data_A1H63
# 
_chem_comp.id                                    A1H63 
_chem_comp.name                                  "5-[4-[(7-ethyl-6-oxidanylidene-5~{H}-1,5-naphthyridin-3-yl)methyl]piperazin-1-yl]-~{N}-methyl-pyridine-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-27 
_chem_comp.pdbx_modified_date                    2024-11-29 
_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                        406.481 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H63 
_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        9ETQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1H63 C1  C1  C 0 1 N N N N N N 16.495 44.349 6.360  7.579  -2.153 0.798  C1  A1H63 1  
A1H63 C2  C2  C 0 1 N N N N N N 15.156 43.664 6.219  6.426  -1.266 0.405  C2  A1H63 2  
A1H63 C3  C3  C 0 1 N N N N N N 14.679 42.773 7.113  5.865  -0.443 1.323  C3  A1H63 3  
A1H63 C7  C4  C 0 1 N N N N N N 9.618  40.206 6.468  1.500  2.868  -0.261 C7  A1H63 4  
A1H63 C8  C5  C 0 1 N N N N N N 8.480  41.144 8.417  0.110  1.012  -0.960 C8  A1H63 5  
A1H63 C9  C6  C 0 1 N N N N N N 7.214  41.870 8.875  -1.179 0.248  -0.649 C9  A1H63 6  
A1H63 C10 C7  C 0 1 N N N N N N 5.956  40.736 7.109  -2.203 2.297  0.135  C10 A1H63 7  
A1H63 C11 C8  C 0 1 N N N N N N 7.237  40.049 6.663  -0.913 3.060  -0.177 C11 A1H63 8  
A1H63 C12 C9  C 0 1 Y N N N N N 4.829  41.336 9.253  -3.524 0.479  -0.576 C12 A1H63 9  
A1H63 C13 C10 C 0 1 Y N N N N N 3.600  41.451 8.604  -3.841 -0.643 -1.340 C13 A1H63 10 
A1H63 C14 C11 C 0 1 Y N N N N N 2.450  41.698 9.335  -5.040 -1.288 -1.097 C14 A1H63 11 
A1H63 C15 C12 C 0 1 Y N N N N N 2.562  41.829 10.715 -5.886 -0.798 -0.102 C15 A1H63 12 
A1H63 C16 C13 C 0 1 Y N N N N N 4.839  41.482 10.636 -4.420 0.911  0.402  C16 A1H63 13 
A1H63 C19 C14 C 0 1 Y N N N N N 11.396 41.830 5.659  3.230  1.145  -0.819 C19 A1H63 14 
A1H63 C20 C15 C 0 1 Y N N N N N 12.639 42.439 5.843  4.295  0.338  -0.420 C20 A1H63 15 
A1H63 C21 C16 C 0 1 N N N N N N 14.366 43.996 5.045  5.938  -1.293 -0.921 C21 A1H63 16 
A1H63 O1  O1  O 0 1 N N N N N N 14.717 44.788 4.180  6.460  -2.038 -1.733 O1  A1H63 17 
A1H63 C   C17 C 0 1 N N N N N N 17.341 43.910 7.570  7.050  -3.537 1.181  C   A1H63 18 
A1H63 N5  N1  N 0 1 N N N N N N 13.156 43.363 4.938  4.911  -0.516 -1.308 N5  A1H63 19 
A1H63 C4  C18 C 0 1 Y N N N N N 13.406 42.121 6.980  4.744  0.408  0.911  C4  A1H63 20 
A1H63 C6  C19 C 0 1 Y N N N N N 10.937 40.923 6.617  2.653  1.977  0.122  C6  A1H63 21 
A1H63 C5  C20 C 0 1 Y N N N N N 11.763 40.661 7.700  3.148  1.994  1.419  C5  A1H63 22 
A1H63 N   N2  N 0 1 Y N N N N N 12.959 41.232 7.899  4.156  1.230  1.776  N   A1H63 23 
A1H63 N1  N3  N 0 1 N N N N N N 8.417  40.884 6.961  0.235  2.153  -0.043 N1  A1H63 24 
A1H63 N2  N4  N 0 1 N N N N N N 6.024  41.083 8.535  -2.327 1.156  -0.783 N2  A1H63 25 
A1H63 N3  N5  N 0 1 Y N N N N N 3.734  41.727 11.366 -5.550 0.275  0.606  N3  A1H63 26 
A1H63 C17 C21 C 0 1 N N N N N N 1.331  42.094 11.541 -7.170 -1.480 0.167  C17 A1H63 27 
A1H63 O   O2  O 0 1 N N N N N N 0.217  42.178 11.021 -7.483 -2.462 -0.477 O   A1H63 28 
A1H63 N4  N6  N 0 1 N N N N N N 1.535  42.221 12.854 -7.993 -1.013 1.127  N4  A1H63 29 
A1H63 C18 C22 C 0 1 N N N N N N 0.460  42.565 13.771 -9.265 -1.688 1.393  C18 A1H63 30 
A1H63 H1  H1  H 0 1 N N N N N N 17.077 44.147 5.449  8.268  -2.247 -0.041 H1  A1H63 31 
A1H63 H2  H2  H 0 1 N N N N N N 16.315 45.431 6.447  8.100  -1.715 1.650  H2  A1H63 32 
A1H63 H3  H3  H 0 1 N N N N N N 15.287 42.538 7.974  6.235  -0.415 2.337  H3  A1H63 33 
A1H63 H4  H4  H 0 1 N N N N N N 9.469  40.011 5.396  1.518  3.769  0.352  H4  A1H63 34 
A1H63 H5  H5  H 0 1 N N N N N N 9.701  39.250 7.006  1.585  3.142  -1.312 H5  A1H63 35 
A1H63 H6  H6  H 0 1 N N N N N N 8.566  40.188 8.954  0.965  0.348  -0.834 H6  A1H63 36 
A1H63 H7  H7  H 0 1 N N N N N N 9.358  41.769 8.638  0.079  1.373  -1.988 H7  A1H63 37 
A1H63 H8  H8  H 0 1 N N N N N N 7.253  42.016 9.965  -1.288 -0.582 -1.347 H8  A1H63 38 
A1H63 H9  H9  H 0 1 N N N N N N 7.156  42.849 8.376  -1.137 -0.137 0.370  H9  A1H63 39 
A1H63 H10 H10 H 0 1 N N N N N N 5.814  41.654 6.520  -2.172 1.936  1.163  H10 A1H63 40 
A1H63 H11 H11 H 0 1 N N N N N N 5.106  40.059 6.942  -3.058 2.961  0.009  H11 A1H63 41 
A1H63 H12 H12 H 0 1 N N N N N N 7.189  39.868 5.579  -0.956 3.445  -1.196 H12 A1H63 42 
A1H63 H13 H13 H 0 1 N N N N N N 7.333  39.089 7.191  -0.804 3.890  0.521  H13 A1H63 43 
A1H63 H14 H14 H 0 1 N N N N N N 3.545  41.347 7.530  -3.167 -1.000 -2.104 H14 A1H63 44 
A1H63 H15 H15 H 0 1 N N N N N N 1.491  41.787 8.846  -5.317 -2.161 -1.670 H15 A1H63 45 
A1H63 H16 H16 H 0 1 N N N N N N 5.784  41.394 11.152 -4.182 1.780  0.998  H16 A1H63 46 
A1H63 H17 H17 H 0 1 N N N N N N 10.798 42.057 4.789  2.861  1.115  -1.834 H17 A1H63 47 
A1H63 H18 H18 H 0 1 N N N N N N 18.289 44.468 7.577  6.529  -3.975 0.330  H18 A1H63 48 
A1H63 H19 H19 H 0 1 N N N N N N 16.788 44.116 8.498  7.885  -4.179 1.465  H19 A1H63 49 
A1H63 H20 H20 H 0 1 N N N N N N 17.550 42.832 7.500  6.361  -3.444 2.020  H20 A1H63 50 
A1H63 H21 H21 H 0 1 N N N N N N 12.595 43.584 4.140  4.600  -0.557 -2.226 H21 A1H63 51 
A1H63 H22 H22 H 0 1 N N N N N N 11.418 39.947 8.434  2.694  2.646  2.151  H22 A1H63 52 
A1H63 H24 H24 H 0 1 N N N N N N 2.455  42.075 13.218 -7.742 -0.229 1.641  H24 A1H63 53 
A1H63 H25 H25 H 0 1 N N N N N N 0.854  42.615 14.797 -9.790 -1.171 2.196  H25 A1H63 54 
A1H63 H26 H26 H 0 1 N N N N N N 0.039  43.542 13.492 -9.878 -1.677 0.492  H26 A1H63 55 
A1H63 H27 H27 H 0 1 N N N N N N -0.327 41.798 13.718 -9.074 -2.719 1.690  H27 A1H63 56 
# 
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 
A1H63 O1  C21 DOUB N N 1  
A1H63 N5  C21 SING N N 2  
A1H63 N5  C20 SING N N 3  
A1H63 C21 C2  SING N N 4  
A1H63 C19 C20 DOUB Y N 5  
A1H63 C19 C6  SING Y N 6  
A1H63 C20 C4  SING Y N 7  
A1H63 C2  C1  SING N N 8  
A1H63 C2  C3  DOUB N N 9  
A1H63 C1  C   SING N N 10 
A1H63 C7  C6  SING N N 11 
A1H63 C7  N1  SING N N 12 
A1H63 C6  C5  DOUB Y N 13 
A1H63 C11 N1  SING N N 14 
A1H63 C11 C10 SING N N 15 
A1H63 N1  C8  SING N N 16 
A1H63 C4  C3  SING N N 17 
A1H63 C4  N   DOUB Y N 18 
A1H63 C10 N2  SING N N 19 
A1H63 C5  N   SING Y N 20 
A1H63 C8  C9  SING N N 21 
A1H63 N2  C9  SING N N 22 
A1H63 N2  C12 SING N N 23 
A1H63 C13 C12 DOUB Y N 24 
A1H63 C13 C14 SING Y N 25 
A1H63 C12 C16 SING Y N 26 
A1H63 C14 C15 DOUB Y N 27 
A1H63 C16 N3  DOUB Y N 28 
A1H63 C15 N3  SING Y N 29 
A1H63 C15 C17 SING N N 30 
A1H63 O   C17 DOUB N N 31 
A1H63 C17 N4  SING N N 32 
A1H63 N4  C18 SING N N 33 
A1H63 C1  H1  SING N N 34 
A1H63 C1  H2  SING N N 35 
A1H63 C3  H3  SING N N 36 
A1H63 C7  H4  SING N N 37 
A1H63 C7  H5  SING N N 38 
A1H63 C8  H6  SING N N 39 
A1H63 C8  H7  SING N N 40 
A1H63 C9  H8  SING N N 41 
A1H63 C9  H9  SING N N 42 
A1H63 C10 H10 SING N N 43 
A1H63 C10 H11 SING N N 44 
A1H63 C11 H12 SING N N 45 
A1H63 C11 H13 SING N N 46 
A1H63 C13 H14 SING N N 47 
A1H63 C14 H15 SING N N 48 
A1H63 C16 H16 SING N N 49 
A1H63 C19 H17 SING N N 50 
A1H63 C   H18 SING N N 51 
A1H63 C   H19 SING N N 52 
A1H63 C   H20 SING N N 53 
A1H63 N5  H21 SING N N 54 
A1H63 C5  H22 SING N N 55 
A1H63 N4  H24 SING N N 56 
A1H63 C18 H25 SING N N 57 
A1H63 C18 H26 SING N N 58 
A1H63 C18 H27 SING N N 59 
# 
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 
A1H63 InChI            InChI                1.06  "InChI=1S/C22H26N6O2/c1-3-16-11-19-20(26-21(16)29)10-15(12-24-19)14-27-6-8-28(9-7-27)17-4-5-18(25-13-17)22(30)23-2/h4-5,10-13H,3,6-9,14H2,1-2H3,(H,23,30)(H,26,29)" 
A1H63 InChIKey         InChI                1.06  WQAVGRAETZEADU-UHFFFAOYSA-N                                                                                                                                         
A1H63 SMILES_CANONICAL CACTVS               3.385 "CCC1=Cc2ncc(CN3CCN(CC3)c4ccc(nc4)C(=O)NC)cc2NC1=O"                                                                                                                 
A1H63 SMILES           CACTVS               3.385 "CCC1=Cc2ncc(CN3CCN(CC3)c4ccc(nc4)C(=O)NC)cc2NC1=O"                                                                                                                 
A1H63 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC1=Cc2c(cc(cn2)CN3CCN(CC3)c4ccc(nc4)C(=O)NC)NC1=O"                                                                                                               
A1H63 SMILES           "OpenEye OEToolkits" 2.0.7 "CCC1=Cc2c(cc(cn2)CN3CCN(CC3)c4ccc(nc4)C(=O)NC)NC1=O"                                                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           A1H63 
_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        "5-[4-[(7-ethyl-6-oxidanylidene-5~{H}-1,5-naphthyridin-3-yl)methyl]piperazin-1-yl]-~{N}-methyl-pyridine-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 
A1H63 "Create component" 2024-03-27 PDBE 
A1H63 "Initial release"  2024-12-04 RCSB 
# 
