# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:29:05 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: 8-[4-[2-[4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1cccc(c1)C2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45
#
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
 FQH  FQH  8-[4-[2-[4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one  ligand  57  34  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FQH
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
 FQH  N1   N  NR5   0  -0.371   -4.5404  -0.0405   0.0241
 FQH  C2   C  CR16  0  -0.382    6.7078  -0.2102   0.3077
 FQH  N3   N  N     0  -0.405   -5.8128   1.8467   0.3019
 FQH  C4   C  CR16  0  -0.313    5.8414   1.3464  -1.2857
 FQH  C5   C  CR16  0  -0.223    7.1306   1.6549  -1.6905
 FQH  C6   C  CR16  0  -0.299    8.2206   1.0337  -1.0987
 FQH  N4   N  N     0  -0.429   -6.9361  -1.5538  -0.2976
 FQH  C21  C  CR6   0   0.580   -9.4566  -0.2663   0.0925
 FQH  C18  C  CR66  0  -0.018   -8.1932   0.4739   0.1744
 FQH  C17  C  CR16  0  -0.357   -8.1899   1.8509   0.3854
 FQH  C16  C  CR16  0  -0.062   -6.9749   2.4939   0.4130
 FQH  N5   N  NR16  0  -0.659   -9.2725  -1.5984  -0.1870
 FQH  C20  C  CR16  0   0.151   -8.0565  -2.1686  -0.3834
 FQH  C19  C  CR66  0   0.154   -6.9892  -0.2194   0.0065
 FQH  C15  C  CR6   0   0.447   -5.8078   0.5500   0.1245
 FQH  C13  C  CR15  0   0.021   -3.4528   0.5102  -0.5778
 FQH  N2   N  N     0  -0.265   -4.2523  -1.1971   0.6283
 FQH  C14  C  CR15  0  -0.063   -2.9753  -1.3931   0.3939
 FQH  C12  C  CR5   0  -0.138   -2.4069  -0.3487  -0.3743
 FQH  C11  C  CH2   0  -0.549   -0.9880  -0.2020  -0.8128
 FQH  C10  C  CH2   0  -0.250   -0.0706   0.0657   0.3819
 FQH  N    N  NT    0  -0.422    1.3076   0.3183   0.0089
 FQH  C9   C  CH2   0  -0.282    2.0475   0.8804   1.1260
 FQH  C8   C  CH2   0  -0.417    3.4612   1.2676   0.7228
 FQH  C22  C  CH2   0  -0.289    1.9723  -0.8669  -0.5051
 FQH  C23  C  CH2   0  -0.414    3.3855  -0.5533  -0.9715
 FQH  C7   C  CH1   0  -0.355    4.2122   0.0619   0.1583
 FQH  C3   C  CR6   0   0.225    5.6104   0.4074  -0.2815
 FQH  C1   C  CR6   0  -0.172    8.0030   0.1015  -0.0925
 FQH  C    C  CT    0   1.051    9.1643  -0.6145   0.5216
 FQH  F    F  F     0  -0.308    8.9177  -1.0063   1.7773
 FQH  F1   F  F     0  -0.316    9.4835  -1.7217  -0.1689
 FQH  F2   F  F     0  -0.309   10.2674   0.1428   0.5582
 FQH  H2   H  HCR6  0   0.258    5.0064   1.8467  -1.7611
 FQH  H3   H  HCR6  0   0.266    7.2890   2.3847  -2.4733
 FQH  H4   H  HCR6  0   0.271    9.2207   1.2837  -1.4263
 FQH  H5   H  HCR6  0   0.286   -9.1122   2.4000   0.5115
 FQH  H6   H  HCR6  0   0.282   -6.9159   3.5667   0.5448
 FQH  H7   H  HNR6  0   0.440  -10.0954  -2.1814  -0.2733
 FQH  H8   H  HCR6  0   0.307   -8.0788  -3.2223  -0.6310
 FQH  H9   H  HCR5  0   0.292   -3.5110   1.4456  -1.1099
 FQH  H10  H  HCR5  0   0.262   -2.4829  -2.2732   0.7816
 FQH  H11  H  HCH2  0   0.249   -0.6771  -1.1074  -1.3386
 FQH  H12  H  HCH2  0   0.244   -0.8989   0.6228  -1.5227
 FQH  H13  H  HCH2  0   0.235   -0.4460   0.9531   0.8982
 FQH  H14  H  HCH2  0   0.193   -0.1533  -0.7689   1.1004
 FQH  H16  H  HCH2  0   0.238    1.5169   1.7660   1.4836
 FQH  H17  H  HCH2  0   0.188    2.0931   0.1737   1.9748
 FQH  H18  H  HCH2  0   0.223    3.4153   2.0631  -0.0273
 FQH  H19  H  HCH2  0   0.240    3.9887   1.6708   1.5902
 FQH  H20  H  HCH2  0   0.188    2.0079  -1.6668   0.2576
 FQH  H21  H  HCH2  0   0.243    1.4058  -1.2639  -1.3486
 FQH  H22  H  HCH2  0   0.240    3.8591  -1.4700  -1.3300
 FQH  H23  H  HCH2  0   0.223    3.3400   0.1383  -1.8183
 FQH  H24  H  HCH1  0   0.241    4.2885  -0.6858   0.9571
 FQH  H1   H  HCR6  0   0.265    6.5369  -0.9411   1.0886
 FQH  O    O  O     0  -0.434  -10.5580   0.2197   0.2479

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
 FQH  O    C21  double    1.214  0.020  1.214
 FQH  C17  C16  aromatic  1.375  0.020  1.375
 FQH  C17  C18  aromatic  1.393  0.020  1.393
 FQH  C16  N3   aromatic  1.335  0.020  1.335
 FQH  C21  C18  single    1.467  0.020  1.467
 FQH  C21  N5   single    1.374  0.020  1.374
 FQH  C18  C19  aromatic  1.399  0.020  1.399
 FQH  N3   C15  aromatic  1.309  0.020  1.309
 FQH  N5   C20  single    1.357  0.020  1.357
 FQH  C19  C15  aromatic  1.415  0.020  1.415
 FQH  C19  N4   single    1.370  0.020  1.370
 FQH  C15  N1   single    1.402  0.020  1.402
 FQH  C20  N4   double    1.281  0.020  1.281
 FQH  N1   N2   aromatic  1.336  0.020  1.336
 FQH  N1   C13  aromatic  1.360  0.020  1.360
 FQH  N2   C14  aromatic  1.313  0.020  1.313
 FQH  C13  C12  aromatic  1.369  0.020  1.369
 FQH  C14  C12  aromatic  1.416  0.020  1.416
 FQH  C12  C11  single    1.492  0.020  1.492
 FQH  C11  C10  single    1.530  0.020  1.530
 FQH  C10  N    single    1.450  0.020  1.450
 FQH  C22  N    single    1.453  0.020  1.453
 FQH  C22  C23  single    1.521  0.020  1.521
 FQH  N    C9   single    1.453  0.020  1.453
 FQH  C9   C8   single    1.520  0.020  1.520
 FQH  C23  C7   single    1.529  0.020  1.529
 FQH  C8   C7   single    1.529  0.020  1.529
 FQH  C7   C3   single    1.506  0.020  1.506
 FQH  C3   C2   aromatic  1.390  0.020  1.390
 FQH  C3   C4   aromatic  1.394  0.020  1.394
 FQH  C2   C1   aromatic  1.391  0.020  1.391
 FQH  C4   C5   aromatic  1.386  0.020  1.386
 FQH  F    C    single    1.338  0.020  1.338
 FQH  C1   C    single    1.496  0.020  1.496
 FQH  C1   C6   aromatic  1.389  0.020  1.389
 FQH  C5   C6   aromatic  1.387  0.020  1.387
 FQH  C    F1   single    1.343  0.020  1.343
 FQH  C    F2   single    1.339  0.020  1.339
 FQH  C2   H1   single    0.930  0.020  1.080
 FQH  C4   H2   single    0.930  0.020  1.080
 FQH  C5   H3   single    0.930  0.020  1.080
 FQH  C6   H4   single    0.930  0.020  1.080
 FQH  C17  H5   single    0.930  0.020  1.080
 FQH  C16  H6   single    0.930  0.020  1.080
 FQH  N5   H7   single    0.860  0.020  1.020
 FQH  C20  H8   single    0.930  0.020  1.080
 FQH  C13  H9   single    0.930  0.020  1.080
 FQH  C14  H10  single    0.930  0.020  1.080
 FQH  C11  H11  single    0.970  0.020  1.090
 FQH  C11  H12  single    0.970  0.020  1.090
 FQH  C10  H13  single    0.970  0.020  1.090
 FQH  C10  H14  single    0.970  0.020  1.090
 FQH  C9   H16  single    0.970  0.020  1.090
 FQH  C9   H17  single    0.970  0.020  1.090
 FQH  C8   H18  single    0.970  0.020  1.090
 FQH  C8   H19  single    0.970  0.020  1.090
 FQH  C22  H20  single    0.970  0.020  1.090
 FQH  C22  H21  single    0.970  0.020  1.090
 FQH  C23  H22  single    0.970  0.020  1.090
 FQH  C23  H23  single    0.970  0.020  1.090
 FQH  C7   H24  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
 FQH  N2   N1   C13  112.23  3.000
 FQH  C13  N1   C15  125.75  3.000
 FQH  N2   N1   C15  121.81  3.000
 FQH  H1   C2   C1   120.36  3.000
 FQH  H1   C2   C3   118.73  3.000
 FQH  C1   C2   C3   120.90  3.000
 FQH  C15  N3   C16  119.68  3.000
 FQH  H2   C4   C3   119.97  3.000
 FQH  H2   C4   C5   119.08  3.000
 FQH  C3   C4   C5   120.96  3.000
 FQH  H3   C5   C6   119.72  3.000
 FQH  H3   C5   C4   119.84  3.000
 FQH  C6   C5   C4   120.44  3.000
 FQH  H4   C6   C1   121.30  3.000
 FQH  H4   C6   C5   119.59  3.000
 FQH  C1   C6   C5   119.12  3.000
 FQH  C19  N4   C20  116.66  3.000
 FQH  N5   C21  C18  112.66  3.000
 FQH  N5   C21  O    122.41  3.000
 FQH  C18  C21  O    124.93  3.000
 FQH  C19  C18  C17  120.39  3.000
 FQH  C19  C18  C21  118.98  3.000
 FQH  C17  C18  C21  120.62  3.000
 FQH  H5   C17  C16  120.94  3.000
 FQH  H5   C17  C18  121.19  3.000
 FQH  C16  C17  C18  117.86  3.000
 FQH  H6   C16  C17  120.94  3.000
 FQH  H6   C16  N3   116.31  3.000
 FQH  C17  C16  N3   122.74  3.000
 FQH  H7   N5   C20  118.30  3.000
 FQH  H7   N5   C21  117.84  3.000
 FQH  C20  N5   C21  123.85  3.000
 FQH  H8   C20  N5   115.05  3.000
 FQH  H8   C20  N4   120.04  3.000
 FQH  N5   C20  N4   124.91  3.000
 FQH  C15  C19  C18  116.04  3.000
 FQH  C15  C19  N4   121.06  3.000
 FQH  C18  C19  N4   122.86  3.000
 FQH  C19  C15  N3   123.15  3.000
 FQH  C19  C15  N1   121.32  3.000
 FQH  N3   C15  N1   115.51  3.000
 FQH  H9   C13  C12  131.25  3.000
 FQH  H9   C13  N1   121.81  3.000
 FQH  C12  C13  N1   106.93  3.000
 FQH  C14  N2   N1   104.96  3.000
 FQH  H10  C14  C12  127.79  3.000
 FQH  H10  C14  N2   120.05  3.000
 FQH  C12  C14  N2   112.16  3.000
 FQH  C11  C12  C14  127.86  3.000
 FQH  C11  C12  C13  128.41  3.000
 FQH  C14  C12  C13  103.70  3.000
 FQH  H12  C11  H11  106.86  3.000
 FQH  H12  C11  C10  109.06  3.000
 FQH  H11  C11  C10  110.51  3.000
 FQH  H12  C11  C12  110.05  3.000
 FQH  H11  C11  C12  109.30  3.000
 FQH  C10  C11  C12  110.97  3.000
 FQH  H14  C10  H13  106.29  3.000
 FQH  H14  C10  N    111.73  3.000
 FQH  H13  C10  N    107.85  3.000
 FQH  H14  C10  C11  109.32  3.000
 FQH  H13  C10  C11  107.75  3.000
 FQH  N    C10  C11  113.55  3.000
 FQH  C22  N    C9   110.77  3.000
 FQH  C9   N    C10  110.71  3.000
 FQH  C22  N    C10  112.57  3.000
 FQH  H17  C9   H16  106.67  3.000
 FQH  H17  C9   C8   109.16  3.000
 FQH  H16  C9   C8   109.39  3.000
 FQH  H17  C9   N    111.34  3.000
 FQH  H16  C9   N    108.53  3.000
 FQH  C8   C9   N    111.60  3.000
 FQH  H19  C8   H18  107.23  3.000
 FQH  H19  C8   C7   110.31  3.000
 FQH  H18  C8   C7   109.93  3.000
 FQH  H19  C8   C9   109.42  3.000
 FQH  H18  C8   C9   109.14  3.000
 FQH  C7   C8   C9   110.73  3.000
 FQH  H21  C22  H20  106.67  3.000
 FQH  H21  C22  C23  108.68  3.000
 FQH  H20  C22  C23  109.31  3.000
 FQH  H21  C22  N    109.45  3.000
 FQH  H20  C22  N    111.15  3.000
 FQH  C23  C22  N    111.43  3.000
 FQH  H23  C23  H22  107.13  3.000
 FQH  H23  C23  C7   109.87  3.000
 FQH  H22  C23  C7   110.23  3.000
 FQH  H23  C23  C22  109.21  3.000
 FQH  H22  C23  C22  109.30  3.000
 FQH  C7   C23  C22  111.02  3.000
 FQH  H24  C7   C3   107.73  3.000
 FQH  H24  C7   C23  107.54  3.000
 FQH  C3   C7   C23  112.24  3.000
 FQH  H24  C7   C8   107.63  3.000
 FQH  C3   C7   C8   112.53  3.000
 FQH  C23  C7   C8   108.94  3.000
 FQH  C7   C3   C4   121.24  3.000
 FQH  C4   C3   C2   118.27  3.000
 FQH  C7   C3   C2   120.48  3.000
 FQH  C    C1   C6   119.80  3.000
 FQH  C6   C1   C2   120.31  3.000
 FQH  C    C1   C2   119.83  3.000
 FQH  F2   C    F1   106.53  3.000
 FQH  F2   C    F    106.97  3.000
 FQH  F1   C    F    106.54  3.000
 FQH  F2   C    C1   112.34  3.000
 FQH  F1   C    C1   111.59  3.000
 FQH  F    C    C1   112.47  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
 FQH  CONST_01  C16  N3   C15  N1    180.00   0.0  0
 FQH  CONST_02  C18  C19  C15  N1    180.00   0.0  0
 FQH  CONST_03  C12  C14  N2   N1      0.00   0.0  0
 FQH  CONST_04  C14  C12  C13  N1      0.00   0.0  0
 FQH  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 FQH  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 FQH  CONST_07  C18  C17  C16  N3      0.00   0.0  0
 FQH  CONST_08  C18  C19  C15  N3      0.00   0.0  0
 FQH  CONST_11  C1   C2   C3   C4      0.00   0.0  0
 FQH  CONST_12  C1   C6   C5   C4      0.00   0.0  0
 FQH  CONST_13  C3   C2   C1   C6      0.00   0.0  0
 FQH  CONST_14  C3   C4   C5   C6      0.00   0.0  0
 FQH  CONST_15  C15  N3   C16  C17     0.00   0.0  0
 FQH  CONST_16  C15  C19  C18  C17     0.00   0.0  0
 FQH  CONST_17  C19  C18  C17  C16     0.00   0.0  0
 FQH  CONST_18  C19  C15  N3   C16     0.00   0.0  0
 FQH  CONST_21  C14  N2   N1   C15   180.00   0.0  0
 FQH  CONST_22  C12  C13  N1   C15   180.00   0.0  0
 FQH  CONST_23  C14  N2   N1   C13     0.00   0.0  0
 FQH  CONST_24  N2   C14  C12  C13     0.00   0.0  0
 FQH  CONST_25  C12  C13  N1   N2      0.00   0.0  0
 FQH  CONST_26  N4   C19  C15  N1      0.00   0.0  0
 FQH  CONST_27  C7   C3   C4   C5    180.00   0.0  0
 FQH  CONST_28  C1   C2   C3   C7    180.00   0.0  0
 FQH  CONST_29  C21  N5   C20  N4      0.00   0.0  0
 FQH  CONST_30  C20  N5   C21  C18     0.00   0.0  0
 FQH  CONST_31  C19  N4   C20  N5      0.00   0.0  0
 FQH  CONST_32  C11  C12  C13  N1    180.00   0.0  0
 FQH  CONST_33  C    C1   C6   C5    180.00   0.0  0
 FQH  CONST_34  C11  C12  C14  N2    180.00   0.0  0
 FQH  CONST_35  C    C1   C2   C3    180.00   0.0  0
 FQH  CONST_36  C20  N5   C21  O     180.00   0.0  0
 FQH  CONST_37  H10  C14  N2   N1    180.00   0.0  0
 FQH  CONST_38  H2   C4   C3   C2    180.00   0.0  0
 FQH  CONST_39  H4   C6   C1   C2    180.00   0.0  0
 FQH  CONST_40  H5   C17  C16  N3    180.00   0.0  0
 FQH  CONST_41  H1   C2   C3   C4    180.00   0.0  0
 FQH  CONST_42  H6   C16  C17  C18   180.00   0.0  0
 FQH  CONST_43  H9   C13  N1   C15     0.00   0.0  0
 FQH  CONST_44  H3   C5   C4   C3    180.00   0.0  0
 FQH  CONST_45  H7   N5   C20  N4    180.00   0.0  0
 FQH  CONST_46  H8   C20  N5   C21   180.00   0.0  0
 FQH  Var_01    C7   C23  C22  N      56.99  30.0  1
 FQH  Var_02    C7   C8   C9   N     -57.35  30.0  1
 FQH  Var_03    C23  C22  N    C9    -59.12  30.0  1
 FQH  Var_04    C22  N    C9   C8     59.44  30.0  1
 FQH  Var_05    F    C    C1   C2    -29.57  30.0  2
 FQH  Var_06    C10  C11  C12  C13   109.33  30.0  2
 FQH  Var_07    N    C10  C11  C12  -175.59  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FQH  chir_01  C7  C23  C8  C3  positiv

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
 FQH  plan-1  N1   0.020
 FQH  plan-1  C15  0.020
 FQH  plan-1  C13  0.020
 FQH  plan-1  N2   0.020
 FQH  plan-1  C14  0.020
 FQH  plan-1  C12  0.020
 FQH  plan-1  C11  0.020
 FQH  plan-1  H9   0.020
 FQH  plan-1  H10  0.020
 FQH  plan-2  C2   0.020
 FQH  plan-2  C4   0.020
 FQH  plan-2  C5   0.020
 FQH  plan-2  C6   0.020
 FQH  plan-2  C7   0.020
 FQH  plan-2  C3   0.020
 FQH  plan-2  C1   0.020
 FQH  plan-2  C    0.020
 FQH  plan-2  H2   0.020
 FQH  plan-2  H3   0.020
 FQH  plan-2  H4   0.020
 FQH  plan-2  H1   0.020
 FQH  plan-3  N1   0.020
 FQH  plan-3  N3   0.020
 FQH  plan-3  N4   0.020
 FQH  plan-3  C21  0.020
 FQH  plan-3  C18  0.020
 FQH  plan-3  C17  0.020
 FQH  plan-3  C16  0.020
 FQH  plan-3  N5   0.020
 FQH  plan-3  C20  0.020
 FQH  plan-3  C19  0.020
 FQH  plan-3  C15  0.020
 FQH  plan-3  H5   0.020
 FQH  plan-3  H6   0.020
 FQH  plan-3  H7   0.020
 FQH  plan-3  H8   0.020
 FQH  plan-3  O    0.020

