data_KEQ
#

_chem_comp.id                                   KEQ
_chem_comp.name                                 "(3~{S},6~{S})-3-[(4-hydroxyphenyl)methyl]-6-[(4-methoxyphenyl)methyl]piperazine-2,5-dione"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H20 N2 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-05-15
_chem_comp.pdbx_modified_date                   2020-04-17
_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                       340.373
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KEQ
_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       6RQ9
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
KEQ  CA   C1   C  0  1  N  N  N   -9.063  20.226   0.744   0.257  -1.534  -1.279  CA   KEQ   1  
KEQ  CB   C2   C  0  1  N  N  N   -8.244  17.505   0.442   0.470   1.221  -1.503  CB   KEQ   2  
KEQ  NB   N1   N  0  1  N  N  N   -7.828  19.909   0.194  -0.867  -0.814  -1.349  NB   KEQ   3  
KEQ  OB   O1   O  0  1  N  N  N   -7.959  16.410   0.289   0.550   2.394  -1.801  OB   KEQ   4  
KEQ  CD1  C3   C  0  1  Y  N  N  -11.032  16.993   3.437   4.482  -1.409   0.453  CD1  KEQ   5  
KEQ  CD2  C4   C  0  1  Y  N  N  -12.490  18.837   3.362   3.621   0.780   0.908  CD2  KEQ   6  
KEQ  CD3  C5   C  0  1  Y  N  N   -6.101  20.152   2.931  -3.015  -0.673   0.908  CD3  KEQ   7  
KEQ  CE1  C6   C  0  1  Y  N  N  -12.098  16.189   3.725   5.770  -0.942   0.630  CE1  KEQ   8  
KEQ  CE2  C7   C  0  1  Y  N  N  -13.540  18.019   3.677   4.906   1.250   1.097  CE2  KEQ   9  
KEQ  CE3  C8   C  0  1  Y  N  N   -6.301  20.482   4.240  -4.320  -1.077   1.110  CE3  KEQ  10  
KEQ  CAA  C9   C  0  1  N  N  S   -9.955  19.161   1.320   1.605  -0.912  -1.071  CAA  KEQ  11  
KEQ  CAB  C10  C  0  1  N  N  S   -7.248  18.599   0.099  -0.885   0.637  -1.235  CAB  KEQ  12  
KEQ  CAY  C11  C  0  1  N  N  N   -6.654  21.281   6.753  -7.678   0.315   0.646  CAY  KEQ  13  
KEQ  CBA  C12  C  0  1  N  N  N  -10.061  19.272   2.848   2.004  -1.061   0.398  CBA  KEQ  14  
KEQ  CBB  C13  C  0  1  N  N  N   -6.033  18.541   1.014  -1.325   1.023   0.179  CBB  KEQ  15  
KEQ  CD4  C14  C  0  1  Y  N  N   -6.640  17.933   3.412  -3.791   1.441   0.088  CD4  KEQ  16  
KEQ  CE4  C15  C  0  1  Y  N  N   -6.845  18.288   4.723  -5.099   1.037   0.278  CE4  KEQ  17  
KEQ  CGA  C16  C  0  1  Y  N  N  -11.217  18.350   3.244   3.408  -0.549   0.592  CGA  KEQ  18  
KEQ  CGB  C17  C  0  1  Y  N  N   -6.274  18.881   2.493  -2.750   0.585   0.398  CGB  KEQ  19  
KEQ  CZA  C18  C  0  1  Y  N  N  -13.354  16.676   3.838   5.985   0.390   0.953  CZA  KEQ  20  
KEQ  CZB  C19  C  0  1  Y  N  N   -6.685  19.569   5.154  -5.366  -0.222   0.795  CZB  KEQ  21  
KEQ  NA   N2   N  0  1  N  N  N   -9.522  17.828   0.944   1.595   0.502  -1.422  NA   KEQ  22  
KEQ  OA   O2   O  0  1  N  N  N   -9.406  21.297   0.759   0.183  -2.740  -1.383  OA   KEQ  23  
KEQ  OAX  O3   O  0  1  N  N  N  -14.437  15.892   4.109   7.252   0.851   1.128  OAX  KEQ  24  
KEQ  OAY  O4   O  0  1  N  N  N   -6.880  19.938   6.452  -6.652  -0.618   0.992  OAY  KEQ  25  
KEQ  H1   H1   H  0  1  N  N  N   -7.289  20.668  -0.172  -1.708  -1.280  -1.483  H1   KEQ  26  
KEQ  H2   H2   H  0  1  N  N  N  -10.042  16.568   3.360   4.313  -2.445   0.201  H2   KEQ  27  
KEQ  H3   H3   H  0  1  N  N  N  -12.670  19.890   3.203   2.780   1.449   1.021  H3   KEQ  28  
KEQ  H4   H4   H  0  1  N  N  N   -5.799  20.917   2.231  -2.200  -1.338   1.153  H4   KEQ  29  
KEQ  H5   H5   H  0  1  N  N  N  -11.932  15.131   3.867   6.608  -1.613   0.517  H5   KEQ  30  
KEQ  H6   H6   H  0  1  N  N  N  -14.527  18.440   3.800   5.071   2.285   1.357  H6   KEQ  31  
KEQ  H7   H7   H  0  1  N  N  N   -6.147  21.504   4.553  -4.526  -2.059   1.511  H7   KEQ  32  
KEQ  H8   H8   H  0  1  N  N  N  -10.965  19.320   0.913   2.336  -1.428  -1.693  H8   KEQ  33  
KEQ  H9   H9   H  0  1  N  N  N   -6.903  18.433  -0.932  -1.597   1.044  -1.953  H9   KEQ  34  
KEQ  H10  H10  H  0  1  N  N  N   -6.843  21.454   7.823  -7.605   0.558  -0.414  H10  KEQ  35  
KEQ  H11  H11  H  0  1  N  N  N   -5.611  21.539   6.519  -8.653  -0.126   0.853  H11  KEQ  36  
KEQ  H12  H12  H  0  1  N  N  N   -7.330  21.910   6.155  -7.557   1.223   1.236  H12  KEQ  37  
KEQ  H13  H13  H  0  1  N  N  N   -9.126  18.942   3.324   1.319  -0.485   1.021  H13  KEQ  38  
KEQ  H14  H14  H  0  1  N  N  N  -10.277  20.309   3.144   1.958  -2.112   0.683  H14  KEQ  39  
KEQ  H15  H15  H  0  1  N  N  N   -5.627  17.520   0.967  -0.678   0.534   0.907  H15  KEQ  40  
KEQ  H16  H16  H  0  1  N  N  N   -5.287  19.250   0.625  -1.255   2.104   0.299  H16  KEQ  41  
KEQ  H17  H17  H  0  1  N  N  N   -6.767  16.905   3.105  -3.582   2.421  -0.314  H17  KEQ  42  
KEQ  H18  H18  H  0  1  N  N  N   -7.142  17.529   5.432  -5.911   1.702   0.025  H18  KEQ  43  
KEQ  H19  H19  H  0  1  N  N  N  -10.179  17.082   1.049   2.440   0.939  -1.610  H19  KEQ  44  
KEQ  H20  H20  H  0  1  N  N  N  -14.160  14.987   4.195   7.663   1.186   0.320  H20  KEQ  45  
#   #
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
KEQ  CAB  NB   SING  N  N   1  
KEQ  CAB  CB   SING  N  N   2  
KEQ  CAB  CBB  SING  N  N   3  
KEQ  NB   CA   SING  N  N   4  
KEQ  OB   CB   DOUB  N  N   5  
KEQ  CB   NA   SING  N  N   6  
KEQ  CA   OA   DOUB  N  N   7  
KEQ  CA   CAA  SING  N  N   8  
KEQ  NA   CAA  SING  N  N   9  
KEQ  CBB  CGB  SING  N  N  10  
KEQ  CAA  CBA  SING  N  N  11  
KEQ  CGB  CD3  DOUB  Y  N  12  
KEQ  CGB  CD4  SING  Y  N  13  
KEQ  CBA  CGA  SING  N  N  14  
KEQ  CD3  CE3  SING  Y  N  15  
KEQ  CGA  CD2  DOUB  Y  N  16  
KEQ  CGA  CD1  SING  Y  N  17  
KEQ  CD2  CE2  SING  Y  N  18  
KEQ  CD4  CE4  DOUB  Y  N  19  
KEQ  CD1  CE1  DOUB  Y  N  20  
KEQ  CE2  CZA  DOUB  Y  N  21  
KEQ  CE1  CZA  SING  Y  N  22  
KEQ  CZA  OAX  SING  N  N  23  
KEQ  CE3  CZB  DOUB  Y  N  24  
KEQ  CE4  CZB  SING  Y  N  25  
KEQ  CZB  OAY  SING  N  N  26  
KEQ  OAY  CAY  SING  N  N  27  
KEQ  NB   H1   SING  N  N  28  
KEQ  CD1  H2   SING  N  N  29  
KEQ  CD2  H3   SING  N  N  30  
KEQ  CD3  H4   SING  N  N  31  
KEQ  CE1  H5   SING  N  N  32  
KEQ  CE2  H6   SING  N  N  33  
KEQ  CE3  H7   SING  N  N  34  
KEQ  CAA  H8   SING  N  N  35  
KEQ  CAB  H9   SING  N  N  36  
KEQ  CAY  H10  SING  N  N  37  
KEQ  CAY  H11  SING  N  N  38  
KEQ  CAY  H12  SING  N  N  39  
KEQ  CBA  H13  SING  N  N  40  
KEQ  CBA  H14  SING  N  N  41  
KEQ  CBB  H15  SING  N  N  42  
KEQ  CBB  H16  SING  N  N  43  
KEQ  CD4  H17  SING  N  N  44  
KEQ  CE4  H18  SING  N  N  45  
KEQ  NA   H19  SING  N  N  46  
KEQ  OAX  H20  SING  N  N  47  
#   #
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
KEQ  InChI             InChI                 1.03   "InChI=1S/C19H20N2O4/c1-25-15-8-4-13(5-9-15)11-17-19(24)20-16(18(23)21-17)10-12-2-6-14(22)7-3-12/h2-9,16-17,22H,10-11H2,1H3,(H,20,24)(H,21,23)/t16-,17-/m0/s1"  
KEQ  InChIKey          InChI                 1.03   SXIBGFQFSYRUSU-IRXDYDNUSA-N  
KEQ  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc(C[C@@H]2NC(=O)[C@H](Cc3ccc(O)cc3)NC2=O)cc1"  
KEQ  SMILES            CACTVS                3.385  "COc1ccc(C[CH]2NC(=O)[CH](Cc3ccc(O)cc3)NC2=O)cc1"  
KEQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "COc1ccc(cc1)C[C@H]2C(=O)N[C@H](C(=O)N2)Cc3ccc(cc3)O"  
KEQ  SMILES            "OpenEye OEToolkits"  2.0.7  "COc1ccc(cc1)CC2C(=O)NC(C(=O)N2)Cc3ccc(cc3)O"  
#
_pdbx_chem_comp_identifier.comp_id          KEQ
_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       "(3~{S},6~{S})-3-[(4-hydroxyphenyl)methyl]-6-[(4-methoxyphenyl)methyl]piperazine-2,5-dione"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KEQ  "Create component"  2019-05-15  PDBE  
KEQ  "Initial release"   2020-04-22  RCSB  
##
