data_A1H3R
# 
_chem_comp.id                                    A1H3R 
_chem_comp.name                                  "(3~{S})-4-[4-(1-benzothiophen-3-yl)-6,7,8,9-tetrahydro-5~{H}-pyrimido[4,5-d]azepin-2-yl]-3-methyl-morpholine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 N4 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         " Respiri-1093" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-06 
_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                        380.506 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H3R 
_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        8RX6 
_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 
A1H3R C1  C1  C 0 1 N N N N N N 61.221 -16.532 -11.565 3.615  0.050  2.118  C1  A1H3R 1  
A1H3R C2  C2  C 0 1 N N S N N N 61.374 -16.512 -10.053 3.916  -0.620 0.776  C2  A1H3R 2  
A1H3R C3  C3  C 0 1 N N N N N N 60.199 -15.869 -9.355  4.957  -1.725 0.979  C3  A1H3R 3  
A1H3R C5  C4  C 0 1 N N N N N N 59.231 -17.930 -8.806  3.999  -2.983 -0.821 C5  A1H3R 4  
A1H3R C6  C5  C 0 1 N N N N N N 60.330 -18.711 -9.480  2.949  -1.891 -1.041 C6  A1H3R 5  
A1H3R C8  C6  C 0 1 Y N N N N N 62.746 -18.322 -9.000  1.698  -0.248 0.086  C8  A1H3R 6  
A1H3R C10 C7  C 0 1 Y N N N N N 63.882 -19.597 -7.498  1.124  1.925  -0.458 C10 A1H3R 7  
A1H3R C11 C8  C 0 1 Y N N N N N 65.100 -19.025 -7.889  -0.193 1.643  -0.183 C11 A1H3R 8  
A1H3R C12 C9  C 0 1 N N N N N N 66.407 -19.445 -7.257  -1.289 2.672  -0.261 C12 A1H3R 9  
A1H3R C13 C10 C 0 1 N N N N N N 66.748 -20.918 -7.418  -0.967 3.746  -1.300 C13 A1H3R 10 
A1H3R C15 C11 C 0 1 N N N N N N 64.541 -21.911 -6.633  1.005  4.385  -0.041 C15 A1H3R 11 
A1H3R C16 C12 C 0 1 N N N N N N 63.803 -20.606 -6.382  1.569  3.279  -0.939 C16 A1H3R 12 
A1H3R C17 C13 C 0 1 Y N N N N N 65.014 -18.036 -8.909  -0.528 0.337  0.209  C17 A1H3R 13 
A1H3R C18 C14 C 0 1 Y N N N N N 66.149 -17.242 -9.368  -1.935 -0.025 0.482  C18 A1H3R 14 
A1H3R C19 C15 C 0 1 Y N N N N N 67.399 -17.729 -9.605  -2.721 0.690  1.289  C19 A1H3R 15 
A1H3R C21 C16 C 0 1 Y N N N N N 67.330 -15.326 -10.166 -3.909 -1.319 0.299  C21 A1H3R 16 
A1H3R C22 C17 C 0 1 Y N N N N N 67.493 -14.000 -10.557 -4.682 -2.385 -0.172 C22 A1H3R 17 
A1H3R C23 C18 C 0 1 Y N N N N N 66.411 -13.139 -10.486 -4.139 -3.305 -1.038 C23 A1H3R 18 
A1H3R C24 C19 C 0 1 Y N N N N N 65.185 -13.591 -10.031 -2.819 -3.180 -1.449 C24 A1H3R 19 
A1H3R C25 C20 C 0 1 Y N N N N N 65.022 -14.910 -9.640  -2.050 -2.148 -1.002 C25 A1H3R 20 
A1H3R C26 C21 C 0 1 Y N N N N N 66.092 -15.804 -9.700  -2.582 -1.192 -0.114 C26 A1H3R 21 
A1H3R N14 N1  N 0 1 N N N N N N 66.020 -21.813 -6.474  -0.256 4.841  -0.629 N14 A1H3R 22 
A1H3R N27 N2  N 0 1 Y N N N N N 63.841 -17.703 -9.471  0.438  -0.572 0.331  N27 A1H3R 23 
A1H3R N7  N3  N 0 1 N N N N N N 61.527 -17.871 -9.504  2.683  -1.209 0.233  N7  A1H3R 24 
A1H3R N9  N4  N 0 1 Y N N N N N 62.707 -19.267 -8.050  2.037  0.971  -0.302 N9  A1H3R 25 
A1H3R O4  O1  O 0 1 N N N N N N 59.018 -16.672 -9.439  5.179  -2.397 -0.264 O4  A1H3R 26 
A1H3R S20 S1  S 0 1 Y N N N N N 68.528 -16.580 -10.203 -4.325 -0.009 1.396  S20 A1H3R 27 
A1H3R H1  H1  H 0 1 N N N N N N 61.110 -15.503 -11.936 3.139  -0.669 2.785  H1  A1H3R 28 
A1H3R H2  H2  H 0 1 N N N N N N 62.113 -16.991 -12.018 4.545  0.401  2.566  H2  A1H3R 29 
A1H3R H3  H3  H 0 1 N N N N N N 60.330 -17.118 -11.836 2.946  0.896  1.959  H3  A1H3R 30 
A1H3R H4  H4  H 0 1 N N N N N N 62.276 -15.932 -9.810  4.303  0.122  0.077  H4  A1H3R 31 
A1H3R H5  H5  H 0 1 N N N N N N 60.453 -15.722 -8.295  5.891  -1.285 1.327  H5  A1H3R 32 
A1H3R H6  H6  H 0 1 N N N N N N 59.999 -14.894 -9.823  4.592  -2.437 1.718  H6  A1H3R 33 
A1H3R H7  H7  H 0 1 N N N N N N 58.300 -18.514 -8.850  3.606  -3.733 -0.134 H7  A1H3R 34 
A1H3R H8  H8  H 0 1 N N N N N N 59.508 -17.759 -7.755  4.240  -3.454 -1.774 H8  A1H3R 35 
A1H3R H9  H9  H 0 1 N N N N N N 60.031 -18.966 -10.508 3.321  -1.170 -1.769 H9  A1H3R 36 
A1H3R H10 H10 H 0 1 N N N N N N 60.532 -19.634 -8.917  2.028  -2.341 -1.413 H10 A1H3R 37 
A1H3R H11 H11 H 0 1 N N N N N N 67.214 -18.855 -7.715  -2.223 2.179  -0.533 H11 A1H3R 38 
A1H3R H12 H12 H 0 1 N N N N N N 66.355 -19.221 -6.181  -1.406 3.144  0.715  H12 A1H3R 39 
A1H3R H13 H13 H 0 1 N N N N N N 66.498 -21.221 -8.445  -0.336 3.322  -2.082 H13 A1H3R 40 
A1H3R H14 H14 H 0 1 N N N N N N 67.828 -21.044 -7.251  -1.891 4.122  -1.738 H14 A1H3R 41 
A1H3R H15 H15 H 0 1 N N N N N N 64.325 -22.238 -7.661  0.824  3.991  0.959  H15 A1H3R 42 
A1H3R H16 H16 H 0 1 N N N N N N 64.166 -22.662 -5.922  1.710  5.214  0.010  H16 A1H3R 43 
A1H3R H17 H17 H 0 1 N N N N N N 64.225 -20.145 -5.477  2.658  3.325  -0.925 H17 A1H3R 44 
A1H3R H18 H18 H 0 1 N N N N N N 62.742 -20.843 -6.212  1.217  3.431  -1.960 H18 A1H3R 45 
A1H3R H19 H19 H 0 1 N N N N N N 67.661 -18.762 -9.430  -2.410 1.583  1.809  H19 A1H3R 46 
A1H3R H20 H20 H 0 1 N N N N N N 68.451 -13.648 -10.911 -5.710 -2.486 0.145  H20 A1H3R 47 
A1H3R H21 H21 H 0 1 N N N N N N 66.525 -12.108 -10.788 -4.740 -4.127 -1.398 H21 A1H3R 48 
A1H3R H22 H22 H 0 1 N N N N N N 64.348 -12.910 -9.980  -2.398 -3.907 -2.128 H22 A1H3R 49 
A1H3R H23 H23 H 0 1 N N N N N N 64.060 -15.249 -9.286  -1.025 -2.063 -1.330 H23 A1H3R 50 
A1H3R H24 H24 H 0 1 N N N N N N 66.396 -22.733 -6.581  -0.102 5.613  -1.261 H24 A1H3R 51 
# 
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 
A1H3R C1  C2  SING N N 1  
A1H3R C22 C23 DOUB Y N 2  
A1H3R C22 C21 SING Y N 3  
A1H3R C23 C24 SING Y N 4  
A1H3R S20 C21 SING Y N 5  
A1H3R S20 C19 SING Y N 6  
A1H3R C21 C26 DOUB Y N 7  
A1H3R C2  N7  SING N N 8  
A1H3R C2  C3  SING N N 9  
A1H3R C24 C25 DOUB Y N 10 
A1H3R C26 C25 SING Y N 11 
A1H3R C26 C18 SING Y N 12 
A1H3R C19 C18 DOUB Y N 13 
A1H3R N7  C6  SING N N 14 
A1H3R N7  C8  SING N N 15 
A1H3R C6  C5  SING N N 16 
A1H3R N27 C8  DOUB Y N 17 
A1H3R N27 C17 SING Y N 18 
A1H3R O4  C3  SING N N 19 
A1H3R O4  C5  SING N N 20 
A1H3R C18 C17 SING N N 21 
A1H3R C8  N9  SING Y N 22 
A1H3R C17 C11 DOUB Y N 23 
A1H3R N9  C10 DOUB Y N 24 
A1H3R C11 C10 SING Y N 25 
A1H3R C11 C12 SING N N 26 
A1H3R C10 C16 SING N N 27 
A1H3R C13 C12 SING N N 28 
A1H3R C13 N14 SING N N 29 
A1H3R C15 N14 SING N N 30 
A1H3R C15 C16 SING N N 31 
A1H3R C1  H1  SING N N 32 
A1H3R C1  H2  SING N N 33 
A1H3R C1  H3  SING N N 34 
A1H3R C2  H4  SING N N 35 
A1H3R C3  H5  SING N N 36 
A1H3R C3  H6  SING N N 37 
A1H3R C5  H7  SING N N 38 
A1H3R C5  H8  SING N N 39 
A1H3R C6  H9  SING N N 40 
A1H3R C6  H10 SING N N 41 
A1H3R C12 H11 SING N N 42 
A1H3R C12 H12 SING N N 43 
A1H3R C13 H13 SING N N 44 
A1H3R C13 H14 SING N N 45 
A1H3R C15 H15 SING N N 46 
A1H3R C15 H16 SING N N 47 
A1H3R C16 H17 SING N N 48 
A1H3R C16 H18 SING N N 49 
A1H3R C19 H19 SING N N 50 
A1H3R C22 H20 SING N N 51 
A1H3R C23 H21 SING N N 52 
A1H3R C24 H22 SING N N 53 
A1H3R C25 H23 SING N N 54 
A1H3R N14 H24 SING N N 55 
# 
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 
A1H3R InChI            InChI                1.06  "InChI=1S/C21H24N4OS/c1-14-12-26-11-10-25(14)21-23-18-7-9-22-8-6-16(18)20(24-21)17-13-27-19-5-3-2-4-15(17)19/h2-5,13-14,22H,6-12H2,1H3/t14-/m0/s1" 
A1H3R InChIKey         InChI                1.06  JTACVXYKEBRWKG-AWEZNQCLSA-N                                                                                                                        
A1H3R SMILES_CANONICAL CACTVS               3.385 "C[C@H]1COCCN1c2nc3CCNCCc3c(n2)c4csc5ccccc45"                                                                                                      
A1H3R SMILES           CACTVS               3.385 "C[CH]1COCCN1c2nc3CCNCCc3c(n2)c4csc5ccccc45"                                                                                                       
A1H3R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1COCCN1c2nc3c(c(n2)c4csc5c4cccc5)CCNCC3"                                                                                                    
A1H3R SMILES           "OpenEye OEToolkits" 2.0.7 "CC1COCCN1c2nc3c(c(n2)c4csc5c4cccc5)CCNCC3"                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           A1H3R 
_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        "(3~{S})-4-[4-(1-benzothiophen-3-yl)-6,7,8,9-tetrahydro-5~{H}-pyrimido[4,5-d]azepin-2-yl]-3-methyl-morpholine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H3R "Create component" 2024-02-06 PDBE 
A1H3R "Initial release"  2025-08-20 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H3R 
_pdbx_chem_comp_synonyms.name         " Respiri-1093" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
