data_TST
# 
_chem_comp.id                                    TST 
_chem_comp.name                                  "4-METHYL-2-{[4-(TOLUENE-4-SULFONYL)-THIOMORPHOLINE-3-CARBONYL]-AMINO}-PENTANOIC ACID" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C18 H26 N2 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(3R)-4-(P-TOLUENESULFONYL)-1,4-THIAZANE-3-CARBOXYLIC ACID-L-LEUCINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-10-18 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        414.539 
_chem_comp.one_letter_code                       X 
_chem_comp.three_letter_code                     TST 
_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        1J4I 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TST S1   S1   S 0 1 N N N 32.994 -34.960 -42.987 -2.216 -3.320 -1.410 S1   TST 1  
TST C1   C1   C 0 1 N N N 32.726 -33.157 -43.122 -3.039 -2.764 0.110  C1   TST 2  
TST C2   C2   C 0 1 N N N 32.154 -32.825 -41.625 -1.987 -2.539 1.198  C2   TST 3  
TST N1   N1   N 0 1 N N N 30.655 -33.268 -41.742 -1.025 -1.530 0.749  N1   TST 4  
TST C3   C3   C 0 1 N N R 30.637 -34.914 -41.727 -0.186 -1.778 -0.425 C3   TST 5  
TST C4   C4   C 0 1 N N N 31.456 -35.388 -43.127 -1.073 -1.933 -1.664 C4   TST 6  
TST C5   C5   C 0 1 N N N 31.232 -35.608 -40.301 0.755  -0.617 -0.623 C5   TST 7  
TST N2   N2   N 0 1 N N N 31.556 -34.761 -39.340 2.078  -0.783 -0.432 N2   TST 8  
TST O1   O1   O 0 1 N N N 31.476 -36.730 -40.404 0.321  0.466  -0.955 O1   TST 9  
TST C6   C6   C 0 1 N N S 32.351 -35.200 -38.254 2.993  0.345  -0.624 C6   TST 10 
TST C7   C7   C 0 1 N N N 32.963 -34.012 -37.501 4.257  0.124  0.209  C7   TST 11 
TST C8   C8   C 0 1 N N N 31.535 -36.122 -37.219 3.364  0.448  -2.081 C8   TST 12 
TST O2   O2   O 0 1 N N N 30.200 -36.336 -37.434 4.198  1.415  -2.495 O2   TST 13 
TST O3   O3   O 0 1 N N N 32.096 -36.550 -36.324 2.910  -0.339 -2.877 O3   TST 14 
TST C9   C9   C 0 1 N N N 32.148 -32.752 -37.477 3.898  0.144  1.696  C9   TST 15 
TST C10  C10  C 0 1 N N N 32.935 -31.541 -36.847 5.137  -0.201 2.525  C10  TST 16 
TST S2   S2   S 0 1 N N N 29.342 -32.372 -41.880 -0.886 -0.101 1.574  S2   TST 17 
TST C11  C11  C 0 1 Y N N 29.191 -31.576 -40.420 -1.856 1.097  0.720  C11  TST 18 
TST C12  C12  C 0 1 Y N N 29.689 -30.185 -40.299 -3.236 1.034  0.773  C12  TST 19 
TST C13  C13  C 0 1 Y N N 29.559 -29.480 -38.986 -3.997 1.973  0.103  C13  TST 20 
TST C14  C14  C 0 1 Y N N 28.959 -30.107 -37.866 -3.378 2.977  -0.619 C14  TST 21 
TST C15  C15  C 0 1 Y N N 28.466 -31.456 -37.970 -1.998 3.041  -0.671 C15  TST 22 
TST C16  C16  C 0 1 Y N N 28.583 -32.200 -39.225 -1.237 2.103  0.002  C16  TST 23 
TST C17  C17  C 0 1 N N N 28.826 -29.379 -36.543 -4.207 4.001  -1.350 C17  TST 24 
TST O4   O4   O 0 1 N N N 28.225 -33.228 -42.004 -1.537 -0.309 2.819  O4   TST 25 
TST O5   O5   O 0 1 N N N 29.873 -31.572 -42.920 0.465  0.308  1.410  O5   TST 26 
TST C18  C18  C 0 1 N N N 30.921 -33.067 -36.623 3.397  1.537  2.082  C18  TST 27 
TST H11  1H1  H 0 1 N N N 32.056 -32.858 -43.941 -3.569 -1.831 -0.083 H11  TST 28 
TST H12A 2H1  H 0 0 N N N 33.652 -32.609 -43.351 -3.747 -3.525 0.439  H12A TST 29 
TST H21  1H2  H 0 1 N N N 32.280 -31.773 -41.329 -2.475 -2.194 2.110  H21  TST 30 
TST H22  2H2  H 0 1 N N N 32.690 -33.385 -40.845 -1.465 -3.475 1.398  H22  TST 31 
TST H3   H3   H 0 1 N N N 29.604 -35.292 -41.732 0.389  -2.691 -0.274 H3   TST 32 
TST H41  1H4  H 0 1 N N N 31.379 -36.478 -43.257 -1.641 -1.016 -1.822 H41  TST 33 
TST H42  2H4  H 0 1 N N N 31.011 -34.895 -44.004 -0.449 -2.130 -2.536 H42  TST 34 
TST HN2  HN2  H 0 1 N N N 31.241 -33.813 -39.380 2.425  -1.649 -0.166 HN2  TST 35 
TST H6   H6   H 0 1 N N N 33.153 -35.812 -38.693 2.505  1.267  -0.307 H6   TST 36 
TST H71  1H7  H 0 1 N N N 33.887 -33.760 -38.042 4.975  0.917  -0.002 H71  TST 37 
TST H72  2H7  H 0 1 N N N 33.109 -34.327 -36.457 4.697  -0.840 -0.046 H72  TST 38 
TST HO2  HO2  H 0 1 N N N 29.849 -36.877 -36.737 4.435  1.482  -3.430 HO2  TST 39 
TST H9   H9   H 0 1 N N N 31.888 -32.451 -38.502 3.116  -0.590 1.890  H9   TST 40 
TST H101 1H10 H 0 0 N N N 32.340 -30.622 -36.953 4.881  -0.187 3.584  H101 TST 41 
TST H102 2H10 H 0 0 N N N 33.896 -31.418 -37.368 5.494  -1.193 2.250  H102 TST 42 
TST H103 3H10 H 0 0 N N N 33.118 -31.737 -35.780 5.919  0.533  2.330  H103 TST 43 
TST H12  H12  H 0 1 N N N 30.139 -29.688 -41.146 -3.719 0.250  1.337  H12  TST 44 
TST H13  H13  H 0 1 N N N 29.931 -28.471 -38.890 -5.075 1.924  0.144  H13  TST 45 
TST H15  H15  H 0 1 N N N 28.005 -31.924 -37.113 -1.514 3.825  -1.234 H15  TST 46 
TST H16  H16  H 0 1 N N N 28.221 -33.216 -39.279 -0.159 2.153  -0.038 H16  TST 47 
TST H171 1H17 H 0 0 N N N 27.899 -28.787 -36.542 -4.404 4.847  -0.691 H171 TST 48 
TST H172 2H17 H 0 0 N N N 29.689 -28.711 -36.404 -3.666 4.345  -2.231 H172 TST 49 
TST H173 3H17 H 0 0 N N N 28.794 -30.111 -35.723 -5.152 3.552  -1.656 H173 TST 50 
TST H181 1H18 H 0 0 N N N 30.483 -34.022 -36.950 4.180  2.271  1.887  H181 TST 51 
TST H182 2H18 H 0 0 N N N 30.178 -32.264 -36.738 2.515  1.782  1.491  H182 TST 52 
TST H183 3H18 H 0 0 N N N 31.218 -33.143 -35.567 3.141  1.551  3.141  H183 TST 53 
# 
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 
TST S1  C1   SING N N 1  
TST S1  C4   SING N N 2  
TST C1  C2   SING N N 3  
TST C1  H11  SING N N 4  
TST C1  H12A SING N N 5  
TST C2  N1   SING N N 6  
TST C2  H21  SING N N 7  
TST C2  H22  SING N N 8  
TST N1  C3   SING N N 9  
TST N1  S2   SING N N 10 
TST C3  C4   SING N N 11 
TST C3  C5   SING N N 12 
TST C3  H3   SING N N 13 
TST C4  H41  SING N N 14 
TST C4  H42  SING N N 15 
TST C5  N2   SING N N 16 
TST C5  O1   DOUB N N 17 
TST N2  C6   SING N N 18 
TST N2  HN2  SING N N 19 
TST C6  C7   SING N N 20 
TST C6  C8   SING N N 21 
TST C6  H6   SING N N 22 
TST C7  C9   SING N N 23 
TST C7  H71  SING N N 24 
TST C7  H72  SING N N 25 
TST C8  O2   SING N N 26 
TST C8  O3   DOUB N N 27 
TST O2  HO2  SING N N 28 
TST C9  C10  SING N N 29 
TST C9  C18  SING N N 30 
TST C9  H9   SING N N 31 
TST C10 H101 SING N N 32 
TST C10 H102 SING N N 33 
TST C10 H103 SING N N 34 
TST S2  C11  SING N N 35 
TST S2  O4   DOUB N N 36 
TST S2  O5   DOUB N N 37 
TST C11 C12  DOUB Y N 38 
TST C11 C16  SING Y N 39 
TST C12 C13  SING Y N 40 
TST C12 H12  SING N N 41 
TST C13 C14  DOUB Y N 42 
TST C13 H13  SING N N 43 
TST C14 C15  SING Y N 44 
TST C14 C17  SING N N 45 
TST C15 C16  DOUB Y N 46 
TST C15 H15  SING N N 47 
TST C16 H16  SING N N 48 
TST C17 H171 SING N N 49 
TST C17 H172 SING N N 50 
TST C17 H173 SING N N 51 
TST C18 H181 SING N N 52 
TST C18 H182 SING N N 53 
TST C18 H183 SING N N 54 
# 
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 
TST SMILES           ACDLabs              10.04 "O=S(=O)(N1C(C(=O)NC(C(=O)O)CC(C)C)CSCC1)c2ccc(cc2)C"                                                                                                                         
TST InChI            InChI                1.02b "InChI=1/C18H26N2O5S2/c1-12(2)10-15(18(22)23)19-17(21)16-11-26-9-8-20(16)27(24,25)14-6-4-13(3)5-7-14/h4-7,12,15-16H,8-11H2,1-3H3,(H,19,21)(H,22,23)/t15-,16-/m0/s1/f/h19,22H" 
TST InChIKey         InChI                1.02b GFEHACHKMVZGNQ-MZMMGTDSDX                                                                                                                                                     
TST SMILES_CANONICAL CACTVS               3.341 "CC(C)C[C@H](NC(=O)[C@@H]1CSCCN1[S](=O)(=O)c2ccc(C)cc2)C(O)=O"                                                                                                                
TST SMILES           CACTVS               3.341 "CC(C)C[CH](NC(=O)[CH]1CSCCN1[S](=O)(=O)c2ccc(C)cc2)C(O)=O"                                                                                                                   
TST SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1)S(=O)(=O)N2CCSC[C@H]2C(=O)N[C@@H](CC(C)C)C(=O)O"                                                                                                                  
TST SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1)S(=O)(=O)N2CCSCC2C(=O)NC(CC(C)C)C(=O)O"                                                                                                                           
# 
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 
TST "SYSTEMATIC NAME" ACDLabs              10.04 "N-({(3R)-4-[(4-methylphenyl)sulfonyl]thiomorpholin-3-yl}carbonyl)-L-leucine"                      
TST "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-4-methyl-2-[[(3R)-4-(4-methylphenyl)sulfonylthiomorpholin-3-yl]carbonylamino]pentanoic acid" 
# 
