data_5X
# 
_chem_comp.id                                    5X 
_chem_comp.name                                  5R-(2E-METHYL-3-PHENYL-ALLYL)-3-(BENZENESULFONYLAMINO)-4-OXO-2-THIONOTHIAZOLIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 N2 O3 S3" 
_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                    2008-10-14 
_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                        418.553 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5X 
_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        2AX0 
_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.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 
5X S19  S19 S 0 1 N N N 6.417  34.283 76.096 -3.321 -0.842 0.125  S19  5X 1  
5X O20  O20 O 0 1 N N N 5.118  34.386 75.475 -4.241 -1.632 0.866  O20  5X 2  
5X O21  O21 O 0 1 N N N 7.520  35.054 75.598 -3.655 -0.003 -0.972 O21  5X 3  
5X N22  N22 N 0 1 N N N 6.210  34.883 77.738 -2.576 0.138  1.232  N22  5X 4  
5X C24  C24 C 0 1 Y N N 6.875  32.562 76.246 -2.108 -1.966 -0.484 C24  5X 5  
5X C25  C25 C 0 1 Y N N 8.236  32.194 76.367 -1.358 -1.637 -1.598 C25  5X 6  
5X C26  C26 C 0 1 Y N N 8.584  30.835 76.487 -0.403 -2.516 -2.073 C26  5X 7  
5X C27  C27 C 0 1 Y N N 7.581  29.849 76.482 -0.205 -3.729 -1.440 C27  5X 8  
5X C29  C29 C 0 1 Y N N 6.227  30.213 76.362 -0.959 -4.061 -0.330 C29  5X 9  
5X C30  C30 C 0 1 Y N N 5.875  31.567 76.243 -1.910 -3.179 0.148  C30  5X 10 
5X C1   C1  C 0 1 N N N 10.923 35.473 78.927 1.612  0.781  -0.697 C1   5X 11 
5X C2   C2  C 0 1 N N N 11.150 35.203 77.436 2.673  1.756  -1.136 C2   5X 12 
5X N1   N1  N 0 1 N N N 7.369  35.647 78.313 -1.493 0.938  0.843  N1   5X 13 
5X C9   C9  C 0 1 N N N 7.429  36.976 78.358 -1.747 2.180  0.391  C9   5X 14 
5X C14  C14 C 0 1 N N R 9.528  36.031 79.403 0.851  1.360  0.498  C14  5X 15 
5X C7   C7  C 0 1 N N N 8.426  35.095 78.895 -0.274 0.433  0.939  C7   5X 16 
5X S1   S1  S 0 1 N N N 9.042  37.583 78.734 -0.129 2.837  0.013  S1   5X 17 
5X S2   S2  S 0 1 N N N 6.192  38.052 77.999 -3.266 2.951  0.217  S2   5X 18 
5X O1   O1  O 0 1 N N N 8.468  33.855 79.038 -0.067 -0.689 1.349  O1   5X 19 
5X C3   C3  C 0 1 N N N 11.429 33.922 77.064 3.928  1.592  -0.741 C3   5X 20 
5X C4   C4  C 0 1 N N N 11.092 36.406 76.506 2.309  2.917  -2.025 C4   5X 21 
5X C5   C5  C 0 1 Y N N 11.758 33.320 75.722 4.318  0.371  -0.005 C5   5X 22 
5X C6   C6  C 0 1 Y N N 11.976 31.924 75.757 3.517  -0.107 1.032  C6   5X 23 
5X C8   C8  C 0 1 Y N N 11.882 34.019 74.498 5.491  -0.305 -0.341 C8   5X 24 
5X C10  C10 C 0 1 Y N N 12.213 33.326 73.331 5.850  -1.444 0.349  C10  5X 25 
5X C11  C11 C 0 1 Y N N 12.303 31.240 74.586 3.883  -1.251 1.711  C11  5X 26 
5X C13  C13 C 0 1 Y N N 12.426 31.939 73.373 5.048  -1.917 1.373  C13  5X 27 
5X H22  H22 H 0 1 N N N 5.421  35.498 77.733 -2.889 0.158  2.150  H22  5X 28 
5X H25  H25 H 0 1 N N N 9.005  32.953 76.367 -1.513 -0.689 -2.092 H25  5X 29 
5X H26  H26 H 0 1 N N N 9.621  30.550 76.583 0.186  -2.257 -2.940 H26  5X 30 
5X H27  H27 H 0 1 N N N 7.851  28.807 76.571 0.539  -4.418 -1.813 H27  5X 31 
5X H29  H29 H 0 1 N N N 5.460  29.452 76.361 -0.804 -5.008 0.165  H29  5X 32 
5X H30  H30 H 0 1 N N N 4.836  31.847 76.149 -2.499 -3.438 1.016  H30  5X 33 
5X H11A 1H1 H 0 0 N N N 11.630 36.282 79.164 0.918  0.604  -1.519 H11A 5X 34 
5X H12  2H1 H 0 1 N N N 11.063 34.511 79.441 2.080  -0.160 -0.408 H12  5X 35 
5X H14  H14 H 0 1 N N N 9.647  36.119 80.493 1.526  1.585  1.323  H14  5X 36 
5X H3   H3  H 0 1 N N N 11.411 33.211 77.876 4.666  2.351  -0.957 H3   5X 37 
5X H41  1H4 H 0 1 N N N 10.180 36.351 75.893 3.200  3.508  -2.235 H41  5X 38 
5X H42  2H4 H 0 1 N N N 11.976 36.406 75.851 1.892  2.542  -2.960 H42  5X 39 
5X H43  3H4 H 0 1 N N N 11.078 37.330 77.102 1.570  3.541  -1.522 H43  5X 40 
5X H6   H6  H 0 1 N N N 11.889 31.387 76.690 2.608  0.411  1.297  H6   5X 41 
5X H8   H8  H 0 1 N N N 11.721 35.086 74.466 6.118  0.063  -1.141 H8   5X 42 
5X H10  H10 H 0 1 N N N 12.305 33.858 72.396 6.758  -1.968 0.090  H10  5X 43 
5X H11  H11 H 0 1 N N N 12.462 30.172 74.612 3.262  -1.626 2.511  H11  5X 44 
5X H13  H13 H 0 1 N N N 12.685 31.407 72.470 5.333  -2.809 1.910  H13  5X 45 
# 
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 
5X S19 O20  DOUB N N 1  
5X S19 O21  DOUB N N 2  
5X S19 N22  SING N N 3  
5X S19 C24  SING N N 4  
5X N22 N1   SING N N 5  
5X N22 H22  SING N N 6  
5X C24 C25  SING Y N 7  
5X C24 C30  DOUB Y N 8  
5X C25 C26  DOUB Y N 9  
5X C25 H25  SING N N 10 
5X C26 C27  SING Y N 11 
5X C26 H26  SING N N 12 
5X C27 C29  DOUB Y N 13 
5X C27 H27  SING N N 14 
5X C29 C30  SING Y N 15 
5X C29 H29  SING N N 16 
5X C30 H30  SING N N 17 
5X C1  C2   SING N N 18 
5X C1  C14  SING N N 19 
5X C1  H11A SING N N 20 
5X C1  H12  SING N N 21 
5X C2  C3   DOUB N E 22 
5X C2  C4   SING N N 23 
5X N1  C9   SING N N 24 
5X N1  C7   SING N N 25 
5X C9  S1   SING N N 26 
5X C9  S2   DOUB N N 27 
5X C14 C7   SING N N 28 
5X C14 S1   SING N N 29 
5X C14 H14  SING N N 30 
5X C7  O1   DOUB N N 31 
5X C3  C5   SING N N 32 
5X C3  H3   SING N N 33 
5X C4  H41  SING N N 34 
5X C4  H42  SING N N 35 
5X C4  H43  SING N N 36 
5X C5  C6   SING Y N 37 
5X C5  C8   DOUB Y N 38 
5X C6  C11  DOUB Y N 39 
5X C6  H6   SING N N 40 
5X C8  C10  SING Y N 41 
5X C8  H8   SING N N 42 
5X C10 C13  DOUB Y N 43 
5X C10 H10  SING N N 44 
5X C11 C13  SING Y N 45 
5X C11 H11  SING N N 46 
5X C13 H13  SING N N 47 
# 
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 
5X SMILES           ACDLabs              10.04 O=S(=O)(NN1C(=O)C(SC1=S)CC(=C\c2ccccc2)\C)c3ccccc3                                                                                              
5X InChI            InChI                1.02b InChI=1/C19H18N2O3S3/c1-14(12-15-8-4-2-5-9-15)13-17-18(22)21(19(25)26-17)20-27(23,24)16-10-6-3-7-11-16/h2-12,17,20H,13H2,1H3/b14-12+/t17-/m1/s1 
5X InChIKey         InChI                1.02b UKJRRVJSDMEEHV-ABDJAZHIBJ                                                                                                                       
5X SMILES_CANONICAL CACTVS               3.341 CC(/C[C@H]1SC(=S)N(N[S](=O)(=O)c2ccccc2)C1=O)=C\c3ccccc3                                                                                        
5X SMILES           CACTVS               3.341 CC(C[CH]1SC(=S)N(N[S](=O)(=O)c2ccccc2)C1=O)=Cc3ccccc3                                                                                           
5X SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C/C(=C\c1ccccc1)/C[C@@H]2C(=O)N(C(=S)S2)NS(=O)(=O)c3ccccc3                                                                                      
5X SMILES           "OpenEye OEToolkits" 1.5.0 CC(=Cc1ccccc1)CC2C(=O)N(C(=S)S2)NS(=O)(=O)c3ccccc3                                                                                              
# 
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 
5X "SYSTEMATIC NAME" ACDLabs              10.04 N-{(5R)-5-[(2E)-2-methyl-3-phenylprop-2-en-1-yl]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}benzenesulfonamide     
5X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(5R)-5-[(E)-2-methyl-3-phenyl-prop-2-enyl]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzenesulfonamide 
# 
