data_8Y1
#

_chem_comp.id                                   8Y1
_chem_comp.name                                 "6-[(1R)-2-amino-1-phenylethyl]-3-(pyridin-3-yl)-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H19 N3 O S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-03-18
_chem_comp.pdbx_modified_date                   2020-08-14
_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                       349.449
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8Y1
_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       5V4J
_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
8Y1  N1   N1   N  0  1  N  N  N  53.539  -13.741  45.796   2.751   3.387   0.182  N1   8Y1   1  
8Y1  C6   C1   C  0  1  N  N  N  51.424  -16.550  46.126   0.244   1.502  -1.168  C6   8Y1   2  
8Y1  C7   C2   C  0  1  N  N  N  50.223  -16.346  47.047  -0.947   0.545  -1.191  C7   8Y1   3  
8Y1  C8   C3   C  0  1  Y  N  N  48.963  -16.129  46.218  -1.264   0.123   0.234  C8   8Y1   4  
8Y1  C10  C4   C  0  1  Y  N  N  46.736  -16.121  45.553  -2.488  -0.612   2.051  C10  8Y1   5  
8Y1  C13  C5   C  0  1  N  N  N  50.360  -15.258  44.348   1.126   0.422   0.857  C13  8Y1   6  
8Y1  C15  C6   C  0  1  Y  N  N  47.170  -16.988  47.861  -3.736  -0.222  -0.074  C15  8Y1   7  
8Y1  C17  C7   C  0  1  Y  N  N  45.808  -18.626  49.008  -5.730  -1.264  -0.874  C17  8Y1   8  
8Y1  C20  C8   C  0  1  Y  N  N  47.560  -16.466  49.117  -4.074   0.903  -0.823  C20  8Y1   9  
8Y1  C21  C9   C  0  1  Y  N  N  53.044  -16.825  43.634   3.394  -0.190  -0.823  C21  8Y1  10  
8Y1  C22  C10  C  0  1  Y  N  N  52.329  -17.179  42.502   2.680  -1.325  -1.159  C22  8Y1  11  
8Y1  C24  C11  C  0  1  Y  N  N  53.361  -19.338  42.458   4.642  -2.657  -0.830  C24  8Y1  12  
8Y1  C26  C12  C  0  1  Y  N  N  53.899  -17.767  44.191   4.732  -0.288  -0.491  C26  8Y1  13  
8Y1  C2   C13  C  0  1  N  N  N  53.903  -15.071  45.268   3.478   2.114   0.090  C2   8Y1  14  
8Y1  C3   C14  C  0  1  N  N  R  52.795  -15.467  44.288   2.715   1.155  -0.826  C3   8Y1  15  
8Y1  N5   N2   N  0  1  N  N  N  51.498  -15.709  44.929   1.340   1.009  -0.342  N5   8Y1  16  
8Y1  C9   C15  C  0  1  Y  N  N  47.638  -16.405  46.557  -2.497  -0.239   0.744  C9   8Y1  17  
8Y1  S11  S1   S  0  1  Y  N  N  47.529  -15.473  44.182  -0.912  -0.514   2.700  S11  8Y1  18  
8Y1  C12  C16  C  0  1  Y  N  N  49.078  -15.600  44.949  -0.263   0.059   1.181  C12  8Y1  19  
8Y1  O14  O1   O  0  1  N  N  N  50.365  -14.603  43.346   2.039   0.204   1.631  O14  8Y1  20  
8Y1  C16  C17  C  0  1  Y  N  N  46.279  -18.070  47.828  -4.584  -1.332  -0.100  C16  8Y1  21  
8Y1  C18  C18  C  0  1  Y  N  N  46.228  -18.065  50.206  -5.991  -0.115  -1.597  C18  8Y1  22  
8Y1  N19  N3   N  0  1  Y  N  N  47.082  -17.020  50.244  -5.174   0.919  -1.548  N19  8Y1  23  
8Y1  C23  C19  C  0  1  Y  N  N  52.496  -18.420  41.903   3.304  -2.559  -1.161  C23  8Y1  24  
8Y1  C25  C20  C  0  1  Y  N  N  54.058  -19.010  43.606   5.355  -1.522  -0.490  C25  8Y1  25  
8Y1  H1   H1   H  0  1  N  N  N  54.237  -13.437  46.445   1.804   3.241   0.498  H1   8Y1  26  
8Y1  H2   H2   H  0  1  N  N  N  53.479  -13.088  45.041   3.236   4.038   0.782  H2   8Y1  27  
8Y1  H4   H4   H  0  1  N  N  N  51.412  -17.599  45.794   0.605   1.640  -2.187  H4   8Y1  28  
8Y1  H5   H5   H  0  1  N  N  N  52.332  -16.363  46.719  -0.085   2.465  -0.777  H5   8Y1  29  
8Y1  H6   H6   H  0  1  N  N  N  50.094  -17.236  47.680  -1.811   1.048  -1.624  H6   8Y1  30  
8Y1  H7   H7   H  0  1  N  N  N  50.397  -15.466  47.683  -0.698  -0.333  -1.787  H7   8Y1  31  
8Y1  H8   H8   H  0  1  N  N  N  45.671  -16.286  45.623  -3.360  -0.926   2.605  H8   8Y1  32  
8Y1  H9   H9   H  0  1  N  N  N  45.135  -19.470  48.995  -6.407  -2.104  -0.921  H9   8Y1  33  
8Y1  H10  H10  H  0  1  N  N  N  48.238  -15.627  49.170  -3.430   1.769  -0.808  H10  8Y1  34  
8Y1  H11  H11  H  0  1  N  N  N  51.628  -16.476  42.077   1.634  -1.248  -1.418  H11  8Y1  35  
8Y1  H12  H12  H  0  1  N  N  N  53.493  -20.307  41.999   5.129  -3.621  -0.828  H12  8Y1  36  
8Y1  H13  H13  H  0  1  N  N  N  54.446  -17.526  45.091   5.291   0.599  -0.234  H13  8Y1  37  
8Y1  H14  H14  H  0  1  N  N  N  53.964  -15.802  46.088   4.473   2.292  -0.319  H14  8Y1  38  
8Y1  H15  H15  H  0  1  N  N  N  54.871  -15.022  44.748   3.568   1.674   1.083  H15  8Y1  39  
8Y1  H16  H16  H  0  1  N  N  N  52.700  -14.695  43.510   2.703   1.554  -1.840  H16  8Y1  40  
8Y1  H17  H17  H  0  1  N  N  N  45.958  -18.473  46.879  -4.351  -2.220   0.468  H17  8Y1  41  
8Y1  H18  H18  H  0  1  N  N  N  45.861  -18.476  51.135  -6.878  -0.063  -2.211  H18  8Y1  42  
8Y1  H19  H19  H  0  1  N  N  N  51.949  -18.665  41.004   2.747  -3.445  -1.427  H19  8Y1  43  
8Y1  H20  H20  H  0  1  N  N  N  54.731  -19.729  44.049   6.400  -1.599  -0.230  H20  8Y1  44  
#   #
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
8Y1  C23  C24  DOUB  Y  N   1  
8Y1  C23  C22  SING  Y  N   2  
8Y1  C24  C25  SING  Y  N   3  
8Y1  C22  C21  DOUB  Y  N   4  
8Y1  O14  C13  DOUB  N  N   5  
8Y1  C25  C26  DOUB  Y  N   6  
8Y1  C21  C26  SING  Y  N   7  
8Y1  C21  C3   SING  N  N   8  
8Y1  S11  C12  SING  Y  N   9  
8Y1  S11  C10  SING  Y  N  10  
8Y1  C3   N5   SING  N  N  11  
8Y1  C3   C2   SING  N  N  12  
8Y1  C13  N5   SING  N  N  13  
8Y1  C13  C12  SING  N  N  14  
8Y1  N5   C6   SING  N  N  15  
8Y1  C12  C8   DOUB  Y  N  16  
8Y1  C2   N1   SING  N  N  17  
8Y1  C10  C9   DOUB  Y  N  18  
8Y1  C6   C7   SING  N  N  19  
8Y1  C8   C9   SING  Y  N  20  
8Y1  C8   C7   SING  N  N  21  
8Y1  C9   C15  SING  N  N  22  
8Y1  C16  C15  DOUB  Y  N  23  
8Y1  C16  C17  SING  Y  N  24  
8Y1  C15  C20  SING  Y  N  25  
8Y1  C17  C18  DOUB  Y  N  26  
8Y1  C20  N19  DOUB  Y  N  27  
8Y1  C18  N19  SING  Y  N  28  
8Y1  N1   H1   SING  N  N  29  
8Y1  N1   H2   SING  N  N  30  
8Y1  C6   H4   SING  N  N  31  
8Y1  C6   H5   SING  N  N  32  
8Y1  C7   H6   SING  N  N  33  
8Y1  C7   H7   SING  N  N  34  
8Y1  C10  H8   SING  N  N  35  
8Y1  C17  H9   SING  N  N  36  
8Y1  C20  H10  SING  N  N  37  
8Y1  C22  H11  SING  N  N  38  
8Y1  C24  H12  SING  N  N  39  
8Y1  C26  H13  SING  N  N  40  
8Y1  C2   H14  SING  N  N  41  
8Y1  C2   H15  SING  N  N  42  
8Y1  C3   H16  SING  N  N  43  
8Y1  C16  H17  SING  N  N  44  
8Y1  C18  H18  SING  N  N  45  
8Y1  C23  H19  SING  N  N  46  
8Y1  C25  H20  SING  N  N  47  
#   #
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
8Y1  SMILES            ACDLabs               12.01  "NCC(c1ccccc1)N3CCc2c(csc2C3=O)c4cnccc4"  
8Y1  InChI             InChI                 1.03   "InChI=1S/C20H19N3OS/c21-11-18(14-5-2-1-3-6-14)23-10-8-16-17(13-25-19(16)20(23)24)15-7-4-9-22-12-15/h1-7,9,12-13,18H,8,10-11,21H2/t18-/m0/s1"  
8Y1  InChIKey          InChI                 1.03   XFQSGUURGVJNCH-SFHVURJKSA-N  
8Y1  SMILES_CANONICAL  CACTVS                3.385  "NC[C@H](N1CCc2c(scc2c3cccnc3)C1=O)c4ccccc4"  
8Y1  SMILES            CACTVS                3.385  "NC[CH](N1CCc2c(scc2c3cccnc3)C1=O)c4ccccc4"  
8Y1  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)[C@H](CN)N2CCc3c(csc3C2=O)c4cccnc4"  
8Y1  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)C(CN)N2CCc3c(csc3C2=O)c4cccnc4"  
#   #
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
8Y1  "SYSTEMATIC NAME"  ACDLabs               12.01  "6-[(1R)-2-amino-1-phenylethyl]-3-(pyridin-3-yl)-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one"  
8Y1  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "6-[(1~{R})-2-azanyl-1-phenyl-ethyl]-3-pyridin-3-yl-4,5-dihydrothieno[2,3-c]pyridin-7-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
8Y1  "Create component"  2017-03-18  RCSB  
8Y1  "Initial release"   2020-08-19  RCSB  
##
