data_A1A47
# 
_chem_comp.id                                    A1A47 
_chem_comp.name                                  "1-[(1R,6S,8R)-8lambda~4~-thia-7,9-diazatetracyclo[4.3.0.0~1,8~.0~6,8~]nona-2,4-diene-2-sulfonyl]-L-proline" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H13 N3 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-09 
_chem_comp.pdbx_modified_date                    2025-06-06 
_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                        315.369 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A47 
_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        7HCE 
_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 
A1A47 N2  N1  N 0 1 N N N N N N 14.461 1.040  6.520  4.032  0.350  0.684  N2  A1A47 1  
A1A47 C3  C1  C 0 1 N N N N N N 11.560 0.675  -0.401 -2.635 1.852  1.448  C3  A1A47 2  
A1A47 C6  C2  C 0 1 Y N N N N N 14.822 1.431  2.950  0.794  -1.096 -0.223 C6  A1A47 3  
A1A47 C9  C3  C 0 1 Y N N N N N 15.058 3.020  5.274  3.053  -1.898 1.132  C9  A1A47 4  
A1A47 C1  C4  C 0 1 N N N N N N 11.057 1.270  2.017  -3.510 -0.274 0.474  C1  A1A47 5  
A1A47 C10 C5  C 0 1 Y N N N N N 14.706 1.660  5.361  3.003  -0.604 0.592  C10 A1A47 6  
A1A47 C11 C6  C 0 1 Y N N N N N 14.595 0.864  4.217  1.865  -0.208 -0.087 C11 A1A47 7  
A1A47 C2  C7  C 0 1 N N S N N N 12.145 1.068  0.965  -2.267 0.447  0.928  C2  A1A47 8  
A1A47 C4  C8  C 0 1 N N N N N N 11.863 -0.806 -0.594 -1.463 2.730  0.936  C4  A1A47 9  
A1A47 C5  C9  C 0 1 N N N N N N 12.788 -1.214 0.548  -1.156 2.072  -0.432 C5  A1A47 10 
A1A47 C7  C10 C 0 1 Y N N N N N 15.176 2.791  2.847  0.857  -2.365 0.312  C7  A1A47 11 
A1A47 C8  C11 C 0 1 Y N N N N N 15.298 3.582  4.006  1.993  -2.765 0.992  C8  A1A47 12 
A1A47 N1  N2  N 0 1 N N N N N N 13.069 -0.002 1.321  -1.351 0.628  -0.208 N1  A1A47 13 
A1A47 N3  N3  N 0 1 N N N N N N 14.250 -0.415 4.426  1.917  1.109  -0.588 N3  A1A47 14 
A1A47 O1  O1  O 0 1 N N N N N N 10.889 0.357  2.854  -3.859 -0.207 -0.681 O1  A1A47 15 
A1A47 O2  O2  O 0 1 N N N N N N 15.448 -0.779 1.707  -0.209 0.000  -2.304 O2  A1A47 16 
A1A47 O3  O3  O 0 1 N N N N N N 15.070 1.241  0.330  -1.556 -1.686 -1.043 O3  A1A47 17 
A1A47 O4  O4  O 0 1 N N N N N N 10.418 2.341  1.965  -4.229 -0.990 1.352  O4  A1A47 18 
A1A47 S1  S1  S 0 1 N N N N N N 14.702 0.442  1.474  -0.654 -0.588 -1.090 S1  A1A47 19 
A1A47 S2  S2  S 0 1 N N N N N N 14.101 -0.542 6.093  3.510  1.718  -0.101 S2  A1A47 20 
A1A47 H11 H1  H 0 1 N N N N N N 15.266 1.070  7.113  4.887  0.233  1.127  H11 A1A47 21 
A1A47 H3  H2  H 0 1 N N N N N N 10.473 0.845  -0.412 -3.582 2.185  1.022  H3  A1A47 22 
A1A47 H2  H3  H 0 1 N N N N N N 12.031 1.266  -1.200 -2.677 1.861  2.537  H2  A1A47 23 
A1A47 H10 H4  H 0 1 N N N N N N 15.143 3.623  6.166  3.936  -2.219 1.665  H10 A1A47 24 
A1A47 H1  H5  H 0 1 N N N N N N 12.700 2.010  0.849  -1.775 -0.123 1.716  H1  A1A47 25 
A1A47 H4  H6  H 0 1 N N N N N N 10.933 -1.392 -0.557 -1.778 3.766  0.809  H4  A1A47 26 
A1A47 H5  H7  H 0 1 N N N N N N 12.360 -0.969 -1.562 -0.604 2.664  1.603  H5  A1A47 27 
A1A47 H6  H8  H 0 1 N N N N N N 12.295 -1.963 1.185  -1.847 2.435  -1.192 H6  A1A47 28 
A1A47 H7  H9  H 0 1 N N N N N N 13.723 -1.632 0.147  -0.126 2.274  -0.728 H7  A1A47 29 
A1A47 H8  H10 H 0 1 N N N N N N 15.354 3.228  1.876  0.024  -3.043 0.201  H8  A1A47 30 
A1A47 H9  H11 H 0 1 N N N N N N 15.576 4.622  3.922  2.048  -3.758 1.413  H9  A1A47 31 
A1A47 H12 H12 H 0 1 N N N N N N 13.382 -0.625 3.976  1.819  1.118  -1.592 H12 A1A47 32 
A1A47 H13 H13 H 0 1 N N N N N N 9.776  2.361  2.665  -5.018 -1.435 1.015  H13 A1A47 33 
# 
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 
A1A47 N2  C10 SING N N 1  
A1A47 N2  S2  SING N N 2  
A1A47 C3  C2  SING N N 3  
A1A47 C3  C4  SING N N 4  
A1A47 C6  C11 SING Y N 5  
A1A47 C6  C7  DOUB Y N 6  
A1A47 C6  S1  SING N N 7  
A1A47 C9  C10 SING Y N 8  
A1A47 C9  C8  DOUB Y N 9  
A1A47 C1  C2  SING N N 10 
A1A47 C1  O1  DOUB N N 11 
A1A47 C1  O4  SING N N 12 
A1A47 C10 C11 DOUB Y N 13 
A1A47 C11 N3  SING N N 14 
A1A47 C2  N1  SING N N 15 
A1A47 C4  C5  SING N N 16 
A1A47 C5  N1  SING N N 17 
A1A47 C7  C8  SING Y N 18 
A1A47 N1  S1  SING N N 19 
A1A47 N3  S2  SING N N 20 
A1A47 O2  S1  DOUB N N 21 
A1A47 O3  S1  DOUB N N 22 
A1A47 N2  H11 SING N N 23 
A1A47 C3  H3  SING N N 24 
A1A47 C3  H2  SING N N 25 
A1A47 C9  H10 SING N N 26 
A1A47 C2  H1  SING N N 27 
A1A47 C4  H4  SING N N 28 
A1A47 C4  H5  SING N N 29 
A1A47 C5  H6  SING N N 30 
A1A47 C5  H7  SING N N 31 
A1A47 C7  H8  SING N N 32 
A1A47 C8  H9  SING N N 33 
A1A47 N3  H12 SING N N 34 
A1A47 O4  H13 SING N N 35 
# 
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 
A1A47 SMILES           ACDLabs              14.52   "O=C(O)C1CCCN1S(=O)(=O)c1cccc2NSNc21"                                                                                         
A1A47 InChI            InChI                1.06    "InChI=1S/C11H13N3O4S2/c15-11(16)8-4-2-6-14(8)20(17,18)9-5-1-3-7-10(9)13-19-12-7/h1,3,5,8,12-13H,2,4,6H2,(H,15,16)/t8-/m0/s1" 
A1A47 InChIKey         InChI                1.06    ZIDRFWNFWXIGBM-QMMMGPOBSA-N                                                                                                   
A1A47 SMILES_CANONICAL CACTVS               3.385   "OC(=O)[C@@H]1CCCN1[S](=O)(=O)c2cccc3NSNc23"                                                                                  
A1A47 SMILES           CACTVS               3.385   "OC(=O)[CH]1CCCN1[S](=O)(=O)c2cccc3NSNc23"                                                                                    
A1A47 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc2c(c(c1)S(=O)(=O)N3CCC[C@H]3C(=O)O)NSN2"                                                                                 
A1A47 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc2c(c(c1)S(=O)(=O)N3CCCC3C(=O)O)NSN2"                                                                                     
# 
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 
A1A47 "SYSTEMATIC NAME" ACDLabs              14.52   "1-(1,3-dihydro-2,1,3-benzothiadiazole-4-sulfonyl)-L-proline"                             
A1A47 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S})-1-(1,3-dihydro-2,1,3-benzothiadiazol-4-ylsulfonyl)pyrrolidine-2-carboxylic 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 
A1A47 "Create component" 2024-09-09 RCSB 
A1A47 "Initial release"  2025-06-11 RCSB 
# 
