data_A1D5L
# 
_chem_comp.id                                    A1D5L 
_chem_comp.name                                  Zibotentan 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H16 N6 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-22 
_chem_comp.pdbx_modified_date                    2024-11-11 
_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                        424.433 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D5L 
_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        8XVL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1D5L C11 C1  C 0 1 Y N N N N N 166.873 168.302 176.476 1.843  -2.309 0.636  C11 A1D5L 1  
A1D5L C15 C2  C 0 1 Y N N N N N 170.552 169.766 181.652 -4.072 0.108  -0.182 C15 A1D5L 2  
A1D5L C16 C3  C 0 1 Y N N N N N 170.946 169.946 180.334 -3.608 -0.578 -1.307 C16 A1D5L 3  
A1D5L C17 C4  C 0 1 Y N N N N N 170.193 169.417 179.310 -2.442 -1.306 -1.236 C17 A1D5L 4  
A1D5L C18 C5  C 0 1 Y N N N N N 171.342 170.326 182.738 -5.326 0.886  -0.255 C18 A1D5L 5  
A1D5L C12 C6  C 0 1 Y N N N N N 169.025 168.708 179.565 -1.724 -1.360 -0.041 C12 A1D5L 6  
A1D5L C14 C7  C 0 1 Y N N N N N 169.389 169.054 181.923 -3.353 0.053  1.014  C14 A1D5L 7  
A1D5L C1  C8  C 0 1 N N N N N N 167.353 171.709 170.947 5.437  1.140  -3.220 C1  A1D5L 8  
A1D5L C10 C9  C 0 1 Y N N N N N 166.782 166.925 176.468 1.821  -3.614 0.165  C10 A1D5L 9  
A1D5L C13 C10 C 0 1 Y N N N N N 168.646 168.525 180.890 -2.187 -0.676 1.083  C13 A1D5L 10 
A1D5L C19 C11 C 0 1 Y N N N N N 171.827 170.880 184.773 -7.115 1.852  -0.971 C19 A1D5L 11 
A1D5L C2  C12 C 0 1 Y N N N N N 167.177 171.591 172.429 4.581  1.000  -1.988 C2  A1D5L 12 
A1D5L C3  C13 C 0 1 Y N N N N N 167.795 170.597 173.178 3.307  0.478  -2.091 C3  A1D5L 13 
A1D5L C4  C14 C 0 1 Y N N N N N 166.847 171.376 175.087 3.013  0.727  0.170  C4  A1D5L 14 
A1D5L C5  C15 C 0 1 Y N N N N N 166.225 172.393 174.329 4.307  1.251  0.274  C5  A1D5L 15 
A1D5L C6  C16 C 0 1 N N N N N N 164.873 174.332 174.199 6.120  2.160  1.513  C6  A1D5L 16 
A1D5L C7  C17 C 0 1 Y N N N N N 167.607 168.931 177.470 0.679  -1.564 0.572  C7  A1D5L 17 
A1D5L C8  C18 C 0 1 Y N N N N N 168.215 168.138 178.456 -0.468 -2.145 0.034  C8  A1D5L 18 
A1D5L C9  C19 C 0 1 Y N N N N N 167.421 166.219 177.456 0.646  -4.129 -0.351 C9  A1D5L 19 
A1D5L N1  N1  N 0 1 Y N N N N N 167.634 170.506 174.507 2.549  0.352  -1.013 N1  A1D5L 20 
A1D5L N2  N2  N 0 1 Y N N N N N 166.387 172.489 173.032 5.055  1.373  -0.810 N2  A1D5L 21 
A1D5L N3  N3  N 0 1 N N N N N N 166.670 171.312 176.436 2.219  0.596  1.305  N3  A1D5L 22 
A1D5L N4  N4  N 0 1 Y N N N N N 168.138 166.792 178.432 -0.446 -3.395 -0.410 N4  A1D5L 23 
A1D5L N5  N5  N 0 1 Y N N N N N 172.485 170.916 182.711 -5.922 1.497  0.741  N5  A1D5L 24 
A1D5L N6  N6  N 0 1 Y N N N N N 172.788 171.265 184.048 -6.989 2.072  0.308  N6  A1D5L 25 
A1D5L O1  O1  O 0 1 N N N N N N 165.442 173.270 174.979 4.791  1.634  1.483  O1  A1D5L 26 
A1D5L O2  O2  O 0 1 N N N N N N 169.034 171.057 177.034 0.069  0.879  0.127  O2  A1D5L 27 
A1D5L O3  O3  O 0 1 N N N N N N 167.304 171.141 178.790 0.121  0.043  2.482  O3  A1D5L 28 
A1D5L O4  O4  O 0 1 Y N N N N N 170.874 170.282 184.020 -6.068 1.104  -1.360 O4  A1D5L 29 
A1D5L S1  S1  S 0 1 N N N N N N 167.734 170.694 177.503 0.647  0.096  1.162  S1  A1D5L 30 
A1D5L H1  H1  H 0 1 N N N N N N 166.377 168.885 175.714 2.748  -1.886 1.048  H1  A1D5L 31 
A1D5L H2  H2  H 0 1 N N N N N N 171.845 170.502 180.111 -4.163 -0.536 -2.232 H2  A1D5L 32 
A1D5L H3  H3  H 0 1 N N N N N N 170.516 169.556 178.289 -2.083 -1.837 -2.106 H3  A1D5L 33 
A1D5L H4  H4  H 0 1 N N N N N N 169.067 168.915 182.945 -3.713 0.579  1.886  H4  A1D5L 34 
A1D5L H5  H5  H 0 1 N N N N N N 166.770 172.564 170.575 5.946  0.196  -3.418 H5  A1D5L 35 
A1D5L H6  H6  H 0 1 N N N N N N 168.417 171.862 170.715 4.807  1.398  -4.072 H6  A1D5L 36 
A1D5L H7  H7  H 0 1 N N N N N N 167.001 170.787 170.462 6.175  1.925  -3.063 H7  A1D5L 37 
A1D5L H8  H8  H 0 1 N N N N N N 166.220 166.414 175.700 2.713  -4.222 0.201  H8  A1D5L 38 
A1D5L H9  H9  H 0 1 N N N N N N 167.754 167.959 181.114 -1.631 -0.718 2.008  H9  A1D5L 39 
A1D5L H10 H10 H 0 1 N N N N N N 171.774 171.010 185.844 -7.913 2.210  -1.604 H10 A1D5L 40 
A1D5L H11 H11 H 0 1 N N N N N N 168.423 169.876 172.676 2.928  0.172  -3.055 H11 A1D5L 41 
A1D5L H12 H12 H 0 1 N N N N N N 164.258 174.974 174.846 6.816  1.408  1.143  H12 A1D5L 42 
A1D5L H13 H13 H 0 1 N N N N N N 165.680 174.930 173.750 6.173  3.047  0.882  H13 A1D5L 43 
A1D5L H14 H14 H 0 1 N N N N N N 164.245 173.906 173.403 6.382  2.426  2.537  H14 A1D5L 44 
A1D5L H15 H15 H 0 1 N N N N N N 167.342 165.142 177.446 0.626  -5.145 -0.719 H15 A1D5L 45 
A1D5L H16 H16 H 0 1 N N N N N N 166.522 172.257 176.728 2.586  0.797  2.180  H16 A1D5L 46 
# 
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 
A1D5L C1  C2  SING N N 1  
A1D5L C2  N2  DOUB Y N 2  
A1D5L C2  C3  SING Y N 3  
A1D5L N2  C5  SING Y N 4  
A1D5L C3  N1  DOUB Y N 5  
A1D5L C6  O1  SING N N 6  
A1D5L C5  O1  SING N N 7  
A1D5L C5  C4  DOUB Y N 8  
A1D5L N1  C4  SING Y N 9  
A1D5L C4  N3  SING N N 10 
A1D5L N3  S1  SING N N 11 
A1D5L C10 C11 DOUB Y N 12 
A1D5L C10 C9  SING Y N 13 
A1D5L C11 C7  SING Y N 14 
A1D5L O2  S1  DOUB N N 15 
A1D5L C9  N4  DOUB Y N 16 
A1D5L C7  S1  SING N N 17 
A1D5L C7  C8  DOUB Y N 18 
A1D5L S1  O3  DOUB N N 19 
A1D5L N4  C8  SING Y N 20 
A1D5L C8  C12 SING N N 21 
A1D5L C17 C12 DOUB Y N 22 
A1D5L C17 C16 SING Y N 23 
A1D5L C12 C13 SING Y N 24 
A1D5L C16 C15 DOUB Y N 25 
A1D5L C13 C14 DOUB Y N 26 
A1D5L C15 C14 SING Y N 27 
A1D5L C15 C18 SING N N 28 
A1D5L N5  C18 DOUB Y N 29 
A1D5L N5  N6  SING Y N 30 
A1D5L C18 O4  SING Y N 31 
A1D5L O4  C19 SING Y N 32 
A1D5L N6  C19 DOUB Y N 33 
A1D5L C11 H1  SING N N 34 
A1D5L C16 H2  SING N N 35 
A1D5L C17 H3  SING N N 36 
A1D5L C14 H4  SING N N 37 
A1D5L C1  H5  SING N N 38 
A1D5L C1  H6  SING N N 39 
A1D5L C1  H7  SING N N 40 
A1D5L C10 H8  SING N N 41 
A1D5L C13 H9  SING N N 42 
A1D5L C19 H10 SING N N 43 
A1D5L C3  H11 SING N N 44 
A1D5L C6  H12 SING N N 45 
A1D5L C6  H13 SING N N 46 
A1D5L C6  H14 SING N N 47 
A1D5L C9  H15 SING N N 48 
A1D5L N3  H16 SING N N 49 
# 
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 
A1D5L InChI            InChI                1.06  "InChI=1S/C19H16N6O4S/c1-12-10-21-17(19(23-12)28-2)25-30(26,27)15-4-3-9-20-16(15)13-5-7-14(8-6-13)18-24-22-11-29-18/h3-11H,1-2H3,(H,21,25)" 
A1D5L InChIKey         InChI                1.06  FJHHZXWJVIEFGJ-UHFFFAOYSA-N                                                                                                                 
A1D5L SMILES_CANONICAL CACTVS               3.385 "COc1nc(C)cnc1N[S](=O)(=O)c2cccnc2c3ccc(cc3)c4ocnn4"                                                                                        
A1D5L SMILES           CACTVS               3.385 "COc1nc(C)cnc1N[S](=O)(=O)c2cccnc2c3ccc(cc3)c4ocnn4"                                                                                        
A1D5L SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cnc(c(n1)OC)NS(=O)(=O)c2cccnc2c3ccc(cc3)c4nnco4"                                                                                        
A1D5L SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cnc(c(n1)OC)NS(=O)(=O)c2cccnc2c3ccc(cc3)c4nnco4"                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           A1D5L 
_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        "~{N}-(3-methoxy-5-methyl-pyrazin-2-yl)-2-[4-(1,3,4-oxadiazol-2-yl)phenyl]pyridine-3-sulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1D5L "Create component" 2024-01-22 PDBC 
A1D5L "Initial release"  2024-08-28 RCSB 
A1D5L "Modify name"      2024-11-11 PDBC 
# 
