data_2I9
# 
_chem_comp.id                                    2I9 
_chem_comp.name                                  "(~{Z})-4-[2-[4-[[2-(4-hydroxyphenyl)-6-oxidanyl-1-benzothiophen-3-yl]oxy]phenoxy]ethylamino]-~{N},~{N}-dimethyl-but-2-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H28 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-01-27 
_chem_comp.pdbx_modified_date                    2023-01-20 
_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                        504.597 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2I9 
_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        7WNV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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.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 
2I9 C10 C1  C 0 1 Y N N -1.362 -18.783 3.561  -4.072 0.046  -0.531 C10 2I9 1  
2I9 C12 C2  C 0 1 Y N N -3.122 -16.943 3.210  -3.632 -2.323 0.088  C12 2I9 2  
2I9 C13 C3  C 0 1 Y N N -1.830 -19.503 5.777  -1.883 0.393  -1.254 C13 2I9 3  
2I9 C14 C4  C 0 1 Y N N -2.693 -20.418 6.631  -1.537 0.750  0.041  C14 2I9 4  
2I9 C15 C5  C 0 1 Y N N -2.514 -20.416 8.128  -0.236 1.108  0.335  C15 2I9 5  
2I9 C16 C6  C 0 1 Y N N -1.474 -19.496 8.746  0.725  1.112  -0.665 C16 2I9 6  
2I9 C17 C7  C 0 1 Y N N -0.618 -18.578 7.880  0.380  0.755  -1.960 C17 2I9 7  
2I9 C18 C8  C 0 1 Y N N -0.792 -18.575 6.374  -0.921 0.396  -2.254 C18 2I9 8  
2I9 C20 C9  C 0 1 N N N -0.212 -18.923 10.673 2.943  1.446  -1.454 C20 2I9 9  
2I9 C21 C10 C 0 1 N N N -0.600 -18.510 12.089 4.321  1.870  -0.939 C21 2I9 10 
2I9 C01 C11 C 0 1 Y N N 2.194  -20.585 2.781  -5.692 3.475  -0.353 C01 2I9 11 
2I9 C02 C12 C 0 1 Y N N 2.670  -19.536 1.816  -6.550 3.238  0.718  C02 2I9 12 
2I9 C03 C13 C 0 1 Y N N 1.845  -18.334 1.454  -6.569 2.000  1.328  C03 2I9 13 
2I9 C04 C14 C 0 1 Y N N 0.465  -18.145 2.092  -5.728 0.980  0.874  C04 2I9 14 
2I9 C05 C15 C 0 1 Y N N 0.043  -19.185 3.011  -4.866 1.218  -0.202 C05 2I9 15 
2I9 C06 C16 C 0 1 Y N N 0.842  -20.426 3.411  -4.867 2.494  -0.808 C06 2I9 16 
2I9 C09 C17 C 0 1 Y N N -1.773 -17.537 2.930  -4.312 -1.020 0.236  C09 2I9 17 
2I9 C23 C18 C 0 1 N N N -2.247 -19.840 13.241 6.136  1.247  0.537  C23 2I9 18 
2I9 C24 C19 C 0 1 N N N -2.497 -19.400 14.693 6.607  0.204  1.517  C24 2I9 19 
2I9 C25 C20 C 0 1 N N N -2.869 -18.167 15.040 7.821  -0.325 1.393  C25 2I9 20 
2I9 C26 C21 C 0 1 N N N -3.101 -16.957 14.100 8.840  0.356  0.580  C26 2I9 21 
2I9 C29 C22 C 0 1 N N N -3.017 -15.439 16.110 10.300 -1.567 0.904  C29 2I9 22 
2I9 C30 C23 C 0 1 N N N -3.384 -14.458 13.825 11.041 0.438  -0.463 C30 2I9 23 
2I9 C31 C24 C 0 1 Y N N -3.990 -16.610 2.011  -3.117 -2.976 1.211  C31 2I9 24 
2I9 C32 C25 C 0 1 Y N N -5.380 -16.030 2.243  -2.488 -4.194 1.069  C32 2I9 25 
2I9 C33 C26 C 0 1 Y N N -5.874 -15.840 3.670  -2.367 -4.774 -0.187 C33 2I9 26 
2I9 C34 C27 C 0 1 Y N N -4.999 -16.230 4.847  -2.878 -4.129 -1.306 C34 2I9 27 
2I9 C35 C28 C 0 1 Y N N -3.612 -16.808 4.625  -3.508 -2.910 -1.173 C35 2I9 28 
2I9 N22 N1  N 0 1 N N N -0.848 -19.700 12.883 4.813  0.873  0.021  N22 2I9 29 
2I9 N27 N2  N 0 1 N N N -3.168 -15.617 14.676 10.026 -0.240 0.347  N27 2I9 30 
2I9 O07 O1  O 0 1 N N N 3.925  -19.680 1.250  -7.370 4.227  1.163  O07 2I9 31 
2I9 O11 O2  O 0 1 N N N -2.072 -19.596 4.412  -3.162 0.035  -1.543 O11 2I9 32 
2I9 O19 O3  O 0 1 N N N -1.357 -19.514 10.140 2.006  1.465  -0.375 O19 2I9 33 
2I9 O28 O4  O 0 1 N N N -3.230 -17.060 12.919 8.613  1.458  0.117  O28 2I9 34 
2I9 O36 O5  O 0 1 N N N -7.152 -15.329 3.909  -1.746 -5.975 -0.322 O36 2I9 35 
2I9 S08 S1  S 0 1 Y N N -0.658 -17.015 1.966  -5.536 -0.674 1.441  S08 2I9 36 
2I9 H1  H1  H 0 1 N N N -3.427 -21.063 6.170  -2.286 0.748  0.820  H1  2I9 37 
2I9 H2  H2  H 0 1 N N N -3.116 -21.059 8.752  0.033  1.386  1.344  H2  2I9 38 
2I9 H3  H3  H 0 1 N N N 0.113  -17.929 8.340  1.128  0.759  -2.739 H3  2I9 39 
2I9 H4  H4  H 0 1 N N N -0.194 -17.931 5.746  -1.189 0.118  -3.263 H4  2I9 40 
2I9 H5  H5  H 0 1 N N N 0.620  -19.643 10.695 2.617  2.138  -2.231 H5  2I9 41 
2I9 H6  H6  H 0 1 N N N 0.080  -18.043 10.081 3.003  0.439  -1.866 H6  2I9 42 
2I9 H7  H7  H 0 1 N N N 0.219  -17.931 12.541 5.015  1.942  -1.777 H7  2I9 43 
2I9 H8  H8  H 0 1 N N N -1.510 -17.894 12.056 4.242  2.840  -0.448 H8  2I9 44 
2I9 H9  H9  H 0 1 N N N 2.814  -21.438 3.017  -5.682 4.446  -0.827 H9  2I9 45 
2I9 H10 H10 H 0 1 N N N 2.222  -17.608 0.749  -7.235 1.820  2.159  H10 2I9 46 
2I9 H11 H11 H 0 1 N N N 0.453  -21.151 4.111  -4.207 2.692  -1.639 H11 2I9 47 
2I9 H12 H12 H 0 1 N N N -2.854 -19.216 12.568 6.070  2.213  1.038  H12 2I9 48 
2I9 H13 H13 H 0 1 N N N -2.542 -20.894 13.130 6.843  1.315  -0.290 H13 2I9 49 
2I9 H14 H14 H 0 1 N N N -2.364 -20.131 15.477 5.958  -0.115 2.319  H14 2I9 50 
2I9 H15 H15 H 0 1 N N N -3.026 -17.992 16.094 8.059  -1.254 1.889  H15 2I9 51 
2I9 H16 H16 H 0 1 N N N -2.863 -16.418 16.587 9.568  -2.279 0.523  H16 2I9 52 
2I9 H17 H17 H 0 1 N N N -2.149 -14.793 16.310 11.301 -1.884 0.612  H17 2I9 53 
2I9 H18 H18 H 0 1 N N N -3.924 -14.971 16.519 10.235 -1.526 1.991  H18 2I9 54 
2I9 H19 H19 H 0 1 N N N -3.403 -13.548 14.442 11.678 1.042  0.184  H19 2I9 55 
2I9 H20 H20 H 0 1 N N N -2.569 -14.386 13.090 11.649 -0.304 -0.981 H20 2I9 56 
2I9 H21 H21 H 0 1 N N N -4.344 -14.564 13.298 10.552 1.082  -1.194 H21 2I9 57 
2I9 H22 H22 H 0 1 N N N -3.628 -16.781 1.008  -3.210 -2.526 2.188  H22 2I9 58 
2I9 H23 H23 H 0 1 N N N -6.006 -15.757 1.406  -2.089 -4.699 1.936  H23 2I9 59 
2I9 H24 H24 H 0 1 N N N -5.367 -16.095 5.854  -2.781 -4.583 -2.281 H24 2I9 60 
2I9 H25 H25 H 0 1 N N N -2.996 -17.113 5.458  -3.909 -2.411 -2.043 H25 2I9 61 
2I9 H26 H26 H 0 1 N N N -0.569 -20.503 12.356 4.155  0.741  0.774  H26 2I9 62 
2I9 H28 H28 H 0 1 N N N 4.327  -20.480 1.569  -8.234 4.246  0.730  H28 2I9 63 
2I9 H29 H29 H 0 1 N N N -7.302 -15.274 4.846  -2.339 -6.735 -0.246 H29 2I9 64 
# 
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 
2I9 O07 C02 SING N N 1  
2I9 C03 C02 SING Y N 2  
2I9 C03 C04 DOUB Y N 3  
2I9 C02 C01 DOUB Y N 4  
2I9 S08 C04 SING Y N 5  
2I9 S08 C09 SING Y N 6  
2I9 C31 C32 DOUB Y N 7  
2I9 C31 C12 SING Y N 8  
2I9 C04 C05 SING Y N 9  
2I9 C32 C33 SING Y N 10 
2I9 C01 C06 SING Y N 11 
2I9 C09 C12 SING N N 12 
2I9 C09 C10 DOUB Y N 13 
2I9 C05 C06 DOUB Y N 14 
2I9 C05 C10 SING Y N 15 
2I9 C12 C35 DOUB Y N 16 
2I9 C10 O11 SING N N 17 
2I9 C33 O36 SING N N 18 
2I9 C33 C34 DOUB Y N 19 
2I9 O11 C13 SING N N 20 
2I9 C35 C34 SING Y N 21 
2I9 C13 C18 DOUB Y N 22 
2I9 C13 C14 SING Y N 23 
2I9 C18 C17 SING Y N 24 
2I9 C14 C15 DOUB Y N 25 
2I9 C17 C16 DOUB Y N 26 
2I9 C15 C16 SING Y N 27 
2I9 C16 O19 SING N N 28 
2I9 O19 C20 SING N N 29 
2I9 C20 C21 SING N N 30 
2I9 C21 N22 SING N N 31 
2I9 N22 C23 SING N N 32 
2I9 O28 C26 DOUB N N 33 
2I9 C23 C24 SING N N 34 
2I9 C30 N27 SING N N 35 
2I9 C26 N27 SING N N 36 
2I9 C26 C25 SING N N 37 
2I9 N27 C29 SING N N 38 
2I9 C24 C25 DOUB N Z 39 
2I9 C14 H1  SING N N 40 
2I9 C15 H2  SING N N 41 
2I9 C17 H3  SING N N 42 
2I9 C18 H4  SING N N 43 
2I9 C20 H5  SING N N 44 
2I9 C20 H6  SING N N 45 
2I9 C21 H7  SING N N 46 
2I9 C21 H8  SING N N 47 
2I9 C01 H9  SING N N 48 
2I9 C03 H10 SING N N 49 
2I9 C06 H11 SING N N 50 
2I9 C23 H12 SING N N 51 
2I9 C23 H13 SING N N 52 
2I9 C24 H14 SING N N 53 
2I9 C25 H15 SING N N 54 
2I9 C29 H16 SING N N 55 
2I9 C29 H17 SING N N 56 
2I9 C29 H18 SING N N 57 
2I9 C30 H19 SING N N 58 
2I9 C30 H20 SING N N 59 
2I9 C30 H21 SING N N 60 
2I9 C31 H22 SING N N 61 
2I9 C32 H23 SING N N 62 
2I9 C34 H24 SING N N 63 
2I9 C35 H25 SING N N 64 
2I9 N22 H26 SING N N 65 
2I9 O07 H28 SING N N 66 
2I9 O36 H29 SING N N 67 
# 
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 
2I9 InChI            InChI                1.03  "InChI=1S/C28H28N2O5S/c1-30(2)26(33)4-3-15-29-16-17-34-22-10-12-23(13-11-22)35-27-24-14-9-21(32)18-25(24)36-28(27)19-5-7-20(31)8-6-19/h3-14,18,29,31-32H,15-17H2,1-2H3/b4-3-" 
2I9 InChIKey         InChI                1.03  NDTWSGVXBKXSCE-ARJAWSKDSA-N                                                                                                                                                   
2I9 SMILES_CANONICAL CACTVS               3.385 "CN(C)C(=O)\C=C/CNCCOc1ccc(Oc2c(sc3cc(O)ccc23)c4ccc(O)cc4)cc1"                                                                                                                
2I9 SMILES           CACTVS               3.385 "CN(C)C(=O)C=CCNCCOc1ccc(Oc2c(sc3cc(O)ccc23)c4ccc(O)cc4)cc1"                                                                                                                  
2I9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)/C=C\CNCCOc1ccc(cc1)Oc2c3ccc(cc3sc2c4ccc(cc4)O)O"                                                                                                                  
2I9 SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)C=CCNCCOc1ccc(cc1)Oc2c3ccc(cc3sc2c4ccc(cc4)O)O"                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           2I9 
_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        "(~{Z})-4-[2-[4-[[2-(4-hydroxyphenyl)-6-oxidanyl-1-benzothiophen-3-yl]oxy]phenoxy]ethylamino]-~{N},~{N}-dimethyl-but-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 
2I9 "Create component" 2022-01-27 PDBJ 
2I9 "Initial release"  2023-01-25 RCSB 
# 
