# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 12:28:52 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  29  16  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  -0.322  -2.4905  -1.2073  -0.5674
 BHK  CAI   C  CR16   0  -0.240  -3.7399  -1.0768  -1.1600
 BHK  CAJ   C  CR16   0  -0.282  -4.6457  -0.1392  -0.6811
 BHK  CAK   C  CR16   0  -0.248  -4.2862   0.6646   0.3935
 BHK  CAL   C  CR16   0  -0.313  -3.0318   0.5350   0.9740
 BHK  CAG   C  CR6    0   0.186  -2.1141  -0.4019   0.5066
 BHK  CAD   C  CH2    0  -0.496  -0.7745  -0.5828   1.1674
 BHK  CAB   C  CH1    0  -0.382   0.4315  -0.3701   0.2487
 BHK  CAC   C  C      0   0.453   0.6718   1.1085  -0.1154
 BHK  OAN   O  OC    -1  -0.599   1.8426   1.3994  -0.4512
 BHK  OAM   O  O      0  -0.583  -0.2935   1.8891  -0.0623
 BHK  CAA   C  CH2    0  -0.555   1.7018  -0.9621   0.8536
 BHK  CAE   C  C      0   0.398   2.8567  -0.9802  -0.1165
 BHK  OAO   O  O      0  -0.430   2.7699  -1.4711  -1.2199
 BHK  CAF   C  CH2    0  -0.258   4.1651  -0.4800   0.4349
 BHK  OAP   O  OH1    0  -0.665   5.1694  -0.5709  -0.5336
 BHK  HAH   H  HCR6   0   0.240  -1.8009  -1.9517  -0.9499
 BHK  HAI   H  HCR6   0   0.247  -4.0076  -1.7124  -1.9951
 BHK  HAJ   H  HCR6   0   0.247  -5.6224  -0.0387  -1.1369
 BHK  HAK   H  HCR6   0   0.246  -4.9833   1.3981   0.7792
 BHK  HAL   H  HCR6   0   0.234  -2.7598   1.1705   1.8079
 BHK  HAD   H  HCH2   0   0.234  -0.7051   0.0781   2.0349
 BHK  HADA  H  HCH2   0   0.234  -0.7302  -1.6044   1.5601
 BHK  HAB   H  HCH1   0   0.243   0.2392  -0.9068  -0.6896
 BHK  HAA   H  HCH2   0   0.239   1.9785  -0.4286   1.7674
 BHK  HAAA  H  HCH2   0   0.261   1.5245  -2.0032   1.1471
 BHK  HAF   H  HCH2   0   0.233   4.0021   0.5436   0.7922
 BHK  HAFA  H  HCH2   0   0.220   4.3842  -1.0834   1.3305
 BHK  HOAP  H  HOH1   0   0.458   5.9771  -0.2127  -0.1553

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  1.389  0.020  1.389
 BHK  CAH  CAG   aromatic  1.394  0.020  1.394
 BHK  CAI  CAJ   aromatic  1.389  0.020  1.389
 BHK  CAJ  CAK   aromatic  1.389  0.020  1.389
 BHK  CAK  CAL   aromatic  1.388  0.020  1.388
 BHK  CAL  CAG   aromatic  1.392  0.020  1.392
 BHK  CAG  CAD   single    1.505  0.020  1.505
 BHK  CAD  CAB   single    1.531  0.020  1.531
 BHK  CAB  CAC   single    1.542  0.020  1.542
 BHK  CAB  CAA   single    1.527  0.020  1.527
 BHK  CAC  OAN   deloc     1.252  0.020  1.252
 BHK  CAC  OAM   deloc     1.243  0.020  1.243
 BHK  CAA  CAE   single    1.508  0.020  1.508
 BHK  CAE  OAO   double    1.211  0.020  1.211
 BHK  CAE  CAF   single    1.505  0.020  1.505
 BHK  CAF  OAP   single    1.398  0.020  1.398
 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  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  119.77  3.000
 BHK  HAH   CAH  CAI  119.08  3.000
 BHK  CAG   CAH  CAI  121.15  3.000
 BHK  HAI   CAI  CAJ  120.06  3.000
 BHK  HAI   CAI  CAH  119.75  3.000
 BHK  CAJ   CAI  CAH  120.19  3.000
 BHK  HAJ   CAJ  CAK  120.36  3.000
 BHK  HAJ   CAJ  CAI  120.39  3.000
 BHK  CAK   CAJ  CAI  119.25  3.000
 BHK  HAK   CAK  CAL  119.73  3.000
 BHK  HAK   CAK  CAJ  120.06  3.000
 BHK  CAL   CAK  CAJ  120.21  3.000
 BHK  HAL   CAL  CAG  119.19  3.000
 BHK  HAL   CAL  CAK  119.61  3.000
 BHK  CAG   CAL  CAK  121.20  3.000
 BHK  CAD   CAG  CAL  121.35  3.000
 BHK  CAD   CAG  CAH  120.61  3.000
 BHK  CAL   CAG  CAH  117.99  3.000
 BHK  HADA  CAD  HAD  106.07  3.000
 BHK  HADA  CAD  CAB  108.23  3.000
 BHK  HAD   CAD  CAB  110.02  3.000
 BHK  HADA  CAD  CAG  107.79  3.000
 BHK  HAD   CAD  CAG  109.42  3.000
 BHK  CAB   CAD  CAG  114.90  3.000
 BHK  HAB   CAB  CAA  107.15  3.000
 BHK  HAB   CAB  CAC  107.12  3.000
 BHK  CAA   CAB  CAC  109.62  3.000
 BHK  HAB   CAB  CAD  107.88  3.000
 BHK  CAA   CAB  CAD  111.34  3.000
 BHK  CAC   CAB  CAD  113.44  3.000
 BHK  OAM   CAC  OAN  126.29  3.000
 BHK  OAM   CAC  CAB  118.12  3.000
 BHK  OAN   CAC  CAB  115.59  3.000
 BHK  HAAA  CAA  HAA  106.29  3.000
 BHK  HAAA  CAA  CAE  106.54  3.000
 BHK  HAA   CAA  CAE  110.46  3.000
 BHK  HAAA  CAA  CAB  109.86  3.000
 BHK  HAA   CAA  CAB  110.64  3.000
 BHK  CAE   CAA  CAB  112.76  3.000
 BHK  CAF   CAE  OAO  122.06  3.000
 BHK  CAF   CAE  CAA  115.21  3.000
 BHK  OAO   CAE  CAA  122.42  3.000
 BHK  HAFA  CAF  HAF  106.01  3.000
 BHK  HAFA  CAF  OAP  112.62  3.000
 BHK  HAF   CAF  OAP  113.16  3.000
 BHK  HAFA  CAF  CAE  106.78  3.000
 BHK  HAF   CAF  CAE  107.48  3.000
 BHK  OAP   CAF  CAE  110.42  3.000
 BHK  HOAP  OAP  CAF  107.86  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  Var_01    CAB  CAD  CAG  CAH   60.55  30.0  2
 BHK  Var_02    OAO  CAE  CAA  CAB  -52.77  30.0  3
 BHK  Var_03    OAP  CAF  CAE  CAA  178.55  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

