# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Jun  1 13:11:02 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: (2S)-2-{[(S)-[(1R)-1-aminoethyl](hydroxy)phosphoryl]methyl}-4-phenylbutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](N)[P](O)(=O)C[C@@H](CCc1ccccc1)C(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
 WN6  WN6  '(2S)-2-{[(S)-[(1R)-1-aminoethyl](hydroxy)phosphoryl]methyl}-4-phenylbutanoic acid'  ligand  39  19  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_WN6
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
 WN6  N2   N  NH2   0  -0.791  -3.9456   2.3403   0.9701
 WN6  C12  C  CH1   0  -0.338  -4.1312   0.9022   0.9184
 WN6  C13  C  CH3   0  -0.667  -5.5663   0.5603   0.5390
 WN6  P1   P  P     0   1.231  -2.9587   0.0347  -0.1979
 WN6  O4   O  OH1   0  -0.761  -3.1505   0.7044  -1.6646
 WN6  C14  C  CH2   0  -0.737  -1.2815   0.4915   0.3360
 WN6  C15  C  CH1   0  -0.358  -0.2020  -0.3126  -0.3925
 WN6  C16  C  CH2   0  -0.412   1.1877   0.1884   0.0288
 WN6  C17  C  CH2   0  -0.525   2.3474  -0.4940  -0.6987
 WN6  C18  C  CR6   0   0.138   3.6701   0.0567  -0.2432
 WN6  C19  C  CR16  0  -0.310   4.3285  -0.4993   0.8517
 WN6  C20  C  CR16  0  -0.239   5.5302   0.0286   1.3045
 WN6  C21  C  CR16  0  -0.273   6.0934   1.1265   0.6666
 WN6  C22  C  CR16  0  -0.239   5.4459   1.6904  -0.4252
 WN6  C23  C  CR16  0  -0.311   4.2438   1.1587  -0.8737
 WN6  C24  C  C     0   0.555  -0.3127  -1.7847  -0.0523
 WN6  O5   O  OH1   0  -0.589  -0.2600  -2.5665  -1.1212
 WN6  O6   O  O     0  -0.447  -0.3686  -2.2050   1.0769
 WN6  O7   O  O     0  -0.713  -3.1665  -1.4413  -0.3023
 WN6  H13  H  HNH2  0   0.365  -3.0220   2.6024   1.2877
 WN6  H14  H  HCH1  0   0.275  -3.9275   0.5004   1.9164
 WN6  H15  H  HCH3  0   0.233  -5.8155   0.9413  -0.4524
 WN6  H16  H  HCH3  0   0.242  -5.7343  -0.5155   0.5413
 WN6  H17  H  HCH3  0   0.251  -6.2508   1.0136   1.2556
 WN6  H18  H  HOH1  0   0.485  -2.8130   1.6018  -1.7721
 WN6  H19  H  HCH2  0   0.295  -1.1157   1.5580   0.1663
 WN6  H20  H  HCH2  0   0.291  -1.2114   0.3317   1.4152
 WN6  H21  H  HCH1  0   0.277  -0.3078  -0.1793  -1.4722
 WN6  H22  H  HCH2  0   0.255   1.2307   1.2633  -0.1643
 WN6  H23  H  HCH2  0   0.242   1.3005   0.0625   1.1091
 WN6  H24  H  HCH2  0   0.251   2.3291  -1.5718  -0.5196
 WN6  H25  H  HCH2  0   0.250   2.2317  -0.3516  -1.7761
 WN6  H26  H  HCR6  0   0.245   3.8978  -1.3576   1.3554
 WN6  H27  H  HCR6  0   0.253   6.0299  -0.4205   2.1534
 WN6  H28  H  HCR6  0   0.254   7.0322   1.5374   1.0151
 WN6  H29  H  HCR6  0   0.253   5.8792   2.5434  -0.9320
 WN6  H30  H  HCR6  0   0.246   3.7450   1.6034  -1.7276
 WN6  H31  H  HOH1  0   0.477  -0.2889  -3.4971  -0.8512
 WN6  H2   H  HNH2  0   0.350  -4.0983   2.7712   0.0674

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
 WN6  O6   C24  double    1.206  0.020  1.206
 WN6  O5   C24  single    1.325  0.020  1.325
 WN6  C24  C15  single    1.515  0.020  1.515
 WN6  C22  C23  aromatic  1.389  0.020  1.389
 WN6  C22  C21  aromatic  1.389  0.020  1.389
 WN6  C23  C18  aromatic  1.393  0.020  1.393
 WN6  C21  C20  aromatic  1.389  0.020  1.389
 WN6  C16  C15  single    1.536  0.020  1.536
 WN6  C16  C17  single    1.530  0.020  1.530
 WN6  C15  C14  single    1.531  0.020  1.531
 WN6  C18  C17  single    1.503  0.020  1.503
 WN6  C18  C19  aromatic  1.393  0.020  1.393
 WN6  O7   P1   double    1.494  0.020  1.494
 WN6  C20  C19  aromatic  1.388  0.020  1.388
 WN6  C14  P1   single    1.819  0.020  1.819
 WN6  P1   O4   single    1.624  0.020  1.624
 WN6  P1   C12  single    1.837  0.020  1.837
 WN6  N2   C12  single    1.451  0.020  1.451
 WN6  C12  C13  single    1.523  0.020  1.523
 WN6  N2   H13  single    0.890  0.020  1.040
 WN6  C12  H14  single    0.970  0.020  1.090
 WN6  C13  H15  single    0.970  0.020  1.090
 WN6  C13  H16  single    0.970  0.020  1.090
 WN6  C13  H17  single    0.970  0.020  1.090
 WN6  O4   H18  single    0.850  0.020  0.980
 WN6  C14  H19  single    0.970  0.020  1.090
 WN6  C14  H20  single    0.970  0.020  1.090
 WN6  C15  H21  single    0.970  0.020  1.090
 WN6  C16  H22  single    0.970  0.020  1.090
 WN6  C16  H23  single    0.970  0.020  1.090
 WN6  C17  H24  single    0.970  0.020  1.090
 WN6  C17  H25  single    0.970  0.020  1.090
 WN6  C19  H26  single    0.930  0.020  1.080
 WN6  C20  H27  single    0.930  0.020  1.080
 WN6  C21  H28  single    0.930  0.020  1.080
 WN6  C22  H29  single    0.930  0.020  1.080
 WN6  C23  H30  single    0.930  0.020  1.080
 WN6  O5   H31  single    0.850  0.020  0.980
 WN6  N2   H2   single    0.890  0.020  1.040

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
 WN6  H2   N2   H13  107.92  3.000
 WN6  H2   N2   C12  111.78  3.000
 WN6  H13  N2   C12  112.63  3.000
 WN6  H14  C12  P1   105.17  3.000
 WN6  H14  C12  C13  108.66  3.000
 WN6  P1   C12  C13  110.12  3.000
 WN6  H14  C12  N2   107.91  3.000
 WN6  C13  C12  N2   110.60  3.000
 WN6  P1   C12  N2   114.09  3.000
 WN6  H17  C13  H16  108.22  3.000
 WN6  H17  C13  H15  107.99  3.000
 WN6  H16  C13  H15  108.16  3.000
 WN6  H17  C13  C12  109.55  3.000
 WN6  H16  C13  C12  111.51  3.000
 WN6  H15  C13  C12  111.30  3.000
 WN6  O7   P1   C14  113.39  3.000
 WN6  C14  P1   O4   105.70  3.000
 WN6  O7   P1   O4   109.14  3.000
 WN6  O4   P1   C12  106.18  3.000
 WN6  C14  P1   C12  106.96  3.000
 WN6  O7   P1   C12  114.85  3.000
 WN6  H18  O4   P1   116.30  3.000
 WN6  H20  C14  H19  106.64  3.000
 WN6  H20  C14  C15  110.36  3.000
 WN6  H19  C14  C15  109.38  3.000
 WN6  H20  C14  P1   108.19  3.000
 WN6  H19  C14  P1   109.85  3.000
 WN6  C15  C14  P1   112.26  3.000
 WN6  H21  C15  C24  109.46  3.000
 WN6  H21  C15  C16  108.59  3.000
 WN6  C24  C15  C16  108.75  3.000
 WN6  H21  C15  C14  109.75  3.000
 WN6  C16  C15  C14  109.64  3.000
 WN6  C24  C15  C14  110.61  3.000
 WN6  H23  C16  H22  106.48  3.000
 WN6  H23  C16  C17  109.90  3.000
 WN6  H22  C16  C17  108.96  3.000
 WN6  H23  C16  C15  109.07  3.000
 WN6  H22  C16  C15  107.93  3.000
 WN6  C17  C16  C15  114.20  3.000
 WN6  H25  C17  H24  106.76  3.000
 WN6  H25  C17  C18  110.13  3.000
 WN6  H24  C17  C18  109.05  3.000
 WN6  H25  C17  C16  109.30  3.000
 WN6  H24  C17  C16  110.45  3.000
 WN6  C18  C17  C16  111.07  3.000
 WN6  C23  C18  C19  118.47  3.000
 WN6  C19  C18  C17  120.51  3.000
 WN6  C23  C18  C17  120.99  3.000
 WN6  H26  C19  C20  119.55  3.000
 WN6  H26  C19  C18  119.55  3.000
 WN6  C20  C19  C18  120.90  3.000
 WN6  H27  C20  C21  120.05  3.000
 WN6  H27  C20  C19  119.83  3.000
 WN6  C21  C20  C19  120.11  3.000
 WN6  H28  C21  C22  120.21  3.000
 WN6  H28  C21  C20  120.26  3.000
 WN6  C22  C21  C20  119.53  3.000
 WN6  H29  C22  C23  119.79  3.000
 WN6  H29  C22  C21  120.08  3.000
 WN6  C23  C22  C21  120.13  3.000
 WN6  H30  C23  C22  119.70  3.000
 WN6  H30  C23  C18  119.43  3.000
 WN6  C22  C23  C18  120.87  3.000
 WN6  O6   C24  O5   123.45  3.000
 WN6  O5   C24  C15  112.91  3.000
 WN6  O6   C24  C15  123.52  3.000
 WN6  H31  O5   C24  109.91  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
 WN6  CONST_01  C21  C22  C23  C18    0.00   0.0  0
 WN6  CONST_02  C21  C20  C19  C18    0.00   0.0  0
 WN6  CONST_03  C22  C23  C18  C19    0.00   0.0  0
 WN6  CONST_04  C22  C21  C20  C19    0.00   0.0  0
 WN6  CONST_05  C23  C22  C21  C20    0.00   0.0  0
 WN6  CONST_06  C23  C18  C19  C20    0.00   0.0  0
 WN6  CONST_07  C22  C23  C18  C17  180.00   0.0  0
 WN6  CONST_08  C20  C19  C18  C17  180.00   0.0  0
 WN6  CONST_09  H29  C22  C23  C18  180.00   0.0  0
 WN6  CONST_10  H27  C20  C19  C18  180.00   0.0  0
 WN6  CONST_11  H30  C23  C18  C19  180.00   0.0  0
 WN6  CONST_12  H28  C21  C20  C19  180.00   0.0  0
 WN6  CONST_13  H26  C19  C20  C21  180.00   0.0  0
 WN6  CONST_14  H31  O5   C24  C15  180.00   0.0  0
 WN6  Var_01    C23  C18  C17  C16  -89.25  30.0  2
 WN6  Var_02    C18  C17  C16  C15  179.48  30.0  3
 WN6  Var_03    C15  C14  P1   C12  172.27  30.0  1

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
 WN6  chir_01  C12  P1   N2   C13  negativ
 WN6  chir_03  C15  C24  C16  C14  positiv
 WN6  chir_04  P1   C14  O4   C12  both

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
 WN6  plan-1  C17  0.020
 WN6  plan-1  C18  0.020
 WN6  plan-1  C19  0.020
 WN6  plan-1  C20  0.020
 WN6  plan-1  C21  0.020
 WN6  plan-1  C22  0.020
 WN6  plan-1  C23  0.020
 WN6  plan-1  H26  0.020
 WN6  plan-1  H27  0.020
 WN6  plan-1  H28  0.020
 WN6  plan-1  H29  0.020
 WN6  plan-1  H30  0.020
 WN6  plan-2  C15  0.020
 WN6  plan-2  C24  0.020
 WN6  plan-2  O5   0.020
 WN6  plan-2  O6   0.020
 WN6  plan-2  H31  0.020

