data_NKA
#

_chem_comp.id                                   NKA
_chem_comp.name                                 "(3S,3aR,5R,7aS,8S)-hexahydro-4H-3,5-methanofuro[2,3-b]pyran-8-yl {(2S,3R)-1-(4-fluorophenyl)-3-hydroxy-4-[(2-methylpropyl)({2-[(propan-2-yl)amino]-1,3-benzoxazol-6-yl}sulfonyl)amino]butan-2-yl}carbamate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C33 H43 F N4 O8 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-05-16
_chem_comp.pdbx_modified_date                   2020-05-15
_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                       674.780
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NKA
_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       6OYD
_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
NKA  CAE  C1   C  0  1  N  N  R   -6.285  -16.652  20.732  -6.046   3.837   1.037  CAE  NKA   1  
NKA  CAH  C2   C  0  1  N  N  N   -7.019  -15.378  20.838  -6.466   2.852   2.140  CAH  NKA   2  
NKA  CAG  C3   C  0  1  N  N  R   -8.140  -15.695  19.873  -5.330   1.796   2.060  CAG  NKA   3  
NKA  CAJ  C4   C  0  1  N  N  N   -8.995  -16.862  20.393  -4.108   2.506   2.677  CAJ  NKA   4  
NKA  OAI  O1   O  0  1  N  N  N   -8.458  -17.438  21.572  -3.726   3.566   1.817  OAI  NKA   5  
NKA  CAA  C5   C  0  1  N  N  R   -7.101  -17.798  21.277  -4.706   4.525   1.407  CAA  NKA   6  
NKA  OAB  O2   O  0  1  N  N  N   -7.086  -18.824  20.211  -4.237   4.912   0.073  OAB  NKA   7  
NKA  CAC  C6   C  0  1  N  N  N   -6.414  -18.381  19.067  -4.370   3.708  -0.714  CAC  NKA   8  
NKA  CAD  C7   C  0  1  N  N  S   -6.233  -16.886  19.214  -5.567   2.927  -0.135  CAD  NKA   9  
NKA  CAF  C8   C  0  1  N  N  S   -7.389  -16.035  18.633  -5.070   1.639   0.544  CAF  NKA  10  
NKA  OAK  O3   O  0  1  N  N  N   -8.236  -16.718  17.769  -3.649   1.469   0.301  OAK  NKA  11  
NKA  CAL  C9   C  0  1  N  N  N   -8.373  -16.329  16.452  -3.184   0.206   0.251  CAL  NKA  12  
NKA  OAM  O4   O  0  1  N  N  N   -8.206  -15.188  16.110  -3.946  -0.728   0.407  OAM  NKA  13  
NKA  NAN  N1   N  0  1  N  N  N   -8.657  -17.347  15.616  -1.875  -0.022   0.029  NAN  NKA  14  
NKA  CAO  C10  C  0  1  N  N  S   -8.770  -17.392  14.176  -1.369  -1.396  -0.026  CAO  NKA  15  
NKA  CAW  C11  C  0  1  N  N  N   -7.708  -18.422  13.704  -1.556  -1.953  -1.439  CAW  NKA  16  
NKA  CBH  C12  C  0  1  Y  N  N   -6.503  -18.057  14.263  -3.027  -2.057  -1.747  CBH  NKA  17  
NKA  CBI  C13  C  0  1  Y  N  N   -5.892  -16.894  13.833  -3.716  -3.216  -1.443  CBI  NKA  18  
NKA  CBJ  C14  C  0  1  Y  N  N   -4.676  -16.480  14.387  -5.066  -3.312  -1.726  CBJ  NKA  19  
NKA  CBK  C15  C  0  1  Y  N  N   -4.047  -17.220  15.379  -5.727  -2.247  -2.314  CBK  NKA  20  
NKA  FBU  F1   F  0  1  N  N  N   -2.840  -16.814  15.950  -7.046  -2.340  -2.590  FBU  NKA  21  
NKA  CBL  C16  C  0  1  Y  N  N   -4.653  -18.397  15.799  -5.036  -1.087  -2.617  CBL  NKA  22  
NKA  CBM  C17  C  0  1  Y  N  N   -5.857  -18.815  15.227  -3.688  -0.991  -2.329  CBM  NKA  23  
NKA  CAT  C18  C  0  1  N  N  R  -10.221  -17.733  13.687   0.118  -1.407   0.335  CAT  NKA  24  
NKA  OBO  O5   O  0  1  N  N  N  -10.519  -19.074  13.799   0.854  -0.694  -0.660  OBO  NKA  25  
NKA  CAP  C19  C  0  1  N  N  N  -10.367  -17.376  12.205   0.616  -2.852   0.400  CAP  NKA  26  
NKA  NAQ  N2   N  0  1  N  N  N  -10.346  -15.942  12.113   2.000  -2.871   0.879  NAQ  NKA  27  
NKA  CBP  C20  C  0  1  N  N  N  -11.631  -15.443  11.770   2.283  -2.722   2.309  CBP  NKA  28  
NKA  CBQ  C21  C  0  1  N  N  N  -12.385  -14.954  13.011   2.231  -4.094   2.984  CBQ  NKA  29  
NKA  CBS  C22  C  0  1  N  N  N  -11.679  -13.811  13.720   2.660  -3.959   4.447  CBS  NKA  30  
NKA  CBR  C23  C  0  1  N  N  N  -13.666  -14.407  12.456   0.804  -4.641   2.919  CBR  NKA  31  
NKA  SAR  S1   S  0  1  N  N  N   -9.131  -15.306  11.098   3.246  -3.059  -0.196  SAR  NKA  32  
NKA  OAU  O6   O  0  1  N  N  N   -7.851  -16.097  11.346   4.288  -3.719   0.510  OAU  NKA  33  
NKA  OAV  O7   O  0  1  N  N  N   -8.984  -13.927  11.439   2.671  -3.570  -1.391  OAV  NKA  34  
NKA  CAS  C24  C  0  1  Y  N  N   -9.590  -15.547   9.512   3.849  -1.449  -0.583  CAS  NKA  35  
NKA  CAX  C25  C  0  1  Y  N  N  -10.253  -14.570   8.829   4.767  -0.842   0.250  CAX  NKA  36  
NKA  CBB  C26  C  0  1  Y  N  N   -9.240  -16.734   8.881   3.402  -0.803  -1.725  CBB  NKA  37  
NKA  CBA  C27  C  0  1  Y  N  N   -9.631  -16.935   7.572   3.866   0.456  -2.040  CBA  NKA  38  
NKA  CAZ  C28  C  0  1  Y  N  N  -10.278  -15.982   6.961   4.789   1.082  -1.204  CAZ  NKA  39  
NKA  NBE  N3   N  0  1  Y  N  N  -10.775  -15.933   5.749   5.420   2.289  -1.236  NBE  NKA  40  
NKA  CAY  C29  C  0  1  Y  N  N  -10.564  -14.822   7.577   5.243   0.423  -0.051  CAY  NKA  41  
NKA  OBC  O8   O  0  1  Y  N  N  -11.249  -14.046   6.668   6.115   1.263   0.551  OBC  NKA  42  
NKA  CBD  C30  C  0  1  Y  N  N  -11.345  -14.746   5.618   6.200   2.382  -0.190  CBD  NKA  43  
NKA  NBF  N4   N  0  1  N  N  N  -11.924  -14.338   4.491   6.994   3.467   0.107  NBF  NKA  44  
NKA  CBG  C31  C  0  1  N  N  N  -12.572  -13.018   4.439   7.006   4.631  -0.781  CBG  NKA  45  
NKA  CBT  C32  C  0  1  N  N  N  -14.097  -13.135   4.570   7.418   5.873   0.012  CBT  NKA  46  
NKA  CBN  C33  C  0  1  N  N  N  -12.221  -12.382   3.124   8.004   4.397  -1.917  CBN  NKA  47  
NKA  H1   H1   H  0  1  N  N  N   -5.279  -16.606  21.176  -6.833   4.541   0.768  H1   NKA  48  
NKA  H2   H2   H  0  1  N  N  N   -6.415  -14.521  20.506  -6.480   3.338   3.115  H2   NKA  49  
NKA  H3   H3   H  0  1  N  N  N   -7.388  -15.194  21.858  -7.434   2.403   1.915  H3   NKA  50  
NKA  H4   H4   H  0  1  N  N  N   -8.771  -14.808  19.714  -5.577   0.860   2.562  H4   NKA  51  
NKA  H5   H5   H  0  1  N  N  N  -10.007  -16.490  20.610  -4.372   2.905   3.657  H5   NKA  52  
NKA  H6   H6   H  0  1  N  N  N   -9.048  -17.636  19.614  -3.284   1.800   2.777  H6   NKA  53  
NKA  H7   H7   H  0  1  N  N  N   -6.609  -18.195  22.177  -4.822   5.351   2.108  H7   NKA  54  
NKA  H8   H8   H  0  1  N  N  N   -7.009  -18.603  18.169  -4.560   3.964  -1.756  H8   NKA  55  
NKA  H9   H9   H  0  1  N  N  N   -5.434  -18.875  18.989  -3.462   3.110  -0.636  H9   NKA  56  
NKA  H10  H10  H  0  1  N  N  N   -5.267  -16.561  18.801  -6.347   2.747  -0.876  H10  NKA  57  
NKA  H11  H11  H  0  1  N  N  N   -6.980  -15.124  18.171  -5.621   0.780   0.160  H11  NKA  58  
NKA  H12  H12  H  0  1  N  N  N   -8.817  -18.223  16.071  -1.267   0.723  -0.095  H12  NKA  59  
NKA  H13  H13  H  0  1  N  N  N   -8.498  -16.411  13.759  -1.920  -2.014   0.684  H13  NKA  60  
NKA  H14  H14  H  0  1  N  N  N   -7.988  -19.431  14.040  -1.080  -1.286  -2.158  H14  NKA  61  
NKA  H15  H15  H  0  1  N  N  N   -7.633  -18.408  12.607  -1.100  -2.941  -1.503  H15  NKA  62  
NKA  H16  H16  H  0  1  N  N  N   -6.358  -16.299  13.062  -3.200  -4.046  -0.985  H16  NKA  63  
NKA  H17  H17  H  0  1  N  N  N   -4.218  -15.567  14.036  -5.604  -4.218  -1.489  H17  NKA  64  
NKA  H18  H18  H  0  1  N  N  N   -4.191  -18.993  16.572  -5.551  -0.256  -3.076  H18  NKA  65  
NKA  H19  H19  H  0  1  N  N  N   -6.295  -19.750  15.543  -3.149  -0.084  -2.562  H19  NKA  66  
NKA  H20  H20  H  0  1  N  N  N  -10.931  -17.125  14.267   0.260  -0.930   1.304  H20  NKA  67  
NKA  H21  H21  H  0  1  N  N  N  -10.441  -19.341  14.707   0.831  -1.103  -1.536  H21  NKA  68  
NKA  H22  H22  H  0  1  N  N  N  -11.319  -17.765  11.815  -0.013  -3.423   1.084  H22  NKA  69  
NKA  H23  H23  H  0  1  N  N  N   -9.533  -17.803  11.630   0.570  -3.298  -0.594  H23  NKA  70  
NKA  H24  H24  H  0  1  N  N  N  -11.515  -14.605  11.067   3.274  -2.289   2.440  H24  NKA  71  
NKA  H25  H25  H  0  1  N  N  N  -12.211  -16.245  11.291   1.538  -2.067   2.760  H25  NKA  72  
NKA  H26  H26  H  0  1  N  N  N  -12.576  -15.787  13.704   2.907  -4.778   2.469  H26  NKA  73  
NKA  H27  H27  H  0  1  N  N  N  -12.266  -13.505  14.599   1.985  -3.275   4.961  H27  NKA  74  
NKA  H28  H28  H  0  1  N  N  N  -10.681  -14.141  14.043   2.623  -4.936   4.928  H28  NKA  75  
NKA  H29  H29  H  0  1  N  N  N  -11.579  -12.959  13.032   3.677  -3.569   4.493  H29  NKA  76  
NKA  H30  H30  H  0  1  N  N  N  -14.289  -14.025  13.278   0.549  -4.868   1.884  H30  NKA  77  
NKA  H31  H31  H  0  1  N  N  N  -13.442  -13.589  11.755   0.736  -5.550   3.517  H31  NKA  78  
NKA  H32  H32  H  0  1  N  N  N  -14.207  -15.206  11.927   0.111  -3.896   3.310  H32  NKA  79  
NKA  H33  H33  H  0  1  N  N  N  -10.511  -13.631   9.296   5.114  -1.353   1.137  H33  NKA  80  
NKA  H34  H34  H  0  1  N  N  N   -8.671  -17.487   9.406   2.687  -1.290  -2.372  H34  NKA  81  
NKA  H35  H35  H  0  1  N  N  N   -9.406  -17.862   7.065   3.515   0.955  -2.932  H35  NKA  82  
NKA  H36  H36  H  0  1  N  N  N  -12.625  -15.014   4.264   7.547   3.459   0.905  H36  NKA  83  
NKA  H37  H37  H  0  1  N  N  N  -12.194  -12.388   5.258   6.010   4.780  -1.198  H37  NKA  84  
NKA  H38  H38  H  0  1  N  N  N  -14.348  -13.601   5.534   8.414   5.724   0.428  H38  NKA  85  
NKA  H39  H39  H  0  1  N  N  N  -14.547  -12.133   4.519   7.427   6.740  -0.650  H39  NKA  86  
NKA  H40  H40  H  0  1  N  N  N  -14.489  -13.755   3.750   6.707   6.040   0.821  H40  NKA  87  
NKA  H41  H41  H  0  1  N  N  N  -12.694  -11.391   3.058   7.710   3.512  -2.482  H41  NKA  88  
NKA  H42  H42  H  0  1  N  N  N  -11.129  -12.273   3.049   8.012   5.264  -2.578  H42  NKA  89  
NKA  H43  H43  H  0  1  N  N  N  -12.583  -13.016   2.302   9.000   4.248  -1.500  H43  NKA  90  
#   #
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
NKA  CBN  CBG  SING  N  N   1  
NKA  CBG  NBF  SING  N  N   2  
NKA  CBG  CBT  SING  N  N   3  
NKA  NBF  CBD  SING  N  N   4  
NKA  CBD  NBE  DOUB  Y  N   5  
NKA  CBD  OBC  SING  Y  N   6  
NKA  NBE  CAZ  SING  Y  N   7  
NKA  OBC  CAY  SING  Y  N   8  
NKA  CAZ  CBA  DOUB  Y  N   9  
NKA  CAZ  CAY  SING  Y  N  10  
NKA  CBA  CBB  SING  Y  N  11  
NKA  CAY  CAX  DOUB  Y  N  12  
NKA  CAX  CAS  SING  Y  N  13  
NKA  CBB  CAS  DOUB  Y  N  14  
NKA  CAS  SAR  SING  N  N  15  
NKA  SAR  OAU  DOUB  N  N  16  
NKA  SAR  OAV  DOUB  N  N  17  
NKA  SAR  NAQ  SING  N  N  18  
NKA  CBP  NAQ  SING  N  N  19  
NKA  CBP  CBQ  SING  N  N  20  
NKA  NAQ  CAP  SING  N  N  21  
NKA  CAP  CAT  SING  N  N  22  
NKA  CBR  CBQ  SING  N  N  23  
NKA  CBQ  CBS  SING  N  N  24  
NKA  CAT  OBO  SING  N  N  25  
NKA  CAT  CAO  SING  N  N  26  
NKA  CAW  CAO  SING  N  N  27  
NKA  CAW  CBH  SING  N  N  28  
NKA  CBI  CBH  DOUB  Y  N  29  
NKA  CBI  CBJ  SING  Y  N  30  
NKA  CAO  NAN  SING  N  N  31  
NKA  CBH  CBM  SING  Y  N  32  
NKA  CBJ  CBK  DOUB  Y  N  33  
NKA  CBM  CBL  DOUB  Y  N  34  
NKA  CBK  CBL  SING  Y  N  35  
NKA  CBK  FBU  SING  N  N  36  
NKA  NAN  CAL  SING  N  N  37  
NKA  OAM  CAL  DOUB  N  N  38  
NKA  CAL  OAK  SING  N  N  39  
NKA  OAK  CAF  SING  N  N  40  
NKA  CAF  CAD  SING  N  N  41  
NKA  CAF  CAG  SING  N  N  42  
NKA  CAC  CAD  SING  N  N  43  
NKA  CAC  OAB  SING  N  N  44  
NKA  CAD  CAE  SING  N  N  45  
NKA  CAG  CAJ  SING  N  N  46  
NKA  CAG  CAH  SING  N  N  47  
NKA  OAB  CAA  SING  N  N  48  
NKA  CAJ  OAI  SING  N  N  49  
NKA  CAE  CAH  SING  N  N  50  
NKA  CAE  CAA  SING  N  N  51  
NKA  CAA  OAI  SING  N  N  52  
NKA  CAE  H1   SING  N  N  53  
NKA  CAH  H2   SING  N  N  54  
NKA  CAH  H3   SING  N  N  55  
NKA  CAG  H4   SING  N  N  56  
NKA  CAJ  H5   SING  N  N  57  
NKA  CAJ  H6   SING  N  N  58  
NKA  CAA  H7   SING  N  N  59  
NKA  CAC  H8   SING  N  N  60  
NKA  CAC  H9   SING  N  N  61  
NKA  CAD  H10  SING  N  N  62  
NKA  CAF  H11  SING  N  N  63  
NKA  NAN  H12  SING  N  N  64  
NKA  CAO  H13  SING  N  N  65  
NKA  CAW  H14  SING  N  N  66  
NKA  CAW  H15  SING  N  N  67  
NKA  CBI  H16  SING  N  N  68  
NKA  CBJ  H17  SING  N  N  69  
NKA  CBL  H18  SING  N  N  70  
NKA  CBM  H19  SING  N  N  71  
NKA  CAT  H20  SING  N  N  72  
NKA  OBO  H21  SING  N  N  73  
NKA  CAP  H22  SING  N  N  74  
NKA  CAP  H23  SING  N  N  75  
NKA  CBP  H24  SING  N  N  76  
NKA  CBP  H25  SING  N  N  77  
NKA  CBQ  H26  SING  N  N  78  
NKA  CBS  H27  SING  N  N  79  
NKA  CBS  H28  SING  N  N  80  
NKA  CBS  H29  SING  N  N  81  
NKA  CBR  H30  SING  N  N  82  
NKA  CBR  H31  SING  N  N  83  
NKA  CBR  H32  SING  N  N  84  
NKA  CAX  H33  SING  N  N  85  
NKA  CBB  H34  SING  N  N  86  
NKA  CBA  H35  SING  N  N  87  
NKA  NBF  H36  SING  N  N  88  
NKA  CBG  H37  SING  N  N  89  
NKA  CBT  H38  SING  N  N  90  
NKA  CBT  H39  SING  N  N  91  
NKA  CBT  H40  SING  N  N  92  
NKA  CBN  H41  SING  N  N  93  
NKA  CBN  H42  SING  N  N  94  
NKA  CBN  H43  SING  N  N  95  
#   #
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
NKA  SMILES            ACDLabs               12.01  "C12CC3COC1OCC2C3OC(=O)NC(Cc4ccc(cc4)F)C(O)CN(CC(C)C)S(=O)(=O)c5cc6c(cc5)nc(o6)NC(C)C"  
NKA  InChI             InChI                 1.03   "InChI=1S/C33H43FN4O8S/c1-18(2)14-38(47(41,42)23-9-10-26-29(13-23)45-32(36-26)35-19(3)4)15-28(39)27(11-20-5-7-22(34)8-6-20)37-33(40)46-30-21-12-24-25(30)17-44-31(24)43-16-21/h5-10,13,18-19,21,24-25,27-28,30-31,39H,11-12,14-17H2,1-4H3,(H,35,36)(H,37,40)/t21-,24-,25-,27+,28-,30+,31+/m1/s1"  
NKA  InChIKey          InChI                 1.03   WQIWHYJHYCEVFO-BLFKHSGCSA-N  
NKA  SMILES_CANONICAL  CACTVS                3.385  "CC(C)CN(C[C@@H](O)[C@H](Cc1ccc(F)cc1)NC(=O)O[C@H]2[C@H]3CO[C@H]4OC[C@@H]2[C@H]4C3)[S](=O)(=O)c5ccc6nc(NC(C)C)oc6c5"  
NKA  SMILES            CACTVS                3.385  "CC(C)CN(C[CH](O)[CH](Cc1ccc(F)cc1)NC(=O)O[CH]2[CH]3CO[CH]4OC[CH]2[CH]4C3)[S](=O)(=O)c5ccc6nc(NC(C)C)oc6c5"  
NKA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)CN(C[C@H]([C@H](Cc1ccc(cc1)F)NC(=O)O[C@H]2[C@@H]3C[C@@H]4[C@H]2CO[C@@H]4OC3)O)S(=O)(=O)c5ccc6c(c5)oc(n6)NC(C)C"  
NKA  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)CN(CC(C(Cc1ccc(cc1)F)NC(=O)OC2C3CC4C2COC4OC3)O)S(=O)(=O)c5ccc6c(c5)oc(n6)NC(C)C"  
#
_pdbx_chem_comp_identifier.comp_id          NKA
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          ACDLabs
_pdbx_chem_comp_identifier.program_version  12.01
_pdbx_chem_comp_identifier.identifier       "(3S,3aR,5R,7aS,8S)-hexahydro-4H-3,5-methanofuro[2,3-b]pyran-8-yl {(2S,3R)-1-(4-fluorophenyl)-3-hydroxy-4-[(2-methylpropyl)({2-[(propan-2-yl)amino]-1,3-benzoxazol-6-yl}sulfonyl)amino]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
NKA  "Create component"  2019-05-16  RCSB  
NKA  "Initial release"   2020-05-20  RCSB  
##
