data_9FI
#

_chem_comp.id                                   9FI
_chem_comp.name                                 "~{N}-[(2~{R})-1-[[(1~{R},3~{S})-3-(aminomethyl)cyclohexyl]methylamino]-3-(1~{H}-indol-3-yl)-1-oxidanylidene-propan-2-yl]spiro[indene-1,4'-piperidine]-1'-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C33 H41 N5 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2022-01-14
_chem_comp.pdbx_modified_date                   2022-05-27
_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                       539.711
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9FI
_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       7WIG
_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
9FI  C1   C1   C  0  1  N  N  N  91.328  135.854  118.977  -5.120  -1.254   0.377  C1   9FI   1  
9FI  O2   O1   O  0  1  N  N  N  93.442  129.023  116.891   1.809  -2.230   0.298  O2   9FI   2  
9FI  C3   C2   C  0  1  N  N  S  91.281  124.969  117.032   8.307  -1.566   0.117  C3   9FI   3  
9FI  C4   C3   C  0  1  N  N  N  91.244  126.420  117.179   6.922  -2.212   0.186  C4   9FI   4  
9FI  C5   C4   C  0  1  N  N  N  91.329  135.192  117.582  -4.805   0.173   0.822  C5   9FI   5  
9FI  C6   C5   C  0  1  N  N  N  91.054  134.806  120.078  -3.937  -1.846  -0.385  C6   9FI   6  
9FI  C8   C6   C  0  1  N  N  N  92.459  124.500  117.716   8.451  -0.807  -1.204  C8   9FI   7  
9FI  C9   C7   C  0  1  N  N  N  92.460  124.960  119.127   7.377   0.279  -1.288  C9   9FI   8  
9FI  C10  C8   C  0  1  Y  N  N  90.370  136.961  119.066  -6.355  -1.268  -0.488  C10  9FI   9  
9FI  C13  C9   C  0  1  N  N  N  91.250  128.432  118.383   4.463  -1.771   0.171  C13  9FI  10  
9FI  C14  C10  C  0  1  N  N  N  92.548  136.598  119.244  -5.450  -2.111   1.574  C14  9FI  11  
9FI  C15  C11  C  0  1  N  N  N  91.395  124.636  115.562   9.381  -2.652   0.201  C15  9FI  12  
9FI  C16  C12  C  0  1  Y  N  N  90.988  138.166  119.314  -7.287  -2.068   0.178  C16  9FI  13  
9FI  C17  C13  C  0  1  N  N  N  92.416  137.916  119.428  -6.686  -2.559   1.432  C17  9FI  14  
9FI  C18  C14  C  0  1  Y  N  N  89.034  137.058  118.895  -6.671  -0.683  -1.691  C18  9FI  15  
9FI  C19  C15  C  0  1  N  N  N  93.400  131.932  119.115  -1.281   0.073   0.919  C19  9FI  16  
9FI  C20  C16  C  0  1  N  N  R  94.809  130.063  118.547   1.079   0.014   0.316  C20  9FI  17  
9FI  C22  C17  C  0  1  N  N  N  93.542  129.315  118.052   2.134  -1.062   0.275  C22  9FI  18  
9FI  C23  C18  C  0  1  Y  N  N  88.332  138.218  118.997  -7.921  -0.887  -2.252  C23  9FI  19  
9FI  C24  C19  C  0  1  N  N  N  95.878  129.715  117.619   1.179   0.874  -0.946  C24  9FI  20  
9FI  C25  C20  C  0  1  Y  N  N  88.997  139.394  119.238  -8.853  -1.677  -1.603  C25  9FI  21  
9FI  C26  C21  C  0  1  Y  N  N  95.942  128.321  117.607   0.208   2.022  -0.849  C26  9FI  22  
9FI  C27  C22  C  0  1  Y  N  N  96.308  127.590  116.497   0.445   3.311  -0.193  C27  9FI  23  
9FI  C28  C23  C  0  1  Y  N  N  95.616  127.418  118.545  -1.036   2.060  -1.351  C28  9FI  24  
9FI  C29  C24  C  0  1  Y  N  N  96.241  126.267  116.794  -0.738   4.054  -0.359  C29  9FI  25  
9FI  C11  C25  C  0  1  N  N  N  92.218  133.947  117.528  -3.583   0.159   1.746  C11  9FI  26  
9FI  C12  C26  C  0  1  N  N  N  91.959  133.580  119.945  -2.707  -1.877   0.529  C12  9FI  27  
9FI  C2   C27  C  0  1  N  N  R  91.201  126.971  118.512   5.848  -1.125   0.102  C2   9FI  28  
9FI  C21  C28  C  0  1  Y  N  N  90.372  139.375  119.414  -8.545  -2.268  -0.395  C21  9FI  29  
9FI  C30  C29  C  0  1  Y  N  N  96.688  128.016  115.316   1.526   3.866   0.492  C30  9FI  30  
9FI  C31  C30  C  0  1  Y  N  N  96.573  125.373  115.830  -0.814   5.340   0.167  C31  9FI  31  
9FI  C32  C31  C  0  1  Y  N  N  97.029  127.143  114.362   1.430   5.131   1.000  C32  9FI  32  
9FI  C33  C32  C  0  1  Y  N  N  96.969  125.811  114.629   0.265   5.869   0.840  C33  9FI  33  
9FI  C7   C33  C  0  1  N  N  N  92.424  126.452  119.164   5.991  -0.367  -1.219  C7   9FI  34  
9FI  N1   N1   N  0  1  N  N  N  92.559  133.130  118.826  -2.479  -0.526   1.060  N1   9FI  35  
9FI  N2   N2   N  0  1  N  N  N  92.437  129.066  118.813   3.438  -0.726   0.211  N2   9FI  36  
9FI  N3   N3   N  0  1  N  N  N  94.164  131.185  118.222  -0.247  -0.605   0.382  N3   9FI  37  
9FI  N4   N4   N  0  1  N  N  N  92.344  123.625  115.244  10.709  -2.025   0.255  N4   9FI  38  
9FI  N5   N5   N  0  1  Y  N  N  95.811  126.127  118.079  -1.618   3.266  -1.066  N5   9FI  39  
9FI  O1   O2   O  0  1  N  N  N  93.484  131.507  120.262  -1.132   1.226   1.276  O1   9FI  40  
9FI  H1   H1   H  0  1  N  N  N  90.373  124.512  117.452   8.427  -0.872   0.949  H1   9FI  41  
9FI  H2   H2   H  0  1  N  N  N  92.144  126.820  116.690   6.803  -2.906  -0.646  H2   9FI  42  
9FI  H3   H3   H  0  1  N  N  N  90.349  126.778  116.649   6.820  -2.752   1.127  H3   9FI  43  
9FI  H4   H4   H  0  1  N  N  N  91.697  135.921  116.845  -4.593   0.788  -0.052  H4   9FI  44  
9FI  H5   H5   H  0  1  N  N  N  90.299  134.902  117.328  -5.661   0.585   1.357  H5   9FI  45  
9FI  H6   H6   H  0  1  N  N  N  91.228  135.270  121.060  -4.179  -2.861  -0.702  H6   9FI  46  
9FI  H7   H7   H  0  1  N  N  N  90.005  134.482  120.006  -3.724  -1.233  -1.260  H7   9FI  47  
9FI  H8   H8   H  0  1  N  N  N  92.476  123.400  117.694   9.438  -0.347  -1.254  H8   9FI  48  
9FI  H9   H9   H  0  1  N  N  N  93.352  124.891  117.207   8.332  -1.501  -2.036  H9   9FI  49  
9FI  H10  H10  H  0  1  N  N  N  91.576  124.559  119.644   7.496   0.973  -0.456  H10  9FI  50  
9FI  H11  H11  H  0  1  N  N  N  93.371  124.603  119.629   7.479   0.819  -2.229  H11  9FI  51  
9FI  H12  H12  H  0  1  N  N  N  91.106  128.678  117.321   4.309  -2.397  -0.708  H12  9FI  52  
9FI  H13  H13  H  0  1  N  N  N  90.418  128.847  118.971   4.392  -2.384   1.070  H13  9FI  53  
9FI  H14  H14  H  0  1  N  N  N  93.511  136.112  119.291  -4.791  -2.323   2.402  H14  9FI  54  
9FI  H15  H15  H  0  1  N  N  N  91.681  125.553  115.026   9.225  -3.249   1.099  H15  9FI  55  
9FI  H16  H16  H  0  1  N  N  N  90.408  124.299  115.211   9.318  -3.294  -0.678  H16  9FI  56  
9FI  H17  H17  H  0  1  N  N  N  93.198  138.636  119.619  -7.189  -3.200   2.141  H17  9FI  57  
9FI  H18  H18  H  0  1  N  N  N  88.488  136.156  118.662  -5.945  -0.066  -2.199  H18  9FI  58  
9FI  H19  H19  H  0  1  N  N  N  95.035  129.891  119.610   1.233   0.640   1.195  H19  9FI  59  
9FI  H20  H20  H  0  1  N  N  N  87.257  138.214  118.889  -8.169  -0.428  -3.198  H20  9FI  60  
9FI  H21  H21  H  0  1  N  N  N  96.834  130.138  117.962   2.193   1.263  -1.042  H21  9FI  61  
9FI  H22  H22  H  0  1  N  N  N  95.649  130.095  116.613   0.938   0.267  -1.819  H22  9FI  62  
9FI  H23  H23  H  0  1  N  N  N  88.454  140.326  119.290  -9.826  -1.832  -2.044  H23  9FI  63  
9FI  H24  H24  H  0  1  N  N  N  95.251  127.664  119.531  -1.509   1.259  -1.900  H24  9FI  64  
9FI  H25  H25  H  0  1  N  N  N  91.728  133.244  116.838  -3.289   1.183   1.979  H25  9FI  65  
9FI  H26  H26  H  0  1  N  N  N  93.179  134.269  117.102  -3.826  -0.372   2.667  H26  9FI  66  
9FI  H27  H27  H  0  1  N  N  N  91.346  132.737  120.296  -2.882  -2.569   1.353  H27  9FI  67  
9FI  H28  H28  H  0  1  N  N  N  92.781  133.757  120.655  -1.836  -2.200  -0.041  H28  9FI  68  
9FI  H29  H29  H  0  1  N  N  N  90.299  126.650  119.053   5.967  -0.431   0.934  H29  9FI  69  
9FI  H30  H30  H  0  1  N  N  N  90.928  140.277  119.621  -9.276  -2.884   0.107  H30  9FI  70  
9FI  H31  H31  H  0  1  N  N  N  96.726  129.076  115.113   2.436   3.298   0.621  H31  9FI  71  
9FI  H32  H32  H  0  1  N  N  N  96.518  124.313  116.030  -1.716   5.922   0.047  H32  9FI  72  
9FI  H33  H33  H  0  1  N  N  N  97.348  127.492  113.391   2.267   5.561   1.530  H33  9FI  73  
9FI  H34  H34  H  0  1  N  N  N  97.244  125.100  113.864   0.205   6.867   1.247  H34  9FI  74  
9FI  H35  H35  H  0  1  N  N  N  93.306  126.846  118.638   5.226   0.407  -1.279  H35  9FI  75  
9FI  H36  H36  H  0  1  N  N  N  92.442  126.786  120.212   5.872  -1.061  -2.051  H36  9FI  76  
9FI  H37  H37  H  0  1  N  N  N  92.471  129.361  119.768   3.697   0.209   0.192  H37  9FI  77  
9FI  H38  H38  H  0  1  N  N  N  94.234  131.510  117.279  -0.381  -1.502   0.039  H38  9FI  78  
9FI  H39  H39  H  0  1  N  N  N  92.351  123.472  114.256  10.771  -1.375   1.024  H39  9FI  79  
9FI  H40  H40  H  0  1  N  N  N  93.253  123.916  115.542  11.436  -2.722   0.311  H40  9FI  80  
9FI  H42  H42  H  0  1  N  N  N  95.667  125.274  118.580  -2.516   3.526  -1.324  H42  9FI  81  
#   #
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
9FI  C32  C33  DOUB  Y  N   1  
9FI  C32  C30  SING  Y  N   2  
9FI  C33  C31  SING  Y  N   3  
9FI  N4   C15  SING  N  N   4  
9FI  C30  C27  DOUB  Y  N   5  
9FI  C15  C3   SING  N  N   6  
9FI  C31  C29  DOUB  Y  N   7  
9FI  C27  C29  SING  Y  N   8  
9FI  C27  C26  SING  Y  N   9  
9FI  C29  N5   SING  Y  N  10  
9FI  O2   C22  DOUB  N  N  11  
9FI  C3   C4   SING  N  N  12  
9FI  C3   C8   SING  N  N  13  
9FI  C4   C2   SING  N  N  14  
9FI  C11  C5   SING  N  N  15  
9FI  C11  N1   SING  N  N  16  
9FI  C5   C1   SING  N  N  17  
9FI  C26  C24  SING  N  N  18  
9FI  C26  C28  DOUB  Y  N  19  
9FI  C24  C20  SING  N  N  20  
9FI  C8   C9   SING  N  N  21  
9FI  C22  C20  SING  N  N  22  
9FI  C22  N2   SING  N  N  23  
9FI  N5   C28  SING  Y  N  24  
9FI  N3   C20  SING  N  N  25  
9FI  N3   C19  SING  N  N  26  
9FI  C13  C2   SING  N  N  27  
9FI  C13  N2   SING  N  N  28  
9FI  C2   C7   SING  N  N  29  
9FI  N1   C19  SING  N  N  30  
9FI  N1   C12  SING  N  N  31  
9FI  C18  C23  SING  Y  N  32  
9FI  C18  C10  DOUB  Y  N  33  
9FI  C1   C10  SING  N  N  34  
9FI  C1   C14  SING  N  N  35  
9FI  C1   C6   SING  N  N  36  
9FI  C23  C25  DOUB  Y  N  37  
9FI  C10  C16  SING  Y  N  38  
9FI  C19  O1   DOUB  N  N  39  
9FI  C9   C7   SING  N  N  40  
9FI  C25  C21  SING  Y  N  41  
9FI  C14  C17  DOUB  N  N  42  
9FI  C16  C21  DOUB  Y  N  43  
9FI  C16  C17  SING  N  N  44  
9FI  C12  C6   SING  N  N  45  
9FI  C3   H1   SING  N  N  46  
9FI  C4   H2   SING  N  N  47  
9FI  C4   H3   SING  N  N  48  
9FI  C5   H4   SING  N  N  49  
9FI  C5   H5   SING  N  N  50  
9FI  C6   H6   SING  N  N  51  
9FI  C6   H7   SING  N  N  52  
9FI  C8   H8   SING  N  N  53  
9FI  C8   H9   SING  N  N  54  
9FI  C9   H10  SING  N  N  55  
9FI  C9   H11  SING  N  N  56  
9FI  C13  H12  SING  N  N  57  
9FI  C13  H13  SING  N  N  58  
9FI  C14  H14  SING  N  N  59  
9FI  C15  H15  SING  N  N  60  
9FI  C15  H16  SING  N  N  61  
9FI  C17  H17  SING  N  N  62  
9FI  C18  H18  SING  N  N  63  
9FI  C20  H19  SING  N  N  64  
9FI  C23  H20  SING  N  N  65  
9FI  C24  H21  SING  N  N  66  
9FI  C24  H22  SING  N  N  67  
9FI  C25  H23  SING  N  N  68  
9FI  C28  H24  SING  N  N  69  
9FI  C11  H25  SING  N  N  70  
9FI  C11  H26  SING  N  N  71  
9FI  C12  H27  SING  N  N  72  
9FI  C12  H28  SING  N  N  73  
9FI  C2   H29  SING  N  N  74  
9FI  C21  H30  SING  N  N  75  
9FI  C30  H31  SING  N  N  76  
9FI  C31  H32  SING  N  N  77  
9FI  C32  H33  SING  N  N  78  
9FI  C33  H34  SING  N  N  79  
9FI  C7   H35  SING  N  N  80  
9FI  C7   H36  SING  N  N  81  
9FI  N2   H37  SING  N  N  82  
9FI  N3   H38  SING  N  N  83  
9FI  N4   H39  SING  N  N  84  
9FI  N4   H40  SING  N  N  85  
9FI  N5   H42  SING  N  N  86  
#   #
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
9FI  InChI             InChI                 1.03   "InChI=1S/C33H41N5O2/c34-20-23-6-5-7-24(18-23)21-36-31(39)30(19-26-22-35-29-11-4-2-9-27(26)29)37-32(40)38-16-14-33(15-17-38)13-12-25-8-1-3-10-28(25)33/h1-4,8-13,22-24,30,35H,5-7,14-21,34H2,(H,36,39)(H,37,40)/t23-,24+,30+/m0/s1"  
9FI  InChIKey          InChI                 1.03   DAMXHAMKVXERLM-FVBCXUTKSA-N  
9FI  SMILES_CANONICAL  CACTVS                3.385  "NC[C@H]1CCC[C@@H](CNC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)N4CCC5(CC4)C=Cc6ccccc56)C1"  
9FI  SMILES            CACTVS                3.385  "NC[CH]1CCC[CH](CNC(=O)[CH](Cc2c[nH]c3ccccc23)NC(=O)N4CCC5(CC4)C=Cc6ccccc56)C1"  
9FI  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1ccc2c(c1)C=CC23CCN(CC3)C(=O)N[C@H](Cc4c[nH]c5c4cccc5)C(=O)NC[C@@H]6CCC[C@@H](C6)CN"  
9FI  SMILES            "OpenEye OEToolkits"  2.0.7  "c1ccc2c(c1)C=CC23CCN(CC3)C(=O)NC(Cc4c[nH]c5c4cccc5)C(=O)NCC6CCCC(C6)CN"  
#
_pdbx_chem_comp_identifier.comp_id          9FI
_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       "~{N}-[(2~{R})-1-[[(1~{R},3~{S})-3-(aminomethyl)cyclohexyl]methylamino]-3-(1~{H}-indol-3-yl)-1-oxidanylidene-propan-2-yl]spiro[indene-1,4'-piperidine]-1'-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
9FI  "Create component"  2022-01-14  PDBJ  
9FI  "Initial release"   2022-06-01  RCSB  
##
