data_QJK
# 
_chem_comp.id                                    QJK 
_chem_comp.name                                  "5-[(2~{R})-3-(4-chlorophenyl)carbonyl-2-(4-nitrophenyl)-4-oxidanyl-5-oxidanylidene-2~{H}-pyrrol-1-yl]-2-oxidanyl-benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H15 Cl N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-06-17 
_chem_comp.pdbx_modified_date                    2022-12-23 
_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                        494.838 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QJK 
_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        6ZFI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
QJK C1  C1  C  0  1 N N N 44.198 59.805 86.578 -5.659 2.290  -0.213 C1  QJK 1  
QJK O5  O1  O  0  1 N N N 38.625 61.207 81.195 -1.344 -5.981 0.644  O5  QJK 2  
QJK C9  C2  C  0  1 Y N N 42.847 66.009 78.475 4.947  0.263  0.795  C9  QJK 3  
QJK C10 C3  C  0  1 Y N N 41.844 66.960 78.347 5.910  0.716  -0.082 C10 QJK 4  
QJK C11 C4  C  0  1 Y N N 41.563 67.828 79.401 5.554  1.525  -1.149 C11 QJK 5  
QJK C12 C5  C  0  1 Y N N 42.297 67.759 80.582 4.230  1.884  -1.342 C12 QJK 6  
QJK C13 C6  C  0  1 Y N N 43.319 66.829 80.698 3.258  1.437  -0.472 C13 QJK 7  
QJK C14 C7  C  0  1 Y N N 43.595 65.916 79.666 3.611  0.621  0.605  C14 QJK 8  
QJK C16 C8  C  0  1 N N N 44.701 64.919 79.773 2.572  0.134  1.538  C16 QJK 9  
QJK C19 C9  C  0  1 Y N N 40.313 62.572 82.115 -0.350 -3.968 -0.018 C19 QJK 10 
QJK C20 C10 C  0  1 Y N N 41.379 61.798 81.657 0.549  -3.345 -0.863 C20 QJK 11 
QJK C21 C11 C  0  1 Y N N 42.679 62.287 81.721 0.744  -1.980 -0.779 C21 QJK 12 
QJK C22 C12 C  0  1 Y N N 42.923 63.557 82.238 0.040  -1.237 0.150  C22 QJK 13 
QJK C24 C13 C  0  1 Y N N 44.804 63.926 85.555 -2.178 0.181  -1.441 C24 QJK 14 
QJK C27 C14 C  0  1 Y N N 44.416 61.233 86.244 -4.451 1.560  -0.637 C27 QJK 15 
QJK C31 C15 C  0  1 N N N 46.265 62.910 82.543 -0.874 1.571  1.714  C31 QJK 16 
QJK C33 C16 C  0  1 N N R 44.336 64.091 82.339 0.253  0.253  0.242  C33 QJK 17 
QJK C34 C17 C  0  1 N N N 45.069 64.194 81.011 1.184  0.578  1.386  C34 QJK 18 
QJK C35 C18 C  0  1 N N N 46.211 63.474 81.180 0.489  1.363  2.243  C35 QJK 19 
QJK O2  O2  O  0  1 N N N 44.586 58.919 85.832 -6.663 2.254  -0.898 O2  QJK 20 
QJK O3  O3  O  0  1 N N N 43.566 59.462 87.720 -5.653 2.994  0.936  O3  QJK 21 
QJK N4  N1  N  1  1 N N N 38.926 62.041 82.035 -0.555 -5.432 -0.104 N4  QJK 22 
QJK O6  O4  O  -1 1 N N N 38.071 62.431 82.811 0.065  -6.086 -0.923 O6  QJK 23 
QJK O7  O5  O  0  1 N N N 47.177 63.300 80.247 0.968  1.876  3.400  O7  QJK 24 
QJK CL1 CL1 CL 0  0 N N N 40.297 69.005 79.251 6.773  2.092  -2.247 CL8 QJK 25 
QJK O15 O6  O  0  1 N N N 45.361 64.699 78.770 2.870  -0.637 2.431  O15 QJK 26 
QJK C17 C19 C  0  1 Y N N 41.862 64.323 82.718 -0.859 -1.859 0.995  C17 QJK 27 
QJK C18 C20 C  0  1 Y N N 40.559 63.840 82.646 -1.054 -3.225 0.911  C18 QJK 28 
QJK O23 O7  O  0  1 N N N 44.054 61.966 88.526 -5.570 0.788  -2.603 O23 QJK 29 
QJK C25 C21 C  0  1 Y N N 44.524 63.590 86.872 -3.313 0.142  -2.224 C25 QJK 30 
QJK C26 C22 C  0  1 Y N N 44.324 62.255 87.227 -4.454 0.827  -1.831 C26 QJK 31 
QJK C28 C23 C  0  1 Y N N 44.677 61.595 84.910 -3.301 1.586  0.156  C28 QJK 32 
QJK C29 C24 C  0  1 Y N N 44.877 62.930 84.568 -2.169 0.902  -0.251 C29 QJK 33 
QJK O30 O8  O  0  1 N N N 47.183 62.234 82.969 -1.739 2.231  2.256  O30 QJK 34 
QJK N32 N2  N  0  1 N N N 45.167 63.270 83.236 -1.015 0.926  0.542  N32 QJK 35 
QJK H1  H1  H  0  1 N N N 43.056 65.336 77.657 5.225  -0.372 1.623  H1  QJK 36 
QJK H2  H2  H  0  1 N N N 41.280 67.028 77.429 6.944  0.440  0.064  H2  QJK 37 
QJK H3  H3  H  0  1 N N N 42.072 68.425 81.402 3.959  2.515  -2.175 H3  QJK 38 
QJK H4  H4  H  0  1 N N N 43.914 66.806 81.599 2.226  1.718  -0.623 H4  QJK 39 
QJK H5  H5  H  0  1 N N N 41.194 60.815 81.251 1.099  -3.926 -1.589 H5  QJK 40 
QJK H6  H6  H  0  1 N N N 43.501 61.681 81.369 1.447  -1.493 -1.439 H6  QJK 41 
QJK H7  H7  H  0  1 N N N 44.967 64.960 85.288 -1.293 -0.355 -1.752 H7  QJK 42 
QJK H8  H8  H  0  1 N N N 44.277 65.105 82.762 0.666  0.630  -0.694 H8  QJK 43 
QJK H9  H9  H  0  1 N N N 43.512 58.515 87.780 -6.469 3.457  1.172  H9  QJK 44 
QJK H10 H10 H  0  1 N N N 46.907 63.706 79.432 0.329  2.415  3.886  H10 QJK 45 
QJK H11 H11 H  0  1 N N N 42.052 65.295 83.148 -1.409 -1.279 1.721  H11 QJK 46 
QJK H12 H12 H  0  1 N N N 39.738 64.446 83.001 -1.757 -3.712 1.571  H12 QJK 47 
QJK H13 H13 H  0  1 N N N 44.032 62.770 89.032 -5.615 1.491  -3.265 H13 QJK 48 
QJK H14 H14 H  0  1 N N N 44.461 64.363 87.624 -3.314 -0.423 -3.144 H14 QJK 49 
QJK H15 H15 H  0  1 N N N 44.723 60.833 84.146 -3.294 2.142  1.082  H15 QJK 50 
# 
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 
QJK C10 C9  DOUB Y N 1  
QJK C10 C11 SING Y N 2  
QJK C9  C14 SING Y N 3  
QJK O15 C16 DOUB N N 4  
QJK CL1 C11 SING N N 5  
QJK C11 C12 DOUB Y N 6  
QJK C14 C16 SING N N 7  
QJK C14 C13 DOUB Y N 8  
QJK C16 C34 SING N N 9  
QJK O7  C35 SING N N 10 
QJK C12 C13 SING Y N 11 
QJK C34 C35 DOUB N N 12 
QJK C34 C33 SING N N 13 
QJK C35 C31 SING N N 14 
QJK O5  N4  DOUB N N 15 
QJK C20 C21 DOUB Y N 16 
QJK C20 C19 SING Y N 17 
QJK C21 C22 SING Y N 18 
QJK N4  C19 SING N N 19 
QJK N4  O6  SING N N 20 
QJK C19 C18 DOUB Y N 21 
QJK C22 C33 SING N N 22 
QJK C22 C17 DOUB Y N 23 
QJK C33 N32 SING N N 24 
QJK C31 O30 DOUB N N 25 
QJK C31 N32 SING N N 26 
QJK C18 C17 SING Y N 27 
QJK N32 C29 SING N N 28 
QJK C29 C28 DOUB Y N 29 
QJK C29 C24 SING Y N 30 
QJK C28 C27 SING Y N 31 
QJK C24 C25 DOUB Y N 32 
QJK O2  C1  DOUB N N 33 
QJK C27 C1  SING N N 34 
QJK C27 C26 DOUB Y N 35 
QJK C1  O3  SING N N 36 
QJK C25 C26 SING Y N 37 
QJK C26 O23 SING N N 38 
QJK C9  H1  SING N N 39 
QJK C10 H2  SING N N 40 
QJK C12 H3  SING N N 41 
QJK C13 H4  SING N N 42 
QJK C20 H5  SING N N 43 
QJK C21 H6  SING N N 44 
QJK C24 H7  SING N N 45 
QJK C33 H8  SING N N 46 
QJK O3  H9  SING N N 47 
QJK O7  H10 SING N N 48 
QJK C17 H11 SING N N 49 
QJK C18 H12 SING N N 50 
QJK O23 H13 SING N N 51 
QJK C25 H14 SING N N 52 
QJK C28 H15 SING N N 53 
# 
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 
QJK InChI            InChI                1.03  "InChI=1S/C24H15ClN2O8/c25-14-5-1-13(2-6-14)21(29)19-20(12-3-7-15(8-4-12)27(34)35)26(23(31)22(19)30)16-9-10-18(28)17(11-16)24(32)33/h1-11,20,28,30H,(H,32,33)/t20-/m1/s1" 
QJK InChIKey         InChI                1.03  JNIFVXVQHFKKPJ-HXUWFJFHSA-N                                                                                                                                               
QJK SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1cc(ccc1O)N2[C@H](c3ccc(cc3)[N](=O)=O)C(=C(O)C2=O)C(=O)c4ccc(Cl)cc4"                                                                                              
QJK SMILES           CACTVS               3.385 "OC(=O)c1cc(ccc1O)N2[CH](c3ccc(cc3)[N](=O)=O)C(=C(O)C2=O)C(=O)c4ccc(Cl)cc4"                                                                                               
QJK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1[C@@H]2C(=C(C(=O)N2c3ccc(c(c3)C(=O)O)O)O)C(=O)c4ccc(cc4)Cl)N(=O)=O"                                                                                             
QJK SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C2C(=C(C(=O)N2c3ccc(c(c3)C(=O)O)O)O)C(=O)c4ccc(cc4)Cl)N(=O)=O"                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           QJK 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "5-[(2~{R})-3-(4-chlorophenyl)carbonyl-2-(4-nitrophenyl)-4-oxidanyl-5-oxidanylidene-2~{H}-pyrrol-1-yl]-2-oxidanyl-benzoic 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 
QJK "Create component" 2020-06-17 PDBE 
QJK "Initial release"  2022-12-28 RCSB 
# 
