data_QO1
#

_chem_comp.id                                   QO1
_chem_comp.name                                 "4-[(2S,3R)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-1-(4-{3-[(methylsulfonyl)amino]prop-1-yn-1-yl}phenyl)-4-oxoazetidin-2-yl]phenyl beta-D-glucopyranosiduronic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C34 H35 F N2 O11 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-11-26
_chem_comp.pdbx_modified_date                   2020-06-26
_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                       698.712
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QO1
_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       6V3H
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
QO1  C01  C1   C  0  1  Y  N  N  181.099  115.409  138.625    9.849  -2.976  -1.241  C01  QO1   1  
QO1  C02  C2   C  0  1  Y  N  N  182.304  114.771  138.451    8.903  -3.981  -1.359  C02  QO1   2  
QO1  C03  C3   C  0  1  Y  N  N  182.863  114.746  137.187    7.764  -3.952  -0.578  C03  QO1   3  
QO1  C04  C4   C  0  1  Y  N  N  180.444  116.017  137.575    9.651  -1.943  -0.341  C04  QO1   4  
QO1  C05  C5   C  0  1  Y  N  N  181.013  115.987  136.308    8.510  -1.916   0.439  C05  QO1   5  
QO1  C06  C6   C  0  1  Y  N  N  182.235  115.344  136.096    7.567  -2.920   0.321  C06  QO1   6  
QO1  C07  C7   C  0  1  N  N  S  182.875  115.306  134.717    6.324  -2.888   1.172  C07  QO1   7  
QO1  C08  C8   C  0  1  N  N  N  182.879  116.751  134.208    5.265  -2.015   0.496  C08  QO1   8  
QO1  C09  C9   C  0  1  N  N  N  184.009  116.983  133.160    3.962  -2.083   1.295  C09  QO1   9  
QO1  C10  C10  C  0  1  N  N  R  185.150  116.122  133.408    2.904  -1.209   0.619  C10  QO1  10  
QO1  C11  C11  C  0  1  N  N  S  186.144  116.758  134.113    1.589  -1.110   1.409  C11  QO1  11  
QO1  C12  C12  C  0  1  Y  N  N  186.694  115.888  135.410    1.090   0.302   1.581  C12  QO1  12  
QO1  C13  C13  C  0  1  Y  N  N  186.360  116.226  136.734    1.309   0.971   2.770  C13  QO1  13  
QO1  C14  C14  C  0  1  Y  N  N  186.823  115.494  137.837    0.853   2.266   2.930  C14  QO1  14  
QO1  C15  C15  C  0  1  Y  N  N  187.525  114.767  135.251    0.420   0.928   0.546  C15  QO1  15  
QO1  C16  C16  C  0  1  Y  N  N  187.989  114.036  136.352   -0.037   2.223   0.700  C16  QO1  16  
QO1  C17  C17  C  0  1  Y  N  N  187.645  114.389  137.650    0.176   2.894   1.895  C17  QO1  17  
QO1  C18  C18  C  0  1  N  N  S  187.814  113.973  140.027   -0.963   4.751   0.943  C18  QO1  18  
QO1  C19  C19  C  0  1  N  N  R  187.797  112.707  140.880   -1.499   6.128   1.344  C19  QO1  19  
QO1  C20  C20  C  0  1  N  N  S  187.498  113.077  142.326   -2.183   6.773   0.134  C20  QO1  20  
QO1  C21  C21  C  0  1  N  N  S  188.515  114.098  142.826   -1.182   6.852  -1.023  C21  QO1  21  
QO1  C22  C22  C  0  1  N  N  S  188.533  115.288  141.875   -0.659   5.447  -1.332  C22  QO1  22  
QO1  C23  C23  C  0  1  N  N  N  189.648  116.210  142.349    0.371   5.525  -2.430  C23  QO1  23  
QO1  C24  C24  C  0  1  N  N  N  186.072  115.993  131.989    2.105  -1.934  -0.445  C24  QO1  24  
QO1  C25  C25  C  0  1  Y  N  N  188.323  117.222  132.949   -0.349  -2.247   0.046  C25  QO1  25  
QO1  C26  C26  C  0  1  Y  N  N  189.208  116.545  132.130   -0.660  -2.918  -1.131  C26  QO1  26  
QO1  C27  C27  C  0  1  Y  N  N  190.521  116.970  132.000   -1.951  -3.340  -1.364  C27  QO1  27  
QO1  C28  C28  C  0  1  Y  N  N  190.949  118.077  132.713   -2.947  -3.093  -0.417  C28  QO1  28  
QO1  C29  C29  C  0  1  Y  N  N  190.074  118.750  133.556   -2.631  -2.420   0.764  C29  QO1  29  
QO1  C30  C30  C  0  1  Y  N  N  188.755  118.323  133.675   -1.338  -2.000   0.992  C30  QO1  30  
QO1  C31  C31  C  0  1  N  N  N  192.404  118.538  132.585   -4.289  -3.530  -0.657  C31  QO1  31  
QO1  C32  C32  C  0  1  N  N  N  193.529  118.913  132.476   -5.390  -3.888  -0.854  C32  QO1  32  
QO1  C33  C33  C  0  1  N  N  N  194.960  119.437  132.299   -6.770  -4.336  -1.100  C33  QO1  33  
QO1  C34  C34  C  0  1  N  N  N  195.909  116.795  131.037   -9.658  -5.750  -0.362  C34  QO1  34  
QO1  F01  F1   F  0  1  N  N  N  180.545  115.440  139.866   10.966  -3.007  -2.000  F01  QO1  35  
QO1  N01  N1   N  0  1  N  N  N  186.940  116.736  133.073    0.963  -1.826   0.283  N01  QO1  36  
QO1  N02  N2   N  0  1  N  N  N  195.238  119.585  130.871   -7.616  -3.959   0.035  N02  QO1  37  
QO1  O01  O1   O  0  1  N  N  N  188.167  113.589  138.718   -0.274   4.167   2.050  O01  QO1  38  
QO1  O02  O2   O  0  1  N  N  N  188.161  114.539  144.108   -1.831   7.386  -2.179  O02  QO1  39  
QO1  O03  O3   O  0  1  N  N  N  187.589  111.921  143.104   -2.622   8.089   0.478  O03  QO1  40  
QO1  O04  O4   O  0  1  N  N  N  186.798  111.843  140.429   -2.444   5.983   2.405  O04  QO1  41  
QO1  O05  O5   O  0  1  N  N  N  188.784  114.840  140.557   -0.062   4.893  -0.157  O05  QO1  42  
QO1  O06  O6   O  0  1  N  N  N  190.787  116.157  141.808    1.520   5.229  -2.202  O06  QO1  43  
QO1  O07  O7   O  0  1  N  N  N  189.427  117.016  143.296    0.011   5.923  -3.660  O07  QO1  44  
QO1  O08  O8   O  0  1  N  N  N  194.617  117.906  128.951   -9.527  -3.254  -1.297  O08  QO1  45  
QO1  O09  O9   O  0  1  N  N  N  196.822  118.456  129.097   -9.741  -3.553   1.150  O09  QO1  46  
QO1  O10  O10  O  0  1  N  N  N  186.049  115.603  130.869    2.377  -2.419  -1.523  O10  QO1  47  
QO1  O11  O11  O  0  1  N  N  N  182.125  114.495  133.879    6.639  -2.347   2.456  O11  QO1  48  
QO1  S01  S1   S  0  1  N  N  N  195.651  118.212  129.936   -9.265  -3.996  -0.113  S01  QO1  49  
QO1  H1   H1   H  0  1  N  N  N  182.803  114.299  139.284    9.057  -4.788  -2.061  H1   QO1  50  
QO1  H2   H2   H  0  1  N  N  N  183.811  114.250  137.041    7.026  -4.735  -0.669  H2   QO1  51  
QO1  H3   H3   H  0  1  N  N  N  179.498  116.512  137.736   10.388  -1.159  -0.249  H3   QO1  52  
QO1  H4   H4   H  0  1  N  N  N  180.507  116.464  135.481    8.356  -1.110   1.141  H4   QO1  53  
QO1  H5   H5   H  0  1  N  N  N  183.911  114.947  134.803    5.938  -3.901   1.289  H5   QO1  54  
QO1  H6   H6   H  0  1  N  N  N  181.907  116.968  133.740    5.615  -0.983   0.459  H6   QO1  55  
QO1  H7   H7   H  0  1  N  N  N  183.036  117.430  135.059    5.089  -2.375  -0.518  H7   QO1  56  
QO1  H8   H8   H  0  1  N  N  N  183.614  116.772  132.156    3.612  -3.114   1.332  H8   QO1  57  
QO1  H9   H9   H  0  1  N  N  N  184.335  118.032  133.212    4.138  -1.722   2.308  H9   QO1  58  
QO1  H10  H10  H  0  1  N  N  N  184.880  115.122  133.777    3.294  -0.244   0.294  H10  QO1  59  
QO1  H12  H12  H  0  1  N  N  N  185.861  117.766  134.449    1.594  -1.674   2.341  H12  QO1  60  
QO1  H13  H13  H  0  1  N  N  N  185.723  117.081  136.908    1.836   0.482   3.576  H13  QO1  61  
QO1  H14  H14  H  0  1  N  N  N  186.540  115.790  138.836    1.023   2.788   3.860  H14  QO1  62  
QO1  H15  H15  H  0  1  N  N  N  187.813  114.461  134.256    0.254   0.405  -0.384  H15  QO1  63  
QO1  H16  H16  H  0  1  N  N  N  188.627  113.180  136.188   -0.560   2.711  -0.108  H16  QO1  64  
QO1  H17  H17  H  0  1  N  N  N  186.817  114.437  140.046   -1.794   4.108   0.652  H17  QO1  65  
QO1  H18  H18  H  0  1  N  N  N  188.785  112.226  140.828   -0.673   6.758   1.673  H18  QO1  66  
QO1  H19  H19  H  0  1  N  N  N  186.490  113.513  142.386   -3.039   6.168  -0.165  H19  QO1  67  
QO1  H20  H20  H  0  1  N  N  N  189.512  113.633  142.836   -0.350   7.497  -0.741  H20  QO1  68  
QO1  H21  H21  H  0  1  N  N  N  187.571  115.818  141.934   -1.486   4.814  -1.653  H21  QO1  69  
QO1  H23  H23  H  0  1  N  N  N  188.872  115.675  131.585    0.110  -3.108  -1.863  H23  QO1  70  
QO1  H24  H24  H  0  1  N  N  N  191.203  116.443  131.349   -2.193  -3.860  -2.279  H24  QO1  71  
QO1  H25  H25  H  0  1  N  N  N  190.417  119.605  134.119   -3.399  -2.227   1.498  H25  QO1  72  
QO1  H26  H26  H  0  1  N  N  N  188.072  118.845  134.328   -1.092  -1.479   1.905  H26  QO1  73  
QO1  H27  H27  H  0  1  N  N  N  195.060  120.412  132.798   -7.148  -3.866  -2.008  H27  QO1  74  
QO1  H28  H28  H  0  1  N  N  N  195.671  118.724  132.742   -6.784  -5.420  -1.220  H28  QO1  75  
QO1  H29  H29  H  0  1  N  N  N  196.175  115.910  130.440   -9.314  -6.325   0.498  H29  QO1  76  
QO1  H30  H30  H  0  1  N  N  N  196.724  117.021  131.740  -10.736  -5.869  -0.470  H30  QO1  77  
QO1  H31  H31  H  0  1  N  N  N  194.985  116.594  131.599   -9.160  -6.110  -1.262  H31  QO1  78  
QO1  H32  H32  H  0  1  N  N  N  194.419  119.981  130.456   -7.211  -3.688   0.873  H32  QO1  79  
QO1  H33  H33  H  0  1  N  N  N  188.799  115.174  144.412   -1.255   7.464  -2.952  H33  QO1  80  
QO1  H34  H34  H  0  1  N  N  N  187.405  112.134  144.011   -3.254   8.114   1.210  H34  QO1  81  
QO1  H35  H35  H  0  1  N  N  N  186.793  111.058  140.964   -2.079   5.576   3.203  H35  QO1  82  
QO1  H36  H36  H  0  1  N  N  N  190.217  117.510  143.483    0.706   5.957  -4.331  H36  QO1  83  
QO1  H37  H37  H  0  1  N  N  N  182.526  114.472  133.018    6.989  -1.446   2.428  H37  QO1  84  
#   #
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
QO1  C01  C02  DOUB  Y  N   1  
QO1  C01  C04  SING  Y  N   2  
QO1  C01  F01  SING  N  N   3  
QO1  C02  C03  SING  Y  N   4  
QO1  C03  C06  DOUB  Y  N   5  
QO1  C04  C05  DOUB  Y  N   6  
QO1  C05  C06  SING  Y  N   7  
QO1  C06  C07  SING  N  N   8  
QO1  C07  C08  SING  N  N   9  
QO1  C07  O11  SING  N  N  10  
QO1  C08  C09  SING  N  N  11  
QO1  C09  C10  SING  N  N  12  
QO1  C10  C11  SING  N  N  13  
QO1  C11  C12  SING  N  N  14  
QO1  C11  N01  SING  N  N  15  
QO1  C12  C13  DOUB  Y  N  16  
QO1  C12  C15  SING  Y  N  17  
QO1  C13  C14  SING  Y  N  18  
QO1  C14  C17  DOUB  Y  N  19  
QO1  C15  C16  DOUB  Y  N  20  
QO1  C16  C17  SING  Y  N  21  
QO1  C17  O01  SING  N  N  22  
QO1  C18  C19  SING  N  N  23  
QO1  C18  O01  SING  N  N  24  
QO1  C18  O05  SING  N  N  25  
QO1  C19  C20  SING  N  N  26  
QO1  C19  O04  SING  N  N  27  
QO1  C20  C21  SING  N  N  28  
QO1  C20  O03  SING  N  N  29  
QO1  C21  C22  SING  N  N  30  
QO1  C21  O02  SING  N  N  31  
QO1  C22  C23  SING  N  N  32  
QO1  C22  O05  SING  N  N  33  
QO1  C23  O06  DOUB  N  N  34  
QO1  C23  O07  SING  N  N  35  
QO1  C24  N01  SING  N  N  36  
QO1  C24  O10  DOUB  N  N  37  
QO1  C25  C26  DOUB  Y  N  38  
QO1  C25  C30  SING  Y  N  39  
QO1  C25  N01  SING  N  N  40  
QO1  C26  C27  SING  Y  N  41  
QO1  C27  C28  DOUB  Y  N  42  
QO1  C28  C29  SING  Y  N  43  
QO1  C28  C31  SING  N  N  44  
QO1  C29  C30  DOUB  Y  N  45  
QO1  C31  C32  TRIP  N  N  46  
QO1  C32  C33  SING  N  N  47  
QO1  C33  N02  SING  N  N  48  
QO1  C34  S01  SING  N  N  49  
QO1  N02  S01  SING  N  N  50  
QO1  O08  S01  DOUB  N  N  51  
QO1  O09  S01  DOUB  N  N  52  
QO1  C02  H1   SING  N  N  53  
QO1  C03  H2   SING  N  N  54  
QO1  C04  H3   SING  N  N  55  
QO1  C05  H4   SING  N  N  56  
QO1  C07  H5   SING  N  N  57  
QO1  C08  H6   SING  N  N  58  
QO1  C08  H7   SING  N  N  59  
QO1  C09  H8   SING  N  N  60  
QO1  C09  H9   SING  N  N  61  
QO1  C10  H10  SING  N  N  62  
QO1  C11  H12  SING  N  N  63  
QO1  C13  H13  SING  N  N  64  
QO1  C14  H14  SING  N  N  65  
QO1  C15  H15  SING  N  N  66  
QO1  C16  H16  SING  N  N  67  
QO1  C18  H17  SING  N  N  68  
QO1  C19  H18  SING  N  N  69  
QO1  C20  H19  SING  N  N  70  
QO1  C21  H20  SING  N  N  71  
QO1  C22  H21  SING  N  N  72  
QO1  C26  H23  SING  N  N  73  
QO1  C27  H24  SING  N  N  74  
QO1  C29  H25  SING  N  N  75  
QO1  C30  H26  SING  N  N  76  
QO1  C33  H27  SING  N  N  77  
QO1  C33  H28  SING  N  N  78  
QO1  C34  H29  SING  N  N  79  
QO1  C34  H30  SING  N  N  80  
QO1  C34  H31  SING  N  N  81  
QO1  N02  H32  SING  N  N  82  
QO1  O02  H33  SING  N  N  83  
QO1  O03  H34  SING  N  N  84  
QO1  O04  H35  SING  N  N  85  
QO1  O07  H36  SING  N  N  86  
QO1  O11  H37  SING  N  N  87  
QO1  C10  C24  SING  N  N  88  
#   #
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
QO1  SMILES            ACDLabs               12.01  "c1(ccc(cc1)C(CCC4C(c2ccc(cc2)OC3C(C(C(C(C(=O)O)O3)O)O)O)N(C4=O)c5ccc(cc5)C#CCNS(C)(=O)=O)O)F"  
QO1  InChI             InChI                 1.03   "InChI=1S/C34H35FN2O11S/c1-49(45,46)36-18-2-3-19-4-12-23(13-5-19)37-27(25(32(37)42)16-17-26(38)20-6-10-22(35)11-7-20)21-8-14-24(15-9-21)47-34-30(41)28(39)29(40)31(48-34)33(43)44/h4-15,25-31,34,36,38-41H,16-18H2,1H3,(H,43,44)/t25-,26+,27-,28+,29+,30-,31+,34-/m1/s1"  
QO1  InChIKey          InChI                 1.03   DWURZHBEXYXPMW-WHTAKPIKSA-N  
QO1  SMILES_CANONICAL  CACTVS                3.385  "C[S](=O)(=O)NCC#Cc1ccc(cc1)N2[C@@H]([C@@H](CC[C@H](O)c3ccc(F)cc3)C2=O)c4ccc(O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)C(O)=O)cc4"  
QO1  SMILES            CACTVS                3.385  "C[S](=O)(=O)NCC#Cc1ccc(cc1)N2[CH]([CH](CC[CH](O)c3ccc(F)cc3)C2=O)c4ccc(O[CH]5O[CH]([CH](O)[CH](O)[CH]5O)C(O)=O)cc4"  
QO1  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CS(=O)(=O)NCC#Cc1ccc(cc1)N2[C@@H](C(C2=O)CC[C@@H](c3ccc(cc3)F)O)c4ccc(cc4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O"  
QO1  SMILES            "OpenEye OEToolkits"  2.0.7  "CS(=O)(=O)NCC#Cc1ccc(cc1)N2C(C(C2=O)CCC(c3ccc(cc3)F)O)c4ccc(cc4)OC5C(C(C(C(O5)C(=O)O)O)O)O"  
#   #
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
QO1  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-[(2S,3R)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-1-(4-{3-[(methylsulfonyl)amino]prop-1-yn-1-yl}phenyl)-4-oxoazetidin-2-yl]phenyl beta-D-glucopyranosiduronic acid"  
QO1  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[4-[(2~{S})-3-[(3~{S})-3-(4-fluorophenyl)-3-oxidanyl-propyl]-1-[4-[3-(methylsulfonylamino)prop-1-ynyl]phenyl]-4-oxidanylidene-azetidin-2-yl]phenoxy]-3,4,5-tris(oxidanyl)oxane-2-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
QO1  "Create component"  2019-11-26  RCSB  
QO1  "Initial release"   2020-07-01  RCSB  
##
