data_QUA # _chem_comp.id QUA _chem_comp.name "8-HYDROXY-4-(1-HYDROXYETHYL)QUINOLINE-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H13 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-11-02 _chem_comp.pdbx_modified_date 2023-11-03 _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 235.236 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QUA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1E9W _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 QUA O12 O12 O 0 1 N N N N N N 5.986 15.455 3.268 4.897 -0.555 -0.355 O12 QUA 1 QUA C11 C11 C 0 1 N N N N N N 5.489 16.562 3.304 4.411 0.079 -1.300 C11 QUA 2 QUA C2 C2 C 0 1 Y N N N N N 4.026 16.812 3.116 3.002 0.394 -1.468 C2 QUA 3 QUA N1 N1 N 0 1 Y N N N N N 3.556 18.058 3.277 2.690 1.104 -2.574 N1 QUA 4 QUA C3 C3 C 0 1 Y N N N N N 3.231 15.694 2.762 2.077 -0.022 -0.526 C3 QUA 5 QUA C9 C9 C 0 1 Y N N N N N 2.214 18.239 3.063 1.386 1.428 -2.748 C9 QUA 6 QUA C4 C4 C 0 1 Y N N N N N 1.913 15.885 2.561 0.744 0.316 -0.727 C4 QUA 7 QUA C8 C8 C 0 1 N N S N N N 1.776 19.658 3.083 1.024 2.160 -4.017 C8 QUA 8 QUA C10 C10 C 0 1 Y N N N N N 1.347 17.197 2.689 0.379 1.058 -1.851 C10 QUA 9 QUA O16 O16 O 0 1 N N N N N N 1.918 20.224 1.792 0.853 1.213 -5.074 O16 QUA 10 QUA C7 C7 C 0 1 N N N Y N Y 0.246 19.806 3.460 -0.261 2.992 -3.897 C7 QUA 11 QUA C13 C13 C 0 1 N N S N N N 1.008 14.660 2.217 -0.254 -0.148 0.286 C13 QUA 12 QUA O15 O15 O 0 1 N N N N N N 1.706 13.660 1.672 -0.789 -1.407 -0.133 O15 QUA 13 QUA C5 C5 C 0 1 N N N N N N -0.050 17.569 2.444 -1.014 1.436 -2.094 C5 QUA 14 QUA C14 C14 C 0 1 N N N N N N 0.236 14.225 3.454 0.350 -0.321 1.679 C14 QUA 15 QUA C6 C6 C 0 1 N N N N N N -0.559 18.707 2.781 -1.309 2.341 -3.037 C6 QUA 16 QUA "O1'" "O1'" O 0 1 N Y N N N N ? ? ? 5.178 0.561 -2.316 "O1'" QUA 17 QUA HC3 HC3 H 0 1 N N N N N N 3.637 14.675 2.643 2.382 -0.594 0.342 HC3 QUA 18 QUA HC8 HC8 H 0 1 N N N N N N 2.409 20.170 3.844 1.849 2.818 -4.312 HC8 QUA 19 QUA H16 H16 H 0 1 N N N N N N 1.637 21.131 1.804 -0.094 1.010 -5.111 H16 QUA 20 QUA HC71 1HC7 H 0 0 N N N Y N Y 0.085 19.823 4.563 -0.681 3.172 -4.893 HC71 QUA 21 QUA HC72 2HC7 H 0 0 N Y N Y N Y -0.148 20.821 3.223 -0.032 3.969 -3.453 HC72 QUA 22 QUA H13 H13 H 0 1 N N N N N N 0.269 14.970 1.441 -1.106 0.546 0.366 H13 QUA 23 QUA H15 H15 H 0 1 N N N N N N 1.155 12.914 1.462 -0.054 -1.895 -0.530 H15 QUA 24 QUA HC5 HC5 H 0 1 N N N N N N -0.798 16.923 1.953 -1.790 1.000 -1.476 HC5 QUA 25 QUA H141 1H14 H 0 0 N N N N N N -0.410 13.350 3.208 0.780 0.617 2.043 H141 QUA 26 QUA H142 2H14 H 0 0 N N N N N N 0.910 14.018 4.317 1.136 -1.085 1.682 H142 QUA 27 QUA H143 3H14 H 0 0 N N N N N N -0.346 15.064 3.900 -0.410 -0.656 2.392 H143 QUA 28 QUA HC6 HC6 H 0 1 N N N N N N -1.626 18.738 2.503 -2.342 2.645 -3.179 HC6 QUA 29 QUA "H1'" "H1'" H 0 1 N Y N N N N 6.116 15.195 2.364 6.131 0.353 -2.212 "H1'" QUA 30 # 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 QUA O12 C11 DOUB N N 1 QUA C11 C2 SING N N 2 QUA C11 "O1'" SING N N 3 QUA C2 N1 DOUB Y N 4 QUA C2 C3 SING Y N 5 QUA N1 C9 SING Y N 6 QUA C3 C4 DOUB Y N 7 QUA C3 HC3 SING N N 8 QUA C9 C8 SING N N 9 QUA C9 C10 DOUB Y N 10 QUA C4 C10 SING Y N 11 QUA C4 C13 SING N N 12 QUA C8 O16 SING N N 13 QUA C8 C7 SING N N 14 QUA C8 HC8 SING N N 15 QUA C10 C5 SING N N 16 QUA O16 H16 SING N N 17 QUA C7 C6 SING N N 18 QUA C7 HC71 SING N N 19 QUA C7 HC72 SING N N 20 QUA C13 O15 SING N N 21 QUA C13 C14 SING N N 22 QUA C13 H13 SING N N 23 QUA O15 H15 SING N N 24 QUA C5 C6 DOUB N N 25 QUA C5 HC5 SING N N 26 QUA C14 H141 SING N N 27 QUA C14 H142 SING N N 28 QUA C14 H143 SING N N 29 QUA C6 HC6 SING N N 30 QUA "O1'" "H1'" SING N N 31 # 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 QUA SMILES ACDLabs 10.04 "O=C(O)c1nc2c(c(c1)C(O)C)C=CCC2O" QUA SMILES_CANONICAL CACTVS 3.341 "C[C@H](O)c1cc(nc2[C@@H](O)CC=Cc12)C(O)=O" QUA SMILES CACTVS 3.341 "C[CH](O)c1cc(nc2[CH](O)CC=Cc12)C(O)=O" QUA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](c1cc(nc2c1C=CC[C@@H]2O)C(=O)O)O" QUA SMILES "OpenEye OEToolkits" 1.5.0 "CC(c1cc(nc2c1C=CCC2O)C(=O)O)O" QUA InChI InChI 1.03 "InChI=1S/C12H13NO4/c1-6(14)8-5-9(12(16)17)13-11-7(8)3-2-4-10(11)15/h2-3,5-6,10,14-15H,4H2,1H3,(H,16,17)/t6-,10-/m0/s1" QUA InChIKey InChI 1.03 FCGZNXGKWUHBKD-WKEGUHRASA-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 QUA "SYSTEMATIC NAME" ACDLabs 10.04 "(8S)-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7,8-dihydroquinoline-2-carboxylic acid" QUA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8S)-8-hydroxy-4-(1-hydroxyethyl)-7,8-dihydroquinoline-2-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 QUA "Create component" 2000-11-02 EBI QUA "Modify descriptor" 2011-06-04 RCSB QUA "Modify backbone" 2023-11-03 PDBE #