# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 15:24:05 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 3,5-dioxo-4-(3-piperidin-1-ylpropyl)-2-[3-(trifluoromethyl)phenyl]-1,2,4-triazine-6-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1cccc(c1)N2N=C(C#N)C(=O)N(CCCN3CCCCC3)C2=O
#
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
 ORH  ORH  3,5-dioxo-4-(3-piperidin-1-ylpropyl)-2-[3-(trifluoromethyl)phenyl]-1,2,4-triazine-6-carbonitrile  ligand  49  29  .  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_ORH
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
 ORH  C1    C  CH2   0  -0.256  -4.0396  -0.7662  -1.0023
 ORH  F1    F  F     0  -0.311   6.3516  -0.5639  -1.2930
 ORH  N1    N  NT    0  -0.420  -5.1843  -0.9565  -0.1346
 ORH  O1    O  O     0  -0.403  -1.7496   3.0989  -0.8770
 ORH  C2    C  CH2   0  -0.460  -2.8919  -0.0236  -0.3266
 ORH  F2    F  F     0  -0.306   4.8646  -1.9999  -1.8816
 ORH  N2    N  NR6   0  -0.590  -0.7077   1.0726  -0.7511
 ORH  C3    C  CH2   0  -0.320  -1.8492   0.3802  -1.3592
 ORH  F3    F  F     0  -0.302   6.2557  -2.4738  -0.3100
 ORH  N3    N  NR6   0  -0.504   1.4228   1.0308   0.2209
 ORH  C4    C  CR6   0   0.806   0.3619   0.3105  -0.3341
 ORH  N4    N  N     0  -0.120   1.4208   2.3238   0.4326
 ORH  C5    C  CR6   0   0.606  -0.7943   2.4333  -0.5574
 ORH  C6    C  CR6   0   0.021   0.3943   3.0058   0.0792
 ORH  C7    C  CR16  0  -0.277   3.4281  -0.2469  -0.2622
 ORH  C8    C  CR6   0  -0.200   4.5604  -0.9153   0.1831
 ORH  C9    C  CR6   0   0.350   2.5806   0.3229   0.6702
 ORH  C10   C  CR16  0  -0.264   4.8381  -0.9972   1.5421
 ORH  C11   C  CR16  0  -0.239   2.8374   0.2452   2.0283
 ORH  C12   C  CR16  0  -0.246   3.9770  -0.4148   2.4597
 ORH  C14   C  CSP   0   0.100   0.4104   4.4109   0.3241
 ORH  C15   C  CH2   0  -0.277  -6.3574  -1.3605  -0.8927
 ORH  N15   N  NS    0  -0.216   0.4070   5.5445   0.5177
 ORH  C17   C  CH2   0  -0.437  -7.5930  -1.4186  -0.0077
 ORH  C18   C  CH2   0  -0.283  -4.9183  -1.8897   0.9482
 ORH  C19   C  CH2   0  -0.439  -7.3720  -2.3587   1.1702
 ORH  C20   C  CH2   0  -0.435  -6.0963  -1.9730   1.9073
 ORH  H1    H  HCH2  0   0.194  -3.6674  -1.7220  -1.4117
 ORH  H1A   H  HCH2  0   0.231  -4.3723  -0.1765  -1.8619
 ORH  H2    H  HCH2  0   0.242  -3.2876   0.8648   0.1708
 ORH  H2A   H  HCH2  0   0.246  -2.4200  -0.6440   0.4375
 ORH  H3    H  HCH2  0   0.283  -1.4666  -0.4878  -1.8912
 ORH  H3A   H  HCH2  0   0.282  -2.2775   1.0510  -2.1010
 ORH  H7    H  HCR6  0   0.296   3.2032  -0.1573  -1.3171
 ORH  H10   H  HCR6  0   0.285   5.7198  -1.5106   1.8997
 ORH  H11   H  HCR6  0   0.290   2.1566   0.6925   2.7405
 ORH  H12   H  HCR6  0   0.284   4.1928  -0.4823   3.5167
 ORH  H15   H  HCH2  0   0.232  -6.5128  -0.6400  -1.6995
 ORH  H15A  H  HCH2  0   0.181  -6.2089  -2.3450  -1.3735
 ORH  H17   H  HCH2  0   0.214  -7.8155  -0.4126   0.3607
 ORH  H17A  H  HCH2  0   0.229  -8.4507  -1.7375  -0.6040
 ORH  H18   H  HCH2  0   0.182  -4.6943  -2.8988   0.5551
 ORH  H18A  H  HCH2  0   0.237  -4.0321  -1.5644   1.4949
 ORH  H19   H  HCH2  0   0.230  -8.2299  -2.3409   1.8458
 ORH  H19A  H  HCH2  0   0.210  -7.2832  -3.3869   0.8031
 ORH  H20   H  HCH2  0   0.229  -5.8693  -2.6948   2.6950
 ORH  H20A  H  HCH2  0   0.214  -6.2295  -1.0016   2.3931
 ORH  O2    O  O     0  -0.425   0.4105  -0.8876  -0.4312
 ORH  C13   C  CT    0   1.059   5.5077  -1.4940  -0.8236

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
 ORH  C1   N1    single    1.449  0.020  1.449
 ORH  C1   C2    single    1.525  0.020  1.525
 ORH  C1   H1    single    0.970  0.020  1.090
 ORH  C1   H1A   single    0.970  0.020  1.090
 ORH  F1   C13   single    1.341  0.020  1.341
 ORH  N1   C15   single    1.454  0.020  1.454
 ORH  N1   C18   single    1.454  0.020  1.454
 ORH  O1   C5    double    1.207  0.020  1.207
 ORH  C2   C3    single    1.522  0.020  1.522
 ORH  C2   H2    single    0.970  0.020  1.090
 ORH  C2   H2A   single    0.970  0.020  1.090
 ORH  F2   C13   single    1.337  0.020  1.337
 ORH  N2   C3    single    1.467  0.020  1.467
 ORH  N2   C4    single    1.378  0.020  1.378
 ORH  N2   C5    single    1.377  0.020  1.377
 ORH  O2   C4    double    1.203  0.020  1.203
 ORH  C3   H3    single    0.970  0.020  1.090
 ORH  C3   H3A   single    0.970  0.020  1.090
 ORH  F3   C13   single    1.335  0.020  1.335
 ORH  N3   C4    single    1.397  0.020  1.397
 ORH  N3   N4    single    1.310  0.020  1.310
 ORH  N3   C9    single    1.429  0.020  1.429
 ORH  N4   C6    double    1.282  0.020  1.282
 ORH  C5   C6    single    1.465  0.020  1.465
 ORH  C6   C14   single    1.426  0.020  1.426
 ORH  C7   C8    aromatic  1.388  0.020  1.388
 ORH  C7   C9    aromatic  1.383  0.020  1.383
 ORH  C7   H7    single    0.930  0.020  1.080
 ORH  C8   C10   aromatic  1.390  0.020  1.390
 ORH  C8   C13   single    1.498  0.020  1.498
 ORH  C9   C11   aromatic  1.384  0.020  1.384
 ORH  C10  C12   aromatic  1.387  0.020  1.387
 ORH  C10  H10   single    0.930  0.020  1.080
 ORH  C11  C12   aromatic  1.386  0.020  1.386
 ORH  C11  H11   single    0.930  0.020  1.080
 ORH  C12  H12   single    0.930  0.020  1.080
 ORH  C14  N15   triple    1.150  0.020  1.150
 ORH  C15  C17   single    1.521  0.020  1.521
 ORH  C15  H15   single    0.970  0.020  1.090
 ORH  C15  H15A  single    0.970  0.020  1.090
 ORH  C17  C19   single    1.523  0.020  1.523
 ORH  C17  H17   single    0.970  0.020  1.090
 ORH  C17  H17A  single    0.970  0.020  1.090
 ORH  C18  C20   single    1.521  0.020  1.521
 ORH  C18  H18   single    0.970  0.020  1.090
 ORH  C18  H18A  single    0.970  0.020  1.090
 ORH  C19  C20   single    1.523  0.020  1.523
 ORH  C19  H19   single    0.970  0.020  1.090
 ORH  C19  H19A  single    0.970  0.020  1.090
 ORH  C20  H20   single    0.970  0.020  1.090
 ORH  C20  H20A  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
 ORH  H1A   C1   H1   106.12  3.000
 ORH  H1A   C1   C2   108.33  3.000
 ORH  H1    C1   C2   109.40  3.000
 ORH  H1A   C1   N1   107.52  3.000
 ORH  H1    C1   N1   112.00  3.000
 ORH  C2    C1   N1   113.15  3.000
 ORH  C18   N1   C15  110.95  3.000
 ORH  C18   N1   C1   112.69  3.000
 ORH  C15   N1   C1   111.20  3.000
 ORH  H2A   C2   H2   107.47  3.000
 ORH  H2A   C2   C3   109.24  3.000
 ORH  H2    C2   C3   109.95  3.000
 ORH  H2A   C2   C1   111.03  3.000
 ORH  H2    C2   C1   108.98  3.000
 ORH  C3    C2   C1   110.13  3.000
 ORH  C5    N2   C4   123.56  3.000
 ORH  C5    N2   C3   118.41  3.000
 ORH  C4    N2   C3   117.93  3.000
 ORH  H3A   C3   H3   107.28  3.000
 ORH  H3A   C3   N2   107.34  3.000
 ORH  H3    C3   N2   107.80  3.000
 ORH  H3A   C3   C2   110.88  3.000
 ORH  H3    C3   C2   111.17  3.000
 ORH  N2    C3   C2   112.15  3.000
 ORH  C9    N3   N4   116.05  3.000
 ORH  C9    N3   C4   118.98  3.000
 ORH  N4    N3   C4   124.87  3.000
 ORH  N3    C4   O2   120.98  3.000
 ORH  N3    C4   N2   115.12  3.000
 ORH  O2    C4   N2   123.91  3.000
 ORH  C6    N4   N3   118.79  3.000
 ORH  C6    C5   N2   113.34  3.000
 ORH  C6    C5   O1   122.80  3.000
 ORH  N2    C5   O1   123.86  3.000
 ORH  C14   C6   C5   117.95  3.000
 ORH  C14   C6   N4   117.88  3.000
 ORH  C5    C6   N4   124.17  3.000
 ORH  H7    C7   C9   119.71  3.000
 ORH  H7    C7   C8   121.47  3.000
 ORH  C9    C7   C8   118.82  3.000
 ORH  C13   C8   C10  120.52  3.000
 ORH  C13   C8   C7   119.08  3.000
 ORH  C10   C8   C7   120.34  3.000
 ORH  C11   C9   C7   121.64  3.000
 ORH  C11   C9   N3   119.10  3.000
 ORH  C7    C9   N3   119.24  3.000
 ORH  H10   C10  C12  119.15  3.000
 ORH  H10   C10  C8   120.96  3.000
 ORH  C12   C10  C8   119.89  3.000
 ORH  H11   C11  C12  120.63  3.000
 ORH  H11   C11  C9   120.38  3.000
 ORH  C12   C11  C9   118.99  3.000
 ORH  H12   C12  C11  119.89  3.000
 ORH  H12   C12  C10  119.79  3.000
 ORH  C11   C12  C10  120.31  3.000
 ORH  N15   C14  C6   180.00  3.000
 ORH  H15A  C15  H15  106.57  3.000
 ORH  H15A  C15  C17  109.16  3.000
 ORH  H15   C15  C17  109.83  3.000
 ORH  H15A  C15  N1   111.45  3.000
 ORH  H15   C15  N1   108.45  3.000
 ORH  C17   C15  N1   111.27  3.000
 ORH  H17A  C17  H17  107.01  3.000
 ORH  H17A  C17  C19  110.85  3.000
 ORH  H17   C17  C19  109.67  3.000
 ORH  H17A  C17  C15  109.36  3.000
 ORH  H17   C17  C15  109.02  3.000
 ORH  C19   C17  C15  110.83  3.000
 ORH  H18A  C18  H18  106.59  3.000
 ORH  H18A  C18  C20  109.23  3.000
 ORH  H18   C18  C20  109.33  3.000
 ORH  H18A  C18  N1   109.30  3.000
 ORH  H18   C18  N1   110.98  3.000
 ORH  C20   C18  N1   111.29  3.000
 ORH  H19A  C19  H19  106.64  3.000
 ORH  H19A  C19  C20  109.39  3.000
 ORH  H19   C19  C20  110.76  3.000
 ORH  H19A  C19  C17  109.38  3.000
 ORH  H19   C19  C17  110.75  3.000
 ORH  C20   C19  C17  109.85  3.000
 ORH  H20A  C20  H20  106.96  3.000
 ORH  H20A  C20  C19  109.74  3.000
 ORH  H20   C20  C19  110.84  3.000
 ORH  H20A  C20  C18  109.00  3.000
 ORH  H20   C20  C18  109.26  3.000
 ORH  C19   C20  C18  110.94  3.000
 ORH  C8    C13  F3   112.28  3.000
 ORH  C8    C13  F2   111.94  3.000
 ORH  F3    C13  F2   107.22  3.000
 ORH  C8    C13  F1   111.42  3.000
 ORH  F3    C13  F1   106.92  3.000
 ORH  F2    C13  F1   106.74  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
 ORH  CONST_01  C12  C10  C8   C7      0.00   0.0  0
 ORH  CONST_02  C12  C11  C9   C7      0.00   0.0  0
 ORH  CONST_03  C11  C9   C7   C8      0.00   0.0  0
 ORH  CONST_04  C11  C12  C10  C8      0.00   0.0  0
 ORH  CONST_05  C10  C8   C7   C9      0.00   0.0  0
 ORH  CONST_06  C10  C12  C11  C9      0.00   0.0  0
 ORH  CONST_07  C8   C7   C9   N3    180.00   0.0  0
 ORH  CONST_08  C12  C11  C9   N3    180.00   0.0  0
 ORH  CONST_09  N4   N3   C4   N2      0.00   0.0  0
 ORH  CONST_10  C9   N3   C4   N2    180.00   0.0  0
 ORH  CONST_11  C5   N2   C4   N3      0.00   0.0  0
 ORH  CONST_12  C13  C8   C7   C9    180.00   0.0  0
 ORH  CONST_13  C13  C8   C10  C12   180.00   0.0  0
 ORH  CONST_14  C5   N2   C4   O2    180.00   0.0  0
 ORH  CONST_15  N4   N3   C4   O2    180.00   0.0  0
 ORH  CONST_16  C9   N3   C4   O2      0.00   0.0  0
 ORH  CONST_17  N3   C4   N2   C3    180.00   0.0  0
 ORH  CONST_18  H7   C7   C9   N3      0.00   0.0  0
 ORH  CONST_19  H11  C11  C9   N3      0.00   0.0  0
 ORH  CONST_20  H10  C10  C8   C7    180.00   0.0  0
 ORH  CONST_21  H12  C12  C10  C8    180.00   0.0  0
 ORH  CONST_22  C3   N2   C4   O2      0.00   0.0  0
 ORH  Var_01    C19  C17  C15  N1    -56.73  30.0  1
 ORH  Var_02    C19  C20  C18  N1     56.46  30.0  1
 ORH  Var_03    C7   C9   N3   C4     70.76  30.0  2
 ORH  Var_04    C20  C18  N1   C15   -59.54  30.0  1
 ORH  Var_05    C20  C19  C17  C15    52.98  30.0  1
 ORH  Var_06    C18  N1   C15  C17    59.71  30.0  1
 ORH  Var_07    C18  C20  C19  C17   -52.87  30.0  1
 ORH  Var_08    C7   C8   C13  F1     82.20  30.0  3
 ORH  Var_09    C15  N1   C1   C2    165.90  30.0  3
 ORH  Var_10    C4   N2   C3   C2     90.22  30.0  3
 ORH  Var_11    N2   C3   C2   C1   -178.69  30.0  3
 ORH  Var_12    C3   C2   C1   N1   -168.86  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
 ORH  plan-1  O1   0.020
 ORH  plan-1  N2   0.020
 ORH  plan-1  C3   0.020
 ORH  plan-1  N3   0.020
 ORH  plan-1  C4   0.020
 ORH  plan-1  N4   0.020
 ORH  plan-1  C5   0.020
 ORH  plan-1  C6   0.020
 ORH  plan-1  C9   0.020
 ORH  plan-1  C14  0.020
 ORH  plan-1  N15  0.020
 ORH  plan-1  O2   0.020
 ORH  plan-2  N3   0.020
 ORH  plan-2  C7   0.020
 ORH  plan-2  C8   0.020
 ORH  plan-2  C9   0.020
 ORH  plan-2  C10  0.020
 ORH  plan-2  C11  0.020
 ORH  plan-2  C12  0.020
 ORH  plan-2  H7   0.020
 ORH  plan-2  H10  0.020
 ORH  plan-2  H11  0.020
 ORH  plan-2  H12  0.020
 ORH  plan-2  C13  0.020

