# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:22:21 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: (2R)-2-benzyl-5-hydroxy-4-oxopentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCC(=O)C[C@@H](Cc1ccccc1)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
 BHK  BHK  '(2R)-2-benzyl-5-hydroxy-4-oxopentanoic acid'  ligand  30  16  .  2021-08-06  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BHK
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
 BHK  CAH   C  CR16  0  -0.309  -2.5056  -1.2132  -0.6133
 BHK  CAI   C  CR16  0  -0.239  -3.7259  -0.9811  -1.2322
 BHK  CAJ   C  CR16  0  -0.273  -4.5873  -0.0119  -0.7332
 BHK  CAK   C  CR16  0  -0.242  -4.2165   0.7198   0.3868
 BHK  CAL   C  CR16  0  -0.308  -2.9915   0.4869   0.9994
 BHK  CAG   C  CR6   0   0.139  -2.1206  -0.4821   0.5099
 BHK  CAD   C  CH2   0  -0.502  -0.7969  -0.7551   1.1726
 BHK  CAB   C  CH1   0  -0.371   0.4030  -0.4060   0.2923
 BHK  CAC   C  C     0   0.573   0.5026   1.0831   0.0491
 BHK  OAN   O  OH1   0  -0.592   1.3941   1.3648  -0.8962
 BHK  OAM   O  O     0  -0.424  -0.1065   1.9291   0.6516
 BHK  CAA   C  CH2   0  -0.589   1.7180  -0.8945   0.9168
 BHK  CAE   C  C     0   0.386   2.8722  -0.9755  -0.0585
 BHK  OAO   O  O     0  -0.392   2.7673  -1.4968  -1.1414
 BHK  CAF   C  CH2   0  -0.259   4.1641  -0.3988   0.4459
 BHK  OAP   O  OH1   0  -0.658   5.1834  -0.6020  -0.4815
 BHK  HAH   H  HCR6  0   0.247  -1.8488  -1.9803  -1.0084
 BHK  HAI   H  HCR6  0   0.253  -4.0073  -1.5607  -2.1022
 BHK  HAJ   H  HCR6  0   0.253  -5.5416   0.1683  -1.2110
 BHK  HAK   H  HCR6  0   0.252  -4.8812   1.4749   0.7866
 BHK  HAL   H  HCR6  0   0.244  -2.7107   1.0621   1.8728
 BHK  HAD   H  HCH2  0   0.256  -0.7340  -0.2248   2.1245
 BHK  HADA  H  HCH2  0   0.263  -0.7307  -1.8208   1.4071
 BHK  HAB   H  HCH1  0   0.291   0.2872  -0.9012  -0.6768
 BHK  HOAN  H  HOH1  0   0.482   1.4776   2.3250  -1.0002
 BHK  HAA   H  HCH2  0   0.272   1.9851  -0.2924   1.7892
 BHK  HAAA  H  HCH2  0   0.304   1.5650  -1.9122   1.2909
 BHK  HAF   H  HCH2  0   0.237   3.9739   0.6653   0.6572
 BHK  HAFA  H  HCH2  0   0.241   4.3687  -0.8596   1.4246
 BHK  HOAP  H  HOH1  0   0.463   5.9869  -0.2062  -0.1319

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
 BHK  CAH  CAI   aromatic  1.388  0.020  1.388
 BHK  CAH  CAG   aromatic  1.394  0.020  1.394
 BHK  CAI  CAJ   aromatic  1.389  0.020  1.389
 BHK  CAJ  CAK   aromatic  1.388  0.020  1.388
 BHK  CAK  CAL   aromatic  1.389  0.020  1.389
 BHK  CAL  CAG   aromatic  1.392  0.020  1.392
 BHK  CAG  CAD   single    1.505  0.020  1.505
 BHK  CAD  CAB   single    1.529  0.020  1.529
 BHK  CAB  CAC   single    1.512  0.020  1.512
 BHK  CAB  CAA   single    1.536  0.020  1.536
 BHK  CAC  OAN   single    1.330  0.020  1.330
 BHK  CAC  OAM   double    1.204  0.020  1.204
 BHK  CAA  CAE   single    1.513  0.020  1.513
 BHK  CAE  OAO   double    1.206  0.020  1.206
 BHK  CAE  CAF   single    1.502  0.020  1.502
 BHK  CAF  OAP   single    1.393  0.020  1.393
 BHK  CAH  HAH   single    0.930  0.020  1.080
 BHK  CAI  HAI   single    0.930  0.020  1.080
 BHK  CAJ  HAJ   single    0.930  0.020  1.080
 BHK  CAK  HAK   single    0.930  0.020  1.080
 BHK  CAL  HAL   single    0.930  0.020  1.080
 BHK  CAD  HAD   single    0.970  0.020  1.090
 BHK  CAD  HADA  single    0.970  0.020  1.090
 BHK  CAB  HAB   single    0.970  0.020  1.090
 BHK  OAN  HOAN  single    0.850  0.020  0.980
 BHK  CAA  HAA   single    0.970  0.020  1.090
 BHK  CAA  HAAA  single    0.970  0.020  1.090
 BHK  CAF  HAF   single    0.970  0.020  1.090
 BHK  CAF  HAFA  single    0.970  0.020  1.090
 BHK  OAP  HOAP  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
 BHK  HAH   CAH  CAG  119.81  3.000
 BHK  HAH   CAH  CAI  119.23  3.000
 BHK  CAG   CAH  CAI  120.95  3.000
 BHK  HAI   CAI  CAJ  120.07  3.000
 BHK  HAI   CAI  CAH  119.82  3.000
 BHK  CAJ   CAI  CAH  120.11  3.000
 BHK  HAJ   CAJ  CAK  120.26  3.000
 BHK  HAJ   CAJ  CAI  120.28  3.000
 BHK  CAK   CAJ  CAI  119.47  3.000
 BHK  HAK   CAK  CAL  119.71  3.000
 BHK  HAK   CAK  CAJ  120.10  3.000
 BHK  CAL   CAK  CAJ  120.19  3.000
 BHK  HAL   CAL  CAG  119.42  3.000
 BHK  HAL   CAL  CAK  119.69  3.000
 BHK  CAG   CAL  CAK  120.89  3.000
 BHK  CAD   CAG  CAL  121.45  3.000
 BHK  CAD   CAG  CAH  120.15  3.000
 BHK  CAL   CAG  CAH  118.40  3.000
 BHK  HADA  CAD  HAD  106.44  3.000
 BHK  HADA  CAD  CAB  107.38  3.000
 BHK  HAD   CAD  CAB  110.24  3.000
 BHK  HADA  CAD  CAG  108.94  3.000
 BHK  HAD   CAD  CAG  110.27  3.000
 BHK  CAB   CAD  CAG  113.29  3.000
 BHK  HAB   CAB  CAA  107.86  3.000
 BHK  HAB   CAB  CAC  108.07  3.000
 BHK  CAA   CAB  CAC  108.80  3.000
 BHK  HAB   CAB  CAD  108.87  3.000
 BHK  CAA   CAB  CAD  111.43  3.000
 BHK  CAC   CAB  CAD  111.67  3.000
 BHK  OAM   CAC  OAN  123.10  3.000
 BHK  OAM   CAC  CAB  125.32  3.000
 BHK  OAN   CAC  CAB  111.55  3.000
 BHK  HOAN  OAN  CAC  110.12  3.000
 BHK  HAAA  CAA  HAA  105.87  3.000
 BHK  HAAA  CAA  CAE  106.08  3.000
 BHK  HAA   CAA  CAE  110.94  3.000
 BHK  HAAA  CAA  CAB  108.36  3.000
 BHK  HAA   CAA  CAB  111.01  3.000
 BHK  CAE   CAA  CAB  114.09  3.000
 BHK  CAF   CAE  OAO  122.83  3.000
 BHK  CAF   CAE  CAA  114.77  3.000
 BHK  OAO   CAE  CAA  122.37  3.000
 BHK  HAFA  CAF  HAF  105.43  3.000
 BHK  HAFA  CAF  OAP  113.25  3.000
 BHK  HAF   CAF  OAP  113.26  3.000
 BHK  HAFA  CAF  CAE  107.32  3.000
 BHK  HAF   CAF  CAE  106.67  3.000
 BHK  OAP   CAF  CAE  110.47  3.000
 BHK  HOAP  OAP  CAF  108.02  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
 BHK  CONST_01  CAK   CAJ  CAI  CAH    0.00   0.0  0
 BHK  CONST_02  CAK   CAL  CAG  CAH    0.00   0.0  0
 BHK  CONST_03  CAL   CAG  CAH  CAI    0.00   0.0  0
 BHK  CONST_04  CAL   CAK  CAJ  CAI    0.00   0.0  0
 BHK  CONST_05  CAG   CAH  CAI  CAJ    0.00   0.0  0
 BHK  CONST_06  CAG   CAL  CAK  CAJ    0.00   0.0  0
 BHK  CONST_07  CAD   CAG  CAH  CAI  180.00   0.0  0
 BHK  CONST_08  CAD   CAG  CAL  CAK  180.00   0.0  0
 BHK  CONST_09  HAJ   CAJ  CAI  CAH  180.00   0.0  0
 BHK  CONST_10  HAL   CAL  CAG  CAH  180.00   0.0  0
 BHK  CONST_11  HAK   CAK  CAJ  CAI  180.00   0.0  0
 BHK  CONST_12  HAH   CAH  CAI  CAJ  180.00   0.0  0
 BHK  CONST_13  HAI   CAI  CAJ  CAK  180.00   0.0  0
 BHK  CONST_14  HOAN  OAN  CAC  CAB  180.00   0.0  0
 BHK  Var_01    CAB   CAD  CAG  CAH   65.77  30.0  2
 BHK  Var_02    OAO   CAE  CAA  CAB  -47.55  30.0  3
 BHK  Var_03    OAP   CAF  CAE  CAA  175.92  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
 BHK  chir_01  CAB  CAD  CAC  CAA  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
 BHK  plan-1  CAH   0.020
 BHK  plan-1  CAI   0.020
 BHK  plan-1  CAJ   0.020
 BHK  plan-1  CAK   0.020
 BHK  plan-1  CAL   0.020
 BHK  plan-1  CAG   0.020
 BHK  plan-1  CAD   0.020
 BHK  plan-1  HAH   0.020
 BHK  plan-1  HAI   0.020
 BHK  plan-1  HAJ   0.020
 BHK  plan-1  HAK   0.020
 BHK  plan-1  HAL   0.020
 BHK  plan-2  CAA   0.020
 BHK  plan-2  CAE   0.020
 BHK  plan-2  OAO   0.020
 BHK  plan-2  CAF   0.020
 BHK  plan-3  CAB   0.020
 BHK  plan-3  CAC   0.020
 BHK  plan-3  OAN   0.020
 BHK  plan-3  OAM   0.020
 BHK  plan-3  HOAN  0.020

