data_A1H1H
# 
_chem_comp.id                                    A1H1H 
_chem_comp.name                                  "(~{E})-~{N}-methyl-~{N}-[(3-methyl-1-benzofuran-2-yl)methyl]-3-[(2~{R},3~{S})-2-methyl-3-oxidanyl-4-oxidanylidene-1,2,3,5-tetrahydropyrido[2,3-b][1,4]diazepin-8-yl]prop-2-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GW409544 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-22 
_chem_comp.pdbx_modified_date                    2025-08-15 
_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                        420.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H1H 
_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        8RHD 
_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 
A1H1H O2  O1  O 0 1 N N N N N N -33.887 15.813 -1.735 -7.588 0.456  1.952  O2  A1H1H 1  
A1H1H O1  O2  O 0 1 N N N N N N -34.117 24.681 3.958  2.060  0.111  -2.038 O1  A1H1H 2  
A1H1H C1  C1  C 0 1 N N N N N N -37.743 24.135 4.092  4.096  1.725  -1.308 C1  A1H1H 3  
A1H1H N1  N1  N 0 1 N N N N N N -36.357 24.701 4.244  2.782  1.698  -0.660 N1  A1H1H 4  
A1H1H C2  C2  C 0 1 N N N N N N -35.222 24.175 3.725  1.816  0.885  -1.131 C2  A1H1H 5  
A1H1H C3  C3  C 0 1 N N N N N N -35.241 22.967 2.889  0.474  0.932  -0.551 C3  A1H1H 6  
A1H1H C4  C4  C 0 1 N N N N N N -36.195 25.768 5.216  2.519  2.555  0.498  C4  A1H1H 7  
A1H1H C5  C5  C 0 1 N N N N N N -34.173 22.268 2.582  -0.494 0.118  -1.022 C5  A1H1H 8  
A1H1H C6  C6  C 0 1 Y N N N N N -34.122 21.033 1.800  -1.843 0.165  -0.440 C6  A1H1H 9  
A1H1H C7  C7  C 0 1 Y N N N N N -32.919 20.387 1.582  -2.142 1.048  0.603  C7  A1H1H 10 
A1H1H N2  N2  N 0 1 Y N N N N N -32.799 19.227 0.913  -3.346 1.085  1.118  N2  A1H1H 11 
A1H1H C8  C8  C 0 1 Y N N N N N -33.899 18.643 0.443  -4.351 0.304  0.699  C8  A1H1H 12 
A1H1H C9  C9  C 0 1 Y N N N N N -35.175 19.211 0.653  -4.126 -0.598 -0.337 C9  A1H1H 13 
A1H1H C10 C10 C 0 1 Y N N N N N -35.275 20.437 1.312  -2.862 -0.668 -0.919 C10 A1H1H 14 
A1H1H N3  N3  N 0 1 N N N N N N -36.341 18.647 0.214  -5.096 -1.449 -0.846 N3  A1H1H 15 
A1H1H C11 C11 C 0 1 N N R N N N -36.526 17.642 -0.835 -6.499 -1.135 -0.976 C11 A1H1H 16 
A1H1H C12 C12 C 0 1 N N S N N N -35.356 17.677 -1.841 -7.197 -1.155 0.373  C12 A1H1H 17 
A1H1H C13 C13 C 0 1 N N N N N N -34.214 16.898 -1.285 -6.738 -0.043 1.245  C13 A1H1H 18 
A1H1H N4  N4  N 0 1 N N N N N N -33.626 17.404 -0.184 -5.543 0.465  1.356  N4  A1H1H 19 
A1H1H O3  O3  O 0 1 N N N N N N -35.779 17.159 -3.094 -8.605 -1.033 0.164  O3  A1H1H 20 
A1H1H C14 C14 C 0 1 N N N N N N -36.780 16.278 -0.207 -6.646 0.256  -1.595 C14 A1H1H 21 
A1H1H C15 C15 C 0 1 Y N N N N N -37.986 23.111 5.130  4.998  0.710  -0.655 C15 A1H1H 22 
A1H1H C16 C16 C 0 1 Y N N N N N -38.533 23.221 6.364  5.855  0.973  0.342  C16 A1H1H 23 
A1H1H C17 C17 C 0 1 Y N N N N N -38.390 21.946 7.001  6.517  -0.298 0.659  C17 A1H1H 24 
A1H1H C18 C18 C 0 1 Y N N N N N -37.684 21.139 6.110  5.962  -1.241 -0.222 C18 A1H1H 25 
A1H1H O4  O4  O 0 1 Y N N N N N -37.445 21.853 4.962  5.057  -0.593 -0.984 O4  A1H1H 26 
A1H1H C19 C19 C 0 1 Y N N N N N -38.691 21.414 8.248  7.489  -0.687 1.579  C19 A1H1H 27 
A1H1H C20 C20 C 0 1 Y N N N N N -38.338 20.106 8.523  7.902  -2.000 1.618  C20 A1H1H 28 
A1H1H C21 C21 C 0 1 Y N N N N N -37.692 19.315 7.570  7.356  -2.931 0.747  C21 A1H1H 29 
A1H1H C22 C22 C 0 1 Y N N N N N -37.298 19.843 6.357  6.393  -2.560 -0.167 C22 A1H1H 30 
A1H1H C23 C23 C 0 1 N N N N N N -39.213 24.428 6.929  6.091  2.307  1.003  C23 A1H1H 31 
A1H1H H1  H1  H 0 1 N N N N N N -38.481 24.944 4.198  3.985  1.485  -2.365 H1  A1H1H 32 
A1H1H H2  H2  H 0 1 N N N N N N -37.842 23.676 3.097  4.532  2.718  -1.204 H2  A1H1H 33 
A1H1H H3  H3  H 0 1 N N N N N N -36.193 22.633 2.503  0.257  1.619  0.254  H3  A1H1H 34 
A1H1H H4  H4  H 0 1 N N N N N N -37.184 26.106 5.558  2.129  3.515  0.159  H4  A1H1H 35 
A1H1H H5  H5  H 0 1 N N N N N N -35.617 25.397 6.075  1.786  2.074  1.146  H5  A1H1H 36 
A1H1H H6  H6  H 0 1 N N N N N N -35.661 26.609 4.751  3.444  2.713  1.051  H6  A1H1H 37 
A1H1H H7  H7  H 0 1 N N N N N N -33.229 22.646 2.947  -0.278 -0.569 -1.827 H7  A1H1H 38 
A1H1H H8  H8  H 0 1 N N N N N N -32.021 20.842 1.973  -1.375 1.704  0.987  H8  A1H1H 39 
A1H1H H9  H9  H 0 1 N N N N N N -36.235 20.914 1.440  -2.668 -1.362 -1.724 H9  A1H1H 40 
A1H1H H10 H10 H 0 1 N N N N N N -36.901 19.422 -0.079 -4.808 -2.328 -1.140 H10 A1H1H 41 
A1H1H H11 H11 H 0 1 N N N N N N -37.433 17.910 -1.396 -6.970 -1.868 -1.631 H11 A1H1H 42 
A1H1H H12 H12 H 0 1 N N N N N N -35.042 18.724 -1.961 -6.994 -2.104 0.869  H12 A1H1H 43 
A1H1H H13 H13 H 0 1 N N N N N N -32.916 16.840 0.238  -5.485 1.116  2.072  H13 A1H1H 44 
A1H1H H14 H14 H 0 1 N N N N N N -35.302 16.360 -3.284 -9.128 -1.068 0.977  H14 A1H1H 45 
A1H1H H15 H15 H 0 1 N N N N N N -37.626 16.348 0.492  -6.176 0.268  -2.578 H15 A1H1H 46 
A1H1H H16 H16 H 0 1 N N N N N N -37.016 15.549 -0.996 -7.704 0.499  -1.695 H16 A1H1H 47 
A1H1H H17 H17 H 0 1 N N N N N N -35.881 15.952 0.337  -6.164 0.992  -0.952 H17 A1H1H 48 
A1H1H H18 H18 H 0 1 N N N N N N -39.194 22.014 8.992  7.916  0.038  2.257  H18 A1H1H 49 
A1H1H H19 H19 H 0 1 N N N N N N -38.566 19.688 9.492  8.656  -2.306 2.329  H19 A1H1H 50 
A1H1H H20 H20 H 0 1 N N N N N N -37.498 18.275 7.785  7.687  -3.958 0.786  H20 A1H1H 51 
A1H1H H21 H21 H 0 1 N N N N N N -36.721 19.272 5.645  5.974  -3.294 -0.839 H21 A1H1H 52 
A1H1H H22 H22 H 0 1 N N N N N N -40.282 24.401 6.672  5.351  2.460  1.788  H22 A1H1H 53 
A1H1H H23 H23 H 0 1 N N N N N N -39.099 24.435 8.023  7.091  2.325  1.437  H23 A1H1H 54 
A1H1H H24 H24 H 0 1 N N N N N N -38.758 25.336 6.507  6.003  3.101  0.261  H24 A1H1H 55 
# 
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 
A1H1H O3  C12 SING N N 1  
A1H1H C12 C13 SING N N 2  
A1H1H C12 C11 SING N N 3  
A1H1H O2  C13 DOUB N N 4  
A1H1H C13 N4  SING N N 5  
A1H1H C11 C14 SING N N 6  
A1H1H C11 N3  SING N N 7  
A1H1H N4  C8  SING N N 8  
A1H1H N3  C9  SING N N 9  
A1H1H C8  C9  SING Y N 10 
A1H1H C8  N2  DOUB Y N 11 
A1H1H C9  C10 DOUB Y N 12 
A1H1H N2  C7  SING Y N 13 
A1H1H C10 C6  SING Y N 14 
A1H1H C7  C6  DOUB Y N 15 
A1H1H C6  C5  SING N N 16 
A1H1H C5  C3  DOUB N E 17 
A1H1H C3  C2  SING N N 18 
A1H1H C2  O1  DOUB N N 19 
A1H1H C2  N1  SING N N 20 
A1H1H C1  N1  SING N N 21 
A1H1H C1  C15 SING N N 22 
A1H1H N1  C4  SING N N 23 
A1H1H O4  C15 SING Y N 24 
A1H1H O4  C18 SING Y N 25 
A1H1H C15 C16 DOUB Y N 26 
A1H1H C18 C22 DOUB Y N 27 
A1H1H C18 C17 SING Y N 28 
A1H1H C22 C21 SING Y N 29 
A1H1H C16 C23 SING N N 30 
A1H1H C16 C17 SING Y N 31 
A1H1H C17 C19 DOUB Y N 32 
A1H1H C21 C20 DOUB Y N 33 
A1H1H C19 C20 SING Y N 34 
A1H1H C1  H1  SING N N 35 
A1H1H C1  H2  SING N N 36 
A1H1H C3  H3  SING N N 37 
A1H1H C4  H4  SING N N 38 
A1H1H C4  H5  SING N N 39 
A1H1H C4  H6  SING N N 40 
A1H1H C5  H7  SING N N 41 
A1H1H C7  H8  SING N N 42 
A1H1H C10 H9  SING N N 43 
A1H1H N3  H10 SING N N 44 
A1H1H C11 H11 SING N N 45 
A1H1H C12 H12 SING N N 46 
A1H1H N4  H13 SING N N 47 
A1H1H O3  H14 SING N N 48 
A1H1H C14 H15 SING N N 49 
A1H1H C14 H16 SING N N 50 
A1H1H C14 H17 SING N N 51 
A1H1H C19 H18 SING N N 52 
A1H1H C20 H19 SING N N 53 
A1H1H C21 H20 SING N N 54 
A1H1H C22 H21 SING N N 55 
A1H1H C23 H22 SING N N 56 
A1H1H C23 H23 SING N N 57 
A1H1H C23 H24 SING N N 58 
# 
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 
A1H1H InChI            InChI                1.06  "InChI=1S/C23H24N4O4/c1-13-16-6-4-5-7-18(16)31-19(13)12-27(3)20(28)9-8-15-10-17-22(24-11-15)26-23(30)21(29)14(2)25-17/h4-11,14,21,25,29H,12H2,1-3H3,(H,24,26,30)/b9-8+/t14-,21+/m1/s1" 
A1H1H InChIKey         InChI                1.06  YEFHSSWFLULRED-UGZSOSCUSA-N                                                                                                                                                            
A1H1H SMILES_CANONICAL CACTVS               3.385 "C[C@H]1Nc2cc(\C=C\C(=O)N(C)Cc3oc4ccccc4c3C)cnc2NC(=O)[C@H]1O"                                                                                                                         
A1H1H SMILES           CACTVS               3.385 "C[CH]1Nc2cc(C=CC(=O)N(C)Cc3oc4ccccc4c3C)cnc2NC(=O)[CH]1O"                                                                                                                             
A1H1H SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2ccccc2oc1CN(C)C(=O)/C=C/c3cc4c(nc3)NC(=O)[C@H]([C@H](N4)C)O"                                                                                                                     
A1H1H SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c2ccccc2oc1CN(C)C(=O)C=Cc3cc4c(nc3)NC(=O)C(C(N4)C)O"                                                                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           A1H1H 
_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        "(~{E})-~{N}-methyl-~{N}-[(3-methyl-1-benzofuran-2-yl)methyl]-3-[(2~{R},3~{S})-2-methyl-3-oxidanyl-4-oxidanylidene-1,2,3,5-tetrahydropyrido[2,3-b][1,4]diazepin-8-yl]prop-2-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H1H "Create component" 2023-12-22 PDBE 
A1H1H "Initial release"  2025-08-20 RCSB 
# 
