data_AO8 # _chem_comp.id AO8 _chem_comp.name "[2-[[2-(isoquinolin-5-ylsulfonylamino)ethylamino]methyl]phenyl]boronic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 B N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-22 _chem_comp.pdbx_modified_date 2018-08-31 _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 385.245 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AO8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5OTG _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 AO8 O3 O1 O 0 1 N N N -26.944 -13.352 26.471 1.950 2.782 0.629 O3 AO8 1 AO8 S S1 S 0 1 N N N -27.685 -13.903 25.378 2.525 1.860 -0.287 S AO8 2 AO8 O O2 O 0 1 N N N -28.948 -14.528 25.627 3.465 2.239 -1.283 O AO8 3 AO8 C C1 C 0 1 Y N N -26.654 -15.074 24.533 3.303 0.613 0.684 C AO8 4 AO8 C5 C2 C 0 1 Y N N -25.750 -15.925 25.244 3.931 -0.477 0.063 C5 AO8 5 AO8 C6 C3 C 0 1 Y N N -25.619 -15.968 26.651 3.969 -0.624 -1.335 C6 AO8 6 AO8 C7 C4 C 0 1 Y N N -24.700 -16.806 27.211 4.599 -1.711 -1.861 C7 AO8 7 AO8 N N1 N 0 1 Y N N -23.882 -17.605 26.509 5.173 -2.627 -1.093 N AO8 8 AO8 C8 C5 C 0 1 Y N N -23.993 -17.587 25.188 5.177 -2.554 0.218 C8 AO8 9 AO8 C4 C6 C 0 1 Y N N -24.915 -16.782 24.478 4.554 -1.472 0.860 C4 AO8 10 AO8 C3 C7 C 0 1 Y N N -25.035 -16.788 23.067 4.531 -1.349 2.258 C3 AO8 11 AO8 C2 C8 C 0 1 Y N N -25.928 -15.969 22.439 3.912 -0.277 2.827 C2 AO8 12 AO8 C1 C9 C 0 1 Y N N -26.735 -15.107 23.168 3.305 0.703 2.043 C1 AO8 13 AO8 N1 N2 N 0 1 N N N -27.948 -12.704 24.327 1.262 1.144 -1.084 N1 AO8 14 AO8 C9 C10 C 0 1 N N N -26.830 -11.863 23.870 0.141 0.584 -0.325 C9 AO8 15 AO8 C10 C11 C 0 1 N N N -26.688 -10.595 24.685 -1.047 0.357 -1.263 C10 AO8 16 AO8 N2 N3 N 0 1 N N N -27.954 -9.860 24.728 -2.171 -0.205 -0.502 N2 AO8 17 AO8 C11 C12 C 0 1 N N N -28.227 -9.133 23.489 -3.332 -0.436 -1.372 C11 AO8 18 AO8 C12 C13 C 0 1 Y N N -29.292 -8.073 23.644 -4.462 -1.012 -0.559 C12 AO8 19 AO8 C17 C14 C 0 1 Y N N -29.033 -6.770 23.217 -5.262 -0.174 0.217 C17 AO8 20 AO8 C16 C15 C 0 1 Y N N -29.987 -5.778 23.346 -6.305 -0.714 0.967 C16 AO8 21 AO8 C15 C16 C 0 1 Y N N -31.208 -6.068 23.897 -6.542 -2.073 0.938 C15 AO8 22 AO8 C14 C17 C 0 1 Y N N -31.486 -7.354 24.326 -5.745 -2.900 0.166 C14 AO8 23 AO8 C13 C18 C 0 1 Y N N -30.544 -8.387 24.214 -4.711 -2.369 -0.585 C13 AO8 24 AO8 H1 H1 H 0 1 N N N -26.240 -15.344 27.276 3.507 0.111 -1.979 H1 AO8 25 AO8 H2 H2 H 0 1 N N N -24.626 -16.828 28.288 4.631 -1.830 -2.934 H2 AO8 26 AO8 H3 H3 H 0 1 N N N -23.338 -18.228 24.617 5.657 -3.326 0.800 H3 AO8 27 AO8 H4 H4 H 0 1 N N N -24.413 -17.448 22.481 5.000 -2.098 2.879 H4 AO8 28 AO8 H5 H5 H 0 1 N N N -26.008 -15.992 21.362 3.894 -0.183 3.903 H5 AO8 29 AO8 H6 H6 H 0 1 N N N -27.430 -14.459 22.655 2.822 1.542 2.521 H6 AO8 30 AO8 H7 H7 H 0 1 N N N -28.615 -12.091 24.750 1.264 1.096 -2.052 H7 AO8 31 AO8 H8 H8 H 0 1 N N N -25.898 -12.441 23.951 0.441 -0.366 0.117 H8 AO8 32 AO8 H9 H9 H 0 1 N N N -27.001 -11.589 22.818 -0.147 1.277 0.465 H9 AO8 33 AO8 H10 H10 H 0 1 N N N -26.388 -10.857 25.710 -1.347 1.307 -1.705 H10 AO8 34 AO8 H11 H11 H 0 1 N N N -25.916 -9.958 24.229 -0.759 -0.337 -2.053 H11 AO8 35 AO8 H12 H12 H 0 1 N N N -27.918 -9.204 25.482 -2.414 0.389 0.276 H12 AO8 36 AO8 H14 H14 H 0 1 N N N -28.559 -9.853 22.727 -3.647 0.508 -1.815 H14 AO8 37 AO8 H15 H15 H 0 1 N N N -27.297 -8.649 23.156 -3.060 -1.136 -2.163 H15 AO8 38 AO8 H17 H17 H 0 1 N N N -29.770 -4.774 23.012 -6.927 -0.069 1.570 H17 AO8 39 AO8 H18 H18 H 0 1 N N N -31.953 -5.293 23.996 -7.350 -2.492 1.518 H18 AO8 40 AO8 H19 H19 H 0 1 N N N -32.453 -7.568 24.758 -5.933 -3.963 0.147 H19 AO8 41 AO8 H20 H20 H 0 1 N N N -30.769 -9.388 24.552 -4.095 -3.018 -1.189 H20 AO8 42 AO8 B1 B1 B 0 1 N N N ? ? ? -4.987 1.371 0.247 B1 AO8 43 AO8 O1 O3 O 0 1 N N N ? ? ? -5.803 2.222 1.038 O1 AO8 44 AO8 O2 O4 O 0 1 N N N ? ? ? -3.923 1.918 -0.518 O2 AO8 45 AO8 H13 H13 H 0 1 N N N ? ? ? -5.557 3.157 0.993 H13 AO8 46 AO8 H16 H16 H 0 1 N N N ? ? ? -3.832 2.877 -0.436 H16 AO8 47 # 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 AO8 C2 C3 DOUB Y N 1 AO8 C2 C1 SING Y N 2 AO8 C3 C4 SING Y N 3 AO8 C1 C DOUB Y N 4 AO8 C17 C16 DOUB Y N 5 AO8 C17 C12 SING Y N 6 AO8 C16 C15 SING Y N 7 AO8 C11 C12 SING N N 8 AO8 C11 N2 SING N N 9 AO8 C12 C13 DOUB Y N 10 AO8 C9 N1 SING N N 11 AO8 C9 C10 SING N N 12 AO8 C15 C14 DOUB Y N 13 AO8 C13 C14 SING Y N 14 AO8 N1 S SING N N 15 AO8 C4 C8 DOUB Y N 16 AO8 C4 C5 SING Y N 17 AO8 C C5 SING Y N 18 AO8 C S SING N N 19 AO8 C10 N2 SING N N 20 AO8 C8 N SING Y N 21 AO8 C5 C6 DOUB Y N 22 AO8 S O DOUB N N 23 AO8 S O3 DOUB N N 24 AO8 N C7 DOUB Y N 25 AO8 C6 C7 SING Y N 26 AO8 C6 H1 SING N N 27 AO8 C7 H2 SING N N 28 AO8 C8 H3 SING N N 29 AO8 C3 H4 SING N N 30 AO8 C2 H5 SING N N 31 AO8 C1 H6 SING N N 32 AO8 N1 H7 SING N N 33 AO8 C9 H8 SING N N 34 AO8 C9 H9 SING N N 35 AO8 C10 H10 SING N N 36 AO8 C10 H11 SING N N 37 AO8 N2 H12 SING N N 38 AO8 C11 H14 SING N N 39 AO8 C11 H15 SING N N 40 AO8 C16 H17 SING N N 41 AO8 C15 H18 SING N N 42 AO8 C14 H19 SING N N 43 AO8 C13 H20 SING N N 44 AO8 C17 B1 SING N N 45 AO8 B1 O1 SING N N 46 AO8 B1 O2 SING N N 47 AO8 O1 H13 SING N N 48 AO8 O2 H16 SING N N 49 # 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 AO8 InChI InChI 1.03 "InChI=1S/C18H20BN3O4S/c23-19(24)17-6-2-1-4-15(17)13-21-10-11-22-27(25,26)18-7-3-5-14-12-20-9-8-16(14)18/h1-9,12,21-24H,10-11,13H2" AO8 InChIKey InChI 1.03 KGPSPJNLVIXNTL-UHFFFAOYSA-N AO8 SMILES_CANONICAL CACTVS 3.385 "OB(O)c1ccccc1CNCCN[S](=O)(=O)c2cccc3cnccc23" AO8 SMILES CACTVS 3.385 "OB(O)c1ccccc1CNCCN[S](=O)(=O)c2cccc3cnccc23" AO8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "B(c1ccccc1CNCCNS(=O)(=O)c2cccc3c2ccnc3)(O)O" AO8 SMILES "OpenEye OEToolkits" 2.0.6 "B(c1ccccc1CNCCNS(=O)(=O)c2cccc3c2ccnc3)(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 AO8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[2-[[2-(isoquinolin-5-ylsulfonylamino)ethylamino]methyl]phenyl]boronic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AO8 "Create component" 2017-08-22 EBI AO8 "Other modification" 2017-08-24 EBI AO8 "Initial release" 2018-09-05 RCSB #