data_OSN
#

_chem_comp.id                                   OSN
_chem_comp.name                                 "(4~{R})-6-[(~{E})-5-(7-methoxy-3,4-dihydro-2~{H}-quinolin-1-yl)pent-1-enyl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H31 N3 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                       405.533
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OSN
_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       6YIJ
_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
OSN  C4   C1   C  0  1  Y  N  N  28.591  24.513  106.509   6.477   1.104   0.580  C4   OSN   1  
OSN  C14  C2   C  0  1  N  N  N  26.442  27.849  104.218  -1.082   1.145  -0.912  C14  OSN   2  
OSN  C5   C3   C  0  1  Y  N  N  28.543  25.881  106.720   5.212   0.877   0.069  C5   OSN   3  
OSN  C6   C4   C  0  1  Y  N  N  29.660  26.593  107.144   4.819  -0.411  -0.296  C6   OSN   4  
OSN  C11  C5   C  0  1  N  N  N  28.453  28.729  106.508   2.590   0.354  -0.171  C11  OSN   5  
OSN  C7   C6   C  0  1  N  N  N  30.850  28.704  107.279   3.051  -1.952  -0.732  C7   OSN   6  
OSN  C8   C7   C  0  1  N  N  N  31.736  28.043  108.296   4.087  -2.873  -1.390  C8   OSN   7  
OSN  C9   C8   C  0  1  N  N  N  32.069  26.638  107.865   5.339  -2.878  -0.510  C9   OSN   8  
OSN  C10  C9   C  0  1  N  N  N  27.379  22.558  105.587   8.176   2.521   1.452  C10  OSN   9  
OSN  C12  C10  C  0  1  N  N  N  28.718  28.533  105.022   1.217   0.219  -0.832  C12  OSN  10  
OSN  C13  C11  C  0  1  N  N  N  27.497  28.934  104.207   0.270   1.277  -0.261  C13  OSN  11  
OSN  N1   N1   N  0  1  N  N  N  29.492  28.027  107.371   3.534  -0.572  -0.812  N1   OSN  12  
OSN  N2   N2   N  0  1  N  N  N  23.445  27.944  101.518  -4.545   0.679   1.376  N2   OSN  13  
OSN  C3   C12  C  0  1  Y  N  N  29.765  23.809  106.751   7.363   0.045   0.728  C3   OSN  14  
OSN  N3   N3   N  0  1  N  N  N  21.238  25.935  101.732  -7.025   0.356   0.160  N3   OSN  15  
OSN  C1   C13  C  0  1  Y  N  N  30.823  25.894  107.384   5.707  -1.462  -0.142  C1   OSN  16  
OSN  C2   C14  C  0  1  Y  N  N  30.876  24.515  107.181   6.975  -1.228   0.366  C2   OSN  17  
OSN  O1   O1   O  0  1  N  N  N  27.444  23.904  106.083   6.854   2.362   0.931  O1   OSN  18  
OSN  C15  C15  C  0  1  N  N  N  25.878  27.484  103.065  -2.166   0.989  -0.163  C15  OSN  19  
OSN  C16  C16  C  0  1  Y  N  N  24.732  26.540  103.096  -3.492   0.860  -0.801  C16  OSN  20  
OSN  C17  C17  C  0  1  Y  N  N  23.566  26.727  102.360  -4.638   0.696  -0.015  C17  OSN  21  
OSN  C18  C18  C  0  1  Y  N  N  22.556  25.772  102.426  -5.881   0.556  -0.628  C18  OSN  22  
OSN  C19  C19  C  0  1  Y  N  N  22.709  24.634  103.222  -5.983   0.608  -2.010  C19  OSN  23  
OSN  C20  C20  C  0  1  Y  N  N  23.869  24.465  103.957  -4.849   0.781  -2.785  C20  OSN  24  
OSN  C21  C21  C  0  1  Y  N  N  24.876  25.428  103.889  -3.609   0.900  -2.191  C21  OSN  25  
OSN  C22  C22  C  0  1  N  N  R  23.131  27.932  100.082  -4.634  -0.676   1.930  C22  OSN  26  
OSN  C23  C23  C  0  1  N  N  N  22.451  26.659   99.649  -5.757  -1.455   1.252  C23  OSN  27  
OSN  C24  C24  C  0  1  N  N  N  21.142  26.474  100.384  -6.984  -0.593   1.117  C24  OSN  28  
OSN  C25  C25  C  0  1  N  N  N  22.228  29.113   99.790  -3.308  -1.405   1.700  C25  OSN  29  
OSN  O2   O2   O  0  1  N  N  N  20.032  26.590   99.863  -7.928  -0.750   1.863  O2   OSN  30  
OSN  H1   H1   H  0  1  N  N  N  26.150  27.377  105.145  -1.169   1.177  -1.988  H1   OSN  31  
OSN  H2   H2   H  0  1  N  N  N  27.615  26.408  106.551   4.524   1.702  -0.046  H2   OSN  32  
OSN  H3   H3   H  0  1  N  N  N  28.473  29.806  106.733   2.950   1.376  -0.286  H3   OSN  33  
OSN  H4   H4   H  0  1  N  N  N  27.459  28.323  106.748   2.508   0.114   0.889  H4   OSN  34  
OSN  H5   H5   H  0  1  N  N  N  31.270  28.575  106.270   2.100  -2.038  -1.257  H5   OSN  35  
OSN  H6   H6   H  0  1  N  N  N  30.754  29.777  107.501   2.922  -2.235   0.313  H6   OSN  36  
OSN  H7   H7   H  0  1  N  N  N  32.666  28.621  108.398   3.686  -3.884  -1.466  H7   OSN  37  
OSN  H8   H8   H  0  1  N  N  N  31.216  28.012  109.265   4.334  -2.499  -2.383  H8   OSN  38  
OSN  H9   H9   H  0  1  N  N  N  32.504  26.095  108.717   5.143  -3.449   0.397  H9   OSN  39  
OSN  H10  H10  H  0  1  N  N  N  32.801  26.679  107.045   6.164  -3.336  -1.056  H10  OSN  40  
OSN  H11  H11  H  0  1  N  N  N  26.341  22.317  105.313   8.901   2.195   0.706  H11  OSN  41  
OSN  H12  H12  H  0  1  N  N  N  28.023  22.462  104.701   8.348   3.570   1.691  H12  OSN  42  
OSN  H13  H13  H  0  1  N  N  N  27.723  21.863  106.367   8.286   1.919   2.354  H13  OSN  43  
OSN  H14  H14  H  0  1  N  N  N  28.949  27.474  104.832   1.315   0.363  -1.908  H14  OSN  44  
OSN  H15  H15  H  0  1  N  N  N  29.574  29.155  104.722   0.814  -0.774  -0.633  H15  OSN  45  
OSN  H16  H16  H  0  1  N  N  N  27.806  29.121  103.168   0.673   2.270  -0.459  H16  OSN  46  
OSN  H17  H17  H  0  1  N  N  N  27.069  29.853  104.633   0.172   1.134   0.815  H17  OSN  47  
OSN  H18  H18  H  0  1  N  N  N  24.323  28.415  101.598  -5.236   1.286   1.792  H18  OSN  48  
OSN  H19  H19  H  0  1  N  N  N  29.809  22.740  106.607   8.352   0.218   1.124  H19  OSN  49  
OSN  H20  H20  H  0  1  N  N  N  20.401  25.666  102.209  -7.825   0.886   0.019  H20  OSN  50  
OSN  H21  H21  H  0  1  N  N  N  31.801  23.988  107.363   7.666  -2.051   0.481  H21  OSN  51  
OSN  H22  H22  H  0  1  N  N  N  26.248  27.868  102.126  -2.079   0.958   0.913  H22  OSN  52  
OSN  H23  H23  H  0  1  N  N  N  21.927  23.891  103.263  -6.949   0.514  -2.482  H23  OSN  53  
OSN  H24  H24  H  0  1  N  N  N  23.994  23.592  104.580  -4.936   0.821  -3.861  H24  OSN  54  
OSN  H25  H25  H  0  1  N  N  N  25.779  25.298  104.467  -2.728   1.026  -2.803  H25  OSN  55  
OSN  H26  H26  H  0  1  N  N  N  24.061  28.050   99.507  -4.832  -0.616   3.000  H26  OSN  56  
OSN  H27  H27  H  0  1  N  N  N  22.254  26.705   98.568  -5.430  -1.774   0.263  H27  OSN  57  
OSN  H28  H28  H  0  1  N  N  N  23.110  25.806   99.866  -5.998  -2.334   1.850  H28  OSN  58  
OSN  H29  H29  H  0  1  N  N  N  22.725  30.042  100.106  -2.504  -0.860   2.195  H29  OSN  59  
OSN  H30  H30  H  0  1  N  N  N  22.020  29.158   98.711  -3.372  -2.412   2.111  H30  OSN  60  
OSN  H31  H31  H  0  1  N  N  N  21.283  28.997  100.341  -3.105  -1.460   0.631  H31  OSN  61  
#   #
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
OSN  C23  C22  SING  N  N   1  
OSN  C23  C24  SING  N  N   2  
OSN  C25  C22  SING  N  N   3  
OSN  O2   C24  DOUB  N  N   4  
OSN  C22  N2   SING  N  N   5  
OSN  C24  N3   SING  N  N   6  
OSN  N2   C17  SING  N  N   7  
OSN  N3   C18  SING  N  N   8  
OSN  C17  C18  DOUB  Y  N   9  
OSN  C17  C16  SING  Y  N  10  
OSN  C18  C19  SING  Y  N  11  
OSN  C15  C16  SING  N  N  12  
OSN  C15  C14  DOUB  N  E  13  
OSN  C16  C21  DOUB  Y  N  14  
OSN  C19  C20  DOUB  Y  N  15  
OSN  C21  C20  SING  Y  N  16  
OSN  C13  C14  SING  N  N  17  
OSN  C13  C12  SING  N  N  18  
OSN  C12  C11  SING  N  N  19  
OSN  C10  O1   SING  N  N  20  
OSN  O1   C4   SING  N  N  21  
OSN  C11  N1   SING  N  N  22  
OSN  C4   C5   DOUB  Y  N  23  
OSN  C4   C3   SING  Y  N  24  
OSN  C5   C6   SING  Y  N  25  
OSN  C3   C2   DOUB  Y  N  26  
OSN  C6   N1   SING  N  N  27  
OSN  C6   C1   DOUB  Y  N  28  
OSN  C2   C1   SING  Y  N  29  
OSN  C7   N1   SING  N  N  30  
OSN  C7   C8   SING  N  N  31  
OSN  C1   C9   SING  N  N  32  
OSN  C9   C8   SING  N  N  33  
OSN  C14  H1   SING  N  N  34  
OSN  C5   H2   SING  N  N  35  
OSN  C11  H3   SING  N  N  36  
OSN  C11  H4   SING  N  N  37  
OSN  C7   H5   SING  N  N  38  
OSN  C7   H6   SING  N  N  39  
OSN  C8   H7   SING  N  N  40  
OSN  C8   H8   SING  N  N  41  
OSN  C9   H9   SING  N  N  42  
OSN  C9   H10  SING  N  N  43  
OSN  C10  H11  SING  N  N  44  
OSN  C10  H12  SING  N  N  45  
OSN  C10  H13  SING  N  N  46  
OSN  C12  H14  SING  N  N  47  
OSN  C12  H15  SING  N  N  48  
OSN  C13  H16  SING  N  N  49  
OSN  C13  H17  SING  N  N  50  
OSN  N2   H18  SING  N  N  51  
OSN  C3   H19  SING  N  N  52  
OSN  N3   H20  SING  N  N  53  
OSN  C2   H21  SING  N  N  54  
OSN  C15  H22  SING  N  N  55  
OSN  C19  H23  SING  N  N  56  
OSN  C20  H24  SING  N  N  57  
OSN  C21  H25  SING  N  N  58  
OSN  C22  H26  SING  N  N  59  
OSN  C23  H27  SING  N  N  60  
OSN  C23  H28  SING  N  N  61  
OSN  C25  H29  SING  N  N  62  
OSN  C25  H30  SING  N  N  63  
OSN  C25  H31  SING  N  N  64  
#   #
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
OSN  InChI             InChI                 1.03   "InChI=1S/C25H31N3O2/c1-18-16-24(29)27-22-11-6-9-20(25(22)26-18)8-4-3-5-14-28-15-7-10-19-12-13-21(30-2)17-23(19)28/h4,6,8-9,11-13,17-18,26H,3,5,7,10,14-16H2,1-2H3,(H,27,29)/b8-4+/t18-/m1/s1"  
OSN  InChIKey          InChI                 1.03   VBTDHMQUNCGCSZ-SBLNNXNXSA-N  
OSN  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc2CCCN(CCC/C=C/c3cccc4NC(=O)C[C@@H](C)Nc34)c2c1"  
OSN  SMILES            CACTVS                3.385  "COc1ccc2CCCN(CCCC=Cc3cccc4NC(=O)C[CH](C)Nc34)c2c1"  
OSN  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1CC(=O)Nc2cccc(c2N1)/C=C/CCCN3CCCc4c3cc(cc4)OC"  
OSN  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1CC(=O)Nc2cccc(c2N1)C=CCCCN3CCCc4c3cc(cc4)OC"  
#
_pdbx_chem_comp_identifier.comp_id          OSN
_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       "(4~{R})-6-[(~{E})-5-(7-methoxy-3,4-dihydro-2~{H}-quinolin-1-yl)pent-1-enyl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-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
OSN  "Create component"  2020-04-01  PDBE  
OSN  "Initial release"   2020-04-15  RCSB  
##
