# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 23:31:52 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 2,4-dioxo-10-[3-(1H-tetrazol-5-yl)phenyl]-2,3,4,10-tetrahydropyrimido[4,5-b]quinoline-8-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1NC(=O)C2=Cc3ccc(cc3N(c4cccc(c4)c5[nH]nnn5)C2=N1)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
 6FQ  6FQ  2,4-dioxo-10-[3-(1H-tetrazol-5-yl)phenyl]-2,3,4,10-tetrahydropyrimido[4,5-b]quinoline-8-carbonitrile  ligand  39  29  .  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_6FQ
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
 6FQ  N1   N  NR16  0  -0.723   3.2518   3.0948  -0.1766
 6FQ  N3   N  NR6   0  -0.702   0.8330  -0.0896   0.3633
 6FQ  C4   C  CR66  0  -0.211   2.9559   0.7510  -0.3488
 6FQ  C5   C  CR16  0  -0.150   3.3671  -0.4986  -0.6610
 6FQ  C6   C  CR66  0   0.413   1.2191  -1.3790   0.0560
 6FQ  C7   C  CR66  0   0.068   2.5057  -1.6096  -0.4662
 6FQ  C8   C  CR16  0  -0.295   2.9100  -2.9143  -0.7825
 6FQ  C10  C  CR6   0   0.018   0.7861  -3.7322  -0.0728
 6FQ  C13  C  CR6   0   0.239  -0.4796   0.1390   0.8901
 6FQ  C15  C  CR16  0  -0.246  -1.9519   0.3296   2.7598
 6FQ  C17  C  CR6   0   0.050  -2.8108   0.5267   0.5178
 6FQ  C1   C  CR6   0   0.583   3.8296   1.9181  -0.5458
 6FQ  C2   C  CR6   0   0.577   1.9668   3.2616   0.3418
 6FQ  N2   N  N     0  -0.519   1.1815   2.1623   0.5096
 6FQ  C3   C  CR66  0   0.559   1.6460   0.9934   0.1857
 6FQ  C9   C  CR16  0  -0.283   0.3548  -2.4582   0.2529
 6FQ  C11  C  CR16  0  -0.242   2.0652  -3.9772  -0.5919
 6FQ  C12  C  CSP   0   0.069  -0.1069  -4.8298   0.1268
 6FQ  N4   N  NS    0  -0.230  -0.8226  -5.7178   0.2829
 6FQ  O1   O  O     0  -0.463   1.5902   4.3802   0.6275
 6FQ  O2   O  O     0  -0.432   4.9554   1.8471  -0.9937
 6FQ  C14  C  CR16  0  -0.227  -0.6731   0.1345   2.2619
 6FQ  C16  C  CR16  0  -0.267  -3.0171   0.5251   1.8952
 6FQ  C18  C  CR16  0  -0.261  -1.5272   0.3328   0.0123
 6FQ  C19  C  CR5   0   0.514  -3.9073   0.7243  -0.4206
 6FQ  N5   N  NR15  0  -0.507  -5.1903   0.9432  -0.1206
 6FQ  N6   N  N     0  -0.341  -3.8188   0.7202  -1.7319
 6FQ  N7   N  N     0  -0.135  -5.0462   0.9364  -2.1940
 6FQ  N8   N  N     0  -0.067  -5.8797   1.0725  -1.2395
 6FQ  H1   H  HNR6  0   0.424   3.8017   3.9374  -0.2930
 6FQ  H2   H  HCR6  0   0.305   4.3594  -0.6624  -1.0633
 6FQ  H3   H  HCR6  0   0.293   3.9029  -3.0730  -1.1815
 6FQ  H4   H  HCR6  0   0.284  -2.1197   0.3281   3.8276
 6FQ  H6   H  HCR6  0   0.316  -0.6396  -2.3184   0.6502
 6FQ  H7   H  HCR6  0   0.297   2.3742  -4.9834  -0.8346
 6FQ  H8   H  HCR6  0   0.288   0.1632  -0.0187   2.9309
 6FQ  H9   H  HCR6  0   0.267  -4.0049   0.6723   2.3117
 6FQ  H10  H  HCR6  0   0.287  -1.3521   0.3294  -1.0556
 6FQ  H11  H  HNR5  0   0.453  -5.6550   1.0211   0.7733

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
 6FQ  O2   C1   double    1.214  0.020  1.214
 6FQ  C1   N1   single    1.362  0.020  1.362
 6FQ  C1   C4   single    1.471  0.020  1.471
 6FQ  N1   C2   single    1.396  0.020  1.396
 6FQ  C4   C5   double    1.352  0.020  1.352
 6FQ  C4   C3   single    1.435  0.020  1.435
 6FQ  C5   C7   single    1.419  0.020  1.419
 6FQ  O1   C2   double    1.214  0.020  1.214
 6FQ  C2   N2   single    1.361  0.020  1.361
 6FQ  C3   N2   double    1.299  0.020  1.299
 6FQ  C3   N3   single    1.366  0.020  1.366
 6FQ  C7   C8   aromatic  1.402  0.020  1.402
 6FQ  C7   C6   aromatic  1.408  0.020  1.408
 6FQ  C8   C11  aromatic  1.371  0.020  1.371
 6FQ  N3   C6   single    1.381  0.020  1.381
 6FQ  N3   C13  single    1.433  0.020  1.433
 6FQ  C6   C9   aromatic  1.397  0.020  1.397
 6FQ  C11  C10  aromatic  1.402  0.020  1.402
 6FQ  C14  C13  aromatic  1.385  0.020  1.385
 6FQ  C14  C15  aromatic  1.386  0.020  1.386
 6FQ  C9   C10  aromatic  1.384  0.020  1.384
 6FQ  C13  C18  aromatic  1.380  0.020  1.380
 6FQ  C10  C12  single    1.429  0.020  1.429
 6FQ  C15  C16  aromatic  1.386  0.020  1.386
 6FQ  C12  N4   triple    1.151  0.020  1.151
 6FQ  C18  C17  aromatic  1.393  0.020  1.393
 6FQ  C16  C17  aromatic  1.393  0.020  1.393
 6FQ  C17  C19  single    1.457  0.020  1.457
 6FQ  C19  N6   aromatic  1.314  0.020  1.314
 6FQ  C19  N5   aromatic  1.336  0.020  1.336
 6FQ  N6   N7   aromatic  1.329  0.020  1.329
 6FQ  N5   N8   aromatic  1.321  0.020  1.321
 6FQ  N7   N8   aromatic  1.274  0.020  1.274
 6FQ  N1   H1   single    0.860  0.020  1.020
 6FQ  C5   H2   single    0.930  0.020  1.080
 6FQ  C8   H3   single    0.930  0.020  1.080
 6FQ  C15  H4   single    0.930  0.020  1.080
 6FQ  C9   H6   single    0.930  0.020  1.080
 6FQ  C11  H7   single    0.930  0.020  1.080
 6FQ  C14  H8   single    0.930  0.020  1.080
 6FQ  C16  H9   single    0.930  0.020  1.080
 6FQ  C18  H10  single    0.930  0.020  1.080
 6FQ  N5   H11  single    0.860  0.020  1.020

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
 6FQ  H1   N1   C2   116.30  3.000
 6FQ  H1   N1   C1   117.21  3.000
 6FQ  C2   N1   C1   126.48  3.000
 6FQ  C3   N3   C13  117.82  3.000
 6FQ  C13  N3   C6   119.15  3.000
 6FQ  C3   N3   C6   123.04  3.000
 6FQ  C3   C4   C1   117.25  3.000
 6FQ  C3   C4   C5   121.30  3.000
 6FQ  C1   C4   C5   121.45  3.000
 6FQ  H2   C5   C7   119.25  3.000
 6FQ  H2   C5   C4   120.27  3.000
 6FQ  C7   C5   C4   120.48  3.000
 6FQ  C9   C6   C7   119.43  3.000
 6FQ  C9   C6   N3   121.15  3.000
 6FQ  C7   C6   N3   119.42  3.000
 6FQ  C8   C7   C6   119.98  3.000
 6FQ  C6   C7   C5   118.52  3.000
 6FQ  C8   C7   C5   121.50  3.000
 6FQ  H3   C8   C11  120.20  3.000
 6FQ  H3   C8   C7   118.97  3.000
 6FQ  C11  C8   C7   120.82  3.000
 6FQ  C12  C10  C11  119.18  3.000
 6FQ  C12  C10  C9   118.65  3.000
 6FQ  C11  C10  C9   122.17  3.000
 6FQ  C18  C13  C14  121.61  3.000
 6FQ  C18  C13  N3   118.93  3.000
 6FQ  C14  C13  N3   119.44  3.000
 6FQ  H4   C15  C16  119.81  3.000
 6FQ  H4   C15  C14  119.86  3.000
 6FQ  C16  C15  C14  120.33  3.000
 6FQ  C19  C17  C18  118.60  3.000
 6FQ  C19  C17  C16  121.72  3.000
 6FQ  C18  C17  C16  119.68  3.000
 6FQ  O2   C1   C4   123.63  3.000
 6FQ  C4   C1   N1   113.40  3.000
 6FQ  O2   C1   N1   122.96  3.000
 6FQ  O1   C2   N2   122.41  3.000
 6FQ  N2   C2   N1   118.71  3.000
 6FQ  O1   C2   N1   118.88  3.000
 6FQ  C3   N2   C2   119.32  3.000
 6FQ  N2   C3   C4   124.83  3.000
 6FQ  N2   C3   N3   117.92  3.000
 6FQ  C4   C3   N3   117.24  3.000
 6FQ  H6   C9   C10  119.53  3.000
 6FQ  H6   C9   C6   121.44  3.000
 6FQ  C10  C9   C6   119.03  3.000
 6FQ  H7   C11  C10  120.46  3.000
 6FQ  H7   C11  C8   120.98  3.000
 6FQ  C10  C11  C8   118.56  3.000
 6FQ  N4   C12  C10  180.00  3.000
 6FQ  H8   C14  C15  120.73  3.000
 6FQ  H8   C14  C13  120.32  3.000
 6FQ  C15  C14  C13  118.95  3.000
 6FQ  H9   C16  C17  121.05  3.000
 6FQ  H9   C16  C15  118.73  3.000
 6FQ  C17  C16  C15  120.22  3.000
 6FQ  H10  C18  C17  120.50  3.000
 6FQ  H10  C18  C13  120.29  3.000
 6FQ  C17  C18  C13  119.21  3.000
 6FQ  N6   C19  N5   106.82  3.000
 6FQ  N5   C19  C17  126.91  3.000
 6FQ  N6   C19  C17  126.27  3.000
 6FQ  H11  N5   N8   120.13  3.000
 6FQ  H11  N5   C19  130.77  3.000
 6FQ  N8   N5   C19  109.10  3.000
 6FQ  N7   N6   C19  106.51  3.000
 6FQ  N8   N7   N6   111.16  3.000
 6FQ  N7   N8   N5   106.42  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
 6FQ  CONST_01  C11  C8   C7   C6     0.00   0.0  0
 6FQ  CONST_02  C11  C10  C9   C6     0.00   0.0  0
 6FQ  CONST_03  C10  C11  C8   C7     0.00   0.0  0
 6FQ  CONST_04  C10  C9   C6   C7     0.00   0.0  0
 6FQ  CONST_05  C9   C6   C7   C8     0.00   0.0  0
 6FQ  CONST_06  C9   C10  C11  C8     0.00   0.0  0
 6FQ  CONST_07  C16  C15  C14  C13    0.00   0.0  0
 6FQ  CONST_08  C16  C17  C18  C13    0.00   0.0  0
 6FQ  CONST_09  C19  C17  C18  C13  180.00   0.0  0
 6FQ  CONST_10  C18  C13  C14  C15    0.00   0.0  0
 6FQ  CONST_11  C18  C17  C16  C15    0.00   0.0  0
 6FQ  CONST_12  C19  C17  C16  C15  180.00   0.0  0
 6FQ  CONST_13  C14  C13  C18  C17    0.00   0.0  0
 6FQ  CONST_14  C14  C15  C16  C17    0.00   0.0  0
 6FQ  CONST_15  N7   N6   C19  C17  180.00   0.0  0
 6FQ  CONST_16  N8   N5   C19  C17  180.00   0.0  0
 6FQ  CONST_17  N6   C19  C17  C16  180.00   0.0  0
 6FQ  CONST_18  N5   C19  C17  C16    0.00   0.0  0
 6FQ  CONST_19  N6   C19  C17  C18    0.00   0.0  0
 6FQ  CONST_20  N5   C19  C17  C18  180.00   0.0  0
 6FQ  CONST_21  N8   N7   N6   C19    0.00   0.0  0
 6FQ  CONST_22  N7   N8   N5   C19    0.00   0.0  0
 6FQ  CONST_23  N7   N6   C19  N5     0.00   0.0  0
 6FQ  CONST_24  N6   N7   N8   N5     0.00   0.0  0
 6FQ  CONST_25  N8   N5   C19  N6     0.00   0.0  0
 6FQ  CONST_26  C15  C14  C13  N3   180.00   0.0  0
 6FQ  CONST_27  C17  C18  C13  N3   180.00   0.0  0
 6FQ  CONST_28  C3   N2   C2   N1     0.00   0.0  0
 6FQ  CONST_29  C2   N2   C3   N3   180.00   0.0  0
 6FQ  CONST_30  C2   N1   C1   C4     0.00   0.0  0
 6FQ  CONST_31  C2   N2   C3   C4     0.00   0.0  0
 6FQ  CONST_32  C6   N3   C3   C4     0.00   0.0  0
 6FQ  CONST_33  C13  N3   C3   C4   180.00   0.0  0
 6FQ  CONST_34  N2   C3   N3   C6   180.00   0.0  0
 6FQ  CONST_35  N2   C3   N3   C13    0.00   0.0  0
 6FQ  CONST_36  N2   C2   N1   C1     0.00   0.0  0
 6FQ  CONST_37  C12  C10  C9   C6   180.00   0.0  0
 6FQ  CONST_38  C12  C10  C11  C8   180.00   0.0  0
 6FQ  CONST_39  O1   C2   N1   C1   180.00   0.0  0
 6FQ  CONST_40  O2   C1   N1   C2   180.00   0.0  0
 6FQ  CONST_41  O1   C2   N2   C3   180.00   0.0  0
 6FQ  CONST_42  H6   C9   C6   N3     0.00   0.0  0
 6FQ  CONST_43  H8   C14  C13  N3     0.00   0.0  0
 6FQ  CONST_44  H10  C18  C13  N3     0.00   0.0  0
 6FQ  CONST_45  H3   C8   C7   C5     0.00   0.0  0
 6FQ  CONST_46  H7   C11  C8   C7   180.00   0.0  0
 6FQ  CONST_47  H4   C15  C14  C13  180.00   0.0  0
 6FQ  CONST_48  H11  N5   C19  C17    0.00   0.0  0
 6FQ  CONST_49  H9   C16  C15  C14  180.00   0.0  0
 6FQ  CONST_50  H1   N1   C1   C4   180.00   0.0  0
 6FQ  Var_01    C14  C13  N3   C6    91.28  30.0  2

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
 6FQ  plan-1  C17  0.020
 6FQ  plan-1  C19  0.020
 6FQ  plan-1  N5   0.020
 6FQ  plan-1  N6   0.020
 6FQ  plan-1  N7   0.020
 6FQ  plan-1  N8   0.020
 6FQ  plan-1  H11  0.020
 6FQ  plan-2  N3   0.020
 6FQ  plan-2  C13  0.020
 6FQ  plan-2  C15  0.020
 6FQ  plan-2  C17  0.020
 6FQ  plan-2  C14  0.020
 6FQ  plan-2  C16  0.020
 6FQ  plan-2  C18  0.020
 6FQ  plan-2  C19  0.020
 6FQ  plan-2  H4   0.020
 6FQ  plan-2  H8   0.020
 6FQ  plan-2  H9   0.020
 6FQ  plan-2  H10  0.020
 6FQ  plan-3  N1   0.020
 6FQ  plan-3  N3   0.020
 6FQ  plan-3  C4   0.020
 6FQ  plan-3  C5   0.020
 6FQ  plan-3  C6   0.020
 6FQ  plan-3  C7   0.020
 6FQ  plan-3  C8   0.020
 6FQ  plan-3  C10  0.020
 6FQ  plan-3  C13  0.020
 6FQ  plan-3  C1   0.020
 6FQ  plan-3  C2   0.020
 6FQ  plan-3  N2   0.020
 6FQ  plan-3  C3   0.020
 6FQ  plan-3  C9   0.020
 6FQ  plan-3  C11  0.020
 6FQ  plan-3  C12  0.020
 6FQ  plan-3  N4   0.020
 6FQ  plan-3  O1   0.020
 6FQ  plan-3  O2   0.020
 6FQ  plan-3  H1   0.020
 6FQ  plan-3  H2   0.020
 6FQ  plan-3  H3   0.020
 6FQ  plan-3  H6   0.020
 6FQ  plan-3  H7   0.020

