data_URJ
#

_chem_comp.id                                   URJ
_chem_comp.name                                 "4-fluoro-N-{1-[5-(2-methylpyrimidin-4-yl)-5,6,7,8-tetrahydro-1,5-naphthyridin-2-yl]cyclopropyl}benzamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H22 F N5 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-05-28
_chem_comp.pdbx_modified_date                   2021-05-28
_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                       403.452
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    URJ
_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       6X5Y
_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
URJ  C2   C1   C  0  1  Y  N  N  76.687  16.988  31.347   6.014  -2.105  -0.121  C2   URJ   1  
URJ  C3   C2   C  0  1  Y  N  N  75.753  17.022  32.388   5.595  -1.770   1.158  C3   URJ   2  
URJ  C4   C3   C  0  1  Y  N  N  74.755  16.056  32.469   4.642  -0.791   1.339  C4   URJ   3  
URJ  C5   C4   C  0  1  Y  N  N  74.676  15.022  31.502   4.098  -0.136   0.232  C5   URJ   4  
URJ  C6   C5   C  0  1  Y  N  N  75.622  15.011  30.449   4.523  -0.477  -1.053  C6   URJ   5  
URJ  C7   C6   C  0  1  Y  N  N  76.618  15.980  30.384   5.477  -1.458  -1.223  C7   URJ   6  
URJ  C8   C7   C  0  1  N  N  N  73.602  13.996  31.572   3.075   0.913   0.420  C8   URJ   7  
URJ  O9   O1   O  0  1  N  N  N  72.516  14.377  31.981   2.706   1.209   1.540  O9   URJ   8  
URJ  N10  N1   N  0  1  N  N  N  73.819  12.696  31.190   2.552   1.544  -0.650  N10  URJ   9  
URJ  C11  C8   C  0  1  N  N  N  72.770  11.656  31.209   1.451   2.494  -0.474  C11  URJ  10  
URJ  C12  C9   C  0  1  N  N  N  73.174  10.217  31.541   1.754   3.797   0.269  C12  URJ  11  
URJ  C15  C10  C  0  1  Y  N  N  70.525  12.527  30.513  -0.067   0.513  -0.401  C15  URJ  12  
URJ  C16  C11  C  0  1  Y  N  N  69.558  12.780  29.538  -1.323  -0.040  -0.213  C16  URJ  13  
URJ  C17  C12  C  0  1  Y  N  N  69.795  12.365  28.212  -2.383   0.812   0.091  C17  URJ  14  
URJ  C18  C13  C  0  1  Y  N  N  71.030  11.752  27.925  -2.154   2.174   0.199  C18  URJ  15  
URJ  C21  C14  C  0  1  N  N  N  70.539  12.033  25.414  -4.626   2.502   0.220  C21  URJ  16  
URJ  C24  C15  C  0  1  Y  N  N  67.509  12.258  27.110  -3.942  -1.028  -0.100  C24  URJ  17  
URJ  F1   F1   F  0  1  N  N  N  77.654  17.924  31.265   6.952  -3.061  -0.292  F1   URJ  18  
URJ  C13  C16  C  0  1  N  N  N  72.350  11.032  32.542   1.526   3.814  -1.244  C13  URJ  19  
URJ  C14  C17  C  0  1  Y  N  N  71.715  11.893  30.155   0.088   1.881  -0.276  C14  URJ  20  
URJ  N19  N2   N  0  1  Y  N  N  71.934  11.541  28.891  -0.937   2.657   0.008  N19  URJ  21  
URJ  C20  C18  C  0  1  N  N  N  71.357  11.314  26.512  -3.269   3.129   0.538  C20  URJ  22  
URJ  C22  C19  C  0  1  N  N  N  69.609  13.144  25.954  -4.703   1.120   0.881  C22  URJ  23  
URJ  N23  N3   N  0  1  N  N  N  68.894  12.578  27.134  -3.662   0.276   0.278  N23  URJ  24  
URJ  C25  C20  C  0  1  Y  N  N  66.769  11.748  28.218  -4.456  -1.304  -1.368  C25  URJ  25  
URJ  C26  C21  C  0  1  Y  N  N  65.413  11.474  28.064  -4.719  -2.620  -1.697  C26  URJ  26  
URJ  N27  N4   N  0  1  Y  N  N  64.807  11.678  26.891  -4.477  -3.570  -0.804  N27  URJ  27  
URJ  C28  C22  C  0  1  Y  N  N  65.496  12.147  25.861  -3.991  -3.276   0.385  C28  URJ  28  
URJ  C29  C23  C  0  1  N  N  N  64.786  12.360  24.551  -3.727  -4.391   1.364  C29  URJ  29  
URJ  N30  N5   N  0  1  Y  N  N  66.797  12.422  25.967  -3.721  -2.036   0.739  N30  URJ  30  
URJ  H1   H1   H  0  1  N  N  N  75.807  17.802  33.133   6.017  -2.276   2.013  H1   URJ  31  
URJ  H2   H2   H  0  1  N  N  N  74.036  16.094  33.274   4.316  -0.531   2.336  H2   URJ  32  
URJ  H3   H3   H  0  1  N  N  N  75.570  14.244  29.690   4.106   0.026  -1.913  H3   URJ  33  
URJ  H4   H4   H  0  1  N  N  N  77.342  15.952  29.583   5.807  -1.722  -2.217  H4   URJ  34  
URJ  H5   H5   H  0  1  N  N  N  74.735  12.439  30.883   2.904   1.368  -1.536  H5   URJ  35  
URJ  H6   H6   H  0  1  N  N  N  72.711   9.377  31.002   0.968   4.211   0.900  H6   URJ  36  
URJ  H7   H7   H  0  1  N  N  N  74.225   9.977  31.760   2.772   3.947   0.626  H7   URJ  37  
URJ  H8   H8   H  0  1  N  N  N  70.353  12.820  31.538   0.779  -0.116  -0.637  H8   URJ  38  
URJ  H9   H9   H  0  1  N  N  N  68.640  13.287  29.797  -1.477  -1.105  -0.300  H9   URJ  39  
URJ  H10  H10  H  0  1  N  N  N  69.921  11.285  24.896  -5.422   3.138   0.609  H10  URJ  40  
URJ  H11  H11  H  0  1  N  N  N  71.242  12.486  24.699  -4.736   2.397  -0.860  H11  URJ  41  
URJ  H12  H12  H  0  1  N  N  N  72.809  11.378  33.480   2.396   3.975  -1.882  H12  URJ  42  
URJ  H13  H13  H  0  1  N  N  N  71.295  10.778  32.722   0.591   4.239  -1.608  H13  URJ  43  
URJ  H14  H14  H  0  1  N  N  N  71.164  10.234  26.433  -3.225   3.372   1.599  H14  URJ  44  
URJ  H15  H15  H  0  1  N  N  N  72.424  11.510  26.330  -3.150   4.043  -0.045  H15  URJ  45  
URJ  H16  H16  H  0  1  N  N  N  70.202  14.020  26.256  -4.527   1.214   1.953  H16  URJ  46  
URJ  H17  H17  H  0  1  N  N  N  68.886  13.440  25.180  -5.684   0.680   0.704  H17  URJ  47  
URJ  H18  H18  H  0  1  N  N  N  67.256  11.576  29.167  -4.644  -0.509  -2.075  H18  URJ  48  
URJ  H19  H19  H  0  1  N  N  N  64.846  11.093  28.900  -5.117  -2.872  -2.668  H19  URJ  49  
URJ  H20  H20  H  0  1  N  N  N  65.498  12.744  23.805  -4.615  -4.559   1.972  H20  URJ  50  
URJ  H21  H21  H  0  1  N  N  N  64.368  11.405  24.201  -3.482  -5.303   0.819  H21  URJ  51  
URJ  H22  H22  H  0  1  N  N  N  63.973  13.087  24.689  -2.891  -4.119   2.009  H22  URJ  52  
#   #
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
URJ  C29  C28  SING  N  N   1  
URJ  C21  C22  SING  N  N   2  
URJ  C21  C20  SING  N  N   3  
URJ  C28  N30  DOUB  Y  N   4  
URJ  C28  N27  SING  Y  N   5  
URJ  C22  N23  SING  N  N   6  
URJ  N30  C24  SING  Y  N   7  
URJ  C20  C18  SING  N  N   8  
URJ  N27  C26  DOUB  Y  N   9  
URJ  C24  N23  SING  N  N  10  
URJ  C24  C25  DOUB  Y  N  11  
URJ  N23  C17  SING  N  N  12  
URJ  C18  C17  DOUB  Y  N  13  
URJ  C18  N19  SING  Y  N  14  
URJ  C26  C25  SING  Y  N  15  
URJ  C17  C16  SING  Y  N  16  
URJ  N19  C14  DOUB  Y  N  17  
URJ  C16  C15  DOUB  Y  N  18  
URJ  C14  C15  SING  Y  N  19  
URJ  C14  C11  SING  N  N  20  
URJ  C7   C6   DOUB  Y  N  21  
URJ  C7   C2   SING  Y  N  22  
URJ  C6   C5   SING  Y  N  23  
URJ  N10  C11  SING  N  N  24  
URJ  N10  C8   SING  N  N  25  
URJ  C11  C12  SING  N  N  26  
URJ  C11  C13  SING  N  N  27  
URJ  F1   C2   SING  N  N  28  
URJ  C2   C3   DOUB  Y  N  29  
URJ  C5   C8   SING  N  N  30  
URJ  C5   C4   DOUB  Y  N  31  
URJ  C12  C13  SING  N  N  32  
URJ  C8   O9   DOUB  N  N  33  
URJ  C3   C4   SING  Y  N  34  
URJ  C3   H1   SING  N  N  35  
URJ  C4   H2   SING  N  N  36  
URJ  C6   H3   SING  N  N  37  
URJ  C7   H4   SING  N  N  38  
URJ  N10  H5   SING  N  N  39  
URJ  C12  H6   SING  N  N  40  
URJ  C12  H7   SING  N  N  41  
URJ  C15  H8   SING  N  N  42  
URJ  C16  H9   SING  N  N  43  
URJ  C21  H10  SING  N  N  44  
URJ  C21  H11  SING  N  N  45  
URJ  C13  H12  SING  N  N  46  
URJ  C13  H13  SING  N  N  47  
URJ  C20  H14  SING  N  N  48  
URJ  C20  H15  SING  N  N  49  
URJ  C22  H16  SING  N  N  50  
URJ  C22  H17  SING  N  N  51  
URJ  C25  H18  SING  N  N  52  
URJ  C26  H19  SING  N  N  53  
URJ  C29  H20  SING  N  N  54  
URJ  C29  H21  SING  N  N  55  
URJ  C29  H22  SING  N  N  56  
#   #
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
URJ  SMILES            ACDLabs               12.01  "c5(ccc(C(=O)NC1(CC1)c2ccc3c(n2)CCCN3c4ccnc(n4)C)cc5)F"  
URJ  InChI             InChI                 1.03   "InChI=1S/C23H22FN5O/c1-15-25-13-10-21(26-15)29-14-2-3-18-19(29)8-9-20(27-18)23(11-12-23)28-22(30)16-4-6-17(24)7-5-16/h4-10,13H,2-3,11-12,14H2,1H3,(H,28,30)"  
URJ  InChIKey          InChI                 1.03   KKAMMYSFTPLTDH-UHFFFAOYSA-N  
URJ  SMILES_CANONICAL  CACTVS                3.385  "Cc1nccc(n1)N2CCCc3nc(ccc23)C4(CC4)NC(=O)c5ccc(F)cc5"  
URJ  SMILES            CACTVS                3.385  "Cc1nccc(n1)N2CCCc3nc(ccc23)C4(CC4)NC(=O)c5ccc(F)cc5"  
URJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1nccc(n1)N2CCCc3c2ccc(n3)C4(CC4)NC(=O)c5ccc(cc5)F"  
URJ  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1nccc(n1)N2CCCc3c2ccc(n3)C4(CC4)NC(=O)c5ccc(cc5)F"  
#   #
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
URJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-fluoro-N-{1-[5-(2-methylpyrimidin-4-yl)-5,6,7,8-tetrahydro-1,5-naphthyridin-2-yl]cyclopropyl}benzamide"  
URJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "4-fluoranyl-~{N}-[1-[5-(2-methylpyrimidin-4-yl)-7,8-dihydro-6~{H}-1,5-naphthyridin-2-yl]cyclopropyl]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
URJ  "Create component"  2020-05-28  RCSB  
URJ  "Initial release"   2021-06-02  RCSB  
##
