data_160
# 
_chem_comp.id                                    160 
_chem_comp.name                                  "3-(3-{2-[(5-METHANESULFONYL-THIOPHENE-2-CARBONYL)-AMINO]-ETHYLDISULFANYLMETHYL}- BENZENESULFONYLAMINO)-4-OXO-PENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N2 O8 S5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-21 
_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                        580.738 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     160 
_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        1NMQ 
_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 
160 O35  O35  O 0 1 N N N -10.368 33.199 -10.170 4.412  -3.165 -1.049 O35  160 1  
160 C18  C18  C 0 1 N N N -9.190  33.431 -10.384 4.313  -1.988 -0.755 C18  160 2  
160 C19  C19  C 0 1 Y N N -8.735  34.848 -10.460 5.516  -1.203 -0.463 C19  160 3  
160 S20  S20  S 0 1 Y N N -10.018 35.954 -10.320 5.653  0.518  -0.011 S20  160 4  
160 C21  C21  C 0 1 Y N N -8.851  37.143 -10.473 7.378  0.610  0.141  C21  160 5  
160 S24  S24  S 0 1 N N N -9.331  38.825 -10.434 8.365  2.004  0.573  S24  160 6  
160 O33  O33  O 0 1 N N N -8.231  39.587 -9.809  9.524  1.406  1.138  O33  160 7  
160 O34  O34  O 0 1 N N N -9.571  39.309 -11.807 7.472  2.797  1.343  O34  160 8  
160 C25  C25  C 0 1 N N N -10.824 39.006 -9.485  8.724  2.769  -1.033 C25  160 9  
160 C22  C22  C 0 1 Y N N -7.527  36.779 -10.630 7.783  -0.653 -0.153 C22  160 10 
160 C23  C23  C 0 1 Y N N -7.461  35.396 -10.621 6.843  -1.604 -0.461 C23  160 11 
160 N17  N17  N 0 1 N N N -8.326  32.435 -10.547 3.099  -1.407 -0.697 N17  160 12 
160 C16  C16  C 0 1 N N N -8.826  31.114 -10.887 1.896  -2.192 -0.989 C16  160 13 
160 C15  C15  C 0 1 N N N -9.007  30.229 -9.659  0.660  -1.301 -0.853 C15  160 14 
160 S14  S14  S 0 1 N N N -7.381  29.840 -8.995  -0.828 -2.273 -1.214 S14  160 15 
160 S13  S13  S 0 1 N N N -7.533  28.076 -8.014  -0.866 -3.491 0.435  S13  160 16 
160 C12  C12  C 0 1 N N N -6.512  28.333 -6.541  -1.735 -2.411 1.605  C12  160 17 
160 C8   C8   C 0 1 Y N N -6.409  29.814 -6.236  -3.177 -2.274 1.186  C8   160 18 
160 C9   C9   C 0 1 Y N N -7.498  30.506 -5.711  -4.122 -3.163 1.662  C9   160 19 
160 C10  C10  C 0 1 Y N N -7.388  31.870 -5.433  -5.444 -3.036 1.278  C10  160 20 
160 C11  C11  C 0 1 Y N N -6.192  32.548 -5.684  -5.821 -2.021 0.420  C11  160 21 
160 C7   C7   C 0 1 Y N N -5.220  30.492 -6.482  -3.552 -1.261 0.324  C7   160 22 
160 C6   C6   C 0 1 Y N N -5.111  31.853 -6.212  -4.875 -1.131 -0.055 C6   160 23 
160 S5   S5   S 0 1 N N N -3.624  32.663 -6.526  -5.355 0.163  -1.150 S5   160 24 
160 O27  O27  O 0 1 N N N -3.898  33.996 -7.116  -4.175 0.535  -1.849 O27  160 25 
160 O28  O28  O 0 1 N N N -2.795  31.852 -7.448  -6.567 -0.270 -1.753 O28  160 26 
160 N4   N4   N 0 1 N N N -2.792  32.838 -5.044  -5.759 1.473  -0.221 N4   160 27 
160 C3   C3   C 0 1 N N S -1.472  32.300 -4.942  -4.736 2.139  0.590  C3   160 28 
160 C2   C2   C 0 1 N N N -1.428  31.271 -3.857  -4.769 1.588  1.992  C2   160 29 
160 O26  O26  O 0 1 N N N -0.555  31.335 -3.013  -5.717 0.939  2.363  O26  160 30 
160 C1   C1   C 0 1 N N N -2.462  30.184 -3.836  -3.618 1.846  2.930  C1   160 31 
160 C29  C29  C 0 1 N N N -0.558  33.461 -4.593  -5.015 3.643  0.627  C29  160 32 
160 C30  C30  C 0 1 N N N -0.005  34.106 -5.839  -4.862 4.217  -0.759 C30  160 33 
160 O31  O31  O 0 1 N N N 0.270   33.423 -6.797  -5.060 5.528  -0.968 O31  160 34 
160 O32  O32  O 0 1 N N N 0.212   35.420 -5.892  -4.561 3.497  -1.681 O32  160 35 
160 H251 1H25 H 0 0 N N N -10.724 38.575 -8.461  7.790  3.053  -1.517 H251 160 36 
160 H252 2H25 H 0 0 N N N -11.130 40.078 -9.460  9.340  3.656  -0.883 H252 160 37 
160 H253 3H25 H 0 0 N N N -11.641 38.346 -9.860  9.258  2.058  -1.663 H253 160 38 
160 H22  H22  H 0 1 N N N -6.674  37.470 -10.742 8.833  -0.907 -0.140 H22  160 39 
160 H23  H23  H 0 1 N N N -6.529  34.815 -10.727 7.125  -2.619 -0.700 H23  160 40 
160 H17  H17  H 0 1 N N N -7.342  32.670 -10.419 3.020  -0.469 -0.462 H17  160 41 
160 H161 1H16 H 0 0 N N N -8.175  30.621 -11.646 1.825  -3.022 -0.286 H161 160 42 
160 H162 2H16 H 0 0 N N N -9.769  31.181 -11.477 1.954  -2.581 -2.005 H162 160 43 
160 H151 1H15 H 0 0 N N N -9.612  29.317 -9.873  0.731  -0.471 -1.556 H151 160 44 
160 H152 2H15 H 0 0 N N N -9.683  30.685 -8.898  0.602  -0.912 0.164  H152 160 45 
160 H121 1H12 H 0 0 N N N -5.509  27.855 -6.638  -1.264 -1.429 1.611  H121 160 46 
160 H122 2H12 H 0 0 N N N -6.885  27.751 -5.666  -1.687 -2.844 2.604  H122 160 47 
160 H9   H9   H 0 1 N N N -8.445  29.975 -5.516  -3.828 -3.956 2.334  H9   160 48 
160 H10  H10  H 0 1 N N N -8.250  32.415 -5.013  -6.183 -3.731 1.650  H10  160 49 
160 H11  H11  H 0 1 N N N -6.102  33.626 -5.467  -6.854 -1.922 0.120  H11  160 50 
160 H7   H7   H 0 1 N N N -4.356  29.945 -6.895  -2.814 -0.566 -0.048 H7   160 51 
160 H4   H4   H 0 1 N N N -3.366  32.456 -4.293  -6.672 1.800  -0.213 H4   160 52 
160 H3   H3   H 0 1 N N N -1.157  31.812 -5.894  -3.754 1.963  0.152  H3   160 53 
160 H11A 1H1  H 0 0 N N N -2.454  29.664 -4.822  -3.819 1.373  3.891  H11A 160 54 
160 H12  2H1  H 0 1 N N N -2.429  29.417 -3.027  -2.703 1.433  2.505  H12  160 55 
160 H13  3H1  H 0 1 N N N -3.474  30.653 -3.843  -3.500 2.921  3.072  H13  160 56 
160 H291 1H29 H 0 0 N N N 0.254   33.150 -3.895  -6.031 3.816  0.981  H291 160 57 
160 H292 2H29 H 0 0 N N N -1.069  34.204 -3.937  -4.308 4.127  1.300  H292 160 58 
160 H31  H31  H 0 1 N N N 0.618   33.829 -7.582  -4.961 5.896  -1.857 H31  160 59 
# 
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 
160 O35 C18  DOUB N N 1  
160 C18 C19  SING N N 2  
160 C18 N17  SING N N 3  
160 C19 S20  SING Y N 4  
160 C19 C23  DOUB Y N 5  
160 S20 C21  SING Y N 6  
160 C21 S24  SING N N 7  
160 C21 C22  DOUB Y N 8  
160 S24 O33  DOUB N N 9  
160 S24 O34  DOUB N N 10 
160 S24 C25  SING N N 11 
160 C25 H251 SING N N 12 
160 C25 H252 SING N N 13 
160 C25 H253 SING N N 14 
160 C22 C23  SING Y N 15 
160 C22 H22  SING N N 16 
160 C23 H23  SING N N 17 
160 N17 C16  SING N N 18 
160 N17 H17  SING N N 19 
160 C16 C15  SING N N 20 
160 C16 H161 SING N N 21 
160 C16 H162 SING N N 22 
160 C15 S14  SING N N 23 
160 C15 H151 SING N N 24 
160 C15 H152 SING N N 25 
160 S14 S13  SING N N 26 
160 S13 C12  SING N N 27 
160 C12 C8   SING N N 28 
160 C12 H121 SING N N 29 
160 C12 H122 SING N N 30 
160 C8  C9   DOUB Y N 31 
160 C8  C7   SING Y N 32 
160 C9  C10  SING Y N 33 
160 C9  H9   SING N N 34 
160 C10 C11  DOUB Y N 35 
160 C10 H10  SING N N 36 
160 C11 C6   SING Y N 37 
160 C11 H11  SING N N 38 
160 C7  C6   DOUB Y N 39 
160 C7  H7   SING N N 40 
160 C6  S5   SING N N 41 
160 S5  O27  DOUB N N 42 
160 S5  O28  DOUB N N 43 
160 S5  N4   SING N N 44 
160 N4  C3   SING N N 45 
160 N4  H4   SING N N 46 
160 C3  C2   SING N N 47 
160 C3  C29  SING N N 48 
160 C3  H3   SING N N 49 
160 C2  O26  DOUB N N 50 
160 C2  C1   SING N N 51 
160 C1  H11A SING N N 52 
160 C1  H12  SING N N 53 
160 C1  H13  SING N N 54 
160 C29 C30  SING N N 55 
160 C29 H291 SING N N 56 
160 C29 H292 SING N N 57 
160 C30 O31  SING N N 58 
160 C30 O32  DOUB N N 59 
160 O31 H31  SING N N 60 
# 
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 
160 SMILES           ACDLabs              10.04 O=C(c1sc(cc1)S(=O)(=O)C)NCCSSCc2cccc(c2)S(=O)(=O)NC(C(=O)C)CC(=O)O                                                                                                                                   
160 InChI            InChI                1.02b InChI=1/C20H24N2O8S5/c1-13(23)16(11-18(24)25)22-35(29,30)15-5-3-4-14(10-15)12-32-31-9-8-21-20(26)17-6-7-19(33-17)34(2,27)28/h3-7,10,16,22H,8-9,11-12H2,1-2H3,(H,21,26)(H,24,25)/t16-/m0/s1/f/h21,24H 
160 InChIKey         InChI                1.02b VIJJMTFSKSTKFB-CFDJHEKUDE                                                                                                                                                                            
160 SMILES_CANONICAL CACTVS               3.341 CC(=O)[C@H](CC(O)=O)N[S](=O)(=O)c1cccc(CSSCCNC(=O)c2sc(cc2)[S](C)(=O)=O)c1                                                                                                                           
160 SMILES           CACTVS               3.341 CC(=O)[CH](CC(O)=O)N[S](=O)(=O)c1cccc(CSSCCNC(=O)c2sc(cc2)[S](C)(=O)=O)c1                                                                                                                            
160 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)[C@H](CC(=O)O)NS(=O)(=O)c1cccc(c1)CSSCCNC(=O)c2ccc(s2)S(=O)(=O)C                                                                                                                               
160 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)C(CC(=O)O)NS(=O)(=O)c1cccc(c1)CSSCCNC(=O)c2ccc(s2)S(=O)(=O)C                                                                                                                                   
# 
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 
160 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-3-({[3-({[2-({[5-(methylsulfonyl)thiophen-2-yl]carbonyl}amino)ethyl]disulfanyl}methyl)phenyl]sulfonyl}amino)-4-oxopentanoic acid" 
160 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-[[3-[2-[(5-methylsulfonylthiophen-2-yl)carbonylamino]ethyldisulfanylmethyl]phenyl]sulfonylamino]-4-oxo-pentanoic acid"          
# 
