data_O16
# 
_chem_comp.id                                    O16 
_chem_comp.name                                  3-(1,3-BENZOTHIAZOL-2-YL)-2-(1,4-DIOXO-1,2,3,4-TETRAHYDROPHTHALAZIN-6-YL)-5-[(E)-2-PHENYLVINYL]-3H-TETRAAZOL-2-IUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H16 N7 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-(2F-BENZOTHIAZOLYL)-5-STYRYL-3-(4F-PHTHALHYDRAZIDYL) TETRAZOLIUM CHLORIDE" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2003-11-13 
_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                        466.495 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O16 
_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        1V40 
_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 
O16 O1  O1  O 0 1 N N N 35.040 27.270 43.247 5.815  2.047  -1.219 O1  O16 1  
O16 C1  C1  C 0 1 Y N N 34.408 26.406 43.812 4.947  2.619  -0.590 C1  O16 2  
O16 N1  N1  N 0 1 Y N N 34.847 25.131 43.811 5.217  3.781  0.037  N1  O16 3  
O16 N2  N2  N 0 1 Y N N 34.150 24.107 44.449 4.248  4.469  0.769  N2  O16 4  
O16 C2  C2  C 0 1 Y N N 32.994 24.332 45.103 2.987  4.011  0.890  C2  O16 5  
O16 O2  O2  O 0 1 N N N 32.414 23.413 45.652 2.168  4.636  1.535  O2  O16 6  
O16 C3  C3  C 0 1 Y N N 32.437 25.701 45.151 2.607  2.742  0.232  C3  O16 7  
O16 C4  C4  C 0 1 Y N N 31.253 25.975 45.812 1.322  2.232  0.329  C4  O16 8  
O16 C5  C5  C 0 1 Y N N 30.767 27.284 45.833 1.008  1.030  -0.309 C5  O16 9  
O16 N3  N3  N 1 1 Y N N 29.593 27.569 46.493 -0.265 0.518  -0.217 N3  O16 10 
O16 N4  N4  N 0 1 Y N N 28.427 27.673 45.964 -1.362 1.191  -0.265 N4  O16 11 
O16 C6  C6  C 0 1 Y N N 27.510 27.954 46.890 -2.417 0.384  -0.145 C6  O16 12 
O16 C7  C7  C 0 1 N N N 26.069 28.145 46.631 -3.825 0.821  -0.159 C7  O16 13 
O16 C8  C8  C 0 1 N N N 25.638 28.378 45.383 -4.809 -0.083 -0.030 C8  O16 14 
O16 C9  C9  C 0 1 Y N N 24.201 28.565 45.125 -6.217 0.354  -0.044 C9  O16 15 
O16 C10 C10 C 0 1 Y N N 23.746 28.805 43.827 -7.244 -0.583 0.091  C10 O16 16 
O16 C11 C11 C 0 1 Y N N 22.398 28.988 43.590 -8.559 -0.167 0.077  C11 O16 17 
O16 C12 C12 C 0 1 Y N N 21.500 28.927 44.638 -8.862 1.175  -0.069 C12 O16 18 
O16 C13 C13 C 0 1 Y N N 21.940 28.687 45.929 -7.850 2.109  -0.202 C13 O16 19 
O16 C14 C14 C 0 1 Y N N 23.287 28.496 46.174 -6.530 1.709  -0.185 C14 O16 20 
O16 N5  N5  N 0 1 Y N N 28.086 28.033 48.075 -2.011 -0.866 -0.013 N5  O16 21 
O16 N6  N6  N 0 1 Y N N 29.451 27.777 47.875 -0.606 -0.836 -0.059 N6  O16 22 
O16 C15 C15 C 0 1 Y N N 30.454 27.756 48.837 0.264  -1.918 0.039  C15 O16 23 
O16 N7  N7  N 0 1 Y N N 30.384 28.072 50.105 1.575  -1.926 -0.006 N7  O16 24 
O16 C16 C16 C 0 1 Y N N 31.444 28.003 50.932 2.299  -3.059 0.109  C16 O16 25 
O16 C17 C17 C 0 1 Y N N 31.503 28.312 52.313 3.706  -3.203 0.083  C17 O16 26 
O16 C18 C18 C 0 1 Y N N 32.671 28.183 53.013 4.285  -4.439 0.208  C18 O16 27 
O16 C19 C19 C 0 1 Y N N 33.840 27.746 52.403 3.520  -5.586 0.364  C19 O16 28 
O16 C20 C20 C 0 1 Y N N 33.824 27.440 51.055 2.141  -5.482 0.395  C20 O16 29 
O16 C21 C21 C 0 1 Y N N 32.653 27.562 50.346 1.552  -4.249 0.270  C21 O16 30 
O16 S1  S1  S 0 1 Y N N 32.171 27.280 48.659 -0.121 -3.650 0.252  S1  O16 31 
O16 C22 C22 C 0 1 Y N N 31.472 28.309 45.192 1.982  0.347  -1.039 C22 O16 32 
O16 C23 C23 C 0 1 Y N N 32.645 28.034 44.534 3.263  0.851  -1.139 C23 O16 33 
O16 C24 C24 C 0 1 Y N N 33.144 26.736 44.512 3.584  2.049  -0.513 C24 O16 34 
O16 HN1 HN1 H 0 1 N N N 35.720 24.938 43.320 6.112  4.150  -0.023 HN1 O16 35 
O16 HN2 HN2 H 0 1 N N N 34.502 23.150 44.437 4.490  5.302  1.203  HN2 O16 36 
O16 H4  H4  H 0 1 N N N 30.704 25.161 46.315 0.569  2.760  0.895  H4  O16 37 
O16 H7  H7  H 0 1 N N N 25.281 28.112 47.402 -4.064 1.868  -0.273 H7  O16 38 
O16 H8  H8  H 0 1 N N N 26.424 28.414 44.610 -4.570 -1.129 0.084  H8  O16 39 
O16 H10 H10 H 0 1 N N N 24.456 28.850 42.984 -7.009 -1.631 0.204  H10 O16 40 
O16 H11 H11 H 0 1 N N N 22.039 29.183 42.565 -9.354 -0.891 0.181  H11 O16 41 
O16 H12 H12 H 0 1 N N N 20.424 29.071 44.443 -9.893 1.495  -0.079 H12 O16 42 
O16 H13 H13 H 0 1 N N N 21.218 28.648 46.762 -8.094 3.155  -0.315 H13 O16 43 
O16 H14 H14 H 0 1 N N N 23.631 28.290 47.202 -5.741 2.439  -0.289 H14 O16 44 
O16 H17 H17 H 0 1 N N N 30.612 28.664 52.860 4.330  -2.330 -0.037 H17 O16 45 
O16 H18 H18 H 0 1 N N N 32.670 28.435 54.087 5.361  -4.521 0.184  H18 O16 46 
O16 H19 H19 H 0 1 N N N 34.772 27.643 52.984 3.997  -6.550 0.462  H19 O16 47 
O16 H20 H20 H 0 1 N N N 34.742 27.100 50.547 1.533  -6.366 0.517  H20 O16 48 
O16 H22 H22 H 0 1 N N N 31.098 29.347 45.206 1.731  -0.582 -1.529 H22 O16 49 
O16 H23 H23 H 0 1 N N N 33.184 28.852 44.026 4.013  0.318  -1.705 H23 O16 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 
O16 O1  C1  DOUB N N 1  
O16 C1  N1  SING Y N 2  
O16 C1  C24 SING Y N 3  
O16 N1  N2  SING Y N 4  
O16 N1  HN1 SING N N 5  
O16 N2  C2  SING Y N 6  
O16 N2  HN2 SING N N 7  
O16 C2  O2  DOUB N N 8  
O16 C2  C3  SING Y N 9  
O16 C3  C4  SING Y N 10 
O16 C3  C24 DOUB Y N 11 
O16 C4  C5  DOUB Y N 12 
O16 C4  H4  SING N N 13 
O16 C5  N3  SING N N 14 
O16 C5  C22 SING Y N 15 
O16 N3  N4  DOUB Y N 16 
O16 N3  N6  SING Y N 17 
O16 N4  C6  SING Y N 18 
O16 C6  C7  SING N N 19 
O16 C6  N5  DOUB Y N 20 
O16 C7  C8  DOUB N E 21 
O16 C7  H7  SING N N 22 
O16 C8  C9  SING N N 23 
O16 C8  H8  SING N N 24 
O16 C9  C10 DOUB Y N 25 
O16 C9  C14 SING Y N 26 
O16 C10 C11 SING Y N 27 
O16 C10 H10 SING N N 28 
O16 C11 C12 DOUB Y N 29 
O16 C11 H11 SING N N 30 
O16 C12 C13 SING Y N 31 
O16 C12 H12 SING N N 32 
O16 C13 C14 DOUB Y N 33 
O16 C13 H13 SING N N 34 
O16 C14 H14 SING N N 35 
O16 N5  N6  SING Y N 36 
O16 N6  C15 SING N N 37 
O16 C15 N7  DOUB Y N 38 
O16 C15 S1  SING Y N 39 
O16 N7  C16 SING Y N 40 
O16 C16 C17 DOUB Y N 41 
O16 C16 C21 SING Y N 42 
O16 C17 C18 SING Y N 43 
O16 C17 H17 SING N N 44 
O16 C18 C19 DOUB Y N 45 
O16 C18 H18 SING N N 46 
O16 C19 C20 SING Y N 47 
O16 C19 H19 SING N N 48 
O16 C20 C21 DOUB Y N 49 
O16 C20 H20 SING N N 50 
O16 C21 S1  SING Y N 51 
O16 C22 C23 DOUB Y N 52 
O16 C22 H22 SING N N 53 
O16 C23 C24 SING Y N 54 
O16 C23 H23 SING N N 55 
# 
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 
O16 SMILES           ACDLabs              10.04 O=C2c1cc(ccc1C(=O)NN2)[n+]5nc(nn5c3nc4ccccc4s3)\C=C\c6ccccc6                                                                                                                              
O16 InChI            InChI                1.02b InChI=1/C24H15N7O2S/c32-22-17-12-11-16(14-18(17)23(33)27-26-22)30-28-21(13-10-15-6-2-1-3-7-15)29-31(30)24-25-19-8-4-5-9-20(19)34-24/h1-14H,(H,28,29)/p+1/b13-10+/fC24H16N7O2S/h26-27H/q+1 
O16 InChIKey         InChI                1.02b BEIGFKLRGRRJJA-GJOGEYSPDQ                                                                                                                                                                 
O16 SMILES_CANONICAL CACTVS               3.341 O=C1NNC(=O)c2cc(ccc12)[n+]3nc(\C=C\c4ccccc4)nn3c5sc6ccccc6n5                                                                                                                              
O16 SMILES           CACTVS               3.341 O=C1NNC(=O)c2cc(ccc12)[n+]3nc(C=Cc4ccccc4)nn3c5sc6ccccc6n5                                                                                                                                
O16 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)\C=C\c2nn([n+](n2)c3ccc4c(c3)C(=O)NNC4=O)c5nc6ccccc6s5                                                                                                                          
O16 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C=Cc2nn([n+](n2)c3ccc4c(c3)C(=O)NNC4=O)c5nc6ccccc6s5                                                                                                                            
# 
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 
O16 "SYSTEMATIC NAME" ACDLabs              10.04 2-(1,3-benzothiazol-2-yl)-3-(1,4-dioxo-1,2,3,4-tetrahydrophthalazin-6-yl)-5-[(E)-2-phenylethenyl]-2H-tetrazol-3-ium 
O16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-[3-(1,3-benzothiazol-2-yl)-5-[(E)-2-phenylethenyl]-1,2,3,4-tetrazol-2-ium-2-yl]-2,3-dihydrophthalazine-1,4-dione  
# 
