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 2020-06-17 _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 Y 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 Y 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 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" O16 InChI InChI 1.03 "InChI=1S/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+" O16 InChIKey InChI 1.03 BEIGFKLRGRRJJA-JLHYYAGUSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O16 "Create component" 2003-11-13 RCSB O16 "Modify aromatic_flag" 2011-06-04 RCSB O16 "Modify descriptor" 2011-06-04 RCSB O16 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id O16 _pdbx_chem_comp_synonyms.name "2-(2F-BENZOTHIAZOLYL)-5-STYRYL-3-(4F-PHTHALHYDRAZIDYL) TETRAZOLIUM CHLORIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##