# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 06:48:40 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: [2-[[2-(isoquinolin-5-ylsulfonylamino)ethylamino]methyl]phenyl]boronic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OB(O)c1ccccc1CNCCN[S](=O)(=O)c2cccc3cnccc23
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 AO8  AO8  '[2-[[2-(isoquinolin-5-ylsulfonylamino)ethylamino]methyl]phenyl]boronic acid'  ligand  47  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AO8
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 AO8  O3   O  OS    0  -0.644   2.0723   2.8909   0.6214
 AO8  S    S  S     0   1.371   2.5946   1.9315  -0.3359
 AO8  O    O  OS    0  -0.653   3.5378   2.3775  -1.3478
 AO8  C    C  CR6   0  -0.261   3.3208   0.6018   0.5975
 AO8  C5   C  CR66  0   0.293   3.9442  -0.5028  -0.0485
 AO8  C6   C  CR16  0  -0.406   4.1117  -0.6735  -1.4416
 AO8  C7   C  CR16  0  -0.066   4.7126  -1.8087  -1.9113
 AO8  N    N  N     0  -0.401   5.1779  -2.8023  -1.1262
 AO8  C8   C  CR16  0  -0.074   5.0449  -2.6603   0.1629
 AO8  C4   C  CR66  0  -0.016   4.4382  -1.5411   0.7789
 AO8  C3   C  CR16  0  -0.281   4.3278  -1.4618   2.1837
 AO8  C2   C  CR16  0  -0.251   3.7327  -0.3809   2.7671
 AO8  C1   C  CR16  0  -0.234   3.2192   0.6538   1.9635
 AO8  N1   N  NC1   0  -0.732   1.3129   1.2920  -1.1370
 AO8  C9   C  CH2   0  -0.301   0.2593   0.6247  -0.3786
 AO8  C10  C  CH2   0  -0.272  -0.9932   0.5220  -1.2342
 AO8  N2   N  NH1   0  -0.596  -2.0424  -0.1386  -0.4869
 AO8  C11  C  CH2   0  -0.349  -3.2536  -0.3033  -1.2754
 AO8  C12  C  CR6   0   0.017  -4.3555  -0.9079  -0.4431
 AO8  C17  C  CR6   0  -0.102  -5.3148  -0.1179   0.2074
 AO8  C16  C  CR16  0  -0.331  -6.3156  -0.7604   0.9448
 AO8  C15  C  CR16  0  -0.244  -6.3570  -2.1410   1.0680
 AO8  C14  C  CR16  0  -0.267  -5.3935  -2.9128   0.4332
 AO8  C13  C  CR16  0  -0.268  -4.4063  -2.2947  -0.3190
 AO8  H1   H  HCR6  0   0.267   3.8048   0.0746  -2.1561
 AO8  H2   H  HCR6  0   0.277   4.8413  -1.9459  -2.9780
 AO8  H3   H  HCR6  0   0.278   5.4259  -3.4579   0.7941
 AO8  H4   H  HCR6  0   0.278   4.7202  -2.2704   2.7877
 AO8  H5   H  HCR6  0   0.282   3.6431  -0.3096   3.8418
 AO8  H6   H  HCR6  0   0.298   2.7392   1.4951   2.4429
 AO8  H7   H  HNC1  0   0.415   1.5832   0.8077  -1.9865
 AO8  H8   H  HCH2  0   0.246   0.5662  -0.3721  -0.0478
 AO8  H9   H  HCH2  0   0.260   0.0427   1.2181   0.5108
 AO8  H10  H  HCH2  0   0.210  -1.2756   1.5257  -1.5854
 AO8  H11  H  HCH2  0   0.231  -0.7736  -0.0727  -2.1266
 AO8  H12  H  HNH1  0   0.351  -2.2719   0.4337   0.3180
 AO8  H14  H  HCH2  0   0.212  -3.5910   0.6387  -1.7303
 AO8  H15  H  HCH2  0   0.240  -3.0240  -0.9742  -2.1082
 AO8  H17  H  HCR6  0   0.248  -7.0766  -0.1709   1.4423
 AO8  H18  H  HCR6  0   0.252  -7.1386  -2.6127   1.6498
 AO8  H19  H  HCR6  0   0.255  -5.4152  -3.9920   0.5176
 AO8  H20  H  HCR6  0   0.246  -3.6648  -2.8994  -0.8286
 AO8  B1   B  B     0   0.505  -5.3118   1.4558   0.1900
 AO8  O1   O  OH1   0  -0.623  -6.5074   2.0787   0.0001
 AO8  O2   O  OH1   0  -0.628  -4.1340   2.1012   0.4149
 AO8  H13  H  HOH1  0   0.484  -6.4914   3.0401   0.0538
 AO8  H16  H  HOH1  0   0.484  -4.1652   3.0632   0.3896

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 AO8  C2   C3   aromatic  1.365  0.020  1.365
 AO8  C2   C1   aromatic  1.407  0.020  1.407
 AO8  C3   C4   aromatic  1.411  0.020  1.411
 AO8  C1   C    aromatic  1.371  0.020  1.371
 AO8  C17  C16  aromatic  1.399  0.020  1.399
 AO8  C17  C12  aromatic  1.403  0.020  1.403
 AO8  C16  C15  aromatic  1.387  0.020  1.387
 AO8  C11  C12  single    1.507  0.020  1.507
 AO8  C11  N2   single    1.455  0.020  1.455
 AO8  C12  C13  aromatic  1.393  0.020  1.393
 AO8  C9   N1   single    1.460  0.020  1.460
 AO8  C9   C10  single    1.520  0.020  1.520
 AO8  C15  C14  aromatic  1.388  0.020  1.388
 AO8  C13  C14  aromatic  1.387  0.020  1.387
 AO8  N1   S    single    1.641  0.020  1.641
 AO8  C4   C8   aromatic  1.414  0.020  1.414
 AO8  C4   C5   aromatic  1.416  0.020  1.416
 AO8  C    C5   aromatic  1.423  0.020  1.423
 AO8  C    S    single    1.780  0.020  1.780
 AO8  C10  N2   single    1.448  0.020  1.448
 AO8  C8   N    aromatic  1.304  0.020  1.304
 AO8  C5   C6   aromatic  1.414  0.020  1.414
 AO8  S    O    double    1.453  0.020  1.453
 AO8  S    O3   double    1.452  0.020  1.452
 AO8  N    C7   aromatic  1.349  0.020  1.349
 AO8  C6   C7   aromatic  1.368  0.020  1.368
 AO8  C6   H1   single    0.930  0.020  1.080
 AO8  C7   H2   single    0.930  0.020  1.080
 AO8  C8   H3   single    0.930  0.020  1.080
 AO8  C3   H4   single    0.930  0.020  1.080
 AO8  C2   H5   single    0.930  0.020  1.080
 AO8  C1   H6   single    0.930  0.020  1.080
 AO8  N1   H7   single    0.890  0.020  1.040
 AO8  C9   H8   single    0.970  0.020  1.090
 AO8  C9   H9   single    0.970  0.020  1.090
 AO8  C10  H10  single    0.970  0.020  1.090
 AO8  C10  H11  single    0.970  0.020  1.090
 AO8  N2   H12  single    0.890  0.020  1.040
 AO8  C11  H14  single    0.970  0.020  1.090
 AO8  C11  H15  single    0.970  0.020  1.090
 AO8  C16  H17  single    0.930  0.020  1.080
 AO8  C15  H18  single    0.930  0.020  1.080
 AO8  C14  H19  single    0.930  0.020  1.080
 AO8  C13  H20  single    0.930  0.020  1.080
 AO8  C17  B1   single    1.574  0.020  1.574
 AO8  B1   O1   single    1.361  0.020  1.361
 AO8  B1   O2   single    1.362  0.020  1.362
 AO8  O1   H13  single    0.850  0.020  0.980
 AO8  O2   H16  single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 AO8  N1   S    C    106.47  3.000
 AO8  C    S    O    109.25  3.000
 AO8  N1   S    O    106.65  3.000
 AO8  O    S    O3   119.31  3.000
 AO8  C    S    O3   107.14  3.000
 AO8  N1   S    O3   107.35  3.000
 AO8  C1   C    C5   120.94  3.000
 AO8  C5   C    S    121.37  3.000
 AO8  C1   C    S    117.65  3.000
 AO8  C4   C5   C6   116.48  3.000
 AO8  C6   C5   C    126.36  3.000
 AO8  C4   C5   C    117.16  3.000
 AO8  H1   C6   C7   118.23  3.000
 AO8  H1   C6   C5   122.35  3.000
 AO8  C7   C6   C5   119.39  3.000
 AO8  H2   C7   N    116.03  3.000
 AO8  H2   C7   C6   119.71  3.000
 AO8  N    C7   C6   124.26  3.000
 AO8  C8   N    C7   117.39  3.000
 AO8  H3   C8   C4   118.59  3.000
 AO8  H3   C8   N    117.31  3.000
 AO8  C4   C8   N    124.10  3.000
 AO8  C3   C4   C8   120.76  3.000
 AO8  C8   C4   C5   118.37  3.000
 AO8  C3   C4   C5   120.86  3.000
 AO8  H4   C3   C2   120.73  3.000
 AO8  H4   C3   C4   119.01  3.000
 AO8  C2   C3   C4   120.27  3.000
 AO8  H5   C2   C1   119.28  3.000
 AO8  H5   C2   C3   120.89  3.000
 AO8  C1   C2   C3   119.83  3.000
 AO8  H6   C1   C2   118.76  3.000
 AO8  H6   C1   C    120.30  3.000
 AO8  C2   C1   C    120.94  3.000
 AO8  H7   N1   C9   114.15  3.000
 AO8  H7   N1   S    112.75  3.000
 AO8  C9   N1   S    119.23  3.000
 AO8  H9   C9   H8   107.75  3.000
 AO8  H9   C9   C10  109.39  3.000
 AO8  H8   C9   C10  109.86  3.000
 AO8  H9   C9   N1   108.55  3.000
 AO8  H8   C9   N1   111.78  3.000
 AO8  C10  C9   N1   109.46  3.000
 AO8  H11  C10  H10  106.67  3.000
 AO8  H11  C10  N2   108.56  3.000
 AO8  H10  C10  N2   113.26  3.000
 AO8  H11  C10  C9   109.29  3.000
 AO8  H10  C10  C9   109.24  3.000
 AO8  N2   C10  C9   109.72  3.000
 AO8  H12  N2   C11  107.81  3.000
 AO8  H12  N2   C10  108.44  3.000
 AO8  C11  N2   C10  112.04  3.000
 AO8  H15  C11  H14  105.96  3.000
 AO8  H15  C11  C12  109.14  3.000
 AO8  H14  C11  C12  110.36  3.000
 AO8  H15  C11  N2   107.90  3.000
 AO8  H14  C11  N2   112.52  3.000
 AO8  C12  C11  N2   110.77  3.000
 AO8  C13  C12  C17  119.62  3.000
 AO8  C13  C12  C11  118.36  3.000
 AO8  C17  C12  C11  122.01  3.000
 AO8  B1   C17  C16  117.80  3.000
 AO8  B1   C17  C12  123.83  3.000
 AO8  C16  C17  C12  118.36  3.000
 AO8  H17  C16  C15  118.67  3.000
 AO8  H17  C16  C17  119.63  3.000
 AO8  C15  C16  C17  121.69  3.000
 AO8  H18  C15  C14  120.31  3.000
 AO8  H18  C15  C16  120.21  3.000
 AO8  C14  C15  C16  119.48  3.000
 AO8  H19  C14  C13  120.06  3.000
 AO8  H19  C14  C15  120.30  3.000
 AO8  C13  C14  C15  119.63  3.000
 AO8  H20  C13  C14  119.56  3.000
 AO8  H20  C13  C12  119.24  3.000
 AO8  C14  C13  C12  121.20  3.000
 AO8  O2   B1   O1   124.46  3.000
 AO8  O2   B1   C17  118.28  3.000
 AO8  O1   B1   C17  117.21  3.000
 AO8  H13  O1   B1   115.74  3.000
 AO8  H16  O2   B1   116.17  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 AO8  CONST_01  C3   C2   C1   C       0.00   0.0  0
 AO8  CONST_02  C3   C4   C5   C       0.00   0.0  0
 AO8  CONST_03  C8   C4   C5   C     180.00   0.0  0
 AO8  CONST_04  C7   C6   C5   C     180.00   0.0  0
 AO8  CONST_05  C2   C3   C4   C5      0.00   0.0  0
 AO8  CONST_06  N    C8   C4   C5      0.00   0.0  0
 AO8  CONST_07  C2   C1   C    C5      0.00   0.0  0
 AO8  CONST_08  N    C7   C6   C5      0.00   0.0  0
 AO8  CONST_09  C3   C4   C5   C6    180.00   0.0  0
 AO8  CONST_10  C8   C4   C5   C6      0.00   0.0  0
 AO8  CONST_11  C1   C    C5   C6    180.00   0.0  0
 AO8  CONST_12  C8   N    C7   C6      0.00   0.0  0
 AO8  CONST_13  C4   C8   N    C7      0.00   0.0  0
 AO8  CONST_14  C4   C5   C6   C7      0.00   0.0  0
 AO8  CONST_15  C3   C4   C8   N     180.00   0.0  0
 AO8  CONST_16  C2   C3   C4   C8    180.00   0.0  0
 AO8  CONST_17  C1   C2   C3   C4      0.00   0.0  0
 AO8  CONST_18  C1   C    C5   C4      0.00   0.0  0
 AO8  CONST_19  C15  C16  C17  C12     0.00   0.0  0
 AO8  CONST_20  C15  C14  C13  C12     0.00   0.0  0
 AO8  CONST_21  C14  C15  C16  C17     0.00   0.0  0
 AO8  CONST_22  C14  C13  C12  C17     0.00   0.0  0
 AO8  CONST_23  C13  C12  C17  C16     0.00   0.0  0
 AO8  CONST_24  C13  C14  C15  C16     0.00   0.0  0
 AO8  CONST_25  C2   C1   C    S     180.00   0.0  0
 AO8  CONST_26  C4   C5   C    S     180.00   0.0  0
 AO8  CONST_27  C6   C5   C    S       0.00   0.0  0
 AO8  CONST_28  C16  C17  C12  C11   180.00   0.0  0
 AO8  CONST_29  C14  C13  C12  C11   180.00   0.0  0
 AO8  CONST_30  B1   C17  C16  C15   180.00   0.0  0
 AO8  CONST_31  B1   C17  C12  C13   180.00   0.0  0
 AO8  CONST_32  H5   C2   C1   C     180.00   0.0  0
 AO8  CONST_33  H1   C6   C5   C       0.00   0.0  0
 AO8  CONST_34  H4   C3   C4   C5    180.00   0.0  0
 AO8  CONST_35  H3   C8   C4   C5    180.00   0.0  0
 AO8  CONST_36  H6   C1   C    C5    180.00   0.0  0
 AO8  CONST_37  H2   C7   C6   C5    180.00   0.0  0
 AO8  CONST_38  H17  C16  C17  C12   180.00   0.0  0
 AO8  CONST_39  H19  C14  C13  C12   180.00   0.0  0
 AO8  CONST_40  H18  C15  C16  C17   180.00   0.0  0
 AO8  CONST_41  H20  C13  C12  C17   180.00   0.0  0
 AO8  Var_01    C1   C    S    O3      3.09  30.0  3
 AO8  Var_02    C17  C12  C11  N2     94.80  30.0  2
 AO8  Var_03    O1   B1   C17  C12   136.86  30.0  2
 AO8  Var_04    C9   N1   S    C      56.82  30.0  1
 AO8  Var_05    C12  C11  N2   C10  -176.16  30.0  1
 AO8  Var_06    C10  C9   N1   S     161.81  30.0  2
 AO8  Var_07    N2   C10  C9   N1   -179.97  30.0  3
 AO8  Var_08    C11  N2   C10  C9   -178.12  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 AO8  plan-1  C11  0.020
 AO8  plan-1  C12  0.020
 AO8  plan-1  C17  0.020
 AO8  plan-1  C16  0.020
 AO8  plan-1  C15  0.020
 AO8  plan-1  C14  0.020
 AO8  plan-1  C13  0.020
 AO8  plan-1  H17  0.020
 AO8  plan-1  H18  0.020
 AO8  plan-1  H19  0.020
 AO8  plan-1  H20  0.020
 AO8  plan-1  B1   0.020
 AO8  plan-2  S    0.020
 AO8  plan-2  C    0.020
 AO8  plan-2  C5   0.020
 AO8  plan-2  C6   0.020
 AO8  plan-2  C7   0.020
 AO8  plan-2  N    0.020
 AO8  plan-2  C8   0.020
 AO8  plan-2  C4   0.020
 AO8  plan-2  C3   0.020
 AO8  plan-2  C2   0.020
 AO8  plan-2  C1   0.020
 AO8  plan-2  H1   0.020
 AO8  plan-2  H2   0.020
 AO8  plan-2  H3   0.020
 AO8  plan-2  H4   0.020
 AO8  plan-2  H5   0.020
 AO8  plan-2  H6   0.020

