data_QKO
# 
_chem_comp.id                                    QKO 
_chem_comp.name                                  "1-[(3~{R})-1-(6-nitropyridin-2-yl)pyrrolidin-3-yl]-3-(4-sulfamoylphenyl)thiourea" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 N6 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(R)-4-(3-(1-(6-nitropyridin-2-yl)pyrrolidin-3-yl)thioureido)benzenesulfonamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-08 
_chem_comp.pdbx_modified_date                    2023-11-17 
_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                        422.482 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QKO 
_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        8BJX 
_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.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 
QKO C8  C1  C 0  1 N N N N N N -1.729 9.099  12.650 3.016  0.888  1.106  C8  QKO 1  
QKO C5  C2  C 0  1 Y N N N N N -3.923 2.213  15.458 -4.729 0.722  -0.406 C5  QKO 2  
QKO C6  C3  C 0  1 Y N N N N N -3.434 3.286  14.733 -3.353 0.721  -0.525 C6  QKO 3  
QKO N1  N1  N 0  1 N N N N N N -5.314 -0.454 16.115 -7.787 -0.705 -1.505 N1  QKO 4  
QKO C2  C4  C 0  1 Y N N N N N -5.596 4.327  14.832 -3.327 -1.650 -0.131 C2  QKO 5  
QKO N3  N2  N 0  1 N N N N N N -0.916 9.355  13.858 4.010  1.740  0.417  N3  QKO 6  
QKO C4  C5  C 0  1 Y N N N N N -5.249 2.192  15.836 -5.404 -0.458 -0.151 C4  QKO 7  
QKO O3  O1  O -1 1 N N N N N N -0.420 14.511 14.218 7.127  -3.189 -0.113 O3  QKO 8  
QKO N4  N3  N 1  1 N N N N N N -0.156 13.805 15.190 6.185  -2.494 0.224  N4  QKO 9  
QKO O2  O2  O 0  1 N N N N N N -0.364 14.149 16.349 5.245  -2.990 0.820  O2  QKO 10 
QKO C15 C6  C 0  1 Y N N N N N 0.400  12.423 14.935 6.182  -1.048 -0.091 C15 QKO 11 
QKO C14 C7  C 0  1 Y N N N N N 1.688  12.123 15.349 7.252  -0.496 -0.767 C14 QKO 12 
QKO C13 C8  C 0  1 Y N N N N N 2.159  10.851 15.072 7.244  0.861  -1.060 C13 QKO 13 
QKO C12 C9  C 0  1 Y N N N N N 1.351  9.924  14.436 6.156  1.616  -0.662 C12 QKO 14 
QKO N5  N4  N 0  1 Y N N N N N -0.406 11.538 14.307 5.154  -0.304 0.273  N5  QKO 15 
QKO C11 C10 C 0  1 Y N N N N N 0.048  10.302 14.112 5.112  0.994  0.016  C11 QKO 16 
QKO C10 C11 C 0  1 N N N N N N -1.343 8.448  14.912 3.304  2.319  -0.754 C10 QKO 17 
QKO C9  C12 C 0  1 N N N N N N -1.864 7.217  14.193 1.892  2.632  -0.198 C9  QKO 18 
QKO C7  C13 C 0  1 N N R N N N -2.120 7.589  12.757 1.623  1.442  0.752  C7  QKO 19 
QKO N2  N5  N 0  1 N N N N N N -3.485 7.244  12.289 0.826  0.418  0.072  N2  QKO 20 
QKO C   C14 C 0  1 N N N N N N -4.250 6.213  12.741 -0.520 0.472  0.118  C   QKO 21 
QKO S   S1  S 0  1 N N N N N N -5.740 5.743  12.086 -1.298 1.736  0.969  S   QKO 22 
QKO N   N6  N 0  1 N N N N N N -3.734 5.471  13.730 -1.253 -0.471 -0.508 N   QKO 23 
QKO C1  C15 C 0  1 Y N N N N N -4.265 4.359  14.430 -2.647 -0.466 -0.388 C1  QKO 24 
QKO S1  S2  S 0  1 N N N N N N -5.873 0.824  16.765 -7.158 -0.451 0.006  S1  QKO 25 
QKO O1  O3  O 0  1 N N N N N N -5.341 0.941  18.128 -7.523 0.872  0.375  O1  QKO 26 
QKO O   O4  O 0  1 N N N N N N -7.293 0.888  16.693 -7.496 -1.594 0.779  O   QKO 27 
QKO C3  C16 C 0  1 Y N N N N N -6.092 3.244  15.532 -4.703 -1.643 -0.019 C3  QKO 28 
QKO H1  H1  H 0  1 N N N N N N -1.142 9.285  11.739 3.105  -0.142 0.759  H1  QKO 29 
QKO H2  H2  H 0  1 N N N N N N -2.627 9.734  12.644 3.171  0.934  2.184  H2  QKO 30 
QKO H3  H3  H 0  1 N N N N N N -3.269 1.396  15.726 -5.279 1.646  -0.509 H3  QKO 31 
QKO H4  H4  H 0  1 N N N N N N -2.406 3.290  14.402 -2.827 1.643  -0.725 H4  QKO 32 
QKO H5  H5  H 0  1 N N N N N N -5.646 -1.255 16.614 -7.194 -0.823 -2.263 H5  QKO 33 
QKO H6  H6  H 0  1 N N N N N N -5.618 -0.505 15.164 -8.748 -0.737 -1.631 H6  QKO 34 
QKO H7  H7  H 0  1 N N N N N N -6.247 5.155  14.595 -2.781 -2.576 -0.028 H7  QKO 35 
QKO H8  H8  H 0  1 N N N N N N 2.298  12.850 15.865 8.086  -1.114 -1.064 H8  QKO 36 
QKO H9  H9  H 0  1 N N N N N N 3.165  10.579 15.354 8.069  1.317  -1.587 H9  QKO 37 
QKO H10 H10 H 0  1 N N N N N N 1.719  8.937  14.198 6.117  2.674  -0.873 H10 QKO 38 
QKO H11 H11 H 0  1 N N N N N N -0.495 8.185  15.561 3.797  3.232  -1.087 H11 QKO 39 
QKO H12 H12 H 0  1 N N N N N N -2.139 8.907  15.517 3.248  1.595  -1.567 H12 QKO 40 
QKO H13 H13 H 0  1 N N N N N N -2.799 6.878  14.663 1.893  3.572  0.352  H13 QKO 41 
QKO H14 H14 H 0  1 N N N N N N -1.116 6.412  14.242 1.158  2.659  -1.003 H14 QKO 42 
QKO H15 H15 H 0  1 N N N N N N -1.402 7.030  12.138 1.112  1.785  1.652  H15 QKO 43 
QKO H16 H16 H 0  1 N N N N N N -3.880 7.823  11.575 1.267  -0.299 -0.410 H16 QKO 44 
QKO H17 H17 H 0  1 N N N N N N -2.819 5.749  14.024 -0.814 -1.152 -1.041 H17 QKO 45 
QKO H18 H18 H 0  1 N N N N N N -7.127 3.220  15.838 -5.233 -2.563 0.180  H18 QKO 46 
# 
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 
QKO S   C   DOUB N N 1  
QKO N2  C   SING N N 2  
QKO N2  C7  SING N N 3  
QKO C8  C7  SING N N 4  
QKO C8  N3  SING N N 5  
QKO C   N   SING N N 6  
QKO C7  C9  SING N N 7  
QKO N   C1  SING N N 8  
QKO N3  C11 SING N N 9  
QKO N3  C10 SING N N 10 
QKO C11 N5  DOUB Y N 11 
QKO C11 C12 SING Y N 12 
QKO C9  C10 SING N N 13 
QKO O3  N4  SING N N 14 
QKO N5  C15 SING Y N 15 
QKO C1  C6  DOUB Y N 16 
QKO C1  C2  SING Y N 17 
QKO C12 C13 DOUB Y N 18 
QKO C6  C5  SING Y N 19 
QKO C2  C3  DOUB Y N 20 
QKO C15 N4  SING N N 21 
QKO C15 C14 DOUB Y N 22 
QKO C13 C14 SING Y N 23 
QKO N4  O2  DOUB N N 24 
QKO C5  C4  DOUB Y N 25 
QKO C3  C4  SING Y N 26 
QKO C4  S1  SING N N 27 
QKO N1  S1  SING N N 28 
QKO O   S1  DOUB N N 29 
QKO S1  O1  DOUB N N 30 
QKO C8  H1  SING N N 31 
QKO C8  H2  SING N N 32 
QKO C5  H3  SING N N 33 
QKO C6  H4  SING N N 34 
QKO N1  H5  SING N N 35 
QKO N1  H6  SING N N 36 
QKO C2  H7  SING N N 37 
QKO C14 H8  SING N N 38 
QKO C13 H9  SING N N 39 
QKO C12 H10 SING N N 40 
QKO C10 H11 SING N N 41 
QKO C10 H12 SING N N 42 
QKO C9  H13 SING N N 43 
QKO C9  H14 SING N N 44 
QKO C7  H15 SING N N 45 
QKO N2  H16 SING N N 46 
QKO N   H17 SING N N 47 
QKO C3  H18 SING N N 48 
# 
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 
QKO InChI            InChI                1.06    "InChI=1S/C16H18N6O4S2/c17-28(25,26)13-6-4-11(5-7-13)18-16(27)19-12-8-9-21(10-12)14-2-1-3-15(20-14)22(23)24/h1-7,12H,8-10H2,(H2,17,25,26)(H2,18,19,27)/t12-/m1/s1" 
QKO InChIKey         InChI                1.06    UGISTPKBCRPMAL-GFCCVEGCSA-N                                                                                                                                        
QKO SMILES_CANONICAL CACTVS               3.385   "N[S](=O)(=O)c1ccc(NC(=S)N[C@@H]2CCN(C2)c3cccc(n3)[N+]([O-])=O)cc1"                                                                                                
QKO SMILES           CACTVS               3.385   "N[S](=O)(=O)c1ccc(NC(=S)N[CH]2CCN(C2)c3cccc(n3)[N+]([O-])=O)cc1"                                                                                                  
QKO SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(nc(c1)[N+](=O)[O-])N2CC[C@H](C2)NC(=S)Nc3ccc(cc3)S(=O)(=O)N"                                                                                                 
QKO SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(nc(c1)[N+](=O)[O-])N2CCC(C2)NC(=S)Nc3ccc(cc3)S(=O)(=O)N"                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           QKO 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "1-[(3~{R})-1-(6-nitropyridin-2-yl)pyrrolidin-3-yl]-3-(4-sulfamoylphenyl)thiourea" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QKO "Create component" 2022-11-08 PDBE 
QKO "Initial release"  2023-11-22 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      QKO 
_pdbx_chem_comp_synonyms.name         "(R)-4-(3-(1-(6-nitropyridin-2-yl)pyrrolidin-3-yl)thioureido)benzenesulfonamide" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
