# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 15:22:02 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 5-(4-fluorophenyl)-3-hydroxy-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)c4ccc(F)cc4
#
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
 20F  20F  5-(4-fluorophenyl)-3-hydroxy-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one  ligand  38  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_20F
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
 20F  O01  O  O     0  -0.509   4.0733  -3.4197   0.1759
 20F  C02  C  CR6   0   0.444   3.5576  -2.3029   0.1327
 20F  C03  C  CR6   0   0.196   4.3362  -1.0808   0.1245
 20F  O04  O  OH1   0  -0.619   5.6676  -1.2106   0.1590
 20F  C05  C  CR16  0  -0.249   3.7255   0.1296   0.0769
 20F  C06  C  CR6   0  -0.042   2.3064   0.2433   0.0312
 20F  C07  C  CR6   0  -0.010   1.6956   1.5833  -0.0882
 20F  C08  C  CR16  0  -0.274   2.0237   2.5901   0.8179
 20F  C09  C  CR16  0  -0.399   1.4683   3.8569   0.7133
 20F  C10  C  CR6   0   0.517   0.5804   4.1051  -0.3151
 20F  C11  C  CR16  0  -0.393   0.2403   3.1373  -1.2407
 20F  C12  C  CR16  0  -0.266   0.8065   1.8782  -1.1209
 20F  F13  F  F     0  -0.314   0.0360   5.3275  -0.4225
 20F  C14  C  CR6   0   0.373   1.5642  -0.9018   0.0600
 20F  C15  C  CR6   0  -0.001   0.0925  -0.9640   0.0578
 20F  C16  C  CR16  0  -0.250  -0.6498  -0.2188   0.9721
 20F  C17  C  CR16  0  -0.261  -2.0300  -0.2897   0.9796
 20F  C18  C  CR6   0   0.049  -2.6976  -1.1109   0.0722
 20F  C19  C  CR16  0  -0.259  -1.9589  -1.8619  -0.8399
 20F  C20  C  CR16  0  -0.274  -0.5779  -1.7915  -0.8424
 20F  C21  C  CR5   0   0.504  -4.1502  -1.2042   0.0548
 20F  N22  N  NR15  0  -0.506  -4.9990  -0.6513   0.9263
 20F  N23  N  N     0  -0.070  -6.2363  -0.9593   0.5817
 20F  N24  N  N     0  -0.137  -6.1490  -1.6773  -0.4674
 20F  N25  N  N     0  -0.341  -4.8808  -1.8524  -0.8259
 20F  N26  N  NR16  0  -0.711   2.2100  -2.1088   0.0995
 20F  H1   H  HOH1  0   0.470   5.8836  -2.1544   0.1921
 20F  H2   H  HCR6  0   0.279   4.3287   1.0292   0.0475
 20F  H3   H  HCR6  0   0.267   2.7106   2.3845   1.6292
 20F  H4   H  HCR6  0   0.282   1.7198   4.6340   1.4233
 20F  H5   H  HCR6  0   0.281  -0.4456   3.3620  -2.0468
 20F  H6   H  HCR6  0   0.264   0.5574   1.1195  -1.8511
 20F  H7   H  HCR6  0   0.273  -0.1473   0.4128   1.6921
 20F  H8   H  HCR6  0   0.261  -2.5729   0.3000   1.7071
 20F  H9   H  HCR6  0   0.273  -2.4632  -2.5002  -1.5526
 20F  H10  H  HCR6  0   0.277  -0.0222  -2.3698  -1.5698
 20F  H11  H  HNR5  0   0.452  -4.8260  -0.0891   1.7479
 20F  H12  H  HNR6  0   0.426   1.6451  -2.9474   0.1567

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
 20F  F13  C10  single    1.342  0.020  1.342
 20F  N24  N25  aromatic  1.329  0.020  1.329
 20F  N24  N23  aromatic  1.274  0.020  1.274
 20F  N25  C21  aromatic  1.315  0.020  1.315
 20F  N23  N22  aromatic  1.321  0.020  1.321
 20F  C10  C11  aromatic  1.382  0.020  1.382
 20F  C10  C09  aromatic  1.381  0.020  1.381
 20F  C11  C12  aromatic  1.386  0.020  1.386
 20F  C21  N22  aromatic  1.336  0.020  1.336
 20F  C21  C18  single    1.456  0.020  1.456
 20F  C09  C08  aromatic  1.387  0.020  1.387
 20F  C12  C07  aromatic  1.394  0.020  1.394
 20F  C18  C19  aromatic  1.393  0.020  1.393
 20F  C18  C17  aromatic  1.394  0.020  1.394
 20F  C19  C20  aromatic  1.383  0.020  1.383
 20F  C17  C16  aromatic  1.382  0.020  1.382
 20F  C08  C07  aromatic  1.394  0.020  1.394
 20F  C07  C06  single    1.477  0.020  1.477
 20F  C20  C15  aromatic  1.394  0.020  1.394
 20F  C16  C15  aromatic  1.394  0.020  1.394
 20F  C15  C14  single    1.473  0.020  1.473
 20F  C06  C14  double    1.365  0.020  1.365
 20F  C06  C05  single    1.424  0.020  1.424
 20F  C14  N26  single    1.369  0.020  1.369
 20F  C05  C03  double    1.357  0.020  1.357
 20F  N26  C02  single    1.362  0.020  1.362
 20F  C03  C02  single    1.449  0.020  1.449
 20F  C03  O04  single    1.338  0.020  1.338
 20F  C02  O01  double    1.231  0.020  1.231
 20F  O04  H1   single    0.850  0.020  0.980
 20F  C05  H2   single    0.930  0.020  1.080
 20F  C08  H3   single    0.930  0.020  1.080
 20F  C09  H4   single    0.930  0.020  1.080
 20F  C11  H5   single    0.930  0.020  1.080
 20F  C12  H6   single    0.930  0.020  1.080
 20F  C16  H7   single    0.930  0.020  1.080
 20F  C17  H8   single    0.930  0.020  1.080
 20F  C19  H9   single    0.930  0.020  1.080
 20F  C20  H10  single    0.930  0.020  1.080
 20F  N22  H11  single    0.860  0.020  1.020
 20F  N26  H12  single    0.860  0.020  1.020

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
 20F  N26  C02  C03  114.29  3.000
 20F  C03  C02  O01  122.70  3.000
 20F  N26  C02  O01  123.01  3.000
 20F  C05  C03  O04  122.37  3.000
 20F  O04  C03  C02  116.91  3.000
 20F  C05  C03  C02  120.72  3.000
 20F  H1   O04  C03  108.49  3.000
 20F  H2   C05  C06  119.17  3.000
 20F  H2   C05  C03  119.42  3.000
 20F  C06  C05  C03  121.39  3.000
 20F  C14  C06  C07  122.53  3.000
 20F  C14  C06  C05  118.30  3.000
 20F  C07  C06  C05  119.13  3.000
 20F  C12  C07  C08  118.61  3.000
 20F  C08  C07  C06  120.35  3.000
 20F  C12  C07  C06  121.02  3.000
 20F  H3   C08  C09  118.95  3.000
 20F  H3   C08  C07  119.95  3.000
 20F  C09  C08  C07  121.09  3.000
 20F  H4   C09  C10  120.59  3.000
 20F  H4   C09  C08  120.88  3.000
 20F  C10  C09  C08  118.53  3.000
 20F  F13  C10  C11  118.97  3.000
 20F  C11  C10  C09  122.08  3.000
 20F  F13  C10  C09  118.94  3.000
 20F  H5   C11  C12  120.80  3.000
 20F  H5   C11  C10  120.64  3.000
 20F  C12  C11  C10  118.56  3.000
 20F  H6   C12  C11  119.00  3.000
 20F  H6   C12  C07  119.89  3.000
 20F  C11  C12  C07  121.11  3.000
 20F  N26  C14  C15  115.72  3.000
 20F  N26  C14  C06  118.92  3.000
 20F  C15  C14  C06  125.36  3.000
 20F  C20  C15  C16  118.99  3.000
 20F  C16  C15  C14  120.57  3.000
 20F  C20  C15  C14  120.42  3.000
 20F  H7   C16  C17  119.36  3.000
 20F  H7   C16  C15  120.10  3.000
 20F  C17  C16  C15  120.54  3.000
 20F  H8   C17  C18  121.21  3.000
 20F  H8   C17  C16  118.47  3.000
 20F  C18  C17  C16  120.33  3.000
 20F  C21  C18  C19  119.12  3.000
 20F  C19  C18  C17  119.32  3.000
 20F  C21  C18  C17  121.56  3.000
 20F  H9   C19  C20  119.63  3.000
 20F  H9   C19  C18  120.15  3.000
 20F  C20  C19  C18  120.21  3.000
 20F  H10  C20  C19  119.12  3.000
 20F  H10  C20  C15  120.26  3.000
 20F  C19  C20  C15  120.61  3.000
 20F  N25  C21  N22  106.73  3.000
 20F  N22  C21  C18  126.83  3.000
 20F  N25  C21  C18  126.44  3.000
 20F  H11  N22  N23  120.15  3.000
 20F  H11  N22  C21  130.68  3.000
 20F  N23  N22  C21  109.17  3.000
 20F  N24  N23  N22  106.38  3.000
 20F  N25  N24  N23  111.20  3.000
 20F  N24  N25  C21  106.53  3.000
 20F  H12  N26  C14  117.93  3.000
 20F  H12  N26  C02  115.63  3.000
 20F  C14  N26  C02  126.37  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
 20F  CONST_01  C10  C11  C12  C07    0.00   0.0  0
 20F  CONST_02  C10  C09  C08  C07    0.00   0.0  0
 20F  CONST_03  C11  C10  C09  C08    0.00   0.0  0
 20F  CONST_04  C11  C12  C07  C08    0.00   0.0  0
 20F  CONST_05  C12  C11  C10  C09    0.00   0.0  0
 20F  CONST_06  C12  C07  C08  C09    0.00   0.0  0
 20F  CONST_07  C18  C19  C20  C15    0.00   0.0  0
 20F  CONST_08  C18  C17  C16  C15    0.00   0.0  0
 20F  CONST_09  C21  C18  C17  C16  180.00   0.0  0
 20F  CONST_10  C19  C18  C17  C16    0.00   0.0  0
 20F  CONST_11  C19  C20  C15  C16    0.00   0.0  0
 20F  CONST_12  N25  C21  C18  C17  180.00   0.0  0
 20F  CONST_13  N22  C21  C18  C17    0.00   0.0  0
 20F  CONST_14  C20  C19  C18  C17    0.00   0.0  0
 20F  CONST_15  C20  C15  C16  C17    0.00   0.0  0
 20F  CONST_16  N24  N25  C21  C18  180.00   0.0  0
 20F  CONST_17  N23  N22  C21  C18  180.00   0.0  0
 20F  CONST_18  N25  C21  C18  C19    0.00   0.0  0
 20F  CONST_19  N22  C21  C18  C19  180.00   0.0  0
 20F  CONST_20  C21  C18  C19  C20  180.00   0.0  0
 20F  CONST_21  N23  N24  N25  C21    0.00   0.0  0
 20F  CONST_22  N24  N23  N22  C21    0.00   0.0  0
 20F  CONST_23  N25  N24  N23  N22    0.00   0.0  0
 20F  CONST_24  N24  N25  C21  N22    0.00   0.0  0
 20F  CONST_25  N25  C21  N22  N23    0.00   0.0  0
 20F  CONST_26  C11  C12  C07  C06  180.00   0.0  0
 20F  CONST_27  C09  C08  C07  C06  180.00   0.0  0
 20F  CONST_28  C19  C20  C15  C14  180.00   0.0  0
 20F  CONST_29  C17  C16  C15  C14  180.00   0.0  0
 20F  CONST_30  C14  N26  C02  C03    0.00   0.0  0
 20F  CONST_31  F13  C10  C09  C08  180.00   0.0  0
 20F  CONST_32  F13  C10  C11  C12  180.00   0.0  0
 20F  CONST_33  C14  N26  C02  O01  180.00   0.0  0
 20F  CONST_34  H6   C12  C07  C06    0.00   0.0  0
 20F  CONST_35  H3   C08  C07  C06    0.00   0.0  0
 20F  CONST_36  H5   C11  C12  C07  180.00   0.0  0
 20F  CONST_37  H4   C09  C08  C07  180.00   0.0  0
 20F  CONST_38  H10  C20  C15  C14    0.00   0.0  0
 20F  CONST_39  H7   C16  C15  C14    0.00   0.0  0
 20F  CONST_40  H9   C19  C20  C15  180.00   0.0  0
 20F  CONST_41  H8   C17  C16  C15  180.00   0.0  0
 20F  CONST_42  H11  N22  C21  C18    0.00   0.0  0
 20F  CONST_43  H12  N26  C02  C03  180.00   0.0  0
 20F  Var_01    C12  C07  C06  C05  124.60  30.0  2
 20F  Var_02    C20  C15  C14  C06  130.06  30.0  2

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
 20F  plan-1  C18  0.020
 20F  plan-1  C21  0.020
 20F  plan-1  N22  0.020
 20F  plan-1  N23  0.020
 20F  plan-1  N24  0.020
 20F  plan-1  N25  0.020
 20F  plan-1  H11  0.020
 20F  plan-2  O01  0.020
 20F  plan-2  C02  0.020
 20F  plan-2  C03  0.020
 20F  plan-2  O04  0.020
 20F  plan-2  C05  0.020
 20F  plan-2  C06  0.020
 20F  plan-2  C07  0.020
 20F  plan-2  C14  0.020
 20F  plan-2  C15  0.020
 20F  plan-2  N26  0.020
 20F  plan-2  H2   0.020
 20F  plan-2  H12  0.020
 20F  plan-3  C06  0.020
 20F  plan-3  C07  0.020
 20F  plan-3  C08  0.020
 20F  plan-3  C09  0.020
 20F  plan-3  C10  0.020
 20F  plan-3  C11  0.020
 20F  plan-3  C12  0.020
 20F  plan-3  F13  0.020
 20F  plan-3  H3   0.020
 20F  plan-3  H4   0.020
 20F  plan-3  H5   0.020
 20F  plan-3  H6   0.020
 20F  plan-4  C14  0.020
 20F  plan-4  C15  0.020
 20F  plan-4  C16  0.020
 20F  plan-4  C17  0.020
 20F  plan-4  C18  0.020
 20F  plan-4  C19  0.020
 20F  plan-4  C20  0.020
 20F  plan-4  C21  0.020
 20F  plan-4  H7   0.020
 20F  plan-4  H8   0.020
 20F  plan-4  H9   0.020
 20F  plan-4  H10  0.020

