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                    2024-09-27 
_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 
_chem_comp.pdbx_pcm                              Y 
# 
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 
QUA "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            QUA 
_pdbx_chem_comp_pcm.modified_residue_id                ? 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain and backbone" 
_pdbx_chem_comp_pcm.polypeptide_position               N-terminal 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
