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 
# 
