# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 03:45:18 2021
#   Inital geometry file: a 81 line input string
#   Ligand name: (3~{R})-3-azanyl-4-oxidanylidene-4-[[3-(trifluoromethyloxy)phenyl]amino]butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](CC(O)=O)C(=O)Nc1cccc(OC(F)(F)F)c1
#
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
 FXX  FXX  '(3~{R})-3-azanyl-4-oxidanylidene-4-[[3-(trifluoromethyloxy)phenyl]amino]butanoic acid'  ligand  31  20  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FXX
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
 FXX  C    C  CT    0   1.073  -2.2496  13.2090  10.0651
 FXX  C1   C  CR16  0  -0.318  -1.6153  10.0862  10.2147
 FXX  C2   C  CR6   0   0.334  -2.1594  10.9930   9.3227
 FXX  C3   C  CR16  0  -0.406  -2.0481  10.8354   7.9562
 FXX  C4   C  CR6   0   0.397  -1.3649   9.7315   7.4407
 FXX  C5   C  CR16  0  -0.312  -0.8033   8.8065   8.3228
 FXX  C6   C  CR16  0  -0.244  -0.9394   8.9955   9.6905
 FXX  O7   O  O2    0  -0.525  -2.8984  12.0670   9.8072
 FXX  N8   N  NH1   0  -0.750  -1.2904   9.6437   6.0507
 FXX  C9   C  C     0   0.538  -0.7883   8.6465   5.2746
 FXX  C10  C  CH1   0  -0.221  -0.8181   8.9861   3.7840
 FXX  N11  N  NH2   0  -0.795  -0.8264   7.7630   3.0137
 FXX  O12  O  O     0  -0.443  -0.3376   7.6050   5.7038
 FXX  C17  C  CH2   0  -0.574   0.4403   9.8010   3.4793
 FXX  C18  C  C     0   0.555   0.4501  10.3951   2.0955
 FXX  O19  O  O     0  -0.441  -0.4654  10.3503   1.3117
 FXX  O20  O  OH1   0  -0.590   1.5992  11.0057   1.8399
 FXX  F13  F  F     0  -0.299  -1.3047  13.0675  10.9968
 FXX  F14  F  F     0  -0.276  -3.1387  14.0855  10.5031
 FXX  F16  F  F     0  -0.299  -1.6524  13.7199   8.9869
 FXX  H2   H  HCR6  0   0.292  -2.5074  11.5553   7.2895
 FXX  H3   H  HCR6  0   0.288  -0.2733   7.9425   7.9592
 FXX  H4   H  HCR6  0   0.272  -0.5046   8.2682  10.3630
 FXX  H5   H  HNH1  0   0.420  -1.6889  10.4284   5.5564
 FXX  H6   H  HCH1  0   0.254  -1.6934   9.6271   3.6002
 FXX  H7   H  HNH2  0   0.355  -1.6469   7.2159   3.2434
 FXX  H8   H  HNH2  0   0.356  -0.9223   7.9954   2.0338
 FXX  H10  H  HCH2  0   0.296   1.3275   9.1752   3.6086
 FXX  H11  H  HCH2  0   0.300   0.5426  10.6302   4.1860
 FXX  H12  H  HOH1  0   0.483   1.5775  11.4014   0.9553
 FXX  H1   H  HCR6  0   0.280  -1.7288  10.2137  11.2824

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
 FXX  O19  C18  double    1.206  0.020  1.206
 FXX  O20  C18  single    1.326  0.020  1.326
 FXX  C18  C17  single    1.506  0.020  1.506
 FXX  N11  C10  single    1.445  0.020  1.445
 FXX  C17  C10  single    1.530  0.020  1.530
 FXX  C10  C9   single    1.529  0.020  1.529
 FXX  C9   O12  double    1.213  0.020  1.213
 FXX  C9   N8   single    1.360  0.020  1.360
 FXX  N8   C4   single    1.395  0.020  1.395
 FXX  C4   C3   aromatic  1.397  0.020  1.397
 FXX  C4   C5   aromatic  1.396  0.020  1.396
 FXX  C3   C2   aromatic  1.380  0.020  1.380
 FXX  C5   C6   aromatic  1.387  0.020  1.387
 FXX  C2   O7   single    1.391  0.020  1.391
 FXX  C2   C1   aromatic  1.383  0.020  1.383
 FXX  F16  C    single    1.334  0.020  1.334
 FXX  C6   C1   aromatic  1.386  0.020  1.386
 FXX  O7   C    single    1.339  0.020  1.339
 FXX  C    F13  single    1.335  0.020  1.335
 FXX  C    F14  single    1.323  0.020  1.323
 FXX  C1   H1   single    0.930  0.020  1.080
 FXX  C3   H2   single    0.930  0.020  1.080
 FXX  C5   H3   single    0.930  0.020  1.080
 FXX  C6   H4   single    0.930  0.020  1.080
 FXX  N8   H5   single    0.860  0.020  1.020
 FXX  C10  H6   single    0.970  0.020  1.090
 FXX  N11  H7   single    0.890  0.020  1.040
 FXX  N11  H8   single    0.890  0.020  1.040
 FXX  C17  H10  single    0.970  0.020  1.090
 FXX  C17  H11  single    0.970  0.020  1.090
 FXX  O20  H12  single    0.850  0.020  0.980

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
 FXX  F16  C    F14  108.34  3.000
 FXX  F14  C    F13  108.36  3.000
 FXX  F16  C    F13  106.73  3.000
 FXX  F14  C    O7   107.65  3.000
 FXX  F13  C    O7   112.78  3.000
 FXX  F16  C    O7   112.83  3.000
 FXX  H1   C1   C6   121.16  3.000
 FXX  H1   C1   C2   121.21  3.000
 FXX  C6   C1   C2   117.63  3.000
 FXX  O7   C2   C3   118.43  3.000
 FXX  O7   C2   C1   119.37  3.000
 FXX  C3   C2   C1   122.13  3.000
 FXX  H2   C3   C4   120.36  3.000
 FXX  H2   C3   C2   119.95  3.000
 FXX  C4   C3   C2   119.68  3.000
 FXX  N8   C4   C5   124.51  3.000
 FXX  C5   C4   C3   119.15  3.000
 FXX  N8   C4   C3   116.34  3.000
 FXX  H3   C5   C6   119.37  3.000
 FXX  H3   C5   C4   121.08  3.000
 FXX  C6   C5   C4   119.55  3.000
 FXX  H4   C6   C5   118.81  3.000
 FXX  H4   C6   C1   119.33  3.000
 FXX  C5   C6   C1   121.86  3.000
 FXX  C2   O7   C    117.93  3.000
 FXX  H5   N8   C9   115.88  3.000
 FXX  H5   N8   C4   114.71  3.000
 FXX  C9   N8   C4   129.40  3.000
 FXX  O12  C9   C10  122.87  3.000
 FXX  O12  C9   N8   124.39  3.000
 FXX  C10  C9   N8   112.73  3.000
 FXX  H6   C10  C17  108.11  3.000
 FXX  H6   C10  N11  113.53  3.000
 FXX  C17  C10  N11  110.45  3.000
 FXX  H6   C10  C9   107.92  3.000
 FXX  C17  C10  C9   107.24  3.000
 FXX  N11  C10  C9   109.37  3.000
 FXX  H8   N11  H7   105.49  3.000
 FXX  H8   N11  C10  108.81  3.000
 FXX  H7   N11  C10  109.93  3.000
 FXX  H11  C17  H10  106.35  3.000
 FXX  H11  C17  C18  107.09  3.000
 FXX  H10  C17  C18  109.22  3.000
 FXX  H11  C17  C10  110.61  3.000
 FXX  H10  C17  C10  109.82  3.000
 FXX  C18  C17  C10  113.48  3.000
 FXX  O20  C18  O19  123.34  3.000
 FXX  O20  C18  C17  111.37  3.000
 FXX  O19  C18  C17  125.28  3.000
 FXX  H12  O20  C18  110.15  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
 FXX  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 FXX  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 FXX  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 FXX  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 FXX  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 FXX  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 FXX  CONST_07  N8   C4   C3   C2   180.00   0.0  0
 FXX  CONST_08  O7   C2   C3   C4   180.00   0.0  0
 FXX  CONST_09  N8   C4   C5   C6   180.00   0.0  0
 FXX  CONST_10  O7   C2   C1   C6   180.00   0.0  0
 FXX  CONST_11  H2   C3   C2   C1   180.00   0.0  0
 FXX  CONST_12  H3   C5   C6   C1   180.00   0.0  0
 FXX  CONST_13  H4   C6   C1   C2   180.00   0.0  0
 FXX  CONST_14  H1   C1   C2   C3   180.00   0.0  0
 FXX  CONST_15  C9   N8   C4   C3   180.00   0.0  0
 FXX  CONST_16  C9   N8   C4   C5     0.00   0.0  0
 FXX  CONST_17  H5   N8   C4   C3     0.00   0.0  0
 FXX  CONST_18  C10  C9   N8   C4   180.00   0.0  0
 FXX  CONST_19  O12  C9   N8   C4     0.00   0.0  0
 FXX  CONST_20  H12  O20  C18  C17  180.00   0.0  0
 FXX  Var_01    C3   C2   O7   C    -91.93  30.0  2
 FXX  Var_02    F16  C    O7   C2    60.14  30.0  3
 FXX  Var_03    O19  C18  C17  C10    5.77  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
 FXX  chir_01  C10  N11  C17  C9  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
 FXX  plan-1  C1   0.020
 FXX  plan-1  C2   0.020
 FXX  plan-1  C3   0.020
 FXX  plan-1  C4   0.020
 FXX  plan-1  C5   0.020
 FXX  plan-1  C6   0.020
 FXX  plan-1  O7   0.020
 FXX  plan-1  N8   0.020
 FXX  plan-1  H2   0.020
 FXX  plan-1  H3   0.020
 FXX  plan-1  H4   0.020
 FXX  plan-1  H1   0.020
 FXX  plan-2  C4   0.020
 FXX  plan-2  N8   0.020
 FXX  plan-2  C9   0.020
 FXX  plan-2  C10  0.020
 FXX  plan-2  O12  0.020
 FXX  plan-2  H5   0.020
 FXX  plan-3  C17  0.020
 FXX  plan-3  C18  0.020
 FXX  plan-3  O19  0.020
 FXX  plan-3  O20  0.020
 FXX  plan-3  H12  0.020

