# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 19:58:01 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 5-(4-fluorophenyl)-2-methyl-3~{H}-thieno[2,3-d]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=Nc2scc(c3ccc(F)cc3)c2C(=O)N1
#
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
 FFN  FFN  5-(4-fluorophenyl)-2-methyl-3~{H}-thieno[2,3-d]pyrimidin-4-one  ligand  27  18  .  2021-08-09  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FFN
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
 FFN  C01  C  CH3   0  -0.750   4.8656   1.7732  -0.1514
 FFN  C02  C  CR6   0   0.468   3.5463   1.0849  -0.1032
 FFN  N03  N  N     0  -0.448   3.4701  -0.2031   0.0098
 FFN  N18  N  NR16  0  -0.679   2.4436   1.8711  -0.1876
 FFN  C16  C  CR6   0   0.517   1.1232   1.4355  -0.1701
 FFN  O17  O  O     0  -0.449   0.2078   2.2284  -0.2940
 FFN  C15  C  CR56  0  -0.087   1.0317   0.0052  -0.0052
 FFN  C04  C  CR56  0  -0.028   2.2174  -0.7058   0.0489
 FFN  S05  S  S2    0   0.252   1.9313  -2.4001   0.1490
 FFN  C06  C  CR15  0  -0.557   0.2277  -2.1497   0.1198
 FFN  C07  C  CR5   0   0.205  -0.1270  -0.8386   0.0411
 FFN  C08  C  CR6   0   0.052  -1.5346  -0.4049   0.0214
 FFN  C09  C  CR16  0  -0.283  -2.4259  -0.9735  -0.8859
 FFN  C10  C  CR16  0  -0.401  -3.7677  -0.6175  -0.8941
 FFN  C11  C  CR6   0   0.518  -4.2054   0.3167   0.0222
 FFN  F12  F  F     0  -0.315  -5.4995   0.6746   0.0221
 FFN  C13  C  CR16  0  -0.404  -3.3522   0.8992   0.9416
 FFN  C14  C  CR16  0  -0.259  -2.0162   0.5342   0.9333
 FFN  H1   H  HCH3  0   0.276   4.9649   2.4743   0.6786
 FFN  H2   H  HCH3  0   0.275   5.6687   1.0449  -0.0945
 FFN  H3   H  HCH3  0   0.276   4.9680   2.3431  -1.0759
 FFN  H4   H  HNR6  0   0.432   2.5778   2.8695  -0.2930
 FFN  H5   H  HCR5  0   0.303  -0.4378  -2.9971   0.1886
 FFN  H6   H  HCR6  0   0.264  -2.0688  -1.6953  -1.6092
 FFN  H7   H  HCR6  0   0.281  -4.4532  -1.0572  -1.6064
 FFN  H8   H  HCR6  0   0.280  -3.7250   1.6228   1.6549
 FFN  H9   H  HCR6  0   0.260  -1.3489   0.9780   1.6592

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
 FFN  S05  C04  aromatic  1.721  0.020  1.721
 FFN  S05  C06  aromatic  1.722  0.020  1.722
 FFN  N03  C04  single    1.350  0.020  1.350
 FFN  N03  C02  double    1.295  0.020  1.295
 FFN  C04  C15  aromatic  1.384  0.020  1.384
 FFN  C06  C07  aromatic  1.361  0.020  1.361
 FFN  C01  C02  single    1.489  0.020  1.489
 FFN  C02  N18  single    1.357  0.020  1.357
 FFN  C15  C07  aromatic  1.434  0.020  1.434
 FFN  C15  C16  single    1.443  0.020  1.443
 FFN  C07  C08  single    1.473  0.020  1.473
 FFN  C14  C08  aromatic  1.395  0.020  1.395
 FFN  C14  C13  aromatic  1.385  0.020  1.385
 FFN  N18  C16  single    1.391  0.020  1.391
 FFN  C16  O17  double    1.217  0.020  1.217
 FFN  C08  C09  aromatic  1.393  0.020  1.393
 FFN  C13  C11  aromatic  1.383  0.020  1.383
 FFN  C09  C10  aromatic  1.388  0.020  1.388
 FFN  C11  C10  aromatic  1.380  0.020  1.380
 FFN  C11  F12  single    1.343  0.020  1.343
 FFN  C01  H1   single    0.970  0.020  1.090
 FFN  C01  H2   single    0.970  0.020  1.090
 FFN  C01  H3   single    0.970  0.020  1.090
 FFN  N18  H4   single    0.860  0.020  1.020
 FFN  C06  H5   single    0.930  0.020  1.080
 FFN  C09  H6   single    0.930  0.020  1.080
 FFN  C10  H7   single    0.930  0.020  1.080
 FFN  C13  H8   single    0.930  0.020  1.080
 FFN  C14  H9   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
 FFN  H3   C01  H2   108.99  3.000
 FFN  H3   C01  H1   107.49  3.000
 FFN  H2   C01  H1   108.90  3.000
 FFN  H3   C01  C02  110.62  3.000
 FFN  H2   C01  C02  110.10  3.000
 FFN  H1   C01  C02  110.68  3.000
 FFN  N18  C02  N03  122.27  3.000
 FFN  N18  C02  C01  116.75  3.000
 FFN  N03  C02  C01  120.98  3.000
 FFN  C04  N03  C02  115.30  3.000
 FFN  H4   N18  C16  115.84  3.000
 FFN  H4   N18  C02  118.03  3.000
 FFN  C16  N18  C02  126.11  3.000
 FFN  C15  C16  O17  127.57  3.000
 FFN  O17  C16  N18  120.58  3.000
 FFN  C15  C16  N18  111.85  3.000
 FFN  C07  C15  C04  112.87  3.000
 FFN  C07  C15  C16  129.66  3.000
 FFN  C04  C15  C16  117.36  3.000
 FFN  S05  C04  C15  111.45  3.000
 FFN  C15  C04  N03  127.05  3.000
 FFN  S05  C04  N03  121.49  3.000
 FFN  C06  S05  C04   91.16  3.000
 FFN  H5   C06  C07  126.82  3.000
 FFN  H5   C06  S05  119.64  3.000
 FFN  C07  C06  S05  113.51  3.000
 FFN  C08  C07  C06  122.25  3.000
 FFN  C08  C07  C15  126.75  3.000
 FFN  C06  C07  C15  110.99  3.000
 FFN  C14  C08  C09  118.66  3.000
 FFN  C09  C08  C07  119.99  3.000
 FFN  C14  C08  C07  121.29  3.000
 FFN  H6   C09  C10  119.07  3.000
 FFN  H6   C09  C08  119.75  3.000
 FFN  C10  C09  C08  121.17  3.000
 FFN  H7   C10  C11  120.75  3.000
 FFN  H7   C10  C09  120.80  3.000
 FFN  C11  C10  C09  118.44  3.000
 FFN  C13  C11  F12  118.84  3.000
 FFN  F12  C11  C10  119.09  3.000
 FFN  C13  C11  C10  122.07  3.000
 FFN  H8   C13  C14  120.83  3.000
 FFN  H8   C13  C11  120.48  3.000
 FFN  C14  C13  C11  118.69  3.000
 FFN  H9   C14  C13  118.89  3.000
 FFN  H9   C14  C08  120.14  3.000
 FFN  C13  C14  C08  120.96  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
 FFN  CONST_01  C06  S05  C04  C15     0.00   0.0  0
 FFN  CONST_02  S05  C06  C07  C15     0.00   0.0  0
 FFN  CONST_05  C07  C06  S05  C04     0.00   0.0  0
 FFN  CONST_06  C06  C07  C15  C04     0.00   0.0  0
 FFN  CONST_07  C08  C07  C15  C04   180.00   0.0  0
 FFN  CONST_08  C07  C15  C04  S05     0.00   0.0  0
 FFN  CONST_09  C08  C07  C06  S05   180.00   0.0  0
 FFN  CONST_12  C13  C14  C08  C07   180.00   0.0  0
 FFN  CONST_13  C10  C09  C08  C07   180.00   0.0  0
 FFN  CONST_14  C11  C13  C14  C08     0.00   0.0  0
 FFN  CONST_15  C11  C10  C09  C08     0.00   0.0  0
 FFN  CONST_16  C13  C14  C08  C09     0.00   0.0  0
 FFN  CONST_17  C13  C11  C10  C09     0.00   0.0  0
 FFN  CONST_18  C14  C08  C09  C10     0.00   0.0  0
 FFN  CONST_19  C14  C13  C11  C10     0.00   0.0  0
 FFN  CONST_20  C08  C07  C15  C16     0.00   0.0  0
 FFN  CONST_21  C15  C16  N18  C02     0.00   0.0  0
 FFN  CONST_22  C16  N18  C02  N03     0.00   0.0  0
 FFN  CONST_23  C04  N03  C02  N18     0.00   0.0  0
 FFN  CONST_24  F12  C11  C10  C09   180.00   0.0  0
 FFN  CONST_25  C14  C13  C11  F12   180.00   0.0  0
 FFN  CONST_26  C04  N03  C02  C01   180.00   0.0  0
 FFN  CONST_27  C16  N18  C02  C01   180.00   0.0  0
 FFN  CONST_28  O17  C16  N18  C02   180.00   0.0  0
 FFN  CONST_29  H5   C06  C07  C15   180.00   0.0  0
 FFN  CONST_30  H9   C14  C08  C07     0.00   0.0  0
 FFN  CONST_31  H6   C09  C08  C07     0.00   0.0  0
 FFN  CONST_32  H8   C13  C14  C08   180.00   0.0  0
 FFN  CONST_33  H7   C10  C09  C08   180.00   0.0  0
 FFN  CONST_34  H4   N18  C02  N03   180.00   0.0  0
 FFN  Var_01    H1   C01  C02  N03  -119.60  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
 FFN  plan-1  C07  0.020
 FFN  plan-1  C08  0.020
 FFN  plan-1  C09  0.020
 FFN  plan-1  C10  0.020
 FFN  plan-1  C11  0.020
 FFN  plan-1  F12  0.020
 FFN  plan-1  C13  0.020
 FFN  plan-1  C14  0.020
 FFN  plan-1  H6   0.020
 FFN  plan-1  H7   0.020
 FFN  plan-1  H8   0.020
 FFN  plan-1  H9   0.020
 FFN  plan-2  C01  0.020
 FFN  plan-2  C02  0.020
 FFN  plan-2  N03  0.020
 FFN  plan-2  N18  0.020
 FFN  plan-2  C16  0.020
 FFN  plan-2  O17  0.020
 FFN  plan-2  C15  0.020
 FFN  plan-2  C04  0.020
 FFN  plan-2  S05  0.020
 FFN  plan-2  C06  0.020
 FFN  plan-2  C07  0.020
 FFN  plan-2  C08  0.020
 FFN  plan-2  H4   0.020
 FFN  plan-2  H5   0.020

