data_GXU
#

_chem_comp.id                                   GXU
_chem_comp.name                                 "1-(2-methoxyethyl)-2-methyl-3-(pyrazin-2-ylmethyl)benzo[f]benzimidazol-3-ium-4,9-dione"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H19 N4 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2020-10-08
_chem_comp.pdbx_modified_date                   2021-04-16
_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                       363.390
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GXU
_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       7D7L
_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
GXU  N5   N1   N  1  1  Y  N  N  66.245  -26.906  11.790  -1.040  -0.118   1.213  N5   GXU   1  
GXU  N7   N2   N  0  1  Y  N  N  65.793  -25.524  16.578  -3.995  -2.713  -1.205  N7   GXU   2  
GXU  C8   C1   C  0  1  Y  N  N  65.107  -26.488   9.920   0.935   0.612   0.587  C8   GXU   3  
GXU  C10  C2   C  0  1  Y  N  N  67.059  -26.242  10.918  -1.056   1.186   1.292  C10  GXU   4  
GXU  C12  C3   C  0  1  N  N  N  66.650  -27.323  13.127  -2.163  -1.000   1.540  C12  GXU   5  
GXU  C13  C4   C  0  1  N  N  N  63.824  -26.521   8.953   2.322   0.502   0.115  C13  GXU   6  
GXU  C14  C5   C  0  1  N  N  N  63.701  -27.751  11.720   0.732  -1.862   0.510  C14  GXU   7  
GXU  C15  C6   C  0  1  Y  N  N  62.540  -27.194   9.466   2.904  -0.831  -0.160  C15  GXU   8  
GXU  C16  C7   C  0  1  Y  N  N  62.485  -27.787  10.806   2.127  -1.986   0.033  C16  GXU   9  
GXU  C17  C8   C  0  1  N  N  N  68.514  -25.858  11.200  -2.235   2.014   1.735  C17  GXU  10  
GXU  C18  C9   C  0  1  N  N  N  66.916  -23.767   8.741   0.197   3.665  -0.507  C18  GXU  11  
GXU  C19  C10  C  0  1  Y  N  N  65.969  -26.397  14.153  -3.000  -1.226   0.308  C19  GXU  12  
GXU  C21  C11  C  0  1  Y  N  N  61.188  -28.474  11.323   2.675  -3.237  -0.225  C21  GXU  13  
GXU  C22  C12  C  0  1  Y  N  N  59.981  -27.910   9.068   4.747  -2.203  -0.860  C22  GXU  14  
GXU  C23  C13  C  0  1  Y  N  N  59.936  -28.538  10.456   3.983  -3.338  -0.670  C23  GXU  15  
GXU  C24  C14  C  0  1  Y  N  N  66.444  -26.393  15.606  -3.261  -2.514  -0.125  C24  GXU  16  
GXU  C9   C15  C  0  1  Y  N  N  65.049  -27.068  11.202   0.164  -0.524   0.780  C9   GXU  17  
GXU  C11  C16  C  0  1  N  N  N  66.882  -25.301   8.600   0.523   3.092   0.873  C11  GXU  18  
GXU  C20  C17  C  0  1  Y  N  N  61.266  -27.250   8.564   4.215  -0.949  -0.608  C20  GXU  19  
GXU  C25  C18  C  0  1  N  N  N  66.839  -21.955  10.281   0.306   5.678  -1.804  C25  GXU  20  
GXU  C26  C19  C  0  1  Y  N  N  64.207  -24.651  14.742  -4.219  -0.392  -1.441  C26  GXU  21  
GXU  C27  C20  C  0  1  Y  N  N  64.691  -24.655  16.193  -4.480  -1.680  -1.873  C27  GXU  22  
GXU  N4   N3   N  0  1  Y  N  N  66.345  -25.987   9.770   0.141   1.678   0.918  N4   GXU  23  
GXU  N6   N4   N  0  1  Y  N  N  64.862  -25.517  13.771  -3.485  -0.194  -0.360  N6   GXU  24  
GXU  O1   O1   O  0  1  N  N  N  63.851  -26.036   7.849   2.989   1.505  -0.051  O1   GXU  25  
GXU  O2   O2   O  0  1  N  N  N  63.623  -28.249  12.802   0.055  -2.856   0.679  O2   GXU  26  
GXU  O3   O3   O  0  1  N  N  N  67.118  -23.318  10.061   0.570   5.043  -0.551  O3   GXU  27  
GXU  H1   H1   H  0  1  N  N  N  66.339  -28.363  13.302  -1.782  -1.955   1.901  H1   GXU  28  
GXU  H2   H2   H  0  1  N  N  N  67.743  -27.246  13.225  -2.775  -0.537   2.315  H2   GXU  29  
GXU  H3   H3   H  0  1  N  N  N  68.547  -24.861  11.664  -2.193   2.159   2.814  H3   GXU  30  
GXU  H4   H4   H  0  1  N  N  N  68.962  -26.595  11.883  -2.205   2.983   1.237  H4   GXU  31  
GXU  H5   H5   H  0  1  N  N  N  69.079  -25.842  10.256  -3.159   1.499   1.473  H5   GXU  32  
GXU  H6   H6   H  0  1  N  N  N  67.733  -23.380   8.115   0.750   3.115  -1.269  H6   GXU  33  
GXU  H7   H7   H  0  1  N  N  N  65.957  -23.365   8.382  -0.872   3.571  -0.697  H7   GXU  34  
GXU  H8   H8   H  0  1  N  N  N  61.175  -28.912  12.310   2.083  -4.128  -0.078  H8   GXU  35  
GXU  H9   H9   H  0  1  N  N  N  59.104  -27.931   8.439   5.766  -2.293  -1.207  H9   GXU  36  
GXU  H10  H10  H  0  1  N  N  N  59.038  -29.017  10.817   4.408  -4.311  -0.870  H10  GXU  37  
GXU  H11  H11  H  0  1  N  N  N  67.259  -27.032  15.911  -2.865  -3.358   0.421  H11  GXU  38  
GXU  H12  H12  H  0  1  N  N  N  66.257  -25.556   7.731   1.592   3.185   1.062  H12  GXU  39  
GXU  H13  H13  H  0  1  N  N  N  67.909  -25.657   8.430  -0.030   3.642   1.635  H13  GXU  40  
GXU  H14  H14  H  0  1  N  N  N  61.292  -26.818   7.574   4.817  -0.065  -0.758  H14  GXU  41  
GXU  H15  H15  H  0  1  N  N  N  67.027  -21.707  11.336   0.617   6.721  -1.756  H15  GXU  42  
GXU  H16  H16  H  0  1  N  N  N  67.487  -21.340   9.639   0.862   5.169  -2.592  H16  GXU  43  
GXU  H17  H17  H  0  1  N  N  N  65.785  -21.753  10.040  -0.761   5.626  -2.020  H17  GXU  44  
GXU  H18  H18  H  0  1  N  N  N  63.389  -24.013  14.441  -4.616   0.451  -1.987  H18  GXU  45  
GXU  H19  H19  H  0  1  N  N  N  64.219  -24.018  16.926  -5.080  -1.842  -2.756  H19  GXU  46  
#   #
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
GXU  O1   C13  DOUB  N  N   1  
GXU  C20  C22  DOUB  Y  N   2  
GXU  C20  C15  SING  Y  N   3  
GXU  C11  C18  SING  N  N   4  
GXU  C11  N4   SING  N  N   5  
GXU  C18  O3   SING  N  N   6  
GXU  C13  C15  SING  N  N   7  
GXU  C13  C8   SING  N  N   8  
GXU  C22  C23  SING  Y  N   9  
GXU  C15  C16  DOUB  Y  N  10  
GXU  N4   C8   SING  Y  N  11  
GXU  N4   C10  SING  Y  N  12  
GXU  C8   C9   DOUB  Y  N  13  
GXU  O3   C25  SING  N  N  14  
GXU  C23  C21  DOUB  Y  N  15  
GXU  C16  C21  SING  Y  N  16  
GXU  C16  C14  SING  N  N  17  
GXU  C10  C17  SING  N  N  18  
GXU  C10  N5   DOUB  Y  N  19  
GXU  C9   C14  SING  N  N  20  
GXU  C9   N5   SING  Y  N  21  
GXU  C14  O2   DOUB  N  N  22  
GXU  N5   C12  SING  N  N  23  
GXU  C12  C19  SING  N  N  24  
GXU  N6   C19  DOUB  Y  N  25  
GXU  N6   C26  SING  Y  N  26  
GXU  C19  C24  SING  Y  N  27  
GXU  C26  C27  DOUB  Y  N  28  
GXU  C24  N7   DOUB  Y  N  29  
GXU  C27  N7   SING  Y  N  30  
GXU  C12  H1   SING  N  N  31  
GXU  C12  H2   SING  N  N  32  
GXU  C17  H3   SING  N  N  33  
GXU  C17  H4   SING  N  N  34  
GXU  C17  H5   SING  N  N  35  
GXU  C18  H6   SING  N  N  36  
GXU  C18  H7   SING  N  N  37  
GXU  C21  H8   SING  N  N  38  
GXU  C22  H9   SING  N  N  39  
GXU  C23  H10  SING  N  N  40  
GXU  C24  H11  SING  N  N  41  
GXU  C11  H12  SING  N  N  42  
GXU  C11  H13  SING  N  N  43  
GXU  C20  H14  SING  N  N  44  
GXU  C25  H15  SING  N  N  45  
GXU  C25  H16  SING  N  N  46  
GXU  C25  H17  SING  N  N  47  
GXU  C26  H18  SING  N  N  48  
GXU  C27  H19  SING  N  N  49  
#   #
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
GXU  InChI             InChI                 1.03   "InChI=1S/C20H19N4O3/c1-13-23(9-10-27-2)17-18(24(13)12-14-11-21-7-8-22-14)20(26)16-6-4-3-5-15(16)19(17)25/h3-8,11H,9-10,12H2,1-2H3/q+1"  
GXU  InChIKey          InChI                 1.03   OTSOOHRUMBRSHZ-UHFFFAOYSA-N  
GXU  SMILES_CANONICAL  CACTVS                3.385  "COCCn1c(C)[n+](Cc2cnccn2)c3C(=O)c4ccccc4C(=O)c13"  
GXU  SMILES            CACTVS                3.385  "COCCn1c(C)[n+](Cc2cnccn2)c3C(=O)c4ccccc4C(=O)c13"  
GXU  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1n(c2c([n+]1Cc3cnccn3)C(=O)c4ccccc4C2=O)CCOC"  
GXU  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1n(c2c([n+]1Cc3cnccn3)C(=O)c4ccccc4C2=O)CCOC"  
#
_pdbx_chem_comp_identifier.comp_id          GXU
_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       "1-(2-methoxyethyl)-2-methyl-3-(pyrazin-2-ylmethyl)benzo[f]benzimidazol-3-ium-4,9-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
GXU  "Create component"  2020-10-08  PDBJ  
GXU  "Initial release"   2021-04-21  RCSB  
##
