data_51A
#

_chem_comp.id                                   51A
_chem_comp.name                                 "N-[5-[(5-fluoranyl-2,3-dihydro-1-benzofuran-4-yl)methylamino]-[1,2,4]triazolo[4,3-c]pyrimidin-8-yl]benzamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H17 F N6 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-07-07
_chem_comp.pdbx_modified_date                   2021-12-03
_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                       404.397
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    51A
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       7P3C
_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
51A  C3   C1   C  0  1  Y  N  N  -18.626  28.158  11.891   5.736  -0.306   0.335  C3   51A   1  
51A  C7   C2   C  0  1  Y  N  N  -21.083  30.728  13.241   2.114   0.613   0.239  C7   51A   2  
51A  C8   C3   C  0  1  Y  N  N  -20.653  31.881  13.852   1.265   0.756   1.299  C8   51A   3  
51A  C9   C4   C  0  1  Y  N  N  -22.761  32.896  13.794  -0.594   0.480  -0.057  C9   51A   4  
51A  C10  C5   C  0  1  Y  N  N  -22.474  30.689  12.878   1.559   0.389  -1.043  C10  51A   5  
51A  C11  C6   C  0  1  Y  N  N  -24.524  31.437  12.685  -0.056   0.106  -2.486  C11  51A   6  
51A  C12  C7   C  0  1  N  N  N  -23.069  35.151  14.717  -2.813   0.581   1.003  C12  51A   7  
51A  C13  C8   C  0  1  Y  N  N  -22.356  36.102  13.776  -4.261   0.471   0.601  C13  51A   8  
51A  C14  C9   C  0  1  Y  N  N  -22.989  36.759  12.735  -4.963   1.603   0.220  C14  51A   9  
51A  C15  C10  C  0  1  Y  N  N  -22.371  37.672  11.912  -6.292   1.494  -0.154  C15  51A  10  
51A  C16  C11  C  0  1  Y  N  N  -21.032  37.966  12.118  -6.919   0.265  -0.144  C16  51A  11  
51A  C19  C12  C  0  1  N  N  N  -19.994  35.918  15.003  -4.390  -2.150   0.941  C19  51A  12  
51A  C20  C13  C  0  1  N  N  N  -18.706  36.532  14.520  -5.500  -3.040   0.337  C20  51A  13  
51A  F    F1   F  0  1  N  N  N  -24.293  36.465  12.511  -4.353   2.809   0.213  F    51A  14  
51A  C17  C14  C  0  1  Y  N  N  -20.359  37.319  13.143  -6.221  -0.877   0.241  C17  51A  15  
51A  O1   O1   O  0  1  N  N  N  -19.036  37.508  13.490  -6.643  -2.168   0.333  O1   51A  16  
51A  C18  C15  C  0  1  Y  N  N  -20.990  36.403  13.979  -4.886  -0.757   0.606  C18  51A  17  
51A  N5   N1   N  0  1  N  N  N  -23.544  33.970  14.009  -1.964   0.417  -0.179  N5   51A  18  
51A  N1   N2   N  0  1  Y  N  N  -21.470  32.960  14.125  -0.058   0.687   1.124  N1   51A  19  
51A  N2   N3   N  0  1  Y  N  N  -23.286  31.780  13.138   0.188   0.326  -1.164  N2   51A  20  
51A  N4   N4   N  0  1  Y  N  N  -24.501  30.246  12.152   1.100   0.045  -3.093  N4   51A  21  
51A  N3   N5   N  0  1  Y  N  N  -23.200  29.743  12.295   2.058   0.211  -2.250  N3   51A  22  
51A  N    N6   N  0  1  N  N  N  -20.334  29.565  12.910   3.501   0.690   0.415  N    51A  23  
51A  C6   C16  C  0  1  N  N  N  -19.121  29.520  12.262   4.286  -0.343   0.052  C6   51A  24  
51A  O    O2   O  0  1  N  N  N  -18.463  30.526  12.003   3.801  -1.307  -0.509  O    51A  25  
51A  H4   H4   H  0  1  N  N  N  -19.613  31.947  14.136   1.666   0.928   2.287  H4   51A  26  
51A  H5   H5   H  0  1  N  N  N  -25.401  32.063  12.757  -1.027   0.002  -2.947  H5   51A  27  
51A  H6   H6   H  0  1  N  N  N  -22.372  34.839  15.509  -2.633   1.560   1.447  H6   51A  28  
51A  H7   H7   H  0  1  N  N  N  -23.928  35.669  15.168  -2.578  -0.197   1.730  H7   51A  29  
51A  H8   H8   H  0  1  N  N  N  -22.921  38.153  11.117  -6.839   2.375  -0.454  H8   51A  30  
51A  H9   H9   H  0  1  N  N  N  -20.523  38.685  11.493  -7.956   0.189  -0.436  H9   51A  31  
51A  H10  H10  H  0  1  N  N  N  -20.252  36.277  16.010  -4.326  -2.286   2.021  H10  51A  32  
51A  H11  H11  H  0  1  N  N  N  -19.933  34.820  15.009  -3.429  -2.350   0.468  H11  51A  33  
51A  H12  H12  H  0  1  N  N  N  -18.054  35.752  14.101  -5.242  -3.343  -0.677  H12  51A  34  
51A  H13  H13  H  0  1  N  N  N  -18.192  37.029  15.356  -5.679  -3.913   0.966  H13  51A  35  
51A  H14  H14  H  0  1  N  N  N  -23.838  34.286  13.107  -2.366   0.265  -1.048  H14  51A  36  
51A  H15  H15  H  0  1  N  N  N  -20.731  28.687  13.177   3.898   1.488   0.800  H15  51A  37  
51A  C1   C17  C  0  1  Y  N  N        ?       ?       ?   6.552  -1.375  -0.040  C1   51A  38  
51A  C2   C18  C  0  1  Y  N  N        ?       ?       ?   7.904  -1.334   0.228  C2   51A  39  
51A  C4   C19  C  0  1  Y  N  N        ?       ?       ?   8.453  -0.236   0.867  C4   51A  40  
51A  C5   C20  C  0  1  Y  N  N        ?       ?       ?   7.650   0.827   1.242  C5   51A  41  
51A  C21  C21  C  0  1  Y  N  N        ?       ?       ?   6.297   0.801   0.974  C21  51A  42  
51A  H1   H1   H  0  1  N  N  N        ?       ?       ?   6.124  -2.233  -0.538  H1   51A  43  
51A  H2   H2   H  0  1  N  N  N        ?       ?       ?   8.536  -2.160  -0.062  H2   51A  44  
51A  H3   H3   H  0  1  N  N  N        ?       ?       ?   9.513  -0.209   1.074  H3   51A  45  
51A  H16  H16  H  0  1  N  N  N        ?       ?       ?   8.085   1.681   1.740  H16  51A  46  
51A  H17  H17  H  0  1  N  N  N        ?       ?       ?   5.672   1.631   1.267  H17  51A  47  
#   #
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
51A  C3   C6   SING  N  N   1  
51A  C15  C16  DOUB  Y  N   2  
51A  C15  C14  SING  Y  N   3  
51A  O    C6   DOUB  N  N   4  
51A  C16  C17  SING  Y  N   5  
51A  N4   N3   SING  Y  N   6  
51A  N4   C11  DOUB  Y  N   7  
51A  C6   N    SING  N  N   8  
51A  N3   C10  DOUB  Y  N   9  
51A  F    C14  SING  N  N  10  
51A  C11  N2   SING  Y  N  11  
51A  C14  C13  DOUB  Y  N  12  
51A  C10  N2   SING  Y  N  13  
51A  C10  C7   SING  Y  N  14  
51A  N    C7   SING  N  N  15  
51A  N2   C9   SING  Y  N  16  
51A  C17  O1   SING  N  N  17  
51A  C17  C18  DOUB  Y  N  18  
51A  C7   C8   DOUB  Y  N  19  
51A  O1   C20  SING  N  N  20  
51A  C13  C18  SING  Y  N  21  
51A  C13  C12  SING  N  N  22  
51A  C9   N5   SING  N  N  23  
51A  C9   N1   DOUB  Y  N  24  
51A  C8   N1   SING  Y  N  25  
51A  C18  C19  SING  N  N  26  
51A  N5   C12  SING  N  N  27  
51A  C20  C19  SING  N  N  28  
51A  C8   H4   SING  N  N  29  
51A  C11  H5   SING  N  N  30  
51A  C12  H6   SING  N  N  31  
51A  C12  H7   SING  N  N  32  
51A  C15  H8   SING  N  N  33  
51A  C16  H9   SING  N  N  34  
51A  C19  H10  SING  N  N  35  
51A  C19  H11  SING  N  N  36  
51A  C20  H12  SING  N  N  37  
51A  C20  H13  SING  N  N  38  
51A  N5   H14  SING  N  N  39  
51A  N    H15  SING  N  N  40  
51A  C3   C1   SING  Y  N  41  
51A  C1   C2   DOUB  Y  N  42  
51A  C2   C4   SING  Y  N  43  
51A  C4   C5   DOUB  Y  N  44  
51A  C5   C21  SING  Y  N  45  
51A  C21  C3   DOUB  Y  N  46  
51A  C1   H1   SING  N  N  47  
51A  C2   H2   SING  N  N  48  
51A  C4   H3   SING  N  N  49  
51A  C5   H16  SING  N  N  50  
51A  C21  H17  SING  N  N  51  
#   #
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
51A  InChI             InChI                 1.03   "InChI=1S/C21H17FN6O2/c22-16-6-7-18-14(8-9-30-18)15(16)10-23-21-24-11-17(19-27-25-12-28(19)21)26-20(29)13-4-2-1-3-5-13/h1-7,11-12H,8-10H2,(H,23,24)(H,26,29)"  
51A  InChIKey          InChI                 1.03   HNOVSELXQVAOAN-UHFFFAOYSA-N  
51A  SMILES_CANONICAL  CACTVS                3.385  "Fc1ccc2OCCc2c1CNc3ncc(NC(=O)c4ccccc4)c5nncn35"  
51A  SMILES            CACTVS                3.385  "Fc1ccc2OCCc2c1CNc3ncc(NC(=O)c4ccccc4)c5nncn35"  
51A  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)C(=O)Nc2cnc(n3c2nnc3)NCc4c(ccc5c4CCO5)F"  
51A  SMILES            "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)C(=O)Nc2cnc(n3c2nnc3)NCc4c(ccc5c4CCO5)F"  
#
_pdbx_chem_comp_identifier.comp_id          51A
_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}-[5-[(5-fluoranyl-2,3-dihydro-1-benzofuran-4-yl)methylamino]-[1,2,4]triazolo[4,3-c]pyrimidin-8-yl]benzamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
51A  "Create component"  2021-07-07  PDBE  
51A  "Initial release"   2021-12-08  RCSB  
##
