# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 16:51:44 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (2S)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](C[P](O)(=O)[C@@H](N)c1ccccc1)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
 4ZN  4ZN  '(2S)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid'  ligand  42  20  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4ZN
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
 4ZN  N12  N  NH2   0  -0.786  -1.2493   2.2425   0.9133
 4ZN  C13  C  CR6   0   0.154  -3.0248   0.4956   0.4390
 4ZN  C15  C  CR16  0  -0.239  -4.9276   0.8299  -1.0099
 4ZN  C17  C  CR16  0  -0.241  -4.9998  -0.8788   0.6742
 4ZN  C02  C  CH3   0  -0.646   5.3656   1.8533   0.6200
 4ZN  C04  C  CH3   0  -0.664   3.6516   2.0854  -1.1999
 4ZN  C05  C  CH2   0  -0.396   3.7209   0.0142   0.2665
 4ZN  C06  C  CH1   0  -0.403   2.3391  -0.4735  -0.2149
 4ZN  P08  P  P     0   1.254  -0.4101   0.0277  -0.2431
 4ZN  O09  O  OH1   0  -0.751  -0.8206  -1.5353  -0.2827
 4ZN  O10  O  O     0  -0.710  -0.4246   0.5953  -1.6231
 4ZN  C11  C  CH1   0  -0.434  -1.6190   0.8408   0.8722
 4ZN  C14  C  CR16  0  -0.305  -3.6425   1.1708  -0.6109
 4ZN  C16  C  CR16  0  -0.269  -5.6104  -0.1963  -0.3697
 4ZN  C18  C  CR16  0  -0.309  -3.7154  -0.5347   1.0716
 4ZN  C19  C  C     0   0.571   2.3206  -1.9829  -0.1207
 4ZN  O20  O  OH1   0  -0.585   3.0000  -2.5492  -1.1064
 4ZN  O21  O  O     0  -0.447   1.7899  -2.6150   0.7618
 4ZN  H1   H  HNH2  0   0.360  -1.4000   2.6858   0.0165
 4ZN  H2   H  HNH2  0   0.365  -1.8309   2.7308   1.5827
 4ZN  H4   H  HCR6  0   0.256  -5.3971   1.3666  -1.8242
 4ZN  H5   H  HCR6  0   0.256  -5.5258  -1.6767   1.1824
 4ZN  H6   H  HCH3  0   0.216   6.0921   1.4147  -0.0679
 4ZN  H7   H  HCH3  0   0.229   5.5329   2.9311   0.6370
 4ZN  H8   H  HCH3  0   0.227   5.5786   1.4687   1.6187
 4ZN  H9   H  HCH1  0   0.224   3.2665   2.0172   0.9033
 4ZN  H10  H  HCH3  0   0.227   2.6051   1.9728  -1.4899
 4ZN  H11  H  HCH3  0   0.234   3.8818   3.1509  -1.2442
 4ZN  H12  H  HCH3  0   0.220   4.2591   1.5833  -1.9572
 4ZN  H13  H  HCH2  0   0.242   4.4904  -0.4733  -0.3391
 4ZN  H14  H  HCH2  0   0.241   3.8769  -0.3172   1.2981
 4ZN  H15  H  HCH1  0   0.289   2.2340  -0.2037  -1.2694
 4ZN  H16  H  HCH2  0   0.291   1.1409  -0.2607   1.5947
 4ZN  H17  H  HCH2  0   0.299   1.3585   1.2232   0.7005
 4ZN  H18  H  HOH1  0   0.483  -0.5343  -2.0551   0.4797
 4ZN  H19  H  HCH1  0   0.293  -1.4506   0.4213   1.8698
 4ZN  H20  H  HCR6  0   0.247  -3.1293   1.9756  -1.1224
 4ZN  H21  H  HCR6  0   0.257  -6.6135  -0.4589  -0.6795
 4ZN  H22  H  HCR6  0   0.248  -3.2484  -1.0690   1.8910
 4ZN  H23  H  HOH1  0   0.484   3.0150  -3.5118  -0.9931
 4ZN  C07  C  CH2   0  -0.730   1.1980   0.1498   0.5844
 4ZN  C03  C  CH1   0  -0.252   3.9380   1.5274   0.1902

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
 4ZN  C04  C03  single    1.525  0.020  1.525
 4ZN  C03  C02  single    1.526  0.020  1.526
 4ZN  C03  C05  single    1.531  0.020  1.531
 4ZN  C05  C06  single    1.542  0.020  1.542
 4ZN  O10  P08  double    1.492  0.020  1.492
 4ZN  O09  P08  single    1.617  0.020  1.617
 4ZN  C07  C06  single    1.526  0.020  1.526
 4ZN  C07  P08  single    1.813  0.020  1.813
 4ZN  C06  C19  single    1.512  0.020  1.512
 4ZN  P08  C11  single    1.835  0.020  1.835
 4ZN  C19  O21  double    1.208  0.020  1.208
 4ZN  C19  O20  single    1.324  0.020  1.324
 4ZN  N12  C11  single    1.450  0.020  1.450
 4ZN  C11  C13  single    1.511  0.020  1.511
 4ZN  C14  C13  aromatic  1.393  0.020  1.393
 4ZN  C14  C15  aromatic  1.388  0.020  1.388
 4ZN  C13  C18  aromatic  1.392  0.020  1.392
 4ZN  C15  C16  aromatic  1.389  0.020  1.389
 4ZN  C18  C17  aromatic  1.388  0.020  1.388
 4ZN  C16  C17  aromatic  1.389  0.020  1.389
 4ZN  N12  H1   single    0.890  0.020  1.040
 4ZN  N12  H2   single    0.890  0.020  1.040
 4ZN  C15  H4   single    0.930  0.020  1.080
 4ZN  C17  H5   single    0.930  0.020  1.080
 4ZN  C02  H6   single    0.970  0.020  1.090
 4ZN  C02  H7   single    0.970  0.020  1.090
 4ZN  C02  H8   single    0.970  0.020  1.090
 4ZN  C03  H9   single    0.970  0.020  1.090
 4ZN  C04  H10  single    0.970  0.020  1.090
 4ZN  C04  H11  single    0.970  0.020  1.090
 4ZN  C04  H12  single    0.970  0.020  1.090
 4ZN  C05  H13  single    0.970  0.020  1.090
 4ZN  C05  H14  single    0.970  0.020  1.090
 4ZN  C06  H15  single    0.970  0.020  1.090
 4ZN  C07  H16  single    0.970  0.020  1.090
 4ZN  C07  H17  single    0.970  0.020  1.090
 4ZN  O09  H18  single    0.850  0.020  0.980
 4ZN  C11  H19  single    0.970  0.020  1.090
 4ZN  C14  H20  single    0.930  0.020  1.080
 4ZN  C16  H21  single    0.930  0.020  1.080
 4ZN  C18  H22  single    0.930  0.020  1.080
 4ZN  O20  H23  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
 4ZN  H2   N12  H1   106.82  3.000
 4ZN  H2   N12  C11  109.78  3.000
 4ZN  H1   N12  C11  111.13  3.000
 4ZN  C18  C13  C14  118.77  3.000
 4ZN  C18  C13  C11  120.02  3.000
 4ZN  C14  C13  C11  121.20  3.000
 4ZN  H4   C15  C16  119.99  3.000
 4ZN  H4   C15  C14  119.74  3.000
 4ZN  C16  C15  C14  120.27  3.000
 4ZN  H5   C17  C18  119.87  3.000
 4ZN  H5   C17  C16  120.11  3.000
 4ZN  C18  C17  C16  120.02  3.000
 4ZN  H8   C02  H7   107.70  3.000
 4ZN  H8   C02  H6   107.76  3.000
 4ZN  H7   C02  H6   107.73  3.000
 4ZN  H8   C02  C03  111.41  3.000
 4ZN  H7   C02  C03  111.03  3.000
 4ZN  H6   C02  C03  111.04  3.000
 4ZN  H12  C04  H11  107.65  3.000
 4ZN  H12  C04  H10  107.54  3.000
 4ZN  H11  C04  H10  106.99  3.000
 4ZN  H12  C04  C03  111.05  3.000
 4ZN  H11  C04  C03  110.78  3.000
 4ZN  H10  C04  C03  112.60  3.000
 4ZN  H14  C05  H13  106.65  3.000
 4ZN  H14  C05  C06  109.03  3.000
 4ZN  H13  C05  C06  108.45  3.000
 4ZN  H14  C05  C03  109.03  3.000
 4ZN  H13  C05  C03  108.25  3.000
 4ZN  C06  C05  C03  115.10  3.000
 4ZN  H15  C06  C19  107.77  3.000
 4ZN  H15  C06  C07  109.41  3.000
 4ZN  C19  C06  C07  111.45  3.000
 4ZN  H15  C06  C05  108.00  3.000
 4ZN  C19  C06  C05  107.88  3.000
 4ZN  C07  C06  C05  112.16  3.000
 4ZN  C11  P08  O10  112.78  3.000
 4ZN  C11  P08  O09  106.02  3.000
 4ZN  O10  P08  O09  110.04  3.000
 4ZN  C11  P08  C07  106.09  3.000
 4ZN  O09  P08  C07  107.55  3.000
 4ZN  O10  P08  C07  113.90  3.000
 4ZN  H18  O09  P08  115.19  3.000
 4ZN  H19  C11  P08  106.42  3.000
 4ZN  H19  C11  C13  108.46  3.000
 4ZN  P08  C11  C13  109.72  3.000
 4ZN  H19  C11  N12  107.77  3.000
 4ZN  C13  C11  N12  117.79  3.000
 4ZN  P08  C11  N12  106.11  3.000
 4ZN  H20  C14  C15  119.05  3.000
 4ZN  H20  C14  C13  120.41  3.000
 4ZN  C15  C14  C13  120.54  3.000
 4ZN  H21  C16  C17  120.23  3.000
 4ZN  H21  C16  C15  120.20  3.000
 4ZN  C17  C16  C15  119.57  3.000
 4ZN  H22  C18  C17  119.54  3.000
 4ZN  H22  C18  C13  119.64  3.000
 4ZN  C17  C18  C13  120.83  3.000
 4ZN  O21  C19  O20  123.05  3.000
 4ZN  O20  C19  C06  111.97  3.000
 4ZN  O21  C19  C06  124.95  3.000
 4ZN  H23  O20  C19  110.22  3.000
 4ZN  H17  C07  H16  106.20  3.000
 4ZN  H17  C07  P08  104.19  3.000
 4ZN  H16  C07  P08  110.52  3.000
 4ZN  H17  C07  C06  110.33  3.000
 4ZN  H16  C07  C06  111.72  3.000
 4ZN  P08  C07  C06  113.37  3.000
 4ZN  H9   C03  C05  108.83  3.000
 4ZN  H9   C03  C04  108.35  3.000
 4ZN  C05  C03  C04  112.37  3.000
 4ZN  H9   C03  C02  107.14  3.000
 4ZN  C05  C03  C02  109.26  3.000
 4ZN  C04  C03  C02  110.75  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
 4ZN  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 4ZN  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 4ZN  CONST_03  C18  C13  C14  C15     0.00   0.0  0
 4ZN  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 4ZN  CONST_05  C14  C13  C18  C17     0.00   0.0  0
 4ZN  CONST_06  C14  C15  C16  C17     0.00   0.0  0
 4ZN  CONST_07  C11  C13  C14  C15   180.00   0.0  0
 4ZN  CONST_08  C11  C13  C18  C17   180.00   0.0  0
 4ZN  CONST_09  H4   C15  C14  C13   180.00   0.0  0
 4ZN  CONST_10  H5   C17  C18  C13   180.00   0.0  0
 4ZN  CONST_11  H22  C18  C13  C14   180.00   0.0  0
 4ZN  CONST_12  H21  C16  C15  C14   180.00   0.0  0
 4ZN  CONST_13  H20  C14  C15  C16   180.00   0.0  0
 4ZN  CONST_14  H23  O20  C19  C06   180.00   0.0  0
 4ZN  Var_01    C06  C05  C03  C02  -176.81  30.0  3
 4ZN  Var_02    O10  P08  C07  C06   -54.90  30.0  3
 4ZN  Var_03    H10  C04  C03  C02  -173.26  30.0  3
 4ZN  Var_04    H6   C02  C03  C04   -60.53  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
 4ZN  chir_01  C06  C05  C07  C19  positiv
 4ZN  chir_03  C11  P08  N12  C13  negativ
 4ZN  chir_04  P08  O09  C07  C11  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
 4ZN  plan-1  C13  0.020
 4ZN  plan-1  C15  0.020
 4ZN  plan-1  C17  0.020
 4ZN  plan-1  C11  0.020
 4ZN  plan-1  C14  0.020
 4ZN  plan-1  C16  0.020
 4ZN  plan-1  C18  0.020
 4ZN  plan-1  H4   0.020
 4ZN  plan-1  H5   0.020
 4ZN  plan-1  H20  0.020
 4ZN  plan-1  H21  0.020
 4ZN  plan-1  H22  0.020
 4ZN  plan-2  C06  0.020
 4ZN  plan-2  C19  0.020
 4ZN  plan-2  O20  0.020
 4ZN  plan-2  O21  0.020
 4ZN  plan-2  H23  0.020

