data_DQA
# 
_chem_comp.id                                    DQA 
_chem_comp.name                                  "1,3,4-TRIHYDROXY-5-OXO-CYCLOHEXANECARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C7 H10 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "3-DEHYDROQUINIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-20 
_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                        190.151 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DQA 
_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        1J2Y 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
DQA C1  C1  C 0 1 N N R N N N 97.111 -24.558 87.569 -0.060 -0.219 -0.990 C1  DQA 1  
DQA C2  C2  C 0 1 N N N N N N 97.357 -23.378 88.391 1.235  0.134  -0.258 C2  DQA 2  
DQA C3  C3  C 0 1 N N R N N N 96.688 -22.186 87.871 1.138  -0.298 1.205  C3  DQA 3  
DQA O3  O3  O 0 1 N N N N N N 96.827 -21.044 88.685 2.382  -0.040 1.861  O3  DQA 4  
DQA C4  C4  C 0 1 N N S N N N 97.316 -21.901 86.612 0.022  0.491  1.896  C4  DQA 5  
DQA O4  O4  O 0 1 N N N N N N 96.883 -20.758 85.957 -0.162 0.004  3.227  O4  DQA 6  
DQA C5  C5  C 0 1 N N N N N N 97.206 -23.101 85.653 -1.254 0.310  1.107  C5  DQA 7  
DQA C6  C6  C 0 1 N N N N N N 97.612 -24.364 86.180 -1.221 0.573  -0.382 C6  DQA 8  
DQA C   C   C 0 1 N N N N N N 97.763 -25.726 87.959 0.076  0.128  -2.450 C   DQA 9  
DQA O1  O1  O 0 1 N N N N N N 98.600 -25.751 88.979 -0.034 -0.732 -3.290 O1  DQA 10 
DQA O2  O2  O 0 1 N N N N N N 97.601 -26.887 87.336 0.320  1.396  -2.818 O2  DQA 11 
DQA O5  O5  O 0 1 N N N N N N 96.884 -23.215 84.623 -2.275 -0.034 1.652  O5  DQA 12 
DQA O6  O6  O 0 1 N N N N N N 95.762 -24.967 87.707 -0.316 -1.618 -0.856 O6  DQA 13 
DQA H21 1H2 H 0 1 N N N N N N 97.077 -23.563 89.454 1.398  1.210  -0.308 H21 DQA 14 
DQA H22 2H2 H 0 1 N N N N N N 98.450 -23.200 88.521 2.071  -0.379 -0.733 H22 DQA 15 
DQA H3  H3  H 0 1 N N N N N N 95.595 -22.399 87.809 0.915  -1.363 1.255  H3  DQA 16 
DQA HO3 HO3 H 0 1 N N N N N N 96.392 -20.269 88.347 2.277  -0.326 2.779  HO3 DQA 17 
DQA H4  H4  H 0 1 N N N N N N 98.376 -21.702 86.893 0.287  1.548  1.927  H4  DQA 18 
DQA HO4 HO4 H 0 1 N N N N N N 97.298 -20.569 85.123 -0.880 0.521  3.616  HO4 DQA 19 
DQA H61 1H6 H 0 1 N N N N N N 98.717 -24.495 86.122 -1.071 1.638  -0.562 H61 DQA 20 
DQA H62 2H6 H 0 1 N N N N N N 97.304 -25.203 85.513 -2.160 0.251  -0.832 H62 DQA 21 
DQA HO2 HO2 H 0 1 N N N N N N 98.045 -27.683 87.601 0.408  1.620  -3.755 HO2 DQA 22 
DQA HO6 HO6 H 0 1 N N N N N N 95.601 -25.735 87.171 -1.140 -1.798 -1.331 HO6 DQA 23 
# 
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 
DQA C1 C2  SING N N 1  
DQA C1 C6  SING N N 2  
DQA C1 C   SING N N 3  
DQA C1 O6  SING N N 4  
DQA C2 C3  SING N N 5  
DQA C2 H21 SING N N 6  
DQA C2 H22 SING N N 7  
DQA C3 O3  SING N N 8  
DQA C3 C4  SING N N 9  
DQA C3 H3  SING N N 10 
DQA O3 HO3 SING N N 11 
DQA C4 O4  SING N N 12 
DQA C4 C5  SING N N 13 
DQA C4 H4  SING N N 14 
DQA O4 HO4 SING N N 15 
DQA C5 C6  SING N N 16 
DQA C5 O5  DOUB N N 17 
DQA C6 H61 SING N N 18 
DQA C6 H62 SING N N 19 
DQA C  O1  DOUB N N 20 
DQA C  O2  SING N N 21 
DQA O2 HO2 SING N N 22 
DQA O6 HO6 SING N N 23 
# 
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 
DQA SMILES           ACDLabs              10.04 "O=C1C(O)C(O)CC(O)(C(=O)O)C1"                                                                     
DQA SMILES_CANONICAL CACTVS               3.341 "O[C@@H]1C[C@@](O)(CC(=O)[C@H]1O)C(O)=O"                                                          
DQA SMILES           CACTVS               3.341 "O[CH]1C[C](O)(CC(=O)[CH]1O)C(O)=O"                                                               
DQA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H]([C@@H](C(=O)C[C@]1(C(=O)O)O)O)O"                                                         
DQA SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(C(=O)CC1(C(=O)O)O)O)O"                                                                     
DQA InChI            InChI                1.03  "InChI=1S/C7H10O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3,5,8,10,13H,1-2H2,(H,11,12)/t3-,5+,7-/m1/s1" 
DQA InChIKey         InChI                1.03  WVMWZWGZRAXUBK-SYTVJDICSA-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 
DQA "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,3R,4S)-1,3,4-trihydroxy-5-oxocyclohexanecarboxylic acid"     
DQA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,3R,4S)-1,3,4-trihydroxy-5-oxo-cyclohexane-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 
DQA "Create component"  2003-01-20 RCSB 
DQA "Modify descriptor" 2011-06-04 RCSB 
DQA "Modify synonyms"   2021-03-01 PDBE 
DQA "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      DQA 
_pdbx_chem_comp_synonyms.name         "3-DEHYDROQUINIC ACID" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            DQA 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C5 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
