data_VHM
#

_chem_comp.id                                   VHM
_chem_comp.name                                 "N-[(benzyloxy)carbonyl]-L-valyl-3-cyclohexyl-N-{(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-alaninamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C29 H44 N4 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-08-12
_chem_comp.pdbx_modified_date                   2020-12-18
_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                       544.683
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VHM
_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       7JQ2
_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
VHM  C1   C1   C  0  1  Y  N  N  44.178  11.323  -17.296   9.484  -1.404  -1.120  C1   VHM   1  
VHM  C10  C2   C  0  1  N  N  N  42.307   1.090  -17.514  -0.454  -3.036   1.916  C10  VHM   2  
VHM  C11  C3   C  0  1  N  N  S  42.804   4.804  -14.290   1.593   1.661   0.359  C11  VHM   3  
VHM  C12  C4   C  0  1  N  N  N  42.078   3.503  -14.299   0.370   0.842   0.036  C12  VHM   4  
VHM  C13  C5   C  0  1  N  N  N  41.837   0.754  -18.925   0.764  -3.866   1.506  C13  VHM   5  
VHM  C14  C6   C  0  1  N  N  S  42.255   1.124  -14.656  -1.942   0.200   0.458  C14  VHM   6  
VHM  C15  C7   C  0  1  N  N  N  42.100   0.703  -13.228  -3.207   0.953   0.779  C15  VHM   7  
VHM  C16  C8   C  0  1  N  N  N  42.517  -0.494  -19.483   0.559  -4.408   0.090  C16  VHM   8  
VHM  C17  C9   C  0  1  N  N  S  40.687  -0.207  -11.499  -5.634   1.083   0.949  C17  VHM   9  
VHM  C18  C10  C  0  1  N  N  N  43.939  -0.584  -18.971   0.387  -3.239  -0.883  C18  VHM  10  
VHM  C19  C11  C  0  1  N  N  N  39.591   0.620  -10.830  -6.799   0.482   0.160  C19  VHM  11  
VHM  C2   C12  C  0  1  Y  N  N  42.913  11.271  -17.854   9.173  -0.149  -1.609  C2   VHM  12  
VHM  C20  C13  C  0  1  N  N  S  40.026   2.085  -10.743  -6.568   0.700  -1.337  C20  VHM  13  
VHM  C21  C14  C  0  1  N  N  N  41.122   2.275   -9.703  -7.749   0.128  -2.156  C21  VHM  14  
VHM  C22  C15  C  0  1  N  N  N  40.723   3.519   -8.910  -7.240  -1.291  -2.494  C22  VHM  15  
VHM  C23  C16  C  0  1  N  N  N  43.878  -0.877  -17.477  -0.830  -2.408  -0.473  C23  VHM  16  
VHM  C24  C17  C  0  1  N  N  N  38.931   2.984  -10.260  -5.370  -0.095  -1.808  C24  VHM  17  
VHM  C25  C18  C  0  1  N  N  N  40.415  -1.714  -11.561  -5.924   0.977   2.447  C25  VHM  18  
VHM  C3   C19  C  0  1  Y  N  N  42.286  10.058  -18.109   8.155   0.585  -1.031  C3   VHM  19  
VHM  C30  C20  C  0  1  N  N  N  42.855   5.323  -12.871   1.486   3.028  -0.319  C30  VHM  20  
VHM  C31  C21  C  0  1  N  N  N  43.218   6.800  -12.921   2.659   3.908   0.118  C31  VHM  21  
VHM  C32  C22  C  0  1  N  N  N  43.797   4.496  -12.007   1.521   2.848  -1.838  C32  VHM  22  
VHM  C34  C23  C  0  1  N  N  N  43.242   0.202  -15.357  -1.843  -1.037   1.354  C34  VHM  23  
VHM  C4   C24  C  0  1  Y  N  N  42.932   8.868  -17.824   7.447   0.065   0.036  C4   VHM  24  
VHM  C5   C25  C  0  1  Y  N  N  44.208   8.902  -17.276   7.757  -1.190   0.525  C5   VHM  25  
VHM  C6   C26  C  0  1  Y  N  N  44.819  10.127  -17.024   8.776  -1.925  -0.052  C6   VHM  26  
VHM  C7   C27  C  0  1  N  N  N  42.232   7.567  -18.141   6.338   0.866   0.667  C7   VHM  27  
VHM  C8   C28  C  0  1  N  N  N  42.750  -0.155  -16.752  -0.625  -1.867   0.943  C8   VHM  28  
VHM  C9   C29  C  0  1  N  N  N  42.302   5.910  -16.356   3.985   1.202   0.448  C9   VHM  29  
VHM  N10  N1   N  0  1  N  N  N  42.079   5.774  -15.065   2.789   0.967  -0.127  N10  VHM  30  
VHM  N13  N2   N  0  1  N  N  N  42.787   2.468  -14.717  -0.784   1.067   0.693  N13  VHM  31  
VHM  N16  N3   N  0  1  N  N  N  40.897   0.276  -12.855  -4.404   0.351   0.637  N16  VHM  32  
VHM  N23  N4   N  0  1  N  N  N  39.365   3.812   -9.315  -5.775  -1.200  -2.457  N23  VHM  33  
VHM  O26  O1   O  0  1  N  N  N  37.798   2.939  -10.691  -4.213   0.220  -1.628  O26  VHM  34  
VHM  O27  O2   O  0  1  N  N  N  40.196  -2.297  -10.275  -6.199  -0.385   2.784  O27  VHM  35  
VHM  O29  O3   O  0  1  N  N  N  43.065   5.194  -16.989   4.072   1.990   1.369  O29  VHM  36  
VHM  O33  O4   O  0  1  N  N  N  40.918   3.433  -13.938   0.425  -0.019  -0.817  O33  VHM  37  
VHM  O38  O5   O  0  1  N  N  N  43.046   0.775  -12.459  -3.148   2.101   1.167  O38  VHM  38  
VHM  O8   O6   O  0  1  N  N  N  41.592   6.979  -17.025   5.083   0.564   0.001  O8   VHM  39  
VHM  H1   H1   H  0  1  N  N  N  44.651  12.269  -17.079  10.276  -1.980  -1.574  H1   VHM  40  
VHM  H2   H2   H  0  1  N  N  N  43.154   1.788  -17.578  -1.346  -3.662   1.892  H2   VHM  41  
VHM  H3   H3   H  0  1  N  N  N  41.480   1.566  -16.967  -0.308  -2.650   2.925  H3   VHM  42  
VHM  H4   H4   H  0  1  N  N  N  43.825   4.673  -14.678   1.665   1.796   1.439  H4   VHM  43  
VHM  H5   H5   H  0  1  N  N  N  42.063   1.605  -19.585   1.656  -3.240   1.530  H5   VHM  44  
VHM  H6   H6   H  0  1  N  N  N  40.750   0.585  -18.905   0.886  -4.699   2.199  H6   VHM  45  
VHM  H7   H7   H  0  1  N  N  N  41.282   1.073  -15.166  -1.958  -0.109  -0.587  H7   VHM  46  
VHM  H8   H8   H  0  1  N  N  N  42.528  -0.442  -20.582   1.426  -4.999  -0.202  H8   VHM  47  
VHM  H9   H9   H  0  1  N  N  N  41.958  -1.386  -19.164  -0.333  -5.034   0.066  H9   VHM  48  
VHM  H10  H10  H  0  1  N  N  N  41.614  -0.059  -10.926  -5.512   2.131   0.676  H10  VHM  49  
VHM  H11  H11  H  0  1  N  N  N  44.473  -1.394  -19.490   1.279  -2.613  -0.859  H11  VHM  50  
VHM  H12  H12  H  0  1  N  N  N  44.460   0.369  -19.145   0.241  -3.625  -1.892  H12  VHM  51  
VHM  H13  H13  H  0  1  N  N  N  38.667   0.548  -11.422  -6.865  -0.586   0.366  H13  VHM  52  
VHM  H14  H14  H  0  1  N  N  N  39.408   0.233   -9.817  -7.729   0.968   0.458  H14  VHM  53  
VHM  H15  H15  H  0  1  N  N  N  42.403  12.192  -18.096   9.726   0.257  -2.443  H15  VHM  54  
VHM  H16  H16  H  0  1  N  N  N  40.385   2.422  -11.726  -6.431   1.760  -1.551  H16  VHM  55  
VHM  H17  H17  H  0  1  N  N  N  41.179   1.399   -9.040  -8.656   0.083  -1.553  H17  VHM  56  
VHM  H18  H18  H  0  1  N  N  N  42.095   2.428  -10.193  -7.912   0.710  -3.062  H18  VHM  57  
VHM  H19  H19  H  0  1  N  N  N  40.768   3.318   -7.830  -7.592  -2.005  -1.750  H19  VHM  58  
VHM  H20  H20  H  0  1  N  N  N  41.388   4.361   -9.154  -7.576  -1.585  -3.488  H20  VHM  59  
VHM  H21  H21  H  0  1  N  N  N  43.739  -1.960  -17.342  -0.952  -1.576  -1.166  H21  VHM  60  
VHM  H22  H22  H  0  1  N  N  N  44.833  -0.570  -17.025  -1.722  -3.035  -0.497  H22  VHM  61  
VHM  H23  H23  H  0  1  N  N  N  39.521  -1.883  -12.179  -5.058   1.323   3.011  H23  VHM  62  
VHM  H24  H24  H  0  1  N  N  N  41.281  -2.207  -12.026  -6.788   1.593   2.695  H24  VHM  63  
VHM  H25  H25  H  0  1  N  N  N  41.292  10.044  -18.531   7.913   1.566  -1.413  H25  VHM  64  
VHM  H26  H26  H  0  1  N  N  N  41.845   5.239  -12.443   0.549   3.504  -0.031  H26  VHM  65  
VHM  H27  H27  H  0  1  N  N  N  43.262   7.202  -11.898   3.590   3.490  -0.267  H27  VHM  66  
VHM  H28  H28  H  0  1  N  N  N  44.199   6.920  -13.404   2.524   4.915  -0.276  H28  VHM  67  
VHM  H29  H29  H  0  1  N  N  N  42.456   7.345  -13.497   2.700   3.945   1.206  H29  VHM  68  
VHM  H30  H30  H  0  1  N  N  N  43.809   4.901  -10.985   0.685   2.221  -2.149  H30  VHM  69  
VHM  H31  H31  H  0  1  N  N  N  43.451   3.452  -11.983   1.445   3.822  -2.321  H31  VHM  70  
VHM  H32  H32  H  0  1  N  N  N  44.812   4.537  -12.429   2.459   2.372  -2.126  H32  VHM  71  
VHM  H33  H33  H  0  1  N  N  N  43.356  -0.720  -14.768  -1.737  -0.725   2.393  H33  VHM  72  
VHM  H34  H34  H  0  1  N  N  N  44.215   0.709  -15.436  -2.746  -1.638   1.244  H34  VHM  73  
VHM  H35  H35  H  0  1  N  N  N  44.724   7.981  -17.046   7.204  -1.597   1.359  H35  VHM  74  
VHM  H36  H36  H  0  1  N  N  N  45.815  10.145  -16.607   9.015  -2.907   0.327  H36  VHM  75  
VHM  H37  H37  H  0  1  N  N  N  41.474   7.760  -18.914   6.259   0.609   1.723  H37  VHM  76  
VHM  H38  H38  H  0  1  N  N  N  42.978   6.857  -18.528   6.555   1.930   0.567  H38  VHM  77  
VHM  H39  H39  H  0  1  N  N  N  41.893  -0.838  -16.662   0.267  -1.241   0.967  H39  VHM  78  
VHM  H40  H40  H  0  1  N  N  N  41.397   6.353  -14.618   2.719   0.338  -0.862  H40  VHM  79  
VHM  H41  H41  H  0  1  N  N  N  43.706   2.617  -15.081  -0.849   1.802   1.322  H41  VHM  80  
VHM  H42  H42  H  0  1  N  N  N  40.138   0.287  -13.506  -4.452  -0.567   0.327  H42  VHM  81  
VHM  H43  H43  H  0  1  N  N  N  38.816   4.553   -8.928  -5.176  -1.854  -2.850  H43  VHM  82  
VHM  H44  H44  H  0  1  N  N  N  40.033  -3.228  -10.372  -6.392  -0.527   3.721  H44  VHM  83  
#   #
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
VHM  C16  C18  SING  N  N   1  
VHM  C16  C13  SING  N  N   2  
VHM  C18  C23  SING  N  N   3  
VHM  C13  C10  SING  N  N   4  
VHM  C7   C4   SING  N  N   5  
VHM  C7   O8   SING  N  N   6  
VHM  C3   C2   DOUB  Y  N   7  
VHM  C3   C4   SING  Y  N   8  
VHM  C2   C1   SING  Y  N   9  
VHM  C4   C5   DOUB  Y  N  10  
VHM  C10  C8   SING  N  N  11  
VHM  C23  C8   SING  N  N  12  
VHM  C1   C6   DOUB  Y  N  13  
VHM  C5   C6   SING  Y  N  14  
VHM  O8   C9   SING  N  N  15  
VHM  O29  C9   DOUB  N  N  16  
VHM  C8   C34  SING  N  N  17  
VHM  C9   N10  SING  N  N  18  
VHM  C34  C14  SING  N  N  19  
VHM  N10  C11  SING  N  N  20  
VHM  N13  C14  SING  N  N  21  
VHM  N13  C12  SING  N  N  22  
VHM  C14  C15  SING  N  N  23  
VHM  C12  C11  SING  N  N  24  
VHM  C12  O33  DOUB  N  N  25  
VHM  C11  C30  SING  N  N  26  
VHM  C15  N16  SING  N  N  27  
VHM  C15  O38  DOUB  N  N  28  
VHM  C31  C30  SING  N  N  29  
VHM  C30  C32  SING  N  N  30  
VHM  N16  C17  SING  N  N  31  
VHM  C25  C17  SING  N  N  32  
VHM  C25  O27  SING  N  N  33  
VHM  C17  C19  SING  N  N  34  
VHM  C19  C20  SING  N  N  35  
VHM  C20  C24  SING  N  N  36  
VHM  C20  C21  SING  N  N  37  
VHM  O26  C24  DOUB  N  N  38  
VHM  C24  N23  SING  N  N  39  
VHM  C21  C22  SING  N  N  40  
VHM  N23  C22  SING  N  N  41  
VHM  C1   H1   SING  N  N  42  
VHM  C10  H2   SING  N  N  43  
VHM  C10  H3   SING  N  N  44  
VHM  C11  H4   SING  N  N  45  
VHM  C13  H5   SING  N  N  46  
VHM  C13  H6   SING  N  N  47  
VHM  C14  H7   SING  N  N  48  
VHM  C16  H8   SING  N  N  49  
VHM  C16  H9   SING  N  N  50  
VHM  C17  H10  SING  N  N  51  
VHM  C18  H11  SING  N  N  52  
VHM  C18  H12  SING  N  N  53  
VHM  C19  H13  SING  N  N  54  
VHM  C19  H14  SING  N  N  55  
VHM  C2   H15  SING  N  N  56  
VHM  C20  H16  SING  N  N  57  
VHM  C21  H17  SING  N  N  58  
VHM  C21  H18  SING  N  N  59  
VHM  C22  H19  SING  N  N  60  
VHM  C22  H20  SING  N  N  61  
VHM  C23  H21  SING  N  N  62  
VHM  C23  H22  SING  N  N  63  
VHM  C25  H23  SING  N  N  64  
VHM  C25  H24  SING  N  N  65  
VHM  C3   H25  SING  N  N  66  
VHM  C30  H26  SING  N  N  67  
VHM  C31  H27  SING  N  N  68  
VHM  C31  H28  SING  N  N  69  
VHM  C31  H29  SING  N  N  70  
VHM  C32  H30  SING  N  N  71  
VHM  C32  H31  SING  N  N  72  
VHM  C32  H32  SING  N  N  73  
VHM  C34  H33  SING  N  N  74  
VHM  C34  H34  SING  N  N  75  
VHM  C5   H35  SING  N  N  76  
VHM  C6   H36  SING  N  N  77  
VHM  C7   H37  SING  N  N  78  
VHM  C7   H38  SING  N  N  79  
VHM  C8   H39  SING  N  N  80  
VHM  N10  H40  SING  N  N  81  
VHM  N13  H41  SING  N  N  82  
VHM  N16  H42  SING  N  N  83  
VHM  N23  H43  SING  N  N  84  
VHM  O27  H44  SING  N  N  85  
#   #
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
VHM  SMILES            ACDLabs               12.01  "c1ccc(cc1)COC(NC(C(C)C)C(=O)NC(C(NC(CC2C(NCC2)=O)CO)=O)CC3CCCCC3)=O"  
VHM  InChI             InChI                 1.03   "InChI=1S/C29H44N4O6/c1-19(2)25(33-29(38)39-18-21-11-7-4-8-12-21)28(37)32-24(15-20-9-5-3-6-10-20)27(36)31-23(17-34)16-22-13-14-30-26(22)35/h4,7-8,11-12,19-20,22-25,34H,3,5-6,9-10,13-18H2,1-2H3,(H,30,35)(H,31,36)(H,32,37)(H,33,38)/t22-,23-,24-,25-/m0/s1"  
VHM  InChIKey          InChI                 1.03   LMWONCCZCSKLCL-QORCZRPOSA-N  
VHM  SMILES_CANONICAL  CACTVS                3.385  "CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC2CCCCC2)C(=O)N[C@H](CO)C[C@@H]3CCNC3=O"  
VHM  SMILES            CACTVS                3.385  "CC(C)[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](CC2CCCCC2)C(=O)N[CH](CO)C[CH]3CCNC3=O"  
VHM  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)[C@@H](C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)CO)NC(=O)OCc3ccccc3"  
VHM  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)C(C(=O)NC(CC1CCCCC1)C(=O)NC(CC2CCNC2=O)CO)NC(=O)OCc3ccccc3"  
#   #
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
VHM  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-[(benzyloxy)carbonyl]-L-valyl-3-cyclohexyl-N-{(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-alaninamide"  
VHM  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(phenylmethyl) ~{N}-[(2~{S})-1-[[(2~{S})-3-cyclohexyl-1-oxidanylidene-1-[[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]amino]propan-2-yl]amino]-3-methyl-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
VHM  "Create component"  2020-08-12  RCSB  
VHM  "Initial release"   2020-12-23  RCSB  
##
