data_A1H8W
# 
_chem_comp.id                                    A1H8W 
_chem_comp.name                                  "[(R)-(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                     2024-04-20 
_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                     A1H8W 
_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 
A1H8W C17 C1  C 0 1 Y N N N N N -5.325 18.046 38.236 -2.135 1.184  1.183  C17 A1H8W 1  
A1H8W C20 C2  C 0 1 Y N N N N N -2.541 18.089 41.121 -5.715 0.400  -0.154 C20 A1H8W 2  
A1H8W C21 C3  C 0 1 Y N N N N N -1.282 18.662 40.964 -5.994 -0.472 -1.180 C21 A1H8W 3  
A1H8W C22 C4  C 0 1 Y N N N N N -0.945 19.257 39.750 -4.964 -1.132 -1.836 C22 A1H8W 4  
A1H8W C24 C5  C 0 1 Y N N N N N -3.131 18.705 38.862 -3.356 -0.062 -0.392 C24 A1H8W 5  
A1H8W C16 C6  C 0 1 Y N N N N N -4.135 18.653 37.871 -2.059 0.302  0.179  C16 A1H8W 6  
A1H8W C19 C7  C 0 1 Y N N N N N -3.458 18.112 40.069 -4.393 0.614  0.250  C19 A1H8W 7  
A1H8W C23 C8  C 0 1 Y N N N N N -1.861 19.281 38.705 -3.661 -0.943 -1.446 C23 A1H8W 8  
A1H8W C02 C9  C 0 1 N N N N N N -3.923 19.286 36.497 -0.788 -0.251 -0.306 C02 A1H8W 9  
A1H8W C04 C10 C 0 1 N N R N N N -3.273 21.443 35.308 1.641  -0.424 -0.218 C04 A1H8W 10 
A1H8W C05 C11 C 0 1 Y N N N N N -3.845 22.840 35.531 2.651  0.687  -0.358 C05 A1H8W 11 
A1H8W C06 C12 C 0 1 Y N N N N N -4.641 23.404 34.546 2.652  1.737  0.540  C06 A1H8W 12 
A1H8W C07 C13 C 0 1 Y N N N N N -5.183 24.668 34.728 3.577  2.756  0.412  C07 A1H8W 13 
A1H8W C08 C14 C 0 1 Y N N N N N -4.938 25.358 35.902 4.504  2.727  -0.614 C08 A1H8W 14 
A1H8W C09 C15 C 0 1 Y N N N N N -4.145 24.798 36.890 4.507  1.679  -1.514 C09 A1H8W 15 
A1H8W C10 C16 C 0 1 Y N N N N N -3.601 23.534 36.709 3.583  0.652  -1.385 C10 A1H8W 16 
A1H8W N03 N1  N 0 1 N N N N N N -3.527 20.683 36.505 0.373  0.127  0.266  N03 A1H8W 17 
A1H8W O01 O1  O 0 1 N N N N N N -4.091 18.695 35.480 -0.782 -1.050 -1.224 O01 A1H8W 18 
A1H8W O11 O2  O 0 1 N N N N N N -2.803 22.999 37.733 3.587  -0.383 -2.265 O11 A1H8W 19 
A1H8W O13 O3  O 0 1 N N N N N N -1.095 22.393 34.014 2.585  -0.994 2.251  O13 A1H8W 20 
A1H8W O14 O4  O 0 1 N N N N N N -0.837 21.939 36.450 1.127  -2.778 1.220  O14 A1H8W 21 
A1H8W O15 O5  O 0 1 N N N N N N -0.893 20.077 34.825 3.582  -2.360 0.378  O15 A1H8W 22 
A1H8W P12 P1  P 0 1 N N N N N N -1.425 21.462 35.150 2.259  -1.660 0.971  P12 A1H8W 23 
A1H8W S18 S1  S 0 1 Y N N N N N -5.077 17.525 39.874 -3.739 1.640  1.518  S18 A1H8W 24 
A1H8W H1  H1  H 0 1 N N N N N N -6.213 17.923 37.634 -1.278 1.560  1.722  H1  A1H8W 25 
A1H8W H2  H2  H 0 1 N N N N N N -2.809 17.626 42.059 -6.520 0.922  0.341  H2  A1H8W 26 
A1H8W H3  H3  H 0 1 N N N N N N -0.572 18.645 41.777 -7.017 -0.632 -1.487 H3  A1H8W 27 
A1H8W H4  H4  H 0 1 N N N N N N 0.031  19.701 39.621 -5.190 -1.816 -2.640 H4  A1H8W 28 
A1H8W H5  H5  H 0 1 N N N N N N -1.594 19.745 37.767 -2.867 -1.473 -1.951 H5  A1H8W 29 
A1H8W H6  H6  H 0 1 N N N N N N -3.683 20.973 34.402 1.485  -0.897 -1.187 H6  A1H8W 30 
A1H8W H7  H7  H 0 1 N N N N N N -4.840 22.858 33.635 1.929  1.762  1.342  H7  A1H8W 31 
A1H8W H8  H8  H 0 1 N N N N N N -5.794 25.112 33.956 3.576  3.576  1.114  H8  A1H8W 32 
A1H8W H9  H9  H 0 1 N N N N N N -5.367 26.338 36.049 5.226  3.524  -0.712 H9  A1H8W 33 
A1H8W H10 H10 H 0 1 N N N N N N -3.950 25.345 37.801 5.231  1.656  -2.315 H10 A1H8W 34 
A1H8W H11 H11 H 0 1 N N N N N N -3.425 21.142 37.388 0.368  0.764  0.997  H11 A1H8W 35 
A1H8W H12 H12 H 0 1 N N N N N N -2.754 23.617 38.453 3.030  -0.241 -3.042 H12 A1H8W 36 
A1H8W H13 H13 H 0 1 N N N N N N -0.362 22.749 36.305 0.300  -2.427 1.577  H13 A1H8W 37 
A1H8W H14 H14 H 0 1 N N N N N N -0.466 20.092 33.976 4.308  -1.745 0.203  H14 A1H8W 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 
A1H8W O13 P12 DOUB N N 1  
A1H8W C06 C07 DOUB Y N 2  
A1H8W C06 C05 SING Y N 3  
A1H8W C07 C08 SING Y N 4  
A1H8W O15 P12 SING N N 5  
A1H8W P12 C04 SING N N 6  
A1H8W P12 O14 SING N N 7  
A1H8W C04 C05 SING N N 8  
A1H8W C04 N03 SING N N 9  
A1H8W O01 C02 DOUB N N 10 
A1H8W C05 C10 DOUB Y N 11 
A1H8W C08 C09 DOUB Y N 12 
A1H8W C02 N03 SING N N 13 
A1H8W C02 C16 SING N N 14 
A1H8W C10 C09 SING Y N 15 
A1H8W C10 O11 SING N N 16 
A1H8W C16 C17 DOUB Y N 17 
A1H8W C16 C24 SING Y N 18 
A1H8W C17 S18 SING Y N 19 
A1H8W C23 C24 SING Y N 20 
A1H8W C23 C22 DOUB Y N 21 
A1H8W C24 C19 DOUB Y N 22 
A1H8W C22 C21 SING Y N 23 
A1H8W S18 C19 SING Y N 24 
A1H8W C19 C20 SING Y N 25 
A1H8W C21 C20 DOUB Y N 26 
A1H8W C17 H1  SING N N 27 
A1H8W C20 H2  SING N N 28 
A1H8W C21 H3  SING N N 29 
A1H8W C22 H4  SING N N 30 
A1H8W C23 H5  SING N N 31 
A1H8W C04 H6  SING N N 32 
A1H8W C06 H7  SING N N 33 
A1H8W C07 H8  SING N N 34 
A1H8W C08 H9  SING N N 35 
A1H8W C09 H10 SING N N 36 
A1H8W N03 H11 SING N N 37 
A1H8W O11 H12 SING N N 38 
A1H8W O14 H13 SING N N 39 
A1H8W 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 
A1H8W 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-/m1/s1" 
A1H8W InChIKey         InChI                1.06  AIGFEXSDJRIIRW-MRXNPFEDSA-N                                                                                                                   
A1H8W SMILES_CANONICAL CACTVS               3.385 "Oc1ccccc1[C@H](NC(=O)c2csc3ccccc23)[P](O)(O)=O"                                                                                              
A1H8W SMILES           CACTVS               3.385 "Oc1ccccc1[CH](NC(=O)c2csc3ccccc23)[P](O)(O)=O"                                                                                               
A1H8W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(cs2)C(=O)N[C@@H](c3ccccc3O)P(=O)(O)O"                                                                                           
A1H8W SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(cs2)C(=O)NC(c3ccccc3O)P(=O)(O)O"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1H8W 
_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-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 
A1H8W "Create component" 2024-04-20 PDBE 
A1H8W "Modify synonyms"  2024-08-06 PDBE 
A1H8W "Initial release"  2025-04-30 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H8W 
_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         ? 
# 
