)-6-HYDROXY-CYCLOHEXA-2,4-DIENE CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H12 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-19 _chem_comp.pdbx_modified_date 2011-06-04 _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 240.209 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 164 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1R6W _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 164 O1 O1 O 0 1 N N N 30.089 21.137 12.453 2.151 0.554 2.585 O1 164 1 164 C7 C7 C 0 1 N N N 30.165 20.447 13.605 1.624 0.503 1.499 C7 164 2 164 O2 O2 O 0 1 N N N 31.460 20.421 14.094 2.055 1.295 0.505 O2 164 3 164 C2 C2 C 0 1 N N R 28.909 19.755 14.319 0.481 -0.450 1.261 C2 164 4 164 C3 C3 C 0 1 N N R 29.211 19.854 15.732 0.203 -1.235 2.542 C3 164 5 164 C4 C4 C 0 1 N N N 28.512 20.776 16.675 -0.397 -0.327 3.581 C4 164 6 164 C5 C5 C 0 1 N N N 27.372 21.482 16.291 -1.227 0.655 3.222 C5 164 7 164 C6 C6 C 0 1 N N N 26.883 21.363 14.834 -1.552 0.852 1.811 C6 164 8 164 O9 O9 O 0 1 N N N 28.700 18.496 16.114 -0.708 -2.298 2.258 O9 164 9 164 C1 C1 C 0 1 N N N 27.608 20.495 13.854 -0.740 0.326 0.857 C1 164 10 164 C8 C8 C 0 1 N N N 27.137 20.273 12.507 -1.044 0.506 -0.505 C8 164 11 164 O3 O3 O 0 1 N N N 27.601 19.395 11.740 -2.033 1.133 -0.829 O3 164 12 164 C9 C9 C 0 1 N N N 25.884 21.142 12.169 -0.143 -0.078 -1.561 C9 164 13 164 C10 C10 C 0 1 N N N 25.338 20.775 10.802 -0.696 0.259 -2.947 C10 164 14 164 C11 C11 C 0 1 N N N 26.262 21.283 9.661 0.205 -0.325 -4.004 C11 164 15 164 O5 O5 O 0 1 N N N 27.224 22.077 9.820 -0.084 -0.153 -5.303 O5 164 16 164 O4 O4 O 0 1 N N N 25.975 20.776 8.552 1.188 -0.948 -3.682 O4 164 17 164 HO2 HO2 H 0 1 N N N 31.513 19.933 14.907 2.788 1.907 0.658 HO2 164 18 164 H2 H2 H 0 1 N N N 28.730 18.684 14.062 0.749 -1.144 0.465 H2 164 19 164 H3 H3 H 0 1 N N N 30.259 20.220 15.824 1.136 -1.651 2.921 H3 164 20 164 H4 H4 H 0 1 N N N 28.855 20.944 17.709 -0.156 -0.471 4.624 H4 164 21 164 H5 H5 H 0 1 N N N 26.893 22.087 17.079 -1.657 1.301 3.973 H5 164 22 164 H6 H6 H 0 1 N N N 25.992 21.912 14.484 -2.431 1.413 1.528 H6 164 23 164 HO9 HO9 H 0 1 N N N 28.898 18.560 17.040 -0.854 -2.770 3.089 HO9 164 24 164 H91 1H9 H 0 1 N N N 25.102 21.069 12.961 0.857 0.339 -1.457 H91 164 25 164 H92 2H9 H 0 1 N N N 26.101 22.232 12.250 -0.099 -1.161 -1.442 H92 164 26 164 H101 1H10 H 0 0 N N N 25.153 19.678 10.718 -1.697 -0.158 -3.051 H101 164 27 164 H102 2H10 H 0 0 N N N 24.291 21.137 10.670 -0.740 1.342 -3.066 H102 164 28 164 HO5 HO5 H 0 1 N N N 27.789 22.387 9.122 0.493 -0.528 -5.981 HO5 164 29 # 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 164 O1 C7 DOUB N N 1 164 C7 O2 SING N N 2 164 C7 C2 SING N N 3 164 O2 HO2 SING N N 4 164 C2 C3 SING N N 5 164 C2 C1 SING N N 6 164 C2 H2 SING N N 7 164 C3 C4 SING N N 8 164 C3 O9 SING N N 9 164 C3 H3 SING N N 10 164 C4 C5 DOUB N N 11 164 C4 H4 SING N N 12 164 C5 C6 SING N N 13 164 C5 H5 SING N N 14 164 C6 C1 DOUB N N 15 164 C6 H6 SING N N 16 164 O9 HO9 SING N N 17 164 C1 C8 SING N N 18 164 C8 O3 DOUB N N 19 164 C8 C9 SING N N 20 164 C9 C10 SING N N 21 164 C9 H91 SING N N 22 164 C9 H92 SING N N 23 164 C10 C11 SING N N 24 164 C10 H101 SING N N 25 164 C10 H102 SING N N 26 164 C11 O5 SING N N 27 164 C11 O4 DOUB N N 28 164 O5 HO5 SING N N 29 # 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 164 SMILES ACDLabs 10.04 "O=C(C1=CC=CC(O)C1C(=O)O)CCC(=O)O" 164 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C=CC=C([C@H]1C(O)=O)C(=O)CCC(O)=O" 164 SMILES CACTVS 3.341 "O[CH]1C=CC=C([CH]1C(O)=O)C(=O)CCC(O)=O" 164 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=C[C@H]([C@@H](C(=C1)C(=O)CCC(=O)O)C(=O)O)O" 164 SMILES "OpenEye OEToolkits" 1.5.0 "C1=CC(C(C(=C1)C(=O)CCC(=O)O)C(=O)O)O" 164 InChI InChI 1.03 "InChI=1S/C11H12O6/c12-7(4-5-9(14)15)6-2-1-3-8(13)10(6)11(16)17/h1-3,8,10,13H,4-5H2,(H,14,15)(H,16,17)/t8-,10-/m1/s1" 164 InChIKey InChI 1.03 QJYRAJSESKVEAE-PSASIEDQSA-N # 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 164 "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,6R)-2-(3-carboxypropanoyl)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid" 164 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,6R)-6-hydroxy-2-(4-hydroxy-4-oxo-butanoyl)cyclohexa-2,4-diene-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 164 "Create component" 2003-11-19 RCSB 164 "Modify descriptor" 2011-06-04 RCSB #