# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:08:55 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: ~{N}-[6-[(3~{R},6~{R})-5-azanyl-3,6-dimethyl-6-(trifluoromethyl)-2~{H}-1,4-oxazin-3-yl]-5-fluoranyl-pyridin-2-yl]-3-chloranyl-5-(trifluoromethyl)pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]1(CO[C@](C)(C(=N1)N)C(F)(F)F)c2nc(NC(=O)c3ncc(cc3Cl)C(F)(F)F)ccc2F
#
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
 BUH  BUH  ~{N}-[6-[(3~{R},6~{R})-5-azanyl-3,6-dimethyl-6-(trifluoromethyl)-2~{H}-1,4-oxazin-3-yl]-5-fluoranyl-pyridin-2-yl]-3-chloranyl-5-(trifluoromethyl)pyridine-2-carboxamide  ligand  49  34  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BUH
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
 BUH  C1   C   CR6   0   0.513  -0.3247  -2.1117  -0.0294
 BUH  C2   C   CR16  0  -0.382  -0.2078  -3.4642  -0.3524
 BUH  C3   C   CR16  0  -0.298   1.0589  -4.0092  -0.3847
 BUH  C11  C   CT    0  -0.061   4.5800   1.3777  -0.4038
 BUH  C13  C   CH2   0  -0.175   2.5644   0.5357   0.5112
 BUH  C14  C   CH3   0  -0.651   3.6295  -1.2554   1.9188
 BUH  C15  C   CH3   0  -0.680   4.1417   2.3099  -1.5360
 BUH  C17  C   CR16  0  -0.038  -5.4634  -1.1554  -0.3311
 BUH  C18  C   CR6   0  -0.310  -6.1935  -0.0006  -0.0874
 BUH  C19  C   CR16  0  -0.084  -5.5149   1.1351   0.3131
 BUH  C20  C   CR6   0  -0.084  -4.1357   1.0903   0.4554
 BUH  C21  C   CR6   0   0.189  -3.4744  -0.1093   0.1879
 BUH  C4   C   CR6   0   0.480   2.1410  -3.1958  -0.1064
 BUH  C5   C   CR6   0   0.114   1.9500  -1.8541   0.1940
 BUH  N6   N   N     0  -0.433   0.7218  -1.3540   0.2293
 BUH  F7   F   F     0  -0.299   3.3641  -3.7389  -0.1079
 BUH  C8   C   CT    0  -0.044   3.0846  -0.8987   0.5290
 BUH  N9   N   N     0  -0.410   4.1156  -1.0604  -0.4763
 BUH  C10  C   C     0   0.406   4.7706  -0.0591  -0.9012
 BUH  O12  O   O2    0  -0.503   3.6612   1.4161   0.6533
 BUH  N16  N   NH2   0  -0.817   5.7452  -0.2370  -1.8364
 BUH  N22  N   N     0  -0.454  -4.1536  -1.1838  -0.1916
 BUH  N24  N   NH1   0  -0.749  -1.6003  -1.5600   0.0093
 BUH  CL   CL  CL    0  -0.071  -3.3599   2.5362   0.9591
 BUH  F28  F   F     0  -0.296  -8.1863  -1.1203  -0.6361
 BUH  F29  F   F     0  -0.306  -8.2796   0.3797   0.9060
 BUH  F30  F   F     0  -0.306  -8.0433   0.9664  -1.1476
 BUH  H1   H   HCR6  0   0.290  -1.0774  -4.0721  -0.5641
 BUH  H2   H   HCR6  0   0.297   1.2083  -5.0556  -0.6178
 BUH  H3   H   HCH2  0   0.234   2.0174   0.7363  -0.4160
 BUH  H4   H   HCH2  0   0.258   1.8898   0.7439   1.3395
 BUH  H5   H   HCH3  0   0.233   2.8321  -1.2309   2.6624
 BUH  H6   H   HCH3  0   0.243   4.0704  -2.2506   1.9236
 BUH  H7   H   HCH3  0   0.240   4.4006  -0.5489   2.2235
 BUH  H8   H   HCH3  0   0.268   3.2081   1.9513  -1.9684
 BUH  H9   H   HCH3  0   0.267   3.9695   3.3158  -1.1556
 BUH  H10  H   HCH3  0   0.249   4.8659   2.3770  -2.3456
 BUH  H11  H   HCR6  0   0.300  -5.9334  -2.0779  -0.6451
 BUH  H12  H   HCR6  0   0.319  -6.0389   2.0597   0.5189
 BUH  H13  H   HNH2  0   0.394   5.9957   0.5212  -2.4478
 BUH  H14  H   HNH2  0   0.388   5.7445  -1.1377  -2.2898
 BUH  H15  H   HNH1  0   0.432  -2.3668  -2.1800  -0.2233
 BUH  C31  C   CT    0   1.038   5.8802   1.8800   0.2445
 BUH  C23  C   C     0   0.536  -1.9744  -0.2880   0.2972
 BUH  F32  F   F     0  -0.301   5.6739   3.0191   0.9082
 BUH  F33  F   F     0  -0.300   6.3697   0.9943   1.1176
 BUH  F34  F   F     0  -0.303   6.8397   2.1231  -0.6536
 BUH  C26  C   CT    0   1.074  -7.6827   0.0496  -0.2440
 BUH  O25  O   O     0  -0.406  -1.2395   0.6224   0.6043

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
 BUH  F30  C26  single    1.337  0.020  1.337
 BUH  F29  C26  single    1.337  0.020  1.337
 BUH  C26  F28  single    1.333  0.020  1.333
 BUH  C26  C18  single    1.498  0.020  1.498
 BUH  F32  C31  single    1.334  0.020  1.334
 BUH  C19  C18  aromatic  1.382  0.020  1.382
 BUH  C19  C20  aromatic  1.387  0.020  1.387
 BUH  C18  C17  aromatic  1.388  0.020  1.388
 BUH  F33  C31  single    1.337  0.020  1.337
 BUH  C15  C11  single    1.531  0.020  1.531
 BUH  C17  N22  aromatic  1.317  0.020  1.317
 BUH  C20  CL   single    1.716  0.020  1.716
 BUH  C20  C21  aromatic  1.396  0.020  1.396
 BUH  C31  C11  single    1.537  0.020  1.537
 BUH  C31  F34  single    1.337  0.020  1.337
 BUH  C11  C10  single    1.532  0.020  1.532
 BUH  C11  O12  single    1.401  0.020  1.401
 BUH  N16  C10  single    1.362  0.020  1.362
 BUH  N22  C21  aromatic  1.327  0.020  1.327
 BUH  C21  C23  single    1.515  0.020  1.515
 BUH  C10  N9   double    1.270  0.020  1.270
 BUH  O12  C13  single    1.414  0.020  1.414
 BUH  C23  N24  single    1.357  0.020  1.357
 BUH  C23  O25  double    1.210  0.020  1.210
 BUH  N24  C1   single    1.390  0.020  1.390
 BUH  N9   C8   single    1.449  0.020  1.449
 BUH  C13  C8   single    1.526  0.020  1.526
 BUH  N6   C1   aromatic  1.318  0.020  1.318
 BUH  N6   C5   aromatic  1.327  0.020  1.327
 BUH  C1   C2   aromatic  1.395  0.020  1.395
 BUH  C8   C5   single    1.521  0.020  1.521
 BUH  C8   C14  single    1.535  0.020  1.535
 BUH  C5   C4   aromatic  1.388  0.020  1.388
 BUH  C2   C3   aromatic  1.379  0.020  1.379
 BUH  C4   C3   aromatic  1.382  0.020  1.382
 BUH  C4   F7   single    1.338  0.020  1.338
 BUH  C2   H1   single    0.930  0.020  1.080
 BUH  C3   H2   single    0.930  0.020  1.080
 BUH  C13  H3   single    0.970  0.020  1.090
 BUH  C13  H4   single    0.970  0.020  1.090
 BUH  C14  H5   single    0.970  0.020  1.090
 BUH  C14  H6   single    0.970  0.020  1.090
 BUH  C14  H7   single    0.970  0.020  1.090
 BUH  C15  H8   single    0.970  0.020  1.090
 BUH  C15  H9   single    0.970  0.020  1.090
 BUH  C15  H10  single    0.970  0.020  1.090
 BUH  C17  H11  single    0.930  0.020  1.080
 BUH  C19  H12  single    0.930  0.020  1.080
 BUH  N16  H13  single    0.890  0.020  1.040
 BUH  N16  H14  single    0.890  0.020  1.040
 BUH  N24  H15  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
 BUH  N24  C1   N6   119.67  3.000
 BUH  N6   C1   C2   122.42  3.000
 BUH  N24  C1   C2   117.90  3.000
 BUH  H1   C2   C3   120.76  3.000
 BUH  H1   C2   C1   121.50  3.000
 BUH  C3   C2   C1   117.73  3.000
 BUH  H2   C3   C4   120.28  3.000
 BUH  H2   C3   C2   120.92  3.000
 BUH  C4   C3   C2   118.80  3.000
 BUH  C31  C11  O12  103.15  3.000
 BUH  O12  C11  C10  110.62  3.000
 BUH  C31  C11  C10  109.76  3.000
 BUH  O12  C11  C15  110.71  3.000
 BUH  C10  C11  C15  111.50  3.000
 BUH  C31  C11  C15  110.80  3.000
 BUH  H4   C13  H3   107.45  3.000
 BUH  H4   C13  O12  106.58  3.000
 BUH  H3   C13  O12  111.02  3.000
 BUH  H4   C13  C8   112.47  3.000
 BUH  H3   C13  C8   110.63  3.000
 BUH  O12  C13  C8   108.65  3.000
 BUH  H7   C14  H6   107.76  3.000
 BUH  H7   C14  H5   108.20  3.000
 BUH  H6   C14  H5   108.28  3.000
 BUH  H7   C14  C8   110.73  3.000
 BUH  H6   C14  C8   111.11  3.000
 BUH  H5   C14  C8   110.64  3.000
 BUH  H10  C15  H9   107.94  3.000
 BUH  H10  C15  H8   107.17  3.000
 BUH  H9   C15  H8   107.89  3.000
 BUH  H10  C15  C11  113.41  3.000
 BUH  H9   C15  C11  110.45  3.000
 BUH  H8   C15  C11  109.79  3.000
 BUH  H11  C17  N22  116.37  3.000
 BUH  H11  C17  C18  122.13  3.000
 BUH  N22  C17  C18  121.49  3.000
 BUH  C26  C18  C19  119.39  3.000
 BUH  C19  C18  C17  118.44  3.000
 BUH  C26  C18  C17  122.17  3.000
 BUH  H12  C19  C20  119.29  3.000
 BUH  H12  C19  C18  121.28  3.000
 BUH  C20  C19  C18  119.43  3.000
 BUH  CL   C20  C21  124.48  3.000
 BUH  C21  C20  C19  118.63  3.000
 BUH  CL   C20  C19  116.89  3.000
 BUH  N22  C21  C23  115.60  3.000
 BUH  C23  C21  C20  123.84  3.000
 BUH  N22  C21  C20  120.56  3.000
 BUH  F7   C4   C5   121.22  3.000
 BUH  F7   C4   C3   118.46  3.000
 BUH  C5   C4   C3   120.31  3.000
 BUH  C8   C5   N6   116.62  3.000
 BUH  C8   C5   C4   123.53  3.000
 BUH  N6   C5   C4   119.84  3.000
 BUH  C5   N6   C1   120.89  3.000
 BUH  N9   C8   C5   107.93  3.000
 BUH  C5   C8   C14  108.57  3.000
 BUH  N9   C8   C14  110.47  3.000
 BUH  C14  C8   C13  110.49  3.000
 BUH  C5   C8   C13  109.49  3.000
 BUH  N9   C8   C13  109.84  3.000
 BUH  C10  N9   C8   120.74  3.000
 BUH  N16  C10  N9   119.72  3.000
 BUH  N9   C10  C11  124.52  3.000
 BUH  N16  C10  C11  115.74  3.000
 BUH  C13  O12  C11  114.57  3.000
 BUH  H14  N16  H13  113.60  3.000
 BUH  H14  N16  C10  115.13  3.000
 BUH  H13  N16  C10  119.81  3.000
 BUH  C21  N22  C17  121.45  3.000
 BUH  H15  N24  C23  114.45  3.000
 BUH  H15  N24  C1   116.42  3.000
 BUH  C23  N24  C1   129.12  3.000
 BUH  F34  C31  F33  107.25  3.000
 BUH  F34  C31  F32  106.86  3.000
 BUH  F33  C31  F32  107.30  3.000
 BUH  F34  C31  C11  112.54  3.000
 BUH  F33  C31  C11  111.64  3.000
 BUH  F32  C31  C11  110.98  3.000
 BUH  O25  C23  N24  126.30  3.000
 BUH  O25  C23  C21  122.09  3.000
 BUH  N24  C23  C21  111.62  3.000
 BUH  F30  C26  F29  106.96  3.000
 BUH  F29  C26  F28  107.52  3.000
 BUH  F30  C26  F28  107.53  3.000
 BUH  F28  C26  C18  112.14  3.000
 BUH  F29  C26  C18  111.23  3.000
 BUH  F30  C26  C18  111.21  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
 BUH  CONST_01  C4   C5   N6   C1      0.00   0.0  0
 BUH  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 BUH  CONST_03  C5   N6   C1   C2      0.00   0.0  0
 BUH  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 BUH  CONST_05  N6   C1   C2   C3      0.00   0.0  0
 BUH  CONST_06  N6   C5   C4   C3      0.00   0.0  0
 BUH  CONST_07  C20  C19  C18  C17     0.00   0.0  0
 BUH  CONST_08  C20  C21  N22  C17     0.00   0.0  0
 BUH  CONST_09  C21  C20  C19  C18     0.00   0.0  0
 BUH  CONST_10  C21  N22  C17  C18     0.00   0.0  0
 BUH  CONST_11  N22  C17  C18  C19     0.00   0.0  0
 BUH  CONST_12  N22  C21  C20  C19     0.00   0.0  0
 BUH  CONST_13  C8   C5   N6   C1    180.00   0.0  0
 BUH  CONST_14  C8   C5   C4   C3    180.00   0.0  0
 BUH  CONST_15  C8   N9   C10  C11     0.00   0.0  0
 BUH  CONST_16  F7   C4   C3   C2    180.00   0.0  0
 BUH  CONST_17  N24  C1   C2   C3    180.00   0.0  0
 BUH  CONST_18  C23  C21  N22  C17   180.00   0.0  0
 BUH  CONST_19  CL   C20  C19  C18   180.00   0.0  0
 BUH  CONST_20  C23  C21  C20  C19   180.00   0.0  0
 BUH  CONST_21  C26  C18  C19  C20   180.00   0.0  0
 BUH  CONST_22  N22  C17  C18  C26   180.00   0.0  0
 BUH  CONST_23  N24  C1   N6   C5    180.00   0.0  0
 BUH  CONST_24  F7   C4   C5   N6    180.00   0.0  0
 BUH  CONST_25  C8   C5   C4   F7      0.00   0.0  0
 BUH  CONST_26  CL   C20  C21  N22   180.00   0.0  0
 BUH  CONST_27  N16  C10  N9   C8    180.00   0.0  0
 BUH  CONST_28  H2   C3   C2   C1    180.00   0.0  0
 BUH  CONST_29  H12  C19  C18  C17   180.00   0.0  0
 BUH  CONST_30  H11  C17  C18  C19   180.00   0.0  0
 BUH  CONST_31  H1   C2   C3   C4    180.00   0.0  0
 BUH  CONST_32  C21  C23  N24  C1    180.00   0.0  0
 BUH  CONST_33  C23  N24  C1   C2    180.00   0.0  0
 BUH  CONST_34  N6   C1   N24  C23     0.00   0.0  0
 BUH  CONST_35  H15  N24  C1   C2      0.00   0.0  0
 BUH  CONST_37  H14  N16  C10  C11   180.00   0.0  0
 BUH  CONST_38  O25  C23  N24  C1      0.00   0.0  0
 BUH  Var_01    C8   C13  O12  C11    64.32  30.0  1
 BUH  Var_02    F30  C26  C18  C17  -120.56  30.0  3
 BUH  Var_03    N24  C23  C21  C20   178.67  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
 BUH  chir_01  C11  C31  C10  O12  negativ
 BUH  chir_02  C8   N9   C5   C13  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
 BUH  plan-1  C17  0.020
 BUH  plan-1  C18  0.020
 BUH  plan-1  C19  0.020
 BUH  plan-1  C20  0.020
 BUH  plan-1  C21  0.020
 BUH  plan-1  N22  0.020
 BUH  plan-1  CL   0.020
 BUH  plan-1  H11  0.020
 BUH  plan-1  H12  0.020
 BUH  plan-1  C23  0.020
 BUH  plan-1  C26  0.020
 BUH  plan-2  C1   0.020
 BUH  plan-2  C2   0.020
 BUH  plan-2  C3   0.020
 BUH  plan-2  C4   0.020
 BUH  plan-2  C5   0.020
 BUH  plan-2  N6   0.020
 BUH  plan-2  F7   0.020
 BUH  plan-2  C8   0.020
 BUH  plan-2  N24  0.020
 BUH  plan-2  H1   0.020
 BUH  plan-2  H2   0.020
 BUH  plan-3  C1   0.020
 BUH  plan-3  C21  0.020
 BUH  plan-3  N24  0.020
 BUH  plan-3  H15  0.020
 BUH  plan-3  C23  0.020
 BUH  plan-3  O25  0.020
 BUH  plan-4  C11  0.020
 BUH  plan-4  C8   0.020
 BUH  plan-4  N9   0.020
 BUH  plan-4  C10  0.020
 BUH  plan-4  N16  0.020
 BUH  plan-4  H13  0.020
 BUH  plan-4  H14  0.020

