data_8IE
#

_chem_comp.id                                   8IE
_chem_comp.name                                 "(4R)-3-methyl-5-[(4R)-4-methyl-3,4-dihydroisoquinolin-2(1H)-yl]thieno[2,3-e][1,2,4]triazolo[4,3-c]pyrimidine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H17 N5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-09-20
_chem_comp.pdbx_modified_date                   2021-09-24
_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                       335.426
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ?
_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       7S87
_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
8IE  C10  C1   C  0  1  Y  N  N  22.811  57.938  22.161  -5.064   0.959  -1.782  C10  8IE   1  
8IE  C15  C2   C  0  1  Y  N  N  16.242  57.594  28.492   3.113   0.518  -0.051  C15  8IE   2  
8IE  C17  C3   C  0  1  Y  N  N  13.944  56.706  28.068   3.952   2.885   0.083  C17  8IE   3  
8IE  C22  C4   C  0  1  Y  N  N  19.563  58.722  28.561   1.358  -2.535  -0.197  C22  8IE   4  
8IE  C01  C5   C  0  1  N  N  N  20.515  61.611  24.713  -3.487  -0.290   2.761  C01  8IE   5  
8IE  C02  C6   C  0  1  N  N  R  20.492  60.086  24.971  -2.587   0.188   1.620  C02  8IE   6  
8IE  C03  C7   C  0  1  N  N  N  19.088  59.479  25.031  -1.519  -0.869   1.346  C03  8IE   7  
8IE  C05  C8   C  0  1  N  N  N  19.901  57.153  24.574  -1.686  -0.569  -1.140  C05  8IE   8  
8IE  C06  C9   C  0  1  Y  N  N  21.000  57.931  23.799  -3.013   0.095  -0.874  C06  8IE   9  
8IE  C07  C10  C  0  1  Y  N  N  21.288  59.296  23.971  -3.428   0.432   0.395  C07  8IE  10  
8IE  C08  C11  C  0  1  Y  N  N  22.304  59.959  23.257  -4.669   1.029   0.574  C08  8IE  11  
8IE  C09  C12  C  0  1  Y  N  N  23.088  59.293  22.337  -5.484   1.291  -0.508  C09  8IE  12  
8IE  C11  C13  C  0  1  Y  N  N  21.797  57.276  22.864  -3.833   0.363  -1.962  C11  8IE  13  
8IE  C12  C14  C  0  1  Y  N  N  18.190  57.825  26.518   0.471  -0.188   0.023  C12  8IE  14  
8IE  C14  C15  C  0  1  Y  N  N  16.034  57.273  27.216   2.118   1.478   0.067  C14  8IE  15  
8IE  C18  C16  C  0  1  Y  N  N  14.709  56.762  26.990   2.632   2.781   0.139  C18  8IE  16  
8IE  C19  C17  C  0  1  Y  N  N  17.495  58.090  28.870   2.743  -0.849  -0.134  C19  8IE  17  
8IE  C23  C18  C  0  1  N  N  N  20.910  59.068  28.052   0.113  -3.384  -0.205  C23  8IE  18  
8IE  N04  N1   N  0  1  N  N  N  19.088  58.054  25.455  -0.862  -0.529   0.073  N04  8IE  19  
8IE  N13  N2   N  0  1  Y  N  N  17.014  57.422  26.246   0.809   1.069   0.099  N13  8IE  20  
8IE  N20  N3   N  0  1  Y  N  N  17.931  58.465  30.023   3.414  -1.978  -0.244  N20  8IE  21  
8IE  N21  N4   N  0  1  Y  N  N  19.272  58.863  29.812   2.589  -2.967  -0.280  N21  8IE  22  
8IE  N24  N5   N  0  1  Y  N  N  18.460  58.216  27.847   1.408  -1.176  -0.101  N24  8IE  23  
8IE  S16  S1   S  0  1  Y  N  N  14.819  57.302  29.511   4.689   1.298  -0.062  S16  8IE  24  
8IE  H1   H1   H  0  1  N  N  N  23.403  57.376  21.454  -5.699   1.161  -2.632  H1   8IE  25  
8IE  H2   H2   H  0  1  N  N  N  12.925  56.348  28.076   4.498   3.816   0.126  H2   8IE  26  
8IE  H3   H3   H  0  1  N  N  N  19.915  62.122  25.480  -2.887  -0.445   3.658  H3   8IE  27  
8IE  H4   H4   H  0  1  N  N  N  21.552  61.975  24.757  -4.251   0.461   2.961  H4   8IE  28  
8IE  H5   H5   H  0  1  N  N  N  20.095  61.821  23.718  -3.965  -1.228   2.478  H5   8IE  29  
8IE  H6   H6   H  0  1  N  N  N  20.953  59.924  25.956  -2.102   1.120   1.913  H6   8IE  30  
8IE  H7   H7   H  0  1  N  N  N  18.486  60.058  25.747  -0.784  -0.869   2.151  H7   8IE  31  
8IE  H8   H8   H  0  1  N  N  N  18.634  59.547  24.031  -1.984  -1.852   1.270  H8   8IE  32  
8IE  H9   H9   H  0  1  N  N  N  19.232  56.668  23.849  -1.851  -1.605  -1.434  H9   8IE  33  
8IE  H10  H10  H  0  1  N  N  N  20.383  56.386  25.199  -1.172  -0.042  -1.945  H10  8IE  34  
8IE  H11  H11  H  0  1  N  N  N  22.474  61.011  23.433  -5.000   1.289   1.569  H11  8IE  35  
8IE  H12  H12  H  0  1  N  N  N  23.871  59.792  21.785  -6.448   1.755  -0.359  H12  8IE  36  
8IE  H13  H13  H  0  1  N  N  N  21.628  56.226  22.675  -3.504   0.102  -2.958  H13  8IE  37  
8IE  H14  H14  H  0  1  N  N  N  14.365  56.448  26.016   1.992   3.646   0.233  H14  8IE  38  
8IE  H15  H15  H  0  1  N  N  N  21.534  59.430  28.882  -0.201  -3.578   0.821  H15  8IE  39  
8IE  H16  H16  H  0  1  N  N  N  21.374  58.176  27.606  -0.681  -2.859  -0.736  H16  8IE  40  
8IE  H17  H17  H  0  1  N  N  N  20.822  59.855  27.289   0.321  -4.330  -0.705  H17  8IE  41  
#   #
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
8IE  C10  C09  DOUB  Y  N   1  
8IE  C10  C11  SING  Y  N   2  
8IE  C09  C08  SING  Y  N   3  
8IE  C11  C06  DOUB  Y  N   4  
8IE  C08  C07  DOUB  Y  N   5  
8IE  C06  C07  SING  Y  N   6  
8IE  C06  C05  SING  N  N   7  
8IE  C07  C02  SING  N  N   8  
8IE  C05  N04  SING  N  N   9  
8IE  C01  C02  SING  N  N  10  
8IE  C02  C03  SING  N  N  11  
8IE  C03  N04  SING  N  N  12  
8IE  N04  C12  SING  N  N  13  
8IE  N13  C12  DOUB  Y  N  14  
8IE  N13  C14  SING  Y  N  15  
8IE  C12  N24  SING  Y  N  16  
8IE  C18  C14  SING  Y  N  17  
8IE  C18  C17  DOUB  Y  N  18  
8IE  C14  C15  DOUB  Y  N  19  
8IE  N24  C22  SING  Y  N  20  
8IE  N24  C19  SING  Y  N  21  
8IE  C23  C22  SING  N  N  22  
8IE  C17  S16  SING  Y  N  23  
8IE  C15  C19  SING  Y  N  24  
8IE  C15  S16  SING  Y  N  25  
8IE  C22  N21  DOUB  Y  N  26  
8IE  C19  N20  DOUB  Y  N  27  
8IE  N21  N20  SING  Y  N  28  
8IE  C10  H1   SING  N  N  29  
8IE  C17  H2   SING  N  N  30  
8IE  C01  H3   SING  N  N  31  
8IE  C01  H4   SING  N  N  32  
8IE  C01  H5   SING  N  N  33  
8IE  C02  H6   SING  N  N  34  
8IE  C03  H7   SING  N  N  35  
8IE  C03  H8   SING  N  N  36  
8IE  C05  H9   SING  N  N  37  
8IE  C05  H10  SING  N  N  38  
8IE  C08  H11  SING  N  N  39  
8IE  C09  H12  SING  N  N  40  
8IE  C11  H13  SING  N  N  41  
8IE  C18  H14  SING  N  N  42  
8IE  C23  H15  SING  N  N  43  
8IE  C23  H16  SING  N  N  44  
8IE  C23  H17  SING  N  N  45  
#   #
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
8IE  SMILES            ACDLabs               12.01  "CC1CN(Cc2ccccc21)c1nc2ccsc2c2nnc(C)n21"  
8IE  InChI             InChI                 1.03   "InChI=1S/C18H17N5S/c1-11-9-22(10-13-5-3-4-6-14(11)13)18-19-15-7-8-24-16(15)17-21-20-12(2)23(17)18/h3-8,11H,9-10H2,1-2H3/t11-/m0/s1"  
8IE  InChIKey          InChI                 1.03   GGQQENQZNLSCPW-NSHDSACASA-N  
8IE  SMILES_CANONICAL  CACTVS                3.385  "C[C@H]1CN(Cc2ccccc12)c3nc4ccsc4c5nnc(C)n35"  
8IE  SMILES            CACTVS                3.385  "C[CH]1CN(Cc2ccccc12)c3nc4ccsc4c5nnc(C)n35"  
8IE  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1nnc2n1c(nc3c2scc3)N4Cc5ccccc5[C@H](C4)C"  
8IE  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1nnc2n1c(nc3c2scc3)N4Cc5ccccc5C(C4)C"  
#   #
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
8IE  "SYSTEMATIC NAME"  ACDLabs               12.01  "(4R)-3-methyl-5-[(4R)-4-methyl-3,4-dihydroisoquinolin-2(1H)-yl]thieno[2,3-e][1,2,4]triazolo[4,3-c]pyrimidine"  
8IE  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "5-methyl-7-[(4~{R})-4-methyl-3,4-dihydro-1~{H}-isoquinolin-2-yl]-12-thia-3,4,6,8-tetrazatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2,4,7,10-pentaene"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
8IE  "Create component"      2021-09-20  RCSB  
8IE  "Modify aromatic_flag"  2021-09-21  RCSB  
8IE  "Initial release"       2021-09-29  RCSB  
##
