data_KEH
#

_chem_comp.id                                   KEH
_chem_comp.name                                 "(3~{S},6~{S})-3-[(4-hydroxyphenyl)methyl]-6-[(3-iodanyl-4-oxidanyl-phenyl)methyl]piperazine-2,5-dione"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H17 I 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                       452.243
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KEH
_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       6RQ8
_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
KEH  C1   C1   C  0  1  N  N  N  -10.000  19.302   2.877  -3.867   1.081   0.374  C1   KEH   1  
KEH  C11  C2   C  0  1  N  N  N   -8.100  17.773   0.497  -1.935  -0.959  -1.435  C11  KEH   2  
KEH  C12  C3   C  0  1  N  N  S   -7.122  18.889   0.345  -0.701  -0.152  -1.165  C12  KEH   3  
KEH  C14  C4   C  0  1  N  N  N   -8.937  20.423   0.837  -2.187   1.798  -1.286  C14  KEH   4  
KEH  C17  C5   C  0  1  N  N  N   -5.950  18.780   1.299  -0.228  -0.423   0.264  C17  KEH   5  
KEH  C18  C6   C  0  1  Y  N  N   -6.278  18.558   2.791   1.100   0.253   0.491  C18  KEH   6  
KEH  C19  C7   C  0  1  Y  N  N   -6.387  19.607   3.674   2.274  -0.424   0.215  C19  KEH   7  
KEH  C2   C8   C  0  1  Y  N  N  -11.165  18.377   3.234  -5.170   0.346   0.557  C2   KEH   8  
KEH  C20  C9   C  0  1  Y  N  N   -6.655  19.458   5.029   3.493   0.193   0.421  C20  KEH   9  
KEH  C21  C10  C  0  1  Y  N  N   -6.855  18.179   5.503   3.538   1.493   0.906  C21  KEH  10  
KEH  C22  C11  C  0  1  Y  N  N   -6.763  17.138   4.617   2.359   2.169   1.182  C22  KEH  11  
KEH  C23  C12  C  0  1  Y  N  N   -6.473  17.290   3.289   1.142   1.549   0.968  C23  KEH  12  
KEH  C3   C13  C  0  1  Y  N  N  -12.429  18.902   3.390  -6.368   1.010   0.370  C3   KEH  13  
KEH  C4   C14  C  0  1  Y  N  N  -13.521  18.112   3.680  -7.564   0.339   0.538  C4   KEH  14  
KEH  C5   C15  C  0  1  Y  N  N  -13.342  16.755   3.796  -7.562  -1.001   0.894  C5   KEH  15  
KEH  C6   C16  C  0  1  Y  N  N  -12.097  16.218   3.654  -6.359  -1.665   1.081  C6   KEH  16  
KEH  C7   C17  C  0  1  Y  N  N  -11.010  17.010   3.385  -5.165  -0.991   0.907  C7   KEH  17  
KEH  C9   C18  C  0  1  N  N  S   -9.780  19.324   1.350  -3.417   0.965  -1.084  C9   KEH  18  
KEH  I25  I1   I  0  1  N  N  N   -6.786  21.131   6.315   5.271  -0.832   0.004  I25  KEH  19  
KEH  N10  N1   N  0  1  N  N  N   -9.319  18.045   0.879  -3.164  -0.436  -1.395  N10  KEH  20  
KEH  N13  N2   N  0  1  N  N  N   -7.751  20.180   0.405  -0.957   1.274  -1.321  N13  KEH  21  
KEH  O15  O1   O  0  1  N  N  N   -9.358  21.518   0.854  -2.312   2.996  -1.423  O15  KEH  22  
KEH  O16  O2   O  0  1  N  N  N   -7.718  16.675   0.246  -1.812  -2.135  -1.706  O16  KEH  23  
KEH  O24  O3   O  0  1  N  N  N   -7.120  17.933   6.791   4.735   2.102   1.111  O24  KEH  24  
KEH  O8   O4   O  0  1  N  N  N  -14.363  15.941   4.043  -8.738  -1.663   1.060  O8   KEH  25  
KEH  H1   H1   H  0  1  N  N  N   -9.086  18.940   3.370  -4.003   2.131   0.630  H1   KEH  26  
KEH  H2   H2   H  0  1  N  N  N  -10.226  20.321   3.225  -3.109   0.643   1.024  H2   KEH  27  
KEH  H3   H3   H  0  1  N  N  N   -6.698  18.789  -0.665   0.082  -0.451  -1.862  H3   KEH  28  
KEH  H4   H4   H  0  1  N  N  N   -5.329  17.935   0.967  -0.961  -0.030   0.970  H4   KEH  29  
KEH  H5   H5   H  0  1  N  N  N   -5.372  19.712   1.222  -0.120  -1.497   0.414  H5   KEH  30  
KEH  H6   H6   H  0  1  N  N  N   -6.256  20.608   3.290   2.238  -1.435  -0.162  H6   KEH  31  
KEH  H7   H7   H  0  1  N  N  N   -6.929  16.138   4.989   2.391   3.180   1.560  H7   KEH  32  
KEH  H8   H8   H  0  1  N  N  N   -6.398  16.429   2.642   0.224   2.077   1.179  H8   KEH  33  
KEH  H9   H9   H  0  1  N  N  N  -12.569  19.967   3.282  -6.369   2.054   0.093  H9   KEH  34  
KEH  H10  H10  H  0  1  N  N  N  -14.498  18.552   3.813  -8.500   0.859   0.392  H10  KEH  35  
KEH  H11  H11  H  0  1  N  N  N  -11.964  15.151   3.755  -6.354  -2.709   1.358  H11  KEH  36  
KEH  H12  H12  H  0  1  N  N  N  -10.030  16.566   3.291  -4.228  -1.509   1.048  H12  KEH  37  
KEH  H13  H13  H  0  1  N  N  N  -10.778  19.477   0.914  -4.210   1.336  -1.733  H13  KEH  38  
KEH  H14  H14  H  0  1  N  N  N   -9.988  17.302   0.841  -3.921  -1.013  -1.581  H14  KEH  39  
KEH  H15  H15  H  0  1  N  N  N   -7.217  20.961   0.081  -0.203   1.869  -1.456  H15  KEH  40  
KEH  H16  H16  H  0  1  N  N  N   -7.151  18.752   7.271   5.066   2.588   0.343  H16  KEH  41  
KEH  H17  H17  H  0  1  N  N  N  -15.163  16.449   4.117  -9.071  -2.082   0.254  H17  KEH  42  
#   #
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
KEH  O16  C11  DOUB  N  N   1  
KEH  C12  N13  SING  N  N   2  
KEH  C12  C11  SING  N  N   3  
KEH  C12  C17  SING  N  N   4  
KEH  N13  C14  SING  N  N   5  
KEH  C11  N10  SING  N  N   6  
KEH  C14  O15  DOUB  N  N   7  
KEH  C14  C9   SING  N  N   8  
KEH  N10  C9   SING  N  N   9  
KEH  C17  C18  SING  N  N  10  
KEH  C9   C1   SING  N  N  11  
KEH  C18  C23  DOUB  Y  N  12  
KEH  C18  C19  SING  Y  N  13  
KEH  C1   C2   SING  N  N  14  
KEH  C2   C7   DOUB  Y  N  15  
KEH  C2   C3   SING  Y  N  16  
KEH  C23  C22  SING  Y  N  17  
KEH  C7   C6   SING  Y  N  18  
KEH  C3   C4   DOUB  Y  N  19  
KEH  C6   C5   DOUB  Y  N  20  
KEH  C19  C20  DOUB  Y  N  21  
KEH  C4   C5   SING  Y  N  22  
KEH  C5   O8   SING  N  N  23  
KEH  C22  C21  DOUB  Y  N  24  
KEH  C20  C21  SING  Y  N  25  
KEH  C20  I25  SING  N  N  26  
KEH  C21  O24  SING  N  N  27  
KEH  C1   H1   SING  N  N  28  
KEH  C1   H2   SING  N  N  29  
KEH  C12  H3   SING  N  N  30  
KEH  C17  H4   SING  N  N  31  
KEH  C17  H5   SING  N  N  32  
KEH  C19  H6   SING  N  N  33  
KEH  C22  H7   SING  N  N  34  
KEH  C23  H8   SING  N  N  35  
KEH  C3   H9   SING  N  N  36  
KEH  C4   H10  SING  N  N  37  
KEH  C6   H11  SING  N  N  38  
KEH  C7   H12  SING  N  N  39  
KEH  C9   H13  SING  N  N  40  
KEH  N10  H14  SING  N  N  41  
KEH  N13  H15  SING  N  N  42  
KEH  O24  H16  SING  N  N  43  
KEH  O8   H17  SING  N  N  44  
#   #
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
KEH  InChI             InChI                 1.03   "InChI=1S/C18H17IN2O4/c19-13-7-11(3-6-16(13)23)9-15-18(25)20-14(17(24)21-15)8-10-1-4-12(22)5-2-10/h1-7,14-15,22-23H,8-9H2,(H,20,25)(H,21,24)/t14-,15-/m0/s1"  
KEH  InChIKey          InChI                 1.03   NQIPTQNZLHTHOS-GJZGRUSLSA-N  
KEH  SMILES_CANONICAL  CACTVS                3.385  "Oc1ccc(C[C@@H]2NC(=O)[C@H](Cc3ccc(O)c(I)c3)NC2=O)cc1"  
KEH  SMILES            CACTVS                3.385  "Oc1ccc(C[CH]2NC(=O)[CH](Cc3ccc(O)c(I)c3)NC2=O)cc1"  
KEH  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1C[C@H]2C(=O)N[C@H](C(=O)N2)Cc3ccc(c(c3)I)O)O"  
KEH  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1CC2C(=O)NC(C(=O)N2)Cc3ccc(c(c3)I)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          KEH
_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-[(3-iodanyl-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
KEH  "Create component"  2019-05-15  PDBE  
KEH  "Initial release"   2020-04-22  RCSB  
##
