data_0EF
#

_chem_comp.id                                   0EF
_chem_comp.name                                 "N-(tert-butoxycarbonyl)-L-alanyl-N-[(1R)-1-(carboxyamino)-2-phenylethyl]-L-prolinamide"
_chem_comp.type                                 peptide-like
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H32 N4 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-(TERT-BUTOXYCARBONYL-ALANYL-PROLYL-PHENYLALANYL)-O-BENZOYL HYDROXYLAMINE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2008-10-27
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       448.513
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    0EF
_chem_comp.pdbx_model_coordinates_details       "not provided"
_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       1SCN
_chem_comp.pdbx_subcomponent_list               "BOC ALA PRO APE"
_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
0EF  O1    O1   O  0  1  N  N  N  69.961  64.888  53.351   5.809  -0.459   0.498  O1   BOC   1  
0EF  C     C1   C  0  1  N  N  N  70.727  64.073  52.943   5.241   0.570   0.188  C    BOC   2  
0EF  O2    O2   O  0  1  N  N  N  70.505  63.588  51.681   5.956   1.678  -0.085  O2   BOC   3  
0EF  CT    C2   C  0  1  N  N  N  69.191  62.985  51.639   7.401   1.569   0.011  CT   BOC   4  
0EF  C1    C3   C  0  1  N  N  N  68.637  62.448  52.993   7.899   0.507  -0.970  C1   BOC   5  
0EF  C2    C4   C  0  1  N  N  N  68.134  63.935  51.184   8.037   2.918  -0.332  C2   BOC   6  
0EF  C3    C5   C  0  1  N  N  N  69.159  61.910  50.611   7.790   1.170   1.436  C3   BOC   7  
0EF  N     N1   N  0  1  N  N  N  72.138  64.138  53.036   3.896   0.601   0.113  N    ALA   8  
0EF  CA    C6   C  0  1  N  N  S  72.897  64.127  54.290   3.118  -0.606   0.404  CA   ALA   9  
0EF  C4    C7   C  0  1  N  N  N  73.866  65.307  54.472   1.791  -0.531  -0.306  C    ALA  10  
0EF  O     O4   O  0  1  N  N  N  74.484  65.738  53.478   1.315   0.548  -0.591  O    ALA  11  
0EF  CB    C8   C  0  1  N  N  N  73.689  62.820  54.446   2.884  -0.711   1.912  CB   ALA  12  
0EF  N1    N2   N  0  1  N  N  N  74.016  65.765  55.705   1.132  -1.663  -0.624  N    PRO  13  
0EF  CA1   C9   C  0  1  N  N  S  75.147  66.551  56.144  -0.117  -1.739  -1.396  CA   PRO  14  
0EF  C5    C10  C  0  1  N  N  N  76.447  65.781  55.926  -1.203  -0.965  -0.694  C    PRO  15  
0EF  O3    O6   O  0  1  N  N  N  76.865  64.730  56.417  -0.965  -0.401   0.353  O    PRO  16  
0EF  CB1   C11  C  0  1  N  N  N  74.885  66.964  57.591  -0.509  -3.229  -1.487  CB   PRO  17  
0EF  CG    C12  C  0  1  N  N  N  73.346  67.085  57.641   0.235  -3.859  -0.280  CG   PRO  18  
0EF  CD    C13  C  0  1  N  N  N  72.783  66.409  56.395   1.547  -3.030  -0.259  CD   PRO  19  
0EF  N2    N3   N  0  1  N  N  N  77.175  66.536  55.154  -2.438  -0.901  -1.229  N    APE  20  
0EF  CA2   C14  C  0  1  N  N  R  78.924  66.079  54.807  -3.493  -0.148  -0.546  CA   APE  21  
0EF  CB2   C15  C  0  1  N  N  N  78.619  66.526  53.341  -4.250   0.707  -1.564  CB   APE  22  
0EF  CG1   C16  C  0  1  Y  N  N  79.545  67.326  52.587  -5.253   1.573  -0.846  CG   APE  23  
0EF  CD1   C17  C  0  1  Y  N  N  80.734  67.786  53.131  -4.890   2.831  -0.404  CD1  APE  24  
0EF  CD2   C18  C  0  1  Y  N  N  79.200  67.637  51.274  -6.538   1.110  -0.634  CD2  APE  25  
0EF  CE1   C19  C  0  1  Y  N  N  81.547  68.592  52.331  -5.810   3.625   0.255  CE1  APE  26  
0EF  CE2   C20  C  0  1  Y  N  N  80.017  68.416  50.470  -7.459   1.904   0.025  CE2  APE  27  
0EF  CZ    C21  C  0  1  Y  N  N  81.215  68.888  51.010  -7.094   3.160   0.471  CZ   APE  28  
0EF  NHO   N4   N  0  1  N  N  N  79.654  66.863  55.812  -4.423  -1.082   0.094  NHO  APE  29  
0EF  C6    C22  C  0  1  N  N  N  80.598  66.192  56.563  -4.391  -1.257   1.429  C    APE  30  
0EF  O4    O8   O  0  1  N  N  N  81.007  65.029  56.272  -3.590  -0.640   2.104  O    APE  31  
0EF  OXT   O9   O  0  1  N  Y  N  81.194  66.782  57.722  -5.245  -2.116   2.017  OXT  APE  32  
0EF  H11   H1   H  0  1  N  N  N  67.638  62.015  52.835   7.622   0.791  -1.986  H11  BOC  33  
0EF  H12   H2   H  0  1  N  N  N  69.314  61.674  53.385   8.984   0.425  -0.899  H12  BOC  34  
0EF  H13   H3   H  0  1  N  N  N  68.568  63.275  53.715   7.446  -0.454  -0.726  H13  BOC  35  
0EF  H21   H4   H  0  1  N  N  N  67.161  63.423  51.172   7.683   3.675   0.367  H21  BOC  36  
0EF  H22   H5   H  0  1  N  N  N  68.089  64.791  51.873   9.122   2.837  -0.260  H22  BOC  37  
0EF  H23   H6   H  0  1  N  N  N  68.373  64.292  50.171   7.761   3.203  -1.347  H23  BOC  38  
0EF  H31   H7   H  0  1  N  N  N  68.157  61.456  50.585   7.336   0.209   1.680  H31  BOC  39  
0EF  H32   H8   H  0  1  N  N  N  69.393  62.338  49.625   8.874   1.089   1.508  H32  BOC  40  
0EF  H33   H9   H  0  1  N  N  N  69.903  61.140  50.862   7.435   1.927   2.135  H33  BOC  41  
0EF  H     H11  H  0  1  N  N  N  72.656  64.196  52.182   3.443   1.423  -0.134  H    ALA  42  
0EF  HA    H13  H  0  1  N  N  N  72.127  64.220  55.070   3.665  -1.483   0.059  HA   ALA  43  
0EF  HB1   H14  H  0  1  N  N  N  74.247  62.840  55.394   2.261   0.121   2.242  HB1  ALA  44  
0EF  HB2   H15  H  0  1  N  N  N  72.993  61.968  54.448   2.383  -1.652   2.138  HB2  ALA  45  
0EF  HB3   H16  H  0  1  N  N  N  74.393  62.716  53.608   3.842  -0.675   2.431  HB3  ALA  46  
0EF  HA1   H19  H  0  1  N  N  N  75.268  67.470  55.552   0.040  -1.334  -2.396  HA   PRO  47  
0EF  HB21  H20  H  0  0  N  N  N  75.258  66.213  58.303  -1.587  -3.351  -1.381  HB2  PRO  48  
0EF  HB31  H21  H  0  0  N  N  N  75.377  67.916  57.838  -0.161  -3.664  -2.424  HB3  PRO  49  
0EF  HG2   H22  H  0  1  N  N  N  72.959  66.591  58.545  -0.330  -3.724   0.642  HG2  PRO  50  
0EF  HG3   H23  H  0  1  N  N  N  73.052  68.145  57.660   0.445  -4.913  -0.457  HG3  PRO  51  
0EF  HD2   H24  H  0  1  N  N  N  72.296  67.141  55.733   2.255  -3.418  -0.991  HD2  PRO  52  
0EF  HD3   H25  H  0  1  N  N  N  72.036  65.647  56.661   1.986  -3.040   0.738  HD3  PRO  53  
0EF  H1    H27  H  0  1  N  N  N  76.784  67.363  54.750  -2.628  -1.352  -2.066  H    APE  54  
0EF  HA2   H29  H  0  1  N  N  N  79.494  65.140  54.865  -3.048   0.496   0.211  HA   APE  55  
0EF  HB22  H30  H  0  0  N  N  N  78.498  65.595  52.768  -3.544   1.340  -2.103  HB2  APE  56  
0EF  HB32  H31  H  0  0  N  N  N  77.695  67.120  53.399  -4.769   0.059  -2.270  HB3  APE  57  
0EF  HD1   H32  H  0  1  N  N  N  81.022  67.530  54.140  -3.887   3.194  -0.573  HD1  APE  58  
0EF  HD21  H33  H  0  0  N  N  N  78.271  67.261  50.872  -6.824   0.129  -0.984  HD2  APE  59  
0EF  HE1   H34  H  0  1  N  N  N  82.458  68.997  52.747  -5.526   4.608   0.600  HE1  APE  60  
0EF  HE2   H35  H  0  1  N  N  N  79.735  68.651  49.454  -8.463   1.543   0.190  HE2  APE  61  
0EF  HZ    H36  H  0  1  N  N  N  81.884  69.482  50.405  -7.813   3.780   0.986  HZ   APE  62  
0EF  HN    H37  H  0  1  N  N  N  79.475  67.838  55.946  -5.063  -1.575  -0.444  HN   APE  63  
0EF  HXT   H38  H  0  1  N  Y  N  81.824  66.178  58.097  -5.184  -2.207   2.978  HXT  APE  64  
#   #
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
0EF  O1   C     DOUB  N  N   1  
0EF  C    O2    SING  N  N   2  
0EF  O2   CT    SING  N  N   3  
0EF  CT   C1    SING  N  N   4  
0EF  CT   C2    SING  N  N   5  
0EF  CT   C3    SING  N  N   6  
0EF  C1   H11   SING  N  N   7  
0EF  C1   H12   SING  N  N   8  
0EF  C1   H13   SING  N  N   9  
0EF  C2   H21   SING  N  N  10  
0EF  C2   H22   SING  N  N  11  
0EF  C2   H23   SING  N  N  12  
0EF  C3   H31   SING  N  N  13  
0EF  C3   H32   SING  N  N  14  
0EF  C3   H33   SING  N  N  15  
0EF  N    CA    SING  N  N  16  
0EF  N    H     SING  N  N  17  
0EF  CA   C4    SING  N  N  18  
0EF  CA   CB    SING  N  N  19  
0EF  CA   HA    SING  N  N  20  
0EF  C4   O     DOUB  N  N  21  
0EF  CB   HB1   SING  N  N  22  
0EF  CB   HB2   SING  N  N  23  
0EF  CB   HB3   SING  N  N  24  
0EF  N1   CA1   SING  N  N  25  
0EF  N1   CD    SING  N  N  26  
0EF  CA1  C5    SING  N  N  27  
0EF  CA1  CB1   SING  N  N  28  
0EF  CA1  HA1   SING  N  N  29  
0EF  C5   O3    DOUB  N  N  30  
0EF  CB1  CG    SING  N  N  31  
0EF  CB1  HB21  SING  N  N  32  
0EF  CB1  HB31  SING  N  N  33  
0EF  CG   CD    SING  N  N  34  
0EF  CG   HG2   SING  N  N  35  
0EF  CG   HG3   SING  N  N  36  
0EF  CD   HD2   SING  N  N  37  
0EF  CD   HD3   SING  N  N  38  
0EF  N2   CA2   SING  N  N  39  
0EF  N2   H1    SING  N  N  40  
0EF  CA2  CB2   SING  N  N  41  
0EF  CA2  NHO   SING  N  N  42  
0EF  CA2  HA2   SING  N  N  43  
0EF  CB2  CG1   SING  N  N  44  
0EF  CB2  HB22  SING  N  N  45  
0EF  CB2  HB32  SING  N  N  46  
0EF  CG1  CD1   DOUB  Y  N  47  
0EF  CG1  CD2   SING  Y  N  48  
0EF  CD1  CE1   SING  Y  N  49  
0EF  CD1  HD1   SING  N  N  50  
0EF  CD2  CE2   DOUB  Y  N  51  
0EF  CD2  HD21  SING  N  N  52  
0EF  CE1  CZ    DOUB  Y  N  53  
0EF  CE1  HE1   SING  N  N  54  
0EF  CE2  CZ    SING  Y  N  55  
0EF  CE2  HE2   SING  N  N  56  
0EF  CZ   HZ    SING  N  N  57  
0EF  NHO  C6    SING  N  N  58  
0EF  NHO  HN    SING  N  N  59  
0EF  C6   O4    DOUB  N  N  60  
0EF  C6   OXT   SING  N  N  61  
0EF  OXT  HXT   SING  N  N  62  
0EF  C    N     SING  N  N  63  
0EF  C4   N1    SING  N  N  64  
0EF  C5   N2    SING  N  N  65  
#   #
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
0EF  SMILES            ACDLabs               12.01  "O=C(NC(NC(=O)O)Cc1ccccc1)C2N(C(=O)C(NC(=O)OC(C)(C)C)C)CCC2"  
0EF  SMILES_CANONICAL  CACTVS                3.370  "C[C@H](NC(=O)OC(C)(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)NC(O)=O"  
0EF  SMILES            CACTVS                3.370  "C[CH](NC(=O)OC(C)(C)C)C(=O)N1CCC[CH]1C(=O)N[CH](Cc2ccccc2)NC(O)=O"  
0EF  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "C[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)NC(=O)O)NC(=O)OC(C)(C)C"  
0EF  SMILES            "OpenEye OEToolkits"  1.7.0  "CC(C(=O)N1CCCC1C(=O)NC(Cc2ccccc2)NC(=O)O)NC(=O)OC(C)(C)C"  
0EF  InChI             InChI                 1.03   "InChI=1S/C22H32N4O6/c1-14(23-21(31)32-22(2,3)4)19(28)26-12-8-11-16(26)18(27)24-17(25-20(29)30)13-15-9-6-5-7-10-15/h5-7,9-10,14,16-17,25H,8,11-13H2,1-4H3,(H,23,31)(H,24,27)(H,29,30)/t14-,16-,17+/m0/s1"  
0EF  InChIKey          InChI                 1.03   YLCJIHHAPKJGHH-BHYGNILZSA-N  
#   #
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
0EF  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-(tert-butoxycarbonyl)-L-alanyl-N-[(1R)-1-(carboxyamino)-2-phenylethyl]-L-prolinamide"  
0EF  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.0  "[(1R)-1-[[(2S)-1-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidin-2-yl]carbonylamino]-2-phenyl-ethyl]carbamic 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
0EF  "Create component"      2008-10-27  RCSB  
0EF  "Modify aromatic_flag"  2011-06-04  RCSB  
0EF  "Modify descriptor"     2011-06-04  RCSB  
0EF  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     0EF
_pdbx_chem_comp_synonyms.name        "N-(TERT-BUTOXYCARBONYL-ALANYL-PROLYL-PHENYLALANYL)-O-BENZOYL HYDROXYLAMINE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
