# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 00:12:38 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 6,8-bis(fluoranyl)-2-[4-(2-oxidanylpropan-2-yl)phenyl]-3~{H}-quinazolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O)c1ccc(cc1)C2=Nc3c(F)cc(F)cc3C(=O)N2
#
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
 JKN  JKN  6,8-bis(fluoranyl)-2-[4-(2-oxidanylpropan-2-yl)phenyl]-3~{H}-quinazolin-4-one  ligand  37  23  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_JKN
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
 JKN  C1   C  CR6   0   0.515  -3.2135  -1.5356   0.4689
 JKN  C2   C  CR66  0   0.074  -2.3716  -0.4534   0.1672
 JKN  C3   C  CR16  0  -0.558  -4.5794  -1.4361   0.4326
 JKN  C7   C  CR16  0  -0.466  -4.3780   0.8863  -0.2299
 JKN  C8   C  CR6   0   0.555  -2.1316   1.8871  -0.5155
 JKN  C11  C  CR6   0   0.509  -0.2737   0.3872  -0.0596
 JKN  C12  C  CR6   0   0.001   1.1910   0.2549  -0.0065
 JKN  C13  C  CR16  0  -0.256   1.7609  -1.0177  -0.0689
 JKN  C14  C  CR16  0  -0.286   3.1331  -1.1754  -0.0382
 JKN  C15  C  CR6   0   0.096   3.9871  -0.0746   0.0584
 JKN  C16  C  CR16  0  -0.301   3.4124   1.1888   0.1472
 JKN  C22  C  CH3   0  -0.678   5.9666  -1.2081  -1.0023
 JKN  C4   C  CR66  0  -0.067  -2.9897   0.7538  -0.1822
 JKN  N5   N  N     0  -0.456  -1.0181  -0.6212   0.2336
 JKN  C6   C  CR6   0   0.554  -5.1390  -0.2108   0.0788
 JKN  N9   N  NR16  0  -0.735  -0.7898   1.5960  -0.4324
 JKN  O10  O  O     0  -0.441  -2.5244   2.9881  -0.8494
 JKN  C17  C  CR16  0  -0.279   2.0360   1.3547   0.1121
 JKN  C18  C  CT    0   0.163   5.4999  -0.2578   0.1026
 JKN  O19  O  OH1   0  -0.661   6.1621   0.9844  -0.0288
 JKN  F20  F  F     0  -0.291  -2.6524  -2.6963   0.8021
 JKN  F21  F  F     0  -0.304  -6.4722  -0.1189   0.0435
 JKN  C23  C  CH3   0  -0.647   5.8904  -0.7990   1.4759
 JKN  H1   H  HCR6  0   0.317  -5.2057  -2.2862   0.6713
 JKN  H2   H  HCR6  0   0.295  -4.8375   1.8256  -0.5066
 JKN  H3   H  HCR6  0   0.263   1.1211  -1.8852  -0.1545
 JKN  H4   H  HCR6  0   0.256   3.5359  -2.1791  -0.0961
 JKN  H5   H  HCR6  0   0.261   4.0364   2.0652   0.2525
 JKN  H6   H  HCH3  0   0.233   5.5663  -2.2136  -0.8792
 JKN  H7   H  HCH3  0   0.239   5.6611  -0.8491  -1.9874
 JKN  H8   H  HCH3  0   0.243   7.0546  -1.2844  -0.9862
 JKN  H9   H  HNR6  0   0.436  -0.1602   2.3429  -0.6963
 JKN  H10  H  HCR6  0   0.258   1.6457   2.3608   0.2049
 JKN  H11  H  HOH1  0   0.449   6.0372   1.3066  -0.9285
 JKN  H12  H  HCH3  0   0.237   6.9685  -0.9589   1.5331
 JKN  H13  H  HCH3  0   0.239   5.6026  -0.1026   2.2652
 JKN  H14  H  HCH3  0   0.234   5.3982  -1.7503   1.6745

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
 JKN  O19  C18  single    1.414  0.020  1.414
 JKN  C22  C18  single    1.530  0.020  1.530
 JKN  C18  C23  single    1.527  0.020  1.527
 JKN  C18  C15  single    1.525  0.020  1.525
 JKN  C15  C16  aromatic  1.391  0.020  1.391
 JKN  C15  C14  aromatic  1.397  0.020  1.397
 JKN  C16  C17  aromatic  1.387  0.020  1.387
 JKN  C14  C13  aromatic  1.382  0.020  1.382
 JKN  C17  C12  aromatic  1.392  0.020  1.392
 JKN  C13  C12  aromatic  1.396  0.020  1.396
 JKN  C12  C11  single    1.472  0.020  1.472
 JKN  C11  N9   single    1.366  0.020  1.366
 JKN  C11  N5   double    1.287  0.020  1.287
 JKN  N9   C8   single    1.376  0.020  1.376
 JKN  N5   C2   single    1.366  0.020  1.366
 JKN  C8   O10  double    1.216  0.020  1.216
 JKN  C8   C4   single    1.460  0.020  1.460
 JKN  C2   C4   aromatic  1.401  0.020  1.401
 JKN  C2   C1   aromatic  1.404  0.020  1.404
 JKN  C4   C7   aromatic  1.395  0.020  1.395
 JKN  F20  C1   single    1.332  0.020  1.332
 JKN  C1   C3   aromatic  1.370  0.020  1.370
 JKN  C7   C6   aromatic  1.370  0.020  1.370
 JKN  C3   C6   aromatic  1.393  0.020  1.393
 JKN  C6   F21  single    1.337  0.020  1.337
 JKN  C3   H1   single    0.930  0.020  1.080
 JKN  C7   H2   single    0.930  0.020  1.080
 JKN  C13  H3   single    0.930  0.020  1.080
 JKN  C14  H4   single    0.930  0.020  1.080
 JKN  C16  H5   single    0.930  0.020  1.080
 JKN  C22  H6   single    0.970  0.020  1.090
 JKN  C22  H7   single    0.970  0.020  1.090
 JKN  C22  H8   single    0.970  0.020  1.090
 JKN  N9   H9   single    0.860  0.020  1.020
 JKN  C17  H10  single    0.930  0.020  1.080
 JKN  O19  H11  single    0.850  0.020  0.980
 JKN  C23  H12  single    0.970  0.020  1.090
 JKN  C23  H13  single    0.970  0.020  1.090
 JKN  C23  H14  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
 JKN  F20  C1   C3   119.34  3.000
 JKN  C3   C1   C2   122.43  3.000
 JKN  F20  C1   C2   118.23  3.000
 JKN  N5   C2   C4   123.75  3.000
 JKN  C4   C2   C1   116.96  3.000
 JKN  N5   C2   C1   119.29  3.000
 JKN  H1   C3   C6   120.96  3.000
 JKN  H1   C3   C1   120.93  3.000
 JKN  C6   C3   C1   118.11  3.000
 JKN  H2   C7   C6   121.13  3.000
 JKN  H2   C7   C4   120.92  3.000
 JKN  C6   C7   C4   117.96  3.000
 JKN  O10  C8   N9   121.57  3.000
 JKN  O10  C8   C4   125.15  3.000
 JKN  N9   C8   C4   113.28  3.000
 JKN  N9   C11  N5   122.46  3.000
 JKN  N5   C11  C12  119.79  3.000
 JKN  N9   C11  C12  117.74  3.000
 JKN  C17  C12  C13  118.45  3.000
 JKN  C13  C12  C11  119.13  3.000
 JKN  C17  C12  C11  122.42  3.000
 JKN  H3   C13  C14  119.86  3.000
 JKN  H3   C13  C12  119.57  3.000
 JKN  C14  C13  C12  120.57  3.000
 JKN  H4   C14  C15  120.44  3.000
 JKN  H4   C14  C13  118.30  3.000
 JKN  C15  C14  C13  121.26  3.000
 JKN  C18  C15  C16  121.16  3.000
 JKN  C16  C15  C14  117.89  3.000
 JKN  C18  C15  C14  120.94  3.000
 JKN  H5   C16  C17  118.58  3.000
 JKN  H5   C16  C15  120.27  3.000
 JKN  C17  C16  C15  121.15  3.000
 JKN  H8   C22  H7   108.38  3.000
 JKN  H8   C22  H6   107.47  3.000
 JKN  H7   C22  H6   107.62  3.000
 JKN  H8   C22  C18  109.69  3.000
 JKN  H7   C22  C18  111.21  3.000
 JKN  H6   C22  C18  112.31  3.000
 JKN  C8   C4   C7   120.21  3.000
 JKN  C7   C4   C2   121.97  3.000
 JKN  C8   C4   C2   117.82  3.000
 JKN  C11  N5   C2   117.77  3.000
 JKN  F21  C6   C7   119.53  3.000
 JKN  F21  C6   C3   117.89  3.000
 JKN  C7   C6   C3   122.58  3.000
 JKN  H9   N9   C11  119.28  3.000
 JKN  H9   N9   C8   115.78  3.000
 JKN  C11  N9   C8   124.91  3.000
 JKN  H10  C17  C16  117.82  3.000
 JKN  H10  C17  C12  121.50  3.000
 JKN  C16  C17  C12  120.67  3.000
 JKN  C23  C18  O19  105.98  3.000
 JKN  C23  C18  C22  110.57  3.000
 JKN  O19  C18  C22  109.61  3.000
 JKN  C23  C18  C15  108.81  3.000
 JKN  C22  C18  C15  110.87  3.000
 JKN  O19  C18  C15  110.88  3.000
 JKN  H11  O19  C18  108.65  3.000
 JKN  H14  C23  H13  107.83  3.000
 JKN  H14  C23  H12  107.99  3.000
 JKN  H13  C23  H12  108.43  3.000
 JKN  H14  C23  C18  110.98  3.000
 JKN  H13  C23  C18  110.92  3.000
 JKN  H12  C23  C18  110.59  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
 JKN  CONST_01  C7   C4   C2   C1      0.00   0.0  0
 JKN  CONST_02  C7   C6   C3   C1      0.00   0.0  0
 JKN  CONST_03  C6   C7   C4   C2      0.00   0.0  0
 JKN  CONST_04  C6   C3   C1   C2      0.00   0.0  0
 JKN  CONST_05  C4   C2   C1   C3      0.00   0.0  0
 JKN  CONST_06  C4   C7   C6   C3      0.00   0.0  0
 JKN  CONST_07  C15  C16  C17  C12     0.00   0.0  0
 JKN  CONST_08  C15  C14  C13  C12     0.00   0.0  0
 JKN  CONST_09  C16  C15  C14  C13     0.00   0.0  0
 JKN  CONST_10  C16  C17  C12  C13     0.00   0.0  0
 JKN  CONST_11  C17  C16  C15  C14     0.00   0.0  0
 JKN  CONST_12  C17  C12  C13  C14     0.00   0.0  0
 JKN  CONST_13  C16  C17  C12  C11   180.00   0.0  0
 JKN  CONST_14  C14  C13  C12  C11   180.00   0.0  0
 JKN  CONST_15  C12  C11  N5   C2    180.00   0.0  0
 JKN  CONST_16  N9   C11  N5   C2      0.00   0.0  0
 JKN  CONST_17  C12  C11  N9   C8    180.00   0.0  0
 JKN  CONST_18  N5   C11  N9   C8      0.00   0.0  0
 JKN  CONST_19  C4   C8   N9   C11     0.00   0.0  0
 JKN  CONST_20  F21  C6   C3   C1    180.00   0.0  0
 JKN  CONST_21  C18  C15  C14  C13   180.00   0.0  0
 JKN  CONST_22  F20  C1   C2   C4    180.00   0.0  0
 JKN  CONST_23  F21  C6   C7   C4    180.00   0.0  0
 JKN  CONST_24  F20  C1   C2   N5      0.00   0.0  0
 JKN  CONST_25  F20  C1   C3   C6    180.00   0.0  0
 JKN  CONST_26  C18  C15  C16  C17   180.00   0.0  0
 JKN  CONST_27  O10  C8   N9   C11   180.00   0.0  0
 JKN  CONST_28  H2   C7   C4   C2    180.00   0.0  0
 JKN  CONST_29  H1   C3   C1   C2    180.00   0.0  0
 JKN  CONST_30  H10  C17  C12  C11     0.00   0.0  0
 JKN  CONST_31  H3   C13  C12  C11     0.00   0.0  0
 JKN  CONST_32  H5   C16  C17  C12   180.00   0.0  0
 JKN  CONST_33  H4   C14  C13  C12   180.00   0.0  0
 JKN  CONST_34  H9   N9   C11  C12     0.00   0.0  0
 JKN  Var_01    N9   C11  C12  C13  -159.08  30.0  2
 JKN  Var_02    O19  C18  C15  C14   170.02  30.0  3
 JKN  Var_03    H6   C22  C18  C15   -63.50  30.0  3
 JKN  Var_04    H12  C23  C18  C15   178.95  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
 JKN  plan-1  C11  0.020
 JKN  plan-1  C12  0.020
 JKN  plan-1  C13  0.020
 JKN  plan-1  C14  0.020
 JKN  plan-1  C15  0.020
 JKN  plan-1  C16  0.020
 JKN  plan-1  C17  0.020
 JKN  plan-1  C18  0.020
 JKN  plan-1  H3   0.020
 JKN  plan-1  H4   0.020
 JKN  plan-1  H5   0.020
 JKN  plan-1  H10  0.020
 JKN  plan-2  C1   0.020
 JKN  plan-2  C2   0.020
 JKN  plan-2  C3   0.020
 JKN  plan-2  C7   0.020
 JKN  plan-2  C8   0.020
 JKN  plan-2  C11  0.020
 JKN  plan-2  C12  0.020
 JKN  plan-2  C4   0.020
 JKN  plan-2  N5   0.020
 JKN  plan-2  C6   0.020
 JKN  plan-2  N9   0.020
 JKN  plan-2  O10  0.020
 JKN  plan-2  F20  0.020
 JKN  plan-2  F21  0.020
 JKN  plan-2  H1   0.020
 JKN  plan-2  H2   0.020
 JKN  plan-2  H9   0.020

