data_J9U
#

_chem_comp.id                                   J9U
_chem_comp.name                                 "(8~{R})-4-[2,4-bis(fluoranyl)phenyl]-8-methyl-7-[(2-methylpyrazol-3-yl)methyl]-6,8-dihydro-5~{H}-1,7-naphthyridine-2-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H21 F2 N5 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-04-30
_chem_comp.pdbx_modified_date                   2021-06-18
_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                       397.421
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    J9U
_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       7EPF
_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
J9U  N1   N1   N  0  1  N  N  N  17.681  -47.696  38.903   1.927   5.176   0.394  N1   J9U   1  
J9U  N3   N2   N  0  1  Y  N  N  15.855  -55.190  39.642  -5.644  -1.830   1.240  N3   J9U   2  
J9U  C4   C1   C  0  1  N  N  N  17.196  -46.944  39.942   2.581   4.000   0.482  C4   J9U   3  
J9U  C5   C2   C  0  1  Y  N  N  15.465  -46.982  41.724   2.536   1.520   0.342  C5   J9U   4  
J9U  C6   C3   C  0  1  Y  N  N  14.769  -47.670  42.713   1.827   0.336   0.131  C6   J9U   5  
J9U  C7   C4   C  0  1  Y  N  N  13.841  -46.864  43.508   2.507  -0.979   0.214  C7   J9U   6  
J9U  C8   C5   C  0  1  Y  N  N  14.367  -45.869  44.365   3.037  -1.417   1.427  C8   J9U   7  
J9U  C10  C6   C  0  1  Y  N  N  12.111  -45.315  45.039   3.777  -3.437   0.370  C10  J9U   8  
J9U  C13  C7   C  0  1  Y  N  N  15.023  -49.063  42.941   0.460   0.417  -0.161  C13  J9U   9  
J9U  C15  C8   C  0  1  N  N  N  14.824  -51.316  44.180  -1.636  -0.554  -1.079  C15  J9U  10  
J9U  C17  C9   C  0  1  Y  N  N  15.882  -54.160  41.719  -4.490  -0.527  -0.145  C17  J9U  11  
J9U  C20  C10  C  0  1  N  N  N  13.766  -53.967  40.187  -4.933   0.460   2.119  C20  J9U  12  
J9U  N    N3   N  0  1  Y  N  N  16.716  -48.991  41.133   0.559   2.755  -0.025  N    J9U  13  
J9U  C    C11  C  0  1  N  N  N  17.780  -51.276  42.890  -1.773   2.223  -2.019  C    J9U  14  
J9U  O    O1   O  0  1  N  N  N  17.372  -45.727  40.013   3.767   3.983   0.745  O    J9U  15  
J9U  C1   C12  C  0  1  N  N  R  16.389  -51.166  42.194  -1.610   1.799  -0.558  C1   J9U  16  
J9U  C11  C13  C  0  1  Y  N  N  11.550  -46.279  44.199   3.249  -3.010  -0.837  C11  J9U  17  
J9U  C12  C14  C  0  1  Y  N  N  12.428  -47.060  43.447   2.614  -1.785  -0.920  C12  J9U  18  
J9U  C14  C15  C  0  1  N  N  N  14.296  -49.855  44.031  -0.308  -0.859  -0.384  C14  J9U  19  
J9U  C16  C16  C  0  1  N  N  N  15.363  -53.454  42.964  -3.723   0.630  -0.730  C16  J9U  20  
J9U  C18  C17  C  0  1  Y  N  N  17.129  -54.778  41.521  -4.780  -1.691  -0.771  C18  J9U  21  
J9U  C19  C18  C  0  1  Y  N  N  17.069  -55.406  40.241  -5.504  -2.490   0.119  C19  J9U  22  
J9U  C2   C19  C  0  1  Y  N  N  16.025  -49.674  42.095  -0.145   1.655  -0.233  C2   J9U  23  
J9U  C3   C20  C  0  1  Y  N  N  16.423  -47.682  40.979   1.853   2.729   0.260  C3   J9U  24  
J9U  C9   C21  C  0  1  Y  N  N  13.501  -45.094  45.144   3.668  -2.641   1.500  C9   J9U  25  
J9U  F    F1   F  0  1  N  N  N  11.300  -44.601  45.769   4.397  -4.635   0.448  F    J9U  26  
J9U  F1   F2   F  0  1  N  N  N  11.905  -48.041  42.724   2.098  -1.369  -2.098  F1   J9U  27  
J9U  N2   N4   N  0  1  N  N  N  15.282  -51.943  42.885  -2.310   0.527  -0.342  N2   J9U  28  
J9U  N4   N5   N  0  1  Y  N  N  15.127  -54.427  40.526  -5.012  -0.588   1.099  N4   J9U  29  
J9U  H1   H1   H  0  1  N  N  N  18.198  -47.258  38.168   2.404   6.008   0.540  H1   J9U  30  
J9U  H2   H2   H  0  1  N  N  N  17.517  -48.682  38.881   0.981   5.190   0.181  H2   J9U  31  
J9U  H3   H3   H  0  1  N  N  N  15.272  -45.936  41.536   3.591   1.498   0.569  H3   J9U  32  
J9U  H4   H4   H  0  1  N  N  N  15.434  -45.708  44.418   2.953  -0.799   2.308  H4   J9U  33  
J9U  H5   H5   H  0  1  N  N  N  14.015  -51.935  44.596  -1.448  -0.237  -2.104  H5   J9U  34  
J9U  H6   H6   H  0  1  N  N  N  15.674  -51.306  44.878  -2.262  -1.446  -1.080  H6   J9U  35  
J9U  H7   H7   H  0  1  N  N  N  13.495  -54.329  39.184  -3.992   0.368   2.661  H7   J9U  36  
J9U  H8   H8   H  0  1  N  N  N  13.051  -54.361  40.925  -4.982   1.438   1.640  H8   J9U  37  
J9U  H9   H9   H  0  1  N  N  N  13.737  -52.867  40.200  -5.765   0.354   2.815  H9   J9U  38  
J9U  H10  H10  H  0  1  N  N  N  18.066  -52.335  42.974  -2.833   2.345  -2.246  H10  J9U  39  
J9U  H11  H11  H  0  1  N  N  N  18.532  -50.740  42.293  -1.255   3.167  -2.184  H11  J9U  40  
J9U  H12  H12  H  0  1  N  N  N  17.724  -50.831  43.894  -1.349   1.457  -2.669  H12  J9U  41  
J9U  H13  H13  H  0  1  N  N  N  16.495  -51.557  41.171  -2.043   2.562   0.088  H13  J9U  42  
J9U  H14  H14  H  0  1  N  N  N  10.480  -46.414  44.134   3.337  -3.634  -1.714  H14  J9U  43  
J9U  H15  H15  H  0  1  N  N  N  14.430  -49.334  44.991   0.281  -1.531  -1.008  H15  J9U  44  
J9U  H16  H16  H  0  1  N  N  N  13.225  -49.893  43.781  -0.503  -1.336   0.576  H16  J9U  45  
J9U  H17  H17  H  0  1  N  N  N  14.352  -53.835  43.170  -3.803   0.607  -1.817  H17  J9U  46  
J9U  H18  H18  H  0  1  N  N  N  16.030  -53.712  43.800  -4.135   1.567  -0.355  H18  J9U  47  
J9U  H19  H19  H  0  1  N  N  N  17.967  -54.778  42.203  -4.502  -1.955  -1.781  H19  J9U  48  
J9U  H20  H20  H  0  1  N  N  N  17.874  -55.976  39.802  -5.882  -3.481  -0.083  H20  J9U  49  
J9U  H21  H21  H  0  1  N  N  N  13.889  -44.340  45.813   4.079  -2.980   2.440  H21  J9U  50  
#   #
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
J9U  N1   C4   SING  N  N   1  
J9U  N3   C19  DOUB  Y  N   2  
J9U  N3   N4   SING  Y  N   3  
J9U  C4   O    DOUB  N  N   4  
J9U  C4   C3   SING  N  N   5  
J9U  C20  N4   SING  N  N   6  
J9U  C19  C18  SING  Y  N   7  
J9U  N4   C17  SING  Y  N   8  
J9U  C3   N    DOUB  Y  N   9  
J9U  C3   C5   SING  Y  N  10  
J9U  N    C2   SING  Y  N  11  
J9U  C18  C17  DOUB  Y  N  12  
J9U  C17  C16  SING  N  N  13  
J9U  C5   C6   DOUB  Y  N  14  
J9U  C2   C1   SING  N  N  15  
J9U  C2   C13  DOUB  Y  N  16  
J9U  C1   N2   SING  N  N  17  
J9U  C1   C    SING  N  N  18  
J9U  C6   C13  SING  Y  N  19  
J9U  C6   C7   SING  N  N  20  
J9U  F1   C12  SING  N  N  21  
J9U  N2   C16  SING  N  N  22  
J9U  N2   C15  SING  N  N  23  
J9U  C13  C14  SING  N  N  24  
J9U  C12  C7   DOUB  Y  N  25  
J9U  C12  C11  SING  Y  N  26  
J9U  C7   C8   SING  Y  N  27  
J9U  C14  C15  SING  N  N  28  
J9U  C11  C10  DOUB  Y  N  29  
J9U  C8   C9   DOUB  Y  N  30  
J9U  C10  C9   SING  Y  N  31  
J9U  C10  F    SING  N  N  32  
J9U  N1   H1   SING  N  N  33  
J9U  N1   H2   SING  N  N  34  
J9U  C5   H3   SING  N  N  35  
J9U  C8   H4   SING  N  N  36  
J9U  C15  H5   SING  N  N  37  
J9U  C15  H6   SING  N  N  38  
J9U  C20  H7   SING  N  N  39  
J9U  C20  H8   SING  N  N  40  
J9U  C20  H9   SING  N  N  41  
J9U  C    H10  SING  N  N  42  
J9U  C    H11  SING  N  N  43  
J9U  C    H12  SING  N  N  44  
J9U  C1   H13  SING  N  N  45  
J9U  C11  H14  SING  N  N  46  
J9U  C14  H15  SING  N  N  47  
J9U  C14  H16  SING  N  N  48  
J9U  C16  H17  SING  N  N  49  
J9U  C16  H18  SING  N  N  50  
J9U  C18  H19  SING  N  N  51  
J9U  C19  H20  SING  N  N  52  
J9U  C9   H21  SING  N  N  53  
#   #
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
J9U  InChI             InChI                 1.03   "InChI=1S/C21H21F2N5O/c1-12-20-16(6-8-28(12)11-14-5-7-25-27(14)2)17(10-19(26-20)21(24)29)15-4-3-13(22)9-18(15)23/h3-5,7,9-10,12H,6,8,11H2,1-2H3,(H2,24,29)/t12-/m1/s1"  
J9U  InChIKey          InChI                 1.03   JPQHCBORHNWOOF-GFCCVEGCSA-N  
J9U  SMILES_CANONICAL  CACTVS                3.385  "C[C@H]1N(CCc2c1nc(cc2c3ccc(F)cc3F)C(N)=O)Cc4ccnn4C"  
J9U  SMILES            CACTVS                3.385  "C[CH]1N(CCc2c1nc(cc2c3ccc(F)cc3F)C(N)=O)Cc4ccnn4C"  
J9U  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1c2c(c(cc(n2)C(=O)N)c3ccc(cc3F)F)CCN1Cc4ccnn4C"  
J9U  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1c2c(c(cc(n2)C(=O)N)c3ccc(cc3F)F)CCN1Cc4ccnn4C"  
#
_pdbx_chem_comp_identifier.comp_id          J9U
_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       "(8~{R})-4-[2,4-bis(fluoranyl)phenyl]-8-methyl-7-[(2-methylpyrazol-3-yl)methyl]-6,8-dihydro-5~{H}-1,7-naphthyridine-2-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
J9U  "Create component"  2021-04-30  PDBJ  
J9U  "Initial release"   2021-06-23  RCSB  
##
