data_0ZO
#

_chem_comp.id                                   0ZO
_chem_comp.name                                 "N-(3-carboxypropanoyl)-L-alanyl-L-alanyl-N-[(2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl]-L-prolinamide"
_chem_comp.type                                 peptide-like
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H35 Cl N4 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "AAPF-chloromethylketone; AAPF-cmk"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-01-13
_chem_comp.pdbx_modified_date                   2020-05-26
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  OBS
_chem_comp.pdbx_replaced_by                     K7J
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       539.021
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    0ZO
_chem_comp.pdbx_model_coordinates_details       "not provided"
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1PJP
_chem_comp.pdbx_subcomponent_list               "SIN ALA ALA PRO HPH 0QE"
_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
0ZO  C6    C6    C   0  1  N  N  N       ?       ?        ?   -6.872  -0.512   0.382  C1   SIN   1  
0ZO  O4    O4    O   0  1  N  N  N       ?       ?        ?   -6.742  -1.329   1.269  O1   SIN   2  
0ZO  C4    C4    C   0  1  N  N  N       ?       ?        ?   -8.246  -0.022   0.004  C2   SIN   3  
0ZO  C7    C7    C   0  1  N  N  N       ?       ?        ?   -9.292  -0.707   0.885  C3   SIN   4  
0ZO  C8    C8    C   0  1  N  N  N       ?       ?        ?  -10.666  -0.217   0.506  C4   SIN   5  
0ZO  O5    O5    O   0  1  N  N  N       ?       ?        ?  -10.795   0.597  -0.377  O3   SIN   6  
0ZO  O6    O6    O   0  1  N  N  N       ?       ?        ?  -11.747  -0.685   1.151  O4   SIN   7  
0ZO  N     N     N   0  1  N  N  N  58.516  65.429   -8.878   -5.786  -0.038  -0.262  N    ALA   8  
0ZO  CA    CA    C   0  1  N  N  S  58.471  64.042   -8.334   -4.451  -0.514   0.106  CA   ALA   9  
0ZO  C     C     C   0  1  N  N  N  59.783  63.325   -8.647   -3.427   0.529  -0.260  C    ALA  10  
0ZO  O     O     O   0  1  N  N  N  60.156  63.198   -9.814   -3.778   1.568  -0.778  O    ALA  11  
0ZO  CB    CB    C   0  1  N  N  N  57.286  63.285   -8.952   -4.148  -1.812  -0.645  CB   ALA  12  
0ZO  N1    N1    N   0  1  N  N  N  60.487  62.883   -7.608   -2.121   0.308  -0.013  N    ALA  13  
0ZO  CA1   CA1   C   0  1  N  N  S  61.762  62.188   -7.764   -1.125   1.322  -0.370  CA   ALA  14  
0ZO  C1    C1    C   0  1  N  N  N  61.644  60.764   -7.216    0.212   0.660  -0.581  C    ALA  15  
0ZO  O1    O1    O   0  1  N  N  N  61.242  60.574   -6.068    0.461  -0.393  -0.033  O    ALA  16  
0ZO  CB1   CB1   C   0  1  N  N  N  62.860  62.934   -7.011   -1.015   2.347   0.761  CB   ALA  17  
0ZO  N2    N2    N   0  1  N  N  N  61.924  59.743   -8.046    1.132   1.239  -1.378  N    PRO  18  
0ZO  CA2   CA2   C   0  1  N  N  S  61.853  58.347   -7.611    2.432   0.660  -1.747  CA   PRO  19  
0ZO  C2    C2    C   0  1  N  N  N  62.941  58.084   -6.568    3.250   0.407  -0.507  C    PRO  20  
0ZO  O2    O2    O   0  1  N  N  N  64.099  58.473   -6.755    2.798   0.680   0.584  O    PRO  21  
0ZO  CB2   CB2   C   0  1  N  N  N  62.124  57.581   -8.904    3.151   1.686  -2.649  CB   PRO  22  
0ZO  CG    CG    C   0  1  N  N  N  61.662  58.499   -9.972    2.455   3.023  -2.278  CG   PRO  23  
0ZO  CD    CD    C   0  1  N  N  N  62.179  59.816   -9.493    0.997   2.554  -2.031  CD   PRO  24  
0ZO  C3    C3    C   0  1  N  N  S  63.950  55.617   -4.421    6.023   0.908   0.985  C    HPH  25  
0ZO  O3    O3    O   0  1  N  N  N  64.957  55.309   -3.770    6.798   0.667   2.161  O    HPH  26  
0ZO  CA3   CA3   C   0  1  N  N  S  63.495  57.095   -4.400    5.280  -0.371   0.594  CA   HPH  27  
0ZO  N3    N3    N   0  1  N  N  N  62.568  57.425   -5.476    4.484  -0.124  -0.612  N    HPH  28  
0ZO  CB3   CB3   C   0  1  N  N  N  62.853  57.392   -3.039    6.292  -1.484   0.318  CB   HPH  29  
0ZO  CG1   CG1   C   0  1  Y  N  N  62.581  58.852   -2.770    5.560  -2.774   0.052  CG   HPH  30  
0ZO  CD1   CD1   C   0  1  Y  N  N  63.197  59.859   -3.515    5.191  -3.107  -1.238  CD1  HPH  31  
0ZO  CD2   CD2   C   0  1  Y  N  N  61.710  59.210   -1.741    5.263  -3.628   1.098  CD2  HPH  32  
0ZO  CE1   CE1   C   0  1  Y  N  N  62.959  61.202   -3.242    4.520  -4.290  -1.482  CE1  HPH  33  
0ZO  CE2   CE2   C   0  1  Y  N  N  61.463  60.553   -1.458    4.591  -4.812   0.854  CE2  HPH  34  
0ZO  CZ    CZ    C   0  1  Y  N  N  62.093  61.551   -2.218    4.218  -5.142  -0.435  CZ   HPH  35  
0ZO  CM    CM    C   0  1  N  N  N  64.151  55.039   -5.837    5.010   2.021   1.262  C1   0QE  36  
0ZO  CL1   CL1   CL  0  0  N  Y  N  65.661  54.117   -5.889    5.886   3.565   1.579  CL1  0QE  37  
0ZO  H5    H5    H   0  1  N  N  N       ?       ?        ?   -8.299   1.058   0.149  H21  SIN  38  
0ZO  H6    H6    H   0  1  N  N  N       ?       ?        ?   -8.441  -0.258  -1.043  H22  SIN  39  
0ZO  H7    H7    H   0  1  N  N  N       ?       ?        ?   -9.238  -1.786   0.740  H31  SIN  40  
0ZO  H8    H8    H   0  1  N  N  N       ?       ?        ?   -9.097  -0.471   1.931  H32  SIN  41  
0ZO  H9    H9    H   0  1  N  N  N       ?       ?        ?  -12.607  -0.341   0.873  HO4  SIN  42  
0ZO  H     H     H   0  1  N  N  N  58.887  66.324   -9.127   -5.890   0.619  -0.968  H    ALA  43  
0ZO  HA    HA    H   0  1  N  N  N  58.337  64.081   -7.243   -4.413  -0.698   1.180  HA   ALA  44  
0ZO  HB1   HB1   H   0  1  N  N  N  57.254  62.262   -8.550   -3.154  -2.166  -0.371  HB1  ALA  45  
0ZO  HB2   HB2   H   0  1  N  N  N  56.349  63.806   -8.704   -4.888  -2.567  -0.380  HB2  ALA  46  
0ZO  HB3   HB3   H   0  1  N  N  N  57.406  63.246  -10.045   -4.185  -1.628  -1.718  HB3  ALA  47  
0ZO  H1    H1    H   0  1  N  N  N  60.130  63.032   -6.686   -1.840  -0.523   0.401  H    ALA  48  
0ZO  HA1   HA1   H   0  1  N  N  N  62.031  62.138   -8.829   -1.431   1.824  -1.287  HA   ALA  49  
0ZO  HB11  HB11  H   0  0  N  N  N  63.816  62.403   -7.134   -0.340   3.149   0.459  HB1  ALA  50  
0ZO  HB21  HB21  H   0  0  N  N  N  62.952  63.954   -7.413   -2.000   2.761   0.973  HB2  ALA  51  
0ZO  HB31  HB31  H   0  0  N  N  N  62.603  62.983   -5.942   -0.624   1.861   1.655  HB3  ALA  52  
0ZO  HA2   HA2   H   0  1  N  N  N  60.860  58.096   -7.210    2.282  -0.273  -2.290  HA   PRO  53  
0ZO  HB22  HB22  H   0  0  N  N  N  63.197  57.365   -9.012    4.214   1.727  -2.415  HB2  PRO  54  
0ZO  HB32  HB32  H   0  0  N  N  N  61.556  56.639   -8.926    2.995   1.450  -3.702  HB3  PRO  55  
0ZO  HG2   HG2   H   0  1  N  N  N  62.096  58.230  -10.946    2.890   3.451  -1.375  HG2  PRO  56  
0ZO  HG3   HG3   H   0  1  N  N  N  60.565  58.504  -10.048    2.502   3.730  -3.106  HG3  PRO  57  
0ZO  HD2   HD2   H   0  1  N  N  N  61.630  60.651   -9.953    0.463   2.456  -2.976  HD2  PRO  58  
0ZO  HD3   HD3   H   0  1  N  N  N  63.253  59.923   -9.704    0.481   3.253  -1.373  HD3  PRO  59  
0ZO  H4    H4    H   0  1  N  N  N  65.126  54.379   -3.868    7.462  -0.028   2.059  HO   HPH  60  
0ZO  HA3   HA3   H   0  1  N  N  N  64.392  57.724   -4.496    4.621  -0.673   1.408  HA   HPH  61  
0ZO  H3    H3    H   0  1  N  N  N  61.612  57.144   -5.389    4.846  -0.343  -1.485  H    HPH  62  
0ZO  HB23  HB23  H   0  0  N  N  N  61.897  56.851   -2.987    6.893  -1.221  -0.553  HB2  HPH  63  
0ZO  HB33  HB33  H   0  0  N  N  N  63.528  57.020   -2.254    6.943  -1.607   1.184  HB3  HPH  64  
0ZO  HD1   HD1   H   0  1  N  N  N  63.869  59.591   -4.317    5.427  -2.442  -2.056  HD1  HPH  65  
0ZO  HD21  HD21  H   0  0  N  N  N  61.223  58.441   -1.159    5.555  -3.371   2.105  HD2  HPH  66  
0ZO  HE1   HE1   H   0  1  N  N  N  63.447  61.969   -3.825    4.231  -4.549  -2.490  HE1  HPH  67  
0ZO  HE2   HE2   H   0  1  N  N  N  60.790  60.824   -0.658    4.359  -5.479   1.671  HE2  HPH  68  
0ZO  HZ    HZ    H   0  1  N  N  N  61.902  62.592   -2.004    3.693  -6.066  -0.626  HZ   HPH  69  
0ZO  H2    H2    H   0  1  N  N  N  63.094  55.059   -4.014    6.681   1.210   0.171  HC   HPH  70  
0ZO  HM1   HM1   H   0  1  N  N  N  63.308  54.377   -6.086    4.360   2.144   0.396  H    0QE  71  
0ZO  HM2   HM2   H   0  1  N  N  N  64.198  55.862   -6.566    4.409   1.758   2.132  HA   0QE  72  
#   #
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
0ZO  N    CA    SING  N  N   1  
0ZO  N    H     SING  N  N   2  
0ZO  CA   C     SING  N  N   3  
0ZO  CA   CB    SING  N  N   4  
0ZO  CA   HA    SING  N  N   5  
0ZO  C    O     DOUB  N  N   6  
0ZO  C    N1    SING  N  N   7  
0ZO  CB   HB1   SING  N  N   8  
0ZO  CB   HB2   SING  N  N   9  
0ZO  CB   HB3   SING  N  N  10  
0ZO  N1   CA1   SING  N  N  11  
0ZO  N1   H1    SING  N  N  12  
0ZO  CA1  C1    SING  N  N  13  
0ZO  CA1  CB1   SING  N  N  14  
0ZO  CA1  HA1   SING  N  N  15  
0ZO  C1   O1    DOUB  N  N  16  
0ZO  C1   N2    SING  N  N  17  
0ZO  CB1  HB11  SING  N  N  18  
0ZO  CB1  HB21  SING  N  N  19  
0ZO  CB1  HB31  SING  N  N  20  
0ZO  N2   CA2   SING  N  N  21  
0ZO  N2   CD    SING  N  N  22  
0ZO  CA2  C2    SING  N  N  23  
0ZO  CA2  CB2   SING  N  N  24  
0ZO  CA2  HA2   SING  N  N  25  
0ZO  C2   O2    DOUB  N  N  26  
0ZO  C2   N3    SING  N  N  27  
0ZO  CB2  CG    SING  N  N  28  
0ZO  CB2  HB22  SING  N  N  29  
0ZO  CB2  HB32  SING  N  N  30  
0ZO  CG   CD    SING  N  N  31  
0ZO  CG   HG2   SING  N  N  32  
0ZO  CG   HG3   SING  N  N  33  
0ZO  CD   HD2   SING  N  N  34  
0ZO  CD   HD3   SING  N  N  35  
0ZO  N3   CA3   SING  N  N  36  
0ZO  N3   H3    SING  N  N  37  
0ZO  CA3  CB3   SING  N  N  38  
0ZO  CA3  C3    SING  N  N  39  
0ZO  CA3  HA3   SING  N  N  40  
0ZO  CB3  CG1   SING  N  N  41  
0ZO  CB3  HB23  SING  N  N  42  
0ZO  CB3  HB33  SING  N  N  43  
0ZO  CG1  CD1   DOUB  Y  N  44  
0ZO  CG1  CD2   SING  Y  N  45  
0ZO  CD1  CE1   SING  Y  N  46  
0ZO  CD1  HD1   SING  N  N  47  
0ZO  CD2  CE2   DOUB  Y  N  48  
0ZO  CD2  HD21  SING  N  N  49  
0ZO  CE1  CZ    DOUB  Y  N  50  
0ZO  CE1  HE1   SING  N  N  51  
0ZO  CE2  CZ    SING  Y  N  52  
0ZO  CE2  HE2   SING  N  N  53  
0ZO  CZ   HZ    SING  N  N  54  
0ZO  C3   O3    SING  N  N  55  
0ZO  CM   C3    SING  N  N  56  
0ZO  CM   HM1   SING  N  N  57  
0ZO  CM   CL1   SING  N  N  58  
0ZO  CM   HM2   SING  N  N  59  
0ZO  N    C6    SING  N  N  60  
0ZO  C6   C4    SING  N  N  61  
0ZO  C6   O4    DOUB  N  N  62  
0ZO  C4   C7    SING  N  N  63  
0ZO  C7   C8    SING  N  N  64  
0ZO  C8   O6    SING  N  N  65  
0ZO  C8   O5    DOUB  N  N  66  
0ZO  C3   H2    SING  N  N  67  
0ZO  O3   H4    SING  N  N  68  
0ZO  C4   H5    SING  N  N  69  
0ZO  C4   H6    SING  N  N  70  
0ZO  C7   H7    SING  N  N  71  
0ZO  C7   H8    SING  N  N  72  
0ZO  O6   H9    SING  N  N  73  
#   #
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
0ZO  SMILES            ACDLabs               12.01  "O=C(NC(Cc1ccccc1)C(O)CCl)C2N(C(=O)C(NC(=O)C(NC(=O)CCC(=O)O)C)C)CCC2"  
0ZO  InChI             InChI                 1.03   "InChI=1S/C25H35ClN4O7/c1-15(27-21(32)10-11-22(33)34)23(35)28-16(2)25(37)30-12-6-9-19(30)24(36)29-18(20(31)14-26)13-17-7-4-3-5-8-17/h3-5,7-8,15-16,18-20,31H,6,9-14H2,1-2H3,(H,27,32)(H,28,35)(H,29,36)(H,33,34)/t15-,16-,18-,19-,20+/m0/s1"  
0ZO  InChIKey          InChI                 1.03   NDDWTTUSJLUGKF-CZKCSJLSSA-N  
0ZO  SMILES_CANONICAL  CACTVS                3.370  "C[C@H](NC(=O)CCC(O)=O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CCl"  
0ZO  SMILES            CACTVS                3.370  "C[CH](NC(=O)CCC(O)=O)C(=O)N[CH](C)C(=O)N1CCC[CH]1C(=O)N[CH](Cc2ccccc2)[CH](O)CCl"  
0ZO  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C[C@@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)[C@@H](CCl)O)NC(=O)CCC(=O)O"  
0ZO  SMILES            "OpenEye OEToolkits"  1.7.6  "CC(C(=O)NC(C)C(=O)N1CCCC1C(=O)NC(Cc2ccccc2)C(CCl)O)NC(=O)CCC(=O)O"  
#   #
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
0ZO  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-(3-carboxypropanoyl)-L-alanyl-L-alanyl-N-[(2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl]-L-prolinamide"  
0ZO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "4-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S,3S)-4-chloranyl-3-oxidanyl-1-phenyl-butan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxidanylidene-propan-2-yl]amino]-1-oxidanylidene-propan-2-yl]amino]-4-oxidanylidene-butanoic 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
0ZO  "Create component"    2009-01-13  RCSB  
0ZO  "Modify descriptor"   2011-06-04  RCSB  
0ZO  "Other modification"  2011-08-06  RCSB  
0ZO  "Other modification"  2012-01-12  RCSB  
0ZO  "Obsolete component"  2012-02-01  RCSB  
0ZO  "Modify synonyms"     2020-05-26  PDBE  
##
