# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 08:00:02 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: (13bS)-4,9-dimethoxy-14-methyl-8,13,13b,14-tetrahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc2[nH]c3[C@H]4N(C)c5cccc(OC)c5C(=O)N4CCc3c12
#
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
 FZA  FZA  (13bS)-4,9-dimethoxy-14-methyl-8,13,13b,14-tetrahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one  ligand  48  27  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FZA
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
 FZA  C1   C  CR16  0  -0.426   1.4764  36.3755  35.9004
 FZA  C8   C  CR16  0   0.119   3.0110  31.9041  37.0009
 FZA  C6   C  CR6   0   0.371   0.9209  35.1057  35.7749
 FZA  C5   C  CR6   0  -0.307   1.7357  33.9611  35.9095
 FZA  C4   C  CR6   0   0.439   3.0993  34.1207  36.2442
 FZA  C3   C  CR16  0  -0.385   3.6517  35.4041  36.3386
 FZA  C2   C  CR16  0  -0.224   2.8352  36.5013  36.1595
 FZA  C10  C  C     0   0.605   1.2554  32.6117  35.5252
 FZA  C14  C  CR56  0   0.042   3.8404  29.5436  36.6073
 FZA  C12  C  CR56  0   0.229   3.7855  30.6865  37.3449
 FZA  O11  O  O     0  -0.487   0.2977  32.4241  34.7867
 FZA  O24  O  O2    0  -0.448  -0.3808  34.9059  35.5436
 FZA  C25  C  CH3   0  -0.441  -1.2389  36.0256  35.4354
 FZA  N7   N  NT    0  -0.526   3.8299  32.9842  36.4692
 FZA  C26  C  CH3   0  -0.558   5.2519  33.0524  36.7071
 FZA  N17  N  NR15  0  -0.746   4.5652  30.5659  38.4634
 FZA  C18  C  CR56  0   0.350   5.1586  29.3391  38.4599
 FZA  C20  C  CR16  0  -0.337   6.0372  28.7677  39.3854
 FZA  C21  C  CR16  0  -0.267   6.4699  27.4890  39.1172
 FZA  C22  C  CR16  0  -0.423   6.0603  26.7792  37.9731
 FZA  C23  C  CR6   0   0.285   5.1907  27.3543  37.0622
 FZA  O27  O  O2    0  -0.462   4.7465  26.7653  35.9379
 FZA  C28  C  CH3   0  -0.435   5.1889  25.4555  35.6435
 FZA  C19  C  CR56  0  -0.076   4.7236  28.6599  37.3033
 FZA  C15  C  C     0  -0.532   2.9794  29.3912  35.3997
 FZA  C16  C  C     0  -0.299   1.7143  30.2109  35.6183
 FZA  N9   N  NR6   0  -0.530   2.0158  31.5859  35.9896
 FZA  H1   H  HCR6  0   0.279   0.8737  37.2668  35.8050
 FZA  H2   H  HCR6  0   0.258   2.5000  32.2711  37.9070
 FZA  H3   H  HCR6  0   0.270   4.6935  35.5468  36.5858
 FZA  H4   H  HCR6  0   0.265   3.2584  37.4932  36.2531
 FZA  H5   H  HCH3  0   0.261  -2.2362  35.6279  35.2659
 FZA  H6   H  HCH3  0   0.231  -1.2483  36.6224  36.3506
 FZA  H7   H  HCH3  0   0.231  -0.9694  36.6696  34.5948
 FZA  H8   H  HCH3  0   0.272   5.7003  32.0738  36.5568
 FZA  H9   H  HCH3  0   0.259   5.7077  33.7211  35.9796
 FZA  H10  H  HCH3  0   0.231   5.5130  33.4090  37.7090
 FZA  H11  H  HNR5  0   0.410   4.6895  31.2676  39.1745
 FZA  H12  H  HCR6  0   0.257   6.3630  29.3031  40.2672
 FZA  H13  H  HCR6  0   0.254   7.1511  27.0036  39.8040
 FZA  H14  H  HCR6  0   0.272   6.4433  25.7791  37.8243
 FZA  H15  H  HCH3  0   0.258   4.7156  25.1723  34.7068
 FZA  H16  H  HCH3  0   0.227   6.2741  25.4104  35.5195
 FZA  H17  H  HCH3  0   0.227   4.8934  24.7416  36.4167
 FZA  H18  H  H     0   0.256   2.6956  28.3516  35.2414
 FZA  H19  H  H     0   0.247   3.4907  29.7223  34.4909
 FZA  H20  H  H     0   0.264   1.1147  30.2357  34.7122
 FZA  H21  H  H     0   0.241   1.1108  29.7354  36.3980

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
 FZA  O24  C25  single    1.415  0.020  1.415
 FZA  O24  C6   single    1.337  0.020  1.337
 FZA  O11  C10  double    1.224  0.020  1.224
 FZA  C15  C16  single    1.523  0.020  1.523
 FZA  C15  C14  single    1.491  0.020  1.491
 FZA  C6   C1   aromatic  1.392  0.020  1.392
 FZA  C6   C5   aromatic  1.411  0.020  1.411
 FZA  C10  N9   single    1.359  0.020  1.359
 FZA  C10  C5   single    1.483  0.020  1.483
 FZA  C16  N9   single    1.456  0.020  1.456
 FZA  C1   C2   aromatic  1.389  0.020  1.389
 FZA  N9   C8   single    1.454  0.020  1.454
 FZA  C5   C4   aromatic  1.413  0.020  1.413
 FZA  C28  O27  single    1.414  0.020  1.414
 FZA  C2   C3   aromatic  1.379  0.020  1.379
 FZA  O27  C23  single    1.345  0.020  1.345
 FZA  C4   N7   single    1.370  0.020  1.370
 FZA  C4   C3   aromatic  1.400  0.020  1.400
 FZA  C14  C12  aromatic  1.361  0.020  1.361
 FZA  C14  C19  aromatic  1.430  0.020  1.430
 FZA  N7   C8   single    1.456  0.020  1.456
 FZA  N7   C26  single    1.443  0.020  1.443
 FZA  C8   C12  single    1.483  0.020  1.483
 FZA  C12  N17  aromatic  1.369  0.020  1.369
 FZA  C23  C19  aromatic  1.407  0.020  1.407
 FZA  C23  C22  aromatic  1.384  0.020  1.384
 FZA  C19  C18  aromatic  1.410  0.020  1.410
 FZA  N17  C18  aromatic  1.363  0.020  1.363
 FZA  C22  C21  aromatic  1.407  0.020  1.407
 FZA  C18  C20  aromatic  1.398  0.020  1.398
 FZA  C21  C20  aromatic  1.376  0.020  1.376
 FZA  C1   H1   single    0.930  0.020  1.080
 FZA  C8   H2   single    0.970  0.020  1.090
 FZA  C3   H3   single    0.930  0.020  1.080
 FZA  C2   H4   single    0.930  0.020  1.080
 FZA  C25  H5   single    0.970  0.020  1.090
 FZA  C25  H6   single    0.970  0.020  1.090
 FZA  C25  H7   single    0.970  0.020  1.090
 FZA  C26  H8   single    0.970  0.020  1.090
 FZA  C26  H9   single    0.970  0.020  1.090
 FZA  C26  H10  single    0.970  0.020  1.090
 FZA  N17  H11  single    0.860  0.020  1.020
 FZA  C20  H12  single    0.930  0.020  1.080
 FZA  C21  H13  single    0.930  0.020  1.080
 FZA  C22  H14  single    0.930  0.020  1.080
 FZA  C28  H15  single    0.970  0.020  1.090
 FZA  C28  H16  single    0.970  0.020  1.090
 FZA  C28  H17  single    0.970  0.020  1.090
 FZA  C15  H18  single    0.970  0.020  1.090
 FZA  C15  H19  single    0.970  0.020  1.090
 FZA  C16  H20  single    0.970  0.020  1.090
 FZA  C16  H21  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
 FZA  H1   C1   C2   119.19  3.000
 FZA  H1   C1   C6   121.48  3.000
 FZA  C2   C1   C6   119.34  3.000
 FZA  H2   C8   N9   109.09  3.000
 FZA  H2   C8   N7   108.28  3.000
 FZA  N9   C8   N7   107.05  3.000
 FZA  H2   C8   C12  108.94  3.000
 FZA  N7   C8   C12  113.57  3.000
 FZA  N9   C8   C12  109.82  3.000
 FZA  O24  C6   C5   117.22  3.000
 FZA  C5   C6   C1   120.06  3.000
 FZA  O24  C6   C1   122.72  3.000
 FZA  C10  C5   C4   118.47  3.000
 FZA  C4   C5   C6   119.22  3.000
 FZA  C10  C5   C6   121.74  3.000
 FZA  N7   C4   C3   122.61  3.000
 FZA  C3   C4   C5   120.01  3.000
 FZA  N7   C4   C5   117.38  3.000
 FZA  H3   C3   C2   119.71  3.000
 FZA  H3   C3   C4   121.13  3.000
 FZA  C2   C3   C4   119.12  3.000
 FZA  H4   C2   C3   119.09  3.000
 FZA  H4   C2   C1   118.79  3.000
 FZA  C3   C2   C1   122.10  3.000
 FZA  N9   C10  O11  121.90  3.000
 FZA  N9   C10  C5   114.65  3.000
 FZA  O11  C10  C5   123.32  3.000
 FZA  C15  C14  C19  133.44  3.000
 FZA  C19  C14  C12  106.26  3.000
 FZA  C15  C14  C12  120.09  3.000
 FZA  N17  C12  C14  110.23  3.000
 FZA  N17  C12  C8   124.00  3.000
 FZA  C14  C12  C8   125.76  3.000
 FZA  C25  O24  C6   119.04  3.000
 FZA  H7   C25  H6   108.94  3.000
 FZA  H7   C25  H5   108.78  3.000
 FZA  H6   C25  H5   108.82  3.000
 FZA  H7   C25  O24  112.07  3.000
 FZA  H6   C25  O24  111.93  3.000
 FZA  H5   C25  O24  106.20  3.000
 FZA  C26  N7   C4   120.89  3.000
 FZA  C26  N7   C8   121.94  3.000
 FZA  C4   N7   C8   112.05  3.000
 FZA  H10  C26  H9   108.16  3.000
 FZA  H10  C26  H8   108.75  3.000
 FZA  H9   C26  H8   106.74  3.000
 FZA  H10  C26  N7   113.65  3.000
 FZA  H9   C26  N7   109.36  3.000
 FZA  H8   C26  N7   109.95  3.000
 FZA  H11  N17  C18  125.14  3.000
 FZA  H11  N17  C12  125.88  3.000
 FZA  C18  N17  C12  108.98  3.000
 FZA  C19  C18  C20  122.68  3.000
 FZA  C20  C18  N17  129.78  3.000
 FZA  C19  C18  N17  107.54  3.000
 FZA  H12  C20  C21  121.60  3.000
 FZA  H12  C20  C18  121.77  3.000
 FZA  C21  C20  C18  116.63  3.000
 FZA  H13  C21  C22  118.22  3.000
 FZA  H13  C21  C20  119.40  3.000
 FZA  C22  C21  C20  122.38  3.000
 FZA  H14  C22  C23  121.08  3.000
 FZA  H14  C22  C21  118.38  3.000
 FZA  C23  C22  C21  120.54  3.000
 FZA  C19  C23  O27  116.09  3.000
 FZA  C19  C23  C22  118.76  3.000
 FZA  O27  C23  C22  125.15  3.000
 FZA  C28  O27  C23  118.46  3.000
 FZA  H17  C28  H16  108.76  3.000
 FZA  H17  C28  H15  108.77  3.000
 FZA  H16  C28  H15  108.89  3.000
 FZA  H17  C28  O27  111.92  3.000
 FZA  H16  C28  O27  111.87  3.000
 FZA  H15  C28  O27  106.54  3.000
 FZA  C23  C19  C18  119.00  3.000
 FZA  C18  C19  C14  106.98  3.000
 FZA  C23  C19  C14  134.01  3.000
 FZA  H19  C15  H18  106.85  3.000
 FZA  H19  C15  C16  110.15  3.000
 FZA  H18  C15  C16  108.54  3.000
 FZA  H19  C15  C14  111.84  3.000
 FZA  H18  C15  C14  111.45  3.000
 FZA  C16  C15  C14  107.96  3.000
 FZA  H21  C16  H20  107.44  3.000
 FZA  H21  C16  N9   110.04  3.000
 FZA  H20  C16  N9   107.78  3.000
 FZA  H21  C16  C15  109.05  3.000
 FZA  H20  C16  C15  110.54  3.000
 FZA  N9   C16  C15  111.89  3.000
 FZA  C16  N9   C10  120.66  3.000
 FZA  C16  N9   C8   121.73  3.000
 FZA  C10  N9   C8   117.10  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
 FZA  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 FZA  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 FZA  CONST_03  C3   C2   C1   C6      0.00   0.0  0
 FZA  CONST_04  C3   C4   C5   C6      0.00   0.0  0
 FZA  CONST_05  C2   C1   C6   C5      0.00   0.0  0
 FZA  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 FZA  CONST_07  C18  N17  C12  C14     0.00   0.0  0
 FZA  CONST_08  C22  C23  C19  C14   180.00   0.0  0
 FZA  CONST_09  N17  C18  C19  C14     0.00   0.0  0
 FZA  CONST_10  C20  C18  C19  C14   180.00   0.0  0
 FZA  CONST_11  C23  C19  C14  C12   180.00   0.0  0
 FZA  CONST_12  C18  C19  C14  C12     0.00   0.0  0
 FZA  CONST_13  C19  C18  N17  C12     0.00   0.0  0
 FZA  CONST_14  C20  C18  N17  C12   180.00   0.0  0
 FZA  CONST_15  C19  C14  C12  N17     0.00   0.0  0
 FZA  CONST_16  C23  C19  C18  N17   180.00   0.0  0
 FZA  CONST_17  C21  C20  C18  N17   180.00   0.0  0
 FZA  CONST_18  C22  C23  C19  C18     0.00   0.0  0
 FZA  CONST_19  C22  C21  C20  C18     0.00   0.0  0
 FZA  CONST_20  C23  C19  C18  C20     0.00   0.0  0
 FZA  CONST_21  C23  C22  C21  C20     0.00   0.0  0
 FZA  CONST_22  C19  C23  C22  C21     0.00   0.0  0
 FZA  CONST_23  C19  C18  C20  C21     0.00   0.0  0
 FZA  CONST_24  C5   C10  N9   C8      0.00   0.0  0
 FZA  CONST_25  C16  N9   C10  C5    180.00   0.0  0
 FZA  CONST_26  O24  C6   C5   C4    180.00   0.0  0
 FZA  CONST_27  O24  C6   C1   C2    180.00   0.0  0
 FZA  CONST_28  O24  C6   C5   C10     0.00   0.0  0
 FZA  CONST_29  O27  C23  C19  C14     0.00   0.0  0
 FZA  CONST_30  O27  C23  C19  C18   180.00   0.0  0
 FZA  CONST_31  O27  C23  C22  C21   180.00   0.0  0
 FZA  CONST_32  O11  C10  N9   C8    180.00   0.0  0
 FZA  CONST_33  C16  N9   C10  O11     0.00   0.0  0
 FZA  CONST_34  H3   C3   C2   C1    180.00   0.0  0
 FZA  CONST_35  H11  N17  C12  C8      0.00   0.0  0
 FZA  CONST_36  H4   C2   C1   C6    180.00   0.0  0
 FZA  CONST_37  H1   C1   C6   C5    180.00   0.0  0
 FZA  CONST_38  H12  C20  C18  N17     0.00   0.0  0
 FZA  CONST_39  H13  C21  C20  C18   180.00   0.0  0
 FZA  CONST_40  H14  C22  C21  C20   180.00   0.0  0
 FZA  Var_01    C15  C16  N9   C8    -46.13  30.0  1
 FZA  Var_02    C5   C4   N7   C8    -30.00  30.0  1
 FZA  Var_03    N9   C10  C5   C6   -165.56  30.0  1
 FZA  Var_04    N9   C16  C15  C14    52.46  30.0  1
 FZA  Var_05    C16  C15  C14  C12   -29.31  30.0  1
 FZA  Var_06    C19  C23  O27  C28   179.72  30.0  2
 FZA  Var_07    H8   C26  N7   C8     44.83  30.0  3
 FZA  Var_08    H5   C25  O24  C6   -179.11  30.0  3
 FZA  Var_09    H15  C28  O27  C23   179.88  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
 FZA  chir_01  C8  N9  N7  C12  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
 FZA  plan-1  C8   0.020
 FZA  plan-1  C5   0.020
 FZA  plan-1  C10  0.020
 FZA  plan-1  O11  0.020
 FZA  plan-1  C16  0.020
 FZA  plan-1  N9   0.020
 FZA  plan-2  C8   0.020
 FZA  plan-2  C14  0.020
 FZA  plan-2  C12  0.020
 FZA  plan-2  N17  0.020
 FZA  plan-2  C18  0.020
 FZA  plan-2  C20  0.020
 FZA  plan-2  C21  0.020
 FZA  plan-2  C22  0.020
 FZA  plan-2  C23  0.020
 FZA  plan-2  O27  0.020
 FZA  plan-2  C19  0.020
 FZA  plan-2  C15  0.020
 FZA  plan-2  H11  0.020
 FZA  plan-2  H12  0.020
 FZA  plan-2  H13  0.020
 FZA  plan-2  H14  0.020
 FZA  plan-3  C1   0.020
 FZA  plan-3  C6   0.020
 FZA  plan-3  C5   0.020
 FZA  plan-3  C4   0.020
 FZA  plan-3  C3   0.020
 FZA  plan-3  C2   0.020
 FZA  plan-3  C10  0.020
 FZA  plan-3  O24  0.020
 FZA  plan-3  N7   0.020
 FZA  plan-3  H1   0.020
 FZA  plan-3  H3   0.020
 FZA  plan-3  H4   0.020

