data_JJN
#

_chem_comp.id                                   JJN
_chem_comp.name                                 "(6~{a}~{R},11~{b}~{S})-6~{a}-(1,4-dimethylpiperidin-4-yl)-7,11~{b}-dihydro-6~{H}-indolo[2,3-c]isoquinolin-5-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H25 N3 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-02-28
_chem_comp.pdbx_modified_date                   2019-07-26
_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                       347.453
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    JJN
_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       6QUV
_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
JJN  C4   C1   C  0  1  Y  N  N   -5.141  -16.555  23.676   0.407   3.235  -1.516  C4   JJN   1  
JJN  C5   C2   C  0  1  Y  N  N   -5.153  -16.728  25.059   0.272   1.958  -0.967  C5   JJN   2  
JJN  C6   C3   C  0  1  Y  N  N   -6.189  -17.422  25.682   0.970   1.646   0.189  C6   JJN   3  
JJN  C8   C4   C  0  1  N  N  R   -4.886  -16.279  27.304  -0.318  -0.269  -0.522  C8   JJN   4  
JJN  C10  C5   C  0  1  N  N  N   -6.758  -14.739  27.967   1.286  -1.992  -1.191  C10  JJN   5  
JJN  C13  C6   C  0  1  Y  N  N   -7.184  -17.208  28.021   1.979  -0.502   0.690  C13  JJN   6  
JJN  C15  C7   C  0  1  Y  N  N   -9.023  -18.083  29.318   4.111  -0.774   1.740  C15  JJN   7  
JJN  C17  C8   C  0  1  Y  N  N   -8.648  -15.712  29.253   3.487  -2.225  -0.062  C17  JJN   8  
JJN  C20  C9   C  0  1  N  N  N   -4.331  -16.563  29.914  -2.187   0.626   0.876  C20  JJN   9  
JJN  C21  C10  C  0  1  N  N  N   -3.299  -16.669  31.030  -3.566   0.311   1.461  C21  JJN  10  
JJN  C24  C11  C  0  1  N  N  N   -2.982  -17.854  28.429  -2.673  -0.973  -0.977  C24  JJN  11  
JJN  C26  C12  C  0  1  N  N  N   -1.322  -17.882  31.892  -5.858  -0.215   0.884  C26  JJN  12  
JJN  C1   C13  C  0  1  Y  N  N   -6.152  -17.145  22.926   1.226   4.167  -0.916  C1   JJN  13  
JJN  C2   C14  C  0  1  Y  N  N   -7.176  -17.855  23.546   1.920   3.845   0.235  C2   JJN  14  
JJN  C3   C15  C  0  1  Y  N  N   -7.176  -18.031  24.921   1.784   2.586   0.791  C3   JJN  15  
JJN  N7   N1   N  0  1  N  N  N   -4.245  -16.249  25.990  -0.493   0.880  -1.414  N7   JJN  16  
JJN  C9   C16  C  0  1  N  N  S   -5.940  -17.424  27.180   0.657   0.217   0.571  C9   JJN  17  
JJN  N11  N2   N  0  1  N  N  N   -5.511  -14.976  27.521   0.095  -1.402  -1.357  N11  JJN  18  
JJN  C12  C17  C  0  1  Y  N  N   -7.535  -15.908  28.426   2.260  -1.563  -0.172  C12  JJN  19  
JJN  C14  C18  C  0  1  Y  N  N   -7.922  -18.287  28.501   2.899  -0.113   1.639  C14  JJN  20  
JJN  C16  C19  C  0  1  Y  N  N   -9.392  -16.801  29.684   4.402  -1.826   0.889  C16  JJN  21  
JJN  O18  O1   O  0  1  N  N  N   -7.224  -13.603  27.987   1.577  -2.924  -1.915  O18  JJN  22  
JJN  C19  C20  C  0  1  N  N  N   -3.753  -16.518  28.485  -1.669  -0.598   0.116  C19  JJN  23  
JJN  N22  N3   N  0  1  N  N  N   -2.426  -17.888  30.889  -4.491  -0.041   0.375  N22  JJN  24  
JJN  C23  C21  C  0  1  N  N  N   -1.891  -18.007  29.489  -4.038  -1.241  -0.339  C23  JJN  25  
JJN  C25  C22  C  0  1  N  N  N   -2.763  -15.349  28.379  -1.505  -1.770   1.085  C25  JJN  26  
JJN  H1   H1   H  0  1  N  N  N   -4.364  -15.976  23.198  -0.130   3.492  -2.418  H1   JJN  27  
JJN  H2   H2   H  0  1  N  N  N   -9.595  -18.929  29.670   4.832  -0.467   2.483  H2   JJN  28  
JJN  H3   H3   H  0  1  N  N  N   -8.927  -14.713  29.555   3.719  -3.047  -0.724  H3   JJN  29  
JJN  H4   H4   H  0  1  N  N  N   -4.912  -15.643  30.075  -2.266   1.472   0.193  H4   JJN  30  
JJN  H5   H5   H  0  1  N  N  N   -4.998  -17.435  29.984  -1.498   0.873   1.683  H5   JJN  31  
JJN  H6   H6   H  0  1  N  N  N   -2.661  -15.773  31.008  -3.484  -0.526   2.154  H6   JJN  32  
JJN  H7   H7   H  0  1  N  N  N   -3.825  -16.721  31.994  -3.944   1.186   1.990  H7   JJN  33  
JJN  H8   H8   H  0  1  N  N  N   -3.705  -18.673  28.561  -2.760  -0.152  -1.689  H8   JJN  34  
JJN  H9   H9   H  0  1  N  N  N   -2.511  -17.937  27.438  -2.331  -1.869  -1.494  H9   JJN  35  
JJN  H10  H10  H  0  1  N  N  N   -1.745  -17.794  32.903  -6.195   0.714   1.343  H10  JJN  36  
JJN  H11  H11  H  0  1  N  N  N   -0.751  -18.819  31.814  -6.522  -0.475   0.059  H11  JJN  37  
JJN  H12  H12  H  0  1  N  N  N   -0.655  -17.029  31.698  -5.871  -1.013   1.626  H12  JJN  38  
JJN  H13  H13  H  0  1  N  N  N   -6.143  -17.051  21.850   1.333   5.149  -1.352  H13  JJN  39  
JJN  H14  H14  H  0  1  N  N  N   -7.976  -18.272  22.952   2.561   4.577   0.704  H14  JJN  40  
JJN  H15  H15  H  0  1  N  N  N   -7.936  -18.635  25.394   2.326   2.332   1.690  H15  JJN  41  
JJN  H16  H16  H  0  1  N  N  N   -3.429  -16.827  25.997  -1.060   0.890  -2.201  H16  JJN  42  
JJN  H17  H17  H  0  1  N  N  N   -5.466  -18.374  27.469   0.144   0.212   1.533  H17  JJN  43  
JJN  H18  H18  H  0  1  N  N  N   -4.951  -14.173  27.316  -0.507  -1.731  -2.043  H18  JJN  44  
JJN  H19  H19  H  0  1  N  N  N   -7.634  -19.293  28.234   2.675   0.708   2.304  H19  JJN  45  
JJN  H20  H20  H  0  1  N  N  N  -10.261  -16.647  30.307   5.349  -2.338   0.971  H20  JJN  46  
JJN  H22  H22  H  0  1  N  N  N   -1.423  -18.996  29.373  -4.759  -1.495  -1.116  H22  JJN  47  
JJN  H23  H23  H  0  1  N  N  N   -1.135  -17.223  29.333  -3.954  -2.071   0.362  H23  JJN  48  
JJN  H24  H24  H  0  1  N  N  N   -1.983  -15.458  29.147  -0.792  -1.500   1.864  H24  JJN  49  
JJN  H25  H25  H  0  1  N  N  N   -2.299  -15.351  27.382  -2.468  -2.004   1.539  H25  JJN  50  
JJN  H26  H26  H  0  1  N  N  N   -3.298  -14.400  28.533  -1.138  -2.642   0.543  H26  JJN  51  
#   #
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
JJN  C1   C2   DOUB  Y  N   1  
JJN  C1   C4   SING  Y  N   2  
JJN  C2   C3   SING  Y  N   3  
JJN  C4   C5   DOUB  Y  N   4  
JJN  C3   C6   DOUB  Y  N   5  
JJN  C5   C6   SING  Y  N   6  
JJN  C5   N7   SING  N  N   7  
JJN  C6   C9   SING  N  N   8  
JJN  N7   C8   SING  N  N   9  
JJN  C9   C8   SING  N  N  10  
JJN  C9   C13  SING  N  N  11  
JJN  C8   N11  SING  N  N  12  
JJN  C8   C19  SING  N  N  13  
JJN  N11  C10  SING  N  N  14  
JJN  C10  O18  DOUB  N  N  15  
JJN  C10  C12  SING  N  N  16  
JJN  C13  C12  DOUB  Y  N  17  
JJN  C13  C14  SING  Y  N  18  
JJN  C25  C19  SING  N  N  19  
JJN  C12  C17  SING  Y  N  20  
JJN  C24  C19  SING  N  N  21  
JJN  C24  C23  SING  N  N  22  
JJN  C19  C20  SING  N  N  23  
JJN  C14  C15  DOUB  Y  N  24  
JJN  C17  C16  DOUB  Y  N  25  
JJN  C15  C16  SING  Y  N  26  
JJN  C23  N22  SING  N  N  27  
JJN  C20  C21  SING  N  N  28  
JJN  N22  C21  SING  N  N  29  
JJN  N22  C26  SING  N  N  30  
JJN  C4   H1   SING  N  N  31  
JJN  C15  H2   SING  N  N  32  
JJN  C17  H3   SING  N  N  33  
JJN  C20  H4   SING  N  N  34  
JJN  C20  H5   SING  N  N  35  
JJN  C21  H6   SING  N  N  36  
JJN  C21  H7   SING  N  N  37  
JJN  C24  H8   SING  N  N  38  
JJN  C24  H9   SING  N  N  39  
JJN  C26  H10  SING  N  N  40  
JJN  C26  H11  SING  N  N  41  
JJN  C26  H12  SING  N  N  42  
JJN  C1   H13  SING  N  N  43  
JJN  C2   H14  SING  N  N  44  
JJN  C3   H15  SING  N  N  45  
JJN  N7   H16  SING  N  N  46  
JJN  C9   H17  SING  N  N  47  
JJN  N11  H18  SING  N  N  48  
JJN  C14  H19  SING  N  N  49  
JJN  C16  H20  SING  N  N  50  
JJN  C23  H22  SING  N  N  51  
JJN  C23  H23  SING  N  N  52  
JJN  C25  H24  SING  N  N  53  
JJN  C25  H25  SING  N  N  54  
JJN  C25  H26  SING  N  N  55  
#   #
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
JJN  InChI             InChI                 1.03   "InChI=1S/C22H25N3O/c1-21(11-13-25(2)14-12-21)22-19(17-9-5-6-10-18(17)23-22)15-7-3-4-8-16(15)20(26)24-22/h3-10,19,23H,11-14H2,1-2H3,(H,24,26)/t19-,22+/m0/s1"  
JJN  InChIKey          InChI                 1.03   WUVGOCFGNZMOJI-SIKLNZKXSA-N  
JJN  SMILES_CANONICAL  CACTVS                3.385  "CN1CCC(C)(CC1)[C@]23NC(=O)c4ccccc4[C@H]2c5ccccc5N3"  
JJN  SMILES            CACTVS                3.385  "CN1CCC(C)(CC1)[C]23NC(=O)c4ccccc4[CH]2c5ccccc5N3"  
JJN  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC1(CCN(CC1)C)[C@@]23[C@@H](c4ccccc4C(=O)N2)c5ccccc5N3"  
JJN  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1(CCN(CC1)C)C23C(c4ccccc4C(=O)N2)c5ccccc5N3"  
#
_pdbx_chem_comp_identifier.comp_id          JJN
_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       "(6~{a}~{R},11~{b}~{S})-6~{a}-(1,4-dimethylpiperidin-4-yl)-7,11~{b}-dihydro-6~{H}-indolo[2,3-c]isoquinolin-5-one"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
JJN  "Create component"  2019-02-28  RCSB  
JJN  "Initial release"   2019-07-31  RCSB  
##
