# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 07:35:18 2022
#   Inital geometry file: a 142 line input string
#   Ligand name: N-(3-{5-[2-(acetylamino)pyridin-4-yl]-2-(methylsulfanyl)-1H-imidazol-4-yl}phenyl)-2-fluoro-5-hydroxybenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CSc1[nH]c(c2ccnc(NC(C)=O)c2)c(n1)c3cccc(NC(=O)c4cc(O)ccc4F)c3
#
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
 TOV  TOV  N-(3-{5-[2-(acetylamino)pyridin-4-yl]-2-(methylsulfanyl)-1H-imidazol-4-yl}phenyl)-2-fluoro-5-hydroxybenzamide  ligand  54  34  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TOV
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
 TOV  O01  O  O     0  -0.440  32.2139   9.4164  -27.3475
 TOV  C02  C  C     0   0.523  32.1740   9.5388  -28.5556
 TOV  C07  C  CR16  0  -0.317  29.2251  12.0374  -30.3995
 TOV  C10  C  CR16  0  -0.384  31.5064  11.3140  -30.1955
 TOV  C12  C  CR6   0   0.399  34.1485   8.1512  -29.0967
 TOV  C13  C  CR16  0  -0.310  34.8566   8.2664  -27.9017
 TOV  C14  C  CR16  0  -0.232  35.9513   7.4426  -27.6817
 TOV  C15  C  CR16  0  -0.324  36.3528   6.5109  -28.6239
 TOV  C16  C  CR6   0   0.034  35.6460   6.3868  -29.8198
 TOV  C17  C  CR5   0   0.097  36.0445   5.4202  -30.8459
 TOV  C18  C  CR5   0   0.315  36.5257   4.1399  -30.6948
 TOV  C19  C  CR6   0   0.134  36.7088   3.2810  -29.5321
 TOV  C20  C  CR16  0  -0.395  35.7891   3.2976  -28.4826
 TOV  C23  C  CR6   0   0.500  37.9038   1.5869  -28.3360
 TOV  C25  C  C     0   0.510  40.0438   0.4348  -28.8945
 TOV  C26  C  CH3   0  -0.780  40.9614  -0.6031  -28.3028
 TOV  O27  O  O     0  -0.453  40.2885   1.0181  -29.9325
 TOV  C28  C  CR16  0  -0.439  37.7884   2.4065  -29.4597
 TOV  C03  C  CR6   0  -0.252  31.1363  10.3787  -29.2305
 TOV  C04  C  CR6   0   0.517  29.8017  10.2936  -28.8685
 TOV  C06  C  CR16  0  -0.393  28.8470  11.1060  -29.4480
 TOV  C08  C  CR6   0   0.369  30.5607  12.1492  -30.7800
 TOV  C21  C  CR16  0  -0.052  36.0025   2.4438  -27.4194
 TOV  C30  C  CR5   0   0.290  36.4562   4.7080  -32.8170
 TOV  C32  C  CH3   0  -0.760  36.0442   6.1563  -35.0806
 TOV  C34  C  CR16  0  -0.399  34.5527   7.2160  -30.0472
 TOV  F05  F  F     0  -0.302  29.4102   9.3846  -27.9638
 TOV  N11  N  NH1   0  -0.746  33.0509   8.9630  -29.4173
 TOV  N22  N  N     0  -0.450  37.0274   1.6057  -27.3388
 TOV  N24  N  NH1   0  -0.705  38.9314   0.6721  -28.1393
 TOV  N29  N  NR15  0  -0.656  36.7987   3.7153  -31.9732
 TOV  N33  N  N     0  -0.444  36.0023   5.7510  -32.1734
 TOV  O09  O  OH1   0  -0.627  30.8725  13.0762  -31.7052
 TOV  S31  S  S2    0   0.048  36.6254   4.5345  -34.5436
 TOV  H1   H  HCR6  0   0.281  28.4805  12.6805  -30.8507
 TOV  H2   H  HCR6  0   0.292  32.5506  11.4066  -30.4749
 TOV  H3   H  HCR6  0   0.273  34.5830   8.9959  -27.1563
 TOV  H4   H  HCR6  0   0.260  36.5097   7.5453  -26.7604
 TOV  H5   H  HCR6  0   0.255  37.2243   5.8972  -28.4389
 TOV  H6   H  HCR6  0   0.270  34.9209   3.9405  -28.4992
 TOV  H7   H  HCH3  0   0.268  41.6535  -0.9638  -29.0587
 TOV  H8   H  HCH3  0   0.277  41.5409  -0.1596  -27.4906
 TOV  H9   H  HCH3  0   0.264  40.4111  -1.4477  -27.8893
 TOV  H10  H  HCR6  0   0.290  38.5280   2.3730  -30.2429
 TOV  H11  H  HCR6  0   0.286  27.8085  11.0100  -29.1591
 TOV  H12  H  HCR6  0   0.267  35.3048   2.4252  -26.5898
 TOV  H13  H  HCH3  0   0.285  36.1116   6.1506  -36.1663
 TOV  H14  H  HCH3  0   0.279  35.0113   6.3187  -34.7848
 TOV  H15  H  HCH3  0   0.279  36.6751   6.9477  -34.6851
 TOV  H16  H  HCR6  0   0.263  33.9994   7.1265  -30.9749
 TOV  H17  H  HNH1  0   0.422  32.8161   9.0091  -30.3982
 TOV  H18  H  HNH1  0   0.411  38.8340   0.1444  -27.2831
 TOV  H19  H  HNR5  0   0.428  37.1286   2.7972  -32.2343
 TOV  H21  H  HOH1  0   0.476  31.8162  13.0652  -31.9037

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
 TOV  C32  S31  single    1.804  0.020  1.804
 TOV  S31  C30  single    1.744  0.020  1.744
 TOV  C30  N33  aromatic  1.307  0.020  1.307
 TOV  C30  N29  aromatic  1.347  0.020  1.347
 TOV  O09  C08  single    1.346  0.020  1.346
 TOV  N33  C17  aromatic  1.369  0.020  1.369
 TOV  N29  C18  aromatic  1.374  0.020  1.374
 TOV  C08  C07  aromatic  1.393  0.020  1.393
 TOV  C08  C10  aromatic  1.391  0.020  1.391
 TOV  C17  C18  aromatic  1.376  0.020  1.376
 TOV  C17  C16  single    1.465  0.020  1.465
 TOV  C18  C19  single    1.457  0.020  1.457
 TOV  C07  C06  aromatic  1.384  0.020  1.384
 TOV  C10  C03  aromatic  1.394  0.020  1.394
 TOV  O27  C25  double    1.216  0.020  1.216
 TOV  C34  C16  aromatic  1.391  0.020  1.391
 TOV  C34  C12  aromatic  1.393  0.020  1.393
 TOV  N11  C12  single    1.402  0.020  1.402
 TOV  N11  C02  single    1.358  0.020  1.358
 TOV  C16  C15  aromatic  1.395  0.020  1.395
 TOV  C06  C04  aromatic  1.381  0.020  1.381
 TOV  C03  C04  aromatic  1.385  0.020  1.385
 TOV  C03  C02  single    1.496  0.020  1.496
 TOV  C19  C28  aromatic  1.391  0.020  1.391
 TOV  C19  C20  aromatic  1.396  0.020  1.396
 TOV  C28  C23  aromatic  1.396  0.020  1.396
 TOV  C25  C26  single    1.506  0.020  1.506
 TOV  C25  N24  single    1.365  0.020  1.365
 TOV  C12  C13  aromatic  1.394  0.020  1.394
 TOV  C04  F05  single    1.341  0.020  1.341
 TOV  C02  O01  double    1.215  0.020  1.215
 TOV  C15  C14  aromatic  1.385  0.020  1.385
 TOV  C20  C21  aromatic  1.380  0.020  1.380
 TOV  C23  N24  single    1.390  0.020  1.390
 TOV  C23  N22  aromatic  1.328  0.020  1.328
 TOV  C13  C14  aromatic  1.388  0.020  1.388
 TOV  N22  C21  aromatic  1.326  0.020  1.326
 TOV  C07  H1   single    0.930  0.020  1.080
 TOV  C10  H2   single    0.930  0.020  1.080
 TOV  C13  H3   single    0.930  0.020  1.080
 TOV  C14  H4   single    0.930  0.020  1.080
 TOV  C15  H5   single    0.930  0.020  1.080
 TOV  C20  H6   single    0.930  0.020  1.080
 TOV  C26  H7   single    0.970  0.020  1.090
 TOV  C26  H8   single    0.970  0.020  1.090
 TOV  C26  H9   single    0.970  0.020  1.090
 TOV  C28  H10  single    0.930  0.020  1.080
 TOV  C06  H11  single    0.930  0.020  1.080
 TOV  C21  H12  single    0.930  0.020  1.080
 TOV  C32  H13  single    0.970  0.020  1.090
 TOV  C32  H14  single    0.970  0.020  1.090
 TOV  C32  H15  single    0.970  0.020  1.090
 TOV  C34  H16  single    0.930  0.020  1.080
 TOV  N11  H17  single    0.860  0.020  1.020
 TOV  N24  H18  single    0.860  0.020  1.020
 TOV  N29  H19  single    0.860  0.020  1.020
 TOV  O09  H21  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
 TOV  N11  C02  C03  113.57  3.000
 TOV  C03  C02  O01  121.87  3.000
 TOV  N11  C02  O01  124.56  3.000
 TOV  H1   C07  C08  119.86  3.000
 TOV  H1   C07  C06  119.90  3.000
 TOV  C08  C07  C06  120.24  3.000
 TOV  H2   C10  C08  119.67  3.000
 TOV  H2   C10  C03  119.42  3.000
 TOV  C08  C10  C03  120.89  3.000
 TOV  N11  C12  C34  117.37  3.000
 TOV  N11  C12  C13  123.08  3.000
 TOV  C34  C12  C13  119.53  3.000
 TOV  H3   C13  C14  119.49  3.000
 TOV  H3   C13  C12  121.31  3.000
 TOV  C14  C13  C12  119.19  3.000
 TOV  H4   C14  C15  119.57  3.000
 TOV  H4   C14  C13  119.06  3.000
 TOV  C15  C14  C13  121.36  3.000
 TOV  H5   C15  C16  120.29  3.000
 TOV  H5   C15  C14  119.94  3.000
 TOV  C16  C15  C14  119.77  3.000
 TOV  C34  C16  C17  119.52  3.000
 TOV  C34  C16  C15  119.04  3.000
 TOV  C17  C16  C15  121.43  3.000
 TOV  N33  C17  C18  110.01  3.000
 TOV  C18  C17  C16  129.21  3.000
 TOV  N33  C17  C16  120.77  3.000
 TOV  N29  C18  C19  122.35  3.000
 TOV  C19  C18  C17  132.84  3.000
 TOV  N29  C18  C17  104.76  3.000
 TOV  C28  C19  C20  118.67  3.000
 TOV  C20  C19  C18  120.68  3.000
 TOV  C28  C19  C18  120.63  3.000
 TOV  H6   C20  C21  120.27  3.000
 TOV  H6   C20  C19  121.68  3.000
 TOV  C21  C20  C19  118.04  3.000
 TOV  N24  C23  N22  113.02  3.000
 TOV  N22  C23  C28  122.81  3.000
 TOV  N24  C23  C28  124.17  3.000
 TOV  N24  C25  O27  123.57  3.000
 TOV  N24  C25  C26  113.50  3.000
 TOV  O27  C25  C26  122.91  3.000
 TOV  H9   C26  H8   107.50  3.000
 TOV  H9   C26  H7   109.17  3.000
 TOV  H8   C26  H7   108.32  3.000
 TOV  H9   C26  C25  112.05  3.000
 TOV  H8   C26  C25  109.61  3.000
 TOV  H7   C26  C25  110.09  3.000
 TOV  H10  C28  C23  120.67  3.000
 TOV  H10  C28  C19  120.95  3.000
 TOV  C23  C28  C19  118.37  3.000
 TOV  C04  C03  C10  118.55  3.000
 TOV  C04  C03  C02  121.05  3.000
 TOV  C10  C03  C02  120.32  3.000
 TOV  F05  C04  C06  118.69  3.000
 TOV  F05  C04  C03  119.94  3.000
 TOV  C06  C04  C03  121.34  3.000
 TOV  H11  C06  C04  119.95  3.000
 TOV  H11  C06  C07  120.35  3.000
 TOV  C04  C06  C07  119.70  3.000
 TOV  O09  C08  C10  123.02  3.000
 TOV  C10  C08  C07  119.27  3.000
 TOV  O09  C08  C07  117.71  3.000
 TOV  H12  C21  N22  116.10  3.000
 TOV  H12  C21  C20  120.04  3.000
 TOV  N22  C21  C20  123.86  3.000
 TOV  S31  C30  N33  126.93  3.000
 TOV  N33  C30  N29  111.59  3.000
 TOV  S31  C30  N29  121.49  3.000
 TOV  H15  C32  H14  110.12  3.000
 TOV  H15  C32  H13  109.33  3.000
 TOV  H14  C32  H13  109.36  3.000
 TOV  H15  C32  S31  111.05  3.000
 TOV  H14  C32  S31  111.07  3.000
 TOV  H13  C32  S31  105.81  3.000
 TOV  H16  C34  C16  119.47  3.000
 TOV  H16  C34  C12  119.42  3.000
 TOV  C16  C34  C12  121.11  3.000
 TOV  H17  N11  C12  115.50  3.000
 TOV  H17  N11  C02  116.56  3.000
 TOV  C12  N11  C02  127.30  3.000
 TOV  C21  N22  C23  118.25  3.000
 TOV  H18  N24  C25  117.16  3.000
 TOV  H18  N24  C23  113.10  3.000
 TOV  C25  N24  C23  129.68  3.000
 TOV  H19  N29  C30  126.23  3.000
 TOV  H19  N29  C18  125.89  3.000
 TOV  C30  N29  C18  107.73  3.000
 TOV  C30  N33  C17  105.91  3.000
 TOV  H21  O09  C08  111.12  3.000
 TOV  C32  S31  C30  100.02  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
 TOV  CONST_01  C03  C10  C08  C07    0.00   0.0  0
 TOV  CONST_02  C03  C04  C06  C07    0.00   0.0  0
 TOV  CONST_03  C06  C07  C08  C10    0.00   0.0  0
 TOV  CONST_04  C06  C04  C03  C10    0.00   0.0  0
 TOV  CONST_05  C17  C16  C34  C12  180.00   0.0  0
 TOV  CONST_06  C15  C16  C34  C12    0.00   0.0  0
 TOV  CONST_07  C15  C14  C13  C12    0.00   0.0  0
 TOV  CONST_08  C16  C34  C12  C13    0.00   0.0  0
 TOV  CONST_09  C16  C15  C14  C13    0.00   0.0  0
 TOV  CONST_10  C17  C16  C15  C14  180.00   0.0  0
 TOV  CONST_11  C34  C16  C15  C14    0.00   0.0  0
 TOV  CONST_12  C34  C12  C13  C14    0.00   0.0  0
 TOV  CONST_15  C30  N33  C17  C16  180.00   0.0  0
 TOV  CONST_16  N29  C18  C17  C16  180.00   0.0  0
 TOV  CONST_17  C19  C18  C17  C16    0.00   0.0  0
 TOV  CONST_18  N29  C30  N33  C17    0.00   0.0  0
 TOV  CONST_19  C30  N29  C18  C17    0.00   0.0  0
 TOV  CONST_22  N33  C30  N29  C18    0.00   0.0  0
 TOV  CONST_23  C30  N33  C17  C18    0.00   0.0  0
 TOV  CONST_25  C23  C28  C19  C18  180.00   0.0  0
 TOV  CONST_26  C21  C20  C19  C18  180.00   0.0  0
 TOV  CONST_27  C30  N29  C18  C19  180.00   0.0  0
 TOV  CONST_28  N33  C17  C18  C19  180.00   0.0  0
 TOV  CONST_29  N22  C23  C28  C19    0.00   0.0  0
 TOV  CONST_30  N22  C21  C20  C19    0.00   0.0  0
 TOV  CONST_32  C23  C28  C19  C20    0.00   0.0  0
 TOV  CONST_33  C23  N22  C21  C20    0.00   0.0  0
 TOV  CONST_35  C21  C20  C19  C28    0.00   0.0  0
 TOV  CONST_36  C21  N22  C23  C28    0.00   0.0  0
 TOV  CONST_37  C08  C07  C06  C04    0.00   0.0  0
 TOV  CONST_38  C08  C10  C03  C04    0.00   0.0  0
 TOV  CONST_40  N33  C17  C18  N29    0.00   0.0  0
 TOV  CONST_41  C08  C10  C03  C02  180.00   0.0  0
 TOV  CONST_42  C06  C04  C03  C02  180.00   0.0  0
 TOV  CONST_43  F05  C04  C06  C07  180.00   0.0  0
 TOV  CONST_44  F05  C04  C03  C10  180.00   0.0  0
 TOV  CONST_45  N11  C12  C13  C14  180.00   0.0  0
 TOV  CONST_46  N11  C12  C34  C16  180.00   0.0  0
 TOV  CONST_47  S31  C30  N33  C17  180.00   0.0  0
 TOV  CONST_48  S31  C30  N29  C18  180.00   0.0  0
 TOV  CONST_49  N24  C23  C28  C19  180.00   0.0  0
 TOV  CONST_50  O09  C08  C10  C03  180.00   0.0  0
 TOV  CONST_51  O09  C08  C07  C06  180.00   0.0  0
 TOV  CONST_52  N24  C23  N22  C21  180.00   0.0  0
 TOV  CONST_53  H2   C10  C08  C07  180.00   0.0  0
 TOV  CONST_54  H1   C07  C08  C10  180.00   0.0  0
 TOV  CONST_55  H4   C14  C13  C12  180.00   0.0  0
 TOV  CONST_56  H16  C34  C12  C13  180.00   0.0  0
 TOV  CONST_57  H5   C15  C14  C13  180.00   0.0  0
 TOV  CONST_58  H3   C13  C14  C15  180.00   0.0  0
 TOV  CONST_59  H19  N29  C18  C17  180.00   0.0  0
 TOV  CONST_60  H10  C28  C19  C18    0.00   0.0  0
 TOV  CONST_61  H6   C20  C19  C18    0.00   0.0  0
 TOV  CONST_62  H12  C21  C20  C19  180.00   0.0  0
 TOV  CONST_63  H11  C06  C04  C03  180.00   0.0  0
 TOV  CONST_64  C03  C02  N11  C12  180.00   0.0  0
 TOV  CONST_67  C28  C23  N24  C25    0.00   0.0  0
 TOV  CONST_68  N22  C23  N24  C25  180.00   0.0  0
 TOV  CONST_70  H18  N24  C23  C28  180.00   0.0  0
 TOV  CONST_71  C12  N11  C02  O01    0.00   0.0  0
 TOV  CONST_72  O27  C25  N24  C23    0.00   0.0  0
 TOV  CONST_73  C26  C25  N24  C23  180.00   0.0  0
 TOV  Var_01    C10  C03  C02  O01  130.97  30.0  2
 TOV  Var_02    N33  C30  S31  C32    1.06  30.0  2
 TOV  Var_03    H13  C32  S31  C30  179.99  30.0  3
 TOV  Var_04    H7   C26  C25  O27  -18.04  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
 TOV  plan-1  C16  0.020
 TOV  plan-1  C17  0.020
 TOV  plan-1  C18  0.020
 TOV  plan-1  C19  0.020
 TOV  plan-1  C30  0.020
 TOV  plan-1  N29  0.020
 TOV  plan-1  N33  0.020
 TOV  plan-1  S31  0.020
 TOV  plan-1  H19  0.020
 TOV  plan-2  C18  0.020
 TOV  plan-2  C19  0.020
 TOV  plan-2  C20  0.020
 TOV  plan-2  C23  0.020
 TOV  plan-2  C28  0.020
 TOV  plan-2  C21  0.020
 TOV  plan-2  N22  0.020
 TOV  plan-2  N24  0.020
 TOV  plan-2  H6   0.020
 TOV  plan-2  H10  0.020
 TOV  plan-2  H12  0.020
 TOV  plan-3  C02  0.020
 TOV  plan-3  C07  0.020
 TOV  plan-3  C10  0.020
 TOV  plan-3  C03  0.020
 TOV  plan-3  C04  0.020
 TOV  plan-3  C06  0.020
 TOV  plan-3  C08  0.020
 TOV  plan-3  F05  0.020
 TOV  plan-3  O09  0.020
 TOV  plan-3  H1   0.020
 TOV  plan-3  H2   0.020
 TOV  plan-3  H11  0.020
 TOV  plan-4  C12  0.020
 TOV  plan-4  C13  0.020
 TOV  plan-4  C14  0.020
 TOV  plan-4  C15  0.020
 TOV  plan-4  C16  0.020
 TOV  plan-4  C17  0.020
 TOV  plan-4  C34  0.020
 TOV  plan-4  N11  0.020
 TOV  plan-4  H3   0.020
 TOV  plan-4  H4   0.020
 TOV  plan-4  H5   0.020
 TOV  plan-4  H16  0.020
 TOV  plan-5  O01  0.020
 TOV  plan-5  C02  0.020
 TOV  plan-5  C12  0.020
 TOV  plan-5  C03  0.020
 TOV  plan-5  N11  0.020
 TOV  plan-5  H17  0.020
 TOV  plan-6  C23  0.020
 TOV  plan-6  C25  0.020
 TOV  plan-6  C26  0.020
 TOV  plan-6  O27  0.020
 TOV  plan-6  N24  0.020
 TOV  plan-6  H18  0.020

