data_HKO
#

_chem_comp.id                                   HKO
_chem_comp.name                                 "N-[(1R,2R,3R,4S,5R)-4-[(2R,3R,6S)-6-(aminomethyl)-3-azanyl-oxan-2-yl]oxy-5-azanyl-2-[[(3S,4S,5S,6R)-5-(methylamino)-4,6-bis(oxidanyl)-2-oxabicyclo[4.1.0]heptan-3-yl]oxy]-3-oxidanyl-cyclohexyl]pyridine-3-sulfonamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H40 N6 O9 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-01-15
_chem_comp.pdbx_modified_date                   2022-01-07
_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                       588.674
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HKO
_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       7DUI
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
HKO  C2   C1   C  0  1  Y  N  N  196.692  92.809  -13.859   3.845   3.380   1.303  C2   HKO   1  
HKO  C3   C2   C  0  1  Y  N  N  198.008  93.016  -14.250   5.044   3.282   1.993  C3   HKO   2  
HKO  C4   C3   C  0  1  Y  N  N  198.291  93.309  -15.575   6.161   2.798   1.337  C4   HKO   3  
HKO  C5   C4   C  0  1  Y  N  N  196.051  93.207  -16.138   4.971   2.507  -0.613  C5   HKO   4  
HKO  C1   C5   C  0  1  Y  N  N  195.704  92.909  -14.831   3.813   2.981  -0.024  C1   HKO   5  
HKO  O1   O1   O  0  1  N  N  N  193.004  93.666  -15.281   2.693   3.144  -2.317  O1   HKO   6  
HKO  C11  C6   C  0  1  N  N  R  189.575  87.181  -11.354   1.612  -3.990   0.223  C11  HKO   7  
HKO  C12  C7   C  0  1  N  N  R  192.615  90.581  -13.614   1.035   1.239   0.570  C12  HKO   8  
HKO  C13  C8   C  0  1  N  N  S  191.295  89.821  -16.372  -2.595   1.022   0.155  C13  HKO   9  
HKO  C21  C9   C  0  1  N  N  R  188.168  87.241  -10.749   2.115  -5.080  -0.727  C21  HKO  10  
HKO  C22  C10  C  0  1  N  N  N  193.282  89.395  -12.887   2.072   0.349   1.257  C22  HKO  11  
HKO  C23  C11  C  0  1  N  N  S  191.004  90.659  -17.649  -3.529   1.752  -0.789  C23  HKO  12  
HKO  C31  C12  C  0  1  N  N  N  188.233  87.337   -9.283   0.974  -5.503  -1.657  C31  HKO  13  
HKO  C32  C13  C  0  1  N  N  R  192.443  88.835  -11.724   2.311  -0.903   0.410  C32  HKO  14  
HKO  C33  C14  C  0  1  N  N  S  189.706  90.405  -18.342  -4.990   1.484  -0.475  C33  HKO  15  
HKO  C41  C15  C  0  1  N  N  N  189.056  86.281   -8.682  -0.213  -5.973  -0.810  C41  HKO  16  
HKO  C42  C16  C  0  1  N  N  S  190.940  89.090  -11.911   0.998  -1.673   0.257  C42  HKO  17  
HKO  C43  C17  C  0  1  N  N  R  189.262  88.985  -18.240  -5.271   1.566   1.015  C43  HKO  18  
HKO  C51  C18  C  0  1  N  N  S  190.422  86.130   -9.348  -0.626  -4.848   0.143  C51  HKO  19  
HKO  C52  C19  C  0  1  N  N  R  190.594  88.984  -13.409  -0.039  -0.783  -0.430  C52  HKO  20  
HKO  C53  C20  C  0  1  N  N  S  189.513  88.173  -16.949  -4.107   1.462   1.993  C53  HKO  21  
HKO  C61  C21  C  0  1  N  N  N  191.081  84.880   -8.841  -1.772  -5.330   1.034  C61  HKO  22  
HKO  C62  C22  C  0  1  N  N  R  191.128  90.300  -14.004  -0.278   0.469   0.417  C62  HKO  23  
HKO  C83  C23  C  0  1  N  N  N  187.937  89.323  -17.548  -4.838   2.799   1.800  C83  HKO  24  
HKO  C93  C24  C  0  1  N  N  N  189.061  92.770  -18.335  -6.053   2.078  -2.568  C93  HKO  25  
HKO  N1   N1   N  0  1  Y  N  N  197.317  93.393  -16.461   6.095   2.433   0.072  N1   HKO  26  
HKO  N12  N2   N  0  1  N  N  N  193.491  91.036  -14.698   1.528   1.632  -0.753  N12  HKO  27  
HKO  N21  N3   N  0  1  N  N  N  187.437  88.439  -11.276   3.232  -4.558  -1.526  N21  HKO  28  
HKO  N32  N4   N  0  1  N  N  N  192.877  89.445  -10.471   3.306  -1.758   1.070  N32  HKO  29  
HKO  N33  N5   N  0  1  N  N  N  188.674  91.445  -17.885  -5.819   2.476  -1.173  N33  HKO  30  
HKO  N61  N6   N  0  1  N  N  N  192.443  85.139   -8.409  -2.191  -4.240   1.926  N61  HKO  31  
HKO  O11  O2   O  0  1  N  N  N  190.203  88.341  -10.954   1.221  -2.842  -0.534  O11  HKO  32  
HKO  O2   O3   O  0  1  N  N  N  193.766  92.984  -12.784   1.513   4.060  -0.312  O2   HKO  33  
HKO  O23  O4   O  0  1  N  N  N  192.078  90.472  -18.579  -3.260   1.329  -2.127  O23  HKO  34  
HKO  O43  O5   O  0  1  N  N  N  188.420  88.470  -19.293  -6.489   0.945   1.431  O43  HKO  35  
HKO  O51  O6   O  0  1  N  N  N  190.316  86.057  -10.820   0.489  -4.482   0.958  O51  HKO  36  
HKO  O52  O7   O  0  1  N  N  N  189.216  88.926  -13.689  -1.265  -1.503  -0.573  O52  HKO  37  
HKO  O53  O8   O  0  1  N  N  N  190.865  88.410  -16.408  -2.774   1.399   1.505  O53  HKO  38  
HKO  O62  O9   O  0  1  N  N  N  190.706  90.516  -15.349  -1.247   1.301  -0.226  O62  HKO  39  
HKO  S1   S1   S  0  1  N  N  N  193.959  92.653  -14.391   2.316   3.075  -0.948  S1   HKO  40  
HKO  H1   H1   H  0  1  N  N  N  196.444  92.578  -12.833   2.957   3.754   1.789  H1   HKO  41  
HKO  H2   H2   H  0  1  N  N  N  198.807  92.949  -13.526   5.105   3.580   3.029  H2   HKO  42  
HKO  H3   H3   H  0  1  N  N  N  199.314  93.469  -15.883   7.098   2.719   1.867  H3   HKO  43  
HKO  H4   H4   H  0  1  N  N  N  195.284  93.287  -16.894   4.954   2.194  -1.647  H4   HKO  44  
HKO  H5   H5   H  0  1  N  N  N  189.501  87.113  -12.449   2.408  -3.715   0.915  H5   HKO  45  
HKO  H6   H6   H  0  1  N  N  N  192.577  91.398  -12.878   0.864   2.131   1.173  H6   HKO  46  
HKO  H7   H7   H  0  1  N  N  N  192.386  89.832  -16.230  -2.771  -0.050   0.064  H7   HKO  47  
HKO  H8   H8   H  0  1  N  N  N  187.622  86.330  -11.034   2.452  -5.941  -0.148  H8   HKO  48  
HKO  H9   H9   H  0  1  N  N  N  193.447  88.588  -13.616   3.007   0.898   1.366  H9   HKO  49  
HKO  H10  H10  H  0  1  N  N  N  194.250  89.732  -12.487   1.705   0.057   2.241  H10  HKO  50  
HKO  H11  H11  H  0  1  N  N  N  191.005  91.714  -17.337  -3.342   2.823  -0.713  H11  HKO  51  
HKO  H12  H12  H  0  1  N  N  N  188.661  88.314   -9.013   0.671  -4.655  -2.271  H12  HKO  52  
HKO  H13  H13  H  0  1  N  N  N  187.212  87.260   -8.880   1.309  -6.318  -2.298  H13  HKO  53  
HKO  H14  H14  H  0  1  N  N  N  192.605  87.748  -11.674   2.678  -0.611  -0.574  H14  HKO  54  
HKO  H15  H15  H  0  1  N  N  N  189.880  90.601  -19.410  -5.253   0.489  -0.832  H15  HKO  55  
HKO  H16  H16  H  0  1  N  N  N  188.517  85.326   -8.769  -1.049  -6.223  -1.462  H16  HKO  56  
HKO  H17  H17  H  0  1  N  N  N  189.210  86.520   -7.619   0.076  -6.852  -0.234  H17  HKO  57  
HKO  H18  H18  H  0  1  N  N  N  190.794  90.150  -11.657   0.631  -1.965   1.241  H18  HKO  58  
HKO  H19  H19  H  0  1  N  N  N  191.042  86.996   -9.073  -0.954  -3.984  -0.435  H19  HKO  59  
HKO  H20  H20  H  0  1  N  N  N  191.132  88.133  -13.852   0.328  -0.491  -1.414  H20  HKO  60  
HKO  H21  H21  H  0  1  N  N  N  189.210  87.118  -17.015  -4.288   0.938   2.932  H21  HKO  61  
HKO  H23  H23  H  0  1  N  N  N  190.503  84.490   -7.990  -2.614  -5.634   0.412  H23  HKO  62  
HKO  H24  H24  H  0  1  N  N  N  191.097  84.131   -9.647  -1.437  -6.178   1.631  H24  HKO  63  
HKO  H25  H25  H  0  1  N  N  N  190.582  91.064  -13.432  -0.645   0.177   1.401  H25  HKO  64  
HKO  H26  H26  H  0  1  N  N  N  187.748  90.316  -17.114  -4.316   3.585   1.255  H26  HKO  65  
HKO  H27  H27  H  0  1  N  N  N  186.985  88.877  -17.871  -5.490   3.137   2.606  H27  HKO  66  
HKO  H29  H29  H  0  1  N  N  N  188.313  93.504  -18.001  -6.669   2.830  -3.062  H29  HKO  67  
HKO  H30  H30  H  0  1  N  N  N  190.043  93.028  -17.912  -5.098   1.994  -3.087  H30  HKO  68  
HKO  H31  H31  H  0  1  N  N  N  189.120  92.781  -19.433  -6.565   1.116  -2.591  H31  HKO  69  
HKO  H32  H32  H  0  1  N  N  N  193.001  90.988  -15.568   1.393   1.046  -1.514  H32  HKO  70  
HKO  H33  H33  H  0  1  N  N  N  186.520  88.473  -10.878   3.581  -5.260  -2.161  H33  HKO  71  
HKO  H34  H34  H  0  1  N  N  N  187.937  89.269  -11.031   2.961  -3.723  -2.024  H34  HKO  72  
HKO  H36  H36  H  0  1  N  N  N  192.332  89.081   -9.716   4.183  -1.271   1.183  H36  HKO  73  
HKO  H37  H37  H  0  1  N  N  N  193.843  89.236  -10.316   2.963  -2.094   1.957  H37  HKO  74  
HKO  H39  H39  H  0  1  N  N  N  187.780  91.214  -18.269  -6.691   2.624  -0.688  H39  HKO  75  
HKO  H41  H41  H  0  1  N  N  N  192.855  84.290   -8.077  -2.536  -3.453   1.397  H41  HKO  76  
HKO  H42  H42  H  0  1  N  N  N  192.976  85.490   -9.179  -2.881  -4.560   2.589  H42  HKO  77  
HKO  H44  H44  H  0  1  N  N  N  192.907  90.632  -18.143  -2.355   1.505  -2.420  H44  HKO  78  
HKO  H45  H45  H  0  1  N  N  N  188.207  87.562  -19.113  -7.206   1.015   0.787  H45  HKO  79  
HKO  H46  H46  H  0  1  N  N  N  188.854  88.123  -13.334  -1.212  -2.253  -1.180  H46  HKO  80  
#   #
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
HKO  O43  C43  SING  N  N   1  
HKO  O23  C23  SING  N  N   2  
HKO  C33  C43  SING  N  N   3  
HKO  C33  N33  SING  N  N   4  
HKO  C33  C23  SING  N  N   5  
HKO  C93  N33  SING  N  N   6  
HKO  C43  C83  SING  N  N   7  
HKO  C43  C53  SING  N  N   8  
HKO  C23  C13  SING  N  N   9  
HKO  C53  O53  SING  N  N  10  
HKO  N1   C5   DOUB  Y  N  11  
HKO  N1   C4   SING  Y  N  12  
HKO  O53  C13  SING  N  N  13  
HKO  C13  O62  SING  N  N  14  
HKO  C5   C1   SING  Y  N  15  
HKO  C4   C3   DOUB  Y  N  16  
HKO  O62  C62  SING  N  N  17  
HKO  O1   S1   DOUB  N  N  18  
HKO  C1   S1   SING  N  N  19  
HKO  C1   C2   DOUB  Y  N  20  
HKO  N12  S1   SING  N  N  21  
HKO  N12  C12  SING  N  N  22  
HKO  S1   O2   DOUB  N  N  23  
HKO  C3   C2   SING  Y  N  24  
HKO  C62  C12  SING  N  N  25  
HKO  C62  C52  SING  N  N  26  
HKO  O52  C52  SING  N  N  27  
HKO  C12  C22  SING  N  N  28  
HKO  C52  C42  SING  N  N  29  
HKO  C22  C32  SING  N  N  30  
HKO  C42  C32  SING  N  N  31  
HKO  C42  O11  SING  N  N  32  
HKO  C32  N32  SING  N  N  33  
HKO  C11  O11  SING  N  N  34  
HKO  C11  O51  SING  N  N  35  
HKO  C11  C21  SING  N  N  36  
HKO  N21  C21  SING  N  N  37  
HKO  O51  C51  SING  N  N  38  
HKO  C21  C31  SING  N  N  39  
HKO  C51  C61  SING  N  N  40  
HKO  C51  C41  SING  N  N  41  
HKO  C31  C41  SING  N  N  42  
HKO  C61  N61  SING  N  N  43  
HKO  C2   H1   SING  N  N  44  
HKO  C3   H2   SING  N  N  45  
HKO  C4   H3   SING  N  N  46  
HKO  C5   H4   SING  N  N  47  
HKO  C11  H5   SING  N  N  48  
HKO  C12  H6   SING  N  N  49  
HKO  C13  H7   SING  N  N  50  
HKO  C21  H8   SING  N  N  51  
HKO  C22  H9   SING  N  N  52  
HKO  C22  H10  SING  N  N  53  
HKO  C23  H11  SING  N  N  54  
HKO  C31  H12  SING  N  N  55  
HKO  C31  H13  SING  N  N  56  
HKO  C32  H14  SING  N  N  57  
HKO  C33  H15  SING  N  N  58  
HKO  C41  H16  SING  N  N  59  
HKO  C41  H17  SING  N  N  60  
HKO  C42  H18  SING  N  N  61  
HKO  C51  H19  SING  N  N  62  
HKO  C52  H20  SING  N  N  63  
HKO  C53  H21  SING  N  N  64  
HKO  C61  H23  SING  N  N  65  
HKO  C61  H24  SING  N  N  66  
HKO  C62  H25  SING  N  N  67  
HKO  C83  H26  SING  N  N  68  
HKO  C83  H27  SING  N  N  69  
HKO  C93  H29  SING  N  N  70  
HKO  C93  H30  SING  N  N  71  
HKO  C93  H31  SING  N  N  72  
HKO  N12  H32  SING  N  N  73  
HKO  N21  H33  SING  N  N  74  
HKO  N21  H34  SING  N  N  75  
HKO  N32  H36  SING  N  N  76  
HKO  N32  H37  SING  N  N  77  
HKO  N33  H39  SING  N  N  78  
HKO  N61  H41  SING  N  N  79  
HKO  N61  H42  SING  N  N  80  
HKO  O23  H44  SING  N  N  81  
HKO  O43  H45  SING  N  N  82  
HKO  O52  H46  SING  N  N  83  
HKO  C53  C83  SING  N  N  84  
#   #
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
HKO  InChI             InChI                 1.03   "InChI=1S/C24H40N6O9S/c1-28-21-18(32)23(37-16-8-24(16,21)33)39-20-15(30-40(34,35)12-3-2-6-29-10-12)7-14(27)19(17(20)31)38-22-13(26)5-4-11(9-25)36-22/h2-3,6,10-11,13-23,28,30-33H,4-5,7-9,25-27H2,1H3/t11-,13+,14+,15+,16-,17+,18-,19-,20+,21-,22+,23+,24-/m0/s1"  
HKO  InChIKey          InChI                 1.03   PLNNWXHFRHQFIG-QUYPYEIISA-N  
HKO  SMILES_CANONICAL  CACTVS                3.385  "CN[C@H]1[C@H](O)[C@H](O[C@H]2C[C@@]12O)O[C@@H]3[C@@H](C[C@@H](N)[C@H](O[C@H]4O[C@H](CN)CC[C@H]4N)[C@H]3O)N[S](=O)(=O)c5cccnc5"  
HKO  SMILES            CACTVS                3.385  "CN[CH]1[CH](O)[CH](O[CH]2C[C]12O)O[CH]3[CH](C[CH](N)[CH](O[CH]4O[CH](CN)CC[CH]4N)[CH]3O)N[S](=O)(=O)c5cccnc5"  
HKO  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CN[C@H]1[C@@H]([C@H](OC2[C@]1(C2)O)O[C@@H]3[C@@H](C[C@H]([C@@H]([C@H]3O)O[C@@H]4[C@@H](CC[C@H](O4)CN)N)N)NS(=O)(=O)c5cccnc5)O"  
HKO  SMILES            "OpenEye OEToolkits"  2.0.7  "CNC1C(C(OC2C1(C2)O)OC3C(CC(C(C3O)OC4C(CCC(O4)CN)N)N)NS(=O)(=O)c5cccnc5)O"  
#
_pdbx_chem_comp_identifier.comp_id          HKO
_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       "~{N}-[(1~{R},2~{R},3~{R},4~{S},5~{R})-4-[(2~{R},3~{R},6~{S})-6-(aminomethyl)-3-azanyl-oxan-2-yl]oxy-5-azanyl-2-[[(3~{S},4~{S},5~{S},6~{R})-5-(methylamino)-4,6-bis(oxidanyl)-2-oxabicyclo[4.1.0]heptan-3-yl]oxy]-3-oxidanyl-cyclohexyl]pyridine-3-sulfonamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HKO  "Create component"  2021-01-15  PDBJ  
HKO  "Modify atom id"    2021-03-10  PDBJ  
HKO  "Modify formula"    2021-03-10  PDBJ  
HKO  "Modify name"       2021-03-10  PDBJ  
HKO  "Initial release"   2022-01-12  RCSB  
##
