# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 20:22:37 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 5,6,8-trimethoxy-4-methylquinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(OC)c(OC)c2C(=CC(=O)Nc12)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
 VVV  VVV  5,6,8-trimethoxy-4-methylquinolin-2(1H)-one  ligand  33  18  .  2022-07-22  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_VVV
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
 VVV  C1    C  CR6   0   0.159  -0.8339  -1.1329   0.1424
 VVV  C2    C  CR66  0  -0.090   0.4881  -0.6404   0.1076
 VVV  C3    C  CR66  0   0.274   0.6786   0.7482   0.0130
 VVV  C4    C  CR6   0   0.392  -0.4189   1.6233  -0.0256
 VVV  C5    C  CR16  0  -0.552  -1.7020   1.1227   0.0371
 VVV  C6    C  CR6   0   0.364  -1.9127  -0.2572   0.1183
 VVV  C7    C  CR6   0   0.254   1.6891  -1.4595   0.1946
 VVV  C8    C  CR16  0  -0.526   2.9014  -0.8588   0.1300
 VVV  C9    C  CR6   0   0.525   3.0981   0.5673  -0.0097
 VVV  N10   N  NR16  0  -0.744   1.9424   1.2843  -0.0423
 VVV  O11   O  O2    0  -0.482  -1.0889  -2.4656   0.2131
 VVV  C12   C  CH3   0  -0.421  -1.3760  -3.0799  -1.0369
 VVV  O13   O  O2    0  -0.469  -3.1357  -0.8175   0.1802
 VVV  C14   C  CH3   0  -0.441  -4.2715   0.0210   0.1169
 VVV  C15   C  CH3   0  -0.723   1.6646  -2.9483   0.3847
 VVV  O16   O  O     0  -0.508   4.1967   1.1120  -0.0810
 VVV  O17   O  O2    0  -0.484  -0.1095   2.9298  -0.1169
 VVV  C18   C  CH3   0  -0.438  -1.1567   3.8813  -0.1310
 VVV  H5    H  HCR6  0   0.316  -2.5440   1.7990   0.0202
 VVV  H8    H  HCR6  0   0.266   3.8006  -1.4573   0.1990
 VVV  HN10  H  HNR6  0   0.411   2.0272   2.2892  -0.1148
 VVV  H12   H  HCH3  0   0.220  -0.5525  -2.9539  -1.7446
 VVV  H12A  H  HCH3  0   0.241  -1.5133  -4.1426  -0.8462
 VVV  H12B  H  HCH3  0   0.235  -2.2881  -2.6833  -1.4877
 VVV  H14   H  HCH3  0   0.264  -5.1386  -0.6336   0.1543
 VVV  H14A  H  HCH3  0   0.230  -4.3198   0.7122   0.9625
 VVV  H14B  H  HCH3  0   0.230  -4.3068   0.5943  -0.8130
 VVV  H15   H  HCH3  0   0.255   1.2485  -3.4672  -0.4783
 VVV  H15A  H  HCH3  0   0.251   2.6809  -3.3125   0.5240
 VVV  H15B  H  HCH3  0   0.256   1.0812  -3.2392   1.2559
 VVV  H18   H  HCH3  0   0.235  -1.8247   3.7366  -0.9834
 VVV  H18A  H  HCH3  0   0.235  -1.7425   3.8508   0.7910
 VVV  H18B  H  HCH3  0   0.268  -0.6844   4.8562  -0.2152

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
 VVV  C6   C1    aromatic  1.390  0.020  1.390
 VVV  C1   O11   single    1.359  0.020  1.359
 VVV  C1   C2    aromatic  1.411  0.020  1.411
 VVV  C3   C2    aromatic  1.405  0.020  1.405
 VVV  C2   C7    single    1.456  0.020  1.456
 VVV  C4   C3    aromatic  1.404  0.020  1.404
 VVV  C3   N10   single    1.374  0.020  1.374
 VVV  O17  C4    single    1.346  0.020  1.346
 VVV  C5   C4    aromatic  1.379  0.020  1.379
 VVV  C5   C6    aromatic  1.398  0.020  1.398
 VVV  C5   H5    single    0.930  0.020  1.080
 VVV  O13  C6    single    1.347  0.020  1.347
 VVV  C7   C8    double    1.354  0.020  1.354
 VVV  C7   C15   single    1.501  0.020  1.501
 VVV  C9   C8    single    1.446  0.020  1.446
 VVV  C8   H8    single    0.930  0.020  1.080
 VVV  N10  C9    single    1.360  0.020  1.360
 VVV  C9   O16   double    1.228  0.020  1.228
 VVV  N10  HN10  single    0.860  0.020  1.020
 VVV  O11  C12   single    1.422  0.020  1.422
 VVV  C12  H12   single    0.970  0.020  1.090
 VVV  C12  H12A  single    0.970  0.020  1.090
 VVV  C12  H12B  single    0.970  0.020  1.090
 VVV  C14  O13   single    1.413  0.020  1.413
 VVV  C14  H14   single    0.970  0.020  1.090
 VVV  C14  H14A  single    0.970  0.020  1.090
 VVV  C14  H14B  single    0.970  0.020  1.090
 VVV  C15  H15   single    0.970  0.020  1.090
 VVV  C15  H15A  single    0.970  0.020  1.090
 VVV  C15  H15B  single    0.970  0.020  1.090
 VVV  C18  O17   single    1.415  0.020  1.415
 VVV  C18  H18   single    0.970  0.020  1.090
 VVV  C18  H18A  single    0.970  0.020  1.090
 VVV  C18  H18B  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
 VVV  O11   C1   C6    118.25  3.000
 VVV  O11   C1   C2    121.30  3.000
 VVV  C6    C1   C2    120.46  3.000
 VVV  C7    C2   C3    116.63  3.000
 VVV  C7    C2   C1    125.09  3.000
 VVV  C3    C2   C1    118.27  3.000
 VVV  N10   C3   C4    118.33  3.000
 VVV  N10   C3   C2    120.87  3.000
 VVV  C4    C3   C2    120.79  3.000
 VVV  O17   C4   C5    124.72  3.000
 VVV  C5    C4   C3    119.98  3.000
 VVV  O17   C4   C3    115.29  3.000
 VVV  H5    C5   C6    120.09  3.000
 VVV  H5    C5   C4    119.83  3.000
 VVV  C6    C5   C4    120.09  3.000
 VVV  O13   C6   C5    123.38  3.000
 VVV  O13   C6   C1    116.23  3.000
 VVV  C5    C6   C1    120.39  3.000
 VVV  C15   C7   C8    117.42  3.000
 VVV  C15   C7   C2    123.50  3.000
 VVV  C8    C7   C2    119.06  3.000
 VVV  H8    C8   C9    116.00  3.000
 VVV  H8    C8   C7    119.69  3.000
 VVV  C9    C8   C7    124.31  3.000
 VVV  O16   C9   N10   121.65  3.000
 VVV  O16   C9   C8    124.37  3.000
 VVV  N10   C9   C8    113.98  3.000
 VVV  HN10  N10  C9    117.02  3.000
 VVV  HN10  N10  C3    117.89  3.000
 VVV  C9    N10  C3    125.09  3.000
 VVV  C12   O11  C1    114.57  3.000
 VVV  H12B  C12  H12A  108.76  3.000
 VVV  H12B  C12  H12   108.67  3.000
 VVV  H12A  C12  H12   108.72  3.000
 VVV  H12B  C12  O11   112.01  3.000
 VVV  H12A  C12  O11   107.05  3.000
 VVV  H12   C12  O11   111.54  3.000
 VVV  C14   O13  C6    118.75  3.000
 VVV  H14B  C14  H14A  108.97  3.000
 VVV  H14B  C14  H14   108.63  3.000
 VVV  H14A  C14  H14   108.59  3.000
 VVV  H14B  C14  O13   112.04  3.000
 VVV  H14A  C14  O13   112.08  3.000
 VVV  H14   C14  O13   106.39  3.000
 VVV  H15B  C15  H15A  107.98  3.000
 VVV  H15B  C15  H15   107.58  3.000
 VVV  H15A  C15  H15   107.37  3.000
 VVV  H15B  C15  C7    112.04  3.000
 VVV  H15A  C15  C7    109.44  3.000
 VVV  H15   C15  C7    112.23  3.000
 VVV  C18   O17  C4    118.91  3.000
 VVV  H18B  C18  H18A  108.87  3.000
 VVV  H18B  C18  H18   108.91  3.000
 VVV  H18A  C18  H18   109.08  3.000
 VVV  H18B  C18  O17   106.41  3.000
 VVV  H18A  C18  O17   111.69  3.000
 VVV  H18   C18  O17   111.78  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
 VVV  CONST_01  C4    C5   C6   C1     0.00   0.0  0
 VVV  CONST_02  C4    C3   C2   C1     0.00   0.0  0
 VVV  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 VVV  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 VVV  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 VVV  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 VVV  CONST_07  C8    C9   N10  C3     0.00   0.0  0
 VVV  CONST_08  O13   C6   C1   C2   180.00   0.0  0
 VVV  CONST_09  O17   C4   C3   C2   180.00   0.0  0
 VVV  CONST_10  O11   C1   C2   C3   180.00   0.0  0
 VVV  CONST_11  O13   C6   C5   C4   180.00   0.0  0
 VVV  CONST_12  O11   C1   C6   C5   180.00   0.0  0
 VVV  CONST_13  O17   C4   C5   C6   180.00   0.0  0
 VVV  CONST_14  O11   C1   C2   C7     0.00   0.0  0
 VVV  CONST_15  O17   C4   C3   N10    0.00   0.0  0
 VVV  CONST_16  O16   C9   N10  C3   180.00   0.0  0
 VVV  CONST_17  H5    C5   C6   C1   180.00   0.0  0
 VVV  CONST_18  HN10  N10  C9   C8   180.00   0.0  0
 VVV  Var_01    H15   C15  C7   C2    66.87  30.0  3
 VVV  Var_02    H12   C12  O11  C1    58.59  30.0  3
 VVV  Var_03    H18   C18  O17  C4   -60.88  30.0  3
 VVV  Var_04    H14   C14  O13  C6   178.40  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
 VVV  plan-1  C1    0.020
 VVV  plan-1  C2    0.020
 VVV  plan-1  C3    0.020
 VVV  plan-1  C4    0.020
 VVV  plan-1  C5    0.020
 VVV  plan-1  C6    0.020
 VVV  plan-1  C7    0.020
 VVV  plan-1  C8    0.020
 VVV  plan-1  C9    0.020
 VVV  plan-1  N10   0.020
 VVV  plan-1  O11   0.020
 VVV  plan-1  O13   0.020
 VVV  plan-1  C15   0.020
 VVV  plan-1  O16   0.020
 VVV  plan-1  O17   0.020
 VVV  plan-1  H5    0.020
 VVV  plan-1  H8    0.020
 VVV  plan-1  HN10  0.020

