data_WMA
#

_chem_comp.id                                   WMA
_chem_comp.name                                 "(3S,6S)-3-ethyl-6-[(1H-indol-3-yl)methyl]piperazine-2,5-dione"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H17 N3 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-06-05
_chem_comp.pdbx_modified_date                   2021-06-04
_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                       271.314
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    WMA
_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       6XAM
_chem_comp.pdbx_subcomponent_list               ?
_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
WMA  N    N1   N  0  1  Y  N  N  13.889  -12.312   7.594   3.425   1.791  -0.048  N    WMA   1  
WMA  C    C1   C  0  1  N  N  N  18.163  -16.324   7.070  -2.399   1.507   0.303  C    WMA   2  
WMA  O    O1   O  0  1  N  N  N  18.101  -16.986   6.041  -2.788   2.649   0.181  O    WMA   3  
WMA  C1   C2   C  0  1  N  N  S  16.937  -15.592   7.562  -0.943   1.269   0.569  C1   WMA   4  
WMA  C10  C3   C  0  1  Y  N  N  12.328  -13.312   9.386   4.384  -0.562   0.067  C10  WMA   5  
WMA  C11  C4   C  0  1  N  N  S  19.542  -15.537   9.053  -2.920  -0.890   0.334  C11  WMA   6  
WMA  C12  C5   C  0  1  N  N  N  20.993  -15.018   9.209  -2.814  -1.517  -1.058  C12  WMA   7  
WMA  C13  C6   C  0  1  N  N  N  21.325  -13.884   8.246  -4.183  -1.475  -1.741  C13  WMA   8  
WMA  C15  C7   C  0  1  N  N  N  18.529  -14.380   9.104  -1.608  -1.045   1.043  C15  WMA   9  
WMA  C2   C8   C  0  1  N  N  N  15.959  -15.147   6.435  -0.168   1.383  -0.745  C2   WMA  10  
WMA  C3   C9   C  0  1  Y  N  N  14.962  -14.190   7.055   1.309   1.267  -0.469  C3   WMA  11  
WMA  C4   C10  C  0  1  Y  N  N  14.886  -12.841   6.776   2.168   2.281  -0.276  C4   WMA  12  
WMA  C5   C11  C  0  1  Y  N  N  13.333  -13.316   8.411   3.405   0.415  -0.089  C5   WMA  13  
WMA  C6   C12  C  0  1  Y  N  N  14.025  -14.543   8.080   2.078   0.026  -0.348  C6   WMA  14  
WMA  C7   C13  C  0  1  Y  N  N  13.684  -15.727   8.747   1.756  -1.329  -0.444  C7   WMA  15  
WMA  C8   C14  C  0  1  Y  N  N  12.683  -15.719   9.707   2.730  -2.271  -0.277  C8   WMA  16  
WMA  C9   C15  C  0  1  Y  N  N  12.016  -14.497  10.038   4.039  -1.893  -0.011  C9   WMA  17  
WMA  N1   N2   N  0  1  N  N  N  17.338  -14.431   8.394  -0.719  -0.052   1.142  N1   WMA  18  
WMA  N2   N3   N  0  1  N  N  N  19.368  -16.297   7.775  -3.286   0.513   0.199  N2   WMA  19  
WMA  O1   O2   O  0  1  N  N  N  18.738  -13.370   9.788  -1.342  -2.115   1.548  O1   WMA  20  
WMA  H1   H1   H  0  1  N  N  N  13.607  -11.352   7.600   4.213   2.333   0.114  H1   WMA  21  
WMA  H2   H2   H  0  1  N  N  N  16.380  -16.287   8.208  -0.579   2.026   1.264  H2   WMA  22  
WMA  H3   H3   H  0  1  N  N  N  11.803  -12.400   9.627   5.405  -0.277   0.274  H3   WMA  23  
WMA  H4   H4   H  0  1  N  N  N  19.331  -16.213   9.895  -3.694  -1.408   0.900  H4   WMA  24  
WMA  H5   H5   H  0  1  N  N  N  21.686  -15.852   9.022  -2.093  -0.958  -1.654  H5   WMA  25  
WMA  H6   H6   H  0  1  N  N  N  21.127  -14.654  10.239  -2.485  -2.552  -0.966  H6   WMA  26  
WMA  H7   H7   H  0  1  N  N  N  22.364  -13.560   8.405  -4.904  -2.034  -1.145  H7   WMA  27  
WMA  H8   H8   H  0  1  N  N  N  21.205  -14.235   7.211  -4.512  -0.440  -1.832  H8   WMA  28  
WMA  H9   H9   H  0  1  N  N  N  20.646  -13.038   8.428  -4.108  -1.921  -2.733  H9   WMA  29  
WMA  H10  H10  H  0  1  N  N  N  15.435  -16.023   6.024  -0.475   0.584  -1.419  H10  WMA  30  
WMA  H11  H11  H  0  1  N  N  N  16.515  -14.642   5.631  -0.376   2.348  -1.207  H11  WMA  31  
WMA  H12  H12  H  0  1  N  N  N  15.485  -12.298   6.060   1.905   3.329  -0.298  H12  WMA  32  
WMA  H13  H13  H  0  1  N  N  N  14.201  -16.646   8.514   0.739  -1.630  -0.650  H13  WMA  33  
WMA  H14  H14  H  0  1  N  N  N  12.407  -16.636  10.205   2.480  -3.319  -0.351  H14  WMA  34  
WMA  H15  H15  H  0  1  N  N  N  11.258  -14.497  10.807   4.800  -2.650   0.111  H15  WMA  35  
WMA  H16  H16  H  0  1  N  N  N  16.720  -13.647   8.446   0.111  -0.218   1.615  H16  WMA  36  
WMA  H17  H17  H  0  1  N  N  N  20.147  -16.807   7.411  -4.214   0.736   0.027  H17  WMA  37  
#   #
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
WMA  O    C    DOUB  N  N   1  
WMA  C2   C3   SING  N  N   2  
WMA  C2   C1   SING  N  N   3  
WMA  C4   C3   DOUB  Y  N   4  
WMA  C4   N    SING  Y  N   5  
WMA  C3   C6   SING  Y  N   6  
WMA  C    C1   SING  N  N   7  
WMA  C    N2   SING  N  N   8  
WMA  C1   N1   SING  N  N   9  
WMA  N    C5   SING  Y  N  10  
WMA  N2   C11  SING  N  N  11  
WMA  C6   C5   DOUB  Y  N  12  
WMA  C6   C7   SING  Y  N  13  
WMA  C13  C12  SING  N  N  14  
WMA  N1   C15  SING  N  N  15  
WMA  C5   C10  SING  Y  N  16  
WMA  C7   C8   DOUB  Y  N  17  
WMA  C11  C15  SING  N  N  18  
WMA  C11  C12  SING  N  N  19  
WMA  C15  O1   DOUB  N  N  20  
WMA  C10  C9   DOUB  Y  N  21  
WMA  C8   C9   SING  Y  N  22  
WMA  N    H1   SING  N  N  23  
WMA  C1   H2   SING  N  N  24  
WMA  C10  H3   SING  N  N  25  
WMA  C11  H4   SING  N  N  26  
WMA  C12  H5   SING  N  N  27  
WMA  C12  H6   SING  N  N  28  
WMA  C13  H7   SING  N  N  29  
WMA  C13  H8   SING  N  N  30  
WMA  C13  H9   SING  N  N  31  
WMA  C2   H10  SING  N  N  32  
WMA  C2   H11  SING  N  N  33  
WMA  C4   H12  SING  N  N  34  
WMA  C7   H13  SING  N  N  35  
WMA  C8   H14  SING  N  N  36  
WMA  C9   H15  SING  N  N  37  
WMA  N1   H16  SING  N  N  38  
WMA  N2   H17  SING  N  N  39  
#   #
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
WMA  SMILES            ACDLabs               12.01  "n2c3ccccc3c(CC1C(NC(C(=O)N1)CC)=O)c2"  
WMA  InChI             InChI                 1.03   "InChI=1S/C15H17N3O2/c1-2-11-14(19)18-13(15(20)17-11)7-9-8-16-12-6-4-3-5-10(9)12/h3-6,8,11,13,16H,2,7H2,1H3,(H,17,20)(H,18,19)/t11-,13-/m0/s1"  
WMA  InChIKey          InChI                 1.03   BLROIZPIUOLTDB-AAEUAGOBSA-N  
WMA  SMILES_CANONICAL  CACTVS                3.385  "CC[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O"  
WMA  SMILES            CACTVS                3.385  "CC[CH]1NC(=O)[CH](Cc2c[nH]c3ccccc23)NC1=O"  
WMA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC[C@H]1C(=O)N[C@H](C(=O)N1)Cc2c[nH]c3c2cccc3"  
WMA  SMILES            "OpenEye OEToolkits"  2.0.7  "CCC1C(=O)NC(C(=O)N1)Cc2c[nH]c3c2cccc3"  
#   #
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
WMA  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3S,6S)-3-ethyl-6-[(1H-indol-3-yl)methyl]piperazine-2,5-dione"  
WMA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(3~{S},6~{S})-3-ethyl-6-(1~{H}-indol-3-ylmethyl)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
WMA  "Create component"  2020-06-05  RCSB  
WMA  "Initial release"   2021-06-09  RCSB  
##
