data_A1AIL
# 
_chem_comp.id                                    A1AIL 
_chem_comp.name                                  lesinurad 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 Br N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "{[(4M)-5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-19 
_chem_comp.pdbx_modified_date                    2024-09-13 
_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                        404.281 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AIL 
_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        9B1H 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1AIL C4   C1  C  0 1 Y N N N N N 121.547 123.043 136.585 -2.670 -1.817 0.518  C4   A1AIL 1  
A1AIL C5   C2  C  0 1 Y N N N N N 122.409 123.983 137.082 -2.080 -1.315 1.637  C5   A1AIL 2  
A1AIL C6   C3  C  0 1 Y N N N N N 123.781 123.880 136.932 -1.023 -0.412 1.549  C6   A1AIL 3  
A1AIL C7   C4  C  0 1 Y N N N N N 124.338 122.811 136.282 -0.547 -0.003 0.323  C7   A1AIL 4  
A1AIL C8   C5  C  0 1 Y N N N N N 123.497 121.797 135.725 -1.139 -0.507 -0.854 C8   A1AIL 5  
A1AIL C1   C6  C  0 1 N N N N N N 119.171 123.755 135.752 -5.069 -2.319 1.376  C1   A1AIL 6  
A1AIL C2   C7  C  0 1 N N N N N N 119.437 124.514 137.014 -4.132 -3.333 2.036  C2   A1AIL 7  
A1AIL C3   C8  C  0 1 N N N N N N 120.068 123.173 136.800 -3.813 -2.792 0.641  C3   A1AIL 8  
A1AIL C9   C9  C  0 1 Y N N N N N 123.997 120.727 134.937 -0.687 -0.113 -2.123 C9   A1AIL 9  
A1AIL C10  C10 C  0 1 Y N N N N N 123.158 119.829 134.344 -1.289 -0.613 -3.238 C10  A1AIL 10 
A1AIL C11  C11 C  0 1 Y N N N N N 121.791 119.942 134.498 -2.349 -1.511 -3.139 C11  A1AIL 11 
A1AIL C12  C12 C  0 1 Y N N N N N 121.257 120.951 135.245 -2.814 -1.915 -1.925 C12  A1AIL 12 
A1AIL C13  C13 C  0 1 Y N N N N N 122.078 121.916 135.883 -2.217 -1.421 -0.752 C13  A1AIL 13 
A1AIL C15  C14 C  0 1 Y N N N N N 126.745 123.683 135.639 1.852  0.613  0.199  C15  A1AIL 14 
A1AIL C18  C15 C  0 1 Y N N N N N 126.502 121.695 136.455 0.435  2.272  0.200  C18  A1AIL 15 
A1AIL C21  C16 C  0 1 N N N N N N 128.027 125.841 134.591 4.329  -0.550 0.146  C21  A1AIL 16 
A1AIL C22  C17 C  0 1 N N N N N N 129.065 125.704 135.694 5.165  -1.803 0.161  C22  A1AIL 17 
A1AIL N14  N1  N  0 1 Y N N N N N 125.748 122.787 135.998 0.515  0.905  0.246  N14  A1AIL 18 
A1AIL N16  N2  N  0 1 Y N N N N N 127.940 123.183 135.850 2.493  1.757  0.131  N16  A1AIL 19 
A1AIL N17  N3  N  0 1 Y N N N N N 127.780 121.916 136.369 1.653  2.730  0.132  N17  A1AIL 20 
A1AIL O23  O1  O  0 1 N N N N N N 130.241 125.486 135.338 4.631  -2.885 0.223  O23  A1AIL 21 
A1AIL O24  O2  O  0 1 N N N N N N 128.685 125.798 136.884 6.503  -1.718 0.105  O24  A1AIL 22 
A1AIL S20  S1  S  0 1 N N N N N N 126.358 125.251 134.980 2.576  -0.993 0.232  S20  A1AIL 23 
A1AIL BR19 BR1 BR 0 0 N N N N N N 125.887 120.151 137.293 -1.150 3.303  0.231  BR19 A1AIL 24 
A1AIL H1   H1  H  0 1 N N N N N N 122.005 124.834 137.609 -2.437 -1.621 2.609  H1   A1AIL 25 
A1AIL H2   H2  H  0 1 N N N N N N 124.421 124.653 137.333 -0.572 -0.028 2.452  H2   A1AIL 26 
A1AIL H3   H3  H  0 1 N N N N N N 119.594 124.106 134.799 -6.030 -2.683 1.015  H3   A1AIL 27 
A1AIL H4   H4  H  0 1 N N N N N N 118.178 123.317 135.573 -5.069 -1.303 1.771  H4   A1AIL 28 
A1AIL H5   H5  H  0 1 N N N N N N 120.056 125.423 136.989 -3.516 -2.985 2.865  H5   A1AIL 29 
A1AIL H6   H6  H  0 1 N N N N N N 118.640 124.634 137.762 -4.478 -4.365 2.109  H6   A1AIL 30 
A1AIL H7   H7  H  0 1 N N N N N N 119.618 122.357 137.385 -3.948 -3.467 -0.204 H7   A1AIL 31 
A1AIL H8   H8  H  0 1 N N N N N N 125.064 120.622 134.804 0.133  0.583  -2.215 H8   A1AIL 32 
A1AIL H9   H9  H  0 1 N N N N N N 123.566 119.025 133.750 -0.939 -0.308 -4.213 H9   A1AIL 33 
A1AIL H10  H10 H  0 1 N N N N N N 121.138 119.225 134.023 -2.809 -1.893 -4.038 H10  A1AIL 34 
A1AIL H11  H11 H  0 1 N N N N N N 120.184 121.017 135.353 -3.637 -2.612 -1.863 H11  A1AIL 35 
A1AIL H12  H12 H  0 1 N N N N N N 128.388 125.275 133.719 4.589  0.071  1.004  H12  A1AIL 36 
A1AIL H13  H13 H  0 1 N N N N N N 127.953 126.907 134.331 4.519  0.003  -0.774 H13  A1AIL 37 
A1AIL H14  H14 H  0 1 N N N N N N 129.427 125.678 137.464 6.997  -2.549 0.118  H14  A1AIL 38 
# 
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 
A1AIL C10 C11  DOUB Y N 1  
A1AIL C10 C9   SING Y N 2  
A1AIL C11 C12  SING Y N 3  
A1AIL C21 S20  SING N N 4  
A1AIL C21 C22  SING N N 5  
A1AIL C9  C8   DOUB Y N 6  
A1AIL S20 C15  SING N N 7  
A1AIL C12 C13  DOUB Y N 8  
A1AIL O23 C22  DOUB N N 9  
A1AIL C15 N16  DOUB Y N 10 
A1AIL C15 N14  SING Y N 11 
A1AIL C22 O24  SING N N 12 
A1AIL C8  C13  SING Y N 13 
A1AIL C8  C7   SING Y N 14 
A1AIL C1  C3   SING N N 15 
A1AIL C1  C2   SING N N 16 
A1AIL N16 N17  SING Y N 17 
A1AIL C13 C4   SING Y N 18 
A1AIL N14 C7   SING N N 19 
A1AIL N14 C18  SING Y N 20 
A1AIL C7  C6   DOUB Y N 21 
A1AIL N17 C18  DOUB Y N 22 
A1AIL C18 BR19 SING N N 23 
A1AIL C4  C3   SING N N 24 
A1AIL C4  C5   DOUB Y N 25 
A1AIL C3  C2   SING N N 26 
A1AIL C6  C5   SING Y N 27 
A1AIL C5  H1   SING N N 28 
A1AIL C6  H2   SING N N 29 
A1AIL C1  H3   SING N N 30 
A1AIL C1  H4   SING N N 31 
A1AIL C2  H5   SING N N 32 
A1AIL C2  H6   SING N N 33 
A1AIL C3  H7   SING N N 34 
A1AIL C9  H8   SING N N 35 
A1AIL C10 H9   SING N N 36 
A1AIL C11 H10  SING N N 37 
A1AIL C12 H11  SING N N 38 
A1AIL C21 H12  SING N N 39 
A1AIL C21 H13  SING N N 40 
A1AIL O24 H14  SING N N 41 
# 
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 
A1AIL SMILES           ACDLabs              12.01 "O=C(O)CSc1nnc(Br)n1c1ccc(C2CC2)c2ccccc12"                                                                                          
A1AIL InChI            InChI                1.06  "InChI=1S/C17H14BrN3O2S/c18-16-19-20-17(24-9-15(22)23)21(16)14-8-7-11(10-5-6-10)12-3-1-2-4-13(12)14/h1-4,7-8,10H,5-6,9H2,(H,22,23)" 
A1AIL InChIKey         InChI                1.06  FGQFOYHRJSUHMR-UHFFFAOYSA-N                                                                                                         
A1AIL SMILES_CANONICAL CACTVS               3.385 "OC(=O)CSc1nnc(Br)n1c2ccc(C3CC3)c4ccccc24"                                                                                          
A1AIL SMILES           CACTVS               3.385 "OC(=O)CSc1nnc(Br)n1c2ccc(C3CC3)c4ccccc24"                                                                                          
A1AIL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(ccc2n3c(nnc3Br)SCC(=O)O)C4CC4"                                                                                        
A1AIL SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(ccc2n3c(nnc3Br)SCC(=O)O)C4CC4"                                                                                        
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
A1AIL "SYSTEMATIC NAME" ACDLabs              12.01 "{[(4M)-5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid" 
A1AIL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[[5-bromanyl-4-(4-cyclopropylnaphthalen-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanoic 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 
A1AIL "Create component" 2024-03-19 RCSB 
A1AIL "Initial release"  2024-09-18 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1AIL 
_pdbx_chem_comp_synonyms.name         "{[(4M)-5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         "systematic name" 
# 
