data_A1I1Z
# 
_chem_comp.id                                    A1I1Z 
_chem_comp.name                                  "(4~{S})-2-azanyl-4-methyl-4-[3-[2-[[(2~{S})-1-methylpyrrolidin-2-yl]methoxy]pyrimidin-4-yl]-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 H25 N7 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-02-14 
_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                        451.545 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1I1Z 
_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        9IB4 
_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 
A1I1Z C5   C1  C 0 1 N N N N N N 27.227 1.371  2.142 6.815  -2.618 -0.208 C5   A1I1Z 1  
A1I1Z C6   C2  C 0 1 N N N N N N 27.636 2.544  2.992 7.914  -1.856 0.563  C6   A1I1Z 2  
A1I1Z C7   C3  C 0 1 N N N N N N 27.936 1.939  4.360 7.404  -0.391 0.541  C7   A1I1Z 3  
A1I1Z C8   C4  C 0 1 N N N N N N 29.299 0.012  1.794 4.480  -2.570 0.448  C8   A1I1Z 4  
A1I1Z C10  C5  C 0 1 N N N N N N 16.185 1.924  6.393 -6.219 0.474  0.962  C10  A1I1Z 5  
A1I1Z C13  C6  C 0 1 Y N N N N N 16.132 0.339  4.498 -4.902 -1.258 -0.222 C13  A1I1Z 6  
A1I1Z C15  C7  C 0 1 Y N N N N N 17.219 -1.722 4.452 -2.600 -1.489 -0.069 C15  A1I1Z 7  
A1I1Z C22  C8  C 0 1 Y N N N N N 21.511 -0.157 5.586 -0.668 2.192  -0.223 C22  A1I1Z 8  
A1I1Z C11  C9  C 0 1 N N N N N N 17.684 1.639  6.444 -5.052 1.406  0.620  C11  A1I1Z 9  
A1I1Z C12  C10 C 0 1 N N S N N N 18.008 0.147  6.162 -3.733 0.678  0.887  C12  A1I1Z 10 
A1I1Z C14  C11 C 0 1 Y N N N N N 17.129 -0.398 5.052 -3.773 -0.678 0.201  C14  A1I1Z 11 
A1I1Z C16  C12 C 0 1 Y N N N N N 16.265 -1.932 3.468 -2.889 -2.670 -0.695 C16  A1I1Z 12 
A1I1Z C18  C13 C 0 1 N N N N N N 17.766 -0.699 7.425 -3.550 0.485  2.394  C18  A1I1Z 13 
A1I1Z C19  C14 C 0 1 Y N N N N N 19.460 0.098  5.739 -2.588 1.490  0.340  C19  A1I1Z 14 
A1I1Z C2   C15 C 0 1 N N N N N N 27.405 -0.447 5.012 5.132  0.615  0.076  C2   A1I1Z 15 
A1I1Z C25  C16 C 0 1 Y N N N N N 22.844 -0.719 5.885 0.799  2.306  -0.425 C25  A1I1Z 16 
A1I1Z C27  C17 C 0 1 Y N N N N N 25.083 -0.681 5.589 2.924  1.453  -0.161 C27  A1I1Z 17 
A1I1Z C29  C18 C 0 1 Y N N N N N 24.278 -2.126 7.105 2.714  3.477  -1.241 C29  A1I1Z 18 
A1I1Z C3   C19 C 0 1 N N S N N N 28.223 0.453  4.114 5.872  -0.590 0.658  C3   A1I1Z 19 
A1I1Z C30  C20 C 0 1 Y N N N N N 22.990 -1.717 6.841 1.341  3.415  -1.077 C30  A1I1Z 20 
A1I1Z C31  C21 C 0 1 N N N N N N 18.194 -2.723 4.756 -1.270 -1.092 0.285  C31  A1I1Z 21 
A1I1Z C9   C22 C 0 1 N N N N N N 15.671 1.686  4.974 -6.283 -0.648 -0.077 C9   A1I1Z 22 
A1I1Z N21  N1  N 0 1 Y N N N N N 21.252 0.672  4.608 -1.573 3.053  -0.608 N21  A1I1Z 23 
A1I1Z N23  N2  N 0 1 Y N N N N N 20.408 -0.532 6.325 -1.317 1.176  0.389  N23  A1I1Z 24 
A1I1Z N24  N3  N 0 1 N N N N N N 16.084 -3.032 2.703 -1.950 -3.617 -1.061 N24  A1I1Z 25 
A1I1Z N26  N4  N 0 1 Y N N N N N 23.888 -0.185 5.237 1.618  1.355  0.018  N26  A1I1Z 26 
A1I1Z N28  N5  N 0 1 Y N N N N N 25.352 -1.629 6.485 3.466  2.490  -0.780 N28  A1I1Z 27 
A1I1Z N32  N6  N 0 1 N N N N N N 19.006 -3.482 4.986 -0.216 -0.777 0.566  N32  A1I1Z 28 
A1I1Z N4   N7  N 0 1 N N N N N N 28.076 0.233  2.625 5.588  -1.803 -0.138 N4   A1I1Z 29 
A1I1Z O1   O1  O 0 1 N N N N N N 26.018 -0.119 4.809 3.728  0.465  0.298  O1   A1I1Z 30 
A1I1Z O20  O2  O 0 1 Y N N N N N 19.833 0.846  4.700 -2.678 2.665  -0.292 O20  A1I1Z 31 
A1I1Z S17  S1  S 0 1 Y N N N N N 15.285 -0.519 3.245 -4.564 -2.814 -0.963 S17  A1I1Z 32 
A1I1Z H5A  H1  H 0 1 N N N N N N 27.422 1.576  1.079 7.115  -2.748 -1.248 H5A  A1I1Z 33 
A1I1Z H5B  H2  H 0 1 N N N N N N 26.160 1.145  2.282 6.643  -3.589 0.256  H5B  A1I1Z 34 
A1I1Z H6A  H3  H 0 1 N N N N N N 28.531 3.031  2.578 7.991  -2.222 1.587  H6A  A1I1Z 35 
A1I1Z H6B  H4  H 0 1 N N N N N N 26.819 3.277  3.062 8.872  -1.938 0.050  H6B  A1I1Z 36 
A1I1Z H7B  H5  H 0 1 N N N N N N 28.813 2.428  4.810 7.791  0.170  1.392  H7B  A1I1Z 37 
A1I1Z H7A  H6  H 0 1 N N N N N N 27.069 2.055  5.027 7.664  0.099  -0.397 H7A  A1I1Z 38 
A1I1Z H8A  H7  H 0 1 N N N N N N 29.873 -0.833 2.202 4.748  -2.882 1.458  H8A  A1I1Z 39 
A1I1Z H8B  H8  H 0 1 N N N N N N 29.003 -0.212 0.759 3.587  -1.946 0.486  H8B  A1I1Z 40 
A1I1Z H8C  H9  H 0 1 N N N N N N 29.921 0.919  1.809 4.284  -3.450 -0.164 H8C  A1I1Z 41 
A1I1Z H10A H10 H 0 0 N N N N N N 16.000 2.970  6.680 -6.064 0.046  1.953  H10A A1I1Z 42 
A1I1Z H10B H11 H 0 0 N N N N N N 15.660 1.255  7.090 -7.151 1.038  0.950  H10B A1I1Z 43 
A1I1Z H11B H12 H 0 0 N N N N N N 18.060 1.900  7.444 -5.107 1.686  -0.432 H11B A1I1Z 44 
A1I1Z H11A H13 H 0 0 N N N N N N 18.188 2.260  5.689 -5.107 2.302  1.238  H11A A1I1Z 45 
A1I1Z H18A H14 H 0 0 N N N N N N 18.394 -0.322 8.246 -4.376 -0.107 2.787  H18A A1I1Z 46 
A1I1Z H18B H15 H 0 0 N N N N N N 16.707 -0.632 7.714 -2.610 -0.033 2.583  H18B A1I1Z 47 
A1I1Z H18C H16 H 0 0 N N N N N N 18.024 -1.748 7.218 -3.533 1.458  2.886  H18C A1I1Z 48 
A1I1Z H2B  H17 H 0 1 N N N N N N 27.584 -1.500 4.751 5.481  1.526  0.562  H2B  A1I1Z 49 
A1I1Z H2A  H18 H 0 1 N N N N N N 27.680 -0.278 6.064 5.326  0.678  -0.995 H2A  A1I1Z 50 
A1I1Z H29  H19 H 0 1 N N N N N N 24.428 -2.890 7.854 3.167  4.320  -1.741 H29  A1I1Z 51 
A1I1Z H3   H20 H 0 1 N N N N N N 29.281 0.286  4.364 5.588  -0.743 1.699  H3   A1I1Z 52 
A1I1Z H30  H21 H 0 1 N N N N N N 22.140 -2.148 7.349 0.704  4.206  -1.444 H30  A1I1Z 53 
A1I1Z H9B  H22 H 0 1 N N N N N N 16.064 2.466  4.305 -6.987 -1.412 0.254  H9B  A1I1Z 54 
A1I1Z H9A  H23 H 0 1 N N N N N N 14.572 1.720  4.971 -6.606 -0.241 -1.035 H9A  A1I1Z 55 
A1I1Z H24B H24 H 0 0 N N N N N N 15.342 -2.868 2.053 -1.010 -3.466 -0.874 H24B A1I1Z 56 
A1I1Z H24A H25 H 0 0 N N N N N N 16.927 -3.233 2.204 -2.231 -4.434 -1.503 H24A A1I1Z 57 
# 
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 
A1I1Z C8  N4   SING N N 1  
A1I1Z C5  N4   SING N N 2  
A1I1Z C5  C6   SING N N 3  
A1I1Z N4  C3   SING N N 4  
A1I1Z N24 C16  SING N N 5  
A1I1Z C6  C7   SING N N 6  
A1I1Z S17 C16  SING Y N 7  
A1I1Z S17 C13  SING Y N 8  
A1I1Z C16 C15  DOUB Y N 9  
A1I1Z C3  C7   SING N N 10 
A1I1Z C3  C2   SING N N 11 
A1I1Z C15 C31  SING N N 12 
A1I1Z C15 C14  SING Y N 13 
A1I1Z C13 C9   SING N N 14 
A1I1Z C13 C14  DOUB Y N 15 
A1I1Z N21 O20  SING Y N 16 
A1I1Z N21 C22  DOUB Y N 17 
A1I1Z O20 C19  SING Y N 18 
A1I1Z C31 N32  TRIP N N 19 
A1I1Z O1  C2   SING N N 20 
A1I1Z O1  C27  SING N N 21 
A1I1Z C9  C10  SING N N 22 
A1I1Z C14 C12  SING N N 23 
A1I1Z N26 C27  DOUB Y N 24 
A1I1Z N26 C25  SING Y N 25 
A1I1Z C22 C25  SING N N 26 
A1I1Z C22 N23  SING Y N 27 
A1I1Z C27 N28  SING Y N 28 
A1I1Z C19 C12  SING N N 29 
A1I1Z C19 N23  DOUB Y N 30 
A1I1Z C25 C30  DOUB Y N 31 
A1I1Z C12 C11  SING N N 32 
A1I1Z C12 C18  SING N N 33 
A1I1Z C10 C11  SING N N 34 
A1I1Z N28 C29  DOUB Y N 35 
A1I1Z C30 C29  SING Y N 36 
A1I1Z C5  H5A  SING N N 37 
A1I1Z C5  H5B  SING N N 38 
A1I1Z C6  H6A  SING N N 39 
A1I1Z C6  H6B  SING N N 40 
A1I1Z C7  H7B  SING N N 41 
A1I1Z C7  H7A  SING N N 42 
A1I1Z C8  H8A  SING N N 43 
A1I1Z C8  H8B  SING N N 44 
A1I1Z C8  H8C  SING N N 45 
A1I1Z C10 H10A SING N N 46 
A1I1Z C10 H10B SING N N 47 
A1I1Z C11 H11B SING N N 48 
A1I1Z C11 H11A SING N N 49 
A1I1Z C18 H18A SING N N 50 
A1I1Z C18 H18B SING N N 51 
A1I1Z C18 H18C SING N N 52 
A1I1Z C2  H2B  SING N N 53 
A1I1Z C2  H2A  SING N N 54 
A1I1Z C29 H29  SING N N 55 
A1I1Z C3  H3   SING N N 56 
A1I1Z C30 H30  SING N N 57 
A1I1Z C9  H9B  SING N N 58 
A1I1Z C9  H9A  SING N N 59 
A1I1Z N24 H24B SING N N 60 
A1I1Z N24 H24A SING N N 61 
# 
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 
A1I1Z InChI            InChI                1.06  "InChI=1S/C22H25N7O2S/c1-22(8-3-6-16-17(22)14(11-23)18(24)32-16)20-27-19(28-31-20)15-7-9-25-21(26-15)30-12-13-5-4-10-29(13)2/h7,9,13H,3-6,8,10,12,24H2,1-2H3/t13-,22-/m0/s1" 
A1I1Z InChIKey         InChI                1.06  XLEYQXWFBWKQPF-XMHCIUCPSA-N                                                                                                                                                  
A1I1Z SMILES_CANONICAL CACTVS               3.385 "CN1CCC[C@H]1COc2nccc(n2)c3noc(n3)[C@@]4(C)CCCc5sc(N)c(C#N)c45"                                                                                                              
A1I1Z SMILES           CACTVS               3.385 "CN1CCC[CH]1COc2nccc(n2)c3noc(n3)[C]4(C)CCCc5sc(N)c(C#N)c45"                                                                                                                 
A1I1Z SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]1(CCCc2c1c(c(s2)N)C#N)c3nc(no3)c4ccnc(n4)OC[C@@H]5CCCN5C"                                                                                                             
A1I1Z SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCCc2c1c(c(s2)N)C#N)c3nc(no3)c4ccnc(n4)OCC5CCCN5C"                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           A1I1Z 
_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-[2-[[(2~{S})-1-methylpyrrolidin-2-yl]methoxy]pyrimidin-4-yl]-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 
A1I1Z "Create component" 2025-02-14 PDBE 
A1I1Z "Initial release"  2025-08-06 RCSB 
# 
