data_HUD
#

_chem_comp.id                                   HUD
_chem_comp.name                                 "tert-butyl {(2S)-1-[(1R,2S,5S)-2-{[(2S,3R)-4-amino-1-cyclopropyl-3-hydroxy-4-oxobutan-2-yl]carbamoyl}-6,6-dimethyl-3-azabicyclo[3.1.0]hex-3-yl]-3,3-dimethyl-1-oxobutan-2-yl}carbamate"
_chem_comp.type                                 peptide-like
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C26 H44 N4 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "ketoamide inhibitor SCH476776, bound form"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2007-01-08
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       508.651
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HUD
_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       2OBO
_chem_comp.pdbx_subcomponent_list               "BOC TBG 12L 1E1"
_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
HUD  O2   O2   O  0  1  N  N  N  192.624  -11.285  49.459  -4.818   0.342   0.852  O1    BOC   1  
HUD  C1   C1   C  0  1  N  N  N  192.018  -10.409  48.831  -4.629  -0.385  -0.104  C     BOC   2  
HUD  O3   O3   O  0  1  N  N  N  190.689  -10.165  48.844  -5.672  -0.817  -0.838  O2    BOC   3  
HUD  C4   C4   C  0  1  N  N  N  189.698  -10.928  49.635  -6.994  -0.375  -0.429  CT    BOC   4  
HUD  C6   C6   C  0  1  N  N  N  189.522  -12.365  49.071  -8.043  -0.962  -1.375  C1    BOC   5  
HUD  C5   C5   C  0  1  N  N  N  188.338  -10.225  49.443  -7.271  -0.848   0.999  C2    BOC   6  
HUD  C7   C7   C  0  1  N  N  N  190.067  -10.981  51.148  -7.059   1.153  -0.481  C3    BOC   7  
HUD  N8   N8   N  0  1  N  N  N  192.623   -9.540  48.025  -3.375  -0.754  -0.432  N     TBG   8  
HUD  C9   C9   C  0  1  N  N  S  194.074   -9.417  48.001  -2.241  -0.284   0.366  CA    TBG   9  
HUD  C10  C10  C  0  1  N  N  N  194.673   -8.935  46.701  -2.042  -1.212   1.566  CB    TBG  10  
HUD  C11  C11  C  0  1  N  N  N  196.168   -8.954  46.910  -1.805  -2.640   1.072  CG1   TBG  11  
HUD  C12  C12  C  0  1  N  N  N  194.343   -9.887  45.596  -0.832  -0.745   2.377  CG2   TBG  12  
HUD  C13  C13  C  0  1  N  N  N  194.228   -7.497  46.296  -3.291  -1.178   2.449  CG3   TBG  13  
HUD  C14  C14  C  0  1  N  N  N  194.581   -8.608  49.190  -0.995  -0.285  -0.482  C     TBG  14  
HUD  O15  O15  O  0  1  N  N  N  194.411   -7.386  49.244  -0.880  -1.082  -1.389  O     TBG  15  
HUD  N16  N16  N  0  1  N  N  N  195.172   -9.290  50.182  -0.009   0.599  -0.233  N19   12L  16  
HUD  C17  C17  C  0  1  N  N  N  195.409  -10.735  50.267  -0.004   1.700   0.758  C20   12L  17  
HUD  C18  C18  C  0  1  N  N  S  195.693   -8.587  51.350   1.320   0.685  -0.882  C21   12L  18  
HUD  C19  C19  C  0  1  N  N  R  196.502   -9.608  52.099   1.574   2.199  -1.048  C22   12L  19  
HUD  C20  C20  C  0  1  N  N  S  196.320  -10.892  51.423   0.698   2.870   0.037  C23   12L  20  
HUD  C21  C21  C  0  1  N  N  N  195.711  -10.703  52.785   0.397   3.088  -1.454  C24   12L  21  
HUD  C22  C22  C  0  1  N  N  N  196.347  -11.332  53.991   0.721   4.461  -2.046  C25   12L  22  
HUD  C23  C23  C  0  1  N  N  N  194.202  -10.763  52.868  -0.842   2.398  -2.029  C26   12L  23  
HUD  C24  C24  C  0  1  N  N  N  196.730   -7.595  50.860   2.377   0.068  -0.003  C27   12L  24  
HUD  O25  O25  O  0  1  N  N  N  197.586   -7.945  50.046   2.161  -0.098   1.179  O28   12L  25  
HUD  N26  N26  N  0  1  N  N  N  196.607   -6.349  51.302   3.562  -0.299  -0.529  N26   1E1  26  
HUD  C27  C27  C  0  1  N  N  S  197.545   -5.291  50.925   4.589  -0.899   0.326  C27   1E1  27  
HUD  C28  C28  C  0  1  N  N  N  196.821   -4.131  50.234   5.520  -1.765  -0.526  C28   1E1  28  
HUD  C29  C29  C  0  1  N  N  N  196.040   -4.658  49.049   4.734  -2.944  -1.103  C29   1E1  29  
HUD  C30  C30  C  0  1  N  N  N  196.669   -4.655  47.695   5.516  -3.995  -1.893  C30   1E1  30  
HUD  C31  C31  C  0  1  N  N  N  195.529   -3.714  48.021   4.589  -3.020  -2.624  C31   1E1  31  
HUD  O32  O32  O  0  1  N  N  N  198.739   -5.896  52.996   6.023   1.019   0.005  O32   1E1  32  
HUD  C33  C33  C  0  1  N  N  R  198.297   -4.773  52.170   5.399   0.208   1.003  C33   1E1  33  
HUD  O34  O34  O  0  1  N  N  N  199.318   -2.854  51.206   4.304   2.225   1.553  O34   1E1  34  
HUD  N35  N35  N  0  1  N  N  N  200.677   -4.546  51.823   3.860   0.529   2.912  N35   1E1  35  
HUD  C36  C36  C  0  1  N  N  N  199.485   -3.977  51.693   4.482   1.060   1.842  C36   1E1  36  
HUD  H4   H4   H  0  1  N  N  N  188.782  -12.909  49.676  -7.997  -2.051  -1.338  H11   BOC  37  
HUD  H5   H5   H  0  1  N  N  N  189.174  -12.310  48.029  -9.035  -0.631  -1.068  H12   BOC  38  
HUD  H6   H6   H  0  1  N  N  N  190.486  -12.894  49.108  -7.845  -0.625  -2.392  H13   BOC  39  
HUD  H1   H1   H  0  1  N  N  N  187.565  -10.759  50.015  -6.524  -0.430   1.673  H21   BOC  40  
HUD  H2   H2   H  0  1  N  N  N  188.408   -9.187  49.801  -8.263  -0.516   1.305  H22   BOC  41  
HUD  H3   H3   H  0  1  N  N  N  188.072  -10.228  48.376  -7.225  -1.937   1.036  H23   BOC  42  
HUD  H7   H7   H  0  1  N  N  N  189.304  -11.557  51.692  -6.861   1.491  -1.499  H31   BOC  43  
HUD  H8   H8   H  0  1  N  N  N  191.047  -11.465  51.269  -8.051   1.485  -0.175  H32   BOC  44  
HUD  H9   H9   H  0  1  N  N  N  190.111   -9.958  51.551  -6.312   1.572   0.192  H33   BOC  45  
HUD  H10  H10  H  0  1  N  N  N  192.071   -8.961  47.425  -3.224  -1.330  -1.198  H     TBG  46  
HUD  H11  H11  H  0  1  N  N  N  194.469  -10.433  48.149  -2.439   0.729   0.718  HA1   TBG  47  
HUD  H12  H12  H  0  1  N  N  N  196.434   -8.259  47.720  -0.915  -2.664   0.443  HG11  TBG  48  
HUD  H13  H13  H  0  1  N  N  N  196.488   -9.971  47.180  -1.664  -3.301   1.927  HG12  TBG  49  
HUD  H14  H14  H  0  1  N  N  N  196.672   -8.645  45.982  -2.668  -2.973   0.495  HG13  TBG  50  
HUD  H15  H15  H  0  1  N  N  N  194.656  -10.902  45.880   0.072  -0.854   1.777  HG21  TBG  51  
HUD  H16  H16  H  0  1  N  N  N  193.258   -9.876  45.414  -0.961   0.302   2.652  HG22  TBG  52  
HUD  H17  H17  H  0  1  N  N  N  194.871   -9.583  44.680  -0.744  -1.350   3.279  HG23  TBG  53  
HUD  H18  H18  H  0  1  N  N  N  194.470   -6.795  47.108  -3.150  -1.839   3.304  HG31  TBG  54  
HUD  H19  H19  H  0  1  N  N  N  194.756   -7.194  45.380  -3.460  -0.160   2.801  HG32  TBG  55  
HUD  H20  H20  H  0  1  N  N  N  193.143   -7.487  46.114  -4.154  -1.510   1.871  HG33  TBG  56  
HUD  H21  H21  H  0  1  N  N  N  194.466  -11.275  50.439  -1.025   1.975   1.025  H26   12L  57  
HUD  H22  H22  H  0  1  N  N  N  195.882  -11.107  49.346   0.556   1.410   1.647  H27   12L  58  
HUD  H23  H23  H  0  1  N  N  N  194.914   -8.118  51.969   1.300   0.194  -1.855  H28   12L  59  
HUD  H24  H24  H  0  1  N  N  N  197.487   -9.327  52.500   2.592   2.518  -1.275  H29   12L  60  
HUD  H25  H25  H  0  1  N  N  N  197.179  -11.572  51.329   1.071   3.691   0.650  H30   12L  61  
HUD  H26  H26  H  0  1  N  N  N  195.761  -11.082  54.888   1.313   4.335  -2.952  H31   12L  62  
HUD  H27  H27  H  0  1  N  N  N  196.374  -12.424  53.863  -0.206   4.981  -2.286  H32   12L  63  
HUD  H28  H28  H  0  1  N  N  N  197.372  -10.951  54.105   1.287   5.045  -1.320  H33   12L  64  
HUD  H29  H29  H  0  1  N  N  N  193.885  -10.611  53.910  -1.245   1.703  -1.293  H34   12L  65  
HUD  H30  H30  H  0  1  N  N  N  193.768   -9.975  52.235  -1.595   3.148  -2.272  H35   12L  66  
HUD  H31  H31  H  0  1  N  N  N  193.855  -11.747  52.519  -0.568   1.853  -2.932  H36   12L  67  
HUD  H32  H32  H  0  1  N  N  N  195.848   -6.126  51.913   3.734  -0.167  -1.475  H32   1E1  68  
HUD  H33  H33  H  0  1  N  N  N  198.287   -5.700  50.224   4.112  -1.518   1.086  H33   1E1  69  
HUD  H34  H34  H  0  1  N  N  N  197.559   -3.392  49.888   5.927  -1.166  -1.341  H34   1E1  70  
HUD  H35  H35  H  0  1  N  N  N  196.131   -3.654  50.945   6.335  -2.139   0.093  H35   1E1  71  
HUD  H36  H36  H  0  1  N  N  N  195.391   -5.519  49.266   3.895  -3.290  -0.499  H36   1E1  72  
HUD  H37  H37  H  0  1  N  N  N  196.508   -5.500  47.010   6.590  -3.846  -2.003  H37   1E1  73  
HUD  H38  H38  H  0  1  N  N  N  197.688   -4.262  47.560   5.191  -5.032  -1.811  H38   1E1  74  
HUD  H39  H39  H  0  1  N  N  N  195.717   -2.635  48.122   3.654  -3.416  -3.021  H39   1E1  75  
HUD  H40  H40  H  0  1  N  N  N  194.538   -3.873  47.571   5.054  -2.230  -3.214  H40   1E1  76  
HUD  H41  H41  H  0  1  N  N  N  199.200   -5.567  53.759   5.402   1.449  -0.598  H41   1E1  77  
HUD  H42  H42  H  0  1  N  N  N  197.626   -4.120  52.748   6.163  -0.238   1.639  H42   1E1  78  
HUD  H43  H43  H  0  1  N  N  N  201.498   -4.062  51.519   3.270   1.077   3.452  H43   1E1  79  
HUD  H44  H44  H  0  1  N  N  N  200.754   -5.458  52.225   4.002  -0.403   3.143  H44   1E1  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
HUD  C12  C10  SING  N  N   1  
HUD  C13  C10  SING  N  N   2  
HUD  C10  C11  SING  N  N   3  
HUD  C10  C9   SING  N  N   4  
HUD  C30  C31  SING  N  N   5  
HUD  C30  C29  SING  N  N   6  
HUD  C9   N8   SING  N  N   7  
HUD  C9   C14  SING  N  N   8  
HUD  C31  C29  SING  N  N   9  
HUD  N8   C1   SING  N  N  10  
HUD  C1   O3   SING  N  N  11  
HUD  C1   O2   DOUB  N  N  12  
HUD  O3   C4   SING  N  N  13  
HUD  C29  C28  SING  N  N  14  
HUD  C6   C4   SING  N  N  15  
HUD  C14  O15  DOUB  N  N  16  
HUD  C14  N16  SING  N  N  17  
HUD  C5   C4   SING  N  N  18  
HUD  C4   C7   SING  N  N  19  
HUD  O25  C24  DOUB  N  N  20  
HUD  N16  C17  SING  N  N  21  
HUD  N16  C18  SING  N  N  22  
HUD  C28  C27  SING  N  N  23  
HUD  C17  C20  SING  N  N  24  
HUD  C24  N26  SING  N  N  25  
HUD  C24  C18  SING  N  N  26  
HUD  C27  N26  SING  N  N  27  
HUD  C27  C33  SING  N  N  28  
HUD  O34  C36  DOUB  N  N  29  
HUD  C18  C19  SING  N  N  30  
HUD  C20  C19  SING  N  N  31  
HUD  C20  C21  SING  N  N  32  
HUD  C36  N35  SING  N  N  33  
HUD  C36  C33  SING  N  N  34  
HUD  C19  C21  SING  N  N  35  
HUD  C33  O32  SING  N  N  36  
HUD  C21  C23  SING  N  N  37  
HUD  C21  C22  SING  N  N  38  
HUD  C5   H1   SING  N  N  39  
HUD  C5   H2   SING  N  N  40  
HUD  C5   H3   SING  N  N  41  
HUD  C6   H4   SING  N  N  42  
HUD  C6   H5   SING  N  N  43  
HUD  C6   H6   SING  N  N  44  
HUD  C7   H7   SING  N  N  45  
HUD  C7   H8   SING  N  N  46  
HUD  C7   H9   SING  N  N  47  
HUD  N8   H10  SING  N  N  48  
HUD  C9   H11  SING  N  N  49  
HUD  C11  H12  SING  N  N  50  
HUD  C11  H13  SING  N  N  51  
HUD  C11  H14  SING  N  N  52  
HUD  C12  H15  SING  N  N  53  
HUD  C12  H16  SING  N  N  54  
HUD  C12  H17  SING  N  N  55  
HUD  C13  H18  SING  N  N  56  
HUD  C13  H19  SING  N  N  57  
HUD  C13  H20  SING  N  N  58  
HUD  C17  H21  SING  N  N  59  
HUD  C17  H22  SING  N  N  60  
HUD  C18  H23  SING  N  N  61  
HUD  C19  H24  SING  N  N  62  
HUD  C20  H25  SING  N  N  63  
HUD  C22  H26  SING  N  N  64  
HUD  C22  H27  SING  N  N  65  
HUD  C22  H28  SING  N  N  66  
HUD  C23  H29  SING  N  N  67  
HUD  C23  H30  SING  N  N  68  
HUD  C23  H31  SING  N  N  69  
HUD  N26  H32  SING  N  N  70  
HUD  C27  H33  SING  N  N  71  
HUD  C28  H34  SING  N  N  72  
HUD  C28  H35  SING  N  N  73  
HUD  C29  H36  SING  N  N  74  
HUD  C30  H37  SING  N  N  75  
HUD  C30  H38  SING  N  N  76  
HUD  C31  H39  SING  N  N  77  
HUD  C31  H40  SING  N  N  78  
HUD  O32  H41  SING  N  N  79  
HUD  C33  H42  SING  N  N  80  
HUD  N35  H43  SING  N  N  81  
HUD  N35  H44  SING  N  N  82  
#   #
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
HUD  SMILES            ACDLabs               12.01  "O=C(N3C(C(=O)NC(CC1CC1)C(O)C(=O)N)C2C(C)(C2C3)C)C(NC(=O)OC(C)(C)C)C(C)(C)C"  
HUD  InChI             InChI                 1.03   "InChI=1S/C26H44N4O6/c1-24(2,3)19(29-23(35)36-25(4,5)6)22(34)30-12-14-16(26(14,7)8)17(30)21(33)28-15(11-13-9-10-13)18(31)20(27)32/h13-19,31H,9-12H2,1-8H3,(H2,27,32)(H,28,33)(H,29,35)/t14-,15-,16-,17-,18+,19+/m0/s1"  
HUD  InChIKey          InChI                 1.03   LJEXABSCSDSMLF-XREYTECCSA-N  
HUD  SMILES_CANONICAL  CACTVS                3.370  "CC(C)(C)OC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@@H](CC3CC3)[C@@H](O)C(N)=O)C2(C)C)C(C)(C)C"  
HUD  SMILES            CACTVS                3.370  "CC(C)(C)OC(=O)N[CH](C(=O)N1C[CH]2[CH]([CH]1C(=O)N[CH](CC3CC3)[CH](O)C(N)=O)C2(C)C)C(C)(C)C"  
HUD  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)[C@H](C(C)(C)C)NC(=O)OC(C)(C)C)C(=O)N[C@@H](CC3CC3)[C@H](C(=O)N)O)C"  
HUD  SMILES            "OpenEye OEToolkits"  1.7.6  "CC1(C2C1C(N(C2)C(=O)C(C(C)(C)C)NC(=O)OC(C)(C)C)C(=O)NC(CC3CC3)C(C(=O)N)O)C"  
#   #
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
HUD  "SYSTEMATIC NAME"  ACDLabs               12.01  "tert-butyl {(2S)-1-[(1R,2S,5S)-2-{[(2S,3R)-4-amino-1-cyclopropyl-3-hydroxy-4-oxobutan-2-yl]carbamoyl}-6,6-dimethyl-3-azabicyclo[3.1.0]hex-3-yl]-3,3-dimethyl-1-oxobutan-2-yl}carbamate"  
HUD  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "tert-butyl N-[(2S)-1-[(1S,4S,5R)-4-[[(2S,3R)-4-azanyl-1-cyclopropyl-3-oxidanyl-4-oxidanylidene-butan-2-yl]carbamoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-3,3-dimethyl-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
HUD  "Create component"          2007-01-08  EBI   
HUD  "Modify descriptor"         2011-06-04  RCSB  
HUD  "Modify subcomponent list"  2012-12-18  RCSB  
HUD  "Modify synonyms"           2012-12-20  RCSB  
HUD  "Modify synonyms"           2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     HUD
_pdbx_chem_comp_synonyms.name        "ketoamide inhibitor SCH476776, bound form"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
