data_QHQ
#

_chem_comp.id                                   QHQ
_chem_comp.name                                 "5-cyclopropyl-1-[3-[2-hydroxy-2-oxoethyl-(3-methoxyphenyl)sulfonyl-amino]phenyl]pyrazole-4-carboxylic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H21 N3 O7 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                       471.483
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QHQ
_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       6ZF7
_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
QHQ  C1   C1   C  0  1  N  N  N  -38.340  -22.222   5.667  -1.232  -2.154  -1.160  C1   QHQ   1  
QHQ  C10  C2   C  0  1  N  N  N  -40.619  -18.091   8.189   3.991   2.239   0.056  C10  QHQ   2  
QHQ  C11  C3   C  0  1  N  N  N  -41.416  -17.635   7.000   2.795   2.765  -0.740  C11  QHQ   3  
QHQ  C12  C4   C  0  1  N  N  N  -41.811  -17.185   8.341   4.209   2.890  -1.311  C12  QHQ   4  
QHQ  C13  C5   C  0  1  Y  N  N  -38.341  -17.168   4.962   1.499   1.305   1.335  C13  QHQ   5  
QHQ  C14  C6   C  0  1  Y  N  N  -38.355  -17.787   3.729   0.169   1.601   1.566  C14  QHQ   6  
QHQ  C15  C7   C  0  1  Y  N  N  -38.521  -19.156   3.621  -0.820   0.744   1.122  C15  QHQ   7  
QHQ  C16  C8   C  0  1  Y  N  N  -41.397  -22.262   4.804  -3.997  -0.173  -0.051  C16  QHQ   8  
QHQ  C17  C9   C  0  1  Y  N  N  -41.647  -23.486   5.394  -4.143   1.105   0.454  C17  QHQ   9  
QHQ  C18  C10  C  0  1  Y  N  N  -42.680  -23.623   6.301  -4.967   2.014  -0.191  C18  QHQ  10  
QHQ  C19  C11  C  0  1  N  N  N  -43.762  -24.894   8.018  -5.977   4.155  -0.412  C19  QHQ  11  
QHQ  C2   C12  C  0  1  N  N  N  -36.915  -22.011   6.152  -0.548  -3.415  -0.699  C2   QHQ  12  
QHQ  C20  C13  C  0  1  Y  N  N  -43.456  -22.524   6.635  -5.643   1.639  -1.343  C20  QHQ  13  
QHQ  C21  C14  C  0  1  Y  N  N  -43.178  -21.296   6.061  -5.495   0.360  -1.844  C21  QHQ  14  
QHQ  C22  C15  C  0  1  Y  N  N  -42.145  -21.151   5.156  -4.672  -0.545  -1.199  C22  QHQ  15  
QHQ  C3   C16  C  0  1  Y  N  N  -38.697  -19.921   4.753  -0.479  -0.418   0.441  C3   QHQ  16  
QHQ  C4   C17  C  0  1  Y  N  N  -38.676  -19.318   5.997   0.855  -0.718   0.208  C4   QHQ  17  
QHQ  C5   C18  C  0  1  Y  N  N  -38.517  -17.942   6.090   1.845   0.144   0.655  C5   QHQ  18  
QHQ  C6   C19  C  0  1  Y  N  N  -37.523  -16.358   9.045   5.036  -1.328   0.153  C6   QHQ  19  
QHQ  C7   C20  C  0  1  Y  N  N  -38.764  -16.827   9.518   5.338   0.042  -0.024  C7   QHQ  20  
QHQ  C8   C21  C  0  1  N  N  N  -39.316  -16.649  10.846   6.659   0.613  -0.334  C8   QHQ  21  
QHQ  C9   C22  C  0  1  Y  N  N  -39.312  -17.500   8.423   4.161   0.744   0.149  C9   QHQ  22  
QHQ  N1   N1   N  0  1  N  N  N  -38.878  -21.314   4.675  -1.480  -1.284  -0.007  N1   QHQ  23  
QHQ  N2   N2   N  0  1  Y  N  N  -38.456  -17.361   7.391   3.194  -0.152   0.417  N2   QHQ  24  
QHQ  N3   N3   N  0  1  Y  N  N  -37.303  -16.686   7.784   3.761  -1.432   0.409  N3   QHQ  25  
QHQ  O1   O1   O  0  1  N  N  N  -40.481  -21.163   2.668  -2.725  -0.816   2.072  O1   QHQ  26  
QHQ  O2   O2   O  0  1  N  N  N  -36.706  -22.294   7.355  -0.222  -4.365  -1.590  O2   QHQ  27  
QHQ  O3   O3   O  0  1  N  N  N  -36.071  -21.610   5.329  -0.292  -3.571   0.471  O3   QHQ  28  
QHQ  O4   O4   O  0  1  N  N  N  -40.045  -17.664  11.254   7.740  -0.189  -0.408  O4   QHQ  29  
QHQ  O5   O5   O  0  1  N  N  N  -39.065  -15.708  11.586   6.775   1.808  -0.523  O5   QHQ  30  
QHQ  O6   O6   O  0  1  N  N  N  -42.930  -24.845   6.861  -5.113   3.272   0.304  O6   QHQ  31  
QHQ  O7   O7   O  0  1  N  N  N  -39.544  -23.362   3.339  -3.491  -2.615   0.515  O7   QHQ  32  
QHQ  S1   S1   S  0  1  N  N  N  -40.051  -22.064   3.688  -2.944  -1.327   0.764  S1   QHQ  33  
QHQ  H1   H1   H  0  1  N  N  N  -38.995  -22.163   6.549  -0.595  -1.636  -1.876  H1   QHQ  34  
QHQ  H2   H2   H  0  1  N  N  N  -38.390  -23.235   5.240  -2.181  -2.408  -1.633  H2   QHQ  35  
QHQ  H6   H3   H  0  1  N  N  N  -40.761  -19.137   8.498   4.297   2.802   0.937  H6   QHQ  36  
QHQ  H8   H4   H  0  1  N  N  N  -40.978  -16.919   6.289   2.131   2.031  -1.196  H8   QHQ  37  
QHQ  H7   H5   H  0  1  N  N  N  -42.047  -18.353   6.455   2.315   3.676  -0.383  H7   QHQ  38  
QHQ  H10  H6   H  0  1  N  N  N  -41.667  -16.134   8.631   4.659   3.883  -1.329  H10  QHQ  39  
QHQ  H9   H7   H  0  1  N  N  N  -42.736  -17.568   8.797   4.476   2.238  -2.143  H9   QHQ  40  
QHQ  H11  H8   H  0  1  N  N  N  -38.195  -16.101   5.042   2.269   1.979   1.680  H11  QHQ  41  
QHQ  H12  H9   H  0  1  N  N  N  -38.235  -17.194   2.835  -0.098   2.504   2.096  H12  QHQ  42  
QHQ  H13  H10  H  0  1  N  N  N  -38.513  -19.625   2.648  -1.858   0.978   1.305  H13  QHQ  43  
QHQ  H14  H11  H  0  1  N  N  N  -41.033  -24.339   5.145  -3.616   1.394   1.351  H14  QHQ  44  
QHQ  H15  H12  H  0  1  N  N  N  -43.869  -25.937   8.349  -6.004   5.123   0.088  H15  QHQ  45  
QHQ  H16  H13  H  0  1  N  N  N  -43.306  -24.299   8.823  -5.606   4.282  -1.429  H16  QHQ  46  
QHQ  H17  H14  H  0  1  N  N  N  -44.753  -24.483   7.775  -6.982   3.734  -0.443  H17  QHQ  47  
QHQ  H18  H15  H  0  1  N  N  N  -44.270  -22.625   7.337  -6.286   2.345  -1.847  H18  QHQ  48  
QHQ  H19  H16  H  0  1  N  N  N  -43.778  -20.438   6.325  -6.021   0.067  -2.741  H19  QHQ  49  
QHQ  H20  H17  H  0  1  N  N  N  -41.924  -20.184   4.729  -4.556  -1.544  -1.592  H20  QHQ  50  
QHQ  H3   H18  H  0  1  N  N  N  -38.783  -19.914   6.891   1.122  -1.621  -0.321  H3   QHQ  51  
QHQ  H4   H19  H  0  1  N  N  N  -36.827  -15.792   9.647   5.738  -2.146   0.083  H4   QHQ  52  
QHQ  H21  H20  H  0  1  N  N  N  -35.788  -22.156   7.558   0.216  -5.156  -1.247  H21  QHQ  53  
QHQ  H5   H21  H  0  1  N  N  N  -40.308  -17.523  12.156   8.585   0.232  -0.614  H5   QHQ  54  
#   #
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
QHQ  O1   S1   DOUB  N  N   1  
QHQ  O7   S1   DOUB  N  N   2  
QHQ  C15  C14  DOUB  Y  N   3  
QHQ  C15  C3   SING  Y  N   4  
QHQ  S1   N1   SING  N  N   5  
QHQ  S1   C16  SING  N  N   6  
QHQ  C14  C13  SING  Y  N   7  
QHQ  N1   C3   SING  N  N   8  
QHQ  N1   C1   SING  N  N   9  
QHQ  C3   C4   DOUB  Y  N  10  
QHQ  C16  C22  DOUB  Y  N  11  
QHQ  C16  C17  SING  Y  N  12  
QHQ  C13  C5   DOUB  Y  N  13  
QHQ  C22  C21  SING  Y  N  14  
QHQ  O3   C2   DOUB  N  N  15  
QHQ  C17  C18  DOUB  Y  N  16  
QHQ  C1   C2   SING  N  N  17  
QHQ  C4   C5   SING  Y  N  18  
QHQ  C21  C20  DOUB  Y  N  19  
QHQ  C5   N2   SING  N  N  20  
QHQ  C2   O2   SING  N  N  21  
QHQ  C18  C20  SING  Y  N  22  
QHQ  C18  O6   SING  N  N  23  
QHQ  O6   C19  SING  N  N  24  
QHQ  C11  C10  SING  N  N  25  
QHQ  C11  C12  SING  N  N  26  
QHQ  N2   N3   SING  Y  N  27  
QHQ  N2   C9   SING  Y  N  28  
QHQ  N3   C6   DOUB  Y  N  29  
QHQ  C10  C12  SING  N  N  30  
QHQ  C10  C9   SING  N  N  31  
QHQ  C9   C7   DOUB  Y  N  32  
QHQ  C6   C7   SING  Y  N  33  
QHQ  C7   C8   SING  N  N  34  
QHQ  C8   O4   SING  N  N  35  
QHQ  C8   O5   DOUB  N  N  36  
QHQ  C1   H1   SING  N  N  37  
QHQ  C1   H2   SING  N  N  38  
QHQ  C10  H6   SING  N  N  39  
QHQ  C11  H8   SING  N  N  40  
QHQ  C11  H7   SING  N  N  41  
QHQ  C12  H10  SING  N  N  42  
QHQ  C12  H9   SING  N  N  43  
QHQ  C13  H11  SING  N  N  44  
QHQ  C14  H12  SING  N  N  45  
QHQ  C15  H13  SING  N  N  46  
QHQ  C17  H14  SING  N  N  47  
QHQ  C19  H15  SING  N  N  48  
QHQ  C19  H16  SING  N  N  49  
QHQ  C19  H17  SING  N  N  50  
QHQ  C20  H18  SING  N  N  51  
QHQ  C21  H19  SING  N  N  52  
QHQ  C22  H20  SING  N  N  53  
QHQ  C4   H3   SING  N  N  54  
QHQ  C6   H4   SING  N  N  55  
QHQ  O2   H21  SING  N  N  56  
QHQ  O4   H5   SING  N  N  57  
#   #
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
QHQ  InChI             InChI                 1.03   "InChI=1S/C22H21N3O7S/c1-32-17-6-3-7-18(11-17)33(30,31)24(13-20(26)27)15-4-2-5-16(10-15)25-21(14-8-9-14)19(12-23-25)22(28)29/h2-7,10-12,14H,8-9,13H2,1H3,(H,26,27)(H,28,29)"  
QHQ  InChIKey          InChI                 1.03   IKOZRUPTCUYLEM-UHFFFAOYSA-N  
QHQ  SMILES_CANONICAL  CACTVS                3.385  "COc1cccc(c1)[S](=O)(=O)N(CC(O)=O)c2cccc(c2)n3ncc(C(O)=O)c3C4CC4"  
QHQ  SMILES            CACTVS                3.385  "COc1cccc(c1)[S](=O)(=O)N(CC(O)=O)c2cccc(c2)n3ncc(C(O)=O)c3C4CC4"  
QHQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "COc1cccc(c1)S(=O)(=O)N(CC(=O)O)c2cccc(c2)n3c(c(cn3)C(=O)O)C4CC4"  
QHQ  SMILES            "OpenEye OEToolkits"  2.0.7  "COc1cccc(c1)S(=O)(=O)N(CC(=O)O)c2cccc(c2)n3c(c(cn3)C(=O)O)C4CC4"  
#
_pdbx_chem_comp_identifier.comp_id          QHQ
_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-(3-methoxyphenyl)sulfonyl-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
QHQ  "Create component"  2020-06-17  PDBE  
QHQ  "Initial release"   2021-04-14  RCSB  
##
