# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 29 10:57:09 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: (2Z)-3-{2-hydroxy-5-[(1S)-1-hydroxy-3-methylbutyl]-4-methoxyphenyl}prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(O)c(\C=C/C(O)=O)cc1[C@@H](O)CC(C)C
#
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
 TE1  TE1  '(2Z)-3-{2-hydroxy-5-[(1S)-1-hydroxy-3-methylbutyl]-4-methoxyphenyl}prop-2-enoic acid'  ligand  40  20  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TE1
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
 TE1  CAA   C  CH3   0  -0.651   4.3467  -1.8678  -1.4017
 TE1  OAB   O  OH1   0  -0.663   1.5427  -1.1048   1.8768
 TE1  OAC   O  O2    0  -0.463   1.5587   2.4418  -0.1584
 TE1  CAD   C  CH3   0  -0.439   1.6060   3.7805  -0.6125
 TE1  CAE   C  CH3   0  -0.663   4.7804  -0.2338   0.4479
 TE1  CAF   C  CH1   0  -0.230   3.8070  -1.2699  -0.1060
 TE1  CAG   C  CH2   0  -0.456   2.4160  -0.6807  -0.3542
 TE1  CAH   C  CH1   0  -0.012   1.7101  -0.1185   0.8809
 TE1  CAI   C  CR6   0   0.004   0.3943   0.5265   0.4877
 TE1  CAJ   C  CR6   0   0.375   0.3697   1.8314  -0.0407
 TE1  CAK   C  CR16  0  -0.472  -0.8298   2.4254  -0.4056
 TE1  OAL   O  OH1   0  -0.603  -3.4606  -3.7559  -0.2719
 TE1  OAM   O  O     0  -0.436  -1.8476  -2.3979  -1.0026
 TE1  CAN   C  C     0   0.497  -2.8658  -2.5669  -0.3748
 TE1  CAO   C  CR16  0  -0.325  -0.8059  -0.1348   0.6188
 TE1  CAP   C  CR6   0  -0.039  -2.0355   0.4277   0.2534
 TE1  CAQ   C  CR6   0   0.324  -2.0269   1.7303  -0.2542
 TE1  OAR   O  OH1   0  -0.615  -3.1442   2.3807  -0.6315
 TE1  CAS   C  C1    0  -0.362  -3.6493  -1.5353   0.3262
 TE1  CAT   C  C1    0  -0.236  -3.3033  -0.2524   0.5059
 TE1  HAA   H  HCH3  0   0.225   5.3262  -2.3243  -1.2495
 TE1  HAAA  H  HCH3  0   0.224   3.6798  -2.6366  -1.7962
 TE1  HAAB  H  HCH3  0   0.213   4.4568  -1.0992  -2.1710
 TE1  HOAB  H  HOH1  0   0.447   1.2966  -1.9358   1.4571
 TE1  HAD   H  HCH3  0   0.263   2.6526   4.0729  -0.5966
 TE1  HADA  H  HCH3  0   0.232   1.2286   3.8785  -1.6332
 TE1  HADB  H  HCH3  0   0.232   1.0411   4.4507   0.0398
 TE1  HAE   H  HCH3  0   0.229   4.4776   0.1407   1.4267
 TE1  HAEA  H  HCH3  0   0.228   5.7783  -0.6610   0.5613
 TE1  HAEB  H  HCH3  0   0.213   4.8614   0.6237  -0.2250
 TE1  HAF   H  HCH1  0   0.215   3.7176  -2.0799   0.6254
 TE1  HAG   H  HCH2  0   0.235   2.4979   0.1117  -1.1042
 TE1  HAGA  H  HCH2  0   0.228   1.7697  -1.4498  -0.7978
 TE1  HAH   H  HCH1  0   0.240   2.3445   0.6472   1.3351
 TE1  HAK   H  HCR6  0   0.287  -0.8652   3.4251  -0.8183
 TE1  HAO   H  HCR6  0   0.237  -0.8149  -1.1173   1.0691
 TE1  HOAR  H  HOH1  0   0.480  -3.9070   1.7933  -0.6569
 TE1  HAS   H  H     0   0.278  -4.6294  -1.8420   0.6689
 TE1  HAT   H  H     0   0.280  -4.0851   0.3639   0.9462
 TE1  HOAL  H  HOH1  0   0.480  -2.9592  -4.4166  -0.7723

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
 TE1  CAA  CAF   single    1.526  0.020  1.526
 TE1  OAB  CAH   single    1.412  0.020  1.412
 TE1  OAC  CAD   single    1.414  0.020  1.414
 TE1  OAC  CAJ   single    1.342  0.020  1.342
 TE1  CAE  CAF   single    1.526  0.020  1.526
 TE1  CAF  CAG   single    1.531  0.020  1.531
 TE1  CAG  CAH   single    1.530  0.020  1.530
 TE1  CAH  CAI   single    1.517  0.020  1.517
 TE1  CAI  CAJ   aromatic  1.408  0.020  1.408
 TE1  CAI  CAO   aromatic  1.377  0.020  1.377
 TE1  CAJ  CAK   aromatic  1.387  0.020  1.387
 TE1  CAK  CAQ   aromatic  1.392  0.020  1.392
 TE1  OAL  CAN   single    1.333  0.020  1.333
 TE1  OAM  CAN   double    1.208  0.020  1.208
 TE1  CAN  CAS   single    1.473  0.020  1.473
 TE1  CAO  CAP   aromatic  1.401  0.020  1.401
 TE1  CAP  CAQ   aromatic  1.398  0.020  1.398
 TE1  CAP  CAT   single    1.461  0.020  1.461
 TE1  CAQ  OAR   single    1.347  0.020  1.347
 TE1  CAS  CAT   double    1.341  0.020  1.341
 TE1  CAA  HAA   single    0.970  0.020  1.090
 TE1  CAA  HAAA  single    0.970  0.020  1.090
 TE1  CAA  HAAB  single    0.970  0.020  1.090
 TE1  OAB  HOAB  single    0.850  0.020  0.980
 TE1  CAD  HAD   single    0.970  0.020  1.090
 TE1  CAD  HADA  single    0.970  0.020  1.090
 TE1  CAD  HADB  single    0.970  0.020  1.090
 TE1  CAE  HAE   single    0.970  0.020  1.090
 TE1  CAE  HAEA  single    0.970  0.020  1.090
 TE1  CAE  HAEB  single    0.970  0.020  1.090
 TE1  CAF  HAF   single    0.970  0.020  1.090
 TE1  CAG  HAG   single    0.970  0.020  1.090
 TE1  CAG  HAGA  single    0.970  0.020  1.090
 TE1  CAH  HAH   single    0.970  0.020  1.090
 TE1  CAK  HAK   single    0.930  0.020  1.080
 TE1  CAO  HAO   single    0.930  0.020  1.080
 TE1  OAR  HOAR  single    0.850  0.020  0.980
 TE1  CAS  HAS   single    0.930  0.020  1.080
 TE1  CAT  HAT   single    0.930  0.020  1.080
 TE1  OAL  HOAL  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
 TE1  HAAB  CAA  HAAA  107.60  3.000
 TE1  HAAB  CAA  HAA   107.57  3.000
 TE1  HAAA  CAA  HAA   107.71  3.000
 TE1  HAAB  CAA  CAF   110.96  3.000
 TE1  HAAA  CAA  CAF   111.52  3.000
 TE1  HAA   CAA  CAF   111.29  3.000
 TE1  HOAB  OAB  CAH   109.01  3.000
 TE1  CAJ   OAC  CAD   119.23  3.000
 TE1  HADB  CAD  HADA  108.91  3.000
 TE1  HADB  CAD  HAD   108.91  3.000
 TE1  HADA  CAD  HAD   108.80  3.000
 TE1  HADB  CAD  OAC   111.81  3.000
 TE1  HADA  CAD  OAC   111.92  3.000
 TE1  HAD   CAD  OAC   106.39  3.000
 TE1  HAEB  CAE  HAEA  107.66  3.000
 TE1  HAEB  CAE  HAE   107.68  3.000
 TE1  HAEA  CAE  HAE   107.16  3.000
 TE1  HAEB  CAE  CAF   110.88  3.000
 TE1  HAEA  CAE  CAF   110.81  3.000
 TE1  HAE   CAE  CAF   112.44  3.000
 TE1  HAF   CAF  CAG   108.59  3.000
 TE1  HAF   CAF  CAE   108.17  3.000
 TE1  CAG   CAF  CAE   112.16  3.000
 TE1  HAF   CAF  CAA   107.83  3.000
 TE1  CAG   CAF  CAA   109.55  3.000
 TE1  CAE   CAF  CAA   110.41  3.000
 TE1  HAGA  CAG  HAG   105.92  3.000
 TE1  HAGA  CAG  CAH   108.18  3.000
 TE1  HAG   CAG  CAH   108.77  3.000
 TE1  HAGA  CAG  CAF   109.31  3.000
 TE1  HAG   CAG  CAF   108.78  3.000
 TE1  CAH   CAG  CAF   115.46  3.000
 TE1  HAH   CAH  CAI   108.25  3.000
 TE1  HAH   CAH  CAG   108.98  3.000
 TE1  CAI   CAH  CAG   110.32  3.000
 TE1  HAH   CAH  OAB   105.37  3.000
 TE1  CAI   CAH  OAB   112.15  3.000
 TE1  CAG   CAH  OAB   111.56  3.000
 TE1  CAO   CAI  CAJ   117.75  3.000
 TE1  CAO   CAI  CAH   121.82  3.000
 TE1  CAJ   CAI  CAH   120.43  3.000
 TE1  CAK   CAJ  CAI   120.71  3.000
 TE1  CAK   CAJ  OAC   123.25  3.000
 TE1  CAI   CAJ  OAC   116.04  3.000
 TE1  HAK   CAK  CAQ   118.33  3.000
 TE1  HAK   CAK  CAJ   121.61  3.000
 TE1  CAQ   CAK  CAJ   120.06  3.000
 TE1  HOAL  OAL  CAN   109.72  3.000
 TE1  CAS   CAN  OAM   126.71  3.000
 TE1  CAS   CAN  OAL   110.52  3.000
 TE1  OAM   CAN  OAL   122.74  3.000
 TE1  HAO   CAO  CAP   117.80  3.000
 TE1  HAO   CAO  CAI   118.92  3.000
 TE1  CAP   CAO  CAI   123.21  3.000
 TE1  CAT   CAP  CAQ   120.12  3.000
 TE1  CAT   CAP  CAO   122.00  3.000
 TE1  CAQ   CAP  CAO   117.61  3.000
 TE1  OAR   CAQ  CAP   123.14  3.000
 TE1  OAR   CAQ  CAK   116.21  3.000
 TE1  CAP   CAQ  CAK   120.65  3.000
 TE1  HOAR  OAR  CAQ   111.71  3.000
 TE1  HAS   CAS  CAT   117.53  3.000
 TE1  HAS   CAS  CAN   115.71  3.000
 TE1  CAT   CAS  CAN   126.63  3.000
 TE1  HAT   CAT  CAS   114.25  3.000
 TE1  HAT   CAT  CAP   115.45  3.000
 TE1  CAS   CAT  CAP   130.26  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
 TE1  CONST_01  CAQ   CAK  CAJ  CAI     0.00   0.0  0
 TE1  CONST_02  CAQ   CAP  CAO  CAI     0.00   0.0  0
 TE1  CONST_03  CAP   CAO  CAI  CAJ     0.00   0.0  0
 TE1  CONST_04  CAP   CAQ  CAK  CAJ     0.00   0.0  0
 TE1  CONST_05  CAO   CAI  CAJ  CAK     0.00   0.0  0
 TE1  CONST_06  CAO   CAP  CAQ  CAK     0.00   0.0  0
 TE1  CONST_07  CAO   CAI  CAJ  OAC   180.00   0.0  0
 TE1  CONST_08  CAQ   CAK  CAJ  OAC   180.00   0.0  0
 TE1  CONST_09  CAK   CAJ  CAI  CAH   180.00   0.0  0
 TE1  CONST_10  CAP   CAO  CAI  CAH   180.00   0.0  0
 TE1  CONST_11  CAT   CAP  CAO  CAI   180.00   0.0  0
 TE1  CONST_12  OAR   CAQ  CAK  CAJ   180.00   0.0  0
 TE1  CONST_13  CAT   CAP  CAQ  CAK   180.00   0.0  0
 TE1  CONST_14  OAR   CAQ  CAP  CAO   180.00   0.0  0
 TE1  CONST_15  HAK   CAK  CAJ  CAI   180.00   0.0  0
 TE1  CONST_16  HAO   CAO  CAI  CAJ   180.00   0.0  0
 TE1  CONST_17  HOAL  OAL  CAN  OAM     0.00   0.0  0
 TE1  Var_01    CAI   CAJ  OAC  CAD  -176.56  30.0  2
 TE1  Var_02    CAS   CAT  CAP  CAO   -44.04  30.0  2
 TE1  Var_03    CAP   CAT  CAS  CAN    -9.80   0.0  2
 TE1  Var_04    HAD   CAD  OAC  CAJ   178.14  30.0  3
 TE1  Var_05    CAH   CAG  CAF  CAA   176.43  30.0  3
 TE1  Var_06    CAT   CAS  CAN  OAL   175.04  30.0  2
 TE1  Var_07    HAE   CAE  CAF  CAA  -174.09  30.0  3
 TE1  Var_08    HAA   CAA  CAF  CAE    57.76  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
 TE1  chir_01  CAH  OAB  CAG  CAI  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
 TE1  plan-1  OAC   0.020
 TE1  plan-1  CAH   0.020
 TE1  plan-1  CAI   0.020
 TE1  plan-1  CAJ   0.020
 TE1  plan-1  CAK   0.020
 TE1  plan-1  CAO   0.020
 TE1  plan-1  CAP   0.020
 TE1  plan-1  CAQ   0.020
 TE1  plan-1  OAR   0.020
 TE1  plan-1  CAT   0.020
 TE1  plan-1  HAK   0.020
 TE1  plan-1  HAO   0.020
 TE1  plan-2  OAL   0.020
 TE1  plan-2  OAM   0.020
 TE1  plan-2  CAN   0.020
 TE1  plan-2  CAS   0.020
 TE1  plan-2  HOAL  0.020
 TE1  plan-3  CAN   0.020
 TE1  plan-3  CAP   0.020
 TE1  plan-3  CAS   0.020
 TE1  plan-3  CAT   0.020
 TE1  plan-3  HAS   0.020
 TE1  plan-3  HAT   0.020

