# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 01:55:23 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 5-[5-(4-fluorophenyl)-1~{H}-imidazol-4-yl]-1-methyl-pyridin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=C(C=CC1=O)c2nc[nH]c2c3ccc(F)cc3
#
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
 NUQ  NUQ  5-[5-(4-fluorophenyl)-1~{H}-imidazol-4-yl]-1-methyl-pyridin-2-one  ligand  32  20  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_NUQ
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
 NUQ  N1   N  NR6   0  -0.504  -3.5059   0.4292   0.3971
 NUQ  N3   N  NR15  0  -0.603   1.3270  -2.8982   0.1939
 NUQ  C4   C  CR16  0  -0.153  -1.0758   0.6689  -0.8355
 NUQ  C5   C  CR16  0  -0.437  -1.9886   1.6658  -0.9544
 NUQ  C6   C  CR6   0   0.551  -3.2757   1.5975  -0.3191
 NUQ  C7   C  CR5   0   0.093  -0.4150  -1.6015   0.0768
 NUQ  C8   C  CR15  0   0.117   0.2062  -3.6365   0.2626
 NUQ  C10  C  CR6   0   0.011   1.9480  -0.5027   0.0514
 NUQ  C13  C  CR6   0   0.528   3.8179   1.5361  -0.0040
 NUQ  C15  C  CR16  0  -0.271   1.7709   0.6475   0.8225
 NUQ  F    F  F     0  -0.310   4.7243   2.5250  -0.0314
 NUQ  C12  C  CR16  0  -0.377   4.0357   0.4080  -0.7708
 NUQ  C11  C  CR16  0  -0.264   3.0924  -0.6076  -0.7406
 NUQ  C14  C  CR16  0  -0.374   2.6986   1.6761   0.7944
 NUQ  C9   C  CR5   0   0.305   0.9636  -1.5821   0.0907
 NUQ  N2   N  N     0  -0.447  -0.8635  -2.8889   0.1915
 NUQ  C3   C  CR6   0  -0.126  -1.3534  -0.4894  -0.0633
 NUQ  C2   C  CR16  0   0.043  -2.5851  -0.5555   0.5180
 NUQ  O    O  O     0  -0.470  -4.1431   2.4665  -0.3775
 NUQ  C1   C  CH3   0  -0.492  -4.8011   0.2909   1.0476
 NUQ  H2   H  HCR6  0   0.254  -0.1282   0.7529  -1.3528
 NUQ  H3   H  HCR6  0   0.256  -1.7789   2.5439  -1.5499
 NUQ  H4   H  HCR5  0   0.256   0.2256  -4.7108   0.3596
 NUQ  H5   H  HCR6  0   0.253   0.9042   0.7374   1.4642
 NUQ  H6   H  HCR6  0   0.261   4.9199   0.3248  -1.3886
 NUQ  H7   H  HCR6  0   0.238   3.2498  -1.4849  -1.3556
 NUQ  H8   H  HCR6  0   0.263   2.5595   2.5647   1.3959
 NUQ  H10  H  HCR6  0   0.267  -2.8837  -1.4100   1.1088
 NUQ  H11  H  HCH3  0   0.257  -5.6041   0.3631   0.3176
 NUQ  H12  H  HCH3  0   0.226  -4.8516  -0.6797   1.5311
 NUQ  H13  H  HCH3  0   0.255  -4.9391   1.0669   1.7981
 NUQ  H1   H  HNR5  0   0.394   2.2700  -3.2492   0.2648

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
 NUQ  C14  C13  aromatic  1.382  0.020  1.382
 NUQ  C14  C15  aromatic  1.385  0.020  1.385
 NUQ  F    C13  single    1.342  0.020  1.342
 NUQ  C13  C12  aromatic  1.381  0.020  1.381
 NUQ  C15  C10  aromatic  1.396  0.020  1.396
 NUQ  C12  C11  aromatic  1.386  0.020  1.386
 NUQ  C10  C11  aromatic  1.396  0.020  1.396
 NUQ  C10  C9   single    1.461  0.020  1.461
 NUQ  N3   C9   aromatic  1.369  0.020  1.369
 NUQ  N3   C8   aromatic  1.344  0.020  1.344
 NUQ  C9   C7   aromatic  1.379  0.020  1.379
 NUQ  C8   N2   aromatic  1.307  0.020  1.307
 NUQ  C7   N2   aromatic  1.368  0.020  1.368
 NUQ  C7   C3   single    1.462  0.020  1.462
 NUQ  C4   C3   single    1.420  0.020  1.420
 NUQ  C4   C5   double    1.357  0.020  1.357
 NUQ  C3   C2   double    1.364  0.020  1.364
 NUQ  C5   C6   single    1.437  0.020  1.437
 NUQ  C2   N1   single    1.354  0.020  1.354
 NUQ  C6   N1   single    1.390  0.020  1.390
 NUQ  C6   O    double    1.229  0.020  1.229
 NUQ  N1   C1   single    1.456  0.020  1.456
 NUQ  N3   H1   single    0.860  0.020  1.020
 NUQ  C4   H2   single    0.930  0.020  1.080
 NUQ  C5   H3   single    0.930  0.020  1.080
 NUQ  C8   H4   single    0.930  0.020  1.080
 NUQ  C15  H5   single    0.930  0.020  1.080
 NUQ  C12  H6   single    0.930  0.020  1.080
 NUQ  C11  H7   single    0.930  0.020  1.080
 NUQ  C14  H8   single    0.930  0.020  1.080
 NUQ  C2   H10  single    0.930  0.020  1.080
 NUQ  C1   H11  single    0.970  0.020  1.090
 NUQ  C1   H12  single    0.970  0.020  1.090
 NUQ  C1   H13  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
 NUQ  C1   N1   C2   119.75  3.000
 NUQ  C1   N1   C6   117.22  3.000
 NUQ  C2   N1   C6   123.03  3.000
 NUQ  H1   N3   C9   126.00  3.000
 NUQ  H1   N3   C8   125.80  3.000
 NUQ  C9   N3   C8   108.09  3.000
 NUQ  H2   C4   C3   119.63  3.000
 NUQ  H2   C4   C5   119.33  3.000
 NUQ  C3   C4   C5   121.03  3.000
 NUQ  H3   C5   C6   117.11  3.000
 NUQ  H3   C5   C4   120.95  3.000
 NUQ  C6   C5   C4   121.93  3.000
 NUQ  O    C6   C5   125.27  3.000
 NUQ  O    C6   N1   120.14  3.000
 NUQ  C5   C6   N1   114.60  3.000
 NUQ  C3   C7   N2   120.90  3.000
 NUQ  C3   C7   C9   129.20  3.000
 NUQ  N2   C7   C9   109.89  3.000
 NUQ  H4   C8   N2   126.10  3.000
 NUQ  H4   C8   N3   122.45  3.000
 NUQ  N2   C8   N3   111.44  3.000
 NUQ  C9   C10  C11  120.80  3.000
 NUQ  C9   C10  C15  120.55  3.000
 NUQ  C11  C10  C15  118.64  3.000
 NUQ  C14  C13  C12  122.08  3.000
 NUQ  C12  C13  F    118.96  3.000
 NUQ  C14  C13  F    118.96  3.000
 NUQ  H5   C15  C14  119.12  3.000
 NUQ  H5   C15  C10  119.84  3.000
 NUQ  C14  C15  C10  121.04  3.000
 NUQ  H6   C12  C11  120.80  3.000
 NUQ  H6   C12  C13  120.58  3.000
 NUQ  C11  C12  C13  118.62  3.000
 NUQ  H7   C11  C12  118.84  3.000
 NUQ  H7   C11  C10  120.15  3.000
 NUQ  C12  C11  C10  121.01  3.000
 NUQ  H8   C14  C15  120.82  3.000
 NUQ  H8   C14  C13  120.57  3.000
 NUQ  C15  C14  C13  118.61  3.000
 NUQ  C10  C9   C7   133.13  3.000
 NUQ  C7   C9   N3   104.63  3.000
 NUQ  C10  C9   N3   122.22  3.000
 NUQ  C8   N2   C7   105.93  3.000
 NUQ  C2   C3   C7   120.14  3.000
 NUQ  C2   C3   C4   116.63  3.000
 NUQ  C7   C3   C4   123.18  3.000
 NUQ  H10  C2   C3   121.39  3.000
 NUQ  H10  C2   N1   115.85  3.000
 NUQ  C3   C2   N1   122.76  3.000
 NUQ  H13  C1   H12  108.94  3.000
 NUQ  H13  C1   H11  108.78  3.000
 NUQ  H12  C1   H11  108.89  3.000
 NUQ  H13  C1   N1   110.69  3.000
 NUQ  H12  C1   N1   108.98  3.000
 NUQ  H11  C1   N1   110.52  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
 NUQ  CONST_03  N2   C7   C9   N3     0.00   0.0  0
 NUQ  CONST_04  C7   N2   C8   N3     0.00   0.0  0
 NUQ  CONST_07  C8   N3   C9   C7     0.00   0.0  0
 NUQ  CONST_08  C10  C9   N3   C8   180.00   0.0  0
 NUQ  CONST_09  C9   C7   N2   C8     0.00   0.0  0
 NUQ  CONST_10  C13  C14  C15  C10    0.00   0.0  0
 NUQ  CONST_11  C13  C12  C11  C10    0.00   0.0  0
 NUQ  CONST_12  N2   C7   C9   C10  180.00   0.0  0
 NUQ  CONST_13  C12  C13  C14  C15    0.00   0.0  0
 NUQ  CONST_14  C12  C11  C10  C15    0.00   0.0  0
 NUQ  CONST_15  C9   C10  C11  C12  180.00   0.0  0
 NUQ  CONST_16  C14  C13  C12  C11    0.00   0.0  0
 NUQ  CONST_17  C14  C15  C10  C11    0.00   0.0  0
 NUQ  CONST_18  C9   C10  C15  C14  180.00   0.0  0
 NUQ  CONST_19  N2   C8   N3   C9     0.00   0.0  0
 NUQ  CONST_20  C3   C7   C9   N3   180.00   0.0  0
 NUQ  CONST_21  C3   C7   N2   C8   180.00   0.0  0
 NUQ  CONST_22  C3   C7   C9   C10    0.00   0.0  0
 NUQ  CONST_23  C2   N1   C6   C5     0.00   0.0  0
 NUQ  CONST_24  F    C13  C14  C15  180.00   0.0  0
 NUQ  CONST_25  C11  C12  C13  F    180.00   0.0  0
 NUQ  CONST_26  C1   N1   C6   C5   180.00   0.0  0
 NUQ  CONST_27  O    C6   N1   C2   180.00   0.0  0
 NUQ  CONST_28  H1   N3   C9   C7   180.00   0.0  0
 NUQ  CONST_29  H4   C8   N2   C7   180.00   0.0  0
 NUQ  CONST_30  H8   C14  C15  C10  180.00   0.0  0
 NUQ  CONST_31  H6   C12  C11  C10  180.00   0.0  0
 NUQ  CONST_32  H5   C15  C14  C13  180.00   0.0  0
 NUQ  CONST_33  H7   C11  C12  C13  180.00   0.0  0
 NUQ  CONST_34  C1   N1   C6   O      0.00   0.0  0
 NUQ  Var_01    C9   C7   C3   C4    32.41  30.0  3
 NUQ  Var_02    H11  C1   N1   C6    58.12  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
 NUQ  plan-1  N3   0.020
 NUQ  plan-1  C7   0.020
 NUQ  plan-1  C8   0.020
 NUQ  plan-1  C10  0.020
 NUQ  plan-1  C9   0.020
 NUQ  plan-1  N2   0.020
 NUQ  plan-1  C3   0.020
 NUQ  plan-1  H4   0.020
 NUQ  plan-1  H1   0.020
 NUQ  plan-2  N1   0.020
 NUQ  plan-2  C4   0.020
 NUQ  plan-2  C5   0.020
 NUQ  plan-2  C6   0.020
 NUQ  plan-2  C7   0.020
 NUQ  plan-2  C3   0.020
 NUQ  plan-2  C2   0.020
 NUQ  plan-2  O    0.020
 NUQ  plan-2  C1   0.020
 NUQ  plan-2  H2   0.020
 NUQ  plan-2  H3   0.020
 NUQ  plan-2  H10  0.020
 NUQ  plan-3  C10  0.020
 NUQ  plan-3  C13  0.020
 NUQ  plan-3  C15  0.020
 NUQ  plan-3  F    0.020
 NUQ  plan-3  C12  0.020
 NUQ  plan-3  C11  0.020
 NUQ  plan-3  C14  0.020
 NUQ  plan-3  C9   0.020
 NUQ  plan-3  H5   0.020
 NUQ  plan-3  H6   0.020
 NUQ  plan-3  H7   0.020
 NUQ  plan-3  H8   0.020

