data_A1I1P
# 
_chem_comp.id                                    A1I1P 
_chem_comp.name                                  "(4~{S})-2-azanyl-4-methyl-4-[3-(3-piperazin-1-ylphenyl)-1,2,4-oxadiazol-5-yl]-6,7-dihydro-5~{H}-1-benzothiophene-3-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H24 N6 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-02-11 
_chem_comp.pdbx_modified_date                    2025-08-01 
_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                        420.531 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1I1P 
_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        9IAP 
_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 
A1I1P C4   C1  C 0 1 N N N N N N 16.050 2.155  6.353 5.063  -2.664 0.169  C4   A1I1P 1  
A1I1P C5   C2  C 0 1 N N N N N N 17.527 1.837  6.438 3.534  -2.659 0.079  C5   A1I1P 2  
A1I1P C6   C3  C 0 1 N N S N N N 17.861 0.357  6.144 2.999  -1.350 0.664  C6   A1I1P 3  
A1I1P C7   C4  C 0 1 Y N N N N N 17.098 -1.514 4.423 3.283  1.188  0.054  C7   A1I1P 4  
A1I1P C8   C5  C 0 1 Y N N N N N 16.158 -1.718 3.426 4.124  2.055  -0.588 C8   A1I1P 5  
A1I1P C10  C6  C 0 1 N N N N N N 17.571 -0.521 7.380 3.226  -1.334 2.177  C10  A1I1P 6  
A1I1P N12  N1  N 0 1 N N N N N N 15.980 -2.811 2.660 3.914  3.418  -0.699 N12  A1I1P 7  
A1I1P C13  C7  C 0 1 N N N N N N 18.119 -2.481 4.660 2.070  1.599  0.695  C13  A1I1P 8  
A1I1P C17  C8  C 0 1 Y N N N N N 21.301 -0.211 5.511 -0.484 -0.566 0.249  C17  A1I1P 9  
A1I1P C20  C9  C 0 1 Y N N N N N 22.705 -1.782 6.827 -1.692 1.459  1.061  C20  A1I1P 10 
A1I1P C21  C10 C 0 1 Y N N N N N 23.940 -2.231 7.252 -2.846 2.207  1.190  C21  A1I1P 11 
A1I1P C22  C11 C 0 1 Y N N N N N 25.098 -1.731 6.683 -4.035 1.746  0.659  C22  A1I1P 12 
A1I1P C24  C12 C 0 1 Y N N N N N 23.773 -0.313 5.252 -2.920 -0.224 -0.152 C24  A1I1P 13 
A1I1P C26  C13 C 0 1 N N N N N N 26.200 1.011  4.398 -6.373 1.013  -0.281 C26  A1I1P 14 
A1I1P C1   C14 C 0 1 Y N N N N N 16.978 -0.219 5.047 3.743  -0.189 0.024  C1   A1I1P 15 
A1I1P C11  C15 C 0 1 Y N N N N N 19.302 0.273  5.729 1.525  -1.231 0.372  C11  A1I1P 16 
A1I1P C19  C16 C 0 1 Y N N N N N 22.611 -0.813 5.829 -1.724 0.238  0.389  C19  A1I1P 17 
A1I1P C2   C17 C 0 1 Y N N N N N 15.965 0.505  4.513 4.902  -0.325 -0.632 C2   A1I1P 18 
A1I1P C23  C18 C 0 1 Y N N N N N 25.028 -0.766 5.674 -4.077 0.527  -0.008 C23  A1I1P 19 
A1I1P C27  C19 C 0 1 N N N N N N 27.606 1.490  4.116 -7.653 0.514  -0.956 C27  A1I1P 20 
A1I1P C29  C20 C 0 1 N N N N N N 28.347 -0.858 3.973 -6.890 -1.770 -0.714 C29  A1I1P 21 
A1I1P C3   C21 C 0 1 N N N N N N 15.547 1.882  4.939 5.624  -1.644 -0.826 C3   A1I1P 22 
A1I1P C30  C22 C 0 1 N N N N N N 26.928 -1.311 4.237 -5.610 -1.271 -0.039 C30  A1I1P 23 
A1I1P N14  N2  N 0 1 N N N N N N 18.933 -3.274 4.789 1.107  1.924  1.203  N14  A1I1P 24 
A1I1P N16  N3  N 0 1 Y N N N N N 21.099 0.605  4.510 -0.371 -1.719 -0.358 N16  A1I1P 25 
A1I1P N18  N4  N 0 1 Y N N N N N 20.204 -0.441 6.293 0.741  -0.242 0.722  N18  A1I1P 26 
A1I1P N25  N5  N 0 1 N N N N N N 26.212 -0.312 5.041 -5.281 0.068  -0.549 N25  A1I1P 27 
A1I1P N28  N6  N 0 1 N N N N N N 28.344 0.476  3.311 -7.982 -0.825 -0.446 N28  A1I1P 28 
A1I1P O15  O1  O 0 1 Y N N N N N 19.711 0.949  4.654 0.774  -2.113 -0.294 O15  A1I1P 29 
A1I1P S9   S1  S 0 1 Y N N N N N 15.140 -0.337 3.248 5.465  1.227  -1.231 S9   A1I1P 30 
A1I1P H4A  H1  H 0 1 N N N N N N 15.889 3.215  6.600 5.369  -2.394 1.179  H4A  A1I1P 31 
A1I1P H4B  H2  H 0 1 N N N N N N 15.498 1.524  7.066 5.439  -3.657 -0.074 H4B  A1I1P 32 
A1I1P H5B  H3  H 0 1 N N N N N N 17.876 2.077  7.453 3.230  -2.743 -0.965 H5B  A1I1P 33 
A1I1P H5A  H4  H 0 1 N N N N N N 18.060 2.465  5.709 3.133  -3.501 0.643  H5A  A1I1P 34 
A1I1P H10B H5  H 0 0 N N N N N N 18.175 -0.170 8.230 4.293  -1.415 2.385  H10B A1I1P 35 
A1I1P H10C H6  H 0 0 N N N N N N 16.503 -0.452 7.636 2.845  -0.400 2.591  H10C A1I1P 36 
A1I1P H10A H7  H 0 0 N N N N N N 17.828 -1.567 7.155 2.702  -2.174 2.632  H10A A1I1P 37 
A1I1P H12B H8  H 0 0 N N N N N N 15.213 -2.660 2.036 3.124  3.821  -0.305 H12B A1I1P 38 
A1I1P H12A H9  H 0 0 N N N N N N 16.810 -2.986 2.131 4.556  3.971  -1.171 H12A A1I1P 39 
A1I1P H20  H10 H 0 1 N N N N N N 21.806 -2.184 7.271 -0.764 1.822  1.478  H20  A1I1P 40 
A1I1P H21  H11 H 0 1 N N N N N N 24.002 -2.976 8.032 -2.818 3.154  1.707  H21  A1I1P 41 
A1I1P H22  H12 H 0 1 N N N N N N 26.060 -2.088 7.020 -4.935 2.335  0.762  H22  A1I1P 42 
A1I1P H24  H13 H 0 1 N N N N N N 23.707 0.431  4.472 -2.950 -1.171 -0.670 H24  A1I1P 43 
A1I1P H26B H14 H 0 0 N N N N N N 25.702 1.730  5.065 -6.111 1.994  -0.679 H26B A1I1P 44 
A1I1P H26A H15 H 0 0 N N N N N N 25.646 0.945  3.450 -6.534 1.089  0.794  H26A A1I1P 45 
A1I1P H27B H16 H 0 0 N N N N N N 28.133 1.651  5.068 -8.472 1.199  -0.735 H27B A1I1P 46 
A1I1P H27A H17 H 0 0 N N N N N N 27.562 2.436  3.557 -7.501 0.466  -2.034 H27A A1I1P 47 
A1I1P H29A H18 H 0 0 N N N N N N 28.846 -1.588 3.318 -6.728 -1.845 -1.789 H29A A1I1P 48 
A1I1P H29B H19 H 0 0 N N N N N N 28.890 -0.789 4.927 -7.151 -2.751 -0.316 H29B A1I1P 49 
A1I1P H3A  H20 H 0 1 N N N N N N 15.974 2.624  4.249 6.690  -1.507 -0.646 H3A  A1I1P 50 
A1I1P H3B  H21 H 0 1 N N N N N N 14.449 1.953  4.921 5.466  -2.001 -1.844 H3B  A1I1P 51 
A1I1P H30B H22 H 0 0 N N N N N N 26.406 -1.446 3.278 -5.762 -1.222 1.039  H30B A1I1P 52 
A1I1P H30A H23 H 0 0 N N N N N N 26.948 -2.267 4.781 -4.791 -1.955 -0.260 H30A A1I1P 53 
A1I1P H28B H24 H 0 0 N N N N N N 29.289 0.781  3.193 -8.851 -1.156 -0.837 H28B A1I1P 54 
# 
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 
A1I1P N12 C8   SING N N 1  
A1I1P S9  C8   SING Y N 2  
A1I1P S9  C2   SING Y N 3  
A1I1P N28 C29  SING N N 4  
A1I1P N28 C27  SING N N 5  
A1I1P C8  C7   DOUB Y N 6  
A1I1P C29 C30  SING N N 7  
A1I1P C27 C26  SING N N 8  
A1I1P C30 N25  SING N N 9  
A1I1P C26 N25  SING N N 10 
A1I1P C7  C13  SING N N 11 
A1I1P C7  C1   SING Y N 12 
A1I1P N16 O15  SING Y N 13 
A1I1P N16 C17  DOUB Y N 14 
A1I1P C2  C3   SING N N 15 
A1I1P C2  C1   DOUB Y N 16 
A1I1P O15 C11  SING Y N 17 
A1I1P C13 N14  TRIP N N 18 
A1I1P C3  C4   SING N N 19 
A1I1P N25 C23  SING N N 20 
A1I1P C1  C6   SING N N 21 
A1I1P C24 C23  DOUB Y N 22 
A1I1P C24 C19  SING Y N 23 
A1I1P C17 C19  SING N N 24 
A1I1P C17 N18  SING Y N 25 
A1I1P C23 C22  SING Y N 26 
A1I1P C11 C6   SING N N 27 
A1I1P C11 N18  DOUB Y N 28 
A1I1P C19 C20  DOUB Y N 29 
A1I1P C6  C5   SING N N 30 
A1I1P C6  C10  SING N N 31 
A1I1P C4  C5   SING N N 32 
A1I1P C22 C21  DOUB Y N 33 
A1I1P C20 C21  SING Y N 34 
A1I1P C4  H4A  SING N N 35 
A1I1P C4  H4B  SING N N 36 
A1I1P C5  H5B  SING N N 37 
A1I1P C5  H5A  SING N N 38 
A1I1P C10 H10B SING N N 39 
A1I1P C10 H10C SING N N 40 
A1I1P C10 H10A SING N N 41 
A1I1P N12 H12B SING N N 42 
A1I1P N12 H12A SING N N 43 
A1I1P C20 H20  SING N N 44 
A1I1P C21 H21  SING N N 45 
A1I1P C22 H22  SING N N 46 
A1I1P C24 H24  SING N N 47 
A1I1P C26 H26B SING N N 48 
A1I1P C26 H26A SING N N 49 
A1I1P C27 H27B SING N N 50 
A1I1P C27 H27A SING N N 51 
A1I1P C29 H29A SING N N 52 
A1I1P C29 H29B SING N N 53 
A1I1P C3  H3A  SING N N 54 
A1I1P C3  H3B  SING N N 55 
A1I1P C30 H30B SING N N 56 
A1I1P C30 H30A SING N N 57 
A1I1P N28 H28B 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 
A1I1P InChI            InChI                1.06  "InChI=1S/C22H24N6OS/c1-22(7-3-6-17-18(22)16(13-23)19(24)30-17)21-26-20(27-29-21)14-4-2-5-15(12-14)28-10-8-25-9-11-28/h2,4-5,12,25H,3,6-11,24H2,1H3/t22-/m0/s1" 
A1I1P InChIKey         InChI                1.06  HUFYCADDKXKQNG-QFIPXVFZSA-N                                                                                                                                     
A1I1P SMILES_CANONICAL CACTVS               3.385 "C[C@@]1(CCCc2sc(N)c(C#N)c12)c3onc(n3)c4cccc(c4)N5CCNCC5"                                                                                                       
A1I1P SMILES           CACTVS               3.385 "C[C]1(CCCc2sc(N)c(C#N)c12)c3onc(n3)c4cccc(c4)N5CCNCC5"                                                                                                         
A1I1P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]1(CCCc2c1c(c(s2)N)C#N)c3nc(no3)c4cccc(c4)N5CCNCC5"                                                                                                       
A1I1P SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCCc2c1c(c(s2)N)C#N)c3nc(no3)c4cccc(c4)N5CCNCC5"                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1I1P 
_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        "(4~{S})-2-azanyl-4-methyl-4-[3-(3-piperazin-1-ylphenyl)-1,2,4-oxadiazol-5-yl]-6,7-dihydro-5~{H}-1-benzothiophene-3-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1I1P "Create component" 2025-02-11 PDBE 
A1I1P "Initial release"  2025-08-06 RCSB 
# 
