# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 03:38:31 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: (2S,3S)-3-amino-2-hydroxy-4-(4-hydroxyphenyl)butanal
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1ccc(O)cc1)[C@H](O)C=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
 OKJ  OKJ  (2S,3S)-3-amino-2-hydroxy-4-(4-hydroxyphenyl)butanal  ligand  27  14  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OKJ
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
 OKJ  C1   C  CH1   0  -0.045   2.8592  -0.0320   0.5054
 OKJ  O1   O  OH1   0  -0.667   3.0643   1.2623   0.9871
 OKJ  O2   O  O     0  -0.380   4.6752   0.4362  -0.9565
 OKJ  C2   C  C1    0   0.144   3.8633  -0.3665  -0.5629
 OKJ  C3   C  CH1   0  -0.130   1.4146  -0.2422  -0.0294
 OKJ  C4   C  CH2   0  -0.515   0.4000   0.1989   1.0318
 OKJ  C5   C  CR6   0   0.146  -1.0129   0.1583   0.5254
 OKJ  C6   C  CR16  0  -0.296  -1.5157   1.1828  -0.2742
 OKJ  C7   C  CR16  0  -0.324  -2.8105   1.1534  -0.7682
 OKJ  C8   C  CR6   0   0.333  -3.6452   0.0811  -0.4625
 OKJ  O3   O  OH1   0  -0.637  -4.9008   0.0921  -0.9612
 OKJ  C9   C  CR16  0  -0.372  -3.1630  -0.9493   0.3389
 OKJ  C10  C  CR16  0  -0.305  -1.8607  -0.9041   0.8169
 OKJ  N1   N  NH2   0  -0.782   1.1354  -1.6067  -0.4214
 OKJ  H3   H  HCH1  0   0.252   1.2873   0.3948  -0.9119
 OKJ  H4   H  HCH2  0   0.238   0.4983  -0.4572   1.9037
 OKJ  H5   H  HCH2  0   0.256   0.6436   1.2073   1.3675
 OKJ  H6   H  HCR6  0   0.244  -0.8835   2.0290  -0.5204
 OKJ  H7   H  HCR6  0   0.258  -3.1791   1.9638  -1.3851
 OKJ  H8   H  HOH1  0   0.472  -5.3837  -0.6858  -0.6617
 OKJ  H9   H  HCR6  0   0.265  -3.8011  -1.7892   0.5921
 OKJ  H10  H  HCR6  0   0.244  -1.5037  -1.7174   1.4378
 OKJ  H11  H  HNH2  0   0.353   1.6809  -1.8995  -1.2197
 OKJ  H41  H  HOH1  0   0.446   3.7349   1.6843   0.4332
 OKJ  H43  H  HCH1  0   0.244   3.0098  -0.7689   1.3123
 OKJ  H12  H  HNH2  0   0.344   1.3395  -2.2493   0.3346
 OKJ  H42  H  H     0   0.214   3.8252  -1.3862  -0.9729

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
 OKJ  C1   C3   single    1.555  0.020  1.555
 OKJ  C1   H43  single    0.970  0.020  1.090
 OKJ  O1   C1   single    1.396  0.020  1.396
 OKJ  O1   H41  single    0.850  0.020  0.980
 OKJ  O2   C2   double    1.208  0.020  1.208
 OKJ  C2   C1   single    1.504  0.020  1.504
 OKJ  C3   N1   single    1.447  0.020  1.447
 OKJ  C3   H3   single    0.970  0.020  1.090
 OKJ  C4   C3   single    1.533  0.020  1.533
 OKJ  C4   C5   single    1.501  0.020  1.501
 OKJ  C4   H4   single    0.970  0.020  1.090
 OKJ  C4   H5   single    0.970  0.020  1.090
 OKJ  C5   C10  aromatic  1.390  0.020  1.390
 OKJ  C6   C5   aromatic  1.393  0.020  1.393
 OKJ  C6   C7   aromatic  1.386  0.020  1.386
 OKJ  C6   H6   single    0.930  0.020  1.080
 OKJ  C7   C8   aromatic  1.393  0.020  1.393
 OKJ  C7   H7   single    0.930  0.020  1.080
 OKJ  C8   C9   aromatic  1.392  0.020  1.392
 OKJ  C8   O3   single    1.351  0.020  1.351
 OKJ  O3   H8   single    0.850  0.020  0.980
 OKJ  C9   H9   single    0.930  0.020  1.080
 OKJ  C10  C9   aromatic  1.388  0.020  1.388
 OKJ  C10  H10  single    0.930  0.020  1.080
 OKJ  N1   H11  single    0.890  0.020  1.040
 OKJ  N1   H12  single    0.890  0.020  1.040
 OKJ  C2   H42  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
 OKJ  H43  C1   C3   106.75  3.000
 OKJ  H43  C1   C2   106.25  3.000
 OKJ  C3   C1   C2   110.24  3.000
 OKJ  C2   C1   O1   110.68  3.000
 OKJ  H43  C1   O1   110.29  3.000
 OKJ  C3   C1   O1   112.37  3.000
 OKJ  H41  O1   C1   107.99  3.000
 OKJ  H42  C2   O2   121.20  3.000
 OKJ  H42  C2   C1   116.62  3.000
 OKJ  O2   C2   C1   122.18  3.000
 OKJ  H3   C3   N1   107.91  3.000
 OKJ  H3   C3   C4   108.26  3.000
 OKJ  N1   C3   C4   109.34  3.000
 OKJ  C4   C3   C1   109.75  3.000
 OKJ  H3   C3   C1   107.84  3.000
 OKJ  N1   C3   C1   113.58  3.000
 OKJ  H5   C4   H4   106.78  3.000
 OKJ  H5   C4   C5   109.82  3.000
 OKJ  H4   C4   C5   109.67  3.000
 OKJ  H5   C4   C3   109.36  3.000
 OKJ  H4   C4   C3   108.61  3.000
 OKJ  C5   C4   C3   112.43  3.000
 OKJ  C10  C5   C6   117.52  3.000
 OKJ  C6   C5   C4   120.88  3.000
 OKJ  C10  C5   C4   121.59  3.000
 OKJ  H6   C6   C7   118.69  3.000
 OKJ  H6   C6   C5   119.57  3.000
 OKJ  C7   C6   C5   121.73  3.000
 OKJ  H7   C7   C8   119.81  3.000
 OKJ  H7   C7   C6   120.33  3.000
 OKJ  C8   C7   C6   119.86  3.000
 OKJ  C9   C8   O3   122.73  3.000
 OKJ  O3   C8   C7   118.01  3.000
 OKJ  C9   C8   C7   119.26  3.000
 OKJ  H8   O3   C8   110.15  3.000
 OKJ  H9   C9   C10  119.78  3.000
 OKJ  C10  C9   C8   119.96  3.000
 OKJ  H9   C9   C8   120.26  3.000
 OKJ  H10  C10  C9   118.82  3.000
 OKJ  H10  C10  C5   119.52  3.000
 OKJ  C9   C10  C5   121.66  3.000
 OKJ  H12  N1   H11  107.28  3.000
 OKJ  H12  N1   C3   110.93  3.000
 OKJ  H11  N1   C3   112.53  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
 OKJ  CONST_01  C8   C9   C10  C5    0.00   0.0  0
 OKJ  CONST_02  C8   C7   C6   C5    0.00   0.0  0
 OKJ  CONST_03  C9   C10  C5   C6    0.00   0.0  0
 OKJ  CONST_04  C9   C8   C7   C6    0.00   0.0  0
 OKJ  CONST_05  C10  C5   C6   C7    0.00   0.0  0
 OKJ  CONST_06  C10  C9   C8   C7    0.00   0.0  0
 OKJ  CONST_07  C9   C10  C5   C4  180.00   0.0  0
 OKJ  CONST_08  C7   C6   C5   C4  180.00   0.0  0
 OKJ  CONST_09  O3   C8   C7   C6  180.00   0.0  0
 OKJ  CONST_10  C10  C9   C8   O3  180.00   0.0  0
 OKJ  CONST_11  H9   C9   C10  C5  180.00   0.0  0
 OKJ  CONST_12  H7   C7   C6   C5  180.00   0.0  0
 OKJ  CONST_13  H10  C10  C5   C6  180.00   0.0  0
 OKJ  CONST_14  H6   C6   C7   C8  180.00   0.0  0
 OKJ  Var_01    C10  C5   C4   C3   99.43  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
 OKJ  chir_01  C1  C3  O1  C2  positiv
 OKJ  chir_02  C3  N1  C4  C1  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
 OKJ  plan-1  C4   0.020
 OKJ  plan-1  C5   0.020
 OKJ  plan-1  C6   0.020
 OKJ  plan-1  C7   0.020
 OKJ  plan-1  C8   0.020
 OKJ  plan-1  O3   0.020
 OKJ  plan-1  C9   0.020
 OKJ  plan-1  C10  0.020
 OKJ  plan-1  H6   0.020
 OKJ  plan-1  H7   0.020
 OKJ  plan-1  H9   0.020
 OKJ  plan-1  H10  0.020
 OKJ  plan-2  C1   0.020
 OKJ  plan-2  O2   0.020
 OKJ  plan-2  C2   0.020
 OKJ  plan-2  H42  0.020

