data_LSF
# 
_chem_comp.id                                    LSF 
_chem_comp.name                                  "N-(4-methylpyridin-3-yl)-2-(3-{[(2R)-4-oxoazetidin-2-yl]oxy}phenyl)acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H17 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-15 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        311.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LSF 
_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        7GCT 
_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_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 
LSF N1  N1  N 0 1 N N N N N N 7.952  -0.638 20.762 3.209  0.762  0.656  N1  LSF 1  
LSF C4  C1  C 0 1 Y N N N N N 7.495  -0.090 18.419 3.441  -1.521 -0.114 C4  LSF 2  
LSF C5  C2  C 0 1 Y N N N N N 7.129  -0.069 19.765 4.013  -0.310 0.252  C5  LSF 3  
LSF C6  C3  C 0 1 N N N N N N 9.051  -0.049 21.276 1.928  0.837  0.244  C6  LSF 4  
LSF C7  C4  C 0 1 N N N N N N 9.790  -0.882 22.307 1.026  1.919  0.779  C7  LSF 5  
LSF C8  C5  C 0 1 Y N N N N N 11.252 -0.505 22.407 -0.343 1.782  0.164  C8  LSF 6  
LSF C10 C6  C 0 1 Y N N N N N 13.557 -0.883 21.795 -1.895 2.320  -1.580 C10 LSF 7  
LSF C13 C7  C 0 1 N N R N N N 12.916 3.375  22.304 -4.776 0.011  0.167  C13 LSF 8  
LSF C15 C8  C 0 1 N N N N N N 13.451 5.363  22.352 -5.858 -1.668 0.070  C15 LSF 9  
LSF N   N2  N 0 1 Y N N N N N 6.787  0.508  17.454 4.195  -2.534 -0.491 N   LSF 10 
LSF N2  N3  N 0 1 N N N N N N 12.375 4.667  22.762 -4.893 -1.151 -0.714 N2  LSF 11 
LSF C1  C9  C 0 1 Y N N N N N 5.947  0.602  20.135 5.399  -0.177 0.211  C1  LSF 12 
LSF C11 C10 C 0 1 Y N N N N N 13.919 0.337  22.341 -2.855 1.534  -0.973 C11 LSF 13 
LSF O1  O1  O 0 1 N N N N N N 13.170 2.417  23.349 -3.503 0.099  0.811  O1  LSF 14 
LSF C2  C11 C 0 1 Y N N N N N 5.211  1.205  19.120 6.152  -1.266 -0.197 C2  LSF 15 
LSF C16 C12 C 0 1 Y N N N N N 11.623 0.703  22.988 -1.301 0.999  0.778  C16 LSF 16 
LSF C9  C13 C 0 1 Y N N N N N 12.234 -1.298 21.828 -0.641 2.444  -1.013 C9  LSF 17 
LSF C12 C14 C 0 1 Y N N N N N 12.941 1.129  22.922 -2.561 0.873  0.211  C12 LSF 18 
LSF C14 C15 C 0 1 N N N N N N 14.245 4.099  22.066 -5.869 -0.549 1.077  C14 LSF 19 
LSF C   C16 C 0 1 N N N N N N 5.516  0.729  21.573 6.062  1.119  0.599  C   LSF 20 
LSF O   O2  O 0 1 N N N N N N 9.430  1.071  20.947 1.502  0.034  -0.559 O   LSF 21 
LSF O2  O3  O 0 1 N N N N N N 13.662 6.569  22.261 -6.503 -2.692 -0.010 O2  LSF 22 
LSF C3  C17 C 0 1 Y N N N N N 5.663  1.138  17.817 5.510  -2.442 -0.536 C3  LSF 23 
LSF H1  H1  H 0 1 N N N N N N 7.702  -1.541 21.111 3.572  1.449  1.237  H1  LSF 24 
LSF H2  H2  H 0 1 N N N N N N 8.396  -0.616 18.142 2.367  -1.635 -0.085 H2  LSF 25 
LSF H3  H3  H 0 1 N N N N N N 9.318  -0.731 23.289 0.948  1.824  1.862  H3  LSF 26 
LSF H4  H4  H 0 1 N N N N N N 9.716  -1.942 22.024 1.441  2.895  0.529  H4  LSF 27 
LSF H5  H5  H 0 1 N N N N N N 14.308 -1.514 21.342 -2.125 2.839  -2.500 H5  LSF 28 
LSF H6  H6  H 0 1 N N N N N N 12.454 2.973  21.390 -5.062 0.945  -0.317 H6  LSF 29 
LSF H7  H7  H 0 1 N N N N N N 11.522 4.930  23.212 -4.454 -1.435 -1.531 H7  LSF 30 
LSF H8  H8  H 0 1 N N N N N N 14.947 0.666  22.315 -3.835 1.438  -1.416 H8  LSF 31 
LSF H9  H9  H 0 1 N N N N N N 4.291  1.723  19.350 7.229  -1.199 -0.242 H9  LSF 32 
LSF H10 H10 H 0 1 N N N N N N 10.884 1.310  23.491 -1.069 0.485  1.699  H10 LSF 33 
LSF H11 H11 H 0 1 N N N N N N 11.964 -2.251 21.398 0.108  3.060  -1.490 H11 LSF 34 
LSF H12 H12 H 0 1 N N N N N N 15.040 3.870  22.791 -5.524 -0.836 2.071  H12 LSF 35 
LSF H13 H13 H 0 1 N N N N N N 14.646 4.019  21.045 -6.788 0.036  1.089  H13 LSF 36 
LSF H14 H14 H 0 1 N N N N N N 4.859  -0.114 21.835 6.282  1.110  1.666  H14 LSF 37 
LSF H15 H15 H 0 1 N N N N N N 6.403  0.719  22.224 6.990  1.235  0.037  H15 LSF 38 
LSF H16 H16 H 0 1 N N N N N N 4.971  1.675  21.710 5.395  1.951  0.373  H16 LSF 39 
LSF H17 H17 H 0 1 N N N N N N 5.077  1.620  17.048 6.092  -3.295 -0.851 H17 LSF 40 
# 
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 
LSF N   C3  DOUB Y N 1  
LSF N   C4  SING Y N 2  
LSF C3  C2  SING Y N 3  
LSF C4  C5  DOUB Y N 4  
LSF C2  C1  DOUB Y N 5  
LSF C5  C1  SING Y N 6  
LSF C5  N1  SING N N 7  
LSF C1  C   SING N N 8  
LSF N1  C6  SING N N 9  
LSF O   C6  DOUB N N 10 
LSF C6  C7  SING N N 11 
LSF C10 C9  DOUB Y N 12 
LSF C10 C11 SING Y N 13 
LSF C9  C8  SING Y N 14 
LSF C14 C13 SING N N 15 
LSF C14 C15 SING N N 16 
LSF O2  C15 DOUB N N 17 
LSF C13 N2  SING N N 18 
LSF C13 O1  SING N N 19 
LSF C7  C8  SING N N 20 
LSF C11 C12 DOUB Y N 21 
LSF C15 N2  SING N N 22 
LSF C8  C16 DOUB Y N 23 
LSF C12 C16 SING Y N 24 
LSF C12 O1  SING N N 25 
LSF N1  H1  SING N N 26 
LSF C4  H2  SING N N 27 
LSF C7  H3  SING N N 28 
LSF C7  H4  SING N N 29 
LSF C10 H5  SING N N 30 
LSF C13 H6  SING N N 31 
LSF N2  H7  SING N N 32 
LSF C11 H8  SING N N 33 
LSF C2  H9  SING N N 34 
LSF C16 H10 SING N N 35 
LSF C9  H11 SING N N 36 
LSF C14 H12 SING N N 37 
LSF C14 H13 SING N N 38 
LSF C   H14 SING N N 39 
LSF C   H15 SING N N 40 
LSF C   H16 SING N N 41 
LSF C3  H17 SING N N 42 
# 
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 
LSF SMILES           ACDLabs              12.01 "Cc1ccncc1NC(=O)Cc1cccc(OC2CC(=O)N2)c1"                                                                                                         
LSF InChI            InChI                1.06  "InChI=1S/C17H17N3O3/c1-11-5-6-18-10-14(11)19-15(21)8-12-3-2-4-13(7-12)23-17-9-16(22)20-17/h2-7,10,17H,8-9H2,1H3,(H,19,21)(H,20,22)/t17-/m1/s1" 
LSF InChIKey         InChI                1.06  OWPHHWQTUZCDRN-QGZVFWFLSA-N                                                                                                                     
LSF SMILES_CANONICAL CACTVS               3.385 "Cc1ccncc1NC(=O)Cc2cccc(O[C@@H]3CC(=O)N3)c2"                                                                                                    
LSF SMILES           CACTVS               3.385 "Cc1ccncc1NC(=O)Cc2cccc(O[CH]3CC(=O)N3)c2"                                                                                                      
LSF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccncc1NC(=O)Cc2cccc(c2)O[C@@H]3CC(=O)N3"                                                                                                    
LSF SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccncc1NC(=O)Cc2cccc(c2)OC3CC(=O)N3"                                                                                                         
# 
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 
LSF "SYSTEMATIC NAME" ACDLabs              12.01 "N-(4-methylpyridin-3-yl)-2-(3-{[(2R)-4-oxoazetidin-2-yl]oxy}phenyl)acetamide"                
LSF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(4-methylpyridin-3-yl)-2-[3-[(2~{R})-4-oxidanylideneazetidin-2-yl]oxyphenyl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LSF "Create component" 2023-08-15 RCSB 
LSF "Initial release"  2023-11-08 RCSB 
# 
