# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 13:44:22 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (19S)-19-methyl-16,17,18,19-tetrahydro-8,4-(azeno)[1,2,4]triazolo[4,3-f][1,6,13]benzoxadiazacyclohexadecin-10(9H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CCCOc2ccccc2C(=O)Nc3cccc(n3)c4nncn14
#
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
 NKJ  NKJ  (19S)-19-methyl-16,17,18,19-tetrahydro-8,4-(azeno)[1,2,4]triazolo[4,3-f][1,6,13]benzoxadiazacyclohexadecin-10(9H)-one  ligand  45  26  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NKJ
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
 NKJ  C10  C  CR16  0  -0.144  -2.1436  -3.6443  -0.1945
 NKJ  N12  N  NH1   0  -0.724   1.1080  -1.9432   0.0228
 NKJ  C13  C  C     0   0.481   1.7210  -1.0027  -0.7416
 NKJ  C15  C  CR6   0  -0.137   3.1055  -0.6632  -0.2931
 NKJ  C17  C  CR16  0  -0.340   4.7623   0.9687   0.3397
 NKJ  C20  C  CR16  0  -0.263   4.0689  -1.6611  -0.1744
 NKJ  C22  C  CH2   0  -0.177   1.4475   1.6964   0.7260
 NKJ  C24  C  CH2   0  -0.464  -0.9118   2.5736   0.7125
 NKJ  C26  C  CH3   0  -0.654  -1.9788   2.6608  -1.5986
 NKJ  C02  C  CR5   0   0.423  -3.2081  -0.1099   0.3397
 NKJ  C05  C  CR15  0   0.068  -3.9657   1.8826   0.5191
 NKJ  C06  C  CR6   0   0.209  -2.3734  -1.2948   0.1213
 NKJ  C08  C  CR6   0   0.468  -0.2780  -2.1850  -0.0329
 NKJ  C09  C  CR16  0  -0.342  -0.7674  -3.4713  -0.2030
 NKJ  C11  C  CR16  0  -0.314  -2.9689  -2.5442  -0.0397
 NKJ  C16  C  CR6   0   0.353   3.4573   0.6666  -0.0312
 NKJ  C18  C  CR16  0  -0.245   5.7177  -0.0328   0.4324
 NKJ  C19  C  CR16  0  -0.259   5.3734  -1.3530   0.1803
 NKJ  C23  C  CH2   0  -0.479   0.5465   2.8625   0.3474
 NKJ  C25  C  CH1   0  -0.136  -1.6392   1.7980  -0.3907
 NKJ  N01  N  NR5   0  -0.464  -2.8662   1.1930   0.1457
 NKJ  N03  N  N     0  -0.328  -4.4338  -0.1798   0.7944
 NKJ  N04  N  N     0  -0.324  -4.9108   1.0745   0.9084
 NKJ  N07  N  N     0  -0.436  -1.0578  -1.1326   0.1384
 NKJ  O14  O  O     0  -0.436   1.1943  -0.4740  -1.7005
 NKJ  O21  O  O2    0  -0.491   2.5752   1.6888  -0.1482
 NKJ  H1   H  HCR6  0   0.285  -2.5686  -4.6304  -0.3238
 NKJ  H2   H  HNH1  0   0.427   1.6251  -2.3700   0.7776
 NKJ  H3   H  HCR6  0   0.270   5.0240   1.9980   0.5501
 NKJ  H4   H  HCR6  0   0.273   3.8009  -2.6895  -0.3841
 NKJ  H5   H  HCH2  0   0.234   1.7862   1.7876   1.7634
 NKJ  H6   H  HCH2  0   0.231   0.8802   0.7645   0.6575
 NKJ  H7   H  HCH2  0   0.254  -0.9465   1.9993   1.6427
 NKJ  H8   H  HCH2  0   0.248  -1.4449   3.5073   0.9086
 NKJ  H9   H  HCH3  0   0.233  -2.5920   3.5215  -1.3295
 NKJ  H10  H  HCH3  0   0.250  -1.0665   3.0430  -2.0544
 NKJ  H11  H  HCH3  0   0.252  -2.5066   2.0814  -2.3555
 NKJ  H12  H  HCR5  0   0.307  -4.0366   2.9583   0.4902
 NKJ  H13  H  HCR6  0   0.288  -0.0923  -4.3045  -0.3404
 NKJ  H14  H  HCR6  0   0.278  -4.0443  -2.6465  -0.0429
 NKJ  H15  H  HCR6  0   0.266   6.7310   0.2222   0.7134
 NKJ  H16  H  HCR6  0   0.264   6.1142  -2.1371   0.2537
 NKJ  H17  H  HCH2  0   0.257   0.8846   3.7746   0.8408
 NKJ  H18  H  HCH2  0   0.241   0.6361   3.0441  -0.7259
 NKJ  H19  H  HCH1  0   0.297  -1.0143   0.9699  -0.7171

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
 NKJ  C26  C25  single    1.523  0.020  1.523
 NKJ  C25  N01  single    1.470  0.020  1.470
 NKJ  C25  C24  single    1.532  0.020  1.532
 NKJ  C23  C24  single    1.531  0.020  1.531
 NKJ  C23  C22  single    1.521  0.020  1.521
 NKJ  C05  N01  single    1.350  0.020  1.350
 NKJ  C05  N04  aromatic  1.303  0.020  1.303
 NKJ  N01  C02  aromatic  1.361  0.020  1.361
 NKJ  C22  O21  single    1.427  0.020  1.427
 NKJ  N04  N03  aromatic  1.347  0.020  1.347
 NKJ  C02  N03  single    1.309  0.020  1.309
 NKJ  C02  C06  aromatic  1.466  0.020  1.466
 NKJ  C17  C18  aromatic  1.387  0.020  1.387
 NKJ  C17  C16  single    1.390  0.020  1.390
 NKJ  O21  C16  single    1.355  0.020  1.355
 NKJ  C18  C19  aromatic  1.387  0.020  1.387
 NKJ  C16  C15  aromatic  1.400  0.020  1.400
 NKJ  N07  C06  aromatic  1.326  0.020  1.326
 NKJ  N07  C08  aromatic  1.321  0.020  1.321
 NKJ  C06  C11  single    1.393  0.020  1.393
 NKJ  N12  C08  single    1.408  0.020  1.408
 NKJ  N12  C13  single    1.358  0.020  1.358
 NKJ  C19  C20  aromatic  1.386  0.020  1.386
 NKJ  C15  C13  single    1.494  0.020  1.494
 NKJ  C15  C20  single    1.392  0.020  1.392
 NKJ  C08  C09  single    1.387  0.020  1.387
 NKJ  C11  C10  aromatic  1.384  0.020  1.384
 NKJ  C13  O14  double    1.215  0.020  1.215
 NKJ  C09  C10  aromatic  1.387  0.020  1.387
 NKJ  C10  H1   single    0.930  0.020  1.080
 NKJ  N12  H2   single    0.860  0.020  1.020
 NKJ  C17  H3   single    0.930  0.020  1.080
 NKJ  C20  H4   single    0.930  0.020  1.080
 NKJ  C22  H5   single    0.970  0.020  1.090
 NKJ  C22  H6   single    0.970  0.020  1.090
 NKJ  C24  H7   single    0.970  0.020  1.090
 NKJ  C24  H8   single    0.970  0.020  1.090
 NKJ  C26  H9   single    0.970  0.020  1.090
 NKJ  C26  H10  single    0.970  0.020  1.090
 NKJ  C26  H11  single    0.970  0.020  1.090
 NKJ  C05  H12  single    0.930  0.020  1.080
 NKJ  C09  H13  single    0.930  0.020  1.080
 NKJ  C11  H14  single    0.930  0.020  1.080
 NKJ  C18  H15  single    0.930  0.020  1.080
 NKJ  C19  H16  single    0.930  0.020  1.080
 NKJ  C23  H17  single    0.970  0.020  1.090
 NKJ  C23  H18  single    0.970  0.020  1.090
 NKJ  C25  H19  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
 NKJ  H1   C10  C11  120.24  3.000
 NKJ  H1   C10  C09  120.19  3.000
 NKJ  C11  C10  C09  119.56  3.000
 NKJ  H2   N12  C08  117.46  3.000
 NKJ  H2   N12  C13  118.84  3.000
 NKJ  C08  N12  C13  122.75  3.000
 NKJ  O14  C13  C15  122.66  3.000
 NKJ  O14  C13  N12  123.35  3.000
 NKJ  C15  C13  N12  113.99  3.000
 NKJ  C16  C15  C20  119.40  3.000
 NKJ  C20  C15  C13  120.26  3.000
 NKJ  C16  C15  C13  120.31  3.000
 NKJ  H3   C17  C18  120.46  3.000
 NKJ  H3   C17  C16  119.04  3.000
 NKJ  C18  C17  C16  120.50  3.000
 NKJ  H4   C20  C19  119.56  3.000
 NKJ  H4   C20  C15  119.52  3.000
 NKJ  C19  C20  C15  120.90  3.000
 NKJ  H6   C22  H5   106.91  3.000
 NKJ  H6   C22  O21  111.54  3.000
 NKJ  H5   C22  O21  109.66  3.000
 NKJ  H6   C22  C23  109.30  3.000
 NKJ  H5   C22  C23  110.80  3.000
 NKJ  O21  C22  C23  108.64  3.000
 NKJ  H8   C24  H7   106.29  3.000
 NKJ  H8   C24  C25  109.27  3.000
 NKJ  H7   C24  C25  109.36  3.000
 NKJ  H8   C24  C23  110.25  3.000
 NKJ  H7   C24  C23  109.40  3.000
 NKJ  C25  C24  C23  112.09  3.000
 NKJ  H11  C26  H10  107.56  3.000
 NKJ  H11  C26  H9   108.59  3.000
 NKJ  H10  C26  H9   107.30  3.000
 NKJ  H11  C26  C25  110.97  3.000
 NKJ  H10  C26  C25  110.12  3.000
 NKJ  H9   C26  C25  112.14  3.000
 NKJ  N03  C02  N01  109.62  3.000
 NKJ  N03  C02  C06  122.81  3.000
 NKJ  N01  C02  C06  127.56  3.000
 NKJ  H12  C05  N04  125.38  3.000
 NKJ  H12  C05  N01  123.74  3.000
 NKJ  N04  C05  N01  110.88  3.000
 NKJ  N07  C06  C11  122.37  3.000
 NKJ  C11  C06  C02  119.91  3.000
 NKJ  N07  C06  C02  117.67  3.000
 NKJ  N07  C08  C09  123.14  3.000
 NKJ  C09  C08  N12  120.77  3.000
 NKJ  N07  C08  N12  116.05  3.000
 NKJ  H13  C09  C08  120.67  3.000
 NKJ  H13  C09  C10  121.62  3.000
 NKJ  C08  C09  C10  117.71  3.000
 NKJ  H14  C11  C06  120.71  3.000
 NKJ  H14  C11  C10  121.21  3.000
 NKJ  C06  C11  C10  118.08  3.000
 NKJ  O21  C16  C17  118.05  3.000
 NKJ  O21  C16  C15  122.45  3.000
 NKJ  C17  C16  C15  119.49  3.000
 NKJ  H15  C18  C19  120.25  3.000
 NKJ  H15  C18  C17  119.49  3.000
 NKJ  C19  C18  C17  120.26  3.000
 NKJ  H16  C19  C18  120.51  3.000
 NKJ  H16  C19  C20  120.05  3.000
 NKJ  C18  C19  C20  119.43  3.000
 NKJ  H18  C23  H17  106.26  3.000
 NKJ  H18  C23  C24  110.11  3.000
 NKJ  H17  C23  C24  110.20  3.000
 NKJ  H18  C23  C22  108.87  3.000
 NKJ  H17  C23  C22  110.17  3.000
 NKJ  C24  C23  C22  111.11  3.000
 NKJ  H19  C25  N01  106.01  3.000
 NKJ  H19  C25  C26  108.75  3.000
 NKJ  N01  C25  C26  109.67  3.000
 NKJ  H19  C25  C24  109.19  3.000
 NKJ  N01  C25  C24  110.00  3.000
 NKJ  C26  C25  C24  112.97  3.000
 NKJ  C25  N01  C05  124.79  3.000
 NKJ  C05  N01  C02  104.17  3.000
 NKJ  C25  N01  C02  130.99  3.000
 NKJ  N04  N03  C02  108.14  3.000
 NKJ  N03  N04  C05  107.18  3.000
 NKJ  C08  N07  C06  119.12  3.000
 NKJ  C16  O21  C22  117.75  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
 NKJ  CONST_01  C02  C06  C11  C10   180.00   0.0  0
 NKJ  CONST_02  N07  C06  C11  C10     0.00   0.0  0
 NKJ  CONST_03  N07  C08  C09  C10     0.00   0.0  0
 NKJ  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 NKJ  CONST_05  C18  C19  C20  C15     0.00   0.0  0
 NKJ  CONST_06  C20  C19  C18  C17     0.00   0.0  0
 NKJ  CONST_07  C20  C15  C16  C17     0.00   0.0  0
 NKJ  CONST_08  N04  C05  N01  C02     0.00   0.0  0
 NKJ  CONST_09  C05  N04  N03  C02     0.00   0.0  0
 NKJ  CONST_10  C08  N07  C06  C02   180.00   0.0  0
 NKJ  CONST_11  N03  C02  N01  C05     0.00   0.0  0
 NKJ  CONST_12  C06  C02  N01  C05   180.00   0.0  0
 NKJ  CONST_13  N04  N03  C02  C06   180.00   0.0  0
 NKJ  CONST_14  C09  C08  N07  C06     0.00   0.0  0
 NKJ  CONST_15  C09  C10  C11  C06     0.00   0.0  0
 NKJ  CONST_16  C11  C06  N07  C08     0.00   0.0  0
 NKJ  CONST_17  C11  C10  C09  C08     0.00   0.0  0
 NKJ  CONST_20  C19  C18  C17  C16     0.00   0.0  0
 NKJ  CONST_21  C19  C20  C15  C16     0.00   0.0  0
 NKJ  CONST_22  N03  N04  C05  N01     0.00   0.0  0
 NKJ  CONST_23  N04  N03  C02  N01     0.00   0.0  0
 NKJ  CONST_26  C08  N12  C13  C15   180.00   0.0  0
 NKJ  CONST_29  O14  C13  N12  C08     0.00   0.0  0
 NKJ  CONST_30  H13  C09  C08  N12     0.00   0.0  0
 NKJ  CONST_31  H4   C20  C15  C13     0.00   0.0  0
 NKJ  CONST_32  H3   C17  C16  C15   180.00   0.0  0
 NKJ  CONST_33  H16  C19  C20  C15   180.00   0.0  0
 NKJ  CONST_34  H15  C18  C19  C20   180.00   0.0  0
 NKJ  CONST_35  H12  C05  N01  C02   180.00   0.0  0
 NKJ  CONST_36  H14  C11  C06  C02     0.00   0.0  0
 NKJ  CONST_37  H1   C10  C11  C06   180.00   0.0  0
 NKJ  CONST_38  H2   N12  C13  C15     0.00   0.0  0
 NKJ  Var_01    C16  C15  C13  N12  -125.73  30.0  1
 NKJ  Var_02    C25  C24  C23  C22   -85.81  30.0  1
 NKJ  Var_03    O21  C22  C23  C24   152.33  30.0  1
 NKJ  Var_04    C23  C22  O21  C16  -175.66  30.0  1

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
 NKJ  chir_01  C25  C26  N01  C24  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
 NKJ  plan-1  C02  0.020
 NKJ  plan-1  C05  0.020
 NKJ  plan-1  C06  0.020
 NKJ  plan-1  C25  0.020
 NKJ  plan-1  N01  0.020
 NKJ  plan-1  N03  0.020
 NKJ  plan-1  N04  0.020
 NKJ  plan-1  H12  0.020
 NKJ  plan-2  C13  0.020
 NKJ  plan-2  C15  0.020
 NKJ  plan-2  C17  0.020
 NKJ  plan-2  C20  0.020
 NKJ  plan-2  C16  0.020
 NKJ  plan-2  C18  0.020
 NKJ  plan-2  C19  0.020
 NKJ  plan-2  O21  0.020
 NKJ  plan-2  H3   0.020
 NKJ  plan-2  H4   0.020
 NKJ  plan-2  H15  0.020
 NKJ  plan-2  H16  0.020
 NKJ  plan-3  C10  0.020
 NKJ  plan-3  N12  0.020
 NKJ  plan-3  C02  0.020
 NKJ  plan-3  C06  0.020
 NKJ  plan-3  C08  0.020
 NKJ  plan-3  C09  0.020
 NKJ  plan-3  C11  0.020
 NKJ  plan-3  N07  0.020
 NKJ  plan-3  H1   0.020
 NKJ  plan-3  H13  0.020
 NKJ  plan-3  H14  0.020
 NKJ  plan-4  N12  0.020
 NKJ  plan-4  C13  0.020
 NKJ  plan-4  C15  0.020
 NKJ  plan-4  C08  0.020
 NKJ  plan-4  O14  0.020
 NKJ  plan-4  H2   0.020

