data_A1L33
# 
_chem_comp.id                                    A1L33 
_chem_comp.name                                  "2-(3-azanyl-6-azanylidene-4,5-disulfo-xanthen-9-yl)-5-[[1-[4-(2-hydroxy-2-oxoethyl)-2,3-bis(oxidanylidene)-7-(trifluoromethyl)-1~{H}-quinoxalin-6-yl]pyrrol-3-yl]methylcarbamoyl]benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C37 H25 F3 N6 O14 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-30 
_chem_comp.pdbx_modified_date                    2025-06-27 
_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                        898.751 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L33 
_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        9J8K 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
A1L33 O8  O1  O 0 1 N N N N N N -32.723 27.101 15.471 -8.120 -3.969 0.864  O8  A1L33 1  
A1L33 O6  O2  O 0 1 N N N N N N -35.187 23.925 7.523  -5.154 2.137  2.061  O6  A1L33 2  
A1L33 O7  O3  O 0 1 N N N N N N -33.944 25.677 7.795  -3.980 3.579  3.273  O7  A1L33 3  
A1L33 O2  O4  O 0 1 N N N N N N -38.435 13.056 5.389  11.592 -3.884 -0.825 O2  A1L33 4  
A1L33 C2  C1  C 0 1 Y N N N N N -35.642 21.513 12.188 -5.079 2.161  -2.970 C2  A1L33 5  
A1L33 C1  C2  C 0 1 Y N N N N N -35.977 22.101 13.404 -6.313 1.573  -3.258 C1  A1L33 6  
A1L33 C4  C3  C 0 1 Y N N N N N -34.262 23.412 11.624 -4.969 0.913  -0.930 C4  A1L33 7  
A1L33 C3  C4  C 0 1 Y N N N N N -34.800 22.136 11.320 -4.414 1.838  -1.824 C3  A1L33 8  
A1L33 C5  C5  C 0 1 N N N N N N -33.349 24.099 10.810 -4.264 0.563  0.308  C5  A1L33 9  
A1L33 C6  C6  C 0 1 Y N N N N N -32.650 23.404 9.680  -2.955 1.159  0.635  C6  A1L33 10 
A1L33 C8  C7  C 0 1 Y N N N N N -30.846 21.927 9.085  -0.582 1.285  0.275  C8  A1L33 11 
A1L33 C9  C8  C 0 1 Y N N N N N -31.158 22.077 7.740  -0.483 2.283  1.249  C9  A1L33 12 
A1L33 C10 C9  C 0 1 N N N N N N -30.340 21.326 6.725  0.834  2.874  1.569  C10 A1L33 13 
A1L33 C11 C10 C 0 1 N N N N N N -30.256 19.985 4.649  3.243  3.036  1.238  C11 A1L33 14 
A1L33 C12 C11 C 0 1 Y N N N N N -30.628 18.564 4.943  4.303  2.394  0.382  C12 A1L33 15 
A1L33 C13 C12 C 0 1 Y N N N N N -29.908 17.641 5.752  4.727  2.832  -0.889 C13 A1L33 16 
A1L33 C14 C13 C 0 1 Y N N N N N -30.591 16.466 5.801  5.687  1.984  -1.310 C14 A1L33 17 
A1L33 C15 C14 C 0 1 Y N N N N N -32.829 15.729 4.772  6.789  -0.024 -0.405 C15 A1L33 18 
A1L33 C16 C15 C 0 1 Y N N N N N -33.651 15.660 5.879  8.135  0.236  -0.608 C16 A1L33 19 
A1L33 C17 C16 C 0 1 Y N N N N N -34.879 14.987 5.851  9.043  -0.813 -0.667 C17 A1L33 20 
A1L33 C18 C17 C 0 1 Y N N N N N -35.241 14.444 4.596  8.595  -2.128 -0.522 C18 A1L33 21 
A1L33 C19 C18 C 0 1 Y N N N N N -34.423 14.542 3.456  7.242  -2.379 -0.319 C19 A1L33 22 
A1L33 C20 C19 C 0 1 Y N N N N N -33.244 15.214 3.556  6.346  -1.333 -0.255 C20 A1L33 23 
A1L33 C21 C20 C 0 1 N N N N N N -32.354 15.313 2.355  4.881  -1.611 -0.035 C21 A1L33 24 
A1L33 C22 C21 C 0 1 N N N N N N -37.362 13.638 5.543  10.806 -2.959 -0.775 C22 A1L33 25 
A1L33 C23 C22 C 0 1 N N N N N N -36.920 14.202 6.871  11.284 -1.555 -0.930 C23 A1L33 26 
A1L33 C24 C23 C 0 1 N N N N N N -35.327 15.430 8.238  10.849 0.840  -1.023 C24 A1L33 27 
A1L33 C25 C24 C 0 1 N N N N N N -34.419 14.481 8.950  11.199 1.405  0.330  C25 A1L33 28 
A1L33 C26 C25 C 0 1 Y N N N N N -31.743 17.890 4.521  5.024  1.297  0.693  C26 A1L33 29 
A1L33 C27 C26 C 0 1 Y N N N N N -32.215 22.897 7.361  -1.622 2.714  1.929  C27 A1L33 30 
A1L33 C28 C27 C 0 1 Y N N N N N -32.959 23.568 8.326  -2.862 2.161  1.623  C28 A1L33 31 
A1L33 C29 C28 C 0 1 N N N N N N -34.099 24.444 7.864  -4.074 2.622  2.330  C29 A1L33 32 
A1L33 C30 C29 C 0 1 N N N N N N -32.917 25.394 11.162 -4.879 -0.360 1.173  C30 A1L33 33 
A1L33 C31 C30 C 0 1 N N N N N N -32.062 26.184 10.350 -4.255 -0.739 2.382  C31 A1L33 34 
A1L33 C32 C31 C 0 1 N N N N N N -31.655 27.419 10.747 -4.859 -1.627 3.204  C32 A1L33 35 
A1L33 C33 C32 C 0 1 N N N N N N -32.053 27.938 11.974 -6.157 -2.194 2.841  C33 A1L33 36 
A1L33 C34 C33 C 0 1 N N N N N N -32.889 27.177 12.802 -6.784 -1.817 1.634  C34 A1L33 37 
A1L33 C35 C34 C 0 1 N N N N N N -33.286 25.935 12.400 -6.178 -0.922 0.803  C35 A1L33 38 
A1L33 C36 C35 C 0 1 Y N N N N N -34.596 23.984 12.858 -6.218 0.323  -1.208 C36 A1L33 39 
A1L33 C37 C36 C 0 1 Y N N N N N -35.441 23.351 13.716 -6.879 0.658  -2.380 C37 A1L33 40 
A1L33 C7  C37 C 0 1 Y N N N N N -31.586 22.584 10.050 -1.805 0.729  -0.029 C7  A1L33 41 
A1L33 F1  F1  F 0 1 N N N N N N -32.245 16.554 1.955  4.491  -1.098 1.207  F1  A1L33 42 
A1L33 F2  F2  F 0 1 N N N N N N -32.828 14.563 1.347  4.134  -1.000 -1.047 F2  A1L33 43 
A1L33 F3  F3  F 0 1 N N N N N N -31.152 14.874 2.676  4.660  -2.992 -0.059 F3  A1L33 44 
A1L33 N1  N1  N 0 1 N N N N N N -36.827 21.484 14.306 -6.979 1.906  -4.431 N1  A1L33 45 
A1L33 N2  N2  N 0 1 N N N N N N -30.908 20.903 5.605  1.938  2.451  0.922  N2  A1L33 46 
A1L33 N3  N3  N 0 1 Y N N N N N -31.697 16.556 4.998  5.872  1.036  -0.345 N3  A1L33 47 
A1L33 N4  N4  N 0 1 N N N N N N -36.456 13.781 4.560  9.492  -3.192 -0.579 N4  A1L33 48 
A1L33 N5  N5  N 0 1 N N N N N N -35.722 14.860 6.950  10.394 -0.544 -0.871 N5  A1L33 49 
A1L33 N6  N6  N 0 1 N N N N N N -31.625 29.205 12.362 -6.747 -3.065 3.648  N6  A1L33 50 
A1L33 O1  O5  O 0 1 N N N N N N -29.162 21.095 6.993  0.921  3.742  2.416  O1  A1L33 51 
A1L33 O10 O6  O 0 1 N N N N N N -33.088 29.194 14.585 -8.743 -1.870 -0.009 O10 A1L33 52 
A1L33 O11 O7  O 0 1 N N N N N N -34.108 25.219 13.255 -6.776 -0.559 -0.352 O11 A1L33 53 
A1L33 O12 O8  O 0 1 N N N N N N -36.055 25.601 15.137 -9.429 0.829  -2.292 O12 A1L33 54 
A1L33 O13 O9  O 0 1 N N N N N N -34.621 24.090 16.120 -8.563 -0.113 -4.272 O13 A1L33 55 
A1L33 O14 O10 O 0 1 N N N N N N -36.897 23.569 15.962 -8.356 -1.428 -2.326 O14 A1L33 56 
A1L33 O3  O11 O 0 1 N N N N N N -37.663 14.127 7.841  12.463 -1.325 -1.108 O3  A1L33 57 
A1L33 O4  O12 O 0 1 N N N N N N -34.217 13.315 8.519  11.081 0.721  1.319  O4  A1L33 58 
A1L33 O5  O13 O 0 1 N N N N N N -33.821 14.847 9.985  11.643 2.667  0.436  O5  A1L33 59 
A1L33 O9  O14 O 0 1 N N N N N N -34.837 27.635 14.656 -9.137 -2.481 2.383  O9  A1L33 60 
A1L33 S1  S1  S 0 1 N N N N N N -33.410 27.794 14.395 -8.348 -2.503 1.201  S1  A1L33 61 
A1L33 S2  S2  S 0 1 N N N N N N -35.784 24.170 15.248 -8.436 -0.076 -2.755 S2  A1L33 62 
A1L33 H23 H1  H 0 1 N N N N N N -34.740 26.079 7.466  -4.801 3.848  3.708  H23 A1L33 63 
A1L33 H3  H2  H 0 1 N N N N N N -36.056 20.549 11.930 -4.648 2.871  -3.660 H3  A1L33 64 
A1L33 H4  H3  H 0 1 N N N N N N -34.539 21.654 10.390 -3.460 2.295  -1.606 H4  A1L33 65 
A1L33 H6  H4  H 0 1 N N N N N N -30.021 21.294 9.378  0.305  0.949  -0.241 H6  A1L33 66 
A1L33 H9  H5  H 0 1 N N N N N N -29.165 20.096 4.728  3.472  2.865  2.290  H9  A1L33 67 
A1L33 H8  H6  H 0 1 N N N N N N -30.577 20.239 3.628  3.217  4.108  1.042  H8  A1L33 68 
A1L33 H10 H7  H 0 1 N N N N N N -28.970 17.841 6.248  4.351  3.690  -1.427 H10 A1L33 69 
A1L33 H11 H8  H 0 1 N N N N N N -30.307 15.600 6.381  6.218  2.044  -2.249 H11 A1L33 70 
A1L33 H12 H9  H 0 1 N N N N N N -33.338 16.140 6.795  8.477  1.254  -0.720 H12 A1L33 71 
A1L33 H13 H10 H 0 1 N N N N N N -34.724 14.093 2.521  6.895  -3.395 -0.202 H13 A1L33 72 
A1L33 H15 H11 H 0 1 N N N N N N -34.803 16.383 8.071  10.054 1.437  -1.471 H15 A1L33 73 
A1L33 H16 H12 H 0 1 N N N N N N -36.224 15.607 8.850  11.728 0.865  -1.666 H16 A1L33 74 
A1L33 H17 H13 H 0 1 N N N N N N -32.535 18.310 3.918  4.942  0.723  1.604  H17 A1L33 75 
A1L33 H18 H14 H 0 1 N N N N N N -32.459 23.013 6.315  -1.544 3.485  2.681  H18 A1L33 76 
A1L33 H19 H15 H 0 1 N N N N N N -31.728 25.797 9.399  -3.296 -0.321 2.649  H19 A1L33 77 
A1L33 H20 H16 H 0 1 N N N N N N -31.015 28.003 10.102 -4.382 -1.918 4.128  H20 A1L33 78 
A1L33 H5  H17 H 0 1 N N N N N N -31.339 22.461 11.094 -1.874 -0.041 -0.783 H5  A1L33 79 
A1L33 H1  H18 H 0 1 N N N N N N -36.939 22.066 15.111 -6.493 2.313  -5.166 H1  A1L33 80 
A1L33 H2  H19 H 0 1 N N N N N N -37.718 21.335 13.876 -7.929 1.732  -4.516 H2  A1L33 81 
A1L33 H7  H20 H 0 1 N N N N N N -31.832 21.224 5.395  1.868  1.758  0.246  H7  A1L33 82 
A1L33 H14 H21 H 0 1 N N N N N N -36.691 13.352 3.688  9.171  -4.102 -0.477 H14 A1L33 83 
A1L33 H21 H22 H 0 1 N N N N N N -31.984 29.463 13.259 -7.609 -3.442 3.409  H21 A1L33 84 
A1L33 H24 H24 H 0 1 N N N N N N -33.273 14.139 10.302 11.855 2.985  1.324  H24 A1L33 85 
A1L33 H25 H25 H 0 1 N N N N N N -32.254 27.731 16.005 -8.923 -4.445 0.610  H25 A1L33 86 
A1L33 H27 H27 H 0 1 N N N N N N -34.356 24.966 16.377 -9.391 -0.502 -4.587 H27 A1L33 87 
# 
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 
A1L33 F2  C21 SING N N 1  
A1L33 F1  C21 SING N N 2  
A1L33 C21 F3  SING N N 3  
A1L33 C21 C20 SING N N 4  
A1L33 C19 C20 SING Y N 5  
A1L33 C19 C18 DOUB Y N 6  
A1L33 C20 C15 DOUB Y N 7  
A1L33 C26 C12 DOUB Y N 8  
A1L33 C26 N3  SING Y N 9  
A1L33 N4  C18 SING N N 10 
A1L33 N4  C22 SING N N 11 
A1L33 C18 C17 SING Y N 12 
A1L33 C11 C12 SING N N 13 
A1L33 C11 N2  SING N N 14 
A1L33 C15 N3  SING N N 15 
A1L33 C15 C16 SING Y N 16 
A1L33 C12 C13 SING Y N 17 
A1L33 N3  C14 SING Y N 18 
A1L33 O2  C22 DOUB N N 19 
A1L33 C22 C23 SING N N 20 
A1L33 N2  C10 SING N N 21 
A1L33 C13 C14 DOUB Y N 22 
A1L33 C17 C16 DOUB Y N 23 
A1L33 C17 N5  SING N N 24 
A1L33 C10 O1  DOUB N N 25 
A1L33 C10 C9  SING N N 26 
A1L33 C23 N5  SING N N 27 
A1L33 C23 O3  DOUB N N 28 
A1L33 N5  C24 SING N N 29 
A1L33 C27 C9  DOUB Y N 30 
A1L33 C27 C28 SING Y N 31 
A1L33 O6  C29 DOUB N N 32 
A1L33 C9  C8  SING Y N 33 
A1L33 O7  C29 SING N N 34 
A1L33 C29 C28 SING N N 35 
A1L33 C24 C25 SING N N 36 
A1L33 C28 C6  DOUB Y N 37 
A1L33 O4  C25 DOUB N N 38 
A1L33 C25 O5  SING N N 39 
A1L33 C8  C7  DOUB Y N 40 
A1L33 C6  C7  SING Y N 41 
A1L33 C6  C5  SING N N 42 
A1L33 C31 C32 DOUB N N 43 
A1L33 C31 C30 SING N N 44 
A1L33 C32 C33 SING N N 45 
A1L33 C5  C30 DOUB N N 46 
A1L33 C5  C4  SING N N 47 
A1L33 C30 C35 SING N N 48 
A1L33 C3  C4  DOUB Y N 49 
A1L33 C3  C2  SING Y N 50 
A1L33 C4  C36 SING Y N 51 
A1L33 C33 N6  DOUB N N 52 
A1L33 C33 C34 SING N N 53 
A1L33 C2  C1  DOUB Y N 54 
A1L33 C35 C34 DOUB N N 55 
A1L33 C35 O11 SING N N 56 
A1L33 C34 S1  SING N N 57 
A1L33 C36 O11 SING N N 58 
A1L33 C36 C37 DOUB Y N 59 
A1L33 C1  C37 SING Y N 60 
A1L33 C1  N1  SING N N 61 
A1L33 C37 S2  SING N N 62 
A1L33 S1  O10 DOUB N N 63 
A1L33 S1  O9  DOUB N N 64 
A1L33 S1  O8  SING N N 65 
A1L33 O12 S2  DOUB N N 66 
A1L33 S2  O14 DOUB N N 67 
A1L33 S2  O13 SING N N 68 
A1L33 O7  H23 SING N N 69 
A1L33 C2  H3  SING N N 70 
A1L33 C3  H4  SING N N 71 
A1L33 C8  H6  SING N N 72 
A1L33 C11 H9  SING N N 73 
A1L33 C11 H8  SING N N 74 
A1L33 C13 H10 SING N N 75 
A1L33 C14 H11 SING N N 76 
A1L33 C16 H12 SING N N 77 
A1L33 C19 H13 SING N N 78 
A1L33 C24 H15 SING N N 79 
A1L33 C24 H16 SING N N 80 
A1L33 C26 H17 SING N N 81 
A1L33 C27 H18 SING N N 82 
A1L33 C31 H19 SING N N 83 
A1L33 C32 H20 SING N N 84 
A1L33 C7  H5  SING N N 85 
A1L33 N1  H1  SING N N 86 
A1L33 N1  H2  SING N N 87 
A1L33 N2  H7  SING N N 88 
A1L33 N4  H14 SING N N 89 
A1L33 N6  H21 SING N N 90 
A1L33 O5  H24 SING N N 91 
A1L33 O8  H25 SING N N 92 
A1L33 O13 H27 SING N N 93 
# 
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 
A1L33 InChI            InChI                1.06  "InChI=1S/C37H25F3N6O14S2/c38-37(39,40)21-10-24-26(46(14-27(47)48)35(51)34(50)44-24)11-25(21)45-8-7-15(13-45)12-43-33(49)16-1-2-17(20(9-16)36(52)53)28-18-3-5-22(41)31(61(54,55)56)29(18)60-30-19(28)4-6-23(42)32(30)62(57,58)59/h1-11,13,41H,12,14,42H2,(H,43,49)(H,44,50)(H,47,48)(H,52,53)(H,54,55,56)(H,57,58,59)/b41-22-" 
A1L33 InChIKey         InChI                1.06  WYMZJRUHFVFSCC-YTJQMYRNSA-N                                                                                                                                                                                                                                                                                                    
A1L33 SMILES_CANONICAL CACTVS               3.385 "Nc1ccc2c(OC3=C(C(=N)C=CC3=C2c4ccc(cc4C(O)=O)C(=O)NCc5ccn(c5)c6cc7N(CC(O)=O)C(=O)C(=O)Nc7cc6C(F)(F)F)[S](O)(=O)=O)c1[S](O)(=O)=O"                                                                                                                                                                                              
A1L33 SMILES           CACTVS               3.385 "Nc1ccc2c(OC3=C(C(=N)C=CC3=C2c4ccc(cc4C(O)=O)C(=O)NCc5ccn(c5)c6cc7N(CC(O)=O)C(=O)C(=O)Nc7cc6C(F)(F)F)[S](O)(=O)=O)c1[S](O)(=O)=O"                                                                                                                                                                                              
A1L33 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C\1/C=CC2=C(c3ccc(c(c3OC2=C1S(=O)(=O)O)S(=O)(=O)O)N)c4ccc(cc4C(=O)O)C(=O)NCc5ccn(c5)c6cc7c(cc6C(F)(F)F)NC(=O)C(=O)N7CC(=O)O"                                                                                                                                                                                            
A1L33 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1C(=O)NCc2ccn(c2)c3cc4c(cc3C(F)(F)F)NC(=O)C(=O)N4CC(=O)O)C(=O)O)C5=C6C=CC(=N)C(=C6Oc7c5ccc(c7S(=O)(=O)O)N)S(=O)(=O)O"                                                                                                                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1L33 
_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-(3-azanyl-6-azanylidene-4,5-disulfo-xanthen-9-yl)-5-[[1-[4-(2-hydroxy-2-oxoethyl)-2,3-bis(oxidanylidene)-7-(trifluoromethyl)-1~{H}-quinoxalin-6-yl]pyrrol-3-yl]methylcarbamoyl]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 
A1L33 "Create component" 2024-08-30 PDBJ 
A1L33 "Initial release"  2025-07-02 RCSB 
# 
