# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 08:56:58 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 6,7,8-trimethoxy-1,4-dimethylquinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2C(=CC(=O)N(C)c2c(OC)c1OC)C
#
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
 VAP  VAP  6,7,8-trimethoxy-1,4-dimethylquinolin-2(1H)-one  ligand  36  19  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VAP
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
 VAP  C1    C  CR16  0  -0.527  -0.7239  -1.6983   0.0409
 VAP  C2    C  CR66  0  -0.009   0.5525  -1.1167   0.0074
 VAP  C3    C  CR66  0   0.298   0.7054   0.2792  -0.0678
 VAP  C4    C  CR6   0   0.234  -0.4653   1.0665   0.0109
 VAP  C5    C  CR6   0   0.215  -1.7191   0.4747   0.0412
 VAP  C6    C  CR6   0   0.352  -1.8612  -0.9232   0.0227
 VAP  C7    C  CR6   0   0.263   1.7327  -1.9415   0.1029
 VAP  C8    C  CR16  0  -0.519   2.9385  -1.3417   0.1539
 VAP  C9    C  CR6   0   0.554   3.1175   0.0846   0.0115
 VAP  N10   N  NR6   0  -0.602   1.9751   0.8331  -0.1893
 VAP  O11   O  O     0  -0.510   4.2283   0.6082   0.0145
 VAP  C12   C  CH3   0  -0.533   2.1813   2.1906  -0.6929
 VAP  O13   O  O2    0  -0.478  -0.4232   2.4197   0.0983
 VAP  O14   O  O2    0  -0.477  -2.8215   1.2510   0.1479
 VAP  O15   O  O2    0  -0.462  -3.1220  -1.3849   0.0306
 VAP  C16   C  CH3   0  -0.757   1.6152  -3.4300   0.1805
 VAP  C17   C  CH3   0  -0.442  -3.3186  -2.7848   0.0522
 VAP  C18   C  CH3   0  -0.411  -3.3471   1.7046  -1.0947
 VAP  C19   C  CH3   0  -0.417  -0.3292   2.9054   1.4326
 VAP  H1    H  HCR6  0   0.292  -0.7991  -2.7751   0.0799
 VAP  H8    H  HCR6  0   0.264   3.8432  -1.9258   0.2638
 VAP  H12   H  HCH3  0   0.249   2.1392   2.9399   0.0949
 VAP  H12A  H  HCH3  0   0.263   3.1652   2.2351  -1.1470
 VAP  H12B  H  HCH3  0   0.256   1.4438   2.4219  -1.4531
 VAP  H16   H  HCH3  0   0.259   1.0993  -3.8298  -0.6942
 VAP  H16A  H  HCH3  0   0.267   2.5980  -3.8933   0.2347
 VAP  H16B  H  HCH3  0   0.258   1.0482  -3.7414   1.0597
 VAP  H17   H  HCH3  0   0.230  -2.8900  -3.2718  -0.8280
 VAP  H17A  H  HCH3  0   0.229  -2.8959  -3.2428   0.9505
 VAP  H17B  H  HCH3  0   0.264  -4.3937  -2.9445   0.0511
 VAP  H18   H  HCH3  0   0.226  -3.6663   0.8705  -1.7236
 VAP  H18A  H  HCH3  0   0.241  -4.2128   2.3231  -0.8671
 VAP  H18B  H  HCH3  0   0.226  -2.6196   2.3051  -1.6448
 VAP  H19   H  HCH3  0   0.246  -0.3559   3.9917   1.3794
 VAP  H19A  H  HCH3  0   0.235  -1.1641   2.5587   2.0451
 VAP  H19B  H  HCH3  0   0.224   0.6073   2.5992   1.9073

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
 VAP  C1   C6    aromatic  1.376  0.020  1.376
 VAP  C1   C2    aromatic  1.403  0.020  1.403
 VAP  C1   H1    single    0.930  0.020  1.080
 VAP  C7   C2    single    1.443  0.020  1.443
 VAP  C2   C3    aromatic  1.406  0.020  1.406
 VAP  C3   C4    aromatic  1.413  0.020  1.413
 VAP  C3   N10   single    1.391  0.020  1.391
 VAP  C5   C4    aromatic  1.387  0.020  1.387
 VAP  C4   O13   single    1.357  0.020  1.357
 VAP  C6   C5    aromatic  1.405  0.020  1.405
 VAP  C5   O14   single    1.353  0.020  1.353
 VAP  O15  C6    single    1.343  0.020  1.343
 VAP  C16  C7    single    1.495  0.020  1.495
 VAP  C7   C8    double    1.348  0.020  1.348
 VAP  C8   C9    single    1.445  0.020  1.445
 VAP  C8   H8    single    0.930  0.020  1.080
 VAP  C9   N10   single    1.381  0.020  1.381
 VAP  C9   O11   double    1.228  0.020  1.228
 VAP  N10  C12   single    1.462  0.020  1.462
 VAP  C12  H12   single    0.970  0.020  1.090
 VAP  C12  H12A  single    0.970  0.020  1.090
 VAP  C12  H12B  single    0.970  0.020  1.090
 VAP  O13  C19   single    1.423  0.020  1.423
 VAP  C18  O14   single    1.423  0.020  1.423
 VAP  C17  O15   single    1.414  0.020  1.414
 VAP  C16  H16   single    0.970  0.020  1.090
 VAP  C16  H16A  single    0.970  0.020  1.090
 VAP  C16  H16B  single    0.970  0.020  1.090
 VAP  C17  H17   single    0.970  0.020  1.090
 VAP  C17  H17A  single    0.970  0.020  1.090
 VAP  C17  H17B  single    0.970  0.020  1.090
 VAP  C18  H18   single    0.970  0.020  1.090
 VAP  C18  H18A  single    0.970  0.020  1.090
 VAP  C18  H18B  single    0.970  0.020  1.090
 VAP  C19  H19   single    0.970  0.020  1.090
 VAP  C19  H19A  single    0.970  0.020  1.090
 VAP  C19  H19B  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
 VAP  H1    C1   C6    120.29  3.000
 VAP  H1    C1   C2    118.51  3.000
 VAP  C6    C1   C2    121.19  3.000
 VAP  C7    C2   C3    118.81  3.000
 VAP  C3    C2   C1    120.77  3.000
 VAP  C7    C2   C1    120.37  3.000
 VAP  N10   C3   C4    122.64  3.000
 VAP  N10   C3   C2    119.96  3.000
 VAP  C4    C3   C2    117.39  3.000
 VAP  O13   C4   C5    116.89  3.000
 VAP  O13   C4   C3    122.25  3.000
 VAP  C5    C4   C3    120.83  3.000
 VAP  O14   C5   C6    119.31  3.000
 VAP  O14   C5   C4    119.58  3.000
 VAP  C6    C5   C4    121.04  3.000
 VAP  O15   C6   C5    115.91  3.000
 VAP  O15   C6   C1    125.60  3.000
 VAP  C5    C6   C1    118.46  3.000
 VAP  C16   C7   C8    120.76  3.000
 VAP  C8    C7   C2    118.68  3.000
 VAP  C16   C7   C2    120.54  3.000
 VAP  H8    C8   C9    116.05  3.000
 VAP  H8    C8   C7    120.76  3.000
 VAP  C9    C8   C7    123.14  3.000
 VAP  O11   C9   N10   121.18  3.000
 VAP  O11   C9   C8    122.20  3.000
 VAP  N10   C9   C8    116.56  3.000
 VAP  C12   N10  C9    115.89  3.000
 VAP  C12   N10  C3    121.91  3.000
 VAP  C9    N10  C3    121.80  3.000
 VAP  H12B  C12  H12A  108.35  3.000
 VAP  H12B  C12  H12   109.54  3.000
 VAP  H12A  C12  H12   108.05  3.000
 VAP  H12B  C12  N10   110.10  3.000
 VAP  H12A  C12  N10   108.07  3.000
 VAP  H12   C12  N10   112.61  3.000
 VAP  C19   O13  C4    113.76  3.000
 VAP  C18   O14  C5    114.52  3.000
 VAP  C17   O15  C6    118.11  3.000
 VAP  H16B  C16  H16A  107.92  3.000
 VAP  H16B  C16  H16   107.19  3.000
 VAP  H16A  C16  H16   108.11  3.000
 VAP  H16B  C16  C7    111.51  3.000
 VAP  H16A  C16  C7    110.83  3.000
 VAP  H16   C16  C7    111.12  3.000
 VAP  H17B  C17  H17A  108.76  3.000
 VAP  H17B  C17  H17   108.75  3.000
 VAP  H17A  C17  H17   108.85  3.000
 VAP  H17B  C17  O15   106.45  3.000
 VAP  H17A  C17  O15   111.94  3.000
 VAP  H17   C17  O15   111.98  3.000
 VAP  H18B  C18  H18A  108.84  3.000
 VAP  H18B  C18  H18   108.94  3.000
 VAP  H18A  C18  H18   108.78  3.000
 VAP  H18B  C18  O14   111.66  3.000
 VAP  H18A  C18  O14   107.00  3.000
 VAP  H18   C18  O14   111.54  3.000
 VAP  H19B  C19  H19A  108.81  3.000
 VAP  H19B  C19  H19   108.77  3.000
 VAP  H19A  C19  H19   109.00  3.000
 VAP  H19B  C19  O13   111.59  3.000
 VAP  H19A  C19  O13   111.54  3.000
 VAP  H19   C19  O13   107.05  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
 VAP  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 VAP  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 VAP  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 VAP  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 VAP  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 VAP  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 VAP  CONST_07  C8   C9   N10  C3      0.00   0.0  0
 VAP  CONST_08  O14  C5   C6   C1    180.00   0.0  0
 VAP  CONST_09  O15  C6   C1   C2    180.00   0.0  0
 VAP  CONST_10  O13  C4   C3   C2    180.00   0.0  0
 VAP  CONST_11  O14  C5   C4   C3    180.00   0.0  0
 VAP  CONST_12  O15  C6   C5   C4    180.00   0.0  0
 VAP  CONST_13  O13  C4   C5   C6    180.00   0.0  0
 VAP  CONST_14  O13  C4   C3   N10     0.00   0.0  0
 VAP  CONST_15  O11  C9   N10  C3    180.00   0.0  0
 VAP  CONST_17  H1   C1   C2   C3    180.00   0.0  0
 VAP  CONST_18  C12  N10  C9   O11     0.00   0.0  0
 VAP  Var_01    H16  C16  C7   C2     59.04  30.0  3
 VAP  Var_02    H12  C12  N10  C3     88.00  30.0  3
 VAP  Var_03    H19  C19  O13  C4   -177.08  30.0  3
 VAP  Var_04    H18  C18  O14  C5     61.96  30.0  3
 VAP  Var_05    H17  C17  O15  C6    -61.04  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
 VAP  plan-1  C1   0.020
 VAP  plan-1  C2   0.020
 VAP  plan-1  C3   0.020
 VAP  plan-1  C4   0.020
 VAP  plan-1  C5   0.020
 VAP  plan-1  C6   0.020
 VAP  plan-1  C7   0.020
 VAP  plan-1  C8   0.020
 VAP  plan-1  C9   0.020
 VAP  plan-1  N10  0.020
 VAP  plan-1  O11  0.020
 VAP  plan-1  C12  0.020
 VAP  plan-1  O13  0.020
 VAP  plan-1  O14  0.020
 VAP  plan-1  O15  0.020
 VAP  plan-1  C16  0.020
 VAP  plan-1  H1   0.020
 VAP  plan-1  H8   0.020

