data_OQA
#

_chem_comp.id                                   OQA
_chem_comp.name                                 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-alloisoleucyl]amino}-1,6-diphenylhexan-2-yl]carbamate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C33 H45 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                       611.726
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OQA
_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       6PJL
_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
OQA  C13   C1   C  0  1  Y  N  N  22.648  -3.691  14.600  -3.420   1.540  -2.731  C13   OQA   1  
OQA  C15   C2   C  0  1  Y  N  N  22.506  -6.107  13.533  -5.348   1.153  -4.096  C15   OQA   2  
OQA  C17   C3   C  0  1  Y  N  N  23.215  -5.791  16.061  -5.581   2.241  -1.976  C17   OQA   3  
OQA  C22   C4   C  0  1  N  N  R  23.842   1.401  19.485   5.647   1.064  -0.061  C22   OQA   4  
OQA  C24   C5   C  0  1  Y  N  N  18.513   2.830  18.999   4.332  -2.777   0.718  C24   OQA   5  
OQA  C26   C6   C  0  1  Y  N  N  18.460   2.483  21.614   6.180  -3.765  -0.439  C26   OQA   6  
OQA  C28   C7   C  0  1  Y  N  N  18.252   0.392  20.022   3.972  -3.929  -1.349  C28   OQA   7  
OQA  C02   C8   C  0  1  N  N  S  19.690   0.288  17.022   1.704  -1.588  -0.873  C02   OQA   8  
OQA  C03   C9   C  0  1  N  N  N  19.563   0.023  15.519   0.193  -1.347  -0.889  C03   OQA   9  
OQA  C04   C10  C  0  1  N  N  N  18.319   0.798  17.400   2.001  -2.921  -0.182  C04   OQA  10  
OQA  C05   C11  C  0  1  N  N  S  20.831  -0.439  14.826  -0.112  -0.079  -1.688  C05   OQA  11  
OQA  C06   C12  C  0  1  N  N  S  21.100  -1.922  15.062  -1.628   0.099  -1.803  C06   OQA  12  
OQA  C08   C13  C  0  1  N  N  N  19.237  -3.652  15.155  -3.421  -0.466  -0.254  C08   OQA  13  
OQA  C09   C14  C  0  1  N  N  S  18.202  -4.524  14.395  -4.084  -0.355   1.095  C09   OQA  14  
OQA  C11   C15  C  0  1  N  N  N  22.474  -2.197  14.468  -1.934   1.422  -2.508  C11   OQA  15  
OQA  C14   C16  C  0  1  Y  N  N  22.351  -4.595  13.400  -3.985   1.050  -3.894  C14   OQA  16  
OQA  C16   C17  C  0  1  Y  N  N  22.936  -6.697  14.862  -6.147   1.745  -3.135  C16   OQA  17  
OQA  C18   C18  C  0  1  Y  N  N  23.070  -4.284  15.933  -4.218   2.133  -1.771  C18   OQA  18  
OQA  C19   C19  C  0  1  N  N  N  21.845   0.676  18.115   3.652  -0.202  -0.401  C19   OQA  19  
OQA  C23   C20  C  0  1  Y  N  N  18.353   1.325  18.815   3.476  -3.217  -0.274  C23   OQA  20  
OQA  C25   C21  C  0  1  Y  N  N  18.563   3.413  20.405   5.685  -3.048   0.634  C25   OQA  21  
OQA  C27   C22  C  0  1  Y  N  N  18.304   0.977  21.434   5.323  -4.211  -1.428  C27   OQA  22  
OQA  C30   C23  C  0  1  N  N  N  18.991  -6.493  13.011  -6.367   0.038   1.852  C30   OQA  23  
OQA  C31   C24  C  0  1  N  N  R  16.866  -4.559  15.130  -3.556  -1.458   2.015  C31   OQA  24  
OQA  C34   C25  C  0  1  N  N  N  19.185  -8.567  11.992  -8.535   0.511   2.729  C34   OQA  25  
OQA  C35   C26  C  0  1  N  N  N  24.966   1.554  19.052   5.748   2.196  -1.107  C35   OQA  26  
OQA  C37   C27  C  0  1  N  N  R  24.161   3.581  20.104   6.802   3.059   0.753  C37   OQA  27  
OQA  C38   C28  C  0  1  N  N  S  23.613   2.621  20.569   6.396   1.617   1.166  C38   OQA  28  
OQA  C40   C29  C  0  1  N  N  N  21.855   4.052  19.719   5.983   3.146   2.958  C40   OQA  29  
OQA  C41   C30  C  0  1  N  N  N  22.062   2.994  20.696   5.379   1.877   2.306  C41   OQA  30  
OQA  C42   C31  C  0  1  N  N  N  15.831  -5.135  14.174  -3.990  -2.823   1.477  C42   OQA  31  
OQA  C43   C32  C  0  1  N  N  N  16.520  -3.101  15.408  -4.121  -1.262   3.423  C43   OQA  32  
OQA  C44   C33  C  0  1  N  N  N  15.017  -2.927  15.513  -3.563   0.031   4.021  C44   OQA  33  
OQA  N01   N1   N  0  1  N  N  N  20.778   1.191  17.263   2.364  -0.502  -0.143  N01   OQA  34  
OQA  N07   N2   N  0  1  N  N  N  20.100  -2.746  14.407  -2.221   0.110  -0.464  N07   OQA  35  
OQA  N29   N3   N  0  1  N  N  N  18.904  -5.786  14.266  -5.534  -0.502   0.940  N29   OQA  36  
OQA  O10   O1   O  0  1  N  N  N  20.619  -0.188  13.457   0.451   1.052  -1.020  O10   OQA  37  
OQA  O12   O2   O  0  1  N  N  N  19.347  -3.764  16.338  -3.968  -1.073  -1.150  O12   OQA  38  
OQA  O20   O3   O  0  1  N  N  N  21.848  -0.443  18.566   4.266  -0.831  -1.240  O20   OQA  39  
OQA  O21   O4   O  0  1  N  N  N  22.880   1.595  18.364   4.258   0.796   0.269  O21   OQA  40  
OQA  O32   O5   O  0  1  N  N  N  19.517  -7.778  13.079  -7.699  -0.096   1.709  O32   OQA  41  
OQA  O33   O6   O  0  1  N  N  N  18.616  -6.021  11.977  -5.916   0.646   2.802  O33   OQA  42  
OQA  O36   O7   O  0  1  N  N  N  25.118   3.059  18.992   5.910   3.400  -0.330  O36   OQA  43  
OQA  O39   O8   O  0  1  N  N  N  23.018   4.554  19.483   6.528   3.912   1.873  O39   OQA  44  
OQA  H151  H1   H  0  0  N  N  N  22.311  -6.751  12.688  -5.791   0.766  -5.002  H151  OQA  45  
OQA  H171  H2   H  0  0  N  N  N  23.517  -6.224  17.003  -6.205   2.704  -1.225  H171  OQA  46  
OQA  H221  H3   H  0  0  N  N  N  23.656   0.443  19.993   6.132   0.160  -0.429  H221  OQA  47  
OQA  H241  H4   H  0  0  N  N  N  18.590   3.478  18.138   3.945  -2.217   1.557  H241  OQA  48  
OQA  H261  H5   H  0  0  N  N  N  18.498   2.899  22.610   7.237  -3.977  -0.505  H261  OQA  49  
OQA  H281  H6   H  0  0  N  N  N  18.145  -0.673  19.878   3.302  -4.277  -2.122  H281  OQA  50  
OQA  H021  H7   H  0  0  N  N  N  19.871  -0.668  17.536   2.079  -1.618  -1.896  H021  OQA  51  
OQA  H031  H8   H  0  0  N  N  N  19.235   0.956  15.037  -0.305  -2.198  -1.354  H031  OQA  52  
OQA  H032  H9   H  0  0  N  N  N  18.797  -0.753  15.376  -0.167  -1.229   0.133  H032  OQA  53  
OQA  H042  H10  H  0  0  N  N  N  18.026   1.607  16.714   1.707  -2.860   0.866  H042  OQA  54  
OQA  H041  H11  H  0  0  N  N  N  17.590  -0.023  17.331   1.439  -3.717  -0.671  H041  OQA  55  
OQA  H051  H12  H  0  0  N  N  N  21.683   0.146  15.203   0.320  -0.164  -2.685  H051  OQA  56  
OQA  H061  H13  H  0  0  N  N  N  21.119  -2.124  16.143  -2.047  -0.726  -2.379  H061  OQA  57  
OQA  H091  H14  H  0  0  N  N  N  18.044  -4.084  13.399  -3.862   0.619   1.531  H091  OQA  58  
OQA  H112  H15  H  0  0  N  N  N  23.255  -1.663  15.030  -1.419   1.450  -3.468  H112  OQA  59  
OQA  H111  H16  H  0  0  N  N  N  22.509  -1.893  13.411  -1.593   2.251  -1.888  H111  OQA  60  
OQA  H141  H17  H  0  0  N  N  N  22.033  -4.164  12.462  -3.361   0.587  -4.644  H141  OQA  61  
OQA  H161  H18  H  0  0  N  N  N  23.046  -7.767  14.962  -7.213   1.821  -3.291  H161  OQA  62  
OQA  H181  H19  H  0  0  N  N  N  23.265  -3.642  16.780  -3.777   2.511  -0.861  H181  OQA  63  
OQA  H251  H20  H  0  0  N  N  N  18.671   4.478  20.547   6.355  -2.700   1.406  H251  OQA  64  
OQA  H271  H21  H  0  0  N  N  N  18.231   0.330  22.295   5.709  -4.779  -2.262  H271  OQA  65  
OQA  H311  H22  H  0  0  N  N  N  16.930  -5.144  16.059  -2.468  -1.411   2.051  H311  OQA  66  
OQA  H342  H23  H  0  0  N  N  N  19.632  -9.565  12.112  -8.299   0.075   3.700  H342  OQA  67  
OQA  H341  H24  H  0  0  N  N  N  18.091  -8.661  11.928  -8.351   1.585   2.758  H341  OQA  68  
OQA  H343  H25  H  0  0  N  N  N  19.567  -8.102  11.071  -9.584   0.329   2.495  H343  OQA  69  
OQA  H351  H26  H  0  0  N  N  N  25.066   1.108  18.051   6.613   2.041  -1.752  H351  OQA  70  
OQA  H352  H27  H  0  0  N  N  N  25.712   1.110  19.728   4.836   2.246  -1.702  H352  OQA  71  
OQA  H371  H28  H  0  0  N  N  N  24.747   4.167  20.827   7.847   3.115   0.449  H371  OQA  72  
OQA  H381  H29  H  0  0  N  N  N  23.983   2.288  21.550   7.242   0.998   1.465  H381  OQA  73  
OQA  H402  H30  H  0  0  N  N  N  21.183   4.821  20.126   5.209   3.709   3.478  H402  OQA  74  
OQA  H401  H31  H  0  0  N  N  N  21.423   3.639  18.795   6.781   2.873   3.649  H401  OQA  75  
OQA  H411  H32  H  0  0  N  N  N  21.831   3.352  21.710   4.384   2.076   1.907  H411  OQA  76  
OQA  H412  H33  H  0  0  N  N  N  21.433   2.122  20.463   5.358   1.045   3.011  H412  OQA  77  
OQA  H422  H34  H  0  0  N  N  N  14.852  -5.175  14.673  -3.588  -2.963   0.474  H422  OQA  78  
OQA  H423  H35  H  0  0  N  N  N  15.761  -4.496  13.281  -3.614  -3.608   2.132  H423  OQA  79  
OQA  H421  H36  H  0  0  N  N  N  16.132  -6.150  13.876  -5.079  -2.870   1.441  H421  OQA  80  
OQA  H432  H37  H  0  0  N  N  N  16.988  -2.791  16.354  -5.208  -1.199   3.373  H432  OQA  81  
OQA  H431  H38  H  0  0  N  N  N  16.901  -2.475  14.588  -3.835  -2.106   4.051  H431  OQA  82  
OQA  H443  H39  H  0  0  N  N  N  14.783  -1.871  15.714  -3.932   0.149   5.040  H443  OQA  83  
OQA  H441  H40  H  0  0  N  N  N  14.546  -3.234  14.568  -2.474  -0.014   4.033  H441  OQA  84  
OQA  H442  H41  H  0  0  N  N  N  14.632  -3.550  16.334  -3.885   0.880   3.417  H442  OQA  85  
OQA  H011  H42  H  0  0  N  N  N  20.804   2.112  16.873   1.873   0.000   0.526  H011  OQA  86  
OQA  H071  H43  H  0  0  N  N  N  20.000  -2.690  13.414  -1.750   0.532   0.272  H071  OQA  87  
OQA  H291  H44  H  0  0  N  N  N  19.343  -6.180  15.074  -5.894  -0.987   0.182  H291  OQA  88  
OQA  H101  H45  H  0  0  N  N  N  20.453   0.738  13.326   0.110   1.189  -0.125  H101  OQA  89  
#   #
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
OQA  O33  C30   DOUB  N  N   1  
OQA  C34  O32   SING  N  N   2  
OQA  C30  O32   SING  N  N   3  
OQA  C30  N29   SING  N  N   4  
OQA  C14  C15   DOUB  Y  N   5  
OQA  C14  C13   SING  Y  N   6  
OQA  O10  C05   SING  N  N   7  
OQA  C15  C16   SING  Y  N   8  
OQA  C42  C31   SING  N  N   9  
OQA  N29  C09   SING  N  N  10  
OQA  C09  C31   SING  N  N  11  
OQA  C09  C08   SING  N  N  12  
OQA  N07  C06   SING  N  N  13  
OQA  N07  C08   SING  N  N  14  
OQA  C11  C13   SING  N  N  15  
OQA  C11  C06   SING  N  N  16  
OQA  C13  C18   DOUB  Y  N  17  
OQA  C05  C06   SING  N  N  18  
OQA  C05  C03   SING  N  N  19  
OQA  C16  C17   DOUB  Y  N  20  
OQA  C31  C43   SING  N  N  21  
OQA  C08  O12   DOUB  N  N  22  
OQA  C43  C44   SING  N  N  23  
OQA  C03  C02   SING  N  N  24  
OQA  C18  C17   SING  Y  N  25  
OQA  C02  N01   SING  N  N  26  
OQA  C02  C04   SING  N  N  27  
OQA  N01  C19   SING  N  N  28  
OQA  C04  C23   SING  N  N  29  
OQA  C19  O21   SING  N  N  30  
OQA  C19  O20   DOUB  N  N  31  
OQA  O21  C22   SING  N  N  32  
OQA  C23  C24   DOUB  Y  N  33  
OQA  C23  C28   SING  Y  N  34  
OQA  O36  C35   SING  N  N  35  
OQA  O36  C37   SING  N  N  36  
OQA  C24  C25   SING  Y  N  37  
OQA  C35  C22   SING  N  N  38  
OQA  O39  C40   SING  N  N  39  
OQA  O39  C37   SING  N  N  40  
OQA  C22  C38   SING  N  N  41  
OQA  C40  C41   SING  N  N  42  
OQA  C28  C27   DOUB  Y  N  43  
OQA  C37  C38   SING  N  N  44  
OQA  C25  C26   DOUB  Y  N  45  
OQA  C38  C41   SING  N  N  46  
OQA  C27  C26   SING  Y  N  47  
OQA  C15  H151  SING  N  N  48  
OQA  C17  H171  SING  N  N  49  
OQA  C22  H221  SING  N  N  50  
OQA  C24  H241  SING  N  N  51  
OQA  C26  H261  SING  N  N  52  
OQA  C28  H281  SING  N  N  53  
OQA  C02  H021  SING  N  N  54  
OQA  C03  H031  SING  N  N  55  
OQA  C03  H032  SING  N  N  56  
OQA  C04  H042  SING  N  N  57  
OQA  C04  H041  SING  N  N  58  
OQA  C05  H051  SING  N  N  59  
OQA  C06  H061  SING  N  N  60  
OQA  C09  H091  SING  N  N  61  
OQA  C11  H112  SING  N  N  62  
OQA  C11  H111  SING  N  N  63  
OQA  C14  H141  SING  N  N  64  
OQA  C16  H161  SING  N  N  65  
OQA  C18  H181  SING  N  N  66  
OQA  C25  H251  SING  N  N  67  
OQA  C27  H271  SING  N  N  68  
OQA  C31  H311  SING  N  N  69  
OQA  C34  H342  SING  N  N  70  
OQA  C34  H341  SING  N  N  71  
OQA  C34  H343  SING  N  N  72  
OQA  C35  H351  SING  N  N  73  
OQA  C35  H352  SING  N  N  74  
OQA  C37  H371  SING  N  N  75  
OQA  C38  H381  SING  N  N  76  
OQA  C40  H402  SING  N  N  77  
OQA  C40  H401  SING  N  N  78  
OQA  C41  H411  SING  N  N  79  
OQA  C41  H412  SING  N  N  80  
OQA  C42  H422  SING  N  N  81  
OQA  C42  H423  SING  N  N  82  
OQA  C42  H421  SING  N  N  83  
OQA  C43  H432  SING  N  N  84  
OQA  C43  H431  SING  N  N  85  
OQA  C44  H443  SING  N  N  86  
OQA  C44  H441  SING  N  N  87  
OQA  C44  H442  SING  N  N  88  
OQA  N01  H011  SING  N  N  89  
OQA  N07  H071  SING  N  N  90  
OQA  N29  H291  SING  N  N  91  
OQA  O10  H101  SING  N  N  92  
#   #
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
OQA  SMILES            ACDLabs               12.01  "c1(ccccc1)CC(C(CC(NC(OC2C3C(OC2)OCC3)=O)Cc4ccccc4)O)NC(=O)C(C(CC)C)NC(OC)=O"  
OQA  InChI             InChI                 1.03   "InChI=1S/C33H45N3O8/c1-4-21(2)29(36-32(39)41-3)30(38)35-26(18-23-13-9-6-10-14-23)27(37)19-24(17-22-11-7-5-8-12-22)34-33(40)44-28-20-43-31-25(28)15-16-42-31/h5-14,21,24-29,31,37H,4,15-20H2,1-3H3,(H,34,40)(H,35,38)(H,36,39)/t21-,24+,25+,26+,27+,28+,29+,31-/m1/s1"  
OQA  InChIKey          InChI                 1.03   ZTHXXPRDWPPMMG-CDZRAOLRSA-N  
OQA  SMILES_CANONICAL  CACTVS                3.385  "CC[C@@H](C)[C@H](NC(=O)OC)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"  
OQA  SMILES            CACTVS                3.385  "CC[CH](C)[CH](NC(=O)OC)C(=O)N[CH](Cc1ccccc1)[CH](O)C[CH](Cc2ccccc2)NC(=O)O[CH]3CO[CH]4OCC[CH]34"  
OQA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC[C@@H](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"  
OQA  SMILES            "OpenEye OEToolkits"  2.0.7  "CCC(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
OQA  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-alloisoleucyl]amino}-1,6-diphenylhexan-2-yl]carbamate"  
OQA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "methyl ~{N}-[(2~{S},3~{R})-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-pentan-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
OQA  "Create component"  2019-07-02  RCSB  
OQA  "Initial release"   2020-07-01  RCSB  
##
