data_S4I
# 
_chem_comp.id                                    S4I 
_chem_comp.name                                  "1-[(4-chlorophenyl)methyl]-3,4-dihydroxy-1,5-dihydro-2H-pyrrol-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H10 Cl N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-05-09 
_chem_comp.pdbx_modified_date                    2025-07-25 
_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                        239.655 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S4I 
_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        7FXJ 
_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 
S4I N3   N1  N  0 1 N N N N N N 7.099 7.266 17.477 1.528  -0.048 0.940  N3   S4I 1  
S4I C4   C1  C  0 1 N N N N N N 7.168 5.781 17.236 2.143  1.265  0.710  C4   S4I 2  
S4I C5   C2  C  0 1 N N N N N N 6.838 5.691 15.752 3.232  1.036  -0.313 C5   S4I 3  
S4I C8   C3  C  0 1 N N N N N N 7.366 7.830 18.797 0.419  -0.337 1.854  C8   S4I 4  
S4I C10  C4  C  0 1 Y N N N N N 6.693 7.673 21.205 -1.447 -1.269 0.471  C10  S4I 5  
S4I C13  C5  C  0 1 Y N N N N N 4.223 6.643 20.712 -2.735 1.178  0.438  C13  S4I 6  
S4I C1   C6  C  0 1 N N N N N N 6.635 7.057 15.048 3.213  -0.275 -0.612 C1   S4I 7  
S4I OA   O1  O  0 1 N N N N N N 6.413 7.422 13.669 4.045  -0.890 -1.499 OA   S4I 8  
S4I C2   C7  C  0 1 N N N N N N 6.801 7.883 16.250 2.163  -0.938 0.155  C2   S4I 9  
S4I O6   O2  O  0 1 N N N N N N 6.655 9.172 16.196 1.903  -2.126 0.097  O6   S4I 10 
S4I O7   O3  O  0 1 N N N N N N 6.786 4.618 15.174 4.063  1.968  -0.827 O7   S4I 11 
S4I C9   C8  C  0 1 Y N N N N N 6.353 7.514 19.840 -0.888 -0.184 1.121  C9   S4I 12 
S4I C11  C9  C  0 1 Y N N N N N 5.791 7.409 22.315 -2.646 -1.130 -0.201 C11  S4I 13 
S4I C12  C10 C  0 1 Y N N N N N 4.533 6.837 22.049 -3.291 0.094  -0.219 C12  S4I 14 
S4I C14  C11 C  0 1 Y N N N N N 5.102 6.959 19.593 -1.530 1.040  1.100  C14  S4I 15 
S4I CL15 CL1 CL 0 0 N N N N N N 3.423 6.418 23.309 -4.805 0.266  -1.051 CL15 S4I 16 
S4I H1   H1  H  0 1 N N N N N N 6.427 5.242 17.845 1.402  1.964  0.321  H1   S4I 17 
S4I H2   H2  H  0 1 N N N N N N 8.173 5.387 17.447 2.570  1.648  1.637  H2   S4I 18 
S4I H3   H3  H  0 1 N N N N N N 8.338 7.446 19.140 0.511  -1.358 2.225  H3   S4I 19 
S4I H4   H4  H  0 1 N N N N N N 7.419 8.924 18.695 0.449  0.359  2.692  H4   S4I 20 
S4I H5   H5  H  0 1 N N N N N N 7.691 8.014 21.438 -0.943 -2.224 0.484  H5   S4I 21 
S4I H6   H6  H  0 1 N N N N N N 3.254 6.225 20.481 -3.238 2.133  0.424  H6   S4I 22 
S4I H8   H8  H  0 1 N N N N N N 6.332 8.366 13.600 3.889  -1.840 -1.589 H8   S4I 23 
S4I H9   H9  H  0 1 N N N N N N 6.082 7.648 23.327 -3.080 -1.976 -0.714 H9   S4I 24 
S4I H10  H10 H  0 1 N N N N N N 4.784 6.764 18.580 -1.094 1.887  1.608  H10  S4I 25 
S4I H7   H7  H  0 1 N N N N N N 6.939 3.916 15.795 4.695  1.620  -1.472 H7   S4I 26 
# 
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 
S4I OA  C1   SING N N 1  
S4I C1  C5   DOUB N N 2  
S4I C1  C2   SING N N 3  
S4I O7  C5   SING N N 4  
S4I C5  C4   SING N N 5  
S4I O6  C2   DOUB N N 6  
S4I C2  N3   SING N N 7  
S4I C4  N3   SING N N 8  
S4I N3  C8   SING N N 9  
S4I C8  C9   SING N N 10 
S4I C14 C9   DOUB Y N 11 
S4I C14 C13  SING Y N 12 
S4I C9  C10  SING Y N 13 
S4I C13 C12  DOUB Y N 14 
S4I C10 C11  DOUB Y N 15 
S4I C12 C11  SING Y N 16 
S4I C12 CL15 SING N N 17 
S4I C4  H1   SING N N 18 
S4I C4  H2   SING N N 19 
S4I C8  H3   SING N N 20 
S4I C8  H4   SING N N 21 
S4I C10 H5   SING N N 22 
S4I C13 H6   SING N N 23 
S4I OA  H8   SING N N 24 
S4I C11 H9   SING N N 25 
S4I C14 H10  SING N N 26 
S4I O7  H7   SING N N 27 
# 
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 
S4I SMILES           ACDLabs              14.52   "Clc1ccc(CN2CC(O)=C(O)C2=O)cc1"                                                       
S4I InChI            InChI                1.06    "InChI=1S/C11H10ClNO3/c12-8-3-1-7(2-4-8)5-13-6-9(14)10(15)11(13)16/h1-4,14-15H,5-6H2" 
S4I InChIKey         InChI                1.06    OOPDMUUQOKZZDG-UHFFFAOYSA-N                                                           
S4I SMILES_CANONICAL CACTVS               3.385   "OC1=C(O)C(=O)N(C1)Cc2ccc(Cl)cc2"                                                     
S4I SMILES           CACTVS               3.385   "OC1=C(O)C(=O)N(C1)Cc2ccc(Cl)cc2"                                                     
S4I SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1CN2CC(=C(C2=O)O)O)Cl"                                                       
S4I SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1CN2CC(=C(C2=O)O)O)Cl"                                                       
# 
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 
S4I "SYSTEMATIC NAME" ACDLabs              14.52   "1-[(4-chlorophenyl)methyl]-3,4-dihydroxy-1,5-dihydro-2H-pyrrol-2-one" 
S4I "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "1-[(4-chlorophenyl)methyl]-3,4-bis(oxidanyl)-2~{H}-pyrrol-5-one"      
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
S4I "Create component"   2023-05-09 RCSB 
S4I "Initial release"    2023-06-14 RCSB 
S4I "Other modification" 2025-07-25 RCSB 
# 
