# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 05:13:14 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: 5-fluoro-1-[4-(4-phenyl-3,6-dihydropyridin-1(2H)-yl)butyl]quinazoline-2,4(1H,3H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc2N(CCCCN3CCC(=CC3)c4ccccc4)C(=O)NC(=O)c12
#
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
 FRQ  FRQ  5-fluoro-1-[4-(4-phenyl-3,6-dihydropyridin-1(2H)-yl)butyl]quinazoline-2,4(1H,3H)-dione  ligand  53  29  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FRQ
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
 FRQ  C1    C  CR16   0  -0.221   2.8065   0.0356  -4.2449
 FRQ  C2    C  CR16   0  -0.350   1.6643  -0.3197  -3.5555
 FRQ  C3    C  CR66   0   0.480   0.4249  -0.3197  -4.2031
 FRQ  C4    C  CR66   0  -0.371   0.3571   0.0641  -5.5561
 FRQ  C5    C  CR6    0   0.564   1.5425   0.4164  -6.2067
 FRQ  C6    C  CR16   0  -0.430   2.7659   0.4059  -5.5819
 FRQ  N10   N  NR6    0  -0.615  -0.7277  -0.6953  -3.5317
 FRQ  C11   C  CR6    0   0.713  -1.9688  -0.6206  -4.1088
 FRQ  N12   N  NR16   0  -0.731  -1.9927  -0.2345  -5.4257
 FRQ  C13   C  CR6    0   0.585  -0.9372   0.1028  -6.2363
 FRQ  O14   O  OC     0  -0.430  -1.1277   0.4060  -7.3953
 FRQ  O15   O  OC     0  -0.476  -2.9963  -0.8802  -3.5172
 FRQ  C16   C  CH2    0  -0.338  -0.6731  -1.1243  -2.1344
 FRQ  C17   C  CH2    0  -0.437  -0.6974   0.0407  -1.1575
 FRQ  C20   C  CH2    0  -0.456  -0.5725  -0.4306   0.2862
 FRQ  C23   C  CH2    0  -0.252  -0.5576   0.7528   1.2423
 FRQ  N26   N  NT    -1  -0.428  -0.5786   0.3843   2.6447
 FRQ  C29   C  CH2    0  -0.287  -0.7782   1.5469   3.4896
 FRQ  C30   C  CH2    0  -0.510  -1.0486   1.1270   4.9228
 FRQ  C31   C  C      0   0.093   0.0047   0.1686   5.4083
 FRQ  C32   C  C1     0  -0.320   0.7565  -0.4811   4.5165
 FRQ  C33   C  CH2    0  -0.295   0.6140  -0.3391   3.0359
 FRQ  C40   C  CR6    0   0.101   0.1710  -0.0140   6.8642
 FRQ  C42   C  CR16   0  -0.319  -0.9128   0.1613   7.7288
 FRQ  C43   C  CR16   0  -0.237  -0.7723  -0.0130   9.0989
 FRQ  C44   C  CR16   0  -0.273   0.4595  -0.3560   9.6385
 FRQ  C45   C  CR16   0  -0.238   1.5498  -0.5217   8.7928
 FRQ  C46   C  CR16   0  -0.325   1.4074  -0.3495   7.4249
 FRQ  F53   F  F      0  -0.287   1.5009   0.7829  -7.4853
 FRQ  H1    H  HCR6   0   0.287   3.7550   0.0263  -3.7255
 FRQ  H2    H  HCR6   0   0.288   1.7580  -0.5822  -2.5133
 FRQ  H6    H  HCR6   0   0.290   3.6605   0.6841  -6.1212
 FRQ  H12   H  HNR6   0   0.429  -2.9138  -0.1906  -5.8441
 FRQ  H161  H  HCH2   0   0.270   0.2161  -1.7395  -2.0012
 FRQ  H162  H  HCH2   0   0.285  -1.5193  -1.7835  -1.9585
 FRQ  H171  H  HCH2   0   0.241  -1.6299   0.5972  -1.2848
 FRQ  H172  H  HCH2   0   0.235   0.1132   0.7403  -1.3824
 FRQ  H201  H  HCH2   0   0.233   0.3389  -1.0267   0.3902
 FRQ  H202  H  HCH2   0   0.227  -1.4092  -1.0895   0.5364
 FRQ  H231  H  HCH2   0   0.229  -1.4450   1.3635   1.0509
 FRQ  H232  H  HCH2   0   0.187   0.3125   1.3928   1.0089
 FRQ  H291  H  HCH2   0   0.196   0.0919   2.2251   3.4636
 FRQ  H292  H  HCH2   0   0.238  -1.6302   2.1122   3.1073
 FRQ  H301  H  HCH2   0   0.241  -1.0702   2.0152   5.5596
 FRQ  H302  H  HCH2   0   0.244  -2.0427   0.6744   4.9942
 FRQ  H32   H  H      0   0.245   1.5252  -1.1735   4.8418
 FRQ  H331  H  HCH2   0   0.248   0.5987  -1.3405   2.5963
 FRQ  H332  H  HCH2   0   0.205   1.5315   0.1414   2.6448
 FRQ  H42   H  HCR6   0   0.254  -1.8845   0.4287   7.3329
 FRQ  H43   H  HCR6   0   0.255  -1.6291   0.1231   9.7463
 FRQ  H44   H  HCR6   0   0.255   0.5719  -0.4838  10.7072
 FRQ  H45   H  HCR6   0   0.255   2.5197  -0.7742   9.2016
 FRQ  H46   H  HCR6   0   0.248   2.2760  -0.4554   6.7871

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
 FRQ  C1   C2    aromatic  1.381  0.020  1.381
 FRQ  C1   C6    aromatic  1.388  0.020  1.388
 FRQ  C1   H1    single    0.930  0.020  1.080
 FRQ  C2   C3    aromatic  1.398  0.020  1.398
 FRQ  C2   H2    single    0.930  0.020  1.080
 FRQ  C3   C4    aromatic  1.408  0.020  1.408
 FRQ  C3   N10   aromatic  1.386  0.020  1.386
 FRQ  C4   C5    aromatic  1.397  0.020  1.397
 FRQ  C4   C13   aromatic  1.463  0.020  1.463
 FRQ  C5   C6    aromatic  1.374  0.020  1.374
 FRQ  C5   F53   single    1.331  0.020  1.331
 FRQ  C6   H6    single    0.930  0.020  1.080
 FRQ  N10  C11   aromatic  1.371  0.020  1.371
 FRQ  N10  C16   single    1.463  0.020  1.463
 FRQ  C11  N12   aromatic  1.373  0.020  1.373
 FRQ  C11  O15   double    1.214  0.020  1.214
 FRQ  N12  C13   aromatic  1.373  0.020  1.373
 FRQ  N12  H12   single    0.860  0.020  1.020
 FRQ  C13  O14   double    1.213  0.020  1.213
 FRQ  C16  C17   single    1.521  0.020  1.521
 FRQ  C16  H161  single    0.970  0.020  1.090
 FRQ  C16  H162  single    0.970  0.020  1.090
 FRQ  C17  C20   single    1.524  0.020  1.524
 FRQ  C17  H171  single    0.970  0.020  1.090
 FRQ  C17  H172  single    0.970  0.020  1.090
 FRQ  C20  C23   single    1.521  0.020  1.521
 FRQ  C20  H201  single    0.970  0.020  1.090
 FRQ  C20  H202  single    0.970  0.020  1.090
 FRQ  C23  N26   single    1.450  0.020  1.450
 FRQ  C23  H231  single    0.970  0.020  1.090
 FRQ  C23  H232  single    0.970  0.020  1.090
 FRQ  N26  C29   single    1.451  0.020  1.451
 FRQ  N26  C33   single    1.449  0.020  1.449
 FRQ  C29  C30   single    1.518  0.020  1.518
 FRQ  C29  H291  single    0.970  0.020  1.090
 FRQ  C29  H292  single    0.970  0.020  1.090
 FRQ  C30  C31   single    1.505  0.020  1.505
 FRQ  C30  H301  single    0.970  0.020  1.090
 FRQ  C30  H302  single    0.970  0.020  1.090
 FRQ  C31  C32   double    1.335  0.020  1.335
 FRQ  C31  C40   single    1.477  0.020  1.477
 FRQ  C32  C33   single    1.494  0.020  1.494
 FRQ  C32  H32   single    0.930  0.020  1.080
 FRQ  C33  H331  single    0.970  0.020  1.090
 FRQ  C33  H332  single    0.970  0.020  1.090
 FRQ  C40  C42   aromatic  1.397  0.020  1.397
 FRQ  C40  C46   aromatic  1.398  0.020  1.398
 FRQ  C42  C43   aromatic  1.388  0.020  1.388
 FRQ  C42  H42   single    0.930  0.020  1.080
 FRQ  C43  C44   aromatic  1.388  0.020  1.388
 FRQ  C43  H43   single    0.930  0.020  1.080
 FRQ  C44  C45   aromatic  1.390  0.020  1.390
 FRQ  C44  H44   single    0.930  0.020  1.080
 FRQ  C45  C46   aromatic  1.386  0.020  1.386
 FRQ  C45  H45   single    0.930  0.020  1.080
 FRQ  C46  H46   single    0.930  0.020  1.080

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
 FRQ  H1    C1   C6    119.38  3.000
 FRQ  H1    C1   C2    118.92  3.000
 FRQ  C6    C1   C2    121.70  3.000
 FRQ  H2    C2   C3    121.63  3.000
 FRQ  H2    C2   C1    118.24  3.000
 FRQ  C3    C2   C1    120.13  3.000
 FRQ  N10   C3   C4    119.96  3.000
 FRQ  N10   C3   C2    120.85  3.000
 FRQ  C4    C3   C2    119.19  3.000
 FRQ  C13   C4   C5    121.84  3.000
 FRQ  C13   C4   C3    119.78  3.000
 FRQ  C5    C4   C3    118.38  3.000
 FRQ  F53   C5   C6    117.83  3.000
 FRQ  F53   C5   C4    119.36  3.000
 FRQ  C6    C5   C4    122.81  3.000
 FRQ  H6    C6   C5    120.54  3.000
 FRQ  H6    C6   C1    121.67  3.000
 FRQ  C5    C6   C1    117.79  3.000
 FRQ  C16   N10  C11   116.87  3.000
 FRQ  C16   N10  C3    120.75  3.000
 FRQ  C11   N10  C3    122.30  3.000
 FRQ  O15   C11  N12   120.87  3.000
 FRQ  O15   C11  N10   123.34  3.000
 FRQ  N12   C11  N10   115.79  3.000
 FRQ  H12   N12  C13   116.41  3.000
 FRQ  H12   N12  C11   115.11  3.000
 FRQ  C13   N12  C11   128.48  3.000
 FRQ  O14   C13  N12   120.32  3.000
 FRQ  O14   C13  C4    126.14  3.000
 FRQ  N12   C13  C4    113.53  3.000
 FRQ  H162  C16  H161  105.85  3.000
 FRQ  H162  C16  C17   110.38  3.000
 FRQ  H161  C16  C17   111.54  3.000
 FRQ  H162  C16  N10   107.66  3.000
 FRQ  H161  C16  N10   108.23  3.000
 FRQ  C17   C16  N10   112.86  3.000
 FRQ  H172  C17  H171  106.41  3.000
 FRQ  H172  C17  C20   109.38  3.000
 FRQ  H171  C17  C20   109.73  3.000
 FRQ  H172  C17  C16   110.24  3.000
 FRQ  H171  C17  C16   109.20  3.000
 FRQ  C20   C17  C16   111.74  3.000
 FRQ  H202  C20  H201  106.69  3.000
 FRQ  H202  C20  C23   109.40  3.000
 FRQ  H201  C20  C23   110.85  3.000
 FRQ  H202  C20  C17   109.89  3.000
 FRQ  H201  C20  C17   109.08  3.000
 FRQ  C23   C20  C17   110.83  3.000
 FRQ  H232  C23  H231  106.16  3.000
 FRQ  H232  C23  N26   111.27  3.000
 FRQ  H231  C23  N26   107.41  3.000
 FRQ  H232  C23  C20   108.99  3.000
 FRQ  H231  C23  C20   108.44  3.000
 FRQ  N26   C23  C20   114.20  3.000
 FRQ  C33   N26  C29   110.86  3.000
 FRQ  C33   N26  C23   112.10  3.000
 FRQ  C29   N26  C23   111.20  3.000
 FRQ  H292  C29  H291  106.79  3.000
 FRQ  H292  C29  C30   109.57  3.000
 FRQ  H291  C29  C30   109.44  3.000
 FRQ  H292  C29  N26   108.56  3.000
 FRQ  H291  C29  N26   111.73  3.000
 FRQ  C30   C29  N26   110.66  3.000
 FRQ  H302  C30  H301  106.27  3.000
 FRQ  H302  C30  C31   110.57  3.000
 FRQ  H301  C30  C31   110.08  3.000
 FRQ  H302  C30  C29   109.74  3.000
 FRQ  H301  C30  C29   109.20  3.000
 FRQ  C31   C30  C29   110.87  3.000
 FRQ  C40   C31  C32   122.34  3.000
 FRQ  C40   C31  C30   118.41  3.000
 FRQ  C32   C31  C30   119.25  3.000
 FRQ  H32   C32  C33   115.18  3.000
 FRQ  H32   C32  C31   120.63  3.000
 FRQ  C33   C32  C31   124.19  3.000
 FRQ  H332  C33  H331  105.48  3.000
 FRQ  H332  C33  C32   108.20  3.000
 FRQ  H331  C33  C32   108.21  3.000
 FRQ  H332  C33  N26   111.72  3.000
 FRQ  H331  C33  N26   109.70  3.000
 FRQ  C32   C33  N26   113.18  3.000
 FRQ  C46   C40  C42   117.89  3.000
 FRQ  C46   C40  C31   121.64  3.000
 FRQ  C42   C40  C31   120.47  3.000
 FRQ  H42   C42  C43   118.86  3.000
 FRQ  H42   C42  C40   120.04  3.000
 FRQ  C43   C42  C40   121.09  3.000
 FRQ  H43   C43  C44   120.06  3.000
 FRQ  H43   C43  C42   119.63  3.000
 FRQ  C44   C43  C42   120.30  3.000
 FRQ  H44   C44  C45   120.35  3.000
 FRQ  H44   C44  C43   120.36  3.000
 FRQ  C45   C44  C43   119.29  3.000
 FRQ  H45   C45  C46   119.59  3.000
 FRQ  H45   C45  C44   120.06  3.000
 FRQ  C46   C45  C44   120.34  3.000
 FRQ  H46   C46  C45   119.13  3.000
 FRQ  H46   C46  C40   119.77  3.000
 FRQ  C45   C46  C40   121.09  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
 FRQ  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 FRQ  CONST_02  N10  C3   C2   C1    180.00   0.0  0
 FRQ  CONST_03  C4   C5   C6   C1      0.00   0.0  0
 FRQ  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 FRQ  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 FRQ  CONST_06  C13  C4   C3   C2    180.00   0.0  0
 FRQ  CONST_07  C11  N10  C3   C2    180.00   0.0  0
 FRQ  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 FRQ  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 FRQ  CONST_10  N12  C13  C4   C3      0.00   0.0  0
 FRQ  CONST_11  N12  C11  N10  C3      0.00   0.0  0
 FRQ  CONST_12  C11  N10  C3   C4      0.00   0.0  0
 FRQ  CONST_13  C11  N12  C13  C4      0.00   0.0  0
 FRQ  CONST_14  N10  C3   C4   C5    180.00   0.0  0
 FRQ  CONST_15  N12  C13  C4   C5    180.00   0.0  0
 FRQ  CONST_16  C13  C4   C5   C6    180.00   0.0  0
 FRQ  CONST_17  C13  C4   C3   N10     0.00   0.0  0
 FRQ  CONST_18  C13  N12  C11  N10     0.00   0.0  0
 FRQ  CONST_19  C44  C43  C42  C40     0.00   0.0  0
 FRQ  CONST_20  C44  C45  C46  C40     0.00   0.0  0
 FRQ  CONST_21  C45  C46  C40  C42     0.00   0.0  0
 FRQ  CONST_22  C45  C44  C43  C42     0.00   0.0  0
 FRQ  CONST_23  C46  C40  C42  C43     0.00   0.0  0
 FRQ  CONST_24  C46  C45  C44  C43     0.00   0.0  0
 FRQ  CONST_25  C43  C42  C40  C31   180.00   0.0  0
 FRQ  CONST_26  C45  C46  C40  C31   180.00   0.0  0
 FRQ  CONST_27  F53  C5   C6   C1    180.00   0.0  0
 FRQ  CONST_28  C16  N10  C3   C2      0.00   0.0  0
 FRQ  CONST_29  F53  C5   C4   C3    180.00   0.0  0
 FRQ  CONST_30  O14  C13  C4   C3    180.00   0.0  0
 FRQ  CONST_31  O15  C11  N10  C3    180.00   0.0  0
 FRQ  CONST_32  C16  N10  C3   C4    180.00   0.0  0
 FRQ  CONST_33  O14  C13  C4   C5      0.00   0.0  0
 FRQ  CONST_34  O14  C13  N12  C11   180.00   0.0  0
 FRQ  CONST_35  C16  N10  C11  N12   180.00   0.0  0
 FRQ  CONST_36  F53  C5   C4   C13     0.00   0.0  0
 FRQ  CONST_37  O15  C11  N12  C13   180.00   0.0  0
 FRQ  CONST_38  H6   C6   C1   C2    180.00   0.0  0
 FRQ  CONST_39  H1   C1   C2   C3    180.00   0.0  0
 FRQ  CONST_40  H2   C2   C3   C4    180.00   0.0  0
 FRQ  CONST_41  H12  N12  C13  C4    180.00   0.0  0
 FRQ  CONST_42  H42  C42  C40  C31     0.00   0.0  0
 FRQ  CONST_43  H46  C46  C40  C31     0.00   0.0  0
 FRQ  CONST_44  H43  C43  C42  C40   180.00   0.0  0
 FRQ  CONST_45  H45  C45  C46  C40   180.00   0.0  0
 FRQ  CONST_46  H44  C44  C43  C42   180.00   0.0  0
 FRQ  CONST_47  C16  N10  C11  O15     0.00   0.0  0
 FRQ  Var_01    C31  C30  C29  N26    51.49  30.0  1
 FRQ  Var_02    C31  C32  C33  N26   -10.67  30.0  1
 FRQ  Var_03    C32  C31  C30  C29   -19.08  30.0  1
 FRQ  Var_04    C33  C32  C31  C30    -0.92  30.0  1
 FRQ  Var_05    C42  C40  C31  C30    28.77  30.0  2
 FRQ  Var_06    C17  C16  N10  C3     84.08  30.0  2
 FRQ  Var_07    C20  C17  C16  N10  -177.28  30.0  3
 FRQ  Var_08    N26  C23  C20  C17   174.02  30.0  3
 FRQ  Var_09    C23  C20  C17  C16   178.32  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
 FRQ  chir_01  N26  C23  C29  C33  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
 FRQ  plan-1  C31  0.020
 FRQ  plan-1  C40  0.020
 FRQ  plan-1  C42  0.020
 FRQ  plan-1  C43  0.020
 FRQ  plan-1  C44  0.020
 FRQ  plan-1  C45  0.020
 FRQ  plan-1  C46  0.020
 FRQ  plan-1  H42  0.020
 FRQ  plan-1  H43  0.020
 FRQ  plan-1  H44  0.020
 FRQ  plan-1  H45  0.020
 FRQ  plan-1  H46  0.020
 FRQ  plan-2  C1   0.020
 FRQ  plan-2  C2   0.020
 FRQ  plan-2  C3   0.020
 FRQ  plan-2  C4   0.020
 FRQ  plan-2  C5   0.020
 FRQ  plan-2  C6   0.020
 FRQ  plan-2  N10  0.020
 FRQ  plan-2  C11  0.020
 FRQ  plan-2  N12  0.020
 FRQ  plan-2  C13  0.020
 FRQ  plan-2  O14  0.020
 FRQ  plan-2  O15  0.020
 FRQ  plan-2  C16  0.020
 FRQ  plan-2  F53  0.020
 FRQ  plan-2  H1   0.020
 FRQ  plan-2  H2   0.020
 FRQ  plan-2  H6   0.020
 FRQ  plan-2  H12  0.020

