data_AOW # _chem_comp.id AOW _chem_comp.name "[2-[2-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methylamino]ethyl]-3~{H}-benzimidazol-4-yl]-oxidanyl-oxidanylidene-azanium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-08-22 _chem_comp.pdbx_modified_date 2018-02-23 _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 435.926 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AOW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5OTD _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 AOW CL CL1 CL 0 0 N N N 3.348 142.752 353.743 -4.702 -2.066 1.073 CL AOW 1 AOW C23 C1 C 0 1 Y N N 4.240 142.448 355.196 -3.922 -0.625 0.499 C23 AOW 2 AOW C8 C2 C 0 1 Y N N 4.958 143.470 355.805 -4.623 0.276 -0.304 C8 AOW 3 AOW C7 C3 C 0 1 Y N N 5.038 144.858 355.255 -6.035 0.006 -0.668 C7 AOW 4 AOW C6 C4 C 0 1 Y N N 4.199 145.834 355.793 -6.383 -0.223 -1.998 C6 AOW 5 AOW C5 C5 C 0 1 Y N N 4.248 147.138 355.332 -7.698 -0.474 -2.332 C5 AOW 6 AOW C4 C6 C 0 1 Y N N 5.126 147.485 354.334 -8.671 -0.498 -1.349 C4 AOW 7 AOW C3 C7 C 0 1 Y N N 5.960 146.531 353.783 -8.332 -0.271 -0.027 C3 AOW 8 AOW C2 C8 C 0 1 Y N N 5.928 145.213 354.230 -7.019 -0.025 0.319 C2 AOW 9 AOW C1 C9 C 0 1 N N N 6.838 144.174 353.615 -6.651 0.221 1.759 C1 AOW 10 AOW C C10 C 0 1 N N N 6.121 143.028 352.947 -6.621 1.727 2.027 C AOW 11 AOW C22 C11 C 0 1 Y N N 4.181 141.180 355.737 -2.609 -0.365 0.840 C22 AOW 12 AOW C11 C12 C 0 1 Y N N 4.834 140.893 356.927 -1.988 0.783 0.383 C11 AOW 13 AOW C10 C13 C 0 1 Y N N 5.553 141.903 357.543 -2.677 1.677 -0.417 C10 AOW 14 AOW C9 C14 C 0 1 Y N N 5.619 143.172 356.996 -3.991 1.430 -0.761 C9 AOW 15 AOW C12 C15 C 0 1 N N N 4.743 139.517 357.540 -0.556 1.062 0.759 C12 AOW 16 AOW N N1 N 0 1 N N N 6.046 138.864 357.637 0.338 0.472 -0.246 N AOW 17 AOW C13 C16 C 0 1 N N N 6.000 137.582 358.341 1.746 0.724 0.088 C13 AOW 18 AOW C14 C17 C 0 1 N N N 7.367 136.956 358.458 2.644 0.096 -0.979 C14 AOW 19 AOW C15 C18 C 0 1 Y N N 7.377 135.745 359.322 4.089 0.355 -0.636 C15 AOW 20 AOW N2 N2 N 0 1 Y N N 8.454 135.240 359.888 5.045 -0.605 -0.510 N2 AOW 21 AOW C21 C19 C 0 1 Y N N 8.022 134.092 360.540 6.221 0.025 -0.193 C21 AOW 22 AOW C16 C20 C 0 1 Y N N 6.654 133.937 360.348 5.928 1.396 -0.136 C16 AOW 23 AOW N1 N3 N 0 1 Y N N 6.268 135.015 359.567 4.606 1.529 -0.423 N1 AOW 24 AOW C20 C21 C 0 1 Y N N 8.656 133.099 361.292 7.537 -0.420 0.059 C20 AOW 25 AOW N3 N4 N 1 1 N N N 10.094 133.164 361.550 7.831 -1.726 0.007 N3 AOW 26 AOW O1 O1 O 0 1 N N N 10.586 132.362 362.329 6.962 -2.536 -0.258 O1 AOW 27 AOW O O2 O 0 1 N N N 10.745 134.021 360.973 8.969 -2.103 0.226 O AOW 28 AOW C19 C22 C 0 1 Y N N 7.963 132.019 361.816 8.535 0.522 0.364 C19 AOW 29 AOW C18 C23 C 0 1 Y N N 6.600 131.910 361.597 8.228 1.865 0.416 C18 AOW 30 AOW C17 C24 C 0 1 Y N N 5.927 132.870 360.862 6.942 2.308 0.170 C17 AOW 31 AOW H1 H1 H 0 1 N N N 3.505 145.570 356.577 -5.624 -0.203 -2.766 H1 AOW 32 AOW H2 H2 H 0 1 N N N 3.594 147.885 355.758 -7.968 -0.651 -3.362 H2 AOW 33 AOW H3 H3 H 0 1 N N N 5.164 148.505 353.980 -9.699 -0.695 -1.615 H3 AOW 34 AOW H4 H4 H 0 1 N N N 6.645 146.811 352.996 -9.095 -0.295 0.737 H4 AOW 35 AOW H5 H5 H 0 1 N N N 7.476 143.762 354.411 -7.390 -0.249 2.408 H5 AOW 36 AOW H6 H6 H 0 1 N N N 7.467 144.671 352.862 -5.668 -0.204 1.961 H6 AOW 37 AOW H7 H7 H 0 1 N N N 6.859 142.326 352.531 -6.354 1.906 3.069 H7 AOW 38 AOW H8 H8 H 0 1 N N N 5.495 142.506 353.686 -5.882 2.197 1.378 H8 AOW 39 AOW H9 H9 H 0 1 N N N 5.486 143.415 352.137 -7.604 2.152 1.825 H9 AOW 40 AOW H10 H10 H 0 1 N N N 3.623 140.406 355.231 -2.067 -1.059 1.465 H10 AOW 41 AOW H11 H11 H 0 1 N N N 6.072 141.697 358.467 -2.187 2.572 -0.770 H11 AOW 42 AOW H12 H12 H 0 1 N N N 6.189 143.940 357.497 -4.528 2.131 -1.382 H12 AOW 43 AOW H13 H13 H 0 1 N N N 4.317 139.608 358.550 -0.394 2.139 0.802 H13 AOW 44 AOW H14 H14 H 0 1 N N N 4.082 138.896 356.918 -0.344 0.624 1.735 H14 AOW 45 AOW H15 H15 H 0 1 N N N 6.391 138.706 356.712 0.163 -0.516 -0.351 H15 AOW 46 AOW H17 H17 H 0 1 N N N 5.596 137.745 359.351 1.924 1.799 0.126 H17 AOW 47 AOW H18 H18 H 0 1 N N N 5.341 136.896 357.789 1.973 0.284 1.059 H18 AOW 48 AOW H19 H19 H 0 1 N N N 7.710 136.672 357.452 2.467 -0.979 -1.017 H19 AOW 49 AOW H20 H20 H 0 1 N N N 8.057 137.698 358.886 2.417 0.536 -1.950 H20 AOW 50 AOW H21 H21 H 0 1 N N N 9.384 135.605 359.855 4.919 -1.560 -0.623 H21 AOW 51 AOW H23 H23 H 0 1 N N N 8.483 131.267 362.391 9.545 0.192 0.558 H23 AOW 52 AOW H24 H24 H 0 1 N N N 6.058 131.069 362.003 9.002 2.580 0.651 H24 AOW 53 AOW H25 H25 H 0 1 N N N 4.863 132.792 360.692 6.720 3.364 0.215 H25 AOW 54 AOW H16 H16 H 0 1 N N N 11.657 133.952 361.229 9.133 -3.054 0.177 H16 AOW 55 # 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 AOW C C1 SING N N 1 AOW C1 C2 SING N N 2 AOW CL C23 SING N N 3 AOW C3 C2 DOUB Y N 4 AOW C3 C4 SING Y N 5 AOW C2 C7 SING Y N 6 AOW C4 C5 DOUB Y N 7 AOW C23 C22 DOUB Y N 8 AOW C23 C8 SING Y N 9 AOW C7 C6 DOUB Y N 10 AOW C7 C8 SING N N 11 AOW C5 C6 SING Y N 12 AOW C22 C11 SING Y N 13 AOW C8 C9 DOUB Y N 14 AOW C11 C12 SING N N 15 AOW C11 C10 DOUB Y N 16 AOW C9 C10 SING Y N 17 AOW C12 N SING N N 18 AOW N C13 SING N N 19 AOW C13 C14 SING N N 20 AOW C14 C15 SING N N 21 AOW C15 N1 DOUB Y N 22 AOW C15 N2 SING Y N 23 AOW N1 C16 SING Y N 24 AOW N2 C21 SING Y N 25 AOW C16 C21 DOUB Y N 26 AOW C16 C17 SING Y N 27 AOW C21 C20 SING Y N 28 AOW C17 C18 DOUB Y N 29 AOW O N3 SING N N 30 AOW C20 N3 SING N N 31 AOW C20 C19 DOUB Y N 32 AOW N3 O1 DOUB N N 33 AOW C18 C19 SING Y N 34 AOW C6 H1 SING N N 35 AOW C5 H2 SING N N 36 AOW C4 H3 SING N N 37 AOW C3 H4 SING N N 38 AOW C1 H5 SING N N 39 AOW C1 H6 SING N N 40 AOW C H7 SING N N 41 AOW C H8 SING N N 42 AOW C H9 SING N N 43 AOW C22 H10 SING N N 44 AOW C10 H11 SING N N 45 AOW C9 H12 SING N N 46 AOW C12 H13 SING N N 47 AOW C12 H14 SING N N 48 AOW N H15 SING N N 49 AOW C13 H17 SING N N 50 AOW C13 H18 SING N N 51 AOW C14 H19 SING N N 52 AOW C14 H20 SING N N 53 AOW N2 H21 SING N N 54 AOW C19 H23 SING N N 55 AOW C18 H24 SING N N 56 AOW C17 H25 SING N N 57 AOW O H16 SING N N 58 # 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 AOW InChI InChI 1.03 "InChI=1S/C24H24ClN4O2/c1-2-17-6-3-4-7-18(17)19-11-10-16(14-20(19)25)15-26-13-12-23-27-21-8-5-9-22(29(30)31)24(21)28-23/h3-11,14,26H,2,12-13,15H2,1H3,(H,27,28)(H,30,31)/q+1" AOW InChIKey InChI 1.03 ZWQQIHSRGSCGEI-UHFFFAOYSA-N AOW SMILES_CANONICAL CACTVS 3.385 "CCc1ccccc1c2ccc(CNCCc3[nH]c4c(cccc4[N+](O)=O)n3)cc2Cl" AOW SMILES CACTVS 3.385 "CCc1ccccc1c2ccc(CNCCc3[nH]c4c(cccc4[N+](O)=O)n3)cc2Cl" AOW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1ccccc1c2ccc(cc2Cl)CNCCc3[nH]c4c(n3)cccc4[N+](=O)O" AOW SMILES "OpenEye OEToolkits" 2.0.6 "CCc1ccccc1c2ccc(cc2Cl)CNCCc3[nH]c4c(n3)cccc4[N+](=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 AOW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[2-[2-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methylamino]ethyl]-3~{H}-benzimidazol-4-yl]-oxidanyl-oxidanylidene-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AOW "Create component" 2017-08-22 EBI AOW "Initial release" 2018-02-28 RCSB #