data_EBS
# 
_chem_comp.id                                    EBS 
_chem_comp.name                                  3-ETHYL-2-[(2Z)-2-(3-ETHYL-6-SULFO-1,3-BENZOTHIAZOL-2(3H)-YLIDENE)HYDRAZINO]-6-SULFO-3H-1,3-BENZOTHIAZOL-1-IUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 N4 O6 S4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-04-03 
_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                        514.619 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EBS 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OF0 
_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 
EBS C1   C1   C 0 1 Y N N -0.321  33.119 39.693 2.043  2.454  -1.103 C1   EBS 1  
EBS C2   C2   C 0 1 Y N N 0.247   33.733 40.838 3.172  1.704  -1.480 C2   EBS 2  
EBS C3   C3   C 0 1 Y N N 0.421   32.075 38.977 0.892  1.862  -0.606 C3   EBS 3  
EBS C4   C4   C 0 1 Y N N 1.599   33.332 41.319 3.133  0.319  -1.349 C4   EBS 4  
EBS C5   C5   C 0 1 Y N N 1.729   31.687 39.455 0.865  0.474  -0.480 C5   EBS 5  
EBS C6   C6   C 0 1 Y N N 2.316   32.314 40.620 1.977  -0.292 -0.848 C6   EBS 6  
EBS N7   N7   N 0 1 Y N N -0.642  34.728 41.417 4.237  2.487  -1.960 N7   EBS 7  
EBS C8   C8   C 0 1 Y N N -1.851  34.801 40.650 3.977  3.852  -1.972 C8   EBS 8  
EBS S9   S9   S 0 1 Y N N -1.933  33.733 39.283 2.330  4.192  -1.360 S9   EBS 9  
EBS C10  C10  C 0 1 Y N N -6.778  34.243 43.290 6.649  8.446  -3.395 C10  EBS 10 
EBS C11  C11  C 0 1 Y N N -6.231  35.433 43.881 5.521  9.196  -3.017 C11  EBS 11 
EBS C12  C12  C 0 1 Y N N -7.783  33.475 43.980 7.801  9.038  -3.893 C12  EBS 12 
EBS C13  C13  C 0 1 Y N N -6.701  35.871 45.203 5.562  10.581 -3.147 C13  EBS 13 
EBS C14  C14  C 0 1 Y N N -8.234  33.935 45.301 7.828  10.425 -4.019 C14  EBS 14 
EBS C15  C15  C 0 1 Y N N -7.693  35.123 45.904 6.717  11.192 -3.648 C15  EBS 15 
EBS N16  N16  N 0 1 Y N N -5.164  36.156 43.028 4.456  8.413  -2.538 N16  EBS 16 
EBS C17  C17  C 0 1 Y N N -5.074  35.250 41.732 4.716  7.049  -2.526 C17  EBS 17 
EBS S18  S18  S 0 1 Y N N -6.135  33.829 41.710 6.363  6.708  -3.140 S18  EBS 18 
EBS N19  N19  N 0 1 N N N -4.246  35.538 40.698 3.996  6.044  -2.162 N19  EBS 19 
EBS N20  N20  N 0 1 N N N -2.820  35.630 40.984 4.697  4.856  -2.336 N20  EBS 20 
EBS C21  C21  C 0 1 N N N -3.676  36.152 43.700 3.226  9.050  -2.109 C21  EBS 21 
EBS C22  C22  C 0 1 N N N -3.461  36.696 45.135 2.266  9.181  -3.242 C22  EBS 22 
EBS S23  S23  S 0 1 N N N -9.452  33.055 46.204 9.257  11.214 -4.643 S23  EBS 23 
EBS C24  C24  C 0 1 N N N -0.346  35.569 42.658 5.468  1.851  -2.385 C24  EBS 24 
EBS C25  C25  C 0 1 N N N -0.444  34.743 43.952 5.423  1.505  -3.835 C25  EBS 25 
EBS S26  S26  S 0 1 N N N 2.622   30.410 38.609 -0.565 -0.314 0.141  S26  EBS 26 
EBS O39  O39  O 0 1 N N N -9.794  33.913 47.900 10.180 11.529 -3.331 O39  EBS 27 
EBS O45  O45  O 0 1 N N N 1.946   28.755 38.905 -1.701 0.564  -0.096 O45  EBS 28 
EBS O46  O46  O 0 1 N N N 4.015   29.677 37.570 -0.557 -1.673 -0.377 O46  EBS 29 
EBS O47  O47  O 0 1 N N N 3.821   31.850 38.374 -0.346 -0.386 1.759  O47  EBS 30 
EBS O48  O48  O 0 1 N N N -10.457 32.854 44.519 9.985  10.248 -5.453 O48  EBS 31 
EBS O49  O49  O 0 1 N N N -11.021 32.205 46.614 8.826  12.483 -5.208 O49  EBS 32 
EBS H3   H3   H 0 1 N N N 0.003   31.611 38.119 0.034  2.464  -0.322 H3   EBS 33 
EBS H4   H4   H 0 1 N N N 2.025   33.798 42.172 3.978  -0.302 -1.626 H4   EBS 34 
EBS H6   H6   H 0 1 N N N 3.279   32.017 40.954 1.954  -1.374 -0.747 H6   EBS 35 
EBS H12  H12  H 0 1 N N N -8.189  32.596 43.544 8.658  8.435  -4.178 H12  EBS 36 
EBS H13  H13  H 0 1 N N N -6.299  36.751 45.640 4.716  11.203 -2.869 H13  EBS 37 
EBS H15  H15  H 0 1 N N N -8.028  35.440 46.860 6.741  12.275 -3.746 H15  EBS 38 
EBS H211 1H21 H 0 0 N N N -3.335  35.106 43.705 2.795  8.440  -1.310 H211 EBS 39 
EBS H212 2H21 H 0 0 N N N -3.121  36.869 43.077 3.484  10.033 -1.704 H212 EBS 40 
EBS H221 1H22 H 0 0 N N N -4.437  36.876 45.610 2.684  9.805  -4.039 H221 EBS 41 
EBS H222 2H22 H 0 0 N N N -2.897  35.959 45.725 2.008  8.198  -3.651 H222 EBS 42 
EBS H223 3H22 H 0 0 N N N -2.897  37.639 45.089 1.341  9.655  -2.892 H223 EBS 43 
EBS H241 1H24 H 0 0 N N N 0.671   35.979 42.575 6.290  2.544  -2.182 H241 EBS 44 
EBS H242 2H24 H 0 0 N N N -1.096  36.372 42.710 5.606  0.952  -1.776 H242 EBS 45 
EBS H251 1H25 H 0 0 N N N -1.502  34.581 44.205 4.613  0.798  -4.043 H251 EBS 46 
EBS H252 2H25 H 0 0 N N N 0.050   33.771 43.805 5.284  2.404  -4.446 H252 EBS 47 
EBS H253 3H25 H 0 0 N N N 0.050   35.286 44.771 6.367  1.035  -4.134 H253 EBS 48 
EBS H39  H39  H 0 1 N N N -10.454 33.436 48.389 10.502 10.735 -2.843 H39  EBS 49 
EBS H47  H47  H 0 1 N N N 4.299   31.165 37.920 -0.300 0.486  2.216  H47  EBS 50 
# 
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 
EBS C1  C2   DOUB Y N 1  
EBS C1  C3   SING Y N 2  
EBS C1  S9   SING Y N 3  
EBS C2  C4   SING Y N 4  
EBS C2  N7   SING Y N 5  
EBS C3  C5   DOUB Y N 6  
EBS C3  H3   SING N N 7  
EBS C4  C6   DOUB Y N 8  
EBS C4  H4   SING N N 9  
EBS C5  C6   SING Y N 10 
EBS C5  S26  SING N N 11 
EBS C6  H6   SING N N 12 
EBS N7  C8   SING Y N 13 
EBS N7  C24  SING N N 14 
EBS C8  S9   SING Y N 15 
EBS C8  N20  DOUB N Z 16 
EBS C10 C11  DOUB Y N 17 
EBS C10 C12  SING Y N 18 
EBS C10 S18  SING Y N 19 
EBS C11 C13  SING Y N 20 
EBS C11 N16  SING Y N 21 
EBS C12 C14  DOUB Y N 22 
EBS C12 H12  SING N N 23 
EBS C13 C15  DOUB Y N 24 
EBS C13 H13  SING N N 25 
EBS C14 C15  SING Y N 26 
EBS C14 S23  SING N N 27 
EBS C15 H15  SING N N 28 
EBS N16 C17  SING Y N 29 
EBS N16 C21  SING N N 30 
EBS C17 S18  SING Y N 31 
EBS C17 N19  DOUB N N 32 
EBS N19 N20  SING N N 33 
EBS C21 C22  SING N N 34 
EBS C21 H211 SING N N 35 
EBS C21 H212 SING N N 36 
EBS C22 H221 SING N N 37 
EBS C22 H222 SING N N 38 
EBS C22 H223 SING N N 39 
EBS S23 O39  SING N N 40 
EBS S23 O48  DOUB N N 41 
EBS S23 O49  DOUB N N 42 
EBS C24 C25  SING N N 43 
EBS C24 H241 SING N N 44 
EBS C24 H242 SING N N 45 
EBS C25 H251 SING N N 46 
EBS C25 H252 SING N N 47 
EBS C25 H253 SING N N 48 
EBS S26 O45  DOUB N N 49 
EBS S26 O46  DOUB N N 50 
EBS S26 O47  SING N N 51 
EBS O39 H39  SING N N 52 
EBS O47 H47  SING N N 53 
# 
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 
EBS SMILES           ACDLabs              10.04 O=S(=O)(O)c1ccc2N(C(/Sc2c1)=N\N=C4/Sc3cc(ccc3N4CC)S(=O)(=O)O)CC                                                                                                                               
EBS InChI            InChI                1.02b InChI=1/C18H18N4O6S4/c1-3-21-13-7-5-11(31(23,24)25)9-15(13)29-17(21)19-20-18-22(4-2)14-8-6-12(32(26,27)28)10-16(14)30-18/h5-10H,3-4H2,1-2H3,(H,23,24,25)(H,26,27,28)/b19-17-,20-18+/f/h23,26H 
EBS InChIKey         InChI                1.02b ZTOJFFHGPLIVKC-DLUWDZCYDR                                                                                                                                                                     
EBS SMILES_CANONICAL CACTVS               3.341 CCN1\C(Sc2cc(ccc12)[S](O)(=O)=O)=N/N=C/3Sc4cc(ccc4N/3CC)[S](O)(=O)=O                                                                                                                          
EBS SMILES           CACTVS               3.341 CCN1C(Sc2cc(ccc12)[S](O)(=O)=O)=NN=C3Sc4cc(ccc4N3CC)[S](O)(=O)=O                                                                                                                              
EBS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN1c2ccc(cc2SC1=NN=C3N(c4ccc(cc4S3)S(=O)(=O)O)CC)S(=O)(=O)O                                                                                                                                  
EBS SMILES           "OpenEye OEToolkits" 1.5.0 CCN1c2ccc(cc2SC1=NN=C3N(c4ccc(cc4S3)S(=O)(=O)O)CC)S(=O)(=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 
EBS "SYSTEMATIC NAME" ACDLabs              10.04 "(2Z)-3-ethyl-2-[(2E)-(3-ethyl-6-sulfo-1,3-benzothiazol-2(3H)-ylidene)hydrazono]-2,3-dihydro-1,3-benzothiazole-6-sulfonic acid" 
EBS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-ethyl-2-[(3-ethyl-6-sulfo-1,3-benzothiazol-2-ylidene)hydrazinylidene]-1,3-benzothiazole-6-sulfonic acid"                     
# 
