data_A1IJ9
# 
_chem_comp.id                                    A1IJ9 
_chem_comp.name                                  "[(S)-(1-benzothiophen-3-ylcarbonylamino)-(2-hydroxyphenyl)methyl]phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 N O5 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "((Benzo[b]thiophene-3-carboxamido)(2-hydroxyphenyl)methyl)phosphonic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-06 
_chem_comp.pdbx_modified_date                    2025-04-25 
_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                        363.325 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IJ9 
_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        9F0Q 
_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 
A1IJ9 C02 C1  C 0 1 N N N N N N 17.158 -4.064 8.616  -0.795 0.312  -0.249 C02 A1IJ9 1  
A1IJ9 C04 C2  C 0 1 N N S N N N 16.822 -1.724 7.612  1.638  0.430  -0.212 C04 A1IJ9 2  
A1IJ9 C05 C3  C 0 1 Y N N N N N 15.934 -0.724 8.344  2.622  -0.702 -0.360 C05 A1IJ9 3  
A1IJ9 C06 C4  C 0 1 Y N N N N N 15.008 -1.179 9.267  2.615  -1.747 0.544  C06 A1IJ9 4  
A1IJ9 C07 C5  C 0 1 Y N N N N N 14.209 -0.265 9.945  3.517  -2.786 0.409  C07 A1IJ9 5  
A1IJ9 C08 C6  C 0 1 Y N N N N N 14.341 1.100  9.704  4.428  -2.783 -0.631 C08 A1IJ9 6  
A1IJ9 C09 C7  C 0 1 Y N N N N N 15.275 1.552  8.789  4.440  -1.740 -1.537 C09 A1IJ9 7  
A1IJ9 C10 C8  C 0 1 Y N N N N N 16.068 0.643  8.114  3.532  -0.699 -1.407 C10 A1IJ9 8  
A1IJ9 C16 C9  C 0 1 Y N N N N N 16.650 -5.512 8.676  -2.060 -0.292 0.187  C16 A1IJ9 9  
A1IJ9 C17 C10 C 0 1 Y N N N N N 15.326 -5.808 8.401  -2.130 -1.238 1.132  C17 A1IJ9 10 
A1IJ9 C19 C11 C 0 1 Y N N N N N 16.846 -7.850 8.934  -4.391 -0.637 0.225  C19 A1IJ9 11 
A1IJ9 C20 C12 C 0 1 Y N N N N N 17.555 -9.013 9.201  -5.713 -0.414 -0.172 C20 A1IJ9 12 
A1IJ9 C21 C13 C 0 1 Y N N N N N 18.916 -8.953 9.482  -5.999 0.517  -1.143 C21 A1IJ9 13 
A1IJ9 C22 C14 C 0 1 Y N N N N N 19.565 -7.731 9.499  -4.976 1.244  -1.735 C22 A1IJ9 14 
A1IJ9 C23 C15 C 0 1 Y N N N N N 18.856 -6.575 9.231  -3.672 1.040  -1.358 C23 A1IJ9 15 
A1IJ9 C24 C16 C 0 1 Y N N N N N 17.481 -6.622 8.941  -3.360 0.091  -0.367 C24 A1IJ9 16 
A1IJ9 N03 N1  N 0 1 N N N N N N 16.417 -3.106 7.815  0.368  -0.091 0.299  N03 A1IJ9 17 
A1IJ9 O01 O1  O 0 1 N N N N N N 18.118 -3.715 9.218  -0.796 1.173  -1.109 O01 A1IJ9 18 
A1IJ9 O11 O2  O 0 1 N N N N N N 17.010 1.116  7.194  3.538  0.325  -2.300 O11 A1IJ9 19 
A1IJ9 O13 O3  O 0 1 N N N N N N 17.735 -2.511 5.170  2.633  1.003  2.236  O13 A1IJ9 20 
A1IJ9 O14 O4  O 0 1 N N N N N N 16.984 -0.162 5.257  3.633  2.326  0.334  O14 A1IJ9 21 
A1IJ9 O15 O5  O 0 1 N N N N N N 15.338 -1.986 5.281  1.201  2.810  1.208  O15 A1IJ9 22 
A1IJ9 P12 P1  P 0 1 N N N N N N 16.703 -1.563 5.749  2.303  1.664  0.954  P12 A1IJ9 23 
A1IJ9 S18 S1  S 0 1 Y N N N N N 15.193 -7.532 8.545  -3.728 -1.741 1.422  S18 A1IJ9 24 
A1IJ9 H1  H1  H 0 1 N N N N N N 17.879 -1.568 7.875  1.475  0.898  -1.183 H1  A1IJ9 25 
A1IJ9 H2  H2  H 0 1 N N N N N N 14.907 -2.237 9.459  1.904  -1.753 1.357  H2  A1IJ9 26 
A1IJ9 H3  H3  H 0 1 N N N N N N 13.482 -0.616 10.663 3.510  -3.602 1.117  H3  A1IJ9 27 
A1IJ9 H4  H4  H 0 1 N N N N N N 13.715 1.805  10.231 5.132  -3.595 -0.735 H4  A1IJ9 28 
A1IJ9 H5  H5  H 0 1 N N N N N N 15.384 2.610  8.603  5.152  -1.737 -2.349 H5  A1IJ9 29 
A1IJ9 H6  H6  H 0 1 N N N N N N 14.540 -5.111 8.149  -1.270 -1.637 1.649  H6  A1IJ9 30 
A1IJ9 H7  H7  H 0 1 N N N N N N 17.049 -9.967 9.191  -6.514 -0.977 0.285  H7  A1IJ9 31 
A1IJ9 H8  H8  H 0 1 N N N N N N 19.466 -9.860 9.687  -7.022 0.683  -1.445 H8  A1IJ9 32 
A1IJ9 H9  H9  H 0 1 N N N N N N 20.621 -7.681 9.721  -5.207 1.973  -2.497 H9  A1IJ9 33 
A1IJ9 H10 H10 H 0 1 N N N N N N 19.365 -5.623 9.245  -2.882 1.610  -1.825 H10 A1IJ9 34 
A1IJ9 H11 H11 H 0 1 N N N N N N 15.574 -3.416 7.375  0.364  -0.726 1.033  H11 A1IJ9 35 
A1IJ9 H12 H12 H 0 1 N N N N N N 16.970 2.065  7.159  4.118  1.058  -2.055 H12 A1IJ9 36 
A1IJ9 H13 H13 H 0 1 N N N N N N 17.746 -0.172 4.690  4.341  1.692  0.154  H13 A1IJ9 37 
A1IJ9 H14 H14 H 0 1 N N N N N N 15.417 -2.753 4.726  0.347  2.473  1.511  H14 A1IJ9 38 
# 
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 
A1IJ9 O13 P12 DOUB N N 1  
A1IJ9 O14 P12 SING N N 2  
A1IJ9 O15 P12 SING N N 3  
A1IJ9 P12 C04 SING N N 4  
A1IJ9 O11 C10 SING N N 5  
A1IJ9 C04 N03 SING N N 6  
A1IJ9 C04 C05 SING N N 7  
A1IJ9 N03 C02 SING N N 8  
A1IJ9 C10 C05 DOUB Y N 9  
A1IJ9 C10 C09 SING Y N 10 
A1IJ9 C05 C06 SING Y N 11 
A1IJ9 C17 S18 SING Y N 12 
A1IJ9 C17 C16 DOUB Y N 13 
A1IJ9 S18 C19 SING Y N 14 
A1IJ9 C02 C16 SING N N 15 
A1IJ9 C02 O01 DOUB N N 16 
A1IJ9 C16 C24 SING Y N 17 
A1IJ9 C09 C08 DOUB Y N 18 
A1IJ9 C19 C24 DOUB Y N 19 
A1IJ9 C19 C20 SING Y N 20 
A1IJ9 C24 C23 SING Y N 21 
A1IJ9 C20 C21 DOUB Y N 22 
A1IJ9 C23 C22 DOUB Y N 23 
A1IJ9 C06 C07 DOUB Y N 24 
A1IJ9 C21 C22 SING Y N 25 
A1IJ9 C08 C07 SING Y N 26 
A1IJ9 C04 H1  SING N N 27 
A1IJ9 C06 H2  SING N N 28 
A1IJ9 C07 H3  SING N N 29 
A1IJ9 C08 H4  SING N N 30 
A1IJ9 C09 H5  SING N N 31 
A1IJ9 C17 H6  SING N N 32 
A1IJ9 C20 H7  SING N N 33 
A1IJ9 C21 H8  SING N N 34 
A1IJ9 C22 H9  SING N N 35 
A1IJ9 C23 H10 SING N N 36 
A1IJ9 N03 H11 SING N N 37 
A1IJ9 O11 H12 SING N N 38 
A1IJ9 O14 H13 SING N N 39 
A1IJ9 O15 H14 SING N N 40 
# 
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 
A1IJ9 InChI            InChI                1.06  "InChI=1S/C16H14NO5PS/c18-13-7-3-1-6-11(13)16(23(20,21)22)17-15(19)12-9-24-14-8-4-2-5-10(12)14/h1-9,16,18H,(H,17,19)(H2,20,21,22)/t16-/m0/s1" 
A1IJ9 InChIKey         InChI                1.06  AIGFEXSDJRIIRW-INIZCTEOSA-N                                                                                                                   
A1IJ9 SMILES_CANONICAL CACTVS               3.385 "Oc1ccccc1[C@@H](NC(=O)c2csc3ccccc23)[P](O)(O)=O"                                                                                             
A1IJ9 SMILES           CACTVS               3.385 "Oc1ccccc1[CH](NC(=O)c2csc3ccccc23)[P](O)(O)=O"                                                                                               
A1IJ9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(cs2)C(=O)N[C@H](c3ccccc3O)P(=O)(O)O"                                                                                            
A1IJ9 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(cs2)C(=O)NC(c3ccccc3O)P(=O)(O)O"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1IJ9 
_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        "[(~{S})-(1-benzothiophen-3-ylcarbonylamino)-(2-hydroxyphenyl)methyl]phosphonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IJ9 "Create component" 2024-08-06 PDBE 
A1IJ9 "Modify synonyms"  2024-08-06 PDBE 
A1IJ9 "Initial release"  2025-04-30 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IJ9 
_pdbx_chem_comp_synonyms.name         "((Benzo[b]thiophene-3-carboxamido)(2-hydroxyphenyl)methyl)phosphonic acid" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
