data_OQG
#

_chem_comp.id                                   OQG
_chem_comp.name                                 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-valyl]amino}-1,6-diphenylhexan-2-yl]carbamate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H43 N3 O8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-07-02
_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                       597.699
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OQG
_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       6PJH
_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
OQG  C13   C1   C  0  1  Y  N  N  22.725  -3.735  14.665  -3.587  -0.182   2.900  C13   OQG   1  
OQG  C15   C2   C  0  1  Y  N  N  22.570  -6.141  13.612  -5.527   0.793   3.909  C15   OQG   2  
OQG  C17   C3   C  0  1  Y  N  N  23.403  -5.807  16.100  -5.758  -1.077   2.432  C17   OQG   3  
OQG  C22   C4   C  0  1  N  N  R  23.760   1.309  19.537   5.541  -1.058   0.459  C22   OQG   4  
OQG  C24   C5   C  0  1  Y  N  N  18.627   2.770  19.311   4.398   2.302  -1.660  C24   OQG   5  
OQG  C26   C6   C  0  1  Y  N  N  18.560   2.135  21.879   6.261   3.577  -0.863  C26   OQG   6  
OQG  C28   C7   C  0  1  Y  N  N  18.329   0.251  20.059   4.043   4.118  -0.141  C28   OQG   7  
OQG  C02   C8   C  0  1  N  N  S  19.733   0.207  17.108   1.693   1.830   0.159  C02   OQG   8  
OQG  C03   C9   C  0  1  N  N  N  19.573  -0.067  15.615   0.174   1.657   0.210  C03   OQG   9  
OQG  C04   C10  C  0  1  N  N  N  18.416   0.880  17.507   2.057   2.825  -0.945  C04   OQG  10  
OQG  C05   C11  C  0  1  N  N  S  20.876  -0.474  14.944  -0.198   0.760   1.392  C05   OQG  11  
OQG  C06   C12  C  0  1  N  N  S  21.170  -1.955  15.162  -1.721   0.688   1.518  C06   OQG  12  
OQG  C08   C13  C  0  1  N  N  N  19.347  -3.684  15.256  -3.557   0.420  -0.062  C08   OQG  13  
OQG  C09   C14  C  0  1  N  N  S  18.312  -4.496  14.483  -4.170  -0.228  -1.277  C09   OQG  14  
OQG  C11   C15  C  0  1  N  N  N  22.529  -2.238  14.541  -2.094  -0.208   2.701  C11   OQG  15  
OQG  C14   C16  C  0  1  Y  N  N  22.388  -4.639  13.488  -4.157   0.765   3.730  C14   OQG  16  
OQG  C16   C17  C  0  1  Y  N  N  23.074  -6.721  14.924  -6.328  -0.126   3.258  C16   OQG  17  
OQG  C18   C18  C  0  1  Y  N  N  23.229  -4.305  15.978  -4.388  -1.102   2.249  C18   OQG  18  
OQG  C19   C19  C  0  1  N  N  N  21.938   0.600  18.212   3.593   0.308   0.269  C19   OQG  19  
OQG  C23   C20  C  0  1  Y  N  N  18.455   1.302  18.961   3.540   3.089  -0.914  C23   OQG  20  
OQG  C25   C21  C  0  1  Y  N  N  18.679   3.180  20.776   5.759   2.544  -1.632  C25   OQG  21  
OQG  C27   C22  C  0  1  Y  N  N  18.384   0.667  21.519   5.403   4.368  -0.122  C27   OQG  22  
OQG  C30   C23  C  0  1  N  N  N  19.077  -6.453  13.092  -6.399  -1.032  -1.844  C30   OQG  23  
OQG  C31   C24  C  0  1  N  N  N  16.962  -4.515  15.192  -3.685   0.491  -2.537  C31   OQG  24  
OQG  C34   C25  C  0  1  N  N  N  16.488  -3.073  15.344  -4.226  -0.228  -3.774  C34   OQG  25  
OQG  C35   C26  C  0  1  N  N  N  15.981  -5.279  14.309  -4.188   1.936  -2.526  C35   OQG  26  
OQG  C36   C27  C  0  1  N  N  N  19.375  -8.469  11.942  -8.505  -1.947  -2.494  C36   OQG  27  
OQG  C37   C28  C  0  1  N  N  N  25.109   1.573  19.113   5.576  -1.752   1.838  C37   OQG  28  
OQG  C39   C29  C  0  1  N  N  R  24.180   3.334  20.293   6.631  -3.246   0.435  C39   OQG  29  
OQG  C40   C30  C  0  1  N  N  S  23.493   2.409  20.628   6.292  -2.030  -0.471  C40   OQG  30  
OQG  C42   C31  C  0  1  N  N  N  21.840   3.866  19.828   5.853  -4.077  -1.625  C42   OQG  31  
OQG  C43   C32  C  0  1  N  N  N  21.915   2.897  20.625   5.288  -2.642  -1.480  C43   OQG  32  
OQG  N01   N1   N  0  1  N  N  N  20.877   1.053  17.347   2.323   0.537  -0.121  N01   OQG  33  
OQG  N07   N2   N  0  1  N  N  N  20.175  -2.773  14.507  -2.287   0.132   0.286  N07   OQG  34  
OQG  N29   N3   N  0  1  N  N  N  18.815  -5.841  14.368  -5.630  -0.137  -1.194  N29   OQG  35  
OQG  O10   O1   O  0  1  N  N  N  20.743  -0.196  13.573   0.325  -0.552   1.178  O10   OQG  36  
OQG  O12   O2   O  0  1  N  N  N  19.477  -3.808  16.429  -4.206   1.199   0.603  O12   OQG  37  
OQG  O20   O3   O  0  1  N  N  N  21.934  -0.487  18.708   4.215   1.173   0.852  O20   OQG  38  
OQG  O21   O4   O  0  1  N  N  N  22.956   1.527  18.437   4.171  -0.880   0.011  O21   OQG  39  
OQG  O32   O5   O  0  1  N  N  N  19.636  -7.730  13.098  -7.741  -0.949  -1.768  O32   OQG  40  
OQG  O33   O6   O  0  1  N  N  N  18.817  -5.890  12.079  -5.881  -1.915  -2.499  O33   OQG  41  
OQG  O38   O7   O  0  1  N  N  N  25.134   2.864  19.081   5.705  -3.157   1.539  O38   OQG  42  
OQG  O41   O8   O  0  1  N  N  N  23.207   4.448  19.763   6.345  -4.429  -0.323  O41   OQG  43  
OQG  H151  H1   H  0  0  N  N  N  22.344  -6.790  12.779  -5.972   1.536   4.554  H151  OQG  44  
OQG  H171  H2   H  0  0  N  N  N  23.762  -6.232  17.026  -6.384  -1.796   1.923  H171  OQG  45  
OQG  H221  H3   H  0  0  N  N  N  23.646   0.304  19.970   6.055  -0.097   0.503  H221  OQG  46  
OQG  H241  H4   H  0  0  N  N  N  18.711   3.513  18.531   4.005   1.495  -2.261  H241  OQG  47  
OQG  H261  H5   H  0  0  N  N  N  18.601   2.436  22.915   7.324   3.766  -0.841  H261  OQG  48  
OQG  H281  H6   H  0  0  N  N  N  18.201  -0.789  19.798   3.373   4.736   0.438  H281  OQG  49  
OQG  H021  H7   H  0  0  N  N  N  19.835  -0.746  17.648   2.048   2.207   1.119  H021  OQG  50  
OQG  H031  H8   H  0  0  N  N  N  19.198   0.846  15.129  -0.299   2.632   0.330  H031  OQG  51  
OQG  H032  H9   H  0  0  N  N  N  18.842  -0.879  15.484  -0.170   1.198  -0.717  H032  OQG  52  
OQG  H042  H10  H  0  0  N  N  N  18.258   1.767  16.877   1.782   2.408  -1.914  H042  OQG  53  
OQG  H041  H11  H  0  0  N  N  N  17.588   0.172  17.358   1.518   3.759  -0.784  H041  OQG  54  
OQG  H051  H12  H  0  0  N  N  N  21.697   0.116  15.377   0.223   1.174   2.309  H051  OQG  55  
OQG  H061  H13  H  0  0  N  N  N  21.203  -2.170  16.240  -2.120   1.689   1.681  H061  OQG  56  
OQG  H091  H14  H  0  0  N  N  N  18.185  -4.053  13.484  -3.873  -1.276  -1.319  H091  OQG  57  
OQG  H112  H15  H  0  0  N  N  N  23.320  -1.700  15.084  -1.600   0.155   3.602  H112  OQG  58  
OQG  H111  H16  H  0  0  N  N  N  22.539  -1.935  13.484  -1.772  -1.230   2.497  H111  OQG  59  
OQG  H141  H17  H  0  0  N  N  N  22.020  -4.213  12.566  -3.531   1.483   4.239  H141  OQG  60  
OQG  H161  H18  H  0  0  N  N  N  23.200  -7.789  15.024  -7.399  -0.101   3.394  H161  OQG  61  
OQG  H181  H19  H  0  0  N  N  N  23.459  -3.654  16.809  -3.943  -1.839   1.597  H181  OQG  62  
OQG  H251  H20  H  0  0  N  N  N  18.801   4.221  21.036   6.429   1.926  -2.211  H251  OQG  63  
OQG  H271  H21  H  0  0  N  N  N  18.299  -0.076  22.298   5.795   5.181   0.472  H271  OQG  64  
OQG  H311  H22  H  0  0  N  N  N  17.051  -4.997  16.177  -2.595   0.485  -2.562  H311  OQG  65  
OQG  H343  H23  H  0  0  N  N  N  17.194  -2.520  15.981  -5.311  -0.131  -3.805  H343  OQG  66  
OQG  H341  H24  H  0  0  N  N  N  16.437  -2.597  14.353  -3.796   0.218  -4.671  H341  OQG  67  
OQG  H342  H25  H  0  0  N  N  N  15.490  -3.062  15.807  -3.957  -1.284  -3.728  H342  OQG  68  
OQG  H352  H26  H  0  0  N  N  N  14.995  -5.309  14.796  -3.802   2.448  -1.645  H352  OQG  69  
OQG  H353  H27  H  0  0  N  N  N  15.894  -4.774  13.336  -3.842   2.447  -3.424  H353  OQG  70  
OQG  H351  H28  H  0  0  N  N  N  16.347  -6.305  14.158  -5.277   1.941  -2.502  H351  OQG  71  
OQG  H362  H29  H  0  0  N  N  N  19.848  -9.459  12.024  -8.268  -1.885  -3.556  H362  OQG  72  
OQG  H363  H30  H  0  0  N  N  N  18.288  -8.590  11.822  -8.252  -2.940  -2.122  H363  OQG  73  
OQG  H361  H31  H  0  0  N  N  N  19.783  -7.940  11.069  -9.570  -1.765  -2.349  H361  OQG  74  
OQG  H371  H32  H  0  0  N  N  N  25.306   1.145  18.119   6.433  -1.407   2.416  H371  OQG  75  
OQG  H372  H33  H  0  0  N  N  N  25.839   1.177  19.834   4.651  -1.562   2.382  H372  OQG  76  
OQG  H391  H34  H  0  0  N  N  N  24.811   3.759  21.087   7.667  -3.224   0.773  H391  OQG  77  
OQG  H401  H35  H  0  0  N  N  N  23.719   1.992  21.620   7.168  -1.582  -0.939  H401  OQG  78  
OQG  H421  H36  H  0  0  N  N  N  21.124   4.613  20.200   5.067  -4.764  -1.940  H421  OQG  79  
OQG  H422  H37  H  0  0  N  N  N  21.524   3.519  18.833   6.675  -4.090  -2.341  H422  OQG  80  
OQG  H432  H38  H  0  0  N  N  N  21.613   3.212  21.635   4.278  -2.658  -1.069  H432  OQG  81  
OQG  H431  H39  H  0  0  N  N  N  21.265   2.077  20.287   5.315  -2.112  -2.432  H431  OQG  82  
OQG  H011  H40  H  0  0  N  N  N  20.934   1.952  16.913   1.826  -0.153  -0.587  H011  OQG  83  
OQG  H071  H41  H  0  0  N  N  N  20.059  -2.706  13.516  -1.748  -0.443  -0.278  H071  OQG  84  
OQG  H291  H42  H  0  0  N  N  N  18.988  -6.366  15.201  -6.043   0.568  -0.671  H291  OQG  85  
OQG  H101  H43  H  0  0  N  N  N  20.560   0.729  13.453  -0.007  -0.982   0.378  H101  OQG  86  
#   #
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
OQG  C36  O32   SING  N  N   1  
OQG  O33  C30   DOUB  N  N   2  
OQG  C30  O32   SING  N  N   3  
OQG  C30  N29   SING  N  N   4  
OQG  C14  C15   DOUB  Y  N   5  
OQG  C14  C13   SING  Y  N   6  
OQG  O10  C05   SING  N  N   7  
OQG  C15  C16   SING  Y  N   8  
OQG  C35  C31   SING  N  N   9  
OQG  N29  C09   SING  N  N  10  
OQG  C09  C31   SING  N  N  11  
OQG  C09  C08   SING  N  N  12  
OQG  N07  C06   SING  N  N  13  
OQG  N07  C08   SING  N  N  14  
OQG  C11  C13   SING  N  N  15  
OQG  C11  C06   SING  N  N  16  
OQG  C13  C18   DOUB  Y  N  17  
OQG  C16  C17   DOUB  Y  N  18  
OQG  C05  C06   SING  N  N  19  
OQG  C05  C03   SING  N  N  20  
OQG  C31  C34   SING  N  N  21  
OQG  C08  O12   DOUB  N  N  22  
OQG  C03  C02   SING  N  N  23  
OQG  C18  C17   SING  Y  N  24  
OQG  C02  N01   SING  N  N  25  
OQG  C02  C04   SING  N  N  26  
OQG  N01  C19   SING  N  N  27  
OQG  C04  C23   SING  N  N  28  
OQG  C19  O21   SING  N  N  29  
OQG  C19  O20   DOUB  N  N  30  
OQG  O21  C22   SING  N  N  31  
OQG  C23  C24   DOUB  Y  N  32  
OQG  C23  C28   SING  Y  N  33  
OQG  O38  C37   SING  N  N  34  
OQG  O38  C39   SING  N  N  35  
OQG  C37  C22   SING  N  N  36  
OQG  C24  C25   SING  Y  N  37  
OQG  C22  C40   SING  N  N  38  
OQG  O41  C42   SING  N  N  39  
OQG  O41  C39   SING  N  N  40  
OQG  C42  C43   SING  N  N  41  
OQG  C28  C27   DOUB  Y  N  42  
OQG  C39  C40   SING  N  N  43  
OQG  C43  C40   SING  N  N  44  
OQG  C25  C26   DOUB  Y  N  45  
OQG  C27  C26   SING  Y  N  46  
OQG  C15  H151  SING  N  N  47  
OQG  C17  H171  SING  N  N  48  
OQG  C22  H221  SING  N  N  49  
OQG  C24  H241  SING  N  N  50  
OQG  C26  H261  SING  N  N  51  
OQG  C28  H281  SING  N  N  52  
OQG  C02  H021  SING  N  N  53  
OQG  C03  H031  SING  N  N  54  
OQG  C03  H032  SING  N  N  55  
OQG  C04  H042  SING  N  N  56  
OQG  C04  H041  SING  N  N  57  
OQG  C05  H051  SING  N  N  58  
OQG  C06  H061  SING  N  N  59  
OQG  C09  H091  SING  N  N  60  
OQG  C11  H112  SING  N  N  61  
OQG  C11  H111  SING  N  N  62  
OQG  C14  H141  SING  N  N  63  
OQG  C16  H161  SING  N  N  64  
OQG  C18  H181  SING  N  N  65  
OQG  C25  H251  SING  N  N  66  
OQG  C27  H271  SING  N  N  67  
OQG  C31  H311  SING  N  N  68  
OQG  C34  H343  SING  N  N  69  
OQG  C34  H341  SING  N  N  70  
OQG  C34  H342  SING  N  N  71  
OQG  C35  H352  SING  N  N  72  
OQG  C35  H353  SING  N  N  73  
OQG  C35  H351  SING  N  N  74  
OQG  C36  H362  SING  N  N  75  
OQG  C36  H363  SING  N  N  76  
OQG  C36  H361  SING  N  N  77  
OQG  C37  H371  SING  N  N  78  
OQG  C37  H372  SING  N  N  79  
OQG  C39  H391  SING  N  N  80  
OQG  C40  H401  SING  N  N  81  
OQG  C42  H421  SING  N  N  82  
OQG  C42  H422  SING  N  N  83  
OQG  C43  H432  SING  N  N  84  
OQG  C43  H431  SING  N  N  85  
OQG  N01  H011  SING  N  N  86  
OQG  N07  H071  SING  N  N  87  
OQG  N29  H291  SING  N  N  88  
OQG  O10  H101  SING  N  N  89  
#   #
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
OQG  SMILES            ACDLabs               12.01  "c1(ccccc1)CC(C(CC(NC(OC2C3C(OC2)OCC3)=O)Cc4ccccc4)O)NC(=O)C(C(C)C)NC(OC)=O"  
OQG  InChI             InChI                 1.03   "InChI=1S/C32H43N3O8/c1-20(2)28(35-31(38)40-3)29(37)34-25(17-22-12-8-5-9-13-22)26(36)18-23(16-21-10-6-4-7-11-21)33-32(39)43-27-19-42-30-24(27)14-15-41-30/h4-13,20,23-28,30,36H,14-19H2,1-3H3,(H,33,39)(H,34,37)(H,35,38)/t23-,24-,25-,26-,27-,28-,30+/m0/s1"  
OQG  InChIKey          InChI                 1.03   WVKJHIVGBANALA-DMVQEWIISA-N  
OQG  SMILES_CANONICAL  CACTVS                3.385  "COC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C[C@H](Cc2ccccc2)NC(=O)O[C@H]3CO[C@H]4OCC[C@@H]34"  
OQG  SMILES            CACTVS                3.385  "COC(=O)N[CH](C(C)C)C(=O)N[CH](Cc1ccccc1)[CH](O)C[CH](Cc2ccccc2)NC(=O)O[CH]3CO[CH]4OCC[CH]34"  
OQG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)[C@H](C[C@H](Cc2ccccc2)NC(=O)O[C@H]3CO[C@@H]4[C@H]3CCO4)O)NC(=O)OC"  
OQG  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)C(C(=O)NC(Cc1ccccc1)C(CC(Cc2ccccc2)NC(=O)OC3COC4C3CCO4)O)NC(=O)OC"  
#   #
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
OQG  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-valyl]amino}-1,6-diphenylhexan-2-yl]carbamate"  
OQG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "methyl ~{N}-[(2~{S})-1-[[(2~{S},3~{S},5~{S})-5-[[(3~{a}~{S},4~{R},6~{a}~{R})-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-4-yl]oxycarbonylamino]-3-oxidanyl-1,6-diphenyl-hexan-2-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]carbamate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
OQG  "Create component"  2019-07-02  RCSB  
OQG  "Initial release"   2020-07-01  RCSB  
##
