# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 08:17:48 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 10-(4-hydroxyphenyl)-2,4-dioxo-2,3,4,10-tetrahydropyrimido[4,5-b]quinoline-8-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)N2c3cc(ccc3C=C4C(=O)NC(=O)N=C24)C#N
#
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
 6FV  6FV  10-(4-hydroxyphenyl)-2,4-dioxo-2,3,4,10-tetrahydropyrimido[4,5-b]quinoline-8-carbonitrile  ligand  35  25  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6FV
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
 6FV  N1   N  NR16  0  -0.723   4.1222   0.1956   0.0270
 6FV  N3   N  NR6   0  -0.693   0.0883   0.0205   0.0331
 6FV  C4   C  CR66  0  -0.214   2.1750  -1.1508   0.0067
 6FV  C5   C  CR16  0  -0.151   1.5317  -2.3399  -0.0132
 6FV  C6   C  CR66  0   0.410  -0.5997  -1.1757   0.0191
 6FV  C7   C  CR66  0   0.067   0.1143  -2.3890  -0.0047
 6FV  C8   C  CR16  0  -0.296  -0.5741  -3.6103  -0.0162
 6FV  C10  C  CR6   0   0.017  -2.6434  -2.4291   0.0235
 6FV  C13  C  CR6   0   0.193  -0.6474   1.2505   0.0497
 6FV  C15  C  CR16  0  -0.344  -1.7337   2.9956   1.2815
 6FV  C17  C  CR16  0  -0.390  -1.7190   3.0395  -1.1295
 6FV  C1   C  CR6   0   0.581   3.6433  -1.0787   0.0037
 6FV  C2   C  CR6   0   0.573   3.3624   1.3668   0.0516
 6FV  N2   N  N     0  -0.517   2.0052   1.2659   0.0529
 6FV  C3   C  CR66  0   0.553   1.4519   0.0895   0.0313
 6FV  C9   C  CR16  0  -0.285  -1.9961  -1.2059   0.0315
 6FV  C11  C  CR16  0  -0.243  -1.9450  -3.6449   0.0006
 6FV  C12  C  CSP   0   0.068  -4.0724  -2.4474   0.0401
 6FV  N4   N  NS    0  -0.232  -5.2234  -2.4716   0.0447
 6FV  O1   O  O     0  -0.465   3.9357   2.4373   0.0714
 6FV  O2   O  O     0  -0.434   4.3654  -2.0537  -0.0179
 6FV  C14  C  CR16  0  -0.225  -1.0128   1.8161   1.2610
 6FV  C16  C  CR6   0   0.372  -2.0897   3.6163   0.0839
 6FV  C18  C  CR16  0  -0.223  -0.9974   1.8576  -1.1436
 6FV  O3   O  OH1   0  -0.623  -2.7856   4.7620   0.1598
 6FV  H1   H  HNR6  0   0.422   5.1280   0.3112   0.0253
 6FV  H2   H  HCR6  0   0.304   2.0956  -3.2648  -0.0329
 6FV  H3   H  HCR6  0   0.291  -0.0058  -4.5304  -0.0345
 6FV  H4   H  HCR6  0   0.276  -2.0186   3.4419   2.2254
 6FV  H5   H  HCR6  0   0.283  -1.9885   3.5112  -2.0666
 6FV  H7   H  HCR6  0   0.316  -2.5775  -0.2963   0.0494
 6FV  H8   H  HCR6  0   0.295  -2.4789  -4.5840  -0.0031
 6FV  H9   H  HCR6  0   0.277  -0.7350   1.3386   2.1919
 6FV  H10  H  HCR6  0   0.279  -0.7113   1.4130  -2.0880
 6FV  H11  H  HOH1  0   0.479  -2.9622   5.1123  -0.7203

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
 6FV  O1   C2   double    1.214  0.020  1.214
 6FV  C2   N1   single    1.396  0.020  1.396
 6FV  C2   N2   single    1.361  0.020  1.361
 6FV  O3   C16  single    1.343  0.020  1.343
 6FV  C15  C16  aromatic  1.395  0.020  1.395
 6FV  C15  C14  aromatic  1.383  0.020  1.383
 6FV  N1   C1   single    1.361  0.020  1.361
 6FV  N2   C3   double    1.300  0.020  1.300
 6FV  C16  C17  aromatic  1.394  0.020  1.394
 6FV  C14  C13  aromatic  1.386  0.020  1.386
 6FV  C17  C18  aromatic  1.385  0.020  1.385
 6FV  C1   O2   double    1.213  0.020  1.213
 6FV  C1   C4   single    1.470  0.020  1.470
 6FV  C3   C4   single    1.436  0.020  1.436
 6FV  C3   N3   single    1.365  0.020  1.365
 6FV  C13  C18  aromatic  1.384  0.020  1.384
 6FV  C13  N3   single    1.433  0.020  1.433
 6FV  C4   C5   double    1.352  0.020  1.352
 6FV  N3   C6   single    1.380  0.020  1.380
 6FV  C5   C7   single    1.418  0.020  1.418
 6FV  C6   C7   aromatic  1.408  0.020  1.408
 6FV  C6   C9   aromatic  1.397  0.020  1.397
 6FV  C7   C8   aromatic  1.402  0.020  1.402
 6FV  C9   C10  aromatic  1.384  0.020  1.384
 6FV  C8   C11  aromatic  1.371  0.020  1.371
 6FV  C10  C11  aromatic  1.402  0.020  1.402
 6FV  C10  C12  single    1.429  0.020  1.429
 6FV  C12  N4   triple    1.151  0.020  1.151
 6FV  N1   H1   single    0.860  0.020  1.020
 6FV  C5   H2   single    0.930  0.020  1.080
 6FV  C8   H3   single    0.930  0.020  1.080
 6FV  C15  H4   single    0.930  0.020  1.080
 6FV  C17  H5   single    0.930  0.020  1.080
 6FV  C9   H7   single    0.930  0.020  1.080
 6FV  C11  H8   single    0.930  0.020  1.080
 6FV  C14  H9   single    0.930  0.020  1.080
 6FV  C18  H10  single    0.930  0.020  1.080
 6FV  O3   H11  single    0.850  0.020  0.980

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
 6FV  H1   N1   C2   116.41  3.000
 6FV  H1   N1   C1   117.15  3.000
 6FV  C2   N1   C1   126.44  3.000
 6FV  C3   N3   C13  117.98  3.000
 6FV  C13  N3   C6   119.22  3.000
 6FV  C3   N3   C6   122.80  3.000
 6FV  C3   C4   C1   117.43  3.000
 6FV  C3   C4   C5   121.35  3.000
 6FV  C1   C4   C5   121.22  3.000
 6FV  H2   C5   C7   119.38  3.000
 6FV  H2   C5   C4   120.23  3.000
 6FV  C7   C5   C4   120.39  3.000
 6FV  C9   C6   C7   119.24  3.000
 6FV  C9   C6   N3   121.13  3.000
 6FV  C7   C6   N3   119.63  3.000
 6FV  C8   C7   C6   120.12  3.000
 6FV  C8   C7   C5   121.39  3.000
 6FV  C6   C7   C5   118.49  3.000
 6FV  H3   C8   C11  120.26  3.000
 6FV  H3   C8   C7   118.89  3.000
 6FV  C11  C8   C7   120.84  3.000
 6FV  C12  C10  C11  119.15  3.000
 6FV  C12  C10  C9   118.62  3.000
 6FV  C11  C10  C9   122.24  3.000
 6FV  C18  C13  C14  120.53  3.000
 6FV  C18  C13  N3   119.76  3.000
 6FV  C14  C13  N3   119.71  3.000
 6FV  H4   C15  C16  119.88  3.000
 6FV  H4   C15  C14  120.13  3.000
 6FV  C16  C15  C14  120.00  3.000
 6FV  H5   C17  C18  119.50  3.000
 6FV  H5   C17  C16  120.45  3.000
 6FV  C18  C17  C16  120.04  3.000
 6FV  O2   C1   C4   123.71  3.000
 6FV  C4   C1   N1   113.40  3.000
 6FV  O2   C1   N1   122.89  3.000
 6FV  O1   C2   N2   122.42  3.000
 6FV  N2   C2   N1   118.72  3.000
 6FV  O1   C2   N1   118.86  3.000
 6FV  C3   N2   C2   119.44  3.000
 6FV  N2   C3   C4   124.58  3.000
 6FV  C4   C3   N3   117.34  3.000
 6FV  N2   C3   N3   118.08  3.000
 6FV  H7   C9   C10  119.53  3.000
 6FV  H7   C9   C6   121.35  3.000
 6FV  C10  C9   C6   119.12  3.000
 6FV  H8   C11  C10  120.50  3.000
 6FV  H8   C11  C8   121.06  3.000
 6FV  C10  C11  C8   118.44  3.000
 6FV  N4   C12  C10  180.00  3.000
 6FV  H9   C14  C15  119.83  3.000
 6FV  H9   C14  C13  120.27  3.000
 6FV  C15  C14  C13  119.90  3.000
 6FV  O3   C16  C17  122.70  3.000
 6FV  C17  C16  C15  119.70  3.000
 6FV  O3   C16  C15  117.61  3.000
 6FV  H10  C18  C17  119.82  3.000
 6FV  H10  C18  C13  120.35  3.000
 6FV  C17  C18  C13  119.83  3.000
 6FV  H11  O3   C16  110.71  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
 6FV  CONST_01  C11  C8   C7   C6     0.00   0.0  0
 6FV  CONST_02  C11  C10  C9   C6     0.00   0.0  0
 6FV  CONST_03  C10  C9   C6   C7     0.00   0.0  0
 6FV  CONST_04  C10  C11  C8   C7     0.00   0.0  0
 6FV  CONST_05  C9   C6   C7   C8     0.00   0.0  0
 6FV  CONST_06  C9   C10  C11  C8     0.00   0.0  0
 6FV  CONST_07  C16  C15  C14  C13    0.00   0.0  0
 6FV  CONST_08  C16  C17  C18  C13    0.00   0.0  0
 6FV  CONST_09  C18  C17  C16  C15    0.00   0.0  0
 6FV  CONST_10  C18  C13  C14  C15    0.00   0.0  0
 6FV  CONST_11  C14  C15  C16  C17    0.00   0.0  0
 6FV  CONST_12  C14  C13  C18  C17    0.00   0.0  0
 6FV  CONST_13  C15  C14  C13  N3   180.00   0.0  0
 6FV  CONST_14  C17  C18  C13  N3   180.00   0.0  0
 6FV  CONST_15  C3   N2   C2   N1     0.00   0.0  0
 6FV  CONST_16  C2   N2   C3   N3   180.00   0.0  0
 6FV  CONST_17  C2   N1   C1   C4     0.00   0.0  0
 6FV  CONST_18  C2   N2   C3   C4     0.00   0.0  0
 6FV  CONST_19  C13  N3   C3   C4   180.00   0.0  0
 6FV  CONST_20  C6   N3   C3   C4     0.00   0.0  0
 6FV  CONST_21  N2   C3   N3   C6   180.00   0.0  0
 6FV  CONST_22  N2   C3   N3   C13    0.00   0.0  0
 6FV  CONST_23  N2   C2   N1   C1     0.00   0.0  0
 6FV  CONST_24  C12  C10  C9   C6   180.00   0.0  0
 6FV  CONST_25  C12  C10  C11  C8   180.00   0.0  0
 6FV  CONST_26  O3   C16  C15  C14  180.00   0.0  0
 6FV  CONST_27  O3   C16  C17  C18  180.00   0.0  0
 6FV  CONST_28  O1   C2   N1   C1   180.00   0.0  0
 6FV  CONST_29  O2   C1   N1   C2   180.00   0.0  0
 6FV  CONST_30  O1   C2   N2   C3   180.00   0.0  0
 6FV  CONST_31  H9   C14  C13  N3     0.00   0.0  0
 6FV  CONST_32  H10  C18  C13  N3     0.00   0.0  0
 6FV  CONST_33  H7   C9   C6   N3     0.00   0.0  0
 6FV  CONST_34  H3   C8   C7   C5     0.00   0.0  0
 6FV  CONST_35  H8   C11  C8   C7   180.00   0.0  0
 6FV  CONST_36  H4   C15  C14  C13  180.00   0.0  0
 6FV  CONST_37  H5   C17  C18  C13  180.00   0.0  0
 6FV  CONST_38  H1   N1   C1   C4   180.00   0.0  0
 6FV  Var_01    C14  C13  N3   C6    89.19  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
 6FV  plan-1  N3   0.020
 6FV  plan-1  C13  0.020
 6FV  plan-1  C15  0.020
 6FV  plan-1  C17  0.020
 6FV  plan-1  C14  0.020
 6FV  plan-1  C16  0.020
 6FV  plan-1  C18  0.020
 6FV  plan-1  O3   0.020
 6FV  plan-1  H4   0.020
 6FV  plan-1  H5   0.020
 6FV  plan-1  H9   0.020
 6FV  plan-1  H10  0.020
 6FV  plan-2  N1   0.020
 6FV  plan-2  N3   0.020
 6FV  plan-2  C4   0.020
 6FV  plan-2  C5   0.020
 6FV  plan-2  C6   0.020
 6FV  plan-2  C7   0.020
 6FV  plan-2  C8   0.020
 6FV  plan-2  C10  0.020
 6FV  plan-2  C13  0.020
 6FV  plan-2  C1   0.020
 6FV  plan-2  C2   0.020
 6FV  plan-2  N2   0.020
 6FV  plan-2  C3   0.020
 6FV  plan-2  C9   0.020
 6FV  plan-2  C11  0.020
 6FV  plan-2  C12  0.020
 6FV  plan-2  N4   0.020
 6FV  plan-2  O1   0.020
 6FV  plan-2  O2   0.020
 6FV  plan-2  H1   0.020
 6FV  plan-2  H2   0.020
 6FV  plan-2  H3   0.020
 6FV  plan-2  H7   0.020
 6FV  plan-2  H8   0.020

