data_D84
#

_chem_comp.id                                   D84
_chem_comp.name                                 "5-(1-{[2-(difluoromethoxy)phenyl]methyl}-2-{[3-(2-oxopyrrolidin-1-yl)phenoxy]methyl}-1H-benzimidazol-6-yl)pyridin-2(1H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C31 H26 F2 N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-10-23
_chem_comp.pdbx_modified_date                   2021-01-08
_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                       556.559
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    D84
_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       6BCW
_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
D84  C10  C1   C  0  1  Y  N  N   -9.808  -1.039  15.624  -3.744  -1.427  -0.496  C10  D84   1  
D84  C11  C2   C  0  1  Y  N  N  -10.709  -1.136  14.567  -4.215  -2.160  -1.576  C11  D84   2  
D84  C12  C3   C  0  1  Y  N  N  -10.453  -2.023  13.533  -5.558  -2.131  -1.899  C12  D84   3  
D84  C13  C4   C  0  1  Y  N  N   -9.288  -2.794  13.527  -6.436  -1.372  -1.150  C13  D84   4  
D84  C14  C5   C  0  1  Y  N  N   -8.399  -2.724  14.595  -5.970  -0.636  -0.067  C14  D84   5  
D84  F    F1   F  0  1  N  N  N  -11.320  -1.877  24.305   2.619   2.955   0.923  F    D84   6  
D84  C15  C6   C  0  1  Y  N  N   -8.666  -1.838  15.632  -4.621  -0.665   0.259  C15  D84   7  
D84  C16  C7   C  0  1  N  N  N   -6.156  -3.079  15.570  -8.278   0.318   0.369  C16  D84   8  
D84  C17  C8   C  0  1  N  N  N   -4.997  -3.961  15.098  -8.732   1.545   1.190  C17  D84   9  
D84  O1   O1   O  0  1  N  N  N   -9.994  -0.192  16.695  -2.424  -1.461  -0.175  O1   D84  10  
D84  C1   C9   C  0  1  Y  N  N  -11.245  -2.181  21.224   0.855   1.884  -0.990  C1   D84  11  
D84  N1   N1   N  0  1  N  N  N   -7.210  -3.462  14.641  -6.859   0.132   0.693  N1   D84  12  
D84  O3   O2   O  0  1  N  N  N  -19.423  -3.676  23.025   9.197   0.646   0.555  O3   D84  13  
D84  C28  C10  C  0  1  N  N  N  -18.587  -3.226  22.205   8.078   0.159   0.552  C28  D84  14  
D84  N3   N2   N  0  1  N  N  N  -18.979  -2.297  21.323   7.276   0.317   1.622  N3   D84  15  
D84  C27  C11  C  0  1  N  N  N  -18.110  -1.787  20.438   6.026  -0.210   1.638  C27  D84  16  
D84  C29  C12  C  0  1  N  N  N  -17.262  -3.663  22.234   7.630  -0.560  -0.570  C29  D84  17  
D84  C30  C13  C  0  1  N  N  N  -16.347  -3.168  21.316   6.379  -1.100  -0.564  C30  D84  18  
D84  C26  C14  C  0  1  N  N  N  -16.776  -2.208  20.408   5.556  -0.915   0.568  C26  D84  19  
D84  C23  C15  C  0  1  Y  N  N  -15.871  -1.616  19.390   4.188  -1.489   0.596  C23  D84  20  
D84  C22  C16  C  0  1  Y  N  N  -16.437  -1.373  18.150   3.871  -2.490   1.519  C22  D84  21  
D84  C21  C17  C  0  1  Y  N  N  -15.673  -0.791  17.148   2.616  -3.022   1.560  C21  D84  22  
D84  C24  C18  C  0  1  Y  N  N  -14.541  -1.245  19.651   3.224  -1.025  -0.291  C24  D84  23  
D84  C25  C19  C  0  1  Y  N  N  -13.772  -0.661  18.639   1.948  -1.565  -0.259  C25  D84  24  
D84  N    N3   N  0  1  Y  N  N  -12.497  -0.246  18.542   0.791  -1.338  -0.979  N    D84  25  
D84  C7   C20  C  0  1  N  N  N  -11.483  -0.304  19.590   0.619  -0.370  -2.064  C7   D84  26  
D84  C6   C21  C  0  1  Y  N  N  -11.154  -1.746  19.922   0.026   0.902  -1.513  C6   D84  27  
D84  C5   C22  C  0  1  Y  N  N  -10.759  -2.637  18.937  -1.342   1.090  -1.528  C5   D84  28  
D84  C4   C23  C  0  1  Y  N  N  -10.469  -3.962  19.260  -1.887   2.256  -1.022  C4   D84  29  
D84  C3   C24  C  0  1  Y  N  N  -10.586  -4.402  20.571  -1.063   3.237  -0.501  C3   D84  30  
D84  C2   C25  C  0  1  Y  N  N  -10.989  -3.506  21.552   0.306   3.054  -0.484  C2   D84  31  
D84  O    O3   O  0  1  N  N  N  -11.695  -1.297  22.162   2.201   1.699  -0.969  O    D84  32  
D84  C    C26  C  0  1  N  N  N  -10.991  -0.963  23.348   2.991   2.750  -0.410  C    D84  33  
D84  F1   F2   F  0  1  N  N  N  -11.431   0.269  23.753   2.786   3.927  -1.138  F1   D84  34  
D84  C20  C27  C  0  1  Y  N  N  -14.341  -0.461  17.387   1.633  -2.568   0.675  C20  D84  35  
D84  N2   N4   N  0  1  Y  N  N  -13.407   0.096  16.586   0.330  -2.894   0.481  N2   D84  36  
D84  C8   C28  C  0  1  Y  N  N  -12.278   0.225  17.304  -0.159  -2.183  -0.493  C8   D84  37  
D84  C9   C29  C  0  1  N  N  N  -11.001   0.812  16.761  -1.577  -2.268  -0.997  C9   D84  38  
D84  C19  C30  C  0  1  N  N  N   -6.947  -4.492  13.854  -6.522   0.794   1.813  C19  D84  39  
D84  O2   O4   O  0  1  N  N  N   -7.683  -4.979  13.018  -5.415   0.806   2.308  O2   D84  40  
D84  C18  C31  C  0  1  N  N  N   -5.565  -5.017  14.152  -7.729   1.527   2.366  C18  D84  41  
D84  H1   H1   H  0  1  N  N  N  -11.600  -0.525  14.553  -3.531  -2.754  -2.164  H1   D84  42  
D84  H2   H2   H  0  1  N  N  N  -11.162  -2.119  12.724  -5.923  -2.702  -2.741  H2   D84  43  
D84  H3   H3   H  0  1  N  N  N   -9.077  -3.446  12.692  -7.485  -1.351  -1.405  H3   D84  44  
D84  H4   H4   H  0  1  N  N  N   -7.976  -1.767  16.460  -4.257  -0.097   1.103  H4   D84  45  
D84  H5   H5   H  0  1  N  N  N   -5.910  -2.011  15.480  -8.850  -0.563   0.661  H5   D84  46  
D84  H6   H6   H  0  1  N  N  N   -6.435  -3.305  16.610  -8.400   0.510  -0.697  H6   D84  47  
D84  H7   H7   H  0  1  N  N  N   -4.523  -4.450  15.962  -8.635   2.461   0.608  H7   D84  48  
D84  H8   H8   H  0  1  N  N  N   -4.252  -3.348  14.570  -9.755   1.419   1.547  H8   D84  49  
D84  H9   H9   H  0  1  N  N  N  -18.446  -1.038  19.736   5.398  -0.072   2.506  H9   D84  50  
D84  H10  H10  H  0  1  N  N  N  -16.949  -4.387  22.972   8.272  -0.683  -1.430  H10  D84  51  
D84  H11  H11  H  0  1  N  N  N  -15.326  -3.520  21.307   6.019  -1.655  -1.417  H11  D84  52  
D84  H13  H13  H  0  1  N  N  N  -17.468  -1.635  17.963   4.626  -2.845   2.204  H13  D84  53  
D84  H14  H14  H  0  1  N  N  N  -16.112  -0.594  16.181   2.381  -3.795   2.277  H14  D84  54  
D84  H15  H15  H  0  1  N  N  N  -14.114  -1.410  20.629   3.467  -0.248  -1.000  H15  D84  55  
D84  H16  H16  H  0  1  N  N  N  -10.572   0.206  19.243   1.587  -0.153  -2.515  H16  D84  56  
D84  H17  H17  H  0  1  N  N  N  -11.863   0.199  20.492  -0.049  -0.784  -2.819  H17  D84  57  
D84  H18  H18  H  0  1  N  N  N  -10.675  -2.303  17.913  -1.988   0.325  -1.934  H18  D84  58  
D84  H19  H19  H  0  1  N  N  N  -10.152  -4.648  18.488  -2.957   2.401  -1.035  H19  D84  59  
D84  H20  H20  H  0  1  N  N  N  -10.366  -5.428  20.825  -1.490   4.147  -0.107  H20  D84  60  
D84  H21  H21  H  0  1  N  N  N  -11.104  -3.840  22.573   0.948   3.818  -0.072  H21  D84  61  
D84  H22  H22  H  0  1  N  N  N   -9.907  -0.955  23.160   4.045   2.475  -0.454  H22  D84  62  
D84  H23  H23  H  0  1  N  N  N  -10.663   1.624  17.422  -1.914  -3.304  -0.959  H23  D84  63  
D84  H24  H24  H  0  1  N  N  N  -11.184   1.212  15.753  -1.620  -1.909  -2.025  H24  D84  64  
D84  H25  H25  H  0  1  N  N  N   -5.612  -6.002  14.640  -7.459   2.543   2.654  H25  D84  65  
D84  H26  H26  H  0  1  N  N  N   -4.963  -5.091  13.234  -8.146   0.987   3.216  H26  D84  66  
D84  H27  H27  H  0  1  N  N  N  -19.928  -1.981  21.325   7.595   0.815   2.390  H27  D84  67  
#   #
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
D84  O2   C19  DOUB  N  N   1  
D84  C13  C12  DOUB  Y  N   2  
D84  C13  C14  SING  Y  N   3  
D84  C12  C11  SING  Y  N   4  
D84  C19  C18  SING  N  N   5  
D84  C19  N1   SING  N  N   6  
D84  C18  C17  SING  N  N   7  
D84  C11  C10  DOUB  Y  N   8  
D84  C14  N1   SING  N  N   9  
D84  C14  C15  DOUB  Y  N  10  
D84  N1   C16  SING  N  N  11  
D84  C17  C16  SING  N  N  12  
D84  C10  C15  SING  Y  N  13  
D84  C10  O1   SING  N  N  14  
D84  N2   C8   DOUB  Y  N  15  
D84  N2   C20  SING  Y  N  16  
D84  O1   C9   SING  N  N  17  
D84  C9   C8   SING  N  N  18  
D84  C21  C20  DOUB  Y  N  19  
D84  C21  C22  SING  Y  N  20  
D84  C8   N    SING  Y  N  21  
D84  C20  C25  SING  Y  N  22  
D84  C22  C23  DOUB  Y  N  23  
D84  N    C25  SING  Y  N  24  
D84  N    C7   SING  N  N  25  
D84  C25  C24  DOUB  Y  N  26  
D84  C5   C4   DOUB  Y  N  27  
D84  C5   C6   SING  Y  N  28  
D84  C4   C3   SING  Y  N  29  
D84  C23  C24  SING  Y  N  30  
D84  C23  C26  SING  N  N  31  
D84  C7   C6   SING  N  N  32  
D84  C6   C1   DOUB  Y  N  33  
D84  C26  C27  DOUB  N  N  34  
D84  C26  C30  SING  N  N  35  
D84  C27  N3   SING  N  N  36  
D84  C3   C2   DOUB  Y  N  37  
D84  C1   C2   SING  Y  N  38  
D84  C1   O    SING  N  N  39  
D84  C30  C29  DOUB  N  N  40  
D84  N3   C28  SING  N  N  41  
D84  O    C    SING  N  N  42  
D84  C28  C29  SING  N  N  43  
D84  C28  O3   DOUB  N  N  44  
D84  C    F1   SING  N  N  45  
D84  C    F    SING  N  N  46  
D84  C11  H1   SING  N  N  47  
D84  C12  H2   SING  N  N  48  
D84  C13  H3   SING  N  N  49  
D84  C15  H4   SING  N  N  50  
D84  C16  H5   SING  N  N  51  
D84  C16  H6   SING  N  N  52  
D84  C17  H7   SING  N  N  53  
D84  C17  H8   SING  N  N  54  
D84  C27  H9   SING  N  N  55  
D84  C29  H10  SING  N  N  56  
D84  C30  H11  SING  N  N  57  
D84  C22  H13  SING  N  N  58  
D84  C21  H14  SING  N  N  59  
D84  C24  H15  SING  N  N  60  
D84  C7   H16  SING  N  N  61  
D84  C7   H17  SING  N  N  62  
D84  C5   H18  SING  N  N  63  
D84  C4   H19  SING  N  N  64  
D84  C3   H20  SING  N  N  65  
D84  C2   H21  SING  N  N  66  
D84  C    H22  SING  N  N  67  
D84  C9   H23  SING  N  N  68  
D84  C9   H24  SING  N  N  69  
D84  C18  H25  SING  N  N  70  
D84  C18  H26  SING  N  N  71  
D84  N3   H27  SING  N  N  72  
#   #
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
D84  SMILES            ACDLabs               12.01  "c1(cc(ccc1)N2CCCC2=O)OCc5n(c4cc(C3=CNC(=O)C=C3)ccc4n5)Cc6c(cccc6)OC(F)F"  
D84  InChI             InChI                 1.03   "InChI=1S/C31H26F2N4O4/c32-31(33)41-27-8-2-1-5-22(27)18-37-26-15-20(21-11-13-29(38)34-17-21)10-12-25(26)35-28(37)19-40-24-7-3-6-23(16-24)36-14-4-9-30(36)39/h1-3,5-8,10-13,15-17,31H,4,9,14,18-19H2,(H,34,38)"  
D84  InChIKey          InChI                 1.03   DNTKSNFCNRDJAC-UHFFFAOYSA-N  
D84  SMILES_CANONICAL  CACTVS                3.385  "FC(F)Oc1ccccc1Cn2c(COc3cccc(c3)N4CCCC4=O)nc5ccc(cc25)C6=CNC(=O)C=C6"  
D84  SMILES            CACTVS                3.385  "FC(F)Oc1ccccc1Cn2c(COc3cccc(c3)N4CCCC4=O)nc5ccc(cc25)C6=CNC(=O)C=C6"  
D84  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc(c(c1)Cn2c3cc(ccc3nc2COc4cccc(c4)N5CCCC5=O)C6=CNC(=O)C=C6)OC(F)F"  
D84  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc(c(c1)Cn2c3cc(ccc3nc2COc4cccc(c4)N5CCCC5=O)C6=CNC(=O)C=C6)OC(F)F"  
#   #
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
D84  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-(1-{[2-(difluoromethoxy)phenyl]methyl}-2-{[3-(2-oxopyrrolidin-1-yl)phenoxy]methyl}-1H-benzimidazol-6-yl)pyridin-2(1H)-one"  
D84  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "5-[3-[[2-[bis(fluoranyl)methoxy]phenyl]methyl]-2-[[3-(2-oxidanylidenepyrrolidin-1-yl)phenoxy]methyl]benzimidazol-5-yl]-1~{H}-pyridin-2-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
D84  "Create component"  2017-10-23  RCSB  
D84  "Initial release"   2021-01-13  RCSB  
##
