data_A1H8U
# 
_chem_comp.id                                    A1H8U 
_chem_comp.name                                  "[(~{R})-(2-hydroxyphenyl)-(2-thiophen-3-ylethanoylamino)methyl]phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H14 N O5 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        327.293 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H8U 
_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        9F0S 
_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 
A1H8U C13 C1  C 0 1 Y N N N N N 11.925 0.638  7.177  -4.346 0.832  -0.471 C13 A1H8U 1  
A1H8U C10 C2  C 0 1 Y N N N N N 12.974 0.932  8.286  -3.595 -0.320 -0.636 C10 A1H8U 2  
A1H8U C11 C3  C 0 1 Y N N N N N 12.503 0.278  9.528  -4.136 -1.422 -0.115 C11 A1H8U 3  
A1H8U C1  C4  C 0 1 N N N N N N 15.432 0.780  7.856  -1.163 -0.073 -0.361 C1  A1H8U 4  
A1H8U C12 C5  C 0 1 Y N N N N N 10.840 -0.148 7.633  -5.495 0.664  0.185  C12 A1H8U 5  
A1H8U C2  C6  C 0 1 N N S N N N 16.295 -1.565 7.465  1.195  0.212  0.186  C2  A1H8U 6  
A1H8U C3  C7  C 0 1 Y N N N N N 16.070 -2.884 8.210  2.322  -0.757 -0.061 C3  A1H8U 7  
A1H8U C4  C8  C 0 1 Y N N N N N 17.148 -3.592 8.729  2.627  -1.149 -1.350 C4  A1H8U 8  
A1H8U C5  C9  C 0 1 Y N N N N N 16.904 -4.637 9.623  3.661  -2.038 -1.578 C5  A1H8U 9  
A1H8U C6  C10 C 0 1 Y N N N N N 15.618 -5.169 9.732  4.393  -2.536 -0.516 C6  A1H8U 10 
A1H8U C7  C11 C 0 1 Y N N N N N 14.536 -4.453 9.223  4.093  -2.147 0.775  C7  A1H8U 11 
A1H8U C8  C12 C 0 1 Y N N N N N 14.782 -3.403 8.339  3.060  -1.251 1.005  C8  A1H8U 12 
A1H8U C9  C13 C 0 1 N N N N N N 14.264 1.751  8.120  -2.269 -0.327 -1.352 C9  A1H8U 13 
A1H8U N1  N1  N 0 1 N N N N N N 15.186 -0.661 7.723  0.119  -0.035 -0.777 N1  A1H8U 14 
A1H8U O1  O1  O 0 1 N N N N N N 16.537 1.199  7.758  -1.425 0.098  0.811  O1  A1H8U 15 
A1H8U O2  O2  O 0 1 N N N N N N 13.739 -2.873 7.566  2.766  -0.862 2.274  O2  A1H8U 16 
A1H8U O3  O3  O 0 1 N N N N N N 16.779 -0.736 4.832  2.431  2.069  -1.343 O3  A1H8U 17 
A1H8U O4  O4  O 0 1 N N N N N N 14.952 -2.470 4.991  0.575  2.948  0.124  O4  A1H8U 18 
A1H8U O5  O5  O 0 1 N N N N N N 17.565 -2.777 5.038  2.895  2.233  1.133  O5  A1H8U 19 
A1H8U P1  P1  P 0 1 N N N N N N 16.331 -1.881 5.639  1.806  1.919  -0.010 P1  A1H8U 20 
A1H8U S1  S1  S 0 1 Y N N N N N 11.105 -0.450 9.159  -5.676 -1.026 0.635  S1  A1H8U 21 
A1H8U H12 H1  H 0 1 N N N N N N 12.015 0.997  6.162  -4.023 1.794  -0.841 H12 A1H8U 22 
A1H8U H10 H2  H 0 1 N N N N N N 12.995 0.285  10.490 -3.694 -2.407 -0.148 H10 A1H8U 23 
A1H8U H11 H3  H 0 1 N N N N N N 9.993  -0.478 7.049  -6.204 1.448  0.409  H11 A1H8U 24 
A1H8U H2  H4  H 0 1 N N N N N N 17.264 -1.120 7.737  0.814  0.076  1.198  H2  A1H8U 25 
A1H8U H3  H5  H 0 1 N N N N N N 18.159 -3.338 8.445  2.056  -0.761 -2.181 H3  A1H8U 26 
A1H8U H4  H6  H 0 1 N N N N N N 17.707 -5.032 10.228 3.897  -2.344 -2.586 H4  A1H8U 27 
A1H8U H5  H7  H 0 1 N N N N N N 15.463 -6.127 10.206 5.201  -3.231 -0.696 H5  A1H8U 28 
A1H8U H6  H8  H 0 1 N N N N N N 13.526 -4.707 9.508  4.666  -2.536 1.604  H6  A1H8U 29 
A1H8U H8  H9  H 0 1 N N N N N N 14.459 2.325  9.038  -2.117 -1.297 -1.825 H8  A1H8U 30 
A1H8U H9  H10 H 0 1 N N N N N N 14.158 2.442  7.271  -2.262 0.454  -2.112 H9  A1H8U 31 
A1H8U H1  H11 H 0 1 N N N N N N 14.257 -1.020 7.810  0.329  -0.171 -1.714 H1  A1H8U 32 
A1H8U H7  H12 H 0 1 N N N N N N 14.073 -2.170 7.022  2.117  -1.425 2.718  H7  A1H8U 33 
A1H8U H13 H13 H 0 1 N N N N N N 14.717 -1.958 4.226  -0.121 2.817  -0.534 H13 A1H8U 34 
A1H8U H14 H14 H 0 1 N N N N N N 18.073 -2.251 4.432  3.666  1.650  1.112  H14 A1H8U 35 
# 
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 
A1H8U C1  O1  DOUB N N 1  
A1H8U C2  N1  SING N N 2  
A1H8U C4  C3  DOUB Y N 3  
A1H8U C5  C4  SING Y N 4  
A1H8U C6  C5  DOUB Y N 5  
A1H8U C7  C6  SING Y N 6  
A1H8U C8  C7  DOUB Y N 7  
A1H8U O2  C8  SING N N 8  
A1H8U C3  C2  SING N N 9  
A1H8U P1  C2  SING N N 10 
A1H8U O3  P1  DOUB N N 11 
A1H8U O4  P1  SING N N 12 
A1H8U O5  P1  SING N N 13 
A1H8U N1  C1  SING N N 14 
A1H8U C9  C1  SING N N 15 
A1H8U C10 C9  SING N N 16 
A1H8U C11 C10 DOUB Y N 17 
A1H8U S1  C11 SING Y N 18 
A1H8U C12 S1  SING Y N 19 
A1H8U C13 C12 DOUB Y N 20 
A1H8U C3  C8  SING Y N 21 
A1H8U C10 C13 SING Y N 22 
A1H8U C13 H12 SING N N 23 
A1H8U C11 H10 SING N N 24 
A1H8U C12 H11 SING N N 25 
A1H8U C2  H2  SING N N 26 
A1H8U C4  H3  SING N N 27 
A1H8U C5  H4  SING N N 28 
A1H8U C6  H5  SING N N 29 
A1H8U C7  H6  SING N N 30 
A1H8U C9  H8  SING N N 31 
A1H8U C9  H9  SING N N 32 
A1H8U N1  H1  SING N N 33 
A1H8U O2  H7  SING N N 34 
A1H8U O4  H13 SING N N 35 
A1H8U O5  H14 SING N N 36 
# 
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 
A1H8U InChI            InChI                1.06  "InChI=1S/C13H14NO5PS/c15-11-4-2-1-3-10(11)13(20(17,18)19)14-12(16)7-9-5-6-21-8-9/h1-6,8,13,15H,7H2,(H,14,16)(H2,17,18,19)/t13-/m0/s1" 
A1H8U InChIKey         InChI                1.06  MGEYOJAOHCRYME-ZDUSSCGKSA-N                                                                                                            
A1H8U SMILES_CANONICAL CACTVS               3.385 "Oc1ccccc1[C@@H](NC(=O)Cc2cscc2)[P](O)(O)=O"                                                                                           
A1H8U SMILES           CACTVS               3.385 "Oc1ccccc1[CH](NC(=O)Cc2cscc2)[P](O)(O)=O"                                                                                             
A1H8U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)[C@H](NC(=O)Cc2ccsc2)P(=O)(O)O)O"                                                                                          
A1H8U SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)C(NC(=O)Cc2ccsc2)P(=O)(O)O)O"                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1H8U 
_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})-(2-hydroxyphenyl)-(2-thiophen-3-ylethanoylamino)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 
A1H8U "Create component" 2024-04-20 PDBE 
A1H8U "Initial release"  2025-04-30 RCSB 
# 
