data_KE5
#

_chem_comp.id                                   KE5
_chem_comp.name                                 "(3~{S},6~{S})-3-[(4-hydroxyphenyl)methyl]-6-[(2-methyl-4-oxidanyl-phenyl)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                    KE5
_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       6RQ1
_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
KE5  CAB  C1   C  0  1  N  N  S   -5.954  18.766   5.112   1.312   0.641   1.234  CAB  KE5   1  
KE5  CAX  C2   C  0  1  N  N  N  -10.972  14.800   3.984  -2.106   1.659  -0.784  CAX  KE5   2  
KE5  CA   C3   C  0  1  N  N  N   -6.743  16.865   3.869   0.242  -1.567   1.284  CA   KE5   3  
KE5  CB   C4   C  0  1  N  N  N   -7.273  18.886   5.744  -0.056   1.179   1.523  CB   KE5   4  
KE5  NB   N1   N  0  1  N  N  N   -5.837  17.720   4.162   1.344  -0.812   1.343  NB   KE5   5  
KE5  OB   O1   O  0  1  N  N  N   -7.385  19.635   6.659  -0.169   2.348   1.827  OB   KE5   6  
KE5  CD1  C5   C  0  1  Y  N  N  -11.005  18.522   3.328  -4.008  -1.589  -0.474  CD1  KE5   7  
KE5  CD2  C6   C  0  1  Y  N  N  -11.498  16.255   3.827  -3.238   0.666  -0.729  CD2  KE5   8  
KE5  CD3  C7   C  0  1  Y  N  N   -7.690  20.908   3.473   4.186   1.470  -0.144  CD3  KE5   9  
KE5  CE1  C8   C  0  1  Y  N  N  -12.308  18.855   3.550  -5.314  -1.163  -0.626  CE1  KE5  10  
KE5  CE2  C9   C  0  1  Y  N  N  -12.829  16.554   4.031  -4.542   1.096  -0.882  CE2  KE5  11  
KE5  CE3  C10  C  0  1  Y  N  N   -8.636  21.121   2.507   5.490   1.076  -0.373  CE3  KE5  12  
KE5  CAA  C11  C  0  1  N  N  S   -8.142  17.021   4.408  -1.128  -0.988   1.103  CAA  KE5  13  
KE5  CBA  C12  C  0  1  N  N  N   -9.124  16.998   3.224  -1.549  -1.143  -0.359  CBA  KE5  14  
KE5  CBB  C13  C  0  1  N  N  N   -5.652  20.038   4.358   1.720   1.044  -0.184  CBB  KE5  15  
KE5  CD4  C14  C  0  1  Y  N  N   -6.360  19.635   1.938   3.399  -0.637  -0.970  CD4  KE5  16  
KE5  CE4  C15  C  0  1  Y  N  N   -7.322  19.872   0.931   4.701  -1.034  -1.205  CE4  KE5  17  
KE5  CGA  C16  C  0  1  Y  N  N  -10.600  17.241   3.500  -2.972  -0.676  -0.526  CGA  KE5  18  
KE5  CGB  C17  C  0  1  Y  N  N   -6.575  20.164   3.201   3.142   0.614  -0.440  CGB  KE5  19  
KE5  CZA  C18  C  0  1  Y  N  N  -13.211  17.878   3.875  -5.584   0.182  -0.831  CZA  KE5  20  
KE5  CZB  C19  C  0  1  Y  N  N   -8.459  20.599   1.248   5.751  -0.179  -0.904  CZB  KE5  21  
KE5  NA   N2   N  0  1  N  N  N   -8.280  18.207   5.234  -1.158   0.424   1.460  NA   KE5  22  
KE5  OA   O2   O  0  1  N  N  N   -6.444  15.958   3.148   0.357  -2.770   1.382  OA   KE5  23  
KE5  OHA  O3   O  0  1  N  N  N  -14.458  18.261   4.081  -6.867   0.603  -0.981  OHA  KE5  24  
KE5  OHB  O4   O  0  1  N  N  N   -9.416  20.881   0.401   7.033  -0.567  -1.135  OHB  KE5  25  
KE5  H1   H1   H  0  1  N  N  N   -5.193  18.639   5.896   2.021   1.067   1.944  H1   KE5  26  
KE5  H2   H2   H  0  1  N  N  N  -10.663  14.632   5.026  -1.906   2.037   0.219  H2   KE5  27  
KE5  H3   H3   H  0  1  N  N  N  -11.770  14.091   3.720  -1.213   1.170  -1.172  H3   KE5  28  
KE5  H4   H4   H  0  1  N  N  N  -10.111  14.648   3.317  -2.380   2.487  -1.437  H4   KE5  29  
KE5  H5   H5   H  0  1  N  N  N   -4.966  17.643   3.676   2.201  -1.250   1.463  H5   KE5  30  
KE5  H6   H6   H  0  1  N  N  N  -10.298  19.277   3.016  -3.798  -2.636  -0.311  H6   KE5  31  
KE5  H7   H7   H  0  1  N  N  N   -7.825  21.331   4.458   3.983   2.447   0.270  H7   KE5  32  
KE5  H8   H8   H  0  1  N  N  N  -12.627  19.884   3.470  -6.123  -1.877  -0.587  H8   KE5  33  
KE5  H9   H9   H  0  1  N  N  N  -13.543  15.790   4.301  -4.750   2.144  -1.041  H9   KE5  34  
KE5  H10  H10  H  0  1  N  N  N   -9.520  21.698   2.734   6.306   1.743  -0.138  H10  KE5  35  
KE5  H11  H11  H  0  1  N  N  N   -8.360  16.140   5.029  -1.831  -1.530   1.735  H11  KE5  36  
KE5  H12  H12  H  0  1  N  N  N   -9.041  16.008   2.752  -0.893  -0.544  -0.992  H12  KE5  37  
KE5  H13  H13  H  0  1  N  N  N   -8.795  17.771   2.514  -1.474  -2.191  -0.650  H13  KE5  38  
KE5  H14  H14  H  0  1  N  N  N   -4.614  20.011   3.996   1.059   0.561  -0.904  H14  KE5  39  
KE5  H15  H15  H  0  1  N  N  N   -5.785  20.901   5.028   1.644   2.127  -0.290  H15  KE5  40  
KE5  H16  H16  H  0  1  N  N  N   -5.475  19.053   1.728   2.582  -1.304  -1.201  H16  KE5  41  
KE5  H17  H17  H  0  1  N  N  N   -7.174  19.493  -0.069   4.902  -2.012  -1.619  H17  KE5  42  
KE5  H18  H18  H  0  1  N  N  N   -9.205  18.532   5.430  -2.013   0.835   1.660  H18  KE5  43  
KE5  H19  H19  H  0  1  N  N  N  -14.990  17.505   4.298  -7.301   0.845  -0.152  H19  KE5  44  
KE5  H20  H20  H  0  1  N  N  N  -10.090  21.386   0.841   7.360  -0.340  -2.016  H20  KE5  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
KE5  OHB  CZB  SING  N  N   1  
KE5  CE4  CZB  DOUB  Y  N   2  
KE5  CE4  CD4  SING  Y  N   3  
KE5  CZB  CE3  SING  Y  N   4  
KE5  CD4  CGB  DOUB  Y  N   5  
KE5  CE3  CD3  DOUB  Y  N   6  
KE5  OA   CA   DOUB  N  N   7  
KE5  CGB  CD3  SING  Y  N   8  
KE5  CGB  CBB  SING  N  N   9  
KE5  CBA  CGA  SING  N  N  10  
KE5  CBA  CAA  SING  N  N  11  
KE5  CD1  CGA  DOUB  Y  N  12  
KE5  CD1  CE1  SING  Y  N  13  
KE5  CGA  CD2  SING  Y  N  14  
KE5  CE1  CZA  DOUB  Y  N  15  
KE5  CD2  CAX  SING  N  N  16  
KE5  CD2  CE2  DOUB  Y  N  17  
KE5  CA   NB   SING  N  N  18  
KE5  CA   CAA  SING  N  N  19  
KE5  CZA  CE2  SING  Y  N  20  
KE5  CZA  OHA  SING  N  N  21  
KE5  NB   CAB  SING  N  N  22  
KE5  CBB  CAB  SING  N  N  23  
KE5  CAA  NA   SING  N  N  24  
KE5  CAB  CB   SING  N  N  25  
KE5  NA   CB   SING  N  N  26  
KE5  CB   OB   DOUB  N  N  27  
KE5  CAB  H1   SING  N  N  28  
KE5  CAX  H2   SING  N  N  29  
KE5  CAX  H3   SING  N  N  30  
KE5  CAX  H4   SING  N  N  31  
KE5  NB   H5   SING  N  N  32  
KE5  CD1  H6   SING  N  N  33  
KE5  CD3  H7   SING  N  N  34  
KE5  CE1  H8   SING  N  N  35  
KE5  CE2  H9   SING  N  N  36  
KE5  CE3  H10  SING  N  N  37  
KE5  CAA  H11  SING  N  N  38  
KE5  CBA  H12  SING  N  N  39  
KE5  CBA  H13  SING  N  N  40  
KE5  CBB  H14  SING  N  N  41  
KE5  CBB  H15  SING  N  N  42  
KE5  CD4  H16  SING  N  N  43  
KE5  CE4  H17  SING  N  N  44  
KE5  NA   H18  SING  N  N  45  
KE5  OHA  H19  SING  N  N  46  
KE5  OHB  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
KE5  InChI             InChI                 1.03   "InChI=1S/C19H20N2O4/c1-11-8-15(23)7-4-13(11)10-17-19(25)20-16(18(24)21-17)9-12-2-5-14(22)6-3-12/h2-8,16-17,22-23H,9-10H2,1H3,(H,20,25)(H,21,24)/t16-,17-/m0/s1"  
KE5  InChIKey          InChI                 1.03   OLLRPTQZHVLIEA-IRXDYDNUSA-N  
KE5  SMILES_CANONICAL  CACTVS                3.385  "Cc1cc(O)ccc1C[C@@H]2NC(=O)[C@H](Cc3ccc(O)cc3)NC2=O"  
KE5  SMILES            CACTVS                3.385  "Cc1cc(O)ccc1C[CH]2NC(=O)[CH](Cc3ccc(O)cc3)NC2=O"  
KE5  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cc(ccc1C[C@H]2C(=O)N[C@H](C(=O)N2)Cc3ccc(cc3)O)O"  
KE5  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cc(ccc1CC2C(=O)NC(C(=O)N2)Cc3ccc(cc3)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          KE5
_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-[(2-methyl-4-oxidanyl-phenyl)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
KE5  "Create component"  2019-05-15  PDBE  
KE5  "Initial release"   2020-04-22  RCSB  
##
