# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 11:34:42 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 4-[[(1~{R})-6,7-bis(oxidanyl)-1-phenyl-3,4-dihydro-1~{H}-isoquinolin-2-yl]carbonyl]benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(cc1)C(=O)N2CCc3cc(O)c(O)cc3[C@H]2c4ccccc4
#
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
 8F2  8F2  4-[[(1~{R})-6,7-bis(oxidanyl)-1-phenyl-3,4-dihydro-1~{H}-isoquinolin-2-yl]carbonyl]benzenesulfonamide  ligand  50  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8F2
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
 8F2  C12  C  CR16  0  -0.257   2.7970  -0.5880   1.5993
 8F2  C11  C  CR16  0  -0.225   4.1220  -0.2676   1.3442
 8F2  C10  C  CR6   0  -0.206   4.4826   0.1368   0.0686
 8F2  S1   S  S     0   1.363   6.1701   0.5489  -0.2816
 8F2  O1   O  OS    0  -0.664   6.2087   1.6267  -1.2585
 8F2  O2   O  OS    0  -0.648   6.8563   0.7408   0.9886
 8F2  N2   N  NC2   0  -0.887   6.6612  -0.8074  -1.0838
 8F2  C15  C  CR16  0  -0.206   3.5464   0.2385  -0.9524
 8F2  C14  C  CR16  0  -0.247   2.2235  -0.0585  -0.6802
 8F2  C13  C  CR6   0  -0.065   1.8441  -0.4673   0.5964
 8F2  C16  C  C     0   0.549   0.4347  -0.8968   0.8678
 8F2  O3   O  O     0  -0.458   0.2246  -2.0386   1.2424
 8F2  N1   N  NT    0  -0.494  -0.5546  -0.0064   0.6298
 8F2  C8   C  CH2   0  -0.318  -0.3368   1.4354   0.6548
 8F2  C9   C  CH2   0  -0.522  -1.2541   2.1251  -0.3323
 8F2  C5   C  CR6   0   0.045  -2.6757   1.8003   0.0180
 8F2  C4   C  CR16  0  -0.400  -3.7013   2.7255  -0.1694
 8F2  C3   C  CR6   0   0.293  -5.0014   2.4432   0.2068
 8F2  O5   O  OH1   0  -0.635  -5.9632   3.3679   0.0048
 8F2  C2   C  CR6   0   0.265  -5.2841   1.2053   0.8039
 8F2  O4   O  OH1   0  -0.646  -6.5715   0.9962   1.1635
 8F2  C1   C  CR16  0  -0.407  -4.2679   0.2901   0.9949
 8F2  C6   C  CR6   0   0.088  -2.9612   0.5735   0.5985
 8F2  C7   C  CH1   0  -0.189  -1.9202  -0.5154   0.7560
 8F2  C18  C  CR6   0   0.175  -2.1843  -1.5907  -0.2831
 8F2  C17  C  CR16  0  -0.317  -2.7551  -2.8005   0.0891
 8F2  C22  C  CR16  0  -0.244  -3.0596  -3.7638  -0.8646
 8F2  C21  C  CR16  0  -0.271  -2.7836  -3.5286  -2.2043
 8F2  C20  C  CR16  0  -0.241  -2.2057  -2.3224  -2.5824
 8F2  C19  C  CR16  0  -0.293  -1.9125  -1.3593  -1.6281
 8F2  H1   H  HCR6  0   0.279   2.5083  -0.9152   2.5891
 8F2  H2   H  HCR6  0   0.289   4.8556  -0.3398   2.1348
 8F2  H3   H  HNC2  0   0.421   7.5155  -0.6386  -1.6077
 8F2  H4   H  HNC2  0   0.417   6.7805  -1.6059  -0.4687
 8F2  H5   H  HCR6  0   0.292   3.8358   0.5477  -1.9474
 8F2  H6   H  HCR6  0   0.276   1.4869   0.0242  -1.4694
 8F2  H7   H  HCH2  0   0.260  -0.5257   1.8197   1.6624
 8F2  H8   H  HCH2  0   0.280   0.7019   1.6491   0.4214
 8F2  H9   H  HCH2  0   0.268  -1.0861   3.2023  -0.2890
 8F2  H10  H  HCH2  0   0.255  -1.0092   1.8077  -1.3511
 8F2  H11  H  HCR6  0   0.260  -3.4796   3.6920  -0.6081
 8F2  H12  H  HOH1  0   0.473  -6.8106   3.0547   0.3425
 8F2  H13  H  HOH1  0   0.482  -6.6764   0.1327   1.5779
 8F2  H14  H  HCR6  0   0.266  -4.4997  -0.6664   1.4532
 8F2  H15  H  HCH1  0   0.286  -2.0456  -0.9641   1.7484
 8F2  H16  H  HCR6  0   0.247  -2.9586  -2.9981   1.1348
 8F2  H17  H  HCR6  0   0.254  -3.5036  -4.7019  -0.5573
 8F2  H18  H  HCR6  0   0.254  -3.0148  -4.2788  -2.9494
 8F2  H19  H  HCR6  0   0.255  -1.9867  -2.1283  -3.6245
 8F2  H20  H  HCR6  0   0.247  -1.4694  -0.4215  -1.9407

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
 8F2  O5   C3   single    1.349  0.020  1.349
 8F2  C4   C3   aromatic  1.383  0.020  1.383
 8F2  C4   C5   aromatic  1.394  0.020  1.394
 8F2  C3   C2   aromatic  1.403  0.020  1.403
 8F2  C9   C5   single    1.500  0.020  1.500
 8F2  C9   C8   single    1.514  0.020  1.514
 8F2  C5   C6   aromatic  1.387  0.020  1.387
 8F2  C8   N1   single    1.458  0.020  1.458
 8F2  C2   O4   single    1.353  0.020  1.353
 8F2  C2   C1   aromatic  1.381  0.020  1.381
 8F2  C6   C1   aromatic  1.395  0.020  1.395
 8F2  C6   C7   single    1.515  0.020  1.515
 8F2  N1   C16  single    1.352  0.020  1.352
 8F2  N1   C7   single    1.463  0.020  1.463
 8F2  O3   C16  double    1.220  0.020  1.220
 8F2  C16  C13  single    1.498  0.020  1.498
 8F2  C7   C18  single    1.519  0.020  1.519
 8F2  C19  C18  aromatic  1.392  0.020  1.392
 8F2  C19  C20  aromatic  1.387  0.020  1.387
 8F2  C12  C13  aromatic  1.389  0.020  1.389
 8F2  C12  C11  aromatic  1.387  0.020  1.387
 8F2  C18  C17  aromatic  1.388  0.020  1.388
 8F2  C20  C21  aromatic  1.390  0.020  1.390
 8F2  C13  C14  aromatic  1.393  0.020  1.393
 8F2  C11  C10  aromatic  1.386  0.020  1.386
 8F2  C14  C15  aromatic  1.383  0.020  1.383
 8F2  C17  C22  aromatic  1.389  0.020  1.389
 8F2  C21  C22  aromatic  1.388  0.020  1.388
 8F2  C10  C15  aromatic  1.389  0.020  1.389
 8F2  C10  S1   single    1.772  0.020  1.772
 8F2  N2   S1   single    1.651  0.020  1.651
 8F2  O1   S1   double    1.455  0.020  1.455
 8F2  S1   O2   double    1.456  0.020  1.456
 8F2  C12  H1   single    0.930  0.020  1.080
 8F2  C11  H2   single    0.930  0.020  1.080
 8F2  N2   H3   single    0.890  0.020  1.040
 8F2  N2   H4   single    0.890  0.020  1.040
 8F2  C15  H5   single    0.930  0.020  1.080
 8F2  C14  H6   single    0.930  0.020  1.080
 8F2  C8   H7   single    0.970  0.020  1.090
 8F2  C8   H8   single    0.970  0.020  1.090
 8F2  C9   H9   single    0.970  0.020  1.090
 8F2  C9   H10  single    0.970  0.020  1.090
 8F2  C4   H11  single    0.930  0.020  1.080
 8F2  O5   H12  single    0.850  0.020  0.980
 8F2  O4   H13  single    0.850  0.020  0.980
 8F2  C1   H14  single    0.930  0.020  1.080
 8F2  C7   H15  single    0.970  0.020  1.090
 8F2  C17  H16  single    0.930  0.020  1.080
 8F2  C22  H17  single    0.930  0.020  1.080
 8F2  C21  H18  single    0.930  0.020  1.080
 8F2  C20  H19  single    0.930  0.020  1.080
 8F2  C19  H20  single    0.930  0.020  1.080

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
 8F2  H1   C12  C13  120.26  3.000
 8F2  H1   C12  C11  119.55  3.000
 8F2  C13  C12  C11  120.18  3.000
 8F2  H2   C11  C10  121.07  3.000
 8F2  H2   C11  C12  119.90  3.000
 8F2  C10  C11  C12  119.03  3.000
 8F2  C15  C10  S1   118.66  3.000
 8F2  S1   C10  C11  119.84  3.000
 8F2  C15  C10  C11  121.50  3.000
 8F2  N2   S1   O2   113.08  3.000
 8F2  O2   S1   O1   118.39  3.000
 8F2  N2   S1   O1   105.93  3.000
 8F2  O2   S1   C10  107.88  3.000
 8F2  O1   S1   C10  109.28  3.000
 8F2  N2   S1   C10  100.85  3.000
 8F2  H4   N2   H3   110.14  3.000
 8F2  H4   N2   S1   112.76  3.000
 8F2  H3   N2   S1   111.36  3.000
 8F2  H5   C15  C14  119.90  3.000
 8F2  H5   C15  C10  121.12  3.000
 8F2  C14  C15  C10  118.97  3.000
 8F2  H6   C14  C13  120.34  3.000
 8F2  H6   C14  C15  119.40  3.000
 8F2  C13  C14  C15  120.26  3.000
 8F2  C16  C13  C14  120.42  3.000
 8F2  C14  C13  C12  120.03  3.000
 8F2  C16  C13  C12  119.33  3.000
 8F2  N1   C16  O3   122.98  3.000
 8F2  O3   C16  C13  119.08  3.000
 8F2  N1   C16  C13  117.88  3.000
 8F2  C7   N1   C8   118.81  3.000
 8F2  C7   N1   C16  116.02  3.000
 8F2  C8   N1   C16  122.60  3.000
 8F2  H8   C8   H7   107.09  3.000
 8F2  H8   C8   C9   110.48  3.000
 8F2  H7   C8   C9   109.61  3.000
 8F2  H8   C8   N1   109.50  3.000
 8F2  H7   C8   N1   109.70  3.000
 8F2  C9   C8   N1   110.41  3.000
 8F2  H10  C9   H9   106.78  3.000
 8F2  H10  C9   C5   111.50  3.000
 8F2  H9   C9   C5   110.52  3.000
 8F2  H10  C9   C8   109.83  3.000
 8F2  H9   C9   C8   109.31  3.000
 8F2  C5   C9   C8   108.87  3.000
 8F2  C6   C5   C4   119.46  3.000
 8F2  C6   C5   C9   118.98  3.000
 8F2  C4   C5   C9   121.49  3.000
 8F2  H11  C4   C3   118.97  3.000
 8F2  H11  C4   C5   119.71  3.000
 8F2  C3   C4   C5   121.32  3.000
 8F2  C2   C3   O5   121.64  3.000
 8F2  C2   C3   C4   119.04  3.000
 8F2  O5   C3   C4   119.31  3.000
 8F2  H12  O5   C3   110.57  3.000
 8F2  C1   C2   O4   124.13  3.000
 8F2  C1   C2   C3   119.69  3.000
 8F2  O4   C2   C3   116.18  3.000
 8F2  H13  O4   C2   110.88  3.000
 8F2  H14  C1   C6   119.94  3.000
 8F2  H14  C1   C2   119.02  3.000
 8F2  C6   C1   C2   121.03  3.000
 8F2  C7   C6   C1   117.92  3.000
 8F2  C7   C6   C5   122.54  3.000
 8F2  C1   C6   C5   119.45  3.000
 8F2  H15  C7   C18  108.04  3.000
 8F2  H15  C7   C6   108.04  3.000
 8F2  C18  C7   C6   108.57  3.000
 8F2  H15  C7   N1   109.11  3.000
 8F2  C18  C7   N1   110.47  3.000
 8F2  C6   C7   N1   112.49  3.000
 8F2  C19  C18  C17  118.97  3.000
 8F2  C17  C18  C7   120.34  3.000
 8F2  C19  C18  C7   120.64  3.000
 8F2  H16  C17  C22  119.66  3.000
 8F2  H16  C17  C18  119.66  3.000
 8F2  C22  C17  C18  120.68  3.000
 8F2  H17  C22  C21  120.16  3.000
 8F2  H17  C22  C17  119.73  3.000
 8F2  C21  C22  C17  120.10  3.000
 8F2  H18  C21  C20  120.20  3.000
 8F2  H18  C21  C22  120.31  3.000
 8F2  C20  C21  C22  119.49  3.000
 8F2  H19  C20  C19  119.67  3.000
 8F2  H19  C20  C21  120.11  3.000
 8F2  C19  C20  C21  120.22  3.000
 8F2  H20  C19  C20  119.28  3.000
 8F2  H20  C19  C18  120.18  3.000
 8F2  C20  C19  C18  120.54  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
 8F2  CONST_01  C15  C14  C13  C12    0.00   0.0  0
 8F2  CONST_02  C15  C10  C11  C12    0.00   0.0  0
 8F2  CONST_03  C14  C13  C12  C11    0.00   0.0  0
 8F2  CONST_04  C14  C15  C10  C11    0.00   0.0  0
 8F2  CONST_05  C13  C12  C11  C10    0.00   0.0  0
 8F2  CONST_06  C13  C14  C15  C10    0.00   0.0  0
 8F2  CONST_07  C2   C3   C4   C5     0.00   0.0  0
 8F2  CONST_08  C2   C1   C6   C5     0.00   0.0  0
 8F2  CONST_09  C1   C2   C3   C4     0.00   0.0  0
 8F2  CONST_10  C1   C6   C5   C4     0.00   0.0  0
 8F2  CONST_11  C6   C5   C4   C3     0.00   0.0  0
 8F2  CONST_12  C6   C1   C2   C3     0.00   0.0  0
 8F2  CONST_13  C21  C20  C19  C18    0.00   0.0  0
 8F2  CONST_14  C21  C22  C17  C18    0.00   0.0  0
 8F2  CONST_15  C20  C19  C18  C17    0.00   0.0  0
 8F2  CONST_16  C20  C21  C22  C17    0.00   0.0  0
 8F2  CONST_17  C19  C18  C17  C22    0.00   0.0  0
 8F2  CONST_18  C19  C20  C21  C22    0.00   0.0  0
 8F2  CONST_19  C20  C19  C18  C7   180.00   0.0  0
 8F2  CONST_20  C22  C17  C18  C7   180.00   0.0  0
 8F2  CONST_21  S1   C10  C11  C12  180.00   0.0  0
 8F2  CONST_22  C16  C13  C12  C11  180.00   0.0  0
 8F2  CONST_23  C14  C15  C10  S1   180.00   0.0  0
 8F2  CONST_24  C16  C13  C14  C15  180.00   0.0  0
 8F2  CONST_25  O5   C3   C4   C5   180.00   0.0  0
 8F2  CONST_26  O4   C2   C3   C4   180.00   0.0  0
 8F2  CONST_27  C1   C2   C3   O5   180.00   0.0  0
 8F2  CONST_28  C6   C1   C2   O4   180.00   0.0  0
 8F2  CONST_30  C7   N1   C16  C13  180.00   0.0  0
 8F2  CONST_31  H6   C14  C13  C12  180.00   0.0  0
 8F2  CONST_32  H5   C15  C10  C11  180.00   0.0  0
 8F2  CONST_33  H1   C12  C11  C10  180.00   0.0  0
 8F2  CONST_34  H2   C11  C10  C15  180.00   0.0  0
 8F2  CONST_35  H11  C4   C5   C9     0.00   0.0  0
 8F2  CONST_36  H14  C1   C6   C5   180.00   0.0  0
 8F2  CONST_37  H20  C19  C18  C7     0.00   0.0  0
 8F2  CONST_38  H16  C17  C18  C7     0.00   0.0  0
 8F2  CONST_39  H19  C20  C19  C18  180.00   0.0  0
 8F2  CONST_40  H17  C22  C17  C18  180.00   0.0  0
 8F2  CONST_41  H18  C21  C22  C17  180.00   0.0  0
 8F2  CONST_43  C7   N1   C16  O3     0.00   0.0  0
 8F2  Var_01    C5   C9   C8   N1    58.41  30.0  1
 8F2  Var_02    C4   C5   C9   C8   145.76  30.0  1
 8F2  Var_03    C7   N1   C8   C9   -50.80  30.0  1
 8F2  Var_04    N1   C16  C13  C12  126.41  30.0  2
 8F2  Var_05    N2   S1   C10  C11  102.98  30.0  2
 8F2  Var_06    H3   N2   S1   C10  162.53  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 8F2  chir_01  C7  C6  N1  C18  positiv

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
 8F2  plan-1  C12  0.020
 8F2  plan-1  C11  0.020
 8F2  plan-1  C10  0.020
 8F2  plan-1  S1   0.020
 8F2  plan-1  C15  0.020
 8F2  plan-1  C14  0.020
 8F2  plan-1  C13  0.020
 8F2  plan-1  C16  0.020
 8F2  plan-1  H1   0.020
 8F2  plan-1  H2   0.020
 8F2  plan-1  H5   0.020
 8F2  plan-1  H6   0.020
 8F2  plan-2  C7   0.020
 8F2  plan-2  C18  0.020
 8F2  plan-2  C17  0.020
 8F2  plan-2  C22  0.020
 8F2  plan-2  C21  0.020
 8F2  plan-2  C20  0.020
 8F2  plan-2  C19  0.020
 8F2  plan-2  H16  0.020
 8F2  plan-2  H17  0.020
 8F2  plan-2  H18  0.020
 8F2  plan-2  H19  0.020
 8F2  plan-2  H20  0.020
 8F2  plan-3  C9   0.020
 8F2  plan-3  C5   0.020
 8F2  plan-3  C4   0.020
 8F2  plan-3  C3   0.020
 8F2  plan-3  O5   0.020
 8F2  plan-3  C2   0.020
 8F2  plan-3  O4   0.020
 8F2  plan-3  C1   0.020
 8F2  plan-3  C6   0.020
 8F2  plan-3  C7   0.020
 8F2  plan-3  H11  0.020
 8F2  plan-3  H14  0.020
 8F2  plan-4  C13  0.020
 8F2  plan-4  C16  0.020
 8F2  plan-4  O3   0.020
 8F2  plan-4  N1   0.020
 8F2  plan-4  C8   0.020
 8F2  plan-4  C7   0.020

