data_A1ATU
# 
_chem_comp.id                                    A1ATU 
_chem_comp.name                                  Torasemide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-31 
_chem_comp.pdbx_modified_date                    2025-11-11 
_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                        348.420 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ATU 
_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        9C0G 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
A1ATU N1    N1  N 0 1 N N N N N N 123.461 153.207 171.562 3.278  1.660  0.082  N1    A1ATU 1  
A1ATU N3    N2  N 0 1 N N N N N N 123.026 155.625 171.657 1.224  0.935  -0.757 N3    A1ATU 2  
A1ATU C4    C1  C 0 1 Y N N N N N 125.653 155.137 168.835 -0.600 -1.262 0.936  C4    A1ATU 3  
A1ATU C5    C2  C 0 1 Y N N N N N 128.210 152.537 169.686 -3.111 -0.568 -0.061 C5    A1ATU 4  
A1ATU C6    C3  C 0 1 N N N N N N 122.551 154.283 171.794 2.496  0.672  -0.396 C6    A1ATU 5  
A1ATU C10   C4  C 0 1 Y N N N N N 123.875 156.743 168.725 0.596  -2.782 -0.469 C10   A1ATU 6  
A1ATU C15   C5  C 0 1 N N N N N N 124.065 150.895 171.060 5.493  2.655  0.379  C15   A1ATU 7  
A1ATU C1    C6  C 0 1 N N N N N N 125.870 150.109 167.052 -4.714 3.324  0.692  C1    A1ATU 8  
A1ATU "C1'" C7  C 0 1 Y N N N N N 126.989 153.007 169.216 -2.384 0.348  0.688  "C1'" A1ATU 9  
A1ATU C11   C8  C 0 1 Y N N N N N 124.849 155.990 166.739 -0.212 -3.539 1.556  C11   A1ATU 10 
A1ATU C12   C9  C 0 1 Y N N N N N 125.720 155.171 167.449 -0.747 -2.303 1.853  C12   A1ATU 11 
A1ATU C16   C10 C 0 1 N N N N N N 122.804 151.478 173.152 4.686  0.857  1.914  C16   A1ATU 12 
A1ATU C2    C11 C 0 1 N N N N N N 123.037 151.825 171.688 4.661  1.375  0.474  C2    A1ATU 13 
A1ATU "C2'" C12 C 0 1 Y N N N N N 126.228 152.217 168.362 -2.906 1.612  0.932  "C2'" A1ATU 14 
A1ATU "C3'" C13 C 0 1 Y N N N N N 126.690 150.963 167.980 -4.146 1.954  0.429  "C3'" A1ATU 15 
A1ATU "C4'" C14 C 0 1 Y N N N N N 127.911 150.496 168.448 -4.868 1.039  -0.317 "C4'" A1ATU 16 
A1ATU "C5'" C15 C 0 1 Y N N N N N 128.672 151.284 169.303 -4.348 -0.218 -0.566 "C5'" A1ATU 17 
A1ATU C9    C16 C 0 1 Y N N N N N 124.728 155.940 169.473 0.087  -1.520 -0.250 C9    A1ATU 18 
A1ATU N7    N3  N 0 1 Y N N N N N 123.956 156.750 167.388 0.440  -3.740 0.426  N7    A1ATU 19 
A1ATU N9    N4  N 0 1 N N N N N N 126.537 154.316 169.636 -1.130 -0.001 1.196  N9    A1ATU 20 
A1ATU O6    O1  O 0 1 N N N N N N 121.394 154.061 172.106 2.938  -0.456 -0.503 O6    A1ATU 21 
A1ATU OP1   O2  O 0 1 N N N N N N 125.055 157.186 171.739 -0.985 0.318  -1.668 OP1   A1ATU 22 
A1ATU OP3   O3  O 0 1 N N N N N N 125.465 154.874 171.734 1.086  -0.812 -2.495 OP3   A1ATU 23 
A1ATU S1    S1  S 0 1 N N N N N N 124.630 155.920 171.216 0.300  -0.250 -1.453 S1    A1ATU 24 
A1ATU H13   H1  H 0 1 N N N N N N 124.407 153.410 171.308 2.927  2.560  0.164  H13   A1ATU 25 
A1ATU H12   H2  H 0 1 N N N N N N 122.406 156.392 171.823 0.850  1.817  -0.608 H12   A1ATU 26 
A1ATU H5    H3  H 0 1 N N N N N N 128.802 153.148 170.351 -2.708 -1.552 -0.252 H5    A1ATU 27 
A1ATU H9    H4  H 0 1 N N N N N N 123.145 157.363 169.223 1.129  -2.991 -1.385 H9    A1ATU 28 
A1ATU H17   H5  H 0 1 N N N N N N 123.729 149.853 171.164 5.075  3.411  1.044  H17   A1ATU 29 
A1ATU H16   H6  H 0 1 N N N N N N 124.177 151.139 169.993 6.521  2.443  0.670  H16   A1ATU 30 
A1ATU H15   H7  H 0 1 N N N N N N 125.032 151.021 171.569 5.474  3.024  -0.647 H15   A1ATU 31 
A1ATU H3    H8  H 0 1 N N N N N N 126.148 150.327 166.010 -4.406 4.004  -0.102 H3    A1ATU 32 
A1ATU H1    H9  H 0 1 N N N N N N 126.060 149.047 167.267 -5.802 3.268  0.721  H1    A1ATU 33 
A1ATU H2    H10 H 0 1 N N N N N N 124.802 150.328 167.200 -4.344 3.693  1.649  H2    A1ATU 34 
A1ATU H10   H11 H 0 1 N N N N N N 124.892 156.014 165.660 -0.317 -4.349 2.262  H10   A1ATU 35 
A1ATU H11   H12 H 0 1 N N N N N N 126.444 154.565 166.925 -1.271 -2.143 2.784  H11   A1ATU 36 
A1ATU H20   H13 H 0 1 N N N N N N 122.058 152.165 173.578 5.715  0.644  2.205  H20   A1ATU 37 
A1ATU H19   H14 H 0 1 N N N N N N 122.436 150.444 173.230 4.268  1.612  2.579  H19   A1ATU 38 
A1ATU H18   H15 H 0 1 N N N N N N 123.749 151.574 173.706 4.094  -0.056 1.982  H18   A1ATU 39 
A1ATU H14   H16 H 0 1 N N N N N N 122.086 151.693 171.151 5.079  0.619  -0.191 H14   A1ATU 40 
A1ATU H4    H17 H 0 1 N N N N N N 125.278 152.577 167.996 -2.344 2.327  1.514  H4    A1ATU 41 
A1ATU H7    H18 H 0 1 N N N N N N 128.269 149.522 168.148 -5.838 1.308  -0.708 H7    A1ATU 42 
A1ATU H6    H19 H 0 1 N N N N N N 129.622 150.923 169.669 -4.914 -0.930 -1.148 H6    A1ATU 43 
A1ATU H8    H20 H 0 1 N N N N N N 126.849 154.669 170.518 -0.628 0.635  1.729  H8    A1ATU 44 
# 
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 
A1ATU C11   N7    DOUB Y N 1  
A1ATU C11   C12   SING Y N 2  
A1ATU C1    "C3'" SING N N 3  
A1ATU N7    C10   SING Y N 4  
A1ATU C12   C4    DOUB Y N 5  
A1ATU "C3'" "C2'" DOUB Y N 6  
A1ATU "C3'" "C4'" SING Y N 7  
A1ATU "C2'" "C1'" SING Y N 8  
A1ATU "C4'" "C5'" DOUB Y N 9  
A1ATU C10   C9    DOUB Y N 10 
A1ATU C4    C9    SING Y N 11 
A1ATU C4    N9    SING N N 12 
A1ATU "C1'" N9    SING N N 13 
A1ATU "C1'" C5    DOUB Y N 14 
A1ATU "C5'" C5    SING Y N 15 
A1ATU C9    S1    SING N N 16 
A1ATU C15   C2    SING N N 17 
A1ATU S1    N3    SING N N 18 
A1ATU S1    OP3   DOUB N N 19 
A1ATU S1    OP1   DOUB N N 20 
A1ATU N1    C2    SING N N 21 
A1ATU N1    C6    SING N N 22 
A1ATU N3    C6    SING N N 23 
A1ATU C2    C16   SING N N 24 
A1ATU C6    O6    DOUB N N 25 
A1ATU N1    H13   SING N N 26 
A1ATU N3    H12   SING N N 27 
A1ATU C5    H5    SING N N 28 
A1ATU C10   H9    SING N N 29 
A1ATU C15   H17   SING N N 30 
A1ATU C15   H16   SING N N 31 
A1ATU C15   H15   SING N N 32 
A1ATU C1    H3    SING N N 33 
A1ATU C1    H1    SING N N 34 
A1ATU C1    H2    SING N N 35 
A1ATU C11   H10   SING N N 36 
A1ATU C12   H11   SING N N 37 
A1ATU C16   H20   SING N N 38 
A1ATU C16   H19   SING N N 39 
A1ATU C16   H18   SING N N 40 
A1ATU C2    H14   SING N N 41 
A1ATU "C2'" H4    SING N N 42 
A1ATU "C4'" H7    SING N N 43 
A1ATU "C5'" H6    SING N N 44 
A1ATU N9    H8    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 
A1ATU SMILES           ACDLabs              12.01 "O=S(=O)(NC(=O)NC(C)C)c1cnccc1Nc1cc(C)ccc1"                                                                                      
A1ATU InChI            InChI                1.06  "InChI=1S/C16H20N4O3S/c1-11(2)18-16(21)20-24(22,23)15-10-17-8-7-14(15)19-13-6-4-5-12(3)9-13/h4-11H,1-3H3,(H,17,19)(H2,18,20,21)" 
A1ATU InChIKey         InChI                1.06  NGBFQHCMQULJNZ-UHFFFAOYSA-N                                                                                                      
A1ATU SMILES_CANONICAL CACTVS               3.385 "CC(C)NC(=O)N[S](=O)(=O)c1cnccc1Nc2cccc(C)c2"                                                                                    
A1ATU SMILES           CACTVS               3.385 "CC(C)NC(=O)N[S](=O)(=O)c1cnccc1Nc2cccc(C)c2"                                                                                    
A1ATU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cccc(c1)Nc2ccncc2S(=O)(=O)NC(=O)NC(C)C"                                                                                      
A1ATU SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cccc(c1)Nc2ccncc2S(=O)(=O)NC(=O)NC(C)C"                                                                                      
# 
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 
A1ATU "SYSTEMATIC NAME" ACDLabs              12.01 "4-(3-methylanilino)-N-[(propan-2-yl)carbamoyl]pyridine-3-sulfonamide" 
A1ATU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[4-[(3-methylphenyl)amino]pyridin-3-yl]sulfonyl-3-propan-2-yl-urea" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ATU "Create component"  2024-05-31 RCSB 
A1ATU "Initial release"   2025-02-12 RCSB 
A1ATU "Modify descriptor" 2025-11-11 RCSB 
# 
