# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 00:32:05 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: N-{3-[2-methyl-6-(1-methyl-1H-pyrazol-4-yl)-1-oxo-1,2-dihydroisoquinolin-4-yl]phenyl}methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(cn1)c2ccc3C(=O)N(C)C=C(c4cccc(N[S](C)(=O)=O)c4)c3c2
#
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
 F5V  F5V  N-{3-[2-methyl-6-(1-methyl-1H-pyrazol-4-yl)-1-oxo-1,2-dihydroisoquinolin-4-yl]phenyl}methanesulfonamide  ligand  49  29  .  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_F5V
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
 F5V  C16  C  CH3   0  -0.508   6.4170  -4.1643  -0.4715
 F5V  N14  N  NR5   0  -0.267   5.2698  -3.3186  -0.2420
 F5V  C15  C  CR15  0   0.022   5.1920  -1.9918  -0.4065
 F5V  N13  N  N     0  -0.274   4.1357  -3.8418   0.2161
 F5V  C12  C  CR15  0  -0.095   3.3065  -2.8263   0.3414
 F5V  C11  C  CR5   0  -0.134   3.9134  -1.6102  -0.0375
 F5V  C6   C  CR6   0   0.148   3.3382  -0.2715  -0.0424
 F5V  C1   C  CR16  0  -0.473   1.9769  -0.0888   0.1376
 F5V  C2   C  CR66  0   0.316   1.3987   1.1872   0.1479
 F5V  C5   C  CR16  0  -0.348   4.1508   0.8630  -0.2272
 F5V  C4   C  CR16  0  -0.250   3.6006   2.1205  -0.2458
 F5V  C3   C  CR66  0  -0.192   2.2248   2.3053  -0.0634
 F5V  C7   C  CR6   0   0.562   1.6804   3.6585  -0.1187
 F5V  O17  O  O     0  -0.486   2.3593   4.6617  -0.3011
 F5V  N8   N  NR6   0  -0.531   0.3181   3.7581   0.0405
 F5V  C18  C  CH3   0  -0.518  -0.2725   5.0874  -0.0171
 F5V  C9   C  CR16  0  -0.003  -0.4777   2.6704   0.2638
 F5V  C10  C  CR6   0  -0.095  -0.0141   1.4039   0.3355
 F5V  C19  C  CR6   0   0.027  -0.9584   0.3001   0.6059
 F5V  C24  C  CR16  0  -0.346  -2.0480   0.0900  -0.2342
 F5V  C20  C  CR16  0  -0.302  -0.8042  -0.5204   1.7237
 F5V  C21  C  CR16  0  -0.241  -1.7130  -1.5355   1.9775
 F5V  C22  C  CR16  0  -0.269  -2.7891  -1.7532   1.1291
 F5V  C23  C  CR6   0   0.297  -2.9608  -0.9275   0.0246
 F5V  N25  N  NC1   0  -0.821  -4.0461  -1.1405  -0.8638
 F5V  S26  S  S     0   1.317  -5.5904  -0.7409  -0.3807
 F5V  O29  O  OS    0  -0.663  -6.4330  -0.9825  -1.5392
 F5V  O28  O  OS    0  -0.653  -5.8561  -1.4439   0.8622
 F5V  C27  C  CH3   0  -0.798  -5.5595   1.0027  -0.0384
 F5V  H1   H  HCH3  0   0.262   6.8134  -4.5359   0.4717
 F5V  H2   H  HCH3  0   0.265   6.1366  -5.0064  -1.0996
 F5V  H3   H  HCH3  0   0.261   7.1859  -3.5873  -0.9760
 F5V  H4   H  HCR5  0   0.297   6.0290  -1.4221  -0.7776
 F5V  H5   H  HCR5  0   0.257   2.3037  -2.9929   0.7062
 F5V  H6   H  HCR6  0   0.251   1.3359  -0.9522   0.2528
 F5V  H7   H  HCR6  0   0.254   5.2196   0.7510  -0.3547
 F5V  H8   H  HCR6  0   0.260   4.2360   2.9820  -0.3996
 F5V  H9   H  HCH3  0   0.259  -0.0924   5.5463  -0.9871
 F5V  H10  H  HCH3  0   0.257  -1.3438   5.0046   0.1371
 F5V  H11  H  HCH3  0   0.259   0.1446   5.7287   0.7567
 F5V  H12  H  HCR6  0   0.301  -1.5277   2.8877   0.4017
 F5V  H13  H  HCR6  0   0.269  -2.1785   0.7194  -1.1074
 F5V  H14  H  HCR6  0   0.265   0.0238  -0.3604   2.4028
 F5V  H15  H  HCR6  0   0.266  -1.5814  -2.1702   2.8437
 F5V  H16  H  HCR6  0   0.271  -3.4772  -2.5651   1.3151
 F5V  H17  H  HNC1  0   0.422  -3.8709  -0.8314  -1.8152
 F5V  H18  H  HCH3  0   0.297  -5.2934   1.5398  -0.9457
 F5V  H19  H  HCH3  0   0.313  -6.5545   1.2958   0.2918
 F5V  H20  H  HCH3  0   0.293  -4.8359   1.2057   0.7481

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
 F5V  C16  N14  single    1.444  0.020  1.444
 F5V  N13  N14  aromatic  1.330  0.020  1.330
 F5V  N13  C12  aromatic  1.317  0.020  1.317
 F5V  N14  C15  aromatic  1.339  0.020  1.339
 F5V  C12  C11  aromatic  1.411  0.020  1.411
 F5V  C21  C22  aromatic  1.387  0.020  1.387
 F5V  C21  C20  aromatic  1.386  0.020  1.386
 F5V  C22  C23  aromatic  1.390  0.020  1.390
 F5V  C15  C11  aromatic  1.384  0.020  1.384
 F5V  C20  C19  aromatic  1.395  0.020  1.395
 F5V  C11  C6   single    1.457  0.020  1.457
 F5V  C6   C1   aromatic  1.385  0.020  1.385
 F5V  C6   C5   aromatic  1.408  0.020  1.408
 F5V  C23  N25  single    1.419  0.020  1.419
 F5V  C23  C24  aromatic  1.391  0.020  1.391
 F5V  C1   C2   aromatic  1.401  0.020  1.401
 F5V  C19  C24  aromatic  1.392  0.020  1.392
 F5V  C19  C10  single    1.478  0.020  1.478
 F5V  N25  S26  single    1.667  0.020  1.667
 F5V  C5   C4   aromatic  1.373  0.020  1.373
 F5V  C2   C10  single    1.442  0.020  1.442
 F5V  C2   C3   aromatic  1.406  0.020  1.406
 F5V  C10  C9   double    1.351  0.020  1.351
 F5V  C4   C3   aromatic  1.400  0.020  1.400
 F5V  C3   C7   single    1.460  0.020  1.460
 F5V  S26  O29  double    1.453  0.020  1.453
 F5V  S26  C27  single    1.777  0.020  1.777
 F5V  S26  O28  double    1.452  0.020  1.452
 F5V  C9   N8   single    1.366  0.020  1.366
 F5V  C7   N8   single    1.375  0.020  1.375
 F5V  C7   O17  double    1.225  0.020  1.225
 F5V  N8   C18  single    1.456  0.020  1.456
 F5V  C16  H1   single    0.970  0.020  1.090
 F5V  C16  H2   single    0.970  0.020  1.090
 F5V  C16  H3   single    0.970  0.020  1.090
 F5V  C15  H4   single    0.930  0.020  1.080
 F5V  C12  H5   single    0.930  0.020  1.080
 F5V  C1   H6   single    0.930  0.020  1.080
 F5V  C5   H7   single    0.930  0.020  1.080
 F5V  C4   H8   single    0.930  0.020  1.080
 F5V  C18  H9   single    0.970  0.020  1.090
 F5V  C18  H10  single    0.970  0.020  1.090
 F5V  C18  H11  single    0.970  0.020  1.090
 F5V  C9   H12  single    0.930  0.020  1.080
 F5V  C24  H13  single    0.930  0.020  1.080
 F5V  C20  H14  single    0.930  0.020  1.080
 F5V  C21  H15  single    0.930  0.020  1.080
 F5V  C22  H16  single    0.930  0.020  1.080
 F5V  N25  H17  single    0.890  0.020  1.040
 F5V  C27  H18  single    0.970  0.020  1.090
 F5V  C27  H19  single    0.970  0.020  1.090
 F5V  C27  H20  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
 F5V  H3   C16  H2   109.01  3.000
 F5V  H3   C16  H1   109.04  3.000
 F5V  H2   C16  H1   109.27  3.000
 F5V  H3   C16  N14  108.98  3.000
 F5V  H2   C16  N14  109.91  3.000
 F5V  H1   C16  N14  110.59  3.000
 F5V  N13  N14  C15  112.48  3.000
 F5V  C15  N14  C16  127.38  3.000
 F5V  N13  N14  C16  120.12  3.000
 F5V  H4   C15  C11  131.53  3.000
 F5V  H4   C15  N14  121.37  3.000
 F5V  C11  C15  N14  107.10  3.000
 F5V  C12  N13  N14  105.44  3.000
 F5V  H5   C12  C11  128.54  3.000
 F5V  H5   C12  N13  119.86  3.000
 F5V  C11  C12  N13  111.61  3.000
 F5V  C6   C11  C12  128.54  3.000
 F5V  C6   C11  C15  128.09  3.000
 F5V  C12  C11  C15  103.37  3.000
 F5V  C5   C6   C1   118.56  3.000
 F5V  C5   C6   C11  120.87  3.000
 F5V  C1   C6   C11  120.57  3.000
 F5V  H6   C1   C2   118.80  3.000
 F5V  H6   C1   C6   119.41  3.000
 F5V  C2   C1   C6   121.78  3.000
 F5V  C10  C2   C3   118.41  3.000
 F5V  C3   C2   C1   118.73  3.000
 F5V  C10  C2   C1   122.85  3.000
 F5V  H7   C5   C4   119.28  3.000
 F5V  H7   C5   C6   120.14  3.000
 F5V  C4   C5   C6   120.57  3.000
 F5V  H8   C4   C3   119.39  3.000
 F5V  H8   C4   C5   119.75  3.000
 F5V  C3   C4   C5   120.87  3.000
 F5V  C7   C3   C4   118.94  3.000
 F5V  C7   C3   C2   121.58  3.000
 F5V  C4   C3   C2   119.47  3.000
 F5V  N8   C7   O17  120.47  3.000
 F5V  O17  C7   C3   123.93  3.000
 F5V  N8   C7   C3   115.60  3.000
 F5V  C9   N8   C18  119.82  3.000
 F5V  C18  N8   C7   117.60  3.000
 F5V  C9   N8   C7   122.57  3.000
 F5V  H11  C18  H10  108.80  3.000
 F5V  H11  C18  H9   108.78  3.000
 F5V  H10  C18  H9   108.79  3.000
 F5V  H11  C18  N8   110.77  3.000
 F5V  H10  C18  N8   108.97  3.000
 F5V  H9   C18  N8   110.68  3.000
 F5V  H12  C9   C10  121.01  3.000
 F5V  H12  C9   N8   115.25  3.000
 F5V  C10  C9   N8   123.74  3.000
 F5V  C19  C10  C9   119.40  3.000
 F5V  C9   C10  C2   118.07  3.000
 F5V  C19  C10  C2   122.53  3.000
 F5V  C20  C19  C24  118.78  3.000
 F5V  C24  C19  C10  120.18  3.000
 F5V  C20  C19  C10  121.01  3.000
 F5V  H13  C24  C23  119.70  3.000
 F5V  H13  C24  C19  119.52  3.000
 F5V  C23  C24  C19  120.78  3.000
 F5V  H14  C20  C21  119.66  3.000
 F5V  H14  C20  C19  120.01  3.000
 F5V  C21  C20  C19  120.33  3.000
 F5V  H15  C21  C22  119.46  3.000
 F5V  H15  C21  C20  119.77  3.000
 F5V  C22  C21  C20  120.76  3.000
 F5V  H16  C22  C23  120.31  3.000
 F5V  H16  C22  C21  120.43  3.000
 F5V  C23  C22  C21  119.25  3.000
 F5V  N25  C23  C22  120.20  3.000
 F5V  N25  C23  C24  119.69  3.000
 F5V  C22  C23  C24  120.09  3.000
 F5V  H17  N25  S26  111.00  3.000
 F5V  H17  N25  C23  114.14  3.000
 F5V  S26  N25  C23  119.43  3.000
 F5V  C27  S26  O28  108.26  3.000
 F5V  O28  S26  O29  119.72  3.000
 F5V  C27  S26  O29  109.08  3.000
 F5V  O28  S26  N25  107.55  3.000
 F5V  C27  S26  N25  105.96  3.000
 F5V  O29  S26  N25  105.45  3.000
 F5V  H20  C27  H19  109.78  3.000
 F5V  H20  C27  H18  110.38  3.000
 F5V  H19  C27  H18  110.11  3.000
 F5V  H20  C27  S26  109.50  3.000
 F5V  H19  C27  S26  107.86  3.000
 F5V  H18  C27  S26  109.16  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
 F5V  CONST_01  C11  C12  N13  N14    0.00   0.0  0
 F5V  CONST_02  C12  C11  C15  N14    0.00   0.0  0
 F5V  CONST_03  C6   C11  C15  N14  180.00   0.0  0
 F5V  CONST_04  C12  N13  N14  C15    0.00   0.0  0
 F5V  CONST_05  N13  C12  C11  C15    0.00   0.0  0
 F5V  CONST_06  C1   C6   C11  C15  180.00   0.0  0
 F5V  CONST_07  C5   C6   C11  C15    0.00   0.0  0
 F5V  CONST_08  C11  C15  N14  N13    0.00   0.0  0
 F5V  CONST_09  C6   C11  C12  N13  180.00   0.0  0
 F5V  CONST_10  C1   C6   C11  C12    0.00   0.0  0
 F5V  CONST_11  C5   C6   C11  C12  180.00   0.0  0
 F5V  CONST_12  C2   C1   C6   C11  180.00   0.0  0
 F5V  CONST_13  C4   C5   C6   C11  180.00   0.0  0
 F5V  CONST_14  C3   C2   C1   C6     0.00   0.0  0
 F5V  CONST_15  C3   C4   C5   C6     0.00   0.0  0
 F5V  CONST_16  C4   C5   C6   C1     0.00   0.0  0
 F5V  CONST_17  C4   C3   C2   C1     0.00   0.0  0
 F5V  CONST_18  C5   C6   C1   C2     0.00   0.0  0
 F5V  CONST_19  C5   C4   C3   C2     0.00   0.0  0
 F5V  CONST_20  C22  C21  C20  C19    0.00   0.0  0
 F5V  CONST_21  C22  C23  C24  C19    0.00   0.0  0
 F5V  CONST_22  C21  C22  C23  C24    0.00   0.0  0
 F5V  CONST_23  C21  C20  C19  C24    0.00   0.0  0
 F5V  CONST_24  C23  C22  C21  C20    0.00   0.0  0
 F5V  CONST_25  C23  C24  C19  C20    0.00   0.0  0
 F5V  CONST_26  C21  C20  C19  C10  180.00   0.0  0
 F5V  CONST_27  C23  C24  C19  C10  180.00   0.0  0
 F5V  CONST_28  C9   N8   C7   C3     0.00   0.0  0
 F5V  CONST_29  C12  N13  N14  C16  180.00   0.0  0
 F5V  CONST_30  C11  C15  N14  C16  180.00   0.0  0
 F5V  CONST_31  N25  C23  C24  C19  180.00   0.0  0
 F5V  CONST_32  N25  C23  C22  C21  180.00   0.0  0
 F5V  CONST_33  C18  N8   C7   C3   180.00   0.0  0
 F5V  CONST_34  C9   N8   C7   O17  180.00   0.0  0
 F5V  CONST_35  H5   C12  N13  N14  180.00   0.0  0
 F5V  CONST_36  H4   C15  N14  N13  180.00   0.0  0
 F5V  CONST_37  H6   C1   C6   C11    0.00   0.0  0
 F5V  CONST_38  H7   C5   C6   C11    0.00   0.0  0
 F5V  CONST_39  H8   C4   C5   C6   180.00   0.0  0
 F5V  CONST_40  H14  C20  C19  C10    0.00   0.0  0
 F5V  CONST_41  H13  C24  C19  C10    0.00   0.0  0
 F5V  CONST_42  H15  C21  C20  C19  180.00   0.0  0
 F5V  CONST_43  H16  C22  C23  C24  180.00   0.0  0
 F5V  CONST_46  C18  N8   C7   O17    0.00   0.0  0
 F5V  Var_01    C20  C19  C10  C2    59.23  30.0  2
 F5V  Var_02    H1   C16  N14  C15  109.83  30.0  2
 F5V  Var_03    H9   C18  N8   C7    61.13  30.0  3
 F5V  Var_04    O29  S26  N25  C23  175.77  30.0  3
 F5V  Var_05    H18  C27  S26  N25   60.99  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
 F5V  plan-1  C16  0.020
 F5V  plan-1  N14  0.020
 F5V  plan-1  C15  0.020
 F5V  plan-1  N13  0.020
 F5V  plan-1  C12  0.020
 F5V  plan-1  C11  0.020
 F5V  plan-1  C6   0.020
 F5V  plan-1  H4   0.020
 F5V  plan-1  H5   0.020
 F5V  plan-2  C10  0.020
 F5V  plan-2  C19  0.020
 F5V  plan-2  C24  0.020
 F5V  plan-2  C20  0.020
 F5V  plan-2  C21  0.020
 F5V  plan-2  C22  0.020
 F5V  plan-2  C23  0.020
 F5V  plan-2  N25  0.020
 F5V  plan-2  H13  0.020
 F5V  plan-2  H14  0.020
 F5V  plan-2  H15  0.020
 F5V  plan-2  H16  0.020
 F5V  plan-3  C11  0.020
 F5V  plan-3  C6   0.020
 F5V  plan-3  C1   0.020
 F5V  plan-3  C2   0.020
 F5V  plan-3  C5   0.020
 F5V  plan-3  C4   0.020
 F5V  plan-3  C3   0.020
 F5V  plan-3  C7   0.020
 F5V  plan-3  O17  0.020
 F5V  plan-3  N8   0.020
 F5V  plan-3  C18  0.020
 F5V  plan-3  C9   0.020
 F5V  plan-3  C10  0.020
 F5V  plan-3  C19  0.020
 F5V  plan-3  H6   0.020
 F5V  plan-3  H7   0.020
 F5V  plan-3  H8   0.020
 F5V  plan-3  H12  0.020
 F5V  plan-4  C23  0.020
 F5V  plan-4  N25  0.020
 F5V  plan-4  S26  0.020
 F5V  plan-4  H17  0.020

