data_YN6
# 
_chem_comp.id                                    YN6 
_chem_comp.name                                  "(2R)-1-{[(2,1,3-benzothiadiazol-4-yl)oxy]acetyl}azetidine-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H12 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                     2023-06-19 
_chem_comp.pdbx_modified_date                    2024-12-13 
_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                        292.314 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YN6 
_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        7G3X 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
YN6 C10 C1  C 0 1 Y N N N N N -12.312 7.567  45.023 1.743  0.577  0.019  C10 YN6 1  
YN6 O14 O1  O 0 1 N N N N N N -14.395 12.694 48.686 -3.905 -1.645 -0.827 O14 YN6 2  
YN6 C15 C2  C 0 1 N N N N N N -14.923 11.587 48.919 -4.779 -1.062 -0.222 C15 YN6 3  
YN6 C16 C3  C 0 1 N N S N N N -14.100 10.397 49.451 -4.471 0.235  0.482  C16 YN6 4  
YN6 C17 C4  C 0 1 N N N N N N -12.593 10.690 49.642 -4.872 1.478  -0.324 C17 YN6 5  
YN6 C18 C5  C 0 1 N N N N N N -12.286 9.717  48.435 -3.558 2.043  0.232  C18 YN6 6  
YN6 C20 C6  C 0 1 N N N N N N -14.569 8.448  47.812 -1.869 0.049  0.322  C20 YN6 7  
YN6 O1  O2  O 0 1 N N N N N N -15.795 8.389  48.103 -1.798 -1.155 0.443  O1  YN6 8  
YN6 C2  C7  C 0 1 Y N N N N N -12.485 6.372  44.422 1.844  1.926  -0.129 C2  YN6 9  
YN6 C3  C8  C 0 1 Y N N N N N -11.918 6.132  43.133 3.081  2.551  -0.279 C3  YN6 10 
YN6 C4  C9  C 0 1 Y N N N N N -11.171 7.098  42.435 4.239  1.846  -0.284 C4  YN6 11 
YN6 N5  N1  N 0 1 Y N N N N N -11.015 9.773  45.050 3.078  -1.530 0.152  N5  YN6 12 
YN6 S6  S1  S 0 1 Y N N N N N -9.915  10.546 43.969 4.592  -1.877 0.079  S6  YN6 13 
YN6 N7  N2  N 0 1 Y N N N N N -10.050 9.383  42.680 5.191  -0.453 -0.109 N7  YN6 14 
YN6 C8  C10 C 0 1 Y N N N N N -10.894 8.372  43.052 4.211  0.436  -0.135 C8  YN6 15 
YN6 C9  C11 C 0 1 Y N N N N N -11.477 8.617  44.439 2.918  -0.223 0.028  C9  YN6 16 
YN6 O11 O3  O 0 1 N N N N N N -12.874 8.084  46.167 0.523  -0.003 0.163  O11 YN6 17 
YN6 C12 C12 C 0 1 N N N N N N -13.832 7.345  46.922 -0.613 0.864  0.151  C12 YN6 18 
YN6 N13 N3  N 0 1 N N N N N N -16.241 11.377 48.649 -6.025 -1.573 -0.178 N13 YN6 19 
YN6 N19 N4  N 0 1 N N N N N N -13.750 9.561  48.254 -3.070 0.659  0.342  N19 YN6 20 
YN6 H28 H1  H 0 1 N N N N N N -14.568 9.852  50.284 -4.828 0.250  1.512  H28 YN6 21 
YN6 H30 H2  H 0 1 N N N N N N -12.308 11.738 49.464 -4.874 1.329  -1.404 H30 YN6 22 
YN6 H29 H3  H 0 1 N N N N N N -12.185 10.358 50.608 -5.766 1.981  0.045  H29 YN6 23 
YN6 H32 H4  H 0 1 N N N N N N -11.769 10.190 47.587 -3.003 2.642  -0.491 H32 YN6 24 
YN6 H31 H5  H 0 1 N N N N N N -11.760 8.793  48.716 -3.671 2.540  1.194  H31 YN6 25 
YN6 H21 H6  H 0 1 N N N N N N -13.052 5.597  44.915 0.946  2.525  -0.130 H21 YN6 26 
YN6 H22 H7  H 0 1 N N N N N N -12.070 5.166  42.674 3.118  3.624  -0.394 H22 YN6 27 
YN6 H23 H8  H 0 1 N N N N N N -10.806 6.887  41.441 5.182  2.358  -0.403 H23 YN6 28 
YN6 H25 H9  H 0 1 N N N N N N -14.547 6.840  46.256 -0.652 1.398  -0.799 H25 YN6 29 
YN6 H24 H10 H 0 1 N N N N N N -13.334 6.599  47.559 -0.531 1.582  0.967  H24 YN6 30 
YN6 H26 H11 H 0 1 N N N N N N -16.795 12.113 48.260 -6.223 -2.408 -0.631 H26 YN6 31 
YN6 H27 H12 H 0 1 N N N N N N -16.655 10.487 48.839 -6.724 -1.107 0.306  H27 YN6 32 
# 
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 
YN6 O1  C20 DOUB N N 1  
YN6 C2  C10 DOUB Y N 2  
YN6 C2  C3  SING Y N 3  
YN6 C3  C4  DOUB Y N 4  
YN6 C4  C8  SING Y N 5  
YN6 N5  C9  DOUB Y N 6  
YN6 N5  S6  SING Y N 7  
YN6 S6  N7  SING Y N 8  
YN6 N7  C8  DOUB Y N 9  
YN6 C8  C9  SING Y N 10 
YN6 C9  C10 SING Y N 11 
YN6 C10 O11 SING N N 12 
YN6 O11 C12 SING N N 13 
YN6 C12 C20 SING N N 14 
YN6 N13 C15 SING N N 15 
YN6 O14 C15 DOUB N N 16 
YN6 C15 C16 SING N N 17 
YN6 C16 N19 SING N N 18 
YN6 C16 C17 SING N N 19 
YN6 C17 C18 SING N N 20 
YN6 C18 N19 SING N N 21 
YN6 N19 C20 SING N N 22 
YN6 C16 H28 SING N N 23 
YN6 C17 H30 SING N N 24 
YN6 C17 H29 SING N N 25 
YN6 C18 H32 SING N N 26 
YN6 C18 H31 SING N N 27 
YN6 C2  H21 SING N N 28 
YN6 C3  H22 SING N N 29 
YN6 C4  H23 SING N N 30 
YN6 C12 H25 SING N N 31 
YN6 C12 H24 SING N N 32 
YN6 N13 H26 SING N N 33 
YN6 N13 H27 SING N N 34 
# 
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 
YN6 SMILES           ACDLabs              12.01 "NC(=O)C1CCN1C(=O)COc1cccc2nsnc12"                                                                        
YN6 InChI            InChI                1.06  "InChI=1S/C12H12N4O3S/c13-12(18)8-4-5-16(8)10(17)6-19-9-3-1-2-7-11(9)15-20-14-7/h1-3,8H,4-6H2,(H2,13,18)" 
YN6 InChIKey         InChI                1.06  QZQZTDCEGPSUMN-UHFFFAOYSA-N                                                                               
YN6 SMILES_CANONICAL CACTVS               3.385 "NC(=O)[C@@H]1CCN1C(=O)COc2cccc3nsnc23"                                                                   
YN6 SMILES           CACTVS               3.385 "NC(=O)[CH]1CCN1C(=O)COc2cccc3nsnc23"                                                                     
YN6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)OCC(=O)N3CC[C@H]3C(=O)N)nsn2"                                                                
YN6 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)OCC(=O)N3CCC3C(=O)N)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 
YN6 "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-1-{[(2,1,3-benzothiadiazol-4-yl)oxy]acetyl}azetidine-2-carboxamide"      
YN6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-1-[2-(2,1,3-benzothiadiazol-4-yloxy)ethanoyl]azetidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YN6 "Create component" 2023-06-19 RCSB 
YN6 "Initial release"  2024-12-18 RCSB 
# 
