# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 00:49:03 2022
#   Inital geometry file: a 125 line input string
#   Ligand name: [3-fluoro-6-(3-hydroxy-4-methylphenyl)pyridin-2-yl](3,4,5-trimethoxyphenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)C(=O)c2nc(ccc2F)c3ccc(C)c(O)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
 TU2  TU2  "[3-fluoro-6-(3-hydroxy-4-methylphenyl)pyridin-2-yl](3,4,5-trimethoxyphenyl)methanone"  ligand  49  29  .  2022-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TU2
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
 TU2  C02  C  C     0   0.362   -6.5456   -6.5842  40.4594
 TU2  C03  C  CR6   0   0.012   -7.2768   -5.8076  39.4319
 TU2  C04  C  CR16  0  -0.441   -7.1478   -4.4204  39.4568
 TU2  C05  C  CR6   0   0.352   -7.8466   -3.6496  38.5379
 TU2  C07  C  CH3   0  -0.439   -6.9733   -1.6195  39.3887
 TU2  C08  C  CR6   0   0.195   -8.6836   -4.2700  37.6009
 TU2  C10  C  CH3   0  -0.411   -8.6950   -3.2476  35.5042
 TU2  C11  C  CR6   0   0.358   -8.8092   -5.6623  37.5844
 TU2  C13  C  CH3   0  -0.445   -9.7621   -7.5644  36.5432
 TU2  C14  C  CR16  0  -0.445   -8.1072   -6.4325  38.5059
 TU2  C15  C  CR6   0  -0.086   -6.4328   -8.0738  40.3064
 TU2  C17  C  CR6   0   0.212   -5.8081   -9.8306  38.9549
 TU2  C18  C  CR6   0   0.076   -5.3555  -10.2537  37.6146
 TU2  C19  C  CR16  0  -0.455   -4.6102  -11.4195  37.4438
 TU2  C20  C  CR6   0   0.360   -4.1974  -11.8194  36.1790
 TU2  C22  C  CR6   0  -0.005   -4.5234  -11.0636  35.0461
 TU2  C23  C  CH3   0  -0.710   -4.0849  -11.5014  33.6823
 TU2  C24  C  CR16  0  -0.273   -5.2636   -9.9041  35.2381
 TU2  C25  C  CR16  0  -0.308   -5.6752   -9.4902  36.4958
 TU2  C26  C  CR16  0  -0.302   -6.0547  -10.7472  39.9807
 TU2  C27  C  CR16  0  -0.305   -6.5034  -10.2916  41.2052
 TU2  C28  C  CR6   0   0.501   -6.6871   -8.9333  41.3642
 TU2  F29  F  F     0  -0.286   -7.1410   -8.4595  42.5242
 TU2  N16  N  N     0  -0.414   -6.0096   -8.5306  39.1378
 TU2  O01  O  O     0  -0.367   -6.0206   -6.0533  41.4139
 TU2  O06  O  O2    0  -0.459   -7.7934   -2.3111  38.4670
 TU2  O09  O  O2    0  -0.473   -9.3851   -3.5204  36.7201
 TU2  O12  O  O2    0  -0.460   -9.6298   -6.1603  36.6463
 TU2  O21  O  OH1   0  -0.625   -3.4674  -12.9354  35.9790
 TU2  H1   H  HCR6  0   0.287   -6.4973   -3.9636  40.1892
 TU2  H2   H  HCH3  0   0.263   -7.0829   -0.5619  39.1630
 TU2  H3   H  HCH3  0   0.231   -7.2844   -1.7933  40.4219
 TU2  H4   H  HCH3  0   0.231   -5.9208   -1.8950  39.2851
 TU2  H5   H  HCH3  0   0.240   -9.3678   -2.6618  34.8812
 TU2  H6   H  HCH3  0   0.225   -7.7845   -2.6700  35.6777
 TU2  H7   H  HCH3  0   0.225   -8.4350   -4.1664  34.9739
 TU2  H8   H  HCH3  0   0.263  -10.4399   -7.7484  35.7135
 TU2  H9   H  HCH3  0   0.233   -8.8054   -8.0501  36.3315
 TU2  H10  H  HCH3  0   0.231  -10.1882   -8.0030  37.4490
 TU2  H11  H  HCR6  0   0.288   -8.2094   -7.5070  38.5064
 TU2  H12  H  HCR6  0   0.265   -4.3238  -12.0178  38.3026
 TU2  H13  H  HCH3  0   0.244   -2.9977  -11.5602  33.6059
 TU2  H14  H  HCH3  0   0.244   -4.4754  -12.4889  33.4306
 TU2  H15  H  HCH3  0   0.245   -4.4337  -10.8030  32.9232
 TU2  H16  H  HCR6  0   0.250   -5.5302   -9.3082  34.3732
 TU2  H17  H  HCR6  0   0.252   -6.2560   -8.5840  36.6027
 TU2  H18  H  HCR6  0   0.286   -5.9266  -11.8091  39.8238
 TU2  H19  H  HCR6  0   0.303   -6.7201  -10.9765  42.0147
 TU2  H20  H  HOH1  0   0.474   -3.3030  -13.3894  36.8133

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
 TU2  C23  C22  single    1.498  0.020  1.498
 TU2  C22  C24  aromatic  1.389  0.020  1.389
 TU2  C22  C20  aromatic  1.400  0.020  1.400
 TU2  C24  C25  aromatic  1.387  0.020  1.387
 TU2  C10  O09  single    1.424  0.020  1.424
 TU2  O21  C20  single    1.348  0.020  1.348
 TU2  C20  C19  aromatic  1.389  0.020  1.389
 TU2  C13  O12  single    1.414  0.020  1.414
 TU2  C25  C18  aromatic  1.392  0.020  1.392
 TU2  O12  C11  single    1.342  0.020  1.342
 TU2  O09  C08  single    1.353  0.020  1.353
 TU2  C19  C18  aromatic  1.394  0.020  1.394
 TU2  C18  C17  single    1.477  0.020  1.477
 TU2  C11  C08  aromatic  1.398  0.020  1.398
 TU2  C11  C14  aromatic  1.391  0.020  1.391
 TU2  C08  C05  aromatic  1.401  0.020  1.401
 TU2  C14  C03  aromatic  1.392  0.020  1.392
 TU2  O06  C05  single    1.341  0.020  1.341
 TU2  O06  C07  single    1.414  0.020  1.414
 TU2  C05  C04  aromatic  1.388  0.020  1.388
 TU2  C17  N16  aromatic  1.328  0.020  1.328
 TU2  C17  C26  aromatic  1.397  0.020  1.397
 TU2  N16  C15  aromatic  1.324  0.020  1.324
 TU2  C03  C04  aromatic  1.393  0.020  1.393
 TU2  C03  C02  single    1.481  0.020  1.481
 TU2  C26  C27  aromatic  1.381  0.020  1.381
 TU2  C15  C02  single    1.502  0.020  1.502
 TU2  C15  C28  aromatic  1.387  0.020  1.387
 TU2  C02  O01  double    1.212  0.020  1.212
 TU2  C27  C28  aromatic  1.380  0.020  1.380
 TU2  C28  F29  single    1.333  0.020  1.333
 TU2  C04  H1   single    0.930  0.020  1.080
 TU2  C07  H2   single    0.970  0.020  1.090
 TU2  C07  H3   single    0.970  0.020  1.090
 TU2  C07  H4   single    0.970  0.020  1.090
 TU2  C10  H5   single    0.970  0.020  1.090
 TU2  C10  H6   single    0.970  0.020  1.090
 TU2  C10  H7   single    0.970  0.020  1.090
 TU2  C13  H8   single    0.970  0.020  1.090
 TU2  C13  H9   single    0.970  0.020  1.090
 TU2  C13  H10  single    0.970  0.020  1.090
 TU2  C14  H11  single    0.930  0.020  1.080
 TU2  C19  H12  single    0.930  0.020  1.080
 TU2  C23  H13  single    0.970  0.020  1.090
 TU2  C23  H14  single    0.970  0.020  1.090
 TU2  C23  H15  single    0.970  0.020  1.090
 TU2  C24  H16  single    0.930  0.020  1.080
 TU2  C25  H17  single    0.930  0.020  1.080
 TU2  C26  H18  single    0.930  0.020  1.080
 TU2  C27  H19  single    0.930  0.020  1.080
 TU2  O21  H20  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
 TU2  O01  C02  C15  118.84  3.000
 TU2  O01  C02  C03  122.05  3.000
 TU2  C15  C02  C03  119.11  3.000
 TU2  C14  C03  C04  120.93  3.000
 TU2  C04  C03  C02  117.64  3.000
 TU2  C14  C03  C02  121.38  3.000
 TU2  H1   C04  C05  121.13  3.000
 TU2  H1   C04  C03  119.24  3.000
 TU2  C05  C04  C03  119.63  3.000
 TU2  O06  C05  C08  115.48  3.000
 TU2  O06  C05  C04  124.68  3.000
 TU2  C08  C05  C04  119.84  3.000
 TU2  H4   C07  H3   108.88  3.000
 TU2  H4   C07  H2   108.82  3.000
 TU2  H3   C07  H2   108.80  3.000
 TU2  H4   C07  O06  111.93  3.000
 TU2  H3   C07  O06  111.92  3.000
 TU2  H2   C07  O06  106.38  3.000
 TU2  O09  C08  C11  119.84  3.000
 TU2  C11  C08  C05  120.17  3.000
 TU2  O09  C08  C05  119.99  3.000
 TU2  H7   C10  H6   108.87  3.000
 TU2  H7   C10  H5   108.79  3.000
 TU2  H6   C10  H5   108.77  3.000
 TU2  H7   C10  O09  111.63  3.000
 TU2  H6   C10  O09  111.69  3.000
 TU2  H5   C10  O09  107.00  3.000
 TU2  O12  C11  C14  124.48  3.000
 TU2  C14  C11  C08  119.88  3.000
 TU2  O12  C11  C08  115.64  3.000
 TU2  H10  C13  H9   108.86  3.000
 TU2  H10  C13  H8   108.75  3.000
 TU2  H9   C13  H8   108.82  3.000
 TU2  H10  C13  O12  112.00  3.000
 TU2  H9   C13  O12  111.92  3.000
 TU2  H8   C13  O12  106.38  3.000
 TU2  H11  C14  C11  120.24  3.000
 TU2  H11  C14  C03  120.21  3.000
 TU2  C11  C14  C03  119.55  3.000
 TU2  N16  C15  C28  121.20  3.000
 TU2  C28  C15  C02  121.57  3.000
 TU2  N16  C15  C02  117.14  3.000
 TU2  N16  C17  C26  120.94  3.000
 TU2  C26  C17  C18  122.17  3.000
 TU2  N16  C17  C18  116.87  3.000
 TU2  C25  C18  C19  118.89  3.000
 TU2  C19  C18  C17  120.97  3.000
 TU2  C25  C18  C17  120.14  3.000
 TU2  H12  C19  C20  118.91  3.000
 TU2  H12  C19  C18  120.35  3.000
 TU2  C20  C19  C18  120.73  3.000
 TU2  O21  C20  C22  116.92  3.000
 TU2  O21  C20  C19  122.28  3.000
 TU2  C22  C20  C19  120.80  3.000
 TU2  C24  C22  C23  121.72  3.000
 TU2  C24  C22  C20  117.57  3.000
 TU2  C23  C22  C20  120.70  3.000
 TU2  H15  C23  H14  107.76  3.000
 TU2  H15  C23  H13  107.75  3.000
 TU2  H14  C23  H13  106.95  3.000
 TU2  H15  C23  C22  110.70  3.000
 TU2  H14  C23  C22  111.70  3.000
 TU2  H13  C23  C22  111.78  3.000
 TU2  H16  C24  C25  119.13  3.000
 TU2  H16  C24  C22  118.68  3.000
 TU2  C25  C24  C22  122.19  3.000
 TU2  H17  C25  C24  119.94  3.000
 TU2  H17  C25  C18  120.24  3.000
 TU2  C24  C25  C18  119.82  3.000
 TU2  H18  C26  C27  119.41  3.000
 TU2  H18  C26  C17  121.12  3.000
 TU2  C27  C26  C17  119.45  3.000
 TU2  H19  C27  C28  120.67  3.000
 TU2  H19  C27  C26  121.29  3.000
 TU2  C28  C27  C26  118.04  3.000
 TU2  F29  C28  C27  119.71  3.000
 TU2  F29  C28  C15  120.41  3.000
 TU2  C27  C28  C15  119.86  3.000
 TU2  C17  N16  C15  120.51  3.000
 TU2  C07  O06  C05  118.45  3.000
 TU2  C10  O09  C08  114.25  3.000
 TU2  C13  O12  C11  118.46  3.000
 TU2  H20  O21  C20  110.71  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
 TU2  CONST_01  C08  C11  C14  C03     0.00   0.0  0
 TU2  CONST_02  C08  C05  C04  C03     0.00   0.0  0
 TU2  CONST_03  C11  C08  C05  C04     0.00   0.0  0
 TU2  CONST_04  C11  C14  C03  C04     0.00   0.0  0
 TU2  CONST_05  C14  C11  C08  C05     0.00   0.0  0
 TU2  CONST_06  C14  C03  C04  C05     0.00   0.0  0
 TU2  CONST_07  C18  C17  N16  C15   180.00   0.0  0
 TU2  CONST_08  C26  C17  N16  C15     0.00   0.0  0
 TU2  CONST_09  C26  C27  C28  C15     0.00   0.0  0
 TU2  CONST_10  C24  C25  C18  C17   180.00   0.0  0
 TU2  CONST_11  C20  C19  C18  C17   180.00   0.0  0
 TU2  CONST_12  C28  C15  N16  C17     0.00   0.0  0
 TU2  CONST_13  C28  C27  C26  C17     0.00   0.0  0
 TU2  CONST_14  C22  C24  C25  C18     0.00   0.0  0
 TU2  CONST_15  C22  C20  C19  C18     0.00   0.0  0
 TU2  CONST_16  C27  C26  C17  C18   180.00   0.0  0
 TU2  CONST_17  C24  C22  C20  C19     0.00   0.0  0
 TU2  CONST_18  C24  C25  C18  C19     0.00   0.0  0
 TU2  CONST_21  C25  C24  C22  C20     0.00   0.0  0
 TU2  CONST_22  C25  C18  C19  C20     0.00   0.0  0
 TU2  CONST_25  N16  C17  C26  C27     0.00   0.0  0
 TU2  CONST_26  N16  C15  C28  C27     0.00   0.0  0
 TU2  CONST_27  C11  C14  C03  C02   180.00   0.0  0
 TU2  CONST_28  C05  C04  C03  C02   180.00   0.0  0
 TU2  CONST_29  C17  N16  C15  C02   180.00   0.0  0
 TU2  CONST_30  C27  C28  C15  C02   180.00   0.0  0
 TU2  CONST_31  O12  C11  C14  C03   180.00   0.0  0
 TU2  CONST_32  O06  C05  C04  C03   180.00   0.0  0
 TU2  CONST_33  O09  C08  C05  C04   180.00   0.0  0
 TU2  CONST_34  O12  C11  C08  C05   180.00   0.0  0
 TU2  CONST_35  O06  C05  C08  C11   180.00   0.0  0
 TU2  CONST_36  O09  C08  C11  C14   180.00   0.0  0
 TU2  CONST_37  O21  C20  C19  C18   180.00   0.0  0
 TU2  CONST_38  C23  C22  C20  C19   180.00   0.0  0
 TU2  CONST_39  C25  C24  C22  C23   180.00   0.0  0
 TU2  CONST_40  O21  C20  C22  C24   180.00   0.0  0
 TU2  CONST_41  F29  C28  C27  C26   180.00   0.0  0
 TU2  CONST_42  N16  C15  C28  F29   180.00   0.0  0
 TU2  CONST_43  H11  C14  C03  C04   180.00   0.0  0
 TU2  CONST_44  H11  C14  C11  C08   180.00   0.0  0
 TU2  CONST_45  H1   C04  C05  C08   180.00   0.0  0
 TU2  CONST_46  H1   C04  C03  C14   180.00   0.0  0
 TU2  CONST_47  H19  C27  C28  C15   180.00   0.0  0
 TU2  CONST_48  H17  C25  C18  C17     0.00   0.0  0
 TU2  CONST_49  H12  C19  C18  C17     0.00   0.0  0
 TU2  CONST_50  H19  C27  C26  C17   180.00   0.0  0
 TU2  CONST_51  H16  C24  C25  C18   180.00   0.0  0
 TU2  CONST_52  H18  C26  C17  C18     0.00   0.0  0
 TU2  CONST_53  H17  C25  C18  C19   180.00   0.0  0
 TU2  CONST_54  H16  C24  C22  C20   180.00   0.0  0
 TU2  CONST_55  H17  C25  C24  C22   180.00   0.0  0
 TU2  CONST_56  H12  C19  C20  C22   180.00   0.0  0
 TU2  CONST_57  H12  C19  C18  C25   180.00   0.0  0
 TU2  CONST_58  H18  C26  C27  C28   180.00   0.0  0
 TU2  CONST_59  H18  C26  C17  N16   180.00   0.0  0
 TU2  Var_01    N16  C15  C02  C03    50.42  30.0  2
 TU2  Var_02    C28  C15  C02  C03  -133.15  30.0  2
 TU2  Var_03    C15  C02  C03  C04  -167.88  30.0  2
 TU2  Var_04    C15  C02  C03  C14    14.65  30.0  2
 TU2  Var_05    C07  O06  C05  C04    -0.11  30.0  2
 TU2  Var_06    O01  C02  C03  C04    11.24  30.0  2
 TU2  Var_07    C10  O09  C08  C05    89.37  30.0  2
 TU2  Var_08    C08  C05  O06  C07   179.64  30.0  2
 TU2  Var_09    C13  O12  C11  C08   177.65  30.0  2
 TU2  Var_10    C11  C08  O09  C10   -91.43  30.0  2
 TU2  Var_11    C14  C11  O12  C13    -2.45  30.0  2
 TU2  Var_12    O01  C02  C03  C14  -166.22  30.0  2
 TU2  Var_13    O01  C02  C15  C28    47.70  30.0  2
 TU2  Var_14    O01  C02  C15  N16  -128.73  30.0  2
 TU2  Var_15    H13  C23  C22  C20   -60.45  30.0  2
 TU2  Var_16    H14  C23  C22  C20    59.34  30.0  2
 TU2  Var_17    H15  C23  C22  C20   179.43  30.0  2
 TU2  Var_18    H13  C23  C22  C24   119.62  30.0  2
 TU2  Var_19    H14  C23  C22  C24  -120.59  30.0  2
 TU2  Var_20    H15  C23  C22  C24    -0.50  30.0  2
 TU2  Var_21    H2   C07  O06  C05  -179.53  30.0  3
 TU2  Var_22    H3   C07  O06  C05   -60.82  30.0  3
 TU2  Var_23    H4   C07  O06  C05    61.73  30.0  3
 TU2  Var_24    H5   C10  O09  C08   178.83  30.0  3
 TU2  Var_25    H6   C10  O09  C08   -62.25  30.0  3
 TU2  Var_26    H7   C10  O09  C08    59.91  30.0  3
 TU2  Var_27    H8   C13  O12  C11  -178.34  30.0  3
 TU2  Var_28    H9   C13  O12  C11   -59.61  30.0  3
 TU2  Var_29    H10  C13  O12  C11    62.96  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
 TU2  plan-1  C02  0.020
 TU2  plan-1  C03  0.020
 TU2  plan-1  C04  0.020
 TU2  plan-1  C05  0.020
 TU2  plan-1  C08  0.020
 TU2  plan-1  C11  0.020
 TU2  plan-1  C14  0.020
 TU2  plan-1  O06  0.020
 TU2  plan-1  O09  0.020
 TU2  plan-1  O12  0.020
 TU2  plan-1  H1   0.020
 TU2  plan-1  H11  0.020
 TU2  plan-2  C02  0.020
 TU2  plan-2  C15  0.020
 TU2  plan-2  C17  0.020
 TU2  plan-2  C18  0.020
 TU2  plan-2  C26  0.020
 TU2  plan-2  C27  0.020
 TU2  plan-2  C28  0.020
 TU2  plan-2  F29  0.020
 TU2  plan-2  N16  0.020
 TU2  plan-2  H18  0.020
 TU2  plan-2  H19  0.020
 TU2  plan-3  C17  0.020
 TU2  plan-3  C18  0.020
 TU2  plan-3  C19  0.020
 TU2  plan-3  C20  0.020
 TU2  plan-3  C22  0.020
 TU2  plan-3  C23  0.020
 TU2  plan-3  C24  0.020
 TU2  plan-3  C25  0.020
 TU2  plan-3  O21  0.020
 TU2  plan-3  H12  0.020
 TU2  plan-3  H16  0.020
 TU2  plan-3  H17  0.020
 TU2  plan-4  C02  0.020
 TU2  plan-4  C03  0.020
 TU2  plan-4  C15  0.020
 TU2  plan-4  O01  0.020

