data_A1D5X
# 
_chem_comp.id                                    A1D5X 
_chem_comp.name                                  "~{tert}-butyl 4-[6-[(6-cyanopyridin-3-yl)methylcarbamoyl]-5-oxidanyl-1,7-naphthyridin-2-yl]piperazine-1-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H27 N7 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-04 
_chem_comp.pdbx_modified_date                    2024-12-13 
_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                        489.526 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D5X 
_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        8Y0V 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1D5X C1  C1  C 0 1 N N N N N N -24.676 -26.303 -1.014 -4.094  -1.781 -0.394 C1  A1D5X 1  
A1D5X C2  C2  C 0 1 N N N N N N -25.880 -26.951 -3.077 -6.429  -1.104 -0.555 C2  A1D5X 2  
A1D5X C3  C3  C 0 1 Y N N N N N -25.371 -26.805 -4.493 -7.255  0.136  -0.330 C3  A1D5X 3  
A1D5X C4  C4  C 0 1 Y N N N N N -26.040 -27.406 -5.550 -7.467  1.031  -1.364 C4  A1D5X 4  
A1D5X C5  C5  C 0 1 Y N N N N N -24.562 -26.566 -7.087 -8.736  2.399  -0.005 C5  A1D5X 5  
A1D5X C6  C6  C 0 1 N N N N N N -24.176 -26.469 -8.485 -9.511  3.594  0.149  C6  A1D5X 6  
A1D5X C7  C7  C 0 1 Y N N N N N -23.827 -25.923 -6.109 -8.568  1.538  1.079  C7  A1D5X 7  
A1D5X C8  C8  C 0 1 Y N N N N N -24.252 -26.051 -4.800 -7.815  0.388  0.914  C8  A1D5X 8  
A1D5X C9  C9  C 0 1 Y N N N N N -23.652 -26.746 -0.018 -2.680  -1.490 -0.100 C9  A1D5X 9  
A1D5X C10 C10 C 0 1 Y N N N N N -22.936 -27.936 -0.190 -1.728  -2.499 -0.241 C10 A1D5X 10 
A1D5X N1  N1  N 0 1 N N N N N N -24.829 -27.106 -2.077 -5.023  -0.814 -0.262 N1  A1D5X 11 
A1D5X C11 C11 C 0 1 Y N N N N N -21.961 -28.307 0.794  -0.382  -2.195 0.047  C11 A1D5X 12 
A1D5X C12 C12 C 0 1 Y N N N N N -21.166 -29.468 0.727  0.641   -3.152 -0.069 C12 A1D5X 13 
A1D5X O1  O1  O 0 1 N N N N N N -25.310 -25.271 -0.785 -4.422  -2.893 -0.762 O1  A1D5X 14 
A1D5X N2  N2  N 0 1 Y N N N N N -25.654 -27.302 -6.832 -8.186  2.118  -1.181 N2  A1D5X 15 
A1D5X C13 C13 C 0 1 Y N N N N N -20.259 -29.733 1.709  1.916   -2.771 0.230  C13 A1D5X 16 
A1D5X N3  N3  N 0 1 N N N N N N -23.913 -26.383 -9.595 -10.126 4.541  0.272  N3  A1D5X 17 
A1D5X N4  N4  N 0 1 N N N N N N -19.253 -29.021 3.816  3.472   -1.081 0.939  N4  A1D5X 18 
A1D5X C14 C14 C 0 1 Y N N N N N -20.144 -28.828 2.801  2.172   -1.455 0.639  C14 A1D5X 19 
A1D5X C15 C15 C 0 1 N N N N N N -18.607 -30.280 4.163  3.534   0.329  1.346  C15 A1D5X 20 
A1D5X C16 C16 C 0 1 N N N N N N -17.100 -30.139 4.069  4.948   0.653  1.840  C16 A1D5X 21 
A1D5X C17 C17 C 0 1 N N N N N N -15.701 -29.150 5.855  6.846   1.130  0.362  C17 A1D5X 22 
A1D5X C18 C18 C 0 1 N N N N N N -14.340 -27.780 7.413  8.698   1.738  -1.014 C18 A1D5X 23 
A1D5X C19 C19 C 0 1 N N N N N N -14.770 -28.592 8.617  9.556   2.146  0.186  C19 A1D5X 24 
A1D5X N5  N5  N 0 1 N N N N N N -16.643 -29.024 4.891  5.908   0.264  0.796  N5  A1D5X 25 
A1D5X C20 C20 C 0 1 N N N N N N -14.342 -26.302 7.736  7.982   2.970  -1.570 C20 A1D5X 26 
A1D5X O2  O2  O 0 1 N N N N N N -23.112 -28.745 -1.262 -2.088  -3.741 -0.644 O2  A1D5X 27 
A1D5X C21 C21 C 0 1 N N N N N N -12.991 -28.220 6.883  9.593   1.135  -2.099 C21 A1D5X 28 
A1D5X C22 C22 C 0 1 N N N N N N -17.315 -27.766 4.584  5.819   -1.094 0.240  C22 A1D5X 29 
A1D5X C23 C23 C 0 1 N N N N N N -18.816 -27.939 4.688  4.371   -1.349 -0.191 C23 A1D5X 30 
A1D5X C24 C24 C 0 1 Y N N N N N -21.806 -27.437 1.895  -0.060  -0.880 0.466  C24 A1D5X 31 
A1D5X C25 C25 C 0 1 Y N N N N N -22.610 -26.270 1.958  -1.098  0.068  0.577  C25 A1D5X 32 
A1D5X O3  O3  O 0 1 N N N N N N -15.323 -27.942 6.318  7.716   0.755  -0.594 O3  A1D5X 33 
A1D5X O4  O4  O 0 1 N N N N N N -15.279 -30.216 6.251  6.905   2.248  0.833  O4  A1D5X 34 
A1D5X N6  N6  N 0 1 Y N N N N N -20.902 -27.710 2.888  1.206   -0.563 0.745  N6  A1D5X 35 
A1D5X N7  N7  N 0 1 Y N N N N N -23.500 -25.929 1.044  -2.331  -0.261 0.293  N7  A1D5X 36 
A1D5X H2  H1  H 0 1 N N N N N N -26.531 -27.837 -3.034 -6.781  -1.900 0.103  H2  A1D5X 37 
A1D5X H3  H2  H 0 1 N N N N N N -26.465 -26.054 -2.826 -6.526  -1.422 -1.593 H3  A1D5X 38 
A1D5X H4  H3  H 0 1 N N N N N N -26.921 -27.990 -5.329 -7.036  0.836  -2.335 H4  A1D5X 39 
A1D5X H5  H4  H 0 1 N N N N N N -22.952 -25.341 -6.359 -9.018  1.766  2.034  H5  A1D5X 40 
A1D5X H6  H5  H 0 1 N N N N N N -23.706 -25.558 -4.009 -7.668  -0.299 1.735  H6  A1D5X 41 
A1D5X H1  H6  H 0 1 N N N N N N -24.181 -27.859 -2.192 -4.762  0.074  0.028  H1  A1D5X 42 
A1D5X H8  H7  H 0 1 N N N N N N -21.275 -30.149 -0.104 0.423   -4.161 -0.386 H8  A1D5X 43 
A1D5X H9  H8  H 0 1 N N N N N N -19.638 -30.615 1.659  2.726   -3.481 0.152  H9  A1D5X 44 
A1D5X H11 H9  H 0 1 N N N N N N -18.882 -30.558 5.191  3.292   0.965  0.493  H11 A1D5X 45 
A1D5X H10 H10 H 0 1 N N N N N N -18.943 -31.064 3.468  2.818   0.508  2.148  H10 A1D5X 46 
A1D5X H12 H11 H 0 1 N N N N N N -16.626 -31.067 4.421  5.032   1.722  2.035  H12 A1D5X 47 
A1D5X H13 H12 H 0 1 N N N N N N -16.817 -29.957 3.022  5.153   0.095  2.753  H13 A1D5X 48 
A1D5X H15 H13 H 0 1 N N N N N N -14.035 -28.467 9.426  8.919   2.576  0.959  H15 A1D5X 49 
A1D5X H14 H14 H 0 1 N N N N N N -15.756 -28.245 8.960  10.067  1.269  0.582  H14 A1D5X 50 
A1D5X H16 H15 H 0 1 N N N N N N -14.832 -29.655 8.339  10.293  2.885  -0.129 H16 A1D5X 51 
A1D5X H19 H16 H 0 1 N N N N N N -13.628 -26.103 8.549  8.719   3.708  -1.885 H19 A1D5X 52 
A1D5X H17 H17 H 0 1 N N N N N N -14.049 -25.731 6.843  7.371   2.680  -2.425 H17 A1D5X 53 
A1D5X H18 H18 H 0 1 N N N N N N -15.351 -25.997 8.051  7.344   3.400  -0.798 H18 A1D5X 54 
A1D5X H7  H19 H 0 1 N N N N N N -22.535 -29.496 -1.190 -2.066  -3.864 -1.603 H7  A1D5X 55 
A1D5X H22 H20 H 0 1 N N N N N N -12.233 -28.113 7.673  10.104  0.258  -1.702 H22 A1D5X 56 
A1D5X H21 H21 H 0 1 N N N N N N -13.046 -29.273 6.569  8.982   0.845  -2.953 H21 A1D5X 57 
A1D5X H20 H22 H 0 1 N N N N N N -12.714 -27.594 6.022  10.330  1.874  -2.414 H20 A1D5X 58 
A1D5X H24 H23 H 0 1 N N N N N N -16.987 -26.995 5.297  6.479   -1.181 -0.623 H24 A1D5X 59 
A1D5X H23 H24 H 0 1 N N N N N N -17.055 -27.454 3.562  6.108   -1.821 0.999  H23 A1D5X 60 
A1D5X H26 H25 H 0 1 N N N N N N -19.312 -27.005 4.387  4.262   -2.388 -0.504 H26 A1D5X 61 
A1D5X H25 H26 H 0 1 N N N N N N -19.084 -28.178 5.728  4.118   -0.691 -1.022 H25 A1D5X 62 
A1D5X H27 H27 H 0 1 N N N N N N -22.486 -25.617 2.810  -0.873  1.075  0.895  H27 A1D5X 63 
# 
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 
A1D5X O1  C1  DOUB N N 1  
A1D5X C1  N1  SING N N 2  
A1D5X C1  C9  SING N N 3  
A1D5X N1  C2  SING N N 4  
A1D5X C2  C3  SING N N 5  
A1D5X C3  C4  DOUB Y N 6  
A1D5X C3  C8  SING Y N 7  
A1D5X C4  N2  SING Y N 8  
A1D5X N2  C5  DOUB Y N 9  
A1D5X C5  C6  SING N N 10 
A1D5X C5  C7  SING Y N 11 
A1D5X C6  N3  TRIP N N 12 
A1D5X C7  C8  DOUB Y N 13 
A1D5X C9  C10 DOUB Y N 14 
A1D5X C9  N7  SING Y N 15 
A1D5X C10 O2  SING N N 16 
A1D5X C10 C11 SING Y N 17 
A1D5X C11 C12 DOUB Y N 18 
A1D5X C11 C24 SING Y N 19 
A1D5X C12 C13 SING Y N 20 
A1D5X C13 C14 DOUB Y N 21 
A1D5X C14 N4  SING N N 22 
A1D5X C14 N6  SING Y N 23 
A1D5X N4  C15 SING N N 24 
A1D5X N4  C23 SING N N 25 
A1D5X C15 C16 SING N N 26 
A1D5X C16 N5  SING N N 27 
A1D5X N5  C17 SING N N 28 
A1D5X N5  C22 SING N N 29 
A1D5X C17 O3  SING N N 30 
A1D5X C17 O4  DOUB N N 31 
A1D5X O3  C18 SING N N 32 
A1D5X C18 C19 SING N N 33 
A1D5X C18 C20 SING N N 34 
A1D5X C18 C21 SING N N 35 
A1D5X C22 C23 SING N N 36 
A1D5X N6  C24 DOUB Y N 37 
A1D5X C24 C25 SING Y N 38 
A1D5X C25 N7  DOUB Y N 39 
A1D5X C2  H2  SING N N 40 
A1D5X C2  H3  SING N N 41 
A1D5X C4  H4  SING N N 42 
A1D5X C7  H5  SING N N 43 
A1D5X C8  H6  SING N N 44 
A1D5X N1  H1  SING N N 45 
A1D5X C12 H8  SING N N 46 
A1D5X C13 H9  SING N N 47 
A1D5X C15 H11 SING N N 48 
A1D5X C15 H10 SING N N 49 
A1D5X C16 H12 SING N N 50 
A1D5X C16 H13 SING N N 51 
A1D5X C19 H15 SING N N 52 
A1D5X C19 H14 SING N N 53 
A1D5X C19 H16 SING N N 54 
A1D5X C20 H19 SING N N 55 
A1D5X C20 H17 SING N N 56 
A1D5X C20 H18 SING N N 57 
A1D5X O2  H7  SING N N 58 
A1D5X C21 H22 SING N N 59 
A1D5X C21 H21 SING N N 60 
A1D5X C21 H20 SING N N 61 
A1D5X C22 H24 SING N N 62 
A1D5X C22 H23 SING N N 63 
A1D5X C23 H26 SING N N 64 
A1D5X C23 H25 SING N N 65 
A1D5X C25 H27 SING N N 66 
# 
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 
A1D5X InChI            InChI                1.06  "InChI=1S/C25H27N7O4/c1-25(2,3)36-24(35)32-10-8-31(9-11-32)20-7-6-18-19(30-20)15-28-21(22(18)33)23(34)29-14-16-4-5-17(12-26)27-13-16/h4-7,13,15,33H,8-11,14H2,1-3H3,(H,29,34)" 
A1D5X InChIKey         InChI                1.06  VXVKDBNSYJRFIQ-UHFFFAOYSA-N                                                                                                                                                    
A1D5X SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)OC(=O)N1CCN(CC1)c2ccc3c(O)c(ncc3n2)C(=O)NCc4ccc(nc4)C#N"                                                                                                              
A1D5X SMILES           CACTVS               3.385 "CC(C)(C)OC(=O)N1CCN(CC1)c2ccc3c(O)c(ncc3n2)C(=O)NCc4ccc(nc4)C#N"                                                                                                              
A1D5X SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(C)OC(=O)N1CCN(CC1)c2ccc3c(n2)cnc(c3O)C(=O)NCc4ccc(nc4)C#N"                                                                                                              
A1D5X SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(C)OC(=O)N1CCN(CC1)c2ccc3c(n2)cnc(c3O)C(=O)NCc4ccc(nc4)C#N"                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1D5X 
_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        "~{tert}-butyl 4-[6-[(6-cyanopyridin-3-yl)methylcarbamoyl]-5-oxidanyl-1,7-naphthyridin-2-yl]piperazine-1-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1D5X "Create component" 2024-02-04 PDBC 
A1D5X "Initial release"  2024-12-18 RCSB 
# 
