data_A1ITR
# 
_chem_comp.id                                    A1ITR 
_chem_comp.name                                  "4-[2-[[5-(1H-indol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanoylamino]benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H14 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-[[2-[[5-(1H-indol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]benzoate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-08 
_chem_comp.pdbx_modified_date                    2025-11-14 
_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                        394.404 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ITR 
_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        9HBA 
_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 
A1ITR C4   C1  C 0 1 Y N N N N N 22.810 -55.218 11.006 -7.371  -0.166 -0.115 C4   A1ITR 1  
A1ITR C5   C2  C 0 1 Y N N N N N 22.257 -53.932 11.102 -6.442  0.709  -0.686 C5   A1ITR 2  
A1ITR C6   C3  C 0 1 Y N N N N N 21.807 -53.442 12.320 -5.098  0.412  -0.635 C6   A1ITR 3  
A1ITR C7   C4  C 0 1 Y N N N N N 21.902 -54.228 13.475 -4.665  -0.757 -0.017 C7   A1ITR 4  
A1ITR C13  C5  C 0 1 Y N N N N N 18.058 -52.891 16.489 1.658   0.522  0.135  C13  A1ITR 5  
A1ITR C21  C6  C 0 1 Y N N N N N 17.441 -58.454 15.133 7.541   0.461  -0.007 C21  A1ITR 6  
A1ITR C22  C7  C 0 1 Y N N N N N 16.794 -59.640 14.825 8.771   -0.183 -0.115 C22  A1ITR 7  
A1ITR C24  C8  C 0 1 Y N N N N N 14.733 -58.413 14.662 7.645   -2.292 -0.352 C24  A1ITR 8  
A1ITR C26  C9  C 0 1 Y N N N N N 16.747 -57.230 15.208 6.361   -0.298 -0.074 C26  A1ITR 9  
A1ITR C28  C10 C 0 1 Y N N N N N 22.891 -55.989 12.159 -6.932  -1.340 0.505  C28  A1ITR 10 
A1ITR O1   O1  O 0 1 N N N N N N 23.465 -54.948 8.718  -9.705  -0.692 0.389  O1   A1ITR 11 
A1ITR C2   C11 C 0 1 N N N N N N 23.395 -55.736 9.692  -8.810  0.152  -0.162 C2   A1ITR 12 
A1ITR O3   O2  O 0 1 N N N N N N 23.763 -56.937 9.639  -9.189  1.175  -0.696 O3   A1ITR 13 
A1ITR N8   N1  N 0 1 N N N N N N 21.588 -53.749 14.784 -3.304  -1.055 0.032  N8   A1ITR 14 
A1ITR C9   C12 C 0 1 N N N N N N 20.836 -52.677 15.108 -2.401  -0.060 0.139  C9   A1ITR 15 
A1ITR O10  O3  O 0 1 N N N N N N 20.248 -51.986 14.282 -2.773  1.084  0.288  O10  A1ITR 16 
A1ITR C11  C13 C 0 1 N N N N N N 20.738 -52.373 16.594 -0.928  -0.371 0.073  C11  A1ITR 17 
A1ITR S12  S1  S 0 1 N N N N N N 19.133 -51.651 17.048 0.020   1.162  0.245  S12  A1ITR 18 
A1ITR N14  N2  N 0 1 Y N N N N N 16.807 -52.837 16.204 1.991   -0.735 -0.028 N14  A1ITR 19 
A1ITR N15  N3  N 0 1 Y N N N N N 16.436 -54.157 15.850 3.273   -0.838 -0.070 N15  A1ITR 20 
A1ITR C16  C14 C 0 1 Y N N N N N 17.504 -54.862 15.952 3.810   0.350  0.064  C16  A1ITR 21 
A1ITR O17  O4  O 0 1 Y N N N N N 18.586 -54.138 16.353 2.799   1.238  0.197  O17  A1ITR 22 
A1ITR C18  C15 C 0 1 Y N N N N N 17.707 -56.239 15.648 5.252   0.662  0.070  C18  A1ITR 23 
A1ITR C19  C16 C 0 1 Y N N N N N 18.896 -56.902 15.810 5.817   1.890  0.209  C19  A1ITR 24 
A1ITR N20  N4  N 0 1 Y N N N N N 18.746 -58.221 15.505 7.176   1.779  0.160  N20  A1ITR 25 
A1ITR C23  C17 C 0 1 Y N N N N N 15.436 -59.602 14.595 8.816   -1.549 -0.286 C23  A1ITR 26 
A1ITR C25  C18 C 0 1 Y N N N N N 15.371 -57.218 14.964 6.428   -1.679 -0.247 C25  A1ITR 27 
A1ITR C27  C19 C 0 1 Y N N N N N 22.445 -55.500 13.380 -5.588  -1.630 0.552  C27  A1ITR 28 
A1ITR H5   H1  H 0 1 N N N N N N 22.181 -53.316 10.218 -6.777  1.616  -1.166 H5   A1ITR 29 
A1ITR H6   H2  H 0 1 N N N N N N 21.382 -52.451 12.377 -4.380  1.087  -1.076 H6   A1ITR 30 
A1ITR H22  H3  H 0 1 N N N N N N 17.340 -60.570 14.767 9.686   0.387  -0.066 H22  A1ITR 31 
A1ITR H24  H4  H 0 1 N N N N N N 13.669 -58.414 14.476 7.697   -3.362 -0.486 H24  A1ITR 32 
A1ITR H28  H5  H 0 1 N N N N N N 23.307 -56.984 12.105 -7.648  -2.017 0.947  H28  A1ITR 33 
A1ITR H1   H6  H 0 1 N N N N N N 23.830 -55.403 7.968  -10.637 -0.441 0.334  H1   A1ITR 34 
A1ITR H8   H7  H 0 1 N N N N N N 21.970 -54.269 15.548 -3.007  -1.977 -0.010 H8   A1ITR 35 
A1ITR H11A H8  H 0 0 N N N N N N 20.876 -53.308 17.156 -0.664  -1.054 0.880  H11A A1ITR 36 
A1ITR H11B H9  H 0 0 N N N N N N 21.534 -51.663 16.863 -0.697  -0.835 -0.886 H11B A1ITR 37 
A1ITR H19  H10 H 0 1 N N N N N N 19.819 -56.444 16.133 5.273   2.814  0.336  H19  A1ITR 38 
A1ITR H20  H11 H 0 1 N N N N N N 19.469 -58.911 15.545 7.797   2.521  0.237  H20  A1ITR 39 
A1ITR H23  H12 H 0 1 N N N N N N 14.912 -60.516 14.358 9.770   -2.046 -0.370 H23  A1ITR 40 
A1ITR H25  H13 H 0 1 N N N N N N 14.813 -56.294 15.010 5.521   -2.263 -0.299 H25  A1ITR 41 
A1ITR H27  H14 H 0 1 N N N N N N 22.522 -56.116 14.264 -5.248  -2.537 1.030  H27  A1ITR 42 
# 
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 
A1ITR O1  C2   SING N N 1  
A1ITR C2  O3   DOUB N N 2  
A1ITR C2  C4   SING N N 3  
A1ITR C4  C5   SING Y N 4  
A1ITR C4  C28  DOUB Y N 5  
A1ITR C5  C6   DOUB Y N 6  
A1ITR C6  C7   SING Y N 7  
A1ITR C7  N8   SING N N 8  
A1ITR C7  C27  DOUB Y N 9  
A1ITR N8  C9   SING N N 10 
A1ITR C9  O10  DOUB N N 11 
A1ITR C9  C11  SING N N 12 
A1ITR C11 S12  SING N N 13 
A1ITR S12 C13  SING N N 14 
A1ITR C13 N14  DOUB Y N 15 
A1ITR C13 O17  SING Y N 16 
A1ITR N14 N15  SING Y N 17 
A1ITR N15 C16  DOUB Y N 18 
A1ITR C16 O17  SING Y N 19 
A1ITR C16 C18  SING N N 20 
A1ITR C18 C19  DOUB Y N 21 
A1ITR C18 C26  SING Y N 22 
A1ITR C19 N20  SING Y N 23 
A1ITR N20 C21  SING Y N 24 
A1ITR C21 C22  SING Y N 25 
A1ITR C21 C26  DOUB Y N 26 
A1ITR C22 C23  DOUB Y N 27 
A1ITR C23 C24  SING Y N 28 
A1ITR C24 C25  DOUB Y N 29 
A1ITR C25 C26  SING Y N 30 
A1ITR C27 C28  SING Y N 31 
A1ITR C5  H5   SING N N 32 
A1ITR C6  H6   SING N N 33 
A1ITR C22 H22  SING N N 34 
A1ITR C24 H24  SING N N 35 
A1ITR C28 H28  SING N N 36 
A1ITR O1  H1   SING N N 37 
A1ITR N8  H8   SING N N 38 
A1ITR C11 H11A SING N N 39 
A1ITR C11 H11B SING N N 40 
A1ITR C19 H19  SING N N 41 
A1ITR N20 H20  SING N N 42 
A1ITR C23 H23  SING N N 43 
A1ITR C25 H25  SING N N 44 
A1ITR C27 H27  SING N N 45 
# 
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 
A1ITR InChI            InChI                1.06  "InChI=1S/C19H14N4O4S/c24-16(21-12-7-5-11(6-8-12)18(25)26)10-28-19-23-22-17(27-19)14-9-20-15-4-2-1-3-13(14)15/h1-9,20H,10H2,(H,21,24)(H,25,26)" 
A1ITR InChIKey         InChI                1.06  DHEYLYPADJBRNO-UHFFFAOYSA-N                                                                                                                     
A1ITR SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1ccc(NC(=O)CSc2oc(nn2)c3c[nH]c4ccccc34)cc1"                                                                                             
A1ITR SMILES           CACTVS               3.385 "OC(=O)c1ccc(NC(=O)CSc2oc(nn2)c3c[nH]c4ccccc34)cc1"                                                                                             
A1ITR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(c[nH]2)c3nnc(o3)SCC(=O)Nc4ccc(cc4)C(=O)O"                                                                                         
A1ITR SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(c[nH]2)c3nnc(o3)SCC(=O)Nc4ccc(cc4)C(=O)O"                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1ITR 
_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        "4-[2-[[5-(1~{H}-indol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanoylamino]benzoic 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 
A1ITR "Create component" 2024-11-08 PDBE 
A1ITR "Initial release"  2025-11-19 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1ITR 
_pdbx_chem_comp_synonyms.name         "4-[[2-[[5-(1H-indol-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]benzoate" 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
