data_D0F
#

_chem_comp.id                                   D0F
_chem_comp.name                                 "(2S)-2-[[(2S)-1-(3-cyclohexylpropanoyl)pyrrolidin-2-yl]carbonylamino]-3-phenyl-propanoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H32 N2 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-(3-cyclohexylpropanoyl)-L-prolyl-L-phenylalanine"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-05-29
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       400.511
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    D0F
_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       6K3Q
_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
D0F  O22  O1   O  0  1  N  N  N   1.038   -6.223  25.662  -1.083  -0.737  -0.291  O22  D0F   1  
D0F  C20  C1   C  0  1  N  N  N   2.062   -5.565  25.640  -1.586   0.336  -0.547  C20  D0F   2  
D0F  C21  C2   C  0  1  N  N  N   2.301   -4.646  24.474  -3.046   0.572  -0.258  C21  D0F   3  
D0F  C23  C3   C  0  1  N  N  N   1.127   -3.665  24.468  -3.656  -0.692   0.352  C23  D0F   4  
D0F  C24  C4   C  0  1  N  N  N   0.543   -3.460  23.077  -5.138  -0.453   0.646  C24  D0F   5  
D0F  C29  C5   C  0  1  N  N  N  -0.236   -4.721  22.651  -5.717  -1.671   1.370  C29  D0F   6  
D0F  C28  C6   C  0  1  N  N  N  -0.741   -4.628  21.203  -7.200  -1.432   1.664  C28  D0F   7  
D0F  C27  C7   C  0  1  N  N  N   0.301   -4.046  20.219  -7.952  -1.214   0.349  C27  D0F   8  
D0F  C26  C8   C  0  1  N  N  N   1.109   -2.842  20.721  -7.372   0.004  -0.374  C26  D0F   9  
D0F  C25  C9   C  0  1  N  N  N   1.674   -3.099  22.108  -5.890  -0.235  -0.668  C25  D0F  10  
D0F  N19  N1   N  0  1  N  N  N   2.979   -5.570  26.602  -0.839   1.320  -1.086  N19  D0F  11  
D0F  C18  C10  C  0  1  N  N  N   3.467   -4.384  27.302  -1.319   2.669  -1.439  C18  D0F  12  
D0F  C17  C11  C  0  1  N  N  N   4.028   -4.945  28.601  -0.053   3.561  -1.409  C17  D0F  13  
D0F  C16  C12  C  0  1  N  N  N   4.487   -6.351  28.259   1.020   2.598  -1.981  C16  D0F  14  
D0F  C14  C13  C  0  1  N  N  S   3.624   -6.806  27.093   0.591   1.229  -1.413  C14  D0F  15  
D0F  C13  C14  C  0  1  N  N  N   2.706   -7.863  27.663   1.382   0.917  -0.168  C13  D0F  16  
D0F  O15  O2   O  0  1  N  N  N   3.156   -8.982  27.739   0.813   0.783   0.894  O15  D0F  17  
D0F  N5   N2   N  0  1  N  N  N   1.459   -7.521  28.046   2.722   0.788  -0.236  N5   D0F  18  
D0F  C1   C15  C  0  1  N  N  S   0.659   -8.085  29.135   3.491   0.485   0.974  C1   D0F  19  
D0F  C2   C16  C  0  1  N  N  N  -0.704   -7.422  29.220   3.797   1.765   1.708  C2   D0F  20  
D0F  O4   O3   O  0  1  N  N  N  -1.729   -8.108  29.526   4.497   1.731   2.853  O4   D0F  21  
D0F  O3   O4   O  0  1  N  N  N  -0.775   -6.187  28.985   3.412   2.822   1.266  O3   D0F  22  
D0F  C6   C17  C  0  1  N  N  N   1.400   -7.896  30.468   4.800  -0.206   0.586  C6   D0F  23  
D0F  C7   C18  C  0  1  Y  N  N   0.800   -8.674  31.639   4.497  -1.543  -0.038  C7   D0F  24  
D0F  C12  C19  C  0  1  Y  N  N   0.824  -10.080  31.665   4.310  -1.641  -1.405  C12  D0F  25  
D0F  C11  C20  C  0  1  Y  N  N   0.279  -10.775  32.759   4.031  -2.868  -1.977  C11  D0F  26  
D0F  C10  C21  C  0  1  Y  N  N  -0.281  -10.084  33.842   3.940  -3.997  -1.184  C10  D0F  27  
D0F  C9   C22  C  0  1  Y  N  N  -0.299   -8.677  33.817   4.128  -3.898   0.182  C9   D0F  28  
D0F  C8   C23  C  0  1  Y  N  N   0.244   -7.973  32.726   4.411  -2.672   0.754  C8   D0F  29  
D0F  H1   H1   H  0  1  N  N  N   2.327   -5.218  23.535  -3.149   1.400   0.444  H1   D0F  30  
D0F  H2   H2   H  0  1  N  N  N   3.251   -4.106  24.601  -3.566   0.815  -1.184  H2   D0F  31  
D0F  H3   H3   H  0  1  N  N  N   1.477   -2.695  24.850  -3.553  -1.520  -0.349  H3   D0F  32  
D0F  H4   H4   H  0  1  N  N  N   0.338   -4.056  25.127  -3.136  -0.935   1.279  H4   D0F  33  
D0F  H5   H5   H  0  1  N  N  N  -0.162   -2.617  23.116  -5.246   0.429   1.277  H5   D0F  34  
D0F  H6   H6   H  0  1  N  N  N  -1.100   -4.847  23.320  -5.610  -2.553   0.739  H6   D0F  35  
D0F  H7   H7   H  0  1  N  N  N   0.427   -5.594  22.740  -5.181  -1.826   2.306  H7   D0F  36  
D0F  H8   H8   H  0  1  N  N  N  -1.632   -3.984  21.186  -7.612  -2.299   2.179  H8   D0F  37  
D0F  H9   H9   H  0  1  N  N  N  -1.013   -5.639  20.864  -7.307  -0.549   2.294  H9   D0F  38  
D0F  H10  H10  H  0  1  N  N  N  -0.234   -3.735  19.309  -7.844  -2.096  -0.282  H10  D0F  39  
D0F  H11  H11  H  0  1  N  N  N   1.012   -4.847  19.971  -9.008  -1.043   0.559  H11  D0F  40  
D0F  H12  H12  H  0  1  N  N  N   1.939   -2.652  20.025  -7.908   0.159  -1.310  H12  D0F  41  
D0F  H13  H13  H  0  1  N  N  N   0.453   -1.960  20.759  -7.480   0.886   0.257  H13  D0F  42  
D0F  H14  H14  H  0  1  N  N  N   2.392   -3.931  22.060  -5.477   0.632  -1.183  H14  D0F  43  
D0F  H15  H15  H  0  1  N  N  N   2.185   -2.193  22.466  -5.782  -1.117  -1.299  H15  D0F  44  
D0F  H16  H16  H  0  1  N  N  N   4.252   -3.879  26.720  -1.758   2.666  -2.437  H16  D0F  45  
D0F  H17  H17  H  0  1  N  N  N   2.646   -3.679  27.500  -2.046   3.017  -0.705  H17  D0F  46  
D0F  H18  H18  H  0  1  N  N  N   4.875   -4.337  28.950  -0.176   4.434  -2.050  H18  D0F  47  
D0F  H19  H19  H  0  1  N  N  N   3.250   -4.971  29.378   0.191   3.858  -0.390  H19  D0F  48  
D0F  H20  H20  H  0  1  N  N  N   4.346   -7.019  29.122   0.992   2.592  -3.071  H20  D0F  49  
D0F  H21  H21  H  0  1  N  N  N   5.548   -6.346  27.969   2.013   2.870  -1.624  H21  D0F  50  
D0F  H22  H22  H  0  1  N  N  N   4.259   -7.244  26.309   0.752   0.450  -2.158  H22  D0F  51  
D0F  H23  H23  H  0  1  N  N  N   1.026   -6.789  27.520   3.177   0.895  -1.086  H23  D0F  52  
D0F  H24  H24  H  0  1  N  N  N   0.517   -9.162  28.965   2.909  -0.174   1.618  H24  D0F  53  
D0F  H25  H25  H  0  1  N  N  N  -2.494   -7.546  29.540   4.668   2.578   3.288  H25  D0F  54  
D0F  H26  H26  H  0  1  N  N  N   2.441   -8.226  30.333   5.341   0.415  -0.128  H26  D0F  55  
D0F  H27  H27  H  0  1  N  N  N   1.384   -6.826  30.722   5.412  -0.351   1.477  H27  D0F  56  
D0F  H28  H28  H  0  1  N  N  N   1.262  -10.627  30.843   4.381  -0.760  -2.024  H28  D0F  57  
D0F  H29  H29  H  0  1  N  N  N   0.292  -11.855  32.765   3.885  -2.945  -3.045  H29  D0F  58  
D0F  H30  H30  H  0  1  N  N  N  -0.692  -10.623  34.683   3.723  -4.955  -1.632  H30  D0F  59  
D0F  H31  H31  H  0  1  N  N  N  -0.733   -8.133  34.642   4.056  -4.780   0.802  H31  D0F  60  
D0F  H32  H32  H  0  1  N  N  N   0.234   -6.893  32.723   4.561  -2.596   1.821  H32  D0F  61  
#   #
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
D0F  C27  C26  SING  N  N   1  
D0F  C27  C28  SING  N  N   2  
D0F  C26  C25  SING  N  N   3  
D0F  C28  C29  SING  N  N   4  
D0F  C25  C24  SING  N  N   5  
D0F  C29  C24  SING  N  N   6  
D0F  C24  C23  SING  N  N   7  
D0F  C23  C21  SING  N  N   8  
D0F  C21  C20  SING  N  N   9  
D0F  C20  O22  DOUB  N  N  10  
D0F  C20  N19  SING  N  N  11  
D0F  N19  C14  SING  N  N  12  
D0F  N19  C18  SING  N  N  13  
D0F  C14  C13  SING  N  N  14  
D0F  C14  C16  SING  N  N  15  
D0F  C18  C17  SING  N  N  16  
D0F  C13  O15  DOUB  N  N  17  
D0F  C13  N5   SING  N  N  18  
D0F  N5   C1   SING  N  N  19  
D0F  C16  C17  SING  N  N  20  
D0F  O3   C2   DOUB  N  N  21  
D0F  C1   C2   SING  N  N  22  
D0F  C1   C6   SING  N  N  23  
D0F  C2   O4   SING  N  N  24  
D0F  C6   C7   SING  N  N  25  
D0F  C7   C12  DOUB  Y  N  26  
D0F  C7   C8   SING  Y  N  27  
D0F  C12  C11  SING  Y  N  28  
D0F  C8   C9   DOUB  Y  N  29  
D0F  C11  C10  DOUB  Y  N  30  
D0F  C9   C10  SING  Y  N  31  
D0F  C21  H1   SING  N  N  32  
D0F  C21  H2   SING  N  N  33  
D0F  C23  H3   SING  N  N  34  
D0F  C23  H4   SING  N  N  35  
D0F  C24  H5   SING  N  N  36  
D0F  C29  H6   SING  N  N  37  
D0F  C29  H7   SING  N  N  38  
D0F  C28  H8   SING  N  N  39  
D0F  C28  H9   SING  N  N  40  
D0F  C27  H10  SING  N  N  41  
D0F  C27  H11  SING  N  N  42  
D0F  C26  H12  SING  N  N  43  
D0F  C26  H13  SING  N  N  44  
D0F  C25  H14  SING  N  N  45  
D0F  C25  H15  SING  N  N  46  
D0F  C18  H16  SING  N  N  47  
D0F  C18  H17  SING  N  N  48  
D0F  C17  H18  SING  N  N  49  
D0F  C17  H19  SING  N  N  50  
D0F  C16  H20  SING  N  N  51  
D0F  C16  H21  SING  N  N  52  
D0F  C14  H22  SING  N  N  53  
D0F  N5   H23  SING  N  N  54  
D0F  C1   H24  SING  N  N  55  
D0F  O4   H25  SING  N  N  56  
D0F  C6   H26  SING  N  N  57  
D0F  C6   H27  SING  N  N  58  
D0F  C12  H28  SING  N  N  59  
D0F  C11  H29  SING  N  N  60  
D0F  C10  H30  SING  N  N  61  
D0F  C9   H31  SING  N  N  62  
D0F  C8   H32  SING  N  N  63  
#   #
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
D0F  InChI             InChI                 1.03   "InChI=1S/C23H32N2O4/c26-21(14-13-17-8-3-1-4-9-17)25-15-7-12-20(25)22(27)24-19(23(28)29)16-18-10-5-2-6-11-18/h2,5-6,10-11,17,19-20H,1,3-4,7-9,12-16H2,(H,24,27)(H,28,29)/t19-,20-/m0/s1"  
D0F  InChIKey          InChI                 1.03   FYUKGHZWIUVSTO-PMACEKPBSA-N  
D0F  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]2CCCN2C(=O)CCC3CCCCC3"  
D0F  SMILES            CACTVS                3.385  "OC(=O)[CH](Cc1ccccc1)NC(=O)[CH]2CCCN2C(=O)CCC3CCCCC3"  
D0F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)C[C@@H](C(=O)O)NC(=O)[C@@H]2CCCN2C(=O)CCC3CCCCC3"  
D0F  SMILES            "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)CC(C(=O)O)NC(=O)C2CCCN2C(=O)CCC3CCCCC3"  
#
_pdbx_chem_comp_identifier.comp_id          D0F
_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~{S})-2-[[(2~{S})-1-(3-cyclohexylpropanoyl)pyrrolidin-2-yl]carbonylamino]-3-phenyl-propanoic 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
D0F  "Create component"  2019-05-29  PDBJ  
D0F  "Initial release"   2020-05-27  RCSB  
D0F  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     D0F
_pdbx_chem_comp_synonyms.name        "N-(3-cyclohexylpropanoyl)-L-prolyl-L-phenylalanine"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
