data_EKR
#

_chem_comp.id                                   EKR
_chem_comp.name                                 "N-(2,3-dihydro-1-benzofuran-7-ylmethyl)-8-[4-[(dimethylamino)methyl]phenyl]-[1,2,4]triazolo[4,3-c]pyrimidin-5-amine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H24 N6 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-01-08
_chem_comp.pdbx_modified_date                   2022-04-08
_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                       400.476
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    EKR
_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       6LO6
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
EKR  C1   C1   C  0  1  Y  N  N  33.486  -10.431  -31.093   0.676  -0.318   1.394  C1   EKR   1  
EKR  C2   C2   C  0  1  Y  N  N  34.175  -10.116  -32.214   1.530   0.172   0.421  C2   EKR   2  
EKR  C3   C3   C  0  1  Y  N  N  34.625  -11.287  -33.017   0.930   0.829  -0.741  C3   EKR   3  
EKR  C11  C4   C  0  1  Y  N  N  34.460   -8.662  -32.589   2.999   0.037   0.552  C11  EKR   4  
EKR  C12  C5   C  0  1  Y  N  N  33.477   -7.658  -32.396   3.590  -1.226   0.539  C12  EKR   5  
EKR  C13  C6   C  0  1  Y  N  N  33.734   -6.312  -32.731   4.959  -1.345   0.661  C13  EKR   6  
EKR  C14  C7   C  0  1  Y  N  N  34.997   -5.960  -33.252   5.746  -0.215   0.796  C14  EKR   7  
EKR  C15  C8   C  0  1  Y  N  N  35.982   -6.944  -33.456   5.165   1.041   0.810  C15  EKR   8  
EKR  C16  C9   C  0  1  Y  N  N  35.716   -8.283  -33.109   3.798   1.173   0.682  C16  EKR   9  
EKR  C17  C10  C  0  1  N  N  N  35.314   -4.501  -33.600   7.240  -0.352   0.929  C17  EKR  10  
EKR  C19  C11  C  0  1  N  N  N  35.338   -2.249  -32.632   9.318  -0.215  -0.307  C19  EKR  11  
EKR  C20  C12  C  0  1  N  N  N  37.047   -3.885  -31.878   7.465  -1.500  -1.191  C20  EKR  12  
EKR  C21  C13  C  0  1  N  N  N  32.592  -14.418  -30.037  -3.386  -0.051   1.234  C21  EKR  13  
EKR  C22  C14  C  0  1  Y  N  N  31.109  -14.002  -30.043  -4.842   0.182   0.922  C22  EKR  14  
EKR  C23  C15  C  0  1  Y  N  N  30.173  -14.599  -30.922  -5.512   1.233   1.514  C23  EKR  15  
EKR  C24  C16  C  0  1  Y  N  N  28.821  -14.197  -30.929  -6.847   1.456   1.235  C24  EKR  16  
EKR  C25  C17  C  0  1  Y  N  N  28.350  -13.205  -30.029  -7.516   0.617   0.361  C25  EKR  17  
EKR  C26  C18  C  0  1  Y  N  N  29.293  -12.612  -29.183  -6.850  -0.434  -0.229  C26  EKR  18  
EKR  C27  C19  C  0  1  Y  N  N  30.643  -12.983  -29.197  -5.504  -0.660   0.034  C27  EKR  19  
EKR  C28  C20  C  0  1  N  N  N  29.172  -11.534  -28.129  -7.300  -1.510  -1.198  C28  EKR  20  
EKR  C29  C21  C  0  1  N  N  N  30.665  -11.089  -28.110  -6.151  -2.540  -1.090  C29  EKR  21  
EKR  N4   N1   N  0  1  Y  N  N  34.308  -12.497  -32.654  -0.444   0.919  -0.796  N4   EKR  22  
EKR  C5   C22  C  0  1  Y  N  N  33.599  -12.794  -31.572  -1.193   0.402   0.219  C5   EKR  23  
EKR  N6   N2   N  0  1  Y  N  N  33.232  -11.819  -30.808  -0.642  -0.185   1.256  N6   EKR  24  
EKR  N7   N3   N  0  1  Y  N  N  35.298  -11.232  -34.107   1.397   1.398  -1.830  N7   EKR  25  
EKR  N8   N4   N  0  1  Y  N  N  35.447  -12.591  -34.502   0.417   1.829  -2.546  N8   EKR  26  
EKR  C9   C23  C  0  1  Y  N  N  34.824  -13.239  -33.599  -0.723   1.563  -1.963  C9   EKR  27  
EKR  N10  N5   N  0  1  N  N  N  33.280  -14.047  -31.275  -2.562   0.498   0.154  N10  EKR  28  
EKR  N18  N6   N  0  1  N  N  N  35.669   -3.682  -32.409   7.856  -0.322  -0.404  N18  EKR  29  
EKR  O30  O1   O  0  1  N  N  N  31.429  -12.308  -28.265  -5.037  -1.728  -0.671  O30  EKR  30  
EKR  H1   H1   H  0  1  N  N  N  33.134   -9.658  -30.426   1.079  -0.813   2.265  H1   EKR  31  
EKR  H2   H2   H  0  1  N  N  N  32.515   -7.929  -31.986   2.977  -2.109   0.434  H2   EKR  32  
EKR  H3   H3   H  0  1  N  N  N  32.972   -5.559  -32.590   5.418  -2.323   0.651  H3   EKR  33  
EKR  H4   H4   H  0  1  N  N  N  36.939   -6.673  -33.877   5.784   1.919   0.917  H4   EKR  34  
EKR  H5   H5   H  0  1  N  N  N  36.484   -9.030  -33.243   3.346   2.154   0.693  H5   EKR  35  
EKR  H6   H6   H  0  1  N  N  N  36.161   -4.484  -34.302   7.629   0.472   1.528  H6   EKR  36  
EKR  H7   H7   H  0  1  N  N  N  34.431   -4.056  -34.081   7.476  -1.298   1.417  H7   EKR  37  
EKR  H8   H8   H  0  1  N  N  N  35.609   -1.666  -31.739   9.709  -1.073   0.240  H8   EKR  38  
EKR  H9   H9   H  0  1  N  N  N  35.900   -1.874  -33.500   9.748  -0.195  -1.308  H9   EKR  39  
EKR  H10  H10  H  0  1  N  N  N  34.259   -2.147  -32.822   9.580   0.702   0.220  H10  EKR  40  
EKR  H11  H11  H  0  1  N  N  N  37.203   -3.235  -31.004   6.382  -1.517  -1.306  H11  EKR  41  
EKR  H12  H12  H  0  1  N  N  N  37.174   -4.936  -31.581   7.935  -1.452  -2.173  H12  EKR  42  
EKR  H13  H13  H  0  1  N  N  N  37.781   -3.633  -32.658   7.790  -2.404  -0.676  H13  EKR  43  
EKR  H14  H14  H  0  1  N  N  N  32.652  -15.509  -29.913  -3.132   0.443   2.172  H14  EKR  44  
EKR  H15  H15  H  0  1  N  N  N  33.094  -13.924  -29.192  -3.201  -1.121   1.325  H15  EKR  45  
EKR  H16  H16  H  0  1  N  N  N  30.500  -15.375  -31.598  -4.990   1.886   2.199  H16  EKR  46  
EKR  H17  H17  H  0  1  N  N  N  28.134  -14.650  -31.629  -7.368   2.281   1.699  H17  EKR  47  
EKR  H18  H18  H  0  1  N  N  N  27.309  -12.921  -29.999  -8.560   0.786   0.141  H18  EKR  48  
EKR  H19  H19  H  0  1  N  N  N  28.498  -10.722  -28.438  -8.247  -1.947  -0.882  H19  EKR  49  
EKR  H20  H20  H  0  1  N  N  N  28.843  -11.934  -27.158  -7.375  -1.115  -2.211  H20  EKR  50  
EKR  H21  H21  H  0  1  N  N  N  30.909  -10.600  -27.155  -6.384  -3.301  -0.345  H21  EKR  51  
EKR  H22  H22  H  0  1  N  N  N  30.871  -10.397  -28.940  -5.951  -2.998  -2.058  H22  EKR  52  
EKR  H23  H23  H  0  1  N  N  N  34.730  -14.315  -33.613  -1.705   1.810  -2.338  H23  EKR  53  
EKR  H24  H24  H  0  1  N  N  N  32.698  -14.368  -32.022  -2.982   0.928  -0.606  H24  EKR  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
EKR  N8   N7   SING  Y  N   1  
EKR  N8   C9   DOUB  Y  N   2  
EKR  N7   C3   DOUB  Y  N   3  
EKR  C17  C14  SING  N  N   4  
EKR  C17  N18  SING  N  N   5  
EKR  C9   N4   SING  Y  N   6  
EKR  C15  C14  DOUB  Y  N   7  
EKR  C15  C16  SING  Y  N   8  
EKR  C14  C13  SING  Y  N   9  
EKR  C16  C11  DOUB  Y  N  10  
EKR  C3   N4   SING  Y  N  11  
EKR  C3   C2   SING  Y  N  12  
EKR  C13  C12  DOUB  Y  N  13  
EKR  N4   C5   SING  Y  N  14  
EKR  C19  N18  SING  N  N  15  
EKR  C11  C12  SING  Y  N  16  
EKR  C11  C2   SING  N  N  17  
EKR  N18  C20  SING  N  N  18  
EKR  C2   C1   DOUB  Y  N  19  
EKR  C5   N10  SING  N  N  20  
EKR  C5   N6   DOUB  Y  N  21  
EKR  N10  C21  SING  N  N  22  
EKR  C1   N6   SING  Y  N  23  
EKR  C24  C23  DOUB  Y  N  24  
EKR  C24  C25  SING  Y  N  25  
EKR  C23  C22  SING  Y  N  26  
EKR  C22  C21  SING  N  N  27  
EKR  C22  C27  DOUB  Y  N  28  
EKR  C25  C26  DOUB  Y  N  29  
EKR  C27  C26  SING  Y  N  30  
EKR  C27  O30  SING  N  N  31  
EKR  C26  C28  SING  N  N  32  
EKR  O30  C29  SING  N  N  33  
EKR  C28  C29  SING  N  N  34  
EKR  C1   H1   SING  N  N  35  
EKR  C12  H2   SING  N  N  36  
EKR  C13  H3   SING  N  N  37  
EKR  C15  H4   SING  N  N  38  
EKR  C16  H5   SING  N  N  39  
EKR  C17  H6   SING  N  N  40  
EKR  C17  H7   SING  N  N  41  
EKR  C19  H8   SING  N  N  42  
EKR  C19  H9   SING  N  N  43  
EKR  C19  H10  SING  N  N  44  
EKR  C20  H11  SING  N  N  45  
EKR  C20  H12  SING  N  N  46  
EKR  C20  H13  SING  N  N  47  
EKR  C21  H14  SING  N  N  48  
EKR  C21  H15  SING  N  N  49  
EKR  C23  H16  SING  N  N  50  
EKR  C24  H17  SING  N  N  51  
EKR  C25  H18  SING  N  N  52  
EKR  C28  H19  SING  N  N  53  
EKR  C28  H20  SING  N  N  54  
EKR  C29  H21  SING  N  N  55  
EKR  C29  H22  SING  N  N  56  
EKR  C9   H23  SING  N  N  57  
EKR  N10  H24  SING  N  N  58  
#   #
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
EKR  InChI             InChI                 1.03   "InChI=1S/C23H24N6O/c1-28(2)14-16-6-8-17(9-7-16)20-13-25-23(29-15-26-27-22(20)29)24-12-19-5-3-4-18-10-11-30-21(18)19/h3-9,13,15H,10-12,14H2,1-2H3,(H,24,25)"  
EKR  InChIKey          InChI                 1.03   KSSJMTFPUHOMMH-UHFFFAOYSA-N  
EKR  SMILES_CANONICAL  CACTVS                3.385  "CN(C)Cc1ccc(cc1)c2cnc(NCc3cccc4CCOc34)n5cnnc25"  
EKR  SMILES            CACTVS                3.385  "CN(C)Cc1ccc(cc1)c2cnc(NCc3cccc4CCOc34)n5cnnc25"  
EKR  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CN(C)Cc1ccc(cc1)c2cnc(n3c2nnc3)NCc4cccc5c4OCC5"  
EKR  SMILES            "OpenEye OEToolkits"  2.0.7  "CN(C)Cc1ccc(cc1)c2cnc(n3c2nnc3)NCc4cccc5c4OCC5"  
#
_pdbx_chem_comp_identifier.comp_id          EKR
_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       "~{N}-(2,3-dihydro-1-benzofuran-7-ylmethyl)-8-[4-[(dimethylamino)methyl]phenyl]-[1,2,4]triazolo[4,3-c]pyrimidin-5-amine"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
EKR  "Create component"  2020-01-08  PDBJ  
EKR  "Initial release"   2022-04-13  RCSB  
##
