# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:04:17 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: ~{N}-[2-[[(2~{S})-2-oxidanyl-3-(4-oxidanylphenoxy)propyl]amino]ethyl]morpholine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](CNCCNC(=O)N1CCOCC1)COc2ccc(O)cc2
#
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
 FVK  FVK  ~{N}-[2-[[(2~{S})-2-oxidanyl-3-(4-oxidanylphenoxy)propyl]amino]ethyl]morpholine-4-carboxamide  ligand  49  24  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FVK
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
 FVK  C4   C  CH2   0  -0.293   7.4656   0.5570  -0.5401
 FVK  C5   C  C     0   0.764   5.0910   0.7902  -0.1325
 FVK  C6   C  CH2   0  -0.226   2.6601   0.9535   0.0015
 FVK  C3   C  CH2   0  -0.174   8.6279  -0.1477   0.1283
 FVK  C1   C  CH2   0  -0.311   6.1565  -1.4596  -0.2060
 FVK  C2   C  CH2   0  -0.160   7.3903  -2.0761   0.4323
 FVK  O2   O  O     0  -0.544   5.1809   2.0123  -0.2204
 FVK  O5   O  OH1   0  -0.639  -2.2226   1.5874   1.3313
 FVK  O4   O  OH1   0  -0.631  -9.7330  -1.0862  -0.2347
 FVK  O3   O  O2    0  -0.478  -4.5680   0.8066  -0.0209
 FVK  O1   O  O2    0  -0.476   8.5833  -1.5409  -0.0859
 FVK  N1   N  NT    0  -0.515   6.2055  -0.0122  -0.0883
 FVK  N2   N  NH1   0  -0.692   3.8840   0.1859  -0.0510
 FVK  C7   C  CH2   0  -0.292   1.4631   0.0154   0.0130
 FVK  N3   N  NH1   0  -0.590   0.2396   0.7828   0.0997
 FVK  C8   C  CH2   0  -0.251  -0.9491  -0.0412   0.0469
 FVK  C9   C  CH1   0  -0.034  -2.2036   0.8171   0.1492
 FVK  C10  C  CH2   0  -0.155  -3.4452  -0.0470   0.0133
 FVK  C11  C  CR6   0   0.376  -5.8024   0.2554  -0.0778
 FVK  C12  C  CR16  0  -0.341  -6.0607  -1.1090  -0.1325
 FVK  C13  C  CR16  0  -0.334  -7.3722  -1.5727  -0.1859
 FVK  C14  C  CR6   0   0.340  -8.4403  -0.6874  -0.1868
 FVK  C15  C  CR16  0  -0.289  -8.1796   0.6814  -0.1362
 FVK  C16  C  CR16  0  -0.313  -6.8786   1.1442  -0.0822
 FVK  H1   H  HCH2  0   0.259   7.5034   1.6151  -0.2935
 FVK  H2   H  HCH2  0   0.220   7.5565   0.4671  -1.6306
 FVK  H3   H  HCH2  0   0.212   2.6378   1.5832   0.8972
 FVK  H4   H  HCH2  0   0.232   2.5840   1.6190  -0.8611
 FVK  H5   H  HCH2  0   0.232   9.5665   0.2200  -0.2876
 FVK  H6   H  HCH2  0   0.198   8.6226   0.0747   1.2045
 FVK  H7   H  HCH2  0   0.233   6.0785  -1.7653  -1.2571
 FVK  H8   H  HCH2  0   0.229   5.2995  -1.8733   0.3248
 FVK  H9   H  HCH2  0   0.200   7.3425  -1.9271   1.5201
 FVK  H10  H  HCH2  0   0.234   7.3969  -3.1498   0.2411
 FVK  H11  H  HOH1  0   0.419  -2.2718   0.9912   2.0870
 FVK  H12  H  HOH1  0   0.443  -9.7847  -2.0476  -0.2579
 FVK  H13  H  HNH1  0   0.379   3.8024  -0.8135   0.0008
 FVK  H14  H  HCH2  0   0.224   1.4485  -0.5618  -0.9167
 FVK  H15  H  HCH2  0   0.190   1.5721  -0.7133   0.8329
 FVK  H16  H  HNH1  0   0.328   0.2370   1.3007   0.9709
 FVK  H18  H  HCH2  0   0.226  -0.9622  -0.5715  -0.9098
 FVK  H19  H  HCH2  0   0.177  -0.9675  -0.8179   0.8317
 FVK  H20  H  HCH1  0   0.242  -2.1878   1.5401  -0.6722
 FVK  H21  H  HCH2  0   0.193  -3.5119  -0.7472   0.8576
 FVK  H22  H  HCH2  0   0.221  -3.3809  -0.6446  -0.9036
 FVK  H23  H  HCR6  0   0.255  -5.2621  -1.8378  -0.1356
 FVK  H24  H  HCR6  0   0.236  -7.5474  -2.6420  -0.2279
 FVK  H25  H  HCR6  0   0.241  -9.0010   1.3869  -0.1376
 FVK  H26  H  HCR6  0   0.236  -6.6904   2.2101  -0.0433

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
 FVK  O1   C2   single    1.406  0.020  1.406
 FVK  O1   C3   single    1.410  0.020  1.410
 FVK  C2   C1   single    1.520  0.020  1.520
 FVK  C3   C4   single    1.515  0.020  1.515
 FVK  C1   N1   single    1.453  0.020  1.453
 FVK  C4   N1   single    1.455  0.020  1.455
 FVK  N1   C5   single    1.374  0.020  1.374
 FVK  C5   O2   double    1.229  0.020  1.229
 FVK  C5   N2   single    1.352  0.020  1.352
 FVK  N2   C6   single    1.446  0.020  1.446
 FVK  C6   C7   single    1.521  0.020  1.521
 FVK  C7   N3   single    1.447  0.020  1.447
 FVK  N3   C8   single    1.447  0.020  1.447
 FVK  O5   C9   single    1.411  0.020  1.411
 FVK  C8   C9   single    1.523  0.020  1.523
 FVK  C9   C10  single    1.519  0.020  1.519
 FVK  C10  O3   single    1.411  0.020  1.411
 FVK  O3   C11  single    1.353  0.020  1.353
 FVK  C11  C16  aromatic  1.396  0.020  1.396
 FVK  C11  C12  aromatic  1.390  0.020  1.390
 FVK  C16  C15  aromatic  1.382  0.020  1.382
 FVK  C12  C13  aromatic  1.392  0.020  1.392
 FVK  C15  C14  aromatic  1.394  0.020  1.394
 FVK  C13  C14  aromatic  1.387  0.020  1.387
 FVK  C14  O4   single    1.354  0.020  1.354
 FVK  C4   H1   single    0.970  0.020  1.090
 FVK  C4   H2   single    0.970  0.020  1.090
 FVK  C6   H3   single    0.970  0.020  1.090
 FVK  C6   H4   single    0.970  0.020  1.090
 FVK  C3   H5   single    0.970  0.020  1.090
 FVK  C3   H6   single    0.970  0.020  1.090
 FVK  C1   H7   single    0.970  0.020  1.090
 FVK  C1   H8   single    0.970  0.020  1.090
 FVK  C2   H9   single    0.970  0.020  1.090
 FVK  C2   H10  single    0.970  0.020  1.090
 FVK  O5   H11  single    0.850  0.020  0.980
 FVK  O4   H12  single    0.850  0.020  0.980
 FVK  N2   H13  single    0.860  0.020  1.020
 FVK  C7   H14  single    0.970  0.020  1.090
 FVK  C7   H15  single    0.970  0.020  1.090
 FVK  N3   H16  single    0.890  0.020  1.040
 FVK  C8   H18  single    0.970  0.020  1.090
 FVK  C8   H19  single    0.970  0.020  1.090
 FVK  C9   H20  single    0.970  0.020  1.090
 FVK  C10  H21  single    0.970  0.020  1.090
 FVK  C10  H22  single    0.970  0.020  1.090
 FVK  C12  H23  single    0.930  0.020  1.080
 FVK  C13  H24  single    0.930  0.020  1.080
 FVK  C15  H25  single    0.930  0.020  1.080
 FVK  C16  H26  single    0.930  0.020  1.080

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
 FVK  H2   C4   H1   107.59  3.000
 FVK  H2   C4   N1   110.38  3.000
 FVK  H1   C4   N1   109.90  3.000
 FVK  H2   C4   C3   109.67  3.000
 FVK  H1   C4   C3   109.03  3.000
 FVK  N1   C4   C3   110.22  3.000
 FVK  N2   C5   N1   117.46  3.000
 FVK  N2   C5   O2   120.94  3.000
 FVK  N1   C5   O2   121.59  3.000
 FVK  H4   C6   H3   107.11  3.000
 FVK  H4   C6   C7   109.09  3.000
 FVK  H3   C6   C7   109.42  3.000
 FVK  H4   C6   N2   110.72  3.000
 FVK  H3   C6   N2   110.63  3.000
 FVK  C7   C6   N2   109.82  3.000
 FVK  H6   C3   H5   108.02  3.000
 FVK  H6   C3   O1   110.39  3.000
 FVK  H5   C3   O1   107.61  3.000
 FVK  H6   C3   C4   109.53  3.000
 FVK  H5   C3   C4   109.59  3.000
 FVK  O1   C3   C4   111.61  3.000
 FVK  H8   C1   H7   107.75  3.000
 FVK  H8   C1   N1   111.42  3.000
 FVK  H7   C1   N1   110.94  3.000
 FVK  H8   C1   C2   106.25  3.000
 FVK  H7   C1   C2   110.30  3.000
 FVK  N1   C1   C2   110.04  3.000
 FVK  H10  C2   H9   107.89  3.000
 FVK  H10  C2   O1   107.76  3.000
 FVK  H9   C2   O1   110.48  3.000
 FVK  H10  C2   C1   109.31  3.000
 FVK  H9   C2   C1   108.99  3.000
 FVK  O1   C2   C1   112.30  3.000
 FVK  H11  O5   C9   108.65  3.000
 FVK  H12  O4   C14  110.25  3.000
 FVK  C11  O3   C10  118.72  3.000
 FVK  C2   O1   C3   110.29  3.000
 FVK  C1   N1   C5   123.49  3.000
 FVK  C5   N1   C4   117.66  3.000
 FVK  C1   N1   C4   113.19  3.000
 FVK  H13  N2   C6   117.25  3.000
 FVK  H13  N2   C5   121.36  3.000
 FVK  C6   N2   C5   121.37  3.000
 FVK  H15  C7   H14  106.53  3.000
 FVK  H15  C7   N3   112.93  3.000
 FVK  H14  C7   N3   108.63  3.000
 FVK  H15  C7   C6   109.61  3.000
 FVK  H14  C7   C6   109.23  3.000
 FVK  N3   C7   C6   109.81  3.000
 FVK  H16  N3   C8   108.68  3.000
 FVK  H16  N3   C7   108.95  3.000
 FVK  C8   N3   C7   112.98  3.000
 FVK  H19  C8   H18  106.29  3.000
 FVK  H19  C8   C9   109.56  3.000
 FVK  H18  C8   C9   108.79  3.000
 FVK  H19  C8   N3   112.84  3.000
 FVK  H18  C8   N3   108.53  3.000
 FVK  C9   C8   N3   110.68  3.000
 FVK  H20  C9   C10  108.69  3.000
 FVK  H20  C9   C8   108.05  3.000
 FVK  C10  C9   C8   110.28  3.000
 FVK  H20  C9   O5   105.56  3.000
 FVK  C10  C9   O5   111.99  3.000
 FVK  C8   C9   O5   112.02  3.000
 FVK  H22  C10  H21  107.38  3.000
 FVK  H22  C10  C9   109.70  3.000
 FVK  H21  C10  C9   110.08  3.000
 FVK  H22  C10  O3   110.86  3.000
 FVK  H21  C10  O3   110.85  3.000
 FVK  C9   C10  O3   107.97  3.000
 FVK  C16  C11  C12  118.80  3.000
 FVK  C12  C11  O3   124.83  3.000
 FVK  C16  C11  O3   116.37  3.000
 FVK  H23  C12  C13  118.11  3.000
 FVK  H23  C12  C11  121.64  3.000
 FVK  C13  C12  C11  120.25  3.000
 FVK  H24  C13  C14  120.33  3.000
 FVK  H24  C13  C12  118.83  3.000
 FVK  C14  C13  C12  120.84  3.000
 FVK  C15  C14  C13  118.85  3.000
 FVK  C13  C14  O4   123.18  3.000
 FVK  C15  C14  O4   117.97  3.000
 FVK  H25  C15  C16  119.74  3.000
 FVK  H25  C15  C14  119.85  3.000
 FVK  C16  C15  C14  120.41  3.000
 FVK  H26  C16  C15  119.64  3.000
 FVK  H26  C16  C11  119.51  3.000
 FVK  C15  C16  C11  120.85  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
 FVK  CONST_01  C14  C15  C16  C11    0.00   0.0  0
 FVK  CONST_02  C14  C13  C12  C11    0.00   0.0  0
 FVK  CONST_03  C15  C16  C11  C12    0.00   0.0  0
 FVK  CONST_04  C15  C14  C13  C12    0.00   0.0  0
 FVK  CONST_05  C16  C11  C12  C13    0.00   0.0  0
 FVK  CONST_06  C16  C15  C14  C13    0.00   0.0  0
 FVK  CONST_07  C16  C15  C14  O4   180.00   0.0  0
 FVK  CONST_08  C12  C13  C14  O4   180.00   0.0  0
 FVK  CONST_09  C15  C16  C11  O3   180.00   0.0  0
 FVK  CONST_10  C13  C12  C11  O3   180.00   0.0  0
 FVK  CONST_11  H25  C15  C16  C11  180.00   0.0  0
 FVK  CONST_12  H24  C13  C12  C11  180.00   0.0  0
 FVK  CONST_13  H26  C16  C11  C12  180.00   0.0  0
 FVK  CONST_14  H23  C12  C13  C14  180.00   0.0  0
 FVK  CONST_16  O2   C5   N1   C1   180.00   0.0  0
 FVK  CONST_18  N2   C5   N1   C1     0.00   0.0  0
 FVK  CONST_19  N1   C5   N2   C6   180.00   0.0  0
 FVK  CONST_20  H13  N2   C5   N1     0.00   0.0  0
 FVK  CONST_21  O2   C5   N2   C6     0.00   0.0  0
 FVK  Var_01    C2   C1   N1   C4    50.52  30.0  1
 FVK  Var_02    C1   C2   O1   C3    59.31  30.0  1
 FVK  Var_03    C1   N1   C4   C3   -51.42  30.0  1
 FVK  Var_04    N1   C1   C2   O1   -54.25  30.0  1
 FVK  Var_05    N1   C4   C3   O1    55.50  30.0  1
 FVK  Var_06    H5   C3   O1   C2   179.96  30.0  1
 FVK  Var_07    C16  C11  O3   C10  178.74  30.0  2
 FVK  Var_08    H21  C10  O3   C11  -56.39  30.0  2
 FVK  Var_09    C7   C6   N2   C5   176.94  30.0  3
 FVK  Var_10    C8   N3   C7   C6   177.04  30.0  3
 FVK  Var_11    N3   C7   C6   N2   178.56  30.0  3
 FVK  Var_12    C9   C8   N3   C7   179.71  30.0  3

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
 FVK  chir_01  C9  O5  C8  C10  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
 FVK  plan-1  O4   0.020
 FVK  plan-1  O3   0.020
 FVK  plan-1  C11  0.020
 FVK  plan-1  C12  0.020
 FVK  plan-1  C13  0.020
 FVK  plan-1  C14  0.020
 FVK  plan-1  C15  0.020
 FVK  plan-1  C16  0.020
 FVK  plan-1  H23  0.020
 FVK  plan-1  H24  0.020
 FVK  plan-1  H25  0.020
 FVK  plan-1  H26  0.020
 FVK  plan-2  C4   0.020
 FVK  plan-2  C5   0.020
 FVK  plan-2  C6   0.020
 FVK  plan-2  C1   0.020
 FVK  plan-2  O2   0.020
 FVK  plan-2  N1   0.020
 FVK  plan-2  N2   0.020
 FVK  plan-2  H13  0.020

