data_5EE
# 
_chem_comp.id                                    5EE 
_chem_comp.name                                  "5R-(3,4-DICHLOROPHENYLMETHYL)-3-(2-THIOPHENESULFONYLAMINO)-4-OXO-2-THIONOTHIAZOLIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H10 Cl2 N2 O3 S4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-22 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        453.407 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5EE 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2AX1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
5EE S19 S19 S  0 1 N N N N N N 6.787  33.954 75.811 4.147  -0.454 -0.268 S19 5EE 1  
5EE O20 O20 O  0 1 N N N N N N 5.800  34.541 74.953 5.500  -0.428 0.166  O20 5EE 2  
5EE O21 O21 O  0 1 N N N N N N 8.176  34.250 75.613 3.669  -1.114 -1.431 O21 5EE 3  
5EE N22 N22 N  0 1 N N N N N N 6.430  34.518 77.422 3.282  -1.085 0.995  N22 5EE 4  
5EE C24 C24 C  0 1 Y N N N N N 6.576  32.268 75.830 3.669  1.233  -0.443 C24 5EE 5  
5EE S3  S3  S  0 1 Y N N N N N 7.757  31.073 76.126 2.358  1.933  -1.432 S3  5EE 6  
5EE C27 C27 C  0 1 Y N N N N N 6.644  29.791 75.945 2.608  3.648  -1.004 C27 5EE 7  
5EE C29 C29 C  0 1 Y N N N N N 5.309  30.266 75.645 3.657  3.574  -0.150 C29 5EE 8  
5EE C30 C30 C  0 1 Y N N N N N 5.269  31.706 75.579 4.198  2.336  0.142  C30 5EE 9  
5EE C1  C1  C  0 1 N N N N N N 11.098 35.185 78.920 -0.863 0.964  0.456  C1  5EE 10 
5EE C2  C2  C  0 1 Y N N N N N 11.421 34.837 77.472 -2.366 0.851  0.417  C2  5EE 11 
5EE C4  C4  C  0 1 Y N N N N N 11.849 35.867 76.626 -3.133 1.519  1.353  C4  5EE 12 
5EE C5  C5  C  0 1 Y N N N N N 12.169 35.616 75.287 -4.511 1.417  1.318  C5  5EE 13 
5EE C6  C6  C  0 1 Y N N N N N 11.614 33.250 75.660 -4.354 -0.028 -0.588 C6  5EE 14 
5EE C8  C8  C  0 1 Y N N N N N 12.063 34.316 74.775 -5.123 0.646  0.346  C8  5EE 15 
5EE CL1 CL1 CL 0 0 N N N N N N 12.470 33.984 73.096 -6.854 0.518  0.301  CL1 5EE 16 
5EE N1  N1  N  0 1 N N N N N N 7.572  35.232 78.080 1.882  -1.101 0.946  N1  5EE 17 
5EE C9  C9  C  0 1 N N N N N N 7.599  36.570 78.049 1.274  -2.175 0.411  C9  5EE 18 
5EE C14 C14 C  0 1 N N R N N N 9.659  35.601 79.268 -0.292 -0.147 1.341  C14 5EE 19 
5EE C7  C7  C  0 1 N N N N N N 8.618  34.657 78.687 1.225  -0.058 1.429  C7  5EE 20 
5EE C3  C3  C  0 1 Y N N N N N 11.297 33.525 76.997 -2.975 0.081  -0.555 C3  5EE 21 
5EE S1  S1  S  0 1 N N N N N N 9.216  37.151 78.417 -0.467 -1.792 0.543  S1  5EE 22 
5EE S2  S2  S  0 1 N N N N N N 6.295  37.595 77.776 1.998  -3.581 -0.245 S2  5EE 23 
5EE O1  O1  O  0 1 N N N N N N 8.690  33.431 78.824 1.792  0.901  1.908  O1  5EE 24 
5EE CL2 CL2 CL 0 0 N N N N N N 11.472 31.619 75.064 -5.120 -0.996 -1.808 CL2 5EE 25 
5EE H22 H22 H  0 1 N N N N N N 5.660  35.153 77.364 3.744  -1.443 1.769  H22 5EE 26 
5EE H27 H27 H  0 1 N N N N N N 6.905  28.748 76.043 2.064  4.519  -1.340 H27 5EE 27 
5EE H29 H29 H  0 1 N N N N N N 4.454  29.625 75.491 4.063  4.468  0.300  H29 5EE 28 
5EE H30 H30 H  0 1 N N N N N N 4.382  32.286 75.370 5.034  2.249  0.820  H30 5EE 29 
5EE H11 1H1 H  0 1 N N N N N N 11.703 36.079 79.131 -0.465 0.865  -0.553 H11 5EE 30 
5EE H12 2H1 H  0 1 N N N N N N 11.318 34.287 79.516 -0.582 1.934  0.865  H12 5EE 31 
5EE H4  H4  H  0 1 N N N N N N 11.934 36.872 77.013 -2.656 2.121  2.112  H4  5EE 32 
5EE H5  H5  H  0 1 N N N N N N 12.497 36.423 74.649 -5.110 1.939  2.050  H5  5EE 33 
5EE H14 H14 H  0 1 N N N N N N 9.651  35.643 80.367 -0.748 -0.135 2.330  H14 5EE 34 
5EE H3  H3  H  0 1 N N N N N N 10.961 32.735 77.653 -2.375 -0.441 -1.286 H3  5EE 35 
# 
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 
5EE S19 O20 DOUB N N 1  
5EE S19 O21 DOUB N N 2  
5EE S19 N22 SING N N 3  
5EE S19 C24 SING N N 4  
5EE N22 N1  SING N N 5  
5EE N22 H22 SING N N 6  
5EE C24 S3  SING Y N 7  
5EE C24 C30 DOUB Y N 8  
5EE S3  C27 SING Y N 9  
5EE C27 C29 DOUB Y N 10 
5EE C27 H27 SING N N 11 
5EE C29 C30 SING Y N 12 
5EE C29 H29 SING N N 13 
5EE C30 H30 SING N N 14 
5EE C1  C2  SING N N 15 
5EE C1  C14 SING N N 16 
5EE C1  H11 SING N N 17 
5EE C1  H12 SING N N 18 
5EE C2  C4  DOUB Y N 19 
5EE C2  C3  SING Y N 20 
5EE C4  C5  SING Y N 21 
5EE C4  H4  SING N N 22 
5EE C5  C8  DOUB Y N 23 
5EE C5  H5  SING N N 24 
5EE C6  C8  SING Y N 25 
5EE C6  C3  DOUB Y N 26 
5EE C6  CL2 SING N N 27 
5EE C8  CL1 SING N N 28 
5EE N1  C9  SING N N 29 
5EE N1  C7  SING N N 30 
5EE C9  S1  SING N N 31 
5EE C9  S2  DOUB N N 32 
5EE C14 C7  SING N N 33 
5EE C14 S1  SING N N 34 
5EE C14 H14 SING N N 35 
5EE C7  O1  DOUB N N 36 
5EE C3  H3  SING N N 37 
# 
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 
5EE SMILES           ACDLabs              10.04 "O=S(=O)(NN1C(=O)C(SC1=S)Cc2ccc(Cl)c(Cl)c2)c3sccc3"                                                                              
5EE SMILES_CANONICAL CACTVS               3.341 "Clc1ccc(C[C@H]2SC(=S)N(N[S](=O)(=O)c3sccc3)C2=O)cc1Cl"                                                                          
5EE SMILES           CACTVS               3.341 "Clc1ccc(C[CH]2SC(=S)N(N[S](=O)(=O)c3sccc3)C2=O)cc1Cl"                                                                           
5EE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(sc1)S(=O)(=O)NN2C(=O)[C@H](SC2=S)Cc3ccc(c(c3)Cl)Cl"                                                                        
5EE SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(sc1)S(=O)(=O)NN2C(=O)C(SC2=S)Cc3ccc(c(c3)Cl)Cl"                                                                            
5EE InChI            InChI                1.03  "InChI=1S/C14H10Cl2N2O3S4/c15-9-4-3-8(6-10(9)16)7-11-13(19)18(14(22)24-11)17-25(20,21)12-2-1-5-23-12/h1-6,11,17H,7H2/t11-/m1/s1" 
5EE InChIKey         InChI                1.03  GAOOBYJHWAKZKU-LLVKDONJSA-N                                                                                                      
# 
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 
5EE "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(5R)-5-(3,4-dichlorobenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]thiophene-2-sulfonamide"                
5EE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(5R)-5-[(3,4-dichlorophenyl)methyl]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]thiophene-2-sulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5EE "Create component"  2005-09-22 RCSB 
5EE "Modify descriptor" 2011-06-04 RCSB 
5EE "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            5EE 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C1 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
