data_QHK
#

_chem_comp.id                                   QHK
_chem_comp.name                                 "5-cyclopropyl-1-[3-[2-hydroxy-2-oxoethyl(phenylsulfonyl)amino]phenyl]pyrazole-4-carboxylic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H19 N3 O6 S"
_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                   2021-04-09
_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                       441.457
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QHK
_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       6ZF1
_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
QHK  C1   C1   C  0  1  N  N  N  -38.291  -22.175   6.124  -2.837  -1.314  -1.391  C1   QHK   1  
QHK  C10  C2   C  0  1  N  N  N  -39.228  -16.644  11.244   5.910   0.308  -0.826  C10  QHK   2  
QHK  C11  C3   C  0  1  Y  N  N  -39.251  -17.455   8.876   3.620  -0.375   0.061  C11  QHK   3  
QHK  C12  C4   C  0  1  N  N  N  -40.557  -18.085   8.802   3.918  -0.299   1.536  C12  QHK   4  
QHK  C13  C5   C  0  1  N  N  N  -41.487  -17.692   7.693   2.921   0.454   2.420  C13  QHK   5  
QHK  C14  C6   C  0  1  N  N  N  -41.760  -17.223   9.060   4.288   1.069   2.112  C14  QHK   6  
QHK  C15  C7   C  0  1  Y  N  N  -38.640  -19.287   6.432   0.039  -0.725  -0.313  C15  QHK   7  
QHK  C16  C8   C  0  1  Y  N  N  -41.284  -22.459   5.167  -2.921   1.958   0.089  C16  QHK   8  
QHK  C17  C9   C  0  1  Y  N  N  -41.445  -23.773   5.563  -3.608   2.485  -0.988  C17  QHK   9  
QHK  C18  C10  C  0  1  Y  N  N  -42.471  -24.090   6.435  -3.299   3.750  -1.454  C18  QHK  10  
QHK  C19  C11  C  0  1  Y  N  N  -43.300  -23.105   6.924  -2.303   4.487  -0.840  C19  QHK  11  
QHK  C2   C12  C  0  1  N  N  N  -36.859  -21.951   6.595  -3.483  -2.647  -1.114  C2   QHK  12  
QHK  C20  C13  C  0  1  Y  N  N  -43.110  -21.798   6.549  -1.617   3.961   0.238  C20  QHK  13  
QHK  C21  C14  C  0  1  Y  N  N  -42.095  -21.462   5.674  -1.925   2.696   0.702  C21  QHK  14  
QHK  C3   C15  C  0  1  Y  N  N  -38.652  -19.901   5.195  -1.113  -1.079   0.375  C3   QHK  15  
QHK  C4   C16  C  0  1  Y  N  N  -38.537  -19.137   4.051  -1.019  -1.784   1.569  C4   QHK  16  
QHK  C5   C17  C  0  1  Y  N  N  -38.372  -17.765   4.148   0.220  -2.131   2.072  C5   QHK  17  
QHK  C6   C18  C  0  1  Y  N  N  -38.346  -17.142   5.376   1.369  -1.779   1.389  C6   QHK  18  
QHK  C7   C19  C  0  1  Y  N  N  -38.523  -17.908   6.514   1.281  -1.074   0.196  C7   QHK  19  
QHK  C8   C20  C  0  1  Y  N  N  -37.461  -16.299   9.427   3.804  -0.304  -2.180  C8   QHK  20  
QHK  C9   C21  C  0  1  Y  N  N  -38.664  -16.784   9.921   4.503  -0.107  -0.967  C9   QHK  21  
QHK  N1   N1   N  0  1  N  N  N  -38.853  -21.282   5.132  -2.366  -0.729  -0.133  N1   QHK  22  
QHK  N2   N2   N  0  1  Y  N  N  -38.425  -17.334   7.812   2.447  -0.723  -0.498  N2   QHK  23  
QHK  N3   N3   N  0  1  Y  N  N  -37.297  -16.644   8.163   2.588  -0.675  -1.890  N3   QHK  24  
QHK  O1   O1   O  0  1  N  N  N  -40.443  -21.059   3.154  -2.897   0.308   2.043  O1   QHK  25  
QHK  O2   O2   O  0  1  N  N  N  -36.638  -22.211   7.797  -3.991  -3.369  -2.125  O2   QHK  26  
QHK  O3   O3   O  0  1  N  N  N  -36.023  -21.555   5.760  -3.544  -3.065   0.018  O3   QHK  27  
QHK  O4   O4   O  0  1  N  N  N  -40.092  -17.589  11.537   6.629   0.633  -1.918  O4   QHK  28  
QHK  O5   O5   O  0  1  N  N  N  -38.897  -15.790  12.061   6.421   0.356   0.276  O5   QHK  29  
QHK  O6   O6   O  0  1  N  N  N  -39.358  -23.239   3.620  -4.657   0.091   0.282  O6   QHK  30  
QHK  S1   S1   S  0  1  N  N  N  -39.966  -22.029   4.087  -3.320   0.349   0.687  S1   QHK  31  
QHK  H1   H1   H  0  1  N  N  N  -38.936  -22.115   7.013  -1.992  -1.452  -2.066  H1   QHK  32  
QHK  H2   H2   H  0  1  N  N  N  -38.337  -23.191   5.705  -3.565  -0.646  -1.852  H2   QHK  33  
QHK  H8   H3   H  0  1  N  N  N  -40.628  -19.128   9.145   4.408  -1.174   1.962  H8   QHK  34  
QHK  H10  H4   H  0  1  N  N  N  -41.153  -16.978   6.925   2.051   0.894   1.934  H10  QHK  35  
QHK  H9   H5   H  0  1  N  N  N  -42.140  -18.448   7.232   2.756   0.074   3.428  H9   QHK  36  
QHK  H12  H6   H  0  1  N  N  N  -41.629  -16.160   9.311   5.022   1.094   2.918  H12  QHK  37  
QHK  H11  H7   H  0  1  N  N  N  -42.616  -17.629   9.618   4.317   1.914   1.424  H11  QHK  38  
QHK  H13  H8   H  0  1  N  N  N  -38.721  -19.879   7.332  -0.032  -0.181  -1.243  H13  QHK  39  
QHK  H14  H9   H  0  1  N  N  N  -40.780  -24.541   5.197  -4.385   1.909  -1.467  H14  QHK  40  
QHK  H15  H10  H  0  1  N  N  N  -42.623  -25.117   6.734  -3.835   4.161  -2.296  H15  QHK  41  
QHK  H16  H11  H  0  1  N  N  N  -44.100  -23.361   7.603  -2.061   5.475  -1.204  H16  QHK  42  
QHK  H17  H12  H  0  1  N  N  N  -43.758  -21.028   6.940  -0.839   4.537   0.716  H17  QHK  43  
QHK  H18  H13  H  0  1  N  N  N  -41.937  -20.432   5.390  -1.389   2.284   1.544  H18  QHK  44  
QHK  H3   H14  H  0  1  N  N  N  -38.576  -19.609   3.080  -1.915  -2.061   2.104  H3   QHK  45  
QHK  H4   H15  H  0  1  N  N  N  -38.262  -17.176   3.249   0.291  -2.678   3.000  H4   QHK  46  
QHK  H5   H16  H  0  1  N  N  N  -38.190  -16.076   5.449   2.336  -2.051   1.785  H5   QHK  47  
QHK  H6   H17  H  0  1  N  N  N  -36.754  -15.717  10.000   4.209  -0.177  -3.173  H6   QHK  48  
QHK  H19  H18  H  0  1  N  N  N  -35.720  -22.061   7.990  -4.395  -4.218  -1.898  H19  QHK  49  
QHK  H7   H19  H  0  1  N  N  N  -40.384  -17.485  12.435   7.548   0.899  -1.775  H7   QHK  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
QHK  O1   S1   DOUB  N  N   1  
QHK  O6   S1   DOUB  N  N   2  
QHK  C4   C5   DOUB  Y  N   3  
QHK  C4   C3   SING  Y  N   4  
QHK  S1   N1   SING  N  N   5  
QHK  S1   C16  SING  N  N   6  
QHK  C5   C6   SING  Y  N   7  
QHK  N1   C3   SING  N  N   8  
QHK  N1   C1   SING  N  N   9  
QHK  C16  C17  DOUB  Y  N  10  
QHK  C16  C21  SING  Y  N  11  
QHK  C3   C15  DOUB  Y  N  12  
QHK  C6   C7   DOUB  Y  N  13  
QHK  C17  C18  SING  Y  N  14  
QHK  C21  C20  DOUB  Y  N  15  
QHK  O3   C2   DOUB  N  N  16  
QHK  C1   C2   SING  N  N  17  
QHK  C15  C7   SING  Y  N  18  
QHK  C18  C19  DOUB  Y  N  19  
QHK  C7   N2   SING  N  N  20  
QHK  C20  C19  SING  Y  N  21  
QHK  C2   O2   SING  N  N  22  
QHK  C13  C12  SING  N  N  23  
QHK  C13  C14  SING  N  N  24  
QHK  N2   N3   SING  Y  N  25  
QHK  N2   C11  SING  Y  N  26  
QHK  N3   C8   DOUB  Y  N  27  
QHK  C12  C11  SING  N  N  28  
QHK  C12  C14  SING  N  N  29  
QHK  C11  C9   DOUB  Y  N  30  
QHK  C8   C9   SING  Y  N  31  
QHK  C9   C10  SING  N  N  32  
QHK  C10  O4   SING  N  N  33  
QHK  C10  O5   DOUB  N  N  34  
QHK  C1   H1   SING  N  N  35  
QHK  C1   H2   SING  N  N  36  
QHK  C12  H8   SING  N  N  37  
QHK  C13  H10  SING  N  N  38  
QHK  C13  H9   SING  N  N  39  
QHK  C14  H12  SING  N  N  40  
QHK  C14  H11  SING  N  N  41  
QHK  C15  H13  SING  N  N  42  
QHK  C17  H14  SING  N  N  43  
QHK  C18  H15  SING  N  N  44  
QHK  C19  H16  SING  N  N  45  
QHK  C20  H17  SING  N  N  46  
QHK  C21  H18  SING  N  N  47  
QHK  C4   H3   SING  N  N  48  
QHK  C5   H4   SING  N  N  49  
QHK  C6   H5   SING  N  N  50  
QHK  C8   H6   SING  N  N  51  
QHK  O2   H19  SING  N  N  52  
QHK  O4   H7   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
QHK  InChI             InChI                 1.03   "InChI=1S/C21H19N3O6S/c25-19(26)13-23(31(29,30)17-7-2-1-3-8-17)15-5-4-6-16(11-15)24-20(14-9-10-14)18(12-22-24)21(27)28/h1-8,11-12,14H,9-10,13H2,(H,25,26)(H,27,28)"  
QHK  InChIKey          InChI                 1.03   RBAUECSGJHSFDC-UHFFFAOYSA-N  
QHK  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)CN(c1cccc(c1)n2ncc(C(O)=O)c2C3CC3)[S](=O)(=O)c4ccccc4"  
QHK  SMILES            CACTVS                3.385  "OC(=O)CN(c1cccc(c1)n2ncc(C(O)=O)c2C3CC3)[S](=O)(=O)c4ccccc4"  
QHK  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)S(=O)(=O)N(CC(=O)O)c2cccc(c2)n3c(c(cn3)C(=O)O)C4CC4"  
QHK  SMILES            "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)S(=O)(=O)N(CC(=O)O)c2cccc(c2)n3c(c(cn3)C(=O)O)C4CC4"  
#
_pdbx_chem_comp_identifier.comp_id          QHK
_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-cyclopropyl-1-[3-[2-hydroxy-2-oxoethyl(phenylsulfonyl)amino]phenyl]pyrazole-4-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
QHK  "Create component"  2020-06-17  PDBE  
QHK  "Initial release"   2021-04-14  RCSB  
##
