data_A1H8T
# 
_chem_comp.id                                    A1H8T 
_chem_comp.name                                  "[(R)-(1-benzothiophen-2-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-2-carboxamido)(2-hydroxyphenyl)methyl)phosphonic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-20 
_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                     A1H8T 
_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        9F0P 
_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 
A1H8T C17 C1  C 0 1 Y N N N N N -3.580 18.096 39.049 -3.023 0.581  1.175  C17 A1H8T 1  
A1H8T C20 C2  C 0 1 Y N N N N N -4.404 16.568 42.354 -6.661 -0.079 0.563  C20 A1H8T 2  
A1H8T C21 C3  C 0 1 Y N N N N N -5.605 15.953 42.025 -6.538 -0.810 -0.613 C21 A1H8T 3  
A1H8T C22 C4  C 0 1 Y N N N N N -6.109 16.060 40.733 -5.297 -1.054 -1.149 C22 A1H8T 4  
A1H8T C16 C5  C 0 1 Y N N N N N -4.250 18.069 37.836 -1.957 0.206  0.460  C16 A1H8T 5  
A1H8T C19 C6  C 0 1 Y N N N N N -3.704 17.286 41.400 -5.560 0.403  1.197  C19 A1H8T 6  
A1H8T C23 C7  C 0 1 Y N N N N N -5.405 16.783 39.769 -4.149 -0.568 -0.514 C23 A1H8T 7  
A1H8T C02 C8  C 0 1 N N N N N N -3.836 18.742 36.531 -0.564 0.526  0.804  C02 A1H8T 8  
A1H8T C04 C9  C 0 1 N N R N N N -2.993 20.901 35.503 1.828  0.417  0.357  C04 A1H8T 9  
A1H8T C05 C10 C 0 1 Y N N N N N -3.618 22.276 35.696 2.682  -0.814 0.196  C05 A1H8T 10 
A1H8T C06 C11 C 0 1 Y N N N N N -4.387 22.790 34.676 2.410  -1.716 -0.814 C06 A1H8T 11 
A1H8T C07 C12 C 0 1 Y N N N N N -4.996 24.026 34.818 3.192  -2.847 -0.962 C07 A1H8T 12 
A1H8T C08 C13 C 0 1 Y N N N N N -4.837 24.727 36.001 4.248  -3.077 -0.099 C08 A1H8T 13 
A1H8T C09 C14 C 0 1 Y N N N N N -4.066 24.211 37.029 4.524  -2.178 0.913  C09 A1H8T 14 
A1H8T C10 C15 C 0 1 Y N N N N N -3.459 22.972 36.883 3.743  -1.041 1.060  C10 A1H8T 15 
A1H8T C18 C16 C 0 1 Y N N N N N -4.208 17.392 40.093 -4.267 0.170  0.671  C18 A1H8T 16 
A1H8T N03 N1  N 0 1 N N N N N N -3.395 20.105 36.644 0.440  0.098  0.014  N03 A1H8T 17 
A1H8T O01 O1  O 0 1 N N N N N N -3.879 18.180 35.481 -0.319 1.177  1.802  O01 A1H8T 18 
A1H8T O11 O2  O 0 1 N N N N N N -2.680 22.456 37.931 4.016  -0.152 2.051  O11 A1H8T 19 
A1H8T O13 O3  O 0 1 N N N N N N -0.735 19.530 35.068 1.453  2.999  -0.676 O13 A1H8T 20 
A1H8T O14 O4  O 0 1 N N N N N N -0.541 21.495 36.636 3.919  2.173  -0.290 O14 A1H8T 21 
A1H8T O15 O5  O 0 1 N N N N N N -0.796 21.767 34.156 2.488  1.222  -2.139 O15 A1H8T 22 
A1H8T P12 P1  P 0 1 N N N N N N -1.151 20.951 35.356 2.441  1.730  -0.750 P12 A1H8T 23 
A1H8T S24 S1  S 0 1 Y N N N N N -5.683 17.138 38.091 -2.450 -0.723 -0.945 S24 A1H8T 24 
A1H8T H1  H1  H 0 1 N N N N N N -2.645 18.619 39.183 -2.932 1.159  2.083  H1  A1H8T 25 
A1H8T H2  H2  H 0 1 N N N N N N -4.015 16.486 43.358 -7.641 0.108  0.976  H2  A1H8T 26 
A1H8T H3  H3  H 0 1 N N N N N N -6.147 15.392 42.772 -7.422 -1.188 -1.106 H3  A1H8T 27 
A1H8T H4  H4  H 0 1 N N N N N N -7.044 15.584 40.476 -5.207 -1.623 -2.062 H4  A1H8T 28 
A1H8T H5  H5  H 0 1 N N N N N N -2.771 17.764 41.660 -5.673 0.970  2.110  H5  A1H8T 29 
A1H8T H6  H6  H 0 1 N N N N N N -3.362 20.455 34.568 1.878  0.761  1.390  H6  A1H8T 30 
A1H8T H7  H7  H 0 1 N N N N N N -4.516 22.228 33.763 1.586  -1.538 -1.490 H7  A1H8T 31 
A1H8T H8  H8  H 0 1 N N N N N N -5.588 24.438 34.015 2.978  -3.551 -1.752 H8  A1H8T 32 
A1H8T H9  H9  H 0 1 N N N N N N -5.319 25.686 36.123 4.857  -3.961 -0.216 H9  A1H8T 33 
A1H8T H10 H10 H 0 1 N N N N N N -3.937 24.772 37.943 5.348  -2.359 1.586  H10 A1H8T 34 
A1H8T H11 H11 H 0 1 N N N N N N -3.364 20.523 37.552 0.244  -0.421 -0.781 H11 A1H8T 35 
A1H8T H12 H12 H 0 1 N N N N N N -2.685 23.065 38.660 3.558  -0.337 2.882  H12 A1H8T 36 
A1H8T H13 H13 H 0 1 N N N N N N -0.348 19.482 34.202 0.544  2.805  -0.939 H13 A1H8T 37 
A1H8T H14 H14 H 0 1 N N N N N N -0.033 22.273 36.439 4.569  1.456  -0.310 H14 A1H8T 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 
A1H8T O15 P12 DOUB N N 1  
A1H8T C06 C07 DOUB Y N 2  
A1H8T C06 C05 SING Y N 3  
A1H8T C07 C08 SING Y N 4  
A1H8T O13 P12 SING N N 5  
A1H8T P12 C04 SING N N 6  
A1H8T P12 O14 SING N N 7  
A1H8T O01 C02 DOUB N N 8  
A1H8T C04 C05 SING N N 9  
A1H8T C04 N03 SING N N 10 
A1H8T C05 C10 DOUB Y N 11 
A1H8T C08 C09 DOUB Y N 12 
A1H8T C02 N03 SING N N 13 
A1H8T C02 C16 SING N N 14 
A1H8T C10 C09 SING Y N 15 
A1H8T C10 O11 SING N N 16 
A1H8T C16 S24 SING Y N 17 
A1H8T C16 C17 DOUB Y N 18 
A1H8T S24 C23 SING Y N 19 
A1H8T C17 C18 SING Y N 20 
A1H8T C23 C18 DOUB Y N 21 
A1H8T C23 C22 SING Y N 22 
A1H8T C18 C19 SING Y N 23 
A1H8T C22 C21 DOUB Y N 24 
A1H8T C19 C20 DOUB Y N 25 
A1H8T C21 C20 SING Y N 26 
A1H8T C17 H1  SING N N 27 
A1H8T C20 H2  SING N N 28 
A1H8T C21 H3  SING N N 29 
A1H8T C22 H4  SING N N 30 
A1H8T C19 H5  SING N N 31 
A1H8T C04 H6  SING N N 32 
A1H8T C06 H7  SING N N 33 
A1H8T C07 H8  SING N N 34 
A1H8T C08 H9  SING N N 35 
A1H8T C09 H10 SING N N 36 
A1H8T N03 H11 SING N N 37 
A1H8T O11 H12 SING N N 38 
A1H8T O13 H13 SING N N 39 
A1H8T O14 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 
A1H8T InChI            InChI                1.06  "InChI=1S/C16H14NO5PS/c18-12-7-3-2-6-11(12)16(23(20,21)22)17-15(19)14-9-10-5-1-4-8-13(10)24-14/h1-9,16,18H,(H,17,19)(H2,20,21,22)/t16-/m1/s1" 
A1H8T InChIKey         InChI                1.06  SRTGADYCBXYINQ-MRXNPFEDSA-N                                                                                                                   
A1H8T SMILES_CANONICAL CACTVS               3.385 "Oc1ccccc1[C@H](NC(=O)c2sc3ccccc3c2)[P](O)(O)=O"                                                                                              
A1H8T SMILES           CACTVS               3.385 "Oc1ccccc1[CH](NC(=O)c2sc3ccccc3c2)[P](O)(O)=O"                                                                                               
A1H8T SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cc(s2)C(=O)N[C@@H](c3ccccc3O)P(=O)(O)O"                                                                                           
A1H8T SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cc(s2)C(=O)NC(c3ccccc3O)P(=O)(O)O"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1H8T 
_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        "[(~{R})-(1-benzothiophen-2-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 
A1H8T "Create component" 2024-04-20 PDBE 
A1H8T "Modify synonyms"  2024-08-06 PDBE 
A1H8T "Initial release"  2025-04-30 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H8T 
_pdbx_chem_comp_synonyms.name         "((Benzo[b]thiophene-2-carboxamido)(2-hydroxyphenyl)methyl)phosphonic acid" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
