# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 02:15:09 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: 4-[5-(ethylsulfonyl)-2-methoxyphenyl]-2-methyl-6-(1-methyl-1H-pyrazol-4-yl)isoquinolin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[S](=O)(=O)c1ccc(OC)c(c1)C2=CN(C)C(=O)c3ccc(cc23)c4cnn(C)c4
#
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
 F5Y  F5Y  4-[5-(ethylsulfonyl)-2-methoxyphenyl]-2-methyl-6-(1-methyl-1H-pyrazol-4-yl)isoquinolin-1(2H)-one  ligand  54  31  .  2021-08-09  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_F5Y
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
 F5Y  C29  C  CH3   0  -0.672   4.0225   3.5853  -1.4495
 F5Y  C28  C  CH2   0  -0.589   3.2954   2.5471  -0.6132
 F5Y  S27  S  S     0   1.207   3.9065   0.9001  -0.9731
 F5Y  O31  O  OS    0  -0.672   3.5826   0.5843  -2.3644
 F5Y  O30  O  OS    0  -0.673   5.3059   0.8348  -0.5507
 F5Y  C21  C  CR6   0  -0.200   2.9538  -0.1484   0.0781
 F5Y  C20  C  CR16  0  -0.249   1.7491  -0.6673  -0.3802
 F5Y  C22  C  CR16  0  -0.221   3.4001  -0.4289   1.3603
 F5Y  C23  C  CR16  0  -0.376   2.6337  -1.2241   2.1931
 F5Y  C24  C  CR6   0   0.392   1.4152  -1.7398   1.7458
 F5Y  O25  O  O2    0  -0.446   0.6148  -2.4999   2.4934
 F5Y  C26  C  CH3   0  -0.445   1.0067  -2.8215   3.8175
 F5Y  C19  C  CR6   0  -0.122   0.9693  -1.4642   0.4401
 F5Y  C10  C  CR6   0  -0.067  -0.3239  -1.9928  -0.0457
 F5Y  C2   C  CR66  0   0.315  -1.4570  -1.1294  -0.2504
 F5Y  C1   C  CR16  0  -0.461  -1.4198   0.2450   0.0201
 F5Y  C9   C  CR16  0   0.008  -0.4640  -3.3066  -0.3162
 F5Y  N8   N  NR6   0  -0.533  -1.6234  -3.8625  -0.7778
 F5Y  C18  C  CH3   0  -0.518  -1.6838  -5.2929  -1.0419
 F5Y  C7   C  CR6   0   0.563  -2.7588  -3.1220  -1.0142
 F5Y  O17  O  O     0  -0.486  -3.7756  -3.6605  -1.4341
 F5Y  C3   C  CR66  0  -0.193  -2.6506  -1.6945  -0.7320
 F5Y  C4   C  CR16  0  -0.252  -3.7642  -0.8732  -0.9441
 F5Y  C5   C  CR16  0  -0.345  -3.7029   0.4743  -0.6897
 F5Y  C6   C  CR6   0   0.143  -2.5206   1.0578  -0.1956
 F5Y  C11  C  CR5   0  -0.138  -2.4559   2.4871   0.0800
 F5Y  C12  C  CR15  0   0.025  -3.5075   3.3774   0.2127
 F5Y  C15  C  CR15  0  -0.087  -1.3172   3.2965   0.2729
 F5Y  N14  N  N     0  -0.274  -1.6460   4.5519   0.4976
 F5Y  N13  N  NR5   0  -0.267  -2.9754   4.5812   0.4604
 F5Y  C16  C  CH3   0  -0.506  -3.6792   5.8208   0.6883
 F5Y  H1   H  HCH3  0   0.250   3.8496   3.4369  -2.5137
 F5Y  H2   H  HCH3  0   0.267   3.6498   4.5734  -1.1856
 F5Y  H3   H  HCH3  0   0.250   5.0946   3.5732  -1.2617
 F5Y  H4   H  HCH2  0   0.300   3.4399   2.7079   0.4559
 F5Y  H5   H  HCH2  0   0.289   2.2239   2.5397  -0.8187
 F5Y  H6   H  HCR6  0   0.285   1.4046  -0.4561  -1.3848
 F5Y  H7   H  HCR6  0   0.288   4.3407  -0.0363   1.7225
 F5Y  H8   H  HCR6  0   0.297   2.9983  -1.4304   3.1896
 F5Y  H9   H  HCH3  0   0.267   0.2173  -3.4477   4.2239
 F5Y  H10  H  HCH3  0   0.238   1.9461  -3.3783   3.8365
 F5Y  H11  H  HCH3  0   0.238   1.1062  -1.9283   4.4380
 F5Y  H12  H  HCR6  0   0.242  -0.5103   0.6716   0.4227
 F5Y  H13  H  HCR6  0   0.305   0.3567  -3.9977  -0.1851
 F5Y  H14  H  HCH3  0   0.259  -2.4402  -5.7676  -0.4203
 F5Y  H15  H  HCH3  0   0.259  -1.9188  -5.4827  -2.0871
 F5Y  H16  H  HCH3  0   0.257  -0.7183  -5.7339  -0.8142
 F5Y  H17  H  HCR6  0   0.261  -4.6805  -1.3073  -1.3201
 F5Y  H18  H  HCR6  0   0.254  -4.5712   1.0907  -0.8832
 F5Y  H19  H  HCR5  0   0.297  -4.5750   3.2337   0.1600
 F5Y  H20  H  HCR5  0   0.247  -0.2765   3.0105   0.2385
 F5Y  H21  H  HCH3  0   0.264  -3.3736   6.5662  -0.0428
 F5Y  H22  H  HCH3  0   0.260  -4.7458   5.6436   0.5885
 F5Y  H23  H  HCH3  0   0.263  -3.4737   6.1946   1.6894

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
 F5Y  C16  N13  single    1.444  0.020  1.444
 F5Y  N13  N14  aromatic  1.330  0.020  1.330
 F5Y  N13  C12  aromatic  1.339  0.020  1.339
 F5Y  N14  C15  aromatic  1.317  0.020  1.317
 F5Y  C26  O25  single    1.418  0.020  1.418
 F5Y  C12  C11  aromatic  1.384  0.020  1.384
 F5Y  C15  C11  aromatic  1.410  0.020  1.410
 F5Y  C11  C6   single    1.457  0.020  1.457
 F5Y  O25  C24  single    1.333  0.020  1.333
 F5Y  C6   C5   aromatic  1.408  0.020  1.408
 F5Y  C6   C1   aromatic  1.385  0.020  1.385
 F5Y  C5   C4   aromatic  1.373  0.020  1.373
 F5Y  C23  C24  aromatic  1.397  0.020  1.397
 F5Y  C23  C22  aromatic  1.383  0.020  1.383
 F5Y  C1   C2   aromatic  1.401  0.020  1.401
 F5Y  C24  C19  aromatic  1.407  0.020  1.407
 F5Y  C4   C3   aromatic  1.400  0.020  1.400
 F5Y  C22  C21  aromatic  1.386  0.020  1.386
 F5Y  C2   C3   aromatic  1.406  0.020  1.406
 F5Y  C2   C10  single    1.439  0.020  1.439
 F5Y  C19  C10  single    1.479  0.020  1.479
 F5Y  C19  C20  aromatic  1.384  0.020  1.384
 F5Y  C3   C7   single    1.459  0.020  1.459
 F5Y  C10  C9   double    1.349  0.020  1.349
 F5Y  C21  C20  aromatic  1.389  0.020  1.389
 F5Y  C21  S27  single    1.764  0.020  1.764
 F5Y  C7   O17  double    1.225  0.020  1.225
 F5Y  C7   N8   single    1.376  0.020  1.376
 F5Y  C9   N8   single    1.366  0.020  1.366
 F5Y  O31  S27  double    1.463  0.020  1.463
 F5Y  N8   C18  single    1.456  0.020  1.456
 F5Y  S27  C28  single    1.793  0.020  1.793
 F5Y  S27  O30  double    1.463  0.020  1.463
 F5Y  C28  C29  single    1.518  0.020  1.518
 F5Y  C29  H1   single    0.970  0.020  1.090
 F5Y  C29  H2   single    0.970  0.020  1.090
 F5Y  C29  H3   single    0.970  0.020  1.090
 F5Y  C28  H4   single    0.970  0.020  1.090
 F5Y  C28  H5   single    0.970  0.020  1.090
 F5Y  C20  H6   single    0.930  0.020  1.080
 F5Y  C22  H7   single    0.930  0.020  1.080
 F5Y  C23  H8   single    0.930  0.020  1.080
 F5Y  C26  H9   single    0.970  0.020  1.090
 F5Y  C26  H10  single    0.970  0.020  1.090
 F5Y  C26  H11  single    0.970  0.020  1.090
 F5Y  C1   H12  single    0.930  0.020  1.080
 F5Y  C9   H13  single    0.930  0.020  1.080
 F5Y  C18  H14  single    0.970  0.020  1.090
 F5Y  C18  H15  single    0.970  0.020  1.090
 F5Y  C18  H16  single    0.970  0.020  1.090
 F5Y  C4   H17  single    0.930  0.020  1.080
 F5Y  C5   H18  single    0.930  0.020  1.080
 F5Y  C12  H19  single    0.930  0.020  1.080
 F5Y  C15  H20  single    0.930  0.020  1.080
 F5Y  C16  H21  single    0.970  0.020  1.090
 F5Y  C16  H22  single    0.970  0.020  1.090
 F5Y  C16  H23  single    0.970  0.020  1.090

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
 F5Y  H3   C29  H2   107.78  3.000
 F5Y  H3   C29  H1   108.88  3.000
 F5Y  H2   C29  H1   107.84  3.000
 F5Y  H3   C29  C28  111.66  3.000
 F5Y  H2   C29  C28  108.86  3.000
 F5Y  H1   C29  C28  111.67  3.000
 F5Y  H5   C28  H4   108.40  3.000
 F5Y  H5   C28  S27  106.90  3.000
 F5Y  H4   C28  S27  106.67  3.000
 F5Y  H5   C28  C29  111.79  3.000
 F5Y  H4   C28  C29  112.06  3.000
 F5Y  S27  C28  C29  110.75  3.000
 F5Y  C21  S27  O30  108.54  3.000
 F5Y  O30  S27  O31  118.47  3.000
 F5Y  C21  S27  O31  108.59  3.000
 F5Y  O30  S27  C28  108.00  3.000
 F5Y  O31  S27  C28  108.28  3.000
 F5Y  C21  S27  C28  104.02  3.000
 F5Y  C22  C21  C20  120.57  3.000
 F5Y  C20  C21  S27  119.58  3.000
 F5Y  C22  C21  S27  119.84  3.000
 F5Y  H6   C20  C19  118.87  3.000
 F5Y  H6   C20  C21  120.60  3.000
 F5Y  C19  C20  C21  120.53  3.000
 F5Y  H7   C22  C23  119.27  3.000
 F5Y  H7   C22  C21  121.08  3.000
 F5Y  C23  C22  C21  119.65  3.000
 F5Y  H8   C23  C24  121.27  3.000
 F5Y  H8   C23  C22  118.54  3.000
 F5Y  C24  C23  C22  120.19  3.000
 F5Y  C19  C24  O25  116.22  3.000
 F5Y  C19  C24  C23  120.09  3.000
 F5Y  O25  C24  C23  123.69  3.000
 F5Y  C26  O25  C24  119.15  3.000
 F5Y  H11  C26  H10  109.19  3.000
 F5Y  H11  C26  H9   108.97  3.000
 F5Y  H10  C26  H9   108.94  3.000
 F5Y  H11  C26  O25  111.73  3.000
 F5Y  H10  C26  O25  111.69  3.000
 F5Y  H9   C26  O25  106.21  3.000
 F5Y  C10  C19  C24  120.79  3.000
 F5Y  C10  C19  C20  120.24  3.000
 F5Y  C24  C19  C20  118.96  3.000
 F5Y  C9   C10  C2   118.30  3.000
 F5Y  C9   C10  C19  120.32  3.000
 F5Y  C2   C10  C19  121.38  3.000
 F5Y  C3   C2   C1   118.88  3.000
 F5Y  C3   C2   C10  118.43  3.000
 F5Y  C1   C2   C10  122.69  3.000
 F5Y  H12  C1   C6   119.64  3.000
 F5Y  H12  C1   C2   118.73  3.000
 F5Y  C6   C1   C2   121.62  3.000
 F5Y  H13  C9   N8   115.17  3.000
 F5Y  H13  C9   C10  121.30  3.000
 F5Y  N8   C9   C10  123.53  3.000
 F5Y  C7   N8   C18  117.61  3.000
 F5Y  C18  N8   C9   119.75  3.000
 F5Y  C7   N8   C9   122.64  3.000
 F5Y  H16  C18  H15  108.84  3.000
 F5Y  H16  C18  H14  108.74  3.000
 F5Y  H15  C18  H14  108.81  3.000
 F5Y  H16  C18  N8   108.92  3.000
 F5Y  H15  C18  N8   110.77  3.000
 F5Y  H14  C18  N8   110.72  3.000
 F5Y  C3   C7   O17  123.92  3.000
 F5Y  O17  C7   N8   120.49  3.000
 F5Y  C3   C7   N8   115.60  3.000
 F5Y  C4   C3   C7   119.06  3.000
 F5Y  C7   C3   C2   121.51  3.000
 F5Y  C4   C3   C2   119.44  3.000
 F5Y  H17  C4   C5   119.76  3.000
 F5Y  H17  C4   C3   119.42  3.000
 F5Y  C5   C4   C3   120.82  3.000
 F5Y  H18  C5   C6   120.03  3.000
 F5Y  H18  C5   C4   119.35  3.000
 F5Y  C6   C5   C4   120.62  3.000
 F5Y  C11  C6   C5   120.67  3.000
 F5Y  C5   C6   C1   118.61  3.000
 F5Y  C11  C6   C1   120.72  3.000
 F5Y  C15  C11  C12  103.37  3.000
 F5Y  C15  C11  C6   128.66  3.000
 F5Y  C12  C11  C6   127.97  3.000
 F5Y  H19  C12  N13  121.48  3.000
 F5Y  H19  C12  C11  131.42  3.000
 F5Y  N13  C12  C11  107.09  3.000
 F5Y  H20  C15  N14  119.90  3.000
 F5Y  H20  C15  C11  128.45  3.000
 F5Y  N14  C15  C11  111.64  3.000
 F5Y  N13  N14  C15  105.41  3.000
 F5Y  C16  N13  N14  120.11  3.000
 F5Y  N14  N13  C12  112.48  3.000
 F5Y  C16  N13  C12  127.40  3.000
 F5Y  H23  C16  H22  109.03  3.000
 F5Y  H23  C16  H21  109.26  3.000
 F5Y  H22  C16  H21  109.02  3.000
 F5Y  H23  C16  N13  110.38  3.000
 F5Y  H22  C16  N13  108.92  3.000
 F5Y  H21  C16  N13  110.20  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
 F5Y  CONST_01  C24  C23  C22  C21     0.00   0.0  0
 F5Y  CONST_02  C24  C19  C20  C21     0.00   0.0  0
 F5Y  CONST_03  C23  C24  C19  C20     0.00   0.0  0
 F5Y  CONST_04  C23  C22  C21  C20     0.00   0.0  0
 F5Y  CONST_05  C19  C24  C23  C22     0.00   0.0  0
 F5Y  CONST_06  C19  C20  C21  C22     0.00   0.0  0
 F5Y  CONST_07  C11  C6   C1   C2    180.00   0.0  0
 F5Y  CONST_08  C5   C6   C1   C2      0.00   0.0  0
 F5Y  CONST_09  C5   C4   C3   C2      0.00   0.0  0
 F5Y  CONST_12  C4   C5   C6   C1      0.00   0.0  0
 F5Y  CONST_13  C4   C3   C2   C1      0.00   0.0  0
 F5Y  CONST_14  C6   C5   C4   C3      0.00   0.0  0
 F5Y  CONST_15  C6   C1   C2   C3      0.00   0.0  0
 F5Y  CONST_16  C11  C6   C5   C4    180.00   0.0  0
 F5Y  CONST_19  N13  C12  C11  C6    180.00   0.0  0
 F5Y  CONST_20  N14  C15  C11  C6    180.00   0.0  0
 F5Y  CONST_21  N14  N13  C12  C11     0.00   0.0  0
 F5Y  CONST_22  N13  N14  C15  C11     0.00   0.0  0
 F5Y  CONST_23  C15  N14  N13  C12     0.00   0.0  0
 F5Y  CONST_24  N14  C15  C11  C12     0.00   0.0  0
 F5Y  CONST_25  N13  C12  C11  C15     0.00   0.0  0
 F5Y  CONST_26  C10  C19  C20  C21   180.00   0.0  0
 F5Y  CONST_27  C10  C19  C24  C23   180.00   0.0  0
 F5Y  CONST_28  C3   C7   N8   C9      0.00   0.0  0
 F5Y  CONST_29  C23  C22  C21  S27   180.00   0.0  0
 F5Y  CONST_30  C19  C20  C21  S27   180.00   0.0  0
 F5Y  CONST_31  O25  C24  C19  C20   180.00   0.0  0
 F5Y  CONST_32  O25  C24  C23  C22   180.00   0.0  0
 F5Y  CONST_33  C10  C19  C24  O25     0.00   0.0  0
 F5Y  CONST_34  C16  N13  C12  C11   180.00   0.0  0
 F5Y  CONST_35  C16  N13  N14  C15   180.00   0.0  0
 F5Y  CONST_36  O17  C7   N8   C9    180.00   0.0  0
 F5Y  CONST_37  C3   C7   N8   C18   180.00   0.0  0
 F5Y  CONST_38  H8   C23  C22  C21   180.00   0.0  0
 F5Y  CONST_39  H7   C22  C21  C20   180.00   0.0  0
 F5Y  CONST_40  H6   C20  C21  C22   180.00   0.0  0
 F5Y  CONST_41  H12  C1   C2   C10     0.00   0.0  0
 F5Y  CONST_42  H17  C4   C3   C2    180.00   0.0  0
 F5Y  CONST_43  H18  C5   C6   C1    180.00   0.0  0
 F5Y  CONST_44  H19  C12  C11  C6      0.00   0.0  0
 F5Y  CONST_45  H20  C15  C11  C6      0.00   0.0  0
 F5Y  CONST_46  O17  C7   N8   C18     0.00   0.0  0
 F5Y  Var_01    C2   C10  C19  C20   -70.33  30.0  2
 F5Y  Var_02    C22  C21  S27  C28   -89.28  30.0  2
 F5Y  Var_03    C19  C24  O25  C26   179.71  30.0  2
 F5Y  Var_04    H14  C18  N8   C9    119.43  30.0  3
 F5Y  Var_05    H21  C16  N13  C12  -121.85  30.0  2
 F5Y  Var_06    C21  S27  C28  C29  -179.95  30.0  2
 F5Y  Var_07    H9   C26  O25  C24  -179.44  30.0  3
 F5Y  Var_08    H1   C29  C28  S27    62.74  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
 F5Y  plan-1  C6   0.020
 F5Y  plan-1  C11  0.020
 F5Y  plan-1  C12  0.020
 F5Y  plan-1  C15  0.020
 F5Y  plan-1  N14  0.020
 F5Y  plan-1  N13  0.020
 F5Y  plan-1  C16  0.020
 F5Y  plan-1  H19  0.020
 F5Y  plan-1  H20  0.020
 F5Y  plan-2  S27  0.020
 F5Y  plan-2  C21  0.020
 F5Y  plan-2  C20  0.020
 F5Y  plan-2  C22  0.020
 F5Y  plan-2  C23  0.020
 F5Y  plan-2  C24  0.020
 F5Y  plan-2  O25  0.020
 F5Y  plan-2  C19  0.020
 F5Y  plan-2  C10  0.020
 F5Y  plan-2  H6   0.020
 F5Y  plan-2  H7   0.020
 F5Y  plan-2  H8   0.020
 F5Y  plan-3  C19  0.020
 F5Y  plan-3  C10  0.020
 F5Y  plan-3  C2   0.020
 F5Y  plan-3  C1   0.020
 F5Y  plan-3  C9   0.020
 F5Y  plan-3  N8   0.020
 F5Y  plan-3  C18  0.020
 F5Y  plan-3  C7   0.020
 F5Y  plan-3  O17  0.020
 F5Y  plan-3  C3   0.020
 F5Y  plan-3  C4   0.020
 F5Y  plan-3  C5   0.020
 F5Y  plan-3  C6   0.020
 F5Y  plan-3  C11  0.020
 F5Y  plan-3  H12  0.020
 F5Y  plan-3  H13  0.020
 F5Y  plan-3  H17  0.020
 F5Y  plan-3  H18  0.020

