# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 18:16:01 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: [(1S)-3-[acetyl(hydroxy)amino]-1-(pyridin-4-yl)propyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N(O)CC[C@@H](c1ccncc1)[P](O)(O)=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
 FOQ  FOQ  '[(1S)-3-[acetyl(hydroxy)amino]-1-(pyridin-4-yl)propyl]phosphonic acid'  ligand  33  18  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FOQ
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
 FOQ  CH3  C  CH3   0  -0.765   4.9574   0.0199   0.9236
 FOQ  O2   O  OH1   0  -0.548   3.5907   1.2225  -1.0578
 FOQ  N1   N  NT    0  -0.197   3.0397   0.0599  -0.5791
 FOQ  C1   C  C     0   0.505   3.5985  -0.4940   0.5284
 FOQ  O1   O  O     0  -0.487   3.0199  -1.3796   1.1391
 FOQ  C2   C  CH2   0  -0.275   1.6661  -0.1679  -0.9637
 FOQ  C3   C  CH2   0  -0.469   0.6925   0.7649  -0.2473
 FOQ  C4   C  CH1   0  -0.641  -0.7512   0.4956  -0.6806
 FOQ  PA1  P  P     0   1.404  -1.9446   1.6818   0.0161
 FOQ  OP1  O  OH1   0  -0.744  -1.4311   3.1491  -0.3944
 FOQ  OP2  O  O     0  -0.697  -3.3421   1.5001  -0.4378
 FOQ  OP3  O  OH1   0  -0.744  -1.6723   1.5159   1.5875
 FOQ  CG   C  CR6   0   0.207  -1.2511  -0.8946  -0.3809
 FOQ  CD1  C  CR16  0  -0.359  -2.1524  -1.5143  -1.2394
 FOQ  CD2  C  CR16  0  -0.353  -0.8710  -1.5976   0.7573
 FOQ  CE1  C  CR16  0  -0.061  -2.6172  -2.7831  -0.9333
 FOQ  CE2  C  CR16  0  -0.062  -1.3927  -2.8643   0.9717
 FOQ  NZ   N  N     0  -0.408  -2.2511  -3.4574   0.1508
 FOQ  H1   H  HCH3  0   0.268   4.8994   1.0515   1.2724
 FOQ  H2   H  HCH3  0   0.256   5.3447  -0.5962   1.7309
 FOQ  H3   H  HCH3  0   0.262   5.6621  -0.0028   0.0931
 FOQ  H4   H  HOH1  0   0.479   4.0513   0.9834  -1.8734
 FOQ  H5   H  HCH2  0   0.263   1.5878  -0.0390  -2.0452
 FOQ  H6   H  HCH2  0   0.262   1.4353  -1.2101  -0.7523
 FOQ  H7   H  HCH2  0   0.263   0.8049   0.6572   0.8325
 FOQ  H8   H  HCH2  0   0.259   0.9574   1.7952  -0.4926
 FOQ  H9   H  HCH1  0   0.324  -0.8214   0.6550  -1.7633
 FOQ  H10  H  HOH1  0   0.491  -0.6161   3.4564   0.0227
 FOQ  H11  H  HOH1  0   0.498  -2.3422   1.9210   2.1561
 FOQ  H12  H  HCR6  0   0.269  -2.4868  -1.0224  -2.1433
 FOQ  H13  H  HCR6  0   0.269  -0.1683  -1.1873   1.4700
 FOQ  H14  H  HCR6  0   0.265  -3.3176  -3.2758  -1.5984
 FOQ  H15  H  HCR6  0   0.265  -1.0976  -3.4236   1.8527

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
 FOQ  OP2  PA1  double    1.480  0.020  1.480
 FOQ  OP3  PA1  single    1.603  0.020  1.603
 FOQ  PA1  OP1  single    1.608  0.020  1.608
 FOQ  PA1  C4   single    1.821  0.020  1.821
 FOQ  C3   C4   single    1.531  0.020  1.531
 FOQ  C3   C2   single    1.527  0.020  1.527
 FOQ  O2   N1   single    1.373  0.020  1.373
 FOQ  C4   CG   single    1.507  0.020  1.507
 FOQ  C2   N1   single    1.444  0.020  1.444
 FOQ  N1   C1   single    1.359  0.020  1.359
 FOQ  CG   CD1  aromatic  1.391  0.020  1.391
 FOQ  CG   CD2  aromatic  1.391  0.020  1.391
 FOQ  CD1  CE1  aromatic  1.385  0.020  1.385
 FOQ  C1   O1   double    1.221  0.020  1.221
 FOQ  C1   CH3  single    1.506  0.020  1.506
 FOQ  CD2  CE2  aromatic  1.387  0.020  1.387
 FOQ  CE1  NZ   aromatic  1.328  0.020  1.328
 FOQ  CE2  NZ   aromatic  1.328  0.020  1.328
 FOQ  CH3  H1   single    0.970  0.020  1.090
 FOQ  CH3  H2   single    0.970  0.020  1.090
 FOQ  CH3  H3   single    0.970  0.020  1.090
 FOQ  O2   H4   single    0.850  0.020  0.980
 FOQ  C2   H5   single    0.970  0.020  1.090
 FOQ  C2   H6   single    0.970  0.020  1.090
 FOQ  C3   H7   single    0.970  0.020  1.090
 FOQ  C3   H8   single    0.970  0.020  1.090
 FOQ  C4   H9   single    0.970  0.020  1.090
 FOQ  OP1  H10  single    0.850  0.020  0.980
 FOQ  OP3  H11  single    0.850  0.020  0.980
 FOQ  CD1  H12  single    0.930  0.020  1.080
 FOQ  CD2  H13  single    0.930  0.020  1.080
 FOQ  CE1  H14  single    0.930  0.020  1.080
 FOQ  CE2  H15  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
 FOQ  H3   CH3  H2   108.90  3.000
 FOQ  H3   CH3  H1   107.33  3.000
 FOQ  H2   CH3  H1   108.52  3.000
 FOQ  H3   CH3  C1   112.12  3.000
 FOQ  H2   CH3  C1   108.86  3.000
 FOQ  H1   CH3  C1   111.03  3.000
 FOQ  H4   O2   N1   106.02  3.000
 FOQ  C2   N1   C1   122.95  3.000
 FOQ  C1   N1   O2   117.68  3.000
 FOQ  C2   N1   O2   114.99  3.000
 FOQ  O1   C1   N1   120.56  3.000
 FOQ  O1   C1   CH3  122.94  3.000
 FOQ  N1   C1   CH3  116.49  3.000
 FOQ  H6   C2   H5   106.87  3.000
 FOQ  H6   C2   C3   111.02  3.000
 FOQ  H5   C2   C3   110.30  3.000
 FOQ  H6   C2   N1   107.52  3.000
 FOQ  H5   C2   N1   108.26  3.000
 FOQ  C3   C2   N1   112.65  3.000
 FOQ  H8   C3   H7   106.89  3.000
 FOQ  H8   C3   C4   109.34  3.000
 FOQ  H7   C3   C4   111.09  3.000
 FOQ  H8   C3   C2   108.45  3.000
 FOQ  H7   C3   C2   109.78  3.000
 FOQ  C4   C3   C2   111.16  3.000
 FOQ  H9   C4   CG   108.01  3.000
 FOQ  H9   C4   PA1  103.95  3.000
 FOQ  CG   C4   PA1  107.90  3.000
 FOQ  H9   C4   C3   108.31  3.000
 FOQ  CG   C4   C3   114.74  3.000
 FOQ  PA1  C4   C3   113.27  3.000
 FOQ  OP3  PA1  OP2  116.62  3.000
 FOQ  OP3  PA1  OP1  106.88  3.000
 FOQ  OP2  PA1  OP1  109.58  3.000
 FOQ  OP1  PA1  C4   106.71  3.000
 FOQ  OP3  PA1  C4   101.32  3.000
 FOQ  OP2  PA1  C4   114.92  3.000
 FOQ  H10  OP1  PA1  116.72  3.000
 FOQ  H11  OP3  PA1  114.52  3.000
 FOQ  CD2  CG   CD1  117.21  3.000
 FOQ  CD2  CG   C4   122.57  3.000
 FOQ  CD1  CG   C4   120.21  3.000
 FOQ  H12  CD1  CE1  119.82  3.000
 FOQ  H12  CD1  CG   120.89  3.000
 FOQ  CE1  CD1  CG   119.28  3.000
 FOQ  H13  CD2  CE2  119.28  3.000
 FOQ  H13  CD2  CG   121.67  3.000
 FOQ  CE2  CD2  CG   119.04  3.000
 FOQ  H14  CE1  NZ   116.61  3.000
 FOQ  H14  CE1  CD1  119.82  3.000
 FOQ  NZ   CE1  CD1  123.56  3.000
 FOQ  H15  CE2  NZ   116.60  3.000
 FOQ  H15  CE2  CD2  119.63  3.000
 FOQ  NZ   CE2  CD2  123.77  3.000
 FOQ  CE2  NZ   CE1  117.13  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
 FOQ  CONST_01  NZ   CE1  CD1  CG     0.00   0.0  0
 FOQ  CONST_02  NZ   CE2  CD2  CG     0.00   0.0  0
 FOQ  CONST_03  CE2  CD2  CG   CD1    0.00   0.0  0
 FOQ  CONST_04  CE2  NZ   CE1  CD1    0.00   0.0  0
 FOQ  CONST_05  CE1  CD1  CG   CD2    0.00   0.0  0
 FOQ  CONST_06  CE1  NZ   CE2  CD2    0.00   0.0  0
 FOQ  CONST_07  CE1  CD1  CG   C4   180.00   0.0  0
 FOQ  CONST_08  CE2  CD2  CG   C4   180.00   0.0  0
 FOQ  CONST_09  H14  CE1  CD1  CG   180.00   0.0  0
 FOQ  CONST_10  H15  CE2  CD2  CG   180.00   0.0  0
 FOQ  CONST_11  H13  CD2  CG   CD1  180.00   0.0  0
 FOQ  CONST_12  H12  CD1  CG   CD2  180.00   0.0  0
 FOQ  CONST_13  O2   N1   C1   CH3    0.00   0.0  0
 FOQ  CONST_14  C2   N1   C1   CH3  180.00   0.0  0
 FOQ  CONST_15  O1   C1   N1   O2   180.00   0.0  0
 FOQ  CONST_16  C2   N1   C1   O1     0.00   0.0  0
 FOQ  Var_01    C3   C2   N1   O2   -71.86  30.0  1
 FOQ  Var_02    C4   C3   C2   N1   179.94  30.0  1
 FOQ  Var_03    H1   CH3  C1   N1    68.45  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
 FOQ  chir_01  C4  PA1  C3  CG  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
 FOQ  plan-1  C4   0.020
 FOQ  plan-1  CG   0.020
 FOQ  plan-1  CD1  0.020
 FOQ  plan-1  CD2  0.020
 FOQ  plan-1  CE1  0.020
 FOQ  plan-1  CE2  0.020
 FOQ  plan-1  NZ   0.020
 FOQ  plan-1  H12  0.020
 FOQ  plan-1  H13  0.020
 FOQ  plan-1  H14  0.020
 FOQ  plan-1  H15  0.020
 FOQ  plan-2  CH3  0.020
 FOQ  plan-2  O2   0.020
 FOQ  plan-2  N1   0.020
 FOQ  plan-2  C1   0.020
 FOQ  plan-2  O1   0.020
 FOQ  plan-2  C2   0.020

