data_A1IOK
# 
_chem_comp.id                                    A1IOK 
_chem_comp.name                                  PCI-27483 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H24 N6 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;(2-(5-(6-carbamimidoyl-1H-benzo[d]imidazol-2-yl)-2',6-dihydroxy-5'-sulfamoyl-[1,1'-biphenyl]-3-yl)acetyl)-L-aspartic acid; (2~{S})-2-[2-[3-(6-carbamimidoyl-1~{H}-benzimidazol-2-yl)-4-oxidanyl-5-(2-oxidanyl-5-sulfamoyl-phenyl)phenyl]ethanoylamino]butanedioic acid
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-13 
_chem_comp.pdbx_modified_date                    2025-11-27 
_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                        596.569 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IOK 
_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        9GOO 
_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 
A1IOK O1   O1  O 0 1 N N N N N N 3.526   9.659  10.018 1.575  5.951  -0.609 O1   A1IOK 1  
A1IOK C2   C1  C 0 1 N N N N N N 2.255   9.567  10.355 0.946  6.980  -0.689 C2   A1IOK 2  
A1IOK C4   C2  C 0 1 N N N N N N 1.517   8.242  10.140 -0.463 7.044  -0.158 C4   A1IOK 3  
A1IOK C5   C3  C 0 1 N N S N N N 1.118   7.359  11.344 -0.850 5.683  0.426  C5   A1IOK 4  
A1IOK C6   C4  C 0 1 N N N N N N 2.255   6.414  11.778 -2.211 5.780  1.066  C6   A1IOK 5  
A1IOK O3   O2  O 0 1 N N N N N N 1.531   10.525 10.979 1.503  8.066  -1.246 O3   A1IOK 6  
A1IOK O7   O3  O 0 1 N N N N N N 2.205   5.225  11.305 -2.417 6.638  2.078  O7   A1IOK 7  
A1IOK O8   O4  O 0 1 N N N N N N 3.148   6.876  12.560 -3.117 5.086  0.669  O8   A1IOK 8  
A1IOK N9   N1  N 0 1 N N N N N N 0.629   8.168  12.450 -0.885 4.684  -0.646 N9   A1IOK 9  
A1IOK C10  C5  C 0 1 N N N N N N -0.359  7.791  13.273 -0.700 3.381  -0.358 C10  A1IOK 10 
A1IOK C11  C6  C 0 1 N N N N N N -0.822  6.349  13.140 -0.736 2.353  -1.460 C11  A1IOK 11 
A1IOK C12  C7  C 0 1 Y N N N N N -2.310  6.229  12.896 -0.503 0.983  -0.877 C12  A1IOK 12 
A1IOK C13  C8  C 0 1 Y N N N N N -3.095  5.353  13.654 -1.578 0.227  -0.450 C13  A1IOK 13 
A1IOK C14  C9  C 0 1 Y N N N N N -4.495  5.319  13.539 -1.373 -1.041 0.090  C14  A1IOK 14 
A1IOK C15  C10 C 0 1 Y N N N N N -5.251  4.298  14.343 -2.529 -1.849 0.547  C15  A1IOK 15 
A1IOK C16  C11 C 0 1 Y N N N N N -4.766  2.988  14.495 -3.477 -2.295 -0.371 C16  A1IOK 16 
A1IOK C17  C12 C 0 1 Y N N N N N -5.382  2.113  15.392 -4.551 -3.048 0.059  C17  A1IOK 17 
A1IOK S18  S1  S 0 1 N N N N N N -4.626  0.542  15.653 -5.750 -3.612 -1.103 S18  A1IOK 18 
A1IOK O19  O5  O 0 1 N N N N N N -3.533  0.789  16.536 -5.678 -2.728 -2.214 O19  A1IOK 19 
A1IOK N20  N2  N 0 1 N N N N N N -5.585  -0.588 16.241 -5.245 -5.091 -1.649 N20  A1IOK 20 
A1IOK O21  O6  O 0 1 N N N N N N -4.282  0.113  14.308 -6.944 -3.841 -0.368 O21  A1IOK 21 
A1IOK C22  C13 C 0 1 Y N N N N N -6.477  2.502  16.130 -4.690 -3.362 1.399  C22  A1IOK 22 
A1IOK C23  C14 C 0 1 Y N N N N N -6.967  3.779  15.983 -3.755 -2.925 2.319  C23  A1IOK 23 
A1IOK C24  C15 C 0 1 Y N N N N N -6.374  4.670  15.104 -2.669 -2.173 1.900  C24  A1IOK 24 
A1IOK O25  O7  O 0 1 N N N N N N -6.841  5.936  15.099 -1.749 -1.743 2.803  O25  A1IOK 25 
A1IOK C26  C16 C 0 1 Y N N N N N -5.120  6.242  12.640 -0.076 -1.548 0.201  C26  A1IOK 26 
A1IOK O27  O8  O 0 1 N N N N N N -6.498  6.445  12.681 0.132  -2.782 0.725  O27  A1IOK 27 
A1IOK C28  C17 C 0 1 Y N N N N N -4.312  7.111  11.852 1.007  -0.776 -0.234 C28  A1IOK 28 
A1IOK C29  C18 C 0 1 Y N N N N N -4.934  8.113  10.970 2.383  -1.302 -0.123 C29  A1IOK 29 
A1IOK N30  N3  N 0 1 Y N N N N N -4.230  9.100  10.424 2.706  -2.476 0.365  N30  A1IOK 30 
A1IOK C31  C19 C 0 1 Y N N N N N -5.159  9.865  9.717  4.043  -2.639 0.318  C31  A1IOK 31 
A1IOK C32  C20 C 0 1 Y N N N N N -4.975  10.980 8.898  4.896  -3.682 0.702  C32  A1IOK 32 
A1IOK C33  C21 C 0 1 Y N N N N N -6.068  11.513 8.231  6.242  -3.562 0.530  C33  A1IOK 33 
A1IOK C34  C22 C 0 1 Y N N N N N -7.343  10.952 8.366  6.787  -2.399 -0.028 C34  A1IOK 34 
A1IOK C35  C23 C 0 1 N N N N N N -8.512  11.573 7.707  8.250  -2.283 -0.208 C35  A1IOK 35 
A1IOK N36  N4  N 0 1 N N N N N N -9.689  10.958 7.801  9.076  -3.319 0.174  N36  A1IOK 36 
A1IOK N37  N5  N 0 1 N N N N N N -8.432  12.694 7.159  8.760  -1.202 -0.728 N37  A1IOK 37 
A1IOK C38  C24 C 0 1 Y N N N N N -7.528  9.840  9.188  5.954  -1.352 -0.415 C38  A1IOK 38 
A1IOK C39  C25 C 0 1 Y N N N N N -6.431  9.309  9.854  4.586  -1.467 -0.244 C39  A1IOK 39 
A1IOK N40  N6  N 0 1 Y N N N N N -6.264  8.189  10.661 3.513  -0.640 -0.519 N40  A1IOK 40 
A1IOK C41  C26 C 0 1 Y N N N N N -2.926  7.086  11.994 0.782  0.489  -0.778 C41  A1IOK 41 
A1IOK O42  O9  O 0 1 N N N N N N -0.879  8.570  14.072 -0.505 3.035  0.788  O42  A1IOK 42 
A1IOK H4A  H1  H 0 1 N N N N N N 0.587   8.483  9.605  -0.524 7.804  0.621  H4A  A1IOK 43 
A1IOK H4B  H2  H 0 1 N N N N N N 2.161   7.624  9.496  -1.146 7.299  -0.968 H4B  A1IOK 44 
A1IOK H5   H3  H 0 1 N N N N N N 0.289   6.720  11.005 -0.116 5.387  1.175  H5   A1IOK 45 
A1IOK H1   H4  H 0 1 N N N N N N 2.080   11.283 11.140 2.410  7.978  -1.569 H1   A1IOK 46 
A1IOK H2   H5  H 0 1 N N N N N N 2.945   4.724  11.627 -3.306 6.664  2.457  H2   A1IOK 47 
A1IOK H9   H6  H 0 1 N N N N N N 1.056   9.059  12.605 -1.041 4.961  -1.562 H9   A1IOK 48 
A1IOK H11B H7  H 0 0 N N N N N N -0.289  5.886  12.296 -1.709 2.379  -1.949 H11B A1IOK 49 
A1IOK H11A H8  H 0 0 N N N N N N -0.574  5.814  14.068 0.044  2.575  -2.189 H11A A1IOK 50 
A1IOK H13  H9  H 0 1 N N N N N N -2.610  4.683  14.348 -2.580 0.620  -0.535 H13  A1IOK 51 
A1IOK H16  H10 H 0 1 N N N N N N -3.916  2.657  13.917 -3.372 -2.051 -1.418 H16  A1IOK 52 
A1IOK H20B H11 H 0 0 N N N N N N -5.070  -1.438 16.354 -5.897 -5.754 -1.927 H20B A1IOK 53 
A1IOK H20A H12 H 0 0 N N N N N N -5.941  -0.294 17.128 -4.298 -5.295 -1.691 H20A A1IOK 54 
A1IOK H22  H13 H 0 1 N N N N N N -6.946  1.813  16.816 -5.533 -3.952 1.729  H22  A1IOK 55 
A1IOK H23  H14 H 0 1 N N N N N N -7.825  4.091  16.560 -3.868 -3.174 3.364  H23  A1IOK 56 
A1IOK H25  H15 H 0 1 N N N N N N -6.360  6.449  14.460 -1.017 -2.360 2.942  H25  A1IOK 57 
A1IOK H27  H16 H 0 1 N N N N N N -6.744  7.084  12.023 0.122  -3.494 0.072  H27  A1IOK 58 
A1IOK H32  H18 H 0 1 N N N N N N -3.996  11.421 8.785  4.485  -4.582 1.134  H32  A1IOK 59 
A1IOK H33  H19 H 0 1 N N N N N N -5.933  12.376 7.596  6.894  -4.370 0.828  H33  A1IOK 60 
A1IOK H36A H20 H 0 0 N N N N N N -10.511 11.393 7.433  8.697  -4.124 0.561  H36A A1IOK 61 
A1IOK H36B H21 H 0 0 N N N N N N -9.751  10.061 8.240  10.036 -3.243 0.056  H36B A1IOK 62 
A1IOK H37  H22 H 0 1 N N N N N N -9.321  13.017 6.835  9.719  -1.126 -0.846 H37  A1IOK 63 
A1IOK H38  H23 H 0 1 N N N N N N -8.507  9.400  9.304  6.374  -0.455 -0.846 H38  A1IOK 64 
A1IOK H40  H24 H 0 1 N N N N N N -6.981  7.559  10.959 3.554  0.244  -0.917 H40  A1IOK 65 
A1IOK H41  H25 H 0 1 N N N N N N -2.320  7.746  11.391 1.616  1.087  -1.114 H41  A1IOK 66 
# 
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 
A1IOK O1  C2   DOUB N N 1  
A1IOK C2  O3   SING N N 2  
A1IOK C2  C4   SING N N 3  
A1IOK C4  C5   SING N N 4  
A1IOK C5  C6   SING N N 5  
A1IOK C6  O7   SING N N 6  
A1IOK C6  O8   DOUB N N 7  
A1IOK C5  N9   SING N N 8  
A1IOK N9  C10  SING N N 9  
A1IOK C10 C11  SING N N 10 
A1IOK C11 C12  SING N N 11 
A1IOK C12 C13  DOUB Y N 12 
A1IOK C13 C14  SING Y N 13 
A1IOK C14 C15  SING N N 14 
A1IOK C15 C16  DOUB Y N 15 
A1IOK C16 C17  SING Y N 16 
A1IOK C17 S18  SING N N 17 
A1IOK S18 O19  DOUB N N 18 
A1IOK S18 N20  SING N N 19 
A1IOK S18 O21  DOUB N N 20 
A1IOK C17 C22  DOUB Y N 21 
A1IOK C22 C23  SING Y N 22 
A1IOK C23 C24  DOUB Y N 23 
A1IOK C24 O25  SING N N 24 
A1IOK C14 C26  DOUB Y N 25 
A1IOK C26 O27  SING N N 26 
A1IOK C26 C28  SING Y N 27 
A1IOK C28 C29  SING N N 28 
A1IOK C29 N30  DOUB Y N 29 
A1IOK N30 C31  SING Y N 30 
A1IOK C31 C32  DOUB Y N 31 
A1IOK C32 C33  SING Y N 32 
A1IOK C33 C34  DOUB Y N 33 
A1IOK C34 C35  SING N N 34 
A1IOK C35 N36  SING N N 35 
A1IOK C35 N37  DOUB N N 36 
A1IOK C34 C38  SING Y N 37 
A1IOK C38 C39  DOUB Y N 38 
A1IOK C39 N40  SING Y N 39 
A1IOK C28 C41  DOUB Y N 40 
A1IOK C10 O42  DOUB N N 41 
A1IOK C41 C12  SING Y N 42 
A1IOK C24 C15  SING Y N 43 
A1IOK N40 C29  SING Y N 44 
A1IOK C39 C31  SING Y N 45 
A1IOK C4  H4A  SING N N 46 
A1IOK C4  H4B  SING N N 47 
A1IOK C5  H5   SING N N 48 
A1IOK O3  H1   SING N N 49 
A1IOK O7  H2   SING N N 50 
A1IOK N9  H9   SING N N 51 
A1IOK C11 H11B SING N N 52 
A1IOK C11 H11A SING N N 53 
A1IOK C13 H13  SING N N 54 
A1IOK C16 H16  SING N N 55 
A1IOK N20 H20B SING N N 56 
A1IOK N20 H20A SING N N 57 
A1IOK C22 H22  SING N N 58 
A1IOK C23 H23  SING N N 59 
A1IOK O25 H25  SING N N 60 
A1IOK O27 H27  SING N N 61 
A1IOK C32 H32  SING N N 62 
A1IOK C33 H33  SING N N 63 
A1IOK N36 H36A SING N N 64 
A1IOK N36 H36B SING N N 65 
A1IOK N37 H37  SING N N 66 
A1IOK C38 H38  SING N N 67 
A1IOK N40 H40  SING N N 68 
A1IOK C41 H41  SING N N 69 
# 
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 
A1IOK InChI            InChI                1.06  "InChI=1S/C26H24N6O9S/c27-24(28)12-1-3-17-18(8-12)32-25(31-17)16-6-11(7-21(34)30-19(26(38)39)10-22(35)36)5-15(23(16)37)14-9-13(42(29,40)41)2-4-20(14)33/h1-6,8-9,19,33,37H,7,10H2,(H3,27,28)(H,30,34)(H,31,32)(H,35,36)(H,38,39)(H2,29,40,41)/t19-/m0/s1" 
A1IOK InChIKey         InChI                1.06  WDJHHCAKBRKCLW-IBGZPJMESA-N                                                                                                                                                                                                                               
A1IOK SMILES_CANONICAL CACTVS               3.385 "NC(=N)c1ccc2nc([nH]c2c1)c3cc(CC(=O)N[C@@H](CC(O)=O)C(O)=O)cc(c3O)c4cc(ccc4O)[S](N)(=O)=O"                                                                                                                                                                
A1IOK SMILES           CACTVS               3.385 "NC(=N)c1ccc2nc([nH]c2c1)c3cc(CC(=O)N[CH](CC(O)=O)C(O)=O)cc(c3O)c4cc(ccc4O)[S](N)(=O)=O"                                                                                                                                                                  
A1IOK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(=N)N)[nH]c(n2)c3cc(cc(c3O)c4cc(ccc4O)S(=O)(=O)N)CC(=O)N[C@@H](CC(=O)O)C(=O)O"                                                                                                                                                                
A1IOK SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(=N)N)[nH]c(n2)c3cc(cc(c3O)c4cc(ccc4O)S(=O)(=O)N)CC(=O)NC(CC(=O)O)C(=O)O"                                                                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           A1IOK 
_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        "(2~{S})-2-[2-[3-(6-carbamimidoyl-1~{H}-benzimidazol-2-yl)-4-oxidanyl-5-(2-oxidanyl-5-sulfamoyl-phenyl)phenyl]ethanoylamino]butanedioic 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 
A1IOK "Create component" 2024-09-13 PDBE 
A1IOK "Initial release"  2025-09-17 RCSB 
A1IOK "Modify name"      2025-11-27 PDBE 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1IOK 
;(2-(5-(6-carbamimidoyl-1H-benzo[d]imidazol-2-yl)-2',6-dihydroxy-5'-sulfamoyl-[1,1'-biphenyl]-3-yl)acetyl)-L-aspartic acid
;
AUTHOR ?     
2 A1IOK "(2~{S})-2-[2-[3-(6-carbamimidoyl-1~{H}-benzimidazol-2-yl)-4-oxidanyl-5-(2-oxidanyl-5-sulfamoyl-phenyl)phenyl]ethanoylamino]butanedioic acid" PDB    IUPAC 
# 
