data_A1IAK
# 
_chem_comp.id                                    A1IAK 
_chem_comp.name                                  "[2-(4-hydroxyphenyl)-6-oxidanyl-1-benzothiophen-3-yl]-[4-(propylamino)phenyl]methanone" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H21 N O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl][4-(propylamino)phenyl]methanone" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-07 
_chem_comp.pdbx_modified_date                    2025-04-11 
_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                        403.493 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IAK 
_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        9F8M 
_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 
A1IAK N1  N1  N 0 1 N N N N N N 39.283 -16.819 15.502 4.634  1.821  -0.487 N1  A1IAK 1  
A1IAK C3  C1  C 0 1 Y N N N N N 46.460 -16.266 9.592  -3.666 3.121  -0.615 C3  A1IAK 2  
A1IAK C4  C2  C 0 1 Y N N N N N 45.737 -15.845 10.691 -2.696 2.225  -0.988 C4  A1IAK 3  
A1IAK C5  C3  C 0 1 Y N N N N N 46.080 -16.245 11.973 -2.543 1.007  -0.296 C5  A1IAK 4  
A1IAK C6  C4  C 0 1 Y N N N N N 47.171 -17.110 12.124 -3.391 0.724  0.774  C6  A1IAK 5  
A1IAK C7  C5  C 0 1 Y N N N N N 45.458 -15.946 13.233 -1.580 -0.068 -0.537 C7  A1IAK 6  
A1IAK C8  C6  C 0 1 Y N N N N N 46.080 -16.562 14.286 -1.705 -1.122 0.326  C8  A1IAK 7  
A1IAK C9  C7  C 0 1 Y N N N N N 45.772 -16.488 15.726 -0.859 -2.329 0.299  C9  A1IAK 8  
A1IAK C10 C8  C 0 1 Y N N N N N 45.436 -15.275 16.318 -0.285 -2.810 1.479  C10 A1IAK 9  
A1IAK C11 C9  C 0 1 Y N N N N N 45.146 -15.197 17.669 0.504  -3.939 1.449  C11 A1IAK 10 
A1IAK C12 C10 C 0 1 Y N N N N N 45.221 -16.336 18.456 0.730  -4.599 0.247  C12 A1IAK 11 
A1IAK C13 C11 C 0 1 Y N N N N N 45.563 -17.551 17.880 0.162  -4.124 -0.929 C13 A1IAK 12 
A1IAK C14 C12 C 0 1 Y N N N N N 45.852 -17.617 16.529 -0.633 -3.000 -0.907 C14 A1IAK 13 
A1IAK C1  C13 C 0 1 Y N N N N N 47.901 -17.556 11.027 -4.374 1.648  1.142  C1  A1IAK 14 
A1IAK C15 C14 C 0 1 N N N N N N 44.223 -15.075 13.266 -0.578 -0.021 -1.602 C15 A1IAK 15 
A1IAK C16 C15 C 0 1 Y N N N N N 42.955 -15.543 13.899 0.787  0.461  -1.310 C16 A1IAK 16 
A1IAK C17 C16 C 0 1 Y N N N N N 42.841 -16.799 14.488 1.715  0.607  -2.345 C17 A1IAK 17 
A1IAK C18 C17 C 0 1 Y N N N N N 41.634 -17.228 15.009 2.986  1.057  -2.070 C18 A1IAK 18 
A1IAK C19 C18 C 0 1 Y N N N N N 40.511 -16.399 14.978 3.348  1.367  -0.762 C19 A1IAK 19 
A1IAK C2  C19 C 0 1 Y N N N N N 47.533 -17.128 9.758  -4.511 2.835  0.453  C2  A1IAK 20 
A1IAK C20 C20 C 0 1 Y N N N N N 40.619 -15.146 14.387 2.427  1.223  0.271  C20 A1IAK 21 
A1IAK C21 C21 C 0 1 Y N N N N N 41.823 -14.730 13.846 1.152  0.779  0.002  C21 A1IAK 22 
A1IAK C22 C22 C 0 1 N N N N N N 39.142 -17.895 16.435 5.054  2.037  0.900  C22 A1IAK 23 
A1IAK C23 C23 C 0 1 N N N N N N 37.699 -18.175 16.764 6.537  2.411  0.931  C23 A1IAK 24 
A1IAK C24 C24 C 0 1 N N N N N N 37.175 -17.104 17.680 6.975  2.637  2.379  C24 A1IAK 25 
A1IAK O1  O1  O 0 1 N N N N N N 48.178 -17.569 8.639  -5.470 3.727  0.818  O1  A1IAK 26 
A1IAK O2  O2  O 0 1 N N N N N N 45.029 -16.242 19.804 1.510  -5.711 0.222  O2  A1IAK 27 
A1IAK O3  O3  O 0 1 N N N N N N 44.230 -13.996 12.662 -0.869 -0.379 -2.729 O3  A1IAK 28 
A1IAK S1  S1  S 0 1 Y N N N N N 47.436 -17.535 13.787 -3.003 -0.845 1.469  S1  A1IAK 29 
A1IAK H14 H1  H 0 1 N N N N N N 38.890 -16.016 15.951 5.254  1.991  -1.214 H14 A1IAK 30 
A1IAK H2  H2  H 0 1 N N N N N N 46.190 -15.924 8.604  -3.771 4.053  -1.150 H2  A1IAK 31 
A1IAK H3  H3  H 0 1 N N N N N N 44.889 -15.192 10.549 -2.045 2.455  -1.818 H3  A1IAK 32 
A1IAK H4  H4  H 0 1 N N N N N N 45.401 -14.380 15.714 -0.460 -2.298 2.414  H4  A1IAK 33 
A1IAK H5  H5  H 0 1 N N N N N N 44.862 -14.252 18.109 0.947  -4.311 2.361  H5  A1IAK 34 
A1IAK H6  H6  H 0 1 N N N N N N 45.604 -18.444 18.486 0.341  -4.640 -1.860 H6  A1IAK 35 
A1IAK H7  H7  H 0 1 N N N N N N 46.144 -18.561 16.093 -1.078 -2.634 -1.821 H7  A1IAK 36 
A1IAK H1  H8  H 0 1 N N N N N N 48.739 -18.224 11.160 -5.032 1.429  1.971  H1  A1IAK 37 
A1IAK H10 H9  H 0 1 N N N N N N 43.705 -17.446 14.539 1.434  0.366  -3.360 H10 A1IAK 38 
A1IAK H11 H10 H 0 1 N N N N N N 41.559 -18.214 15.444 3.703  1.169  -2.870 H11 A1IAK 39 
A1IAK H12 H11 H 0 1 N N N N N N 39.759 -14.494 14.350 2.711  1.464  1.285  H12 A1IAK 40 
A1IAK H13 H12 H 0 1 N N N N N N 41.887 -13.760 13.375 0.436  0.672  0.803  H13 A1IAK 41 
A1IAK H15 H13 H 0 1 N N N N N N 39.589 -18.802 16.001 4.466  2.845  1.335  H15 A1IAK 42 
A1IAK H16 H14 H 0 1 N N N N N N 39.673 -17.632 17.362 4.897  1.123  1.473  H16 A1IAK 43 
A1IAK H17 H15 H 0 1 N N N N N N 37.107 -18.186 15.837 7.125  1.604  0.495  H17 A1IAK 44 
A1IAK H18 H16 H 0 1 N N N N N N 37.620 -19.153 17.261 6.693  3.325  0.358  H18 A1IAK 45 
A1IAK H19 H17 H 0 1 N N N N N N 36.121 -17.309 17.920 6.387  3.444  2.815  H19 A1IAK 46 
A1IAK H21 H18 H 0 1 N N N N N N 37.767 -17.093 18.607 6.819  1.723  2.953  H21 A1IAK 47 
A1IAK H20 H19 H 0 1 N N N N N N 37.254 -16.126 17.183 8.032  2.904  2.402  H20 A1IAK 48 
A1IAK H8  H20 H 0 1 N N N N N N 48.888 -18.148 8.890  -6.317 3.599  0.370  H8  A1IAK 49 
A1IAK H9  H21 H 0 1 N N N N N N 45.112 -17.103 20.197 1.015  -6.539 0.280  H9  A1IAK 50 
# 
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 
A1IAK O1  C2  SING N N 1  
A1IAK C3  C2  DOUB Y N 2  
A1IAK C3  C4  SING Y N 3  
A1IAK C2  C1  SING Y N 4  
A1IAK C4  C5  DOUB Y N 5  
A1IAK C1  C6  DOUB Y N 6  
A1IAK C5  C6  SING Y N 7  
A1IAK C5  C7  SING Y N 8  
A1IAK C6  S1  SING Y N 9  
A1IAK O3  C15 DOUB N N 10 
A1IAK C7  C15 SING N N 11 
A1IAK C7  C8  DOUB Y N 12 
A1IAK C15 C16 SING N N 13 
A1IAK S1  C8  SING Y N 14 
A1IAK C21 C16 DOUB Y N 15 
A1IAK C21 C20 SING Y N 16 
A1IAK C16 C17 SING Y N 17 
A1IAK C8  C9  SING N N 18 
A1IAK C20 C19 DOUB Y N 19 
A1IAK C17 C18 DOUB Y N 20 
A1IAK C19 C18 SING Y N 21 
A1IAK C19 N1  SING N N 22 
A1IAK N1  C22 SING N N 23 
A1IAK C9  C10 DOUB Y N 24 
A1IAK C9  C14 SING Y N 25 
A1IAK C10 C11 SING Y N 26 
A1IAK C22 C23 SING N N 27 
A1IAK C14 C13 DOUB Y N 28 
A1IAK C23 C24 SING N N 29 
A1IAK C11 C12 DOUB Y N 30 
A1IAK C13 C12 SING Y N 31 
A1IAK C12 O2  SING N N 32 
A1IAK N1  H14 SING N N 33 
A1IAK C3  H2  SING N N 34 
A1IAK C4  H3  SING N N 35 
A1IAK C10 H4  SING N N 36 
A1IAK C11 H5  SING N N 37 
A1IAK C13 H6  SING N N 38 
A1IAK C14 H7  SING N N 39 
A1IAK C1  H1  SING N N 40 
A1IAK C17 H10 SING N N 41 
A1IAK C18 H11 SING N N 42 
A1IAK C20 H12 SING N N 43 
A1IAK C21 H13 SING N N 44 
A1IAK C22 H15 SING N N 45 
A1IAK C22 H16 SING N N 46 
A1IAK C23 H17 SING N N 47 
A1IAK C23 H18 SING N N 48 
A1IAK C24 H19 SING N N 49 
A1IAK C24 H21 SING N N 50 
A1IAK C24 H20 SING N N 51 
A1IAK O1  H8  SING N N 52 
A1IAK O2  H9  SING N N 53 
# 
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 
A1IAK InChI            InChI                1.06  "InChI=1S/C24H21NO3S/c1-2-13-25-17-7-3-15(4-8-17)23(28)22-20-12-11-19(27)14-21(20)29-24(22)16-5-9-18(26)10-6-16/h3-12,14,25-27H,2,13H2,1H3" 
A1IAK InChIKey         InChI                1.06  GIGLPXYZZURWTH-UHFFFAOYSA-N                                                                                                                 
A1IAK SMILES_CANONICAL CACTVS               3.385 "CCCNc1ccc(cc1)C(=O)c2c(sc3cc(O)ccc23)c4ccc(O)cc4"                                                                                          
A1IAK SMILES           CACTVS               3.385 "CCCNc1ccc(cc1)C(=O)c2c(sc3cc(O)ccc23)c4ccc(O)cc4"                                                                                          
A1IAK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCCNc1ccc(cc1)C(=O)c2c3ccc(cc3sc2c4ccc(cc4)O)O"                                                                                            
A1IAK SMILES           "OpenEye OEToolkits" 2.0.7 "CCCNc1ccc(cc1)C(=O)c2c3ccc(cc3sc2c4ccc(cc4)O)O"                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           A1IAK 
_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        "[2-(4-hydroxyphenyl)-6-oxidanyl-1-benzothiophen-3-yl]-[4-(propylamino)phenyl]methanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IAK "Create component" 2024-05-07 PDBE 
A1IAK "Initial release"  2025-04-16 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IAK 
_pdbx_chem_comp_synonyms.name         "[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl][4-(propylamino)phenyl]methanone" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
