data_OSQ
#

_chem_comp.id                                   OSQ
_chem_comp.name                                 "(3~{R})-~{N}-[3-(3,4-dihydro-2~{H}-quinolin-1-yl)-2,2-bis(fluoranyl)propyl]-3-methyl-2-oxidanylidene-3,4-dihydro-1~{H}-quinoxaline-5-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H24 F2 N4 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-04-01
_chem_comp.pdbx_modified_date                   2020-04-10
_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                       414.448
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OSQ
_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       6YIL
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
OSQ  C4   C1   C  0  1  Y  N  N  26.205  37.584  27.002   5.519  -0.884  -0.162  C4   OSQ   1  
OSQ  C14  C2   C  0  1  N  N  N  24.430  44.943  20.974  -5.767  -2.232   0.250  C14  OSQ   2  
OSQ  C5   C3   C  0  1  Y  N  N  25.774  38.348  28.077   5.382  -2.123  -0.763  C5   OSQ   3  
OSQ  C6   C4   C  0  1  Y  N  N  26.115  39.695  28.089   4.122  -2.644  -1.010  C6   OSQ   4  
OSQ  C11  C5   C  0  1  N  N  N  28.046  42.686  22.760  -1.760  -0.473   0.062  C11  OSQ   5  
OSQ  C7   C6   C  0  1  Y  N  N  26.807  40.268  27.036   2.994  -1.934  -0.661  C7   OSQ   6  
OSQ  C8   C7   C  0  1  Y  N  N  27.260  39.492  25.943   3.114  -0.680  -0.053  C8   OSQ   7  
OSQ  C9   C8   C  0  1  N  N  N  28.003  40.073  24.820   1.908   0.083   0.317  C9   OSQ   8  
OSQ  C10  C9   C  0  1  N  N  N  29.045  42.065  23.741  -0.513   0.328   0.443  C10  OSQ   9  
OSQ  C12  C10  C  0  1  N  N  N  27.276  43.895  23.363  -3.011   0.319   0.447  C12  OSQ  10  
OSQ  C13  C11  C  0  1  N  N  N  25.857  44.527  21.324  -4.499  -1.556   0.787  C13  OSQ  11  
OSQ  N1   N1   N  0  1  N  N  N  25.804  36.186  26.953   6.793  -0.351   0.085  N1   OSQ  12  
OSQ  N2   N2   N  0  1  N  N  N  28.321  41.459  24.828   0.685  -0.430   0.075  N2   OSQ  13  
OSQ  C3   C12  C  0  1  N  N  N  26.444  35.279  26.084   6.904   0.975   0.318  C3   OSQ  14  
OSQ  N3   N3   N  0  1  N  N  N  25.899  44.102  22.781  -4.205  -0.385  -0.041  N3   OSQ  15  
OSQ  C1   C13  C  0  1  N  N  N  27.644  34.994  23.951   5.382   2.263  -1.153  C1   OSQ  16  
OSQ  C2   C14  C  0  1  N  N  R  27.514  35.838  25.212   5.668   1.837   0.288  C2   OSQ  17  
OSQ  C15  C15  C  0  1  N  N  N  23.447  43.785  21.112  -6.948  -1.296   0.517  C15  OSQ  18  
OSQ  C16  C16  C  0  1  Y  N  N  23.649  43.010  22.396  -6.593   0.105   0.088  C16  OSQ  19  
OSQ  C17  C17  C  0  1  Y  N  N  22.650  42.141  22.814  -7.620   1.024  -0.058  C17  OSQ  20  
OSQ  C18  C18  C  0  1  Y  N  N  22.792  41.407  23.976  -7.350   2.322  -0.444  C18  OSQ  21  
OSQ  C19  C19  C  0  1  Y  N  N  23.952  41.540  24.718  -6.045   2.711  -0.687  C19  OSQ  22  
OSQ  C20  C20  C  0  1  Y  N  N  24.938  42.426  24.318  -5.018   1.802  -0.546  C20  OSQ  23  
OSQ  C21  C21  C  0  1  Y  N  N  24.824  43.151  23.138  -5.286   0.488  -0.159  C21  OSQ  24  
OSQ  F1   F1   F  0  1  N  N  N  28.760  43.127  21.713  -1.761  -0.706  -1.317  F1   OSQ  25  
OSQ  F2   F2   F  0  1  N  N  N  27.178  41.750  22.278  -1.754  -1.696   0.742  F2   OSQ  26  
OSQ  O1   O1   O  0  1  N  N  N  28.404  39.389  23.858   2.016   1.174   0.842  O1   OSQ  27  
OSQ  C22  C22  C  0  1  Y  N  N  26.922  38.133  25.966   4.388  -0.151   0.197  C22  OSQ  28  
OSQ  N4   N4   N  0  1  N  N  N  27.272  37.229  24.873   4.520   1.087   0.810  N4   OSQ  29  
OSQ  O2   O2   O  0  1  N  N  N  26.040  34.119  26.071   7.988   1.468   0.550  O2   OSQ  30  
OSQ  H1   H1   H  0  1  N  N  N  24.410  45.304  19.935  -5.667  -2.402  -0.822  H1   OSQ  31  
OSQ  H2   H2   H  0  1  N  N  N  24.121  45.754  21.650  -5.924  -3.181   0.762  H2   OSQ  32  
OSQ  H3   H3   H  0  1  N  N  N  25.194  37.911  28.876   6.261  -2.686  -1.040  H3   OSQ  33  
OSQ  H4   H4   H  0  1  N  N  N  25.835  40.306  28.935   4.023  -3.612  -1.478  H4   OSQ  34  
OSQ  H5   H5   H  0  1  N  N  N  27.005  41.330  27.049   2.016  -2.346  -0.858  H5   OSQ  35  
OSQ  H6   H6   H  0  1  N  N  N  29.642  41.300  23.224  -0.517   1.281  -0.086  H6   OSQ  36  
OSQ  H7   H7   H  0  1  N  N  N  29.712  42.847  24.133  -0.512   0.510   1.518  H7   OSQ  37  
OSQ  H8   H8   H  0  1  N  N  N  27.172  43.733  24.446  -3.063   0.412   1.532  H8   OSQ  38  
OSQ  H9   H9   H  0  1  N  N  N  27.867  44.805  23.183  -2.966   1.311  -0.002  H9   OSQ  39  
OSQ  H10  H10  H  0  1  N  N  N  26.164  43.686  20.685  -4.661  -1.243   1.819  H10  OSQ  40  
OSQ  H11  H11  H  0  1  N  N  N  26.539  45.376  21.167  -3.664  -2.255   0.741  H11  OSQ  41  
OSQ  H12  H12  H  0  1  N  N  N  25.064  35.864  27.544   7.578  -0.922   0.089  H12  OSQ  42  
OSQ  H13  H13  H  0  1  N  N  N  28.036  42.023  25.603   0.599  -1.301  -0.343  H13  OSQ  43  
OSQ  H14  H14  H  0  1  N  N  N  27.827  33.945  24.228   5.224   1.378  -1.770  H14  OSQ  44  
OSQ  H15  H15  H  0  1  N  N  N  26.714  35.062  23.367   4.488   2.887  -1.177  H15  OSQ  45  
OSQ  H16  H16  H  0  1  N  N  N  28.485  35.365  23.347   6.229   2.829  -1.540  H16  OSQ  46  
OSQ  H17  H17  H  0  1  N  N  N  28.467  35.772  25.757   5.829   2.723   0.902  H17  OSQ  47  
OSQ  H18  H18  H  0  1  N  N  N  22.423  44.187  21.099  -7.817  -1.639  -0.045  H18  OSQ  48  
OSQ  H19  H19  H  0  1  N  N  N  23.584  43.102  20.261  -7.181  -1.301   1.582  H19  OSQ  49  
OSQ  H20  H20  H  0  1  N  N  N  21.751  42.038  22.224  -8.640   0.723   0.132  H20  OSQ  50  
OSQ  H21  H21  H  0  1  N  N  N  22.008  40.739  24.301  -8.156   3.032  -0.557  H21  OSQ  51  
OSQ  H22  H22  H  0  1  N  N  N  24.089  40.951  25.613  -5.831   3.726  -0.988  H22  OSQ  52  
OSQ  H23  H23  H  0  1  N  N  N  25.814  42.556  24.936  -4.000   2.108  -0.737  H23  OSQ  53  
OSQ  H24  H24  H  0  1  N  N  N  28.103  37.583  24.445   4.577   0.993   1.813  H24  OSQ  54  
#   #
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
OSQ  C14  C15  SING  N  N   1  
OSQ  C14  C13  SING  N  N   2  
OSQ  C15  C16  SING  N  N   3  
OSQ  C13  N3   SING  N  N   4  
OSQ  F1   C11  SING  N  N   5  
OSQ  F2   C11  SING  N  N   6  
OSQ  C16  C17  DOUB  Y  N   7  
OSQ  C16  C21  SING  Y  N   8  
OSQ  C11  C12  SING  N  N   9  
OSQ  C11  C10  SING  N  N  10  
OSQ  N3   C21  SING  N  N  11  
OSQ  N3   C12  SING  N  N  12  
OSQ  C17  C18  SING  Y  N  13  
OSQ  C21  C20  DOUB  Y  N  14  
OSQ  C10  N2   SING  N  N  15  
OSQ  O1   C9   DOUB  N  N  16  
OSQ  C1   C2   SING  N  N  17  
OSQ  C18  C19  DOUB  Y  N  18  
OSQ  C20  C19  SING  Y  N  19  
OSQ  C9   N2   SING  N  N  20  
OSQ  C9   C8   SING  N  N  21  
OSQ  N4   C2   SING  N  N  22  
OSQ  N4   C22  SING  N  N  23  
OSQ  C2   C3   SING  N  N  24  
OSQ  C8   C22  DOUB  Y  N  25  
OSQ  C8   C7   SING  Y  N  26  
OSQ  C22  C4   SING  Y  N  27  
OSQ  O2   C3   DOUB  N  N  28  
OSQ  C3   N1   SING  N  N  29  
OSQ  N1   C4   SING  N  N  30  
OSQ  C4   C5   DOUB  Y  N  31  
OSQ  C7   C6   DOUB  Y  N  32  
OSQ  C5   C6   SING  Y  N  33  
OSQ  C14  H1   SING  N  N  34  
OSQ  C14  H2   SING  N  N  35  
OSQ  C5   H3   SING  N  N  36  
OSQ  C6   H4   SING  N  N  37  
OSQ  C7   H5   SING  N  N  38  
OSQ  C10  H6   SING  N  N  39  
OSQ  C10  H7   SING  N  N  40  
OSQ  C12  H8   SING  N  N  41  
OSQ  C12  H9   SING  N  N  42  
OSQ  C13  H10  SING  N  N  43  
OSQ  C13  H11  SING  N  N  44  
OSQ  N1   H12  SING  N  N  45  
OSQ  N2   H13  SING  N  N  46  
OSQ  C1   H14  SING  N  N  47  
OSQ  C1   H15  SING  N  N  48  
OSQ  C1   H16  SING  N  N  49  
OSQ  C2   H17  SING  N  N  50  
OSQ  C15  H18  SING  N  N  51  
OSQ  C15  H19  SING  N  N  52  
OSQ  C17  H20  SING  N  N  53  
OSQ  C18  H21  SING  N  N  54  
OSQ  C19  H22  SING  N  N  55  
OSQ  C20  H23  SING  N  N  56  
OSQ  N4   H24  SING  N  N  57  
#   #
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
OSQ  InChI             InChI                 1.03   "InChI=1S/C22H24F2N4O2/c1-14-20(29)27-17-9-4-8-16(19(17)26-14)21(30)25-12-22(23,24)13-28-11-5-7-15-6-2-3-10-18(15)28/h2-4,6,8-10,14,26H,5,7,11-13H2,1H3,(H,25,30)(H,27,29)/t14-/m1/s1"  
OSQ  InChIKey          InChI                 1.03   HTEQIZSWLJNYLH-CQSZACIVSA-N  
OSQ  SMILES_CANONICAL  CACTVS                3.385  "C[C@H]1Nc2c(NC1=O)cccc2C(=O)NCC(F)(F)CN3CCCc4ccccc34"  
OSQ  SMILES            CACTVS                3.385  "C[CH]1Nc2c(NC1=O)cccc2C(=O)NCC(F)(F)CN3CCCc4ccccc34"  
OSQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1C(=O)Nc2cccc(c2N1)C(=O)NCC(CN3CCCc4c3cccc4)(F)F"  
OSQ  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1C(=O)Nc2cccc(c2N1)C(=O)NCC(CN3CCCc4c3cccc4)(F)F"  
#
_pdbx_chem_comp_identifier.comp_id          OSQ
_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       "(3~{R})-~{N}-[3-(3,4-dihydro-2~{H}-quinolin-1-yl)-2,2-bis(fluoranyl)propyl]-3-methyl-2-oxidanylidene-3,4-dihydro-1~{H}-quinoxaline-5-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
OSQ  "Create component"  2020-04-01  PDBE  
OSQ  "Initial release"   2020-04-15  RCSB  
##
