data_93F
#

_chem_comp.id                                   93F
_chem_comp.name                                 "(10~{R},15~{S})-12-[3-(2-methoxyphenyl)propyl]-4-methyl-1,4,12-triazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-5(16),6,8-triene"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H31 N3 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2022-01-01
_chem_comp.pdbx_modified_date                   2022-01-21
_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                       377.522
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    93F
_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       7WC9
_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
93F  N1   N1   N  0  1  N  N  N  -26.592  -12.818  142.608  -0.304   0.946  -0.325  N1   93F   1  
93F  N3   N2   N  0  1  N  N  N  -28.536  -15.480  147.952   5.657  -1.437   0.229  N3   93F   2  
93F  C4   C1   C  0  1  N  N  N  -27.246  -13.042  141.311  -1.373   1.151   0.662  C4   93F   3  
93F  C5   C2   C  0  1  N  N  N  -27.467  -11.786  140.479  -2.720   0.782   0.039  C5   93F   4  
93F  C6   C3   C  0  1  N  N  N  -27.542  -12.283  143.583   0.964   1.489   0.156  C6   93F   5  
93F  C7   C4   C  0  1  N  N  R  -26.985  -12.153  145.007   2.066   1.394  -0.883  C7   93F   6  
93F  C8   C5   C  0  1  Y  N  N  -28.087  -12.363  146.023   3.409   1.439  -0.168  C8   93F   7  
93F  C10  C6   C  0  1  Y  N  N  -30.035  -12.109  147.421   5.381   2.165   0.970  C10  93F   8  
93F  C13  C7   C  0  1  Y  N  N  -27.937  -13.655  146.543   3.892   0.147  -0.142  C13  93F   9  
93F  C15  C8   C  0  1  N  N  N  -27.440  -16.261  147.355   4.716  -2.402  -0.326  C15  93F  10  
93F  C17  C9   C  0  1  N  N  N  -28.397  -12.017  139.269  -3.833   0.995   1.067  C17  93F  11  
93F  C20  C10  C  0  1  Y  N  N  -31.716  -11.079  140.892  -7.168   1.278  -0.680  C20  93F  12  
93F  C21  C11  C  0  1  Y  N  N  -32.576  -11.136  139.828  -7.596  -0.037  -0.680  C21  93F  13  
93F  C22  C12  C  0  1  Y  N  N  -32.121  -11.505  138.577  -6.810  -1.020  -0.112  C22  93F  14  
93F  C24  C13  C  0  1  N  N  N  -30.938  -11.814  135.951  -5.318  -2.990   0.984  C24  93F  15  
93F  C1   C14  C  0  1  N  N  S  -25.967  -13.279  145.446   2.121   0.036  -1.594  C1   93F  16  
93F  C2   C15  C  0  1  N  N  N  -25.129  -13.852  144.322   0.783  -0.606  -1.848  C2   93F  17  
93F  C3   C16  C  0  1  N  N  N  -25.974  -14.066  143.076  -0.158  -0.479  -0.655  C3   93F  18  
93F  O1   O1   O  0  1  N  N  N  -30.227  -12.119  137.159  -4.815  -1.653   1.019  O1   93F  19  
93F  C9   C17  C  0  1  Y  N  N  -29.152  -11.583  146.446   4.147   2.451   0.408  C9   93F  20  
93F  C11  C18  C  0  1  Y  N  N  -29.878  -13.394  147.944   5.892   0.879   0.948  C11  93F  21  
93F  C12  C19  C  0  1  Y  N  N  -28.808  -14.195  147.510   5.158  -0.144   0.373  C12  93F  22  
93F  N2   N3   N  0  1  N  N  N  -26.847  -14.322  146.003   2.963  -0.762  -0.693  N2   93F  23  
93F  C14  C20  C  0  1  N  N  N  -26.320  -15.346  146.904   3.762  -1.800  -1.360  C14  93F  24  
93F  C16  C21  C  0  1  N  N  N  -29.305  -16.124  149.017   6.226  -1.924   1.493  C16  93F  25  
93F  C18  C22  C  0  1  Y  N  N  -29.865  -11.714  139.460  -5.161   0.632   0.453  C18  93F  26  
93F  C19  C23  C  0  1  Y  N  N  -30.373  -11.362  140.705  -5.950   1.611  -0.117  C19  93F  27  
93F  C23  C24  C  0  1  Y  N  N  -30.773  -11.783  138.382  -5.590  -0.688   0.459  C23  93F  28  
93F  H2   H2   H  0  1  N  N  N  -28.226  -13.505  141.498  -1.190   0.521   1.532  H2   93F  29  
93F  H3   H3   H  0  1  N  N  N  -26.620  -13.733  140.727  -1.388   2.197   0.968  H3   93F  30  
93F  H4   H4   H  0  1  N  N  N  -26.492  -11.435  140.109  -2.903   1.412  -0.831  H4   93F  31  
93F  H5   H5   H  0  1  N  N  N  -27.915  -11.014  141.122  -2.704  -0.264  -0.268  H5   93F  32  
93F  H6   H6   H  0  1  N  N  N  -27.857  -11.285  143.244   0.821   2.536   0.424  H6   93F  33  
93F  H7   H7   H  0  1  N  N  N  -28.415  -12.951  143.615   1.269   0.937   1.045  H7   93F  34  
93F  H8   H8   H  0  1  N  N  N  -26.521  -11.165  145.143   1.975   2.202  -1.609  H8   93F  35  
93F  H9   H9   H  0  1  N  N  N  -30.854  -11.498  147.770   5.952   2.958   1.431  H9   93F  36  
93F  H10  H10  H  0  1  N  N  N  -27.823  -16.818  146.488   5.280  -3.207  -0.799  H10  93F  37  
93F  H11  H11  H  0  1  N  N  N  -27.051  -16.968  148.102   4.125  -2.823   0.488  H11  93F  38  
93F  H12  H12  H  0  1  N  N  N  -28.312  -13.076  138.983  -3.650   0.365   1.937  H12  93F  39  
93F  H13  H13  H  0  1  N  N  N  -28.033  -11.385  138.446  -3.849   2.041   1.373  H13  93F  40  
93F  H14  H14  H  0  1  N  N  N  -32.083  -10.815  141.873  -7.785   2.045  -1.125  H14  93F  41  
93F  H15  H15  H  0  1  N  N  N  -33.618  -10.891  139.968  -8.546  -0.295  -1.124  H15  93F  42  
93F  H16  H16  H  0  1  N  N  N  -32.812  -11.578  137.751  -7.144  -2.047  -0.111  H16  93F  43  
93F  H17  H17  H  0  1  N  N  N  -30.352  -12.154  135.084  -6.269  -3.035   1.515  H17  93F  44  
93F  H18  H18  H  0  1  N  N  N  -31.911  -12.327  135.959  -5.464  -3.297  -0.051  H18  93F  45  
93F  H19  H19  H  0  1  N  N  N  -31.097  -10.728  135.883  -4.603  -3.660   1.463  H19  93F  46  
93F  H20  H20  H  0  1  N  N  N  -25.309  -12.877  146.231   2.635   0.155  -2.548  H20  93F  47  
93F  H21  H21  H  0  1  N  N  N  -24.707  -14.816  144.642   0.321  -0.130  -2.713  H21  93F  48  
93F  H22  H22  H  0  1  N  N  N  -24.312  -13.153  144.089   0.934  -1.663  -2.066  H22  93F  49  
93F  H23  H23  H  0  1  N  N  N  -26.769  -14.791  143.306   0.261  -1.012   0.199  H23  93F  50  
93F  H24  H24  H  0  1  N  N  N  -25.333  -14.466  142.277  -1.131  -0.898  -0.910  H24  93F  51  
93F  H25  H25  H  0  1  N  N  N  -29.306  -10.594  146.040   3.765   3.461   0.421  H25  93F  52  
93F  H26  H26  H  0  1  N  N  N  -30.575  -13.770  148.678   6.862   0.674   1.378  H26  93F  53  
93F  H27  H27  H  0  1  N  N  N  -25.556  -15.937  146.378   4.334  -1.358  -2.175  H27  93F  54  
93F  H28  H28  H  0  1  N  N  N  -25.868  -14.862  147.782   3.104  -2.577  -1.751  H28  93F  55  
93F  H29  H29  H  0  1  N  N  N  -30.087  -15.437  149.372   6.692  -2.896   1.331  H29  93F  56  
93F  H30  H30  H  0  1  N  N  N  -29.772  -17.041  148.629   6.976  -1.217   1.850  H30  93F  57  
93F  H31  H31  H  0  1  N  N  N  -28.634  -16.379  149.851   5.434  -2.019   2.236  H31  93F  58  
93F  H32  H32  H  0  1  N  N  N  -29.702  -11.308  141.550  -5.616   2.638  -0.123  H32  93F  59  
#   #
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
93F  C24  O1   SING  N  N   1  
93F  O1   C23  SING  N  N   2  
93F  C23  C22  DOUB  Y  N   3  
93F  C23  C18  SING  Y  N   4  
93F  C22  C21  SING  Y  N   5  
93F  C17  C18  SING  N  N   6  
93F  C17  C5   SING  N  N   7  
93F  C18  C19  DOUB  Y  N   8  
93F  C21  C20  DOUB  Y  N   9  
93F  C5   C4   SING  N  N  10  
93F  C19  C20  SING  Y  N  11  
93F  C4   N1   SING  N  N  12  
93F  N1   C3   SING  N  N  13  
93F  N1   C6   SING  N  N  14  
93F  C3   C2   SING  N  N  15  
93F  C6   C7   SING  N  N  16  
93F  C2   C1   SING  N  N  17  
93F  C7   C1   SING  N  N  18  
93F  C7   C8   SING  N  N  19  
93F  C1   N2   SING  N  N  20  
93F  N2   C13  SING  N  N  21  
93F  N2   C14  SING  N  N  22  
93F  C8   C9   DOUB  Y  N  23  
93F  C8   C13  SING  Y  N  24  
93F  C9   C10  SING  Y  N  25  
93F  C13  C12  DOUB  Y  N  26  
93F  C14  C15  SING  N  N  27  
93F  C15  N3   SING  N  N  28  
93F  C10  C11  DOUB  Y  N  29  
93F  C12  C11  SING  Y  N  30  
93F  C12  N3   SING  N  N  31  
93F  N3   C16  SING  N  N  32  
93F  C4   H2   SING  N  N  33  
93F  C4   H3   SING  N  N  34  
93F  C5   H4   SING  N  N  35  
93F  C5   H5   SING  N  N  36  
93F  C6   H6   SING  N  N  37  
93F  C6   H7   SING  N  N  38  
93F  C7   H8   SING  N  N  39  
93F  C10  H9   SING  N  N  40  
93F  C15  H10  SING  N  N  41  
93F  C15  H11  SING  N  N  42  
93F  C17  H12  SING  N  N  43  
93F  C17  H13  SING  N  N  44  
93F  C20  H14  SING  N  N  45  
93F  C21  H15  SING  N  N  46  
93F  C22  H16  SING  N  N  47  
93F  C24  H17  SING  N  N  48  
93F  C24  H18  SING  N  N  49  
93F  C24  H19  SING  N  N  50  
93F  C1   H20  SING  N  N  51  
93F  C2   H21  SING  N  N  52  
93F  C2   H22  SING  N  N  53  
93F  C3   H23  SING  N  N  54  
93F  C3   H24  SING  N  N  55  
93F  C9   H25  SING  N  N  56  
93F  C11  H26  SING  N  N  57  
93F  C14  H27  SING  N  N  58  
93F  C14  H28  SING  N  N  59  
93F  C16  H29  SING  N  N  60  
93F  C16  H30  SING  N  N  61  
93F  C16  H31  SING  N  N  62  
93F  C19  H32  SING  N  N  63  
#   #
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
93F  InChI             InChI                 1.03   "InChI=1S/C24H31N3O/c1-25-15-16-27-21-12-14-26(13-6-8-18-7-3-4-11-23(18)28-2)17-20(21)19-9-5-10-22(25)24(19)27/h3-5,7,9-11,20-21H,6,8,12-17H2,1-2H3/t20-,21-/m0/s1"  
93F  InChIKey          InChI                 1.03   WFYFRJAKNJVZMP-SFTDATJTSA-N  
93F  SMILES_CANONICAL  CACTVS                3.385  "COc1ccccc1CCCN2CC[C@H]3[C@@H](C2)c4cccc5N(C)CCN3c45"  
93F  SMILES            CACTVS                3.385  "COc1ccccc1CCCN2CC[CH]3[CH](C2)c4cccc5N(C)CCN3c45"  
93F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CN1CCN2c3c1cccc3[C@H]4[C@@H]2CCN(C4)CCCc5ccccc5OC"  
93F  SMILES            "OpenEye OEToolkits"  2.0.7  "CN1CCN2c3c1cccc3C4C2CCN(C4)CCCc5ccccc5OC"  
#
_pdbx_chem_comp_identifier.comp_id          93F
_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       "(10~{R},15~{S})-12-[3-(2-methoxyphenyl)propyl]-4-methyl-1,4,12-triazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-5(16),6,8-triene"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
93F  "Create component"  2022-01-01  PDBJ  
93F  "Initial release"   2022-01-26  RCSB  
##
