# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 02:44:50 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: (1R)-9-(azetidin-3-ylamino)-1,8-dimethyl-3,5-dihydro[1,2,4]triazino[3,4-c][1,4]benzoxazin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1N2C(=NNC1=O)COc3cc(C)c(NC4CNC4)cc23
#
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
 PZW  PZW  (1R)-9-(azetidin-3-ylamino)-1,8-dimethyl-3,5-dihydro[1,2,4]triazino[3,4-c][1,4]benzoxazin-2(1H)-one  ligand  41  22  .  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_PZW
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
 PZW  C1   C  CH3   0  -0.757   3.0252   3.0291   0.6211
 PZW  C2   C  CR6   0   0.031   1.7909   2.1975   0.4381
 PZW  C3   C  CR16  0  -0.405   0.5543   2.7929   0.2456
 PZW  C4   C  CR66  0   0.286  -0.6015   2.0472   0.0918
 PZW  O5   O  O     0  -0.480  -1.8005   2.6805  -0.0674
 PZW  C6   C  C     0  -0.259  -2.6722   1.9706  -0.9231
 PZW  C7   C  CR66  0   0.436  -2.8642   0.5821  -0.4003
 PZW  N8   N  N     0  -0.302  -4.0348   0.0787  -0.3582
 PZW  N9   N  NR16  0  -0.508  -4.1299  -1.1793   0.1681
 PZW  C10  C  CR6   0   0.544  -3.1135  -2.0234   0.4166
 PZW  O11  O  O     0  -0.468  -3.2711  -3.1362   0.8873
 PZW  C12  C  CR16  0  -0.251  -1.7418  -1.5238   0.0057
 PZW  C13  C  CH3   0  -0.654  -1.3616  -2.1203  -1.3502
 PZW  N14  N  N     0  -0.597  -1.7305  -0.0687  -0.0017
 PZW  C15  C  CR66  0   0.375  -0.5366   0.6556   0.1128
 PZW  C16  C  CR16  0  -0.473   0.7012   0.0400   0.2809
 PZW  C17  C  CR6   0   0.328   1.8670   0.7911   0.4489
 PZW  N18  N  NH1   0  -0.687   3.0885   0.1822   0.6616
 PZW  C19  C  C     0  -0.160   3.2583  -1.2337   0.4798
 PZW  C20  C  C     0  -0.277   3.1871  -1.7685  -0.9716
 PZW  N21  N  N     0  -0.601   4.6563  -1.7488  -1.0309
 PZW  C22  C  C     0  -0.295   4.7359  -1.6519   0.4329
 PZW  H1   H  HCH3  0   0.246   3.5384   2.7877   1.5548
 PZW  H2   H  HCH3  0   0.243   3.7465   2.8773  -0.1870
 PZW  H3   H  HCH3  0   0.259   2.7834   4.0903   0.6399
 PZW  H4   H  HCR6  0   0.259   0.4794   3.8742   0.2288
 PZW  H5   H  H     0   0.278  -3.6232   2.4971  -0.9515
 PZW  H6   H  H     0   0.253  -2.2623   1.9278  -1.9402
 PZW  H7   H  HNR6  0   0.418  -5.0760  -1.4954   0.3214
 PZW  H8   H  HCR6  0   0.302  -1.0515  -1.8721   0.7753
 PZW  H9   H  HCH3  0   0.252  -0.3772  -1.7753  -1.6654
 PZW  H10  H  HCH3  0   0.256  -1.3312  -3.2072  -1.2909
 PZW  H11  H  HCH3  0   0.246  -2.0815  -1.8365  -2.1188
 PZW  H12  H  HCR6  0   0.280   0.7658  -1.0377   0.2790
 PZW  H13  H  HNH1  0   0.385   3.8845   0.7321   0.3758
 PZW  H14  H  H     0   0.257   2.6472  -1.7747   1.2040
 PZW  H15  H  H     0   0.217   2.7451  -2.7689  -1.0183
 PZW  H16  H  H     0   0.222   2.6862  -1.1317  -1.7063
 PZW  H17  H  H     0   0.346   5.0741  -2.5826  -1.4213
 PZW  H19  H  H     0   0.224   5.4594  -0.9232   0.8108
 PZW  H20  H  H     0   0.231   4.9068  -2.6024   0.9462

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
 PZW  C20  C19  single    1.548  0.020  1.548
 PZW  C20  N21  single    1.471  0.020  1.471
 PZW  N18  C19  single    1.438  0.020  1.438
 PZW  N18  C17  single    1.381  0.020  1.381
 PZW  C19  C22  single    1.536  0.020  1.536
 PZW  C1   C2   single    1.500  0.020  1.500
 PZW  N21  C22  single    1.469  0.020  1.469
 PZW  C17  C2   aromatic  1.408  0.020  1.408
 PZW  C17  C16  aromatic  1.397  0.020  1.397
 PZW  C2   C3   aromatic  1.386  0.020  1.386
 PZW  C16  C15  aromatic  1.393  0.020  1.393
 PZW  C3   C4   aromatic  1.384  0.020  1.384
 PZW  C13  C12  single    1.529  0.020  1.529
 PZW  C15  C4   aromatic  1.393  0.020  1.393
 PZW  C15  N14  single    1.401  0.020  1.401
 PZW  C4   O5   single    1.365  0.020  1.365
 PZW  C12  N14  single    1.455  0.020  1.455
 PZW  C12  C10  single    1.517  0.020  1.517
 PZW  N14  C7   single    1.367  0.020  1.367
 PZW  O5   C6   single    1.413  0.020  1.413
 PZW  O11  C10  double    1.218  0.020  1.218
 PZW  C10  N9   single    1.344  0.020  1.344
 PZW  C7   C6   single    1.496  0.020  1.496
 PZW  C7   N8   double    1.275  0.020  1.275
 PZW  N9   N8   single    1.367  0.020  1.367
 PZW  C1   H1   single    0.970  0.020  1.090
 PZW  C1   H2   single    0.970  0.020  1.090
 PZW  C1   H3   single    0.970  0.020  1.090
 PZW  C3   H4   single    0.930  0.020  1.080
 PZW  C6   H5   single    0.970  0.020  1.090
 PZW  C6   H6   single    0.970  0.020  1.090
 PZW  N9   H7   single    0.860  0.020  1.020
 PZW  C12  H8   single    0.970  0.020  1.090
 PZW  C13  H9   single    0.970  0.020  1.090
 PZW  C13  H10  single    0.970  0.020  1.090
 PZW  C13  H11  single    0.970  0.020  1.090
 PZW  C16  H12  single    0.930  0.020  1.080
 PZW  N18  H13  single    0.890  0.020  1.040
 PZW  C19  H14  single    0.970  0.020  1.090
 PZW  C20  H15  single    0.970  0.020  1.090
 PZW  C20  H16  single    0.970  0.020  1.090
 PZW  N21  H17  single    0.890  0.020  1.040
 PZW  C22  H19  single    0.970  0.020  1.090
 PZW  C22  H20  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
 PZW  H3   C1   H2   107.14  3.000
 PZW  H3   C1   H1   107.76  3.000
 PZW  H2   C1   H1   106.92  3.000
 PZW  H3   C1   C2   111.09  3.000
 PZW  H2   C1   C2   112.07  3.000
 PZW  H1   C1   C2   111.61  3.000
 PZW  C17  C2   C3   118.57  3.000
 PZW  C3   C2   C1   120.87  3.000
 PZW  C17  C2   C1   120.56  3.000
 PZW  H4   C3   C4   118.56  3.000
 PZW  H4   C3   C2   119.49  3.000
 PZW  C4   C3   C2   121.94  3.000
 PZW  C15  C4   O5   120.39  3.000
 PZW  O5   C4   C3   119.76  3.000
 PZW  C15  C4   C3   119.84  3.000
 PZW  C6   O5   C4   112.29  3.000
 PZW  H6   C6   H5   108.74  3.000
 PZW  H6   C6   C7   109.61  3.000
 PZW  H5   C6   C7   110.26  3.000
 PZW  H6   C6   O5   110.52  3.000
 PZW  H5   C6   O5   108.18  3.000
 PZW  C7   C6   O5   109.51  3.000
 PZW  N14  C7   N8   124.34  3.000
 PZW  N8   C7   C6   119.73  3.000
 PZW  N14  C7   C6   115.94  3.000
 PZW  N9   N8   C7   116.10  3.000
 PZW  H7   N9   C10  118.95  3.000
 PZW  H7   N9   N8   114.33  3.000
 PZW  C10  N9   N8   126.62  3.000
 PZW  C12  C10  O11  121.50  3.000
 PZW  O11  C10  N9   123.16  3.000
 PZW  C12  C10  N9   115.27  3.000
 PZW  H8   C12  N14  108.54  3.000
 PZW  H8   C12  C13  110.10  3.000
 PZW  N14  C12  C13  112.56  3.000
 PZW  H8   C12  C10  106.02  3.000
 PZW  N14  C12  C10  109.74  3.000
 PZW  C13  C12  C10  109.67  3.000
 PZW  H11  C13  H10  108.46  3.000
 PZW  H11  C13  H9   108.06  3.000
 PZW  H10  C13  H9   107.85  3.000
 PZW  H11  C13  C12  111.05  3.000
 PZW  H10  C13  C12  110.36  3.000
 PZW  H9   C13  C12  110.95  3.000
 PZW  C15  N14  C12  121.54  3.000
 PZW  C12  N14  C7   118.11  3.000
 PZW  C15  N14  C7   118.98  3.000
 PZW  C16  C15  N14  122.60  3.000
 PZW  N14  C15  C4   118.39  3.000
 PZW  C16  C15  C4   118.99  3.000
 PZW  H12  C16  C17  119.14  3.000
 PZW  H12  C16  C15  119.62  3.000
 PZW  C17  C16  C15  121.24  3.000
 PZW  N18  C17  C16  121.30  3.000
 PZW  C16  C17  C2   119.40  3.000
 PZW  N18  C17  C2   119.28  3.000
 PZW  H13  N18  C19  114.07  3.000
 PZW  H13  N18  C17  114.44  3.000
 PZW  C19  N18  C17  121.28  3.000
 PZW  H14  C19  C22  115.08  3.000
 PZW  H14  C19  C20  115.16  3.000
 PZW  C22  C19  C20   85.50  3.000
 PZW  H14  C19  N18  109.77  3.000
 PZW  C22  C19  N18  112.68  3.000
 PZW  C20  C19  N18  116.95  3.000
 PZW  H16  C20  H15  108.57  3.000
 PZW  H16  C20  N21  115.00  3.000
 PZW  H15  C20  N21  114.45  3.000
 PZW  H16  C20  C19  116.72  3.000
 PZW  H15  C20  C19  111.97  3.000
 PZW  N21  C20  C19   89.27  3.000
 PZW  H17  N21  C22  114.62  3.000
 PZW  H17  N21  C20  114.67  3.000
 PZW  C22  N21  C20   90.85  3.000
 PZW  H20  C22  H19  108.27  3.000
 PZW  H20  C22  N21  114.76  3.000
 PZW  H19  C22  N21  115.08  3.000
 PZW  H20  C22  C19  111.87  3.000
 PZW  H19  C22  C19  116.36  3.000
 PZW  N21  C22  C19   89.78  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
 PZW  CONST_01  C15  C16  C17  C2     0.00   0.0  0
 PZW  CONST_02  C15  C4   C3   C2     0.00   0.0  0
 PZW  CONST_03  C16  C17  C2   C3     0.00   0.0  0
 PZW  CONST_04  C16  C15  C4   C3     0.00   0.0  0
 PZW  CONST_05  C17  C2   C3   C4     0.00   0.0  0
 PZW  CONST_06  C17  C16  C15  C4     0.00   0.0  0
 PZW  CONST_07  C15  N14  C7   C6     0.00   0.0  0
 PZW  CONST_09  N9   N8   C7   C6   180.00   0.0  0
 PZW  CONST_10  C15  N14  C7   N8   180.00   0.0  0
 PZW  CONST_12  C12  C10  N9   N8     0.00   0.0  0
 PZW  CONST_13  N14  C7   N8   N9     0.00   0.0  0
 PZW  CONST_14  C16  C17  C2   C1   180.00   0.0  0
 PZW  CONST_15  C4   C3   C2   C1   180.00   0.0  0
 PZW  CONST_16  N18  C17  C2   C3   180.00   0.0  0
 PZW  CONST_17  N18  C17  C16  C15  180.00   0.0  0
 PZW  CONST_18  C19  N18  C17  C2   180.00   0.0  0
 PZW  CONST_19  C19  N18  C17  C16    0.00   0.0  0
 PZW  CONST_20  O11  C10  N9   N8   180.00   0.0  0
 PZW  CONST_21  H12  C16  C17  C2   180.00   0.0  0
 PZW  CONST_22  H4   C3   C4   O5     0.00   0.0  0
 PZW  CONST_23  H7   N9   C10  C12  180.00   0.0  0
 PZW  Var_01    C12  N14  C15  C4   179.70  30.0  1
 PZW  Var_02    C7   C6   O5   C4    56.20  30.0  1
 PZW  Var_03    N14  C7   C6   O5   -45.39  30.0  1
 PZW  Var_04    C15  C4   O5   C6   -34.72  30.0  1
 PZW  Var_05    C22  N21  C20  C19   16.43  30.0  1
 PZW  Var_06    H1   C1   C2   C3   123.79  30.0  2

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
 PZW  chir_01  C12  C13  N14  C10  negativ
 PZW  chir_02  C19  N18  C20  C22  negativ

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
 PZW  plan-1  C1   0.020
 PZW  plan-1  C2   0.020
 PZW  plan-1  C3   0.020
 PZW  plan-1  C4   0.020
 PZW  plan-1  O5   0.020
 PZW  plan-1  N14  0.020
 PZW  plan-1  C15  0.020
 PZW  plan-1  C16  0.020
 PZW  plan-1  C17  0.020
 PZW  plan-1  N18  0.020
 PZW  plan-1  H4   0.020
 PZW  plan-1  H12  0.020
 PZW  plan-2  C17  0.020
 PZW  plan-2  N18  0.020
 PZW  plan-2  C19  0.020
 PZW  plan-2  H13  0.020
 PZW  plan-3  C6   0.020
 PZW  plan-3  C7   0.020
 PZW  plan-3  N8   0.020
 PZW  plan-3  N9   0.020
 PZW  plan-3  C10  0.020
 PZW  plan-3  O11  0.020
 PZW  plan-3  C12  0.020
 PZW  plan-3  N14  0.020
 PZW  plan-3  C15  0.020
 PZW  plan-3  H7   0.020

