data_H9U
#

_chem_comp.id                                   H9U
_chem_comp.name                                 "(2R)-2-[[(2S)-2-[[(2R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-3-[(2S,3R,4R,5S,6R)-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]oxy-2-(hydroxymethyl)-6-oxidanyl-oxan-4-yl]oxypropanoyl]amino]propanoyl]amino]pentanedioic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H44 N4 O17"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-12-11
_chem_comp.pdbx_modified_date                   2021-06-18
_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                       696.655
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    H9U
_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       7DNP
_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
H9U  C22  C1   C  0  1  N  N  S  -17.088   4.220  11.782    3.495  -1.129   0.156  C22  H9U   1  
H9U  C24  C2   C  0  1  N  N  R  -19.007   4.307  13.308    1.867  -2.967   0.598  C24  H9U   2  
H9U  C26  C3   C  0  1  N  N  R  -17.413   2.728  11.535    4.521  -2.196  -0.233  C26  H9U   3  
H9U  C28  C4   C  0  1  N  N  S  -19.389   2.861  12.954    2.956  -3.963   0.191  C28  H9U   4  
H9U  C23  C5   C  0  1  N  N  R  -18.295   4.977  12.195    2.087  -1.648  -0.151  C23  H9U   5  
H9U  C25  C6   C  0  1  N  N  S  -15.374   5.482  10.678    4.343   1.113   0.165  C25  H9U   6  
H9U  C27  C7   C  0  1  N  N  R  -14.460   5.242   9.444    4.657   2.294  -0.757  C27  H9U   7  
H9U  C29  C8   C  0  1  N  N  R  -13.217   6.041   9.568    5.251   3.436   0.073  C29  H9U   8  
H9U  C30  C9   C  0  1  N  N  S  -13.505   7.473   9.795    4.265   3.812   1.183  C30  H9U   9  
H9U  C31  C10  C  0  1  N  N  R  -14.364   7.635  11.060    3.966   2.573   2.030  C31  H9U  10  
H9U  C32  C11  C  0  1  N  N  R  -18.692   7.399  12.625    0.014  -0.539  -0.617  C32  H9U  11  
H9U  C33  C12  C  0  1  N  N  N  -16.169   1.903  11.418    5.926  -1.709   0.126  C33  H9U  12  
H9U  C34  C13  C  0  1  N  N  N  -14.611   9.079  11.394    2.936   2.925   3.105  C34  H9U  13  
H9U  C35  C14  C  0  1  N  N  N  -20.460   5.356  15.100   -0.100  -4.304   1.128  C35  H9U  14  
H9U  C36  C15  C  0  1  N  N  N  -18.331   8.213  13.865   -1.201  -0.095   0.156  C36  H9U  15  
H9U  C37  C16  C  0  1  N  N  N  -14.237   2.889   8.267    5.194   1.282  -2.908  C37  H9U  16  
H9U  C38  C17  C  0  1  N  N  N  -18.556   8.214  11.346    0.355   0.510  -1.677  C38  H9U  17  
H9U  C39  C18  C  0  1  N  N  S  -16.815   8.526  15.872   -3.573   0.446   0.286  C39  H9U  18  
H9U  C40  C19  C  0  1  N  N  N  -21.744   6.054  15.533   -1.453  -4.864   0.774  C40  H9U  19  
H9U  C41  C20  C  0  1  N  N  N  -13.748   1.455   8.474    6.188   0.852  -3.956  C41  H9U  20  
H9U  C42  C21  C  0  1  N  N  N  -15.842   9.597  15.408   -4.815  -0.076  -0.388  C42  H9U  21  
H9U  C43  C22  C  0  1  N  N  R  -15.572  11.957  14.448   -7.237  -0.310  -0.525  C43  H9U  22  
H9U  C44  C23  C  0  1  N  N  N  -16.132   7.603  16.863   -3.620   1.975   0.329  C44  H9U  23  
H9U  C45  C24  C  0  1  N  N  N  -15.603  11.941  12.929   -7.512  -1.714  -0.053  C45  H9U  24  
H9U  C46  C25  C  0  1  N  N  N  -16.156  13.289  14.882   -8.424   0.589  -0.173  C46  H9U  25  
H9U  C47  C26  C  0  1  N  N  N  -15.058  14.328  15.096   -8.200   1.984  -0.761  C47  H9U  26  
H9U  C48  C27  C  0  1  N  N  N  -15.643  15.665  15.551   -9.370   2.869  -0.414  C48  H9U  27  
H9U  N18  N1   N  0  1  N  N  N  -20.266   5.001  13.712    0.552  -3.511   0.253  N18  H9U  28  
H9U  N19  N2   N  0  1  N  N  N  -14.062   3.795   9.392    5.623   1.876  -1.776  N19  H9U  29  
H9U  N20  N3   N  0  1  N  N  N  -17.183   7.781  14.678   -2.392   0.015  -0.465  N20  H9U  30  
H9U  N21  N4   N  0  1  N  N  N  -16.409  10.867  14.936   -6.029   0.198   0.130  N21  H9U  31  
H9U  O01  O1   O  0  1  N  N  N  -16.590   4.818  10.561    3.737   0.064  -0.593  O01  H9U  32  
H9U  O02  O2   O  0  1  N  N  N  -18.195   2.095  12.610    4.240  -3.405   0.475  O02  H9U  33  
H9U  O03  O3   O  0  1  N  N  N  -15.628   6.919  10.869    3.446   1.538   1.193  O03  H9U  34  
H9U  O04  O4   O  0  1  N  N  N  -17.803   6.300  12.648    1.119  -0.688   0.277  O04  H9U  35  
H9U  O05  O5   O  0  1  N  N  N  -20.225   2.862  11.864    2.853  -4.237  -1.207  O05  H9U  36  
H9U  O06  O6   O  0  1  N  N  N  -12.368   5.872   8.366    5.479   4.569  -0.768  O06  H9U  37  
H9U  O07  O7   O  0  1  N  N  N  -12.277   8.201   9.968    4.839   4.828   2.008  O07  H9U  38  
H9U  O08  O8   O  0  1  N  N  N  -16.596   0.581  11.200    6.892  -2.649  -0.349  O08  H9U  39  
H9U  O09  O9   O  0  1  N  N  N  -15.344   9.688  10.366    2.743   1.803   3.968  O09  H9U  40  
H9U  O10  O10  O  0  1  N  N  N  -19.628   5.110  15.913    0.403  -4.565   2.200  O10  H9U  41  
H9U  O11  O11  O  0  1  N  N  N  -18.969   9.160  14.174   -1.107   0.164   1.337  O11  H9U  42  
H9U  O12  O12  O  0  1  N  N  N  -14.722   3.226   7.223    4.009   1.093  -3.082  O12  H9U  43  
H9U  O13  O13  O  0  1  N  N  N  -14.669   9.371  15.421   -4.723  -0.743  -1.397  O13  H9U  44  
H9U  O14  O14  O  0  1  N  N  N  -14.589  12.318  12.281   -6.775  -2.237   0.748  O14  H9U  45  
H9U  O15  O15  O  0  1  N  N  N  -16.643  11.552  12.332   -8.576  -2.384  -0.523  O15  H9U  46  
H9U  O16  O16  O  0  1  N  N  N  -16.891  15.765  15.749   -9.391   4.145  -0.828  O16  H9U  47  
H9U  O17  O17  O  0  1  N  N  N  -14.876  16.655  15.721  -10.288   2.429   0.236  O17  H9U  48  
H9U  H1   H1   H  0  1  N  N  N  -16.325   4.288  12.572    3.579  -0.913   1.221  H1   H9U  49  
H9U  H2   H2   H  0  1  N  N  N  -18.337   4.273  14.179    1.918  -2.789   1.672  H2   H9U  50  
H9U  H3   H3   H  0  1  N  N  N  -17.975   2.653  10.592    4.463  -2.382  -1.306  H3   H9U  51  
H9U  H4   H4   H  0  1  N  N  N  -19.882   2.405  13.826    2.829  -4.889   0.753  H4   H9U  52  
H9U  H5   H5   H  0  1  N  N  N  -18.972   5.102  11.337    1.986  -1.815  -1.223  H5   H9U  53  
H9U  H6   H6   H  0  1  N  N  N  -14.836   5.106  11.561    5.266   0.749   0.616  H6   H9U  54  
H9U  H7   H7   H  0  1  N  N  N  -15.003   5.518   8.528    3.740   2.633  -1.240  H7   H9U  55  
H9U  H8   H8   H  0  1  N  N  N  -12.656   5.664  10.436    6.193   3.114   0.516  H8   H9U  56  
H9U  H9   H9   H  0  1  N  N  N  -14.063   7.875   8.937    3.340   4.182   0.739  H9   H9U  57  
H9U  H10  H10  H  0  1  N  N  N  -13.820   7.175  11.898    4.884   2.228   2.506  H10  H9U  58  
H9U  H11  H11  H  0  1  N  N  N  -19.732   7.053  12.718   -0.192  -1.492  -1.102  H11  H9U  59  
H9U  H12  H12  H  0  1  N  N  N  -15.581   1.966  12.345    6.104  -0.739  -0.339  H12  H9U  60  
H9U  H13  H13  H  0  1  N  N  N  -15.558   2.251  10.572    6.012  -1.614   1.208  H13  H9U  61  
H9U  H14  H14  H  0  1  N  N  N  -13.647   9.596  11.511    3.294   3.774   3.688  H14  H9U  62  
H9U  H15  H15  H  0  1  N  N  N  -15.178   9.144  12.334    1.989   3.185   2.630  H15  H9U  63  
H9U  H16  H16  H  0  1  N  N  N  -19.263   9.056  11.370    1.234   0.189  -2.236  H16  H9U  64  
H9U  H17  H17  H  0  1  N  N  N  -17.529   8.600  11.265   -0.487   0.625  -2.359  H17  H9U  65  
H9U  H18  H18  H  0  1  N  N  N  -18.777   7.575  10.479    0.562   1.464  -1.192  H18  H9U  66  
H9U  H19  H19  H  0  1  N  N  N  -17.698   8.992  16.335   -3.520   0.056   1.302  H19  H9U  67  
H9U  H20  H20  H  0  1  N  N  N  -21.712   6.243  16.616   -1.820  -5.476   1.598  H20  H9U  68  
H9U  H21  H21  H  0  1  N  N  N  -21.840   7.010  14.997   -2.149  -4.045   0.591  H21  H9U  69  
H9U  H22  H22  H  0  1  N  N  N  -22.607   5.413  15.298   -1.369  -5.477  -0.124  H22  H9U  70  
H9U  H23  H23  H  0  1  N  N  N  -13.921   0.872   7.557    6.507  -0.171  -3.756  H23  H9U  71  
H9U  H24  H24  H  0  1  N  N  N  -12.673   1.464   8.705    5.722   0.901  -4.940  H24  H9U  72  
H9U  H25  H25  H  0  1  N  N  N  -14.298   0.997   9.309    7.053   1.514  -3.930  H25  H9U  73  
H9U  H26  H26  H  0  1  N  N  N  -14.538  11.857  14.810   -7.091  -0.312  -1.606  H26  H9U  74  
H9U  H27  H27  H  0  1  N  N  N  -15.856   8.171  17.764   -2.721   2.353   0.817  H27  H9U  75  
H9U  H28  H28  H  0  1  N  N  N  -16.819   6.789  17.139   -3.673   2.365  -0.688  H28  H9U  76  
H9U  H29  H29  H  0  1  N  N  N  -15.226   7.179  16.405   -4.499   2.296   0.888  H29  H9U  77  
H9U  H30  H30  H  0  1  N  N  N  -16.845  13.650  14.104   -9.338   0.162  -0.587  H30  H9U  78  
H9U  H31  H31  H  0  1  N  N  N  -16.707  13.150  15.824   -8.516   0.662   0.910  H31  H9U  79  
H9U  H32  H32  H  0  1  N  N  N  -14.362  13.961  15.864   -7.287   2.410  -0.347  H32  H9U  80  
H9U  H33  H33  H  0  1  N  N  N  -14.516  14.477  14.151   -8.109   1.911  -1.845  H33  H9U  81  
H9U  H34  H34  H  0  1  N  N  N  -20.966   5.217  13.031    0.149  -3.302  -0.604  H34  H9U  82  
H9U  H35  H35  H  0  1  N  N  N  -13.634   3.416  10.213    6.571   2.027  -1.637  H35  H9U  83  
H9U  H36  H36  H  0  1  N  N  N  -16.656   6.975  14.410   -2.467  -0.192  -1.410  H36  H9U  84  
H9U  H37  H37  H  0  1  N  N  N  -17.402  10.988  14.950   -6.103   0.731   0.937  H37  H9U  85  
H9U  H38  H38  H  0  1  N  N  N  -21.010   3.357  12.067    3.514  -4.862  -1.535  H38  H9U  86  
H9U  H39  H39  H  0  1  N  N  N  -11.577   6.389   8.461    5.855   5.332  -0.307  H39  H9U  87  
H9U  H40  H40  H  0  1  N  N  N  -12.471   9.120  10.113    4.268   5.115   2.734  H40  H9U  88  
H9U  H41  H41  H  0  1  N  N  N  -15.839   0.013  11.118    7.807  -2.403  -0.155  H41  H9U  89  
H9U  H42  H42  H  0  1  N  N  N  -15.497  10.600  10.583    2.102   1.955   4.675  H42  H9U  90  
H9U  H43  H43  H  0  1  N  N  N  -16.507  11.601  11.393   -8.712  -3.282  -0.191  H43  H9U  91  
H9U  H44  H44  H  0  1  N  N  N  -17.099  16.651  16.023  -10.163   4.674  -0.581  H44  H9U  92  
#   #
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
H9U  O12  C37  DOUB  N  N   1  
H9U  C37  C41  SING  N  N   2  
H9U  C37  N19  SING  N  N   3  
H9U  O06  C29  SING  N  N   4  
H9U  N19  C27  SING  N  N   5  
H9U  C27  C29  SING  N  N   6  
H9U  C27  C25  SING  N  N   7  
H9U  C29  C30  SING  N  N   8  
H9U  C30  O07  SING  N  N   9  
H9U  C30  C31  SING  N  N  10  
H9U  O09  C34  SING  N  N  11  
H9U  O01  C25  SING  N  N  12  
H9U  O01  C22  SING  N  N  13  
H9U  C25  O03  SING  N  N  14  
H9U  O03  C31  SING  N  N  15  
H9U  C31  C34  SING  N  N  16  
H9U  O08  C33  SING  N  N  17  
H9U  C38  C32  SING  N  N  18  
H9U  C33  C26  SING  N  N  19  
H9U  C26  C22  SING  N  N  20  
H9U  C26  O02  SING  N  N  21  
H9U  C22  C23  SING  N  N  22  
H9U  O05  C28  SING  N  N  23  
H9U  C23  O04  SING  N  N  24  
H9U  C23  C24  SING  N  N  25  
H9U  O14  C45  DOUB  N  N  26  
H9U  O15  C45  SING  N  N  27  
H9U  O02  C28  SING  N  N  28  
H9U  C32  O04  SING  N  N  29  
H9U  C32  C36  SING  N  N  30  
H9U  C45  C43  SING  N  N  31  
H9U  C28  C24  SING  N  N  32  
H9U  C24  N18  SING  N  N  33  
H9U  N18  C35  SING  N  N  34  
H9U  C36  O11  DOUB  N  N  35  
H9U  C36  N20  SING  N  N  36  
H9U  C43  C46  SING  N  N  37  
H9U  C43  N21  SING  N  N  38  
H9U  N20  C39  SING  N  N  39  
H9U  C46  C47  SING  N  N  40  
H9U  N21  C42  SING  N  N  41  
H9U  C47  C48  SING  N  N  42  
H9U  C35  C40  SING  N  N  43  
H9U  C35  O10  DOUB  N  N  44  
H9U  C42  O13  DOUB  N  N  45  
H9U  C42  C39  SING  N  N  46  
H9U  C48  O17  DOUB  N  N  47  
H9U  C48  O16  SING  N  N  48  
H9U  C39  C44  SING  N  N  49  
H9U  C22  H1   SING  N  N  50  
H9U  C24  H2   SING  N  N  51  
H9U  C26  H3   SING  N  N  52  
H9U  C28  H4   SING  N  N  53  
H9U  C23  H5   SING  N  N  54  
H9U  C25  H6   SING  N  N  55  
H9U  C27  H7   SING  N  N  56  
H9U  C29  H8   SING  N  N  57  
H9U  C30  H9   SING  N  N  58  
H9U  C31  H10  SING  N  N  59  
H9U  C32  H11  SING  N  N  60  
H9U  C33  H12  SING  N  N  61  
H9U  C33  H13  SING  N  N  62  
H9U  C34  H14  SING  N  N  63  
H9U  C34  H15  SING  N  N  64  
H9U  C38  H16  SING  N  N  65  
H9U  C38  H17  SING  N  N  66  
H9U  C38  H18  SING  N  N  67  
H9U  C39  H19  SING  N  N  68  
H9U  C40  H20  SING  N  N  69  
H9U  C40  H21  SING  N  N  70  
H9U  C40  H22  SING  N  N  71  
H9U  C41  H23  SING  N  N  72  
H9U  C41  H24  SING  N  N  73  
H9U  C41  H25  SING  N  N  74  
H9U  C43  H26  SING  N  N  75  
H9U  C44  H27  SING  N  N  76  
H9U  C44  H28  SING  N  N  77  
H9U  C44  H29  SING  N  N  78  
H9U  C46  H30  SING  N  N  79  
H9U  C46  H31  SING  N  N  80  
H9U  C47  H32  SING  N  N  81  
H9U  C47  H33  SING  N  N  82  
H9U  N18  H34  SING  N  N  83  
H9U  N19  H35  SING  N  N  84  
H9U  N20  H36  SING  N  N  85  
H9U  N21  H37  SING  N  N  86  
H9U  O05  H38  SING  N  N  87  
H9U  O06  H39  SING  N  N  88  
H9U  O07  H40  SING  N  N  89  
H9U  O08  H41  SING  N  N  90  
H9U  O09  H42  SING  N  N  91  
H9U  O15  H43  SING  N  N  92  
H9U  O16  H44  SING  N  N  93  
#   #
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
H9U  InChI             InChI                 1.03   "InChI=1S/C27H44N4O17/c1-9(23(40)31-13(25(42)43)5-6-16(36)37)28-24(41)10(2)45-22-18(30-12(4)35)26(44)46-15(8-33)21(22)48-27-17(29-11(3)34)20(39)19(38)14(7-32)47-27/h9-10,13-15,17-22,26-27,32-33,38-39,44H,5-8H2,1-4H3,(H,28,41)(H,29,34)(H,30,35)(H,31,40)(H,36,37)(H,42,43)/t9-,10+,13+,14+,15+,17+,18+,19+,20+,21+,22+,26-,27-/m0/s1"  
H9U  InChIKey          InChI                 1.03   ZIRNZNIZUAXLNB-XNKNRSQBSA-N  
H9U  SMILES_CANONICAL  CACTVS                3.385  "C[C@H](NC(=O)[C@@H](C)O[C@@H]1[C@@H](NC(C)=O)[C@@H](O)O[C@H](CO)[C@H]1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)C(=O)N[C@H](CCC(O)=O)C(O)=O"  
H9U  SMILES            CACTVS                3.385  "C[CH](NC(=O)[CH](C)O[CH]1[CH](NC(C)=O)[CH](O)O[CH](CO)[CH]1O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2NC(C)=O)C(=O)N[CH](CCC(O)=O)C(O)=O"  
H9U  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H](C(=O)N[C@H](CCC(=O)O)C(=O)O)NC(=O)[C@@H](C)O[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)NC(=O)C)CO)O)NC(=O)C"  
H9U  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C(=O)NC(CCC(=O)O)C(=O)O)NC(=O)C(C)OC1C(C(OC(C1OC2C(C(C(C(O2)CO)O)O)NC(=O)C)CO)O)NC(=O)C"  
#
_pdbx_chem_comp_identifier.comp_id          H9U
_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       "(2~{R})-2-[[(2~{S})-2-[[(2~{R})-2-[(2~{R},3~{S},4~{R},5~{R},6~{S})-5-acetamido-3-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]oxy-2-(hydroxymethyl)-6-oxidanyl-oxan-4-yl]oxypropanoyl]amino]propanoyl]amino]pentanedioic 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
H9U  "Create component"  2020-12-11  PDBJ  
H9U  "Initial release"   2021-06-23  RCSB  
##
