# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 12:15:50 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: (3R)-3-(3-carboxy-5-hydroxyphenyl)-L-proline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1NCC[C@@H]1c2cc(O)cc(c2)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
 4E5  4E5  (3R)-3-(3-carboxy-5-hydroxyphenyl)-L-proline  ligand  29  18  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4E5
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
 4E5  N    N  NH1    0  -0.572  -3.3967  -1.0267   0.0730
 4E5  CA   C  CH1    0  -0.210  -2.3415  -0.1124   0.5029
 4E5  CAM  C  CR16   0  -0.409   2.7619  -0.8820   0.4623
 4E5  CAQ  C  CH2    0  -0.326  -3.3497  -1.0177  -1.3821
 4E5  CAR  C  CH2    0  -0.439  -1.8625  -0.9822  -1.7260
 4E5  CAY  C  CR6    0   0.390   1.7627  -1.8289   0.6709
 4E5  CAZ  C  CR6    0  -0.070   2.4478   0.3476  -0.1003
 4E5  C    C  C      0   0.400  -2.8364   1.3072   0.8259
 4E5  OXT  O  OC     0  -0.622  -2.0027   2.0299   1.4122
 4E5  OAA  O  O      0  -0.594   3.1874   2.4785  -0.8069
 4E5  OAC  O  OC    -1  -0.595   4.7031   1.0520  -0.0142
 4E5  OAU  O  OH1    0  -0.643   2.1208  -3.0091   1.2287
 4E5  CB   C  CH1    0  -0.363  -1.2944  -0.0246  -0.6675
 4E5  CG   C  CR6    0   0.239   0.1216  -0.3203  -0.2617
 4E5  CD1  C  CR16   0  -0.463   0.4518  -1.5507   0.3061
 4E5  CD2  C  CR16   0  -0.420   1.1267   0.6199  -0.4528
 4E5  O    O  O     -1  -0.601  -3.9798   1.6352   0.4601
 4E5  H1   H  HNH1   0   0.333  -3.1417  -1.9600   0.3766
 4E5  H3   H  HCH1   0   0.230  -1.8679  -0.5164   1.4013
 4E5  H4   H  HCR6   0   0.245   3.7838  -1.1072   0.7392
 4E5  H5   H  HCH2   0   0.228  -3.8693  -1.8823  -1.7982
 4E5  H6   H  HCH2   0   0.217  -3.8503  -0.1196  -1.7531
 4E5  H7   H  HCH2   0   0.223  -1.4411  -1.9851  -1.6114
 4E5  H8   H  HCH2   0   0.233  -1.6478  -0.6509  -2.7435
 4E5  H11  H  HOH1   0   0.469   1.3455  -3.5696   1.3422
 4E5  H12  H  HCH1   0   0.246  -1.3073   0.9863  -1.0836
 4E5  H13  H  HCR6   0   0.249  -0.3183  -2.3007   0.4646
 4E5  H14  H  HCR6   0   0.226   0.8788   1.5799  -0.8871
 4E5  CAV  C  C      0   0.399   3.5435   1.3848  -0.3272

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
 4E5  OAU  CAY  single    1.354  0.020  1.354
 4E5  CAY  CAM  aromatic  1.392  0.020  1.392
 4E5  CAY  CD1  aromatic  1.389  0.020  1.389
 4E5  CAM  CAZ  aromatic  1.388  0.020  1.388
 4E5  OAA  CAV  deloc     1.246  0.020  1.246
 4E5  CD1  CG   aromatic  1.395  0.020  1.395
 4E5  CAZ  CAV  single    1.526  0.020  1.526
 4E5  CAZ  CD2  aromatic  1.394  0.020  1.394
 4E5  CAV  OAC  deloc     1.246  0.020  1.246
 4E5  CG   CD2  aromatic  1.390  0.020  1.390
 4E5  CG   CB   single    1.502  0.020  1.502
 4E5  O    C    deloc     1.245  0.020  1.245
 4E5  CB   CAR  single    1.536  0.020  1.536
 4E5  CB   CA   single    1.573  0.020  1.573
 4E5  CAR  CAQ  single    1.527  0.020  1.527
 4E5  C    CA   single    1.538  0.020  1.538
 4E5  C    OXT  deloc     1.249  0.020  1.249
 4E5  CA   N    single    1.461  0.020  1.461
 4E5  CAQ  N    single    1.456  0.020  1.456
 4E5  N    H1   single    0.890  0.020  1.040
 4E5  CA   H3   single    0.970  0.020  1.090
 4E5  CAM  H4   single    0.930  0.020  1.080
 4E5  CAQ  H5   single    0.970  0.020  1.090
 4E5  CAQ  H6   single    0.970  0.020  1.090
 4E5  CAR  H7   single    0.970  0.020  1.090
 4E5  CAR  H8   single    0.970  0.020  1.090
 4E5  OAU  H11  single    0.850  0.020  0.980
 4E5  CB   H12  single    0.970  0.020  1.090
 4E5  CD1  H13  single    0.930  0.020  1.080
 4E5  CD2  H14  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
 4E5  H1   N    CAQ  107.27  3.000
 4E5  H1   N    CA   107.83  3.000
 4E5  CAQ  N    CA   105.49  3.000
 4E5  H3   CA   CB   110.11  3.000
 4E5  H3   CA   C    107.94  3.000
 4E5  CB   CA   C    108.60  3.000
 4E5  H3   CA   N    108.88  3.000
 4E5  C    CA   N    114.02  3.000
 4E5  CB   CA   N    107.26  3.000
 4E5  H4   CAM  CAZ  120.10  3.000
 4E5  H4   CAM  CAY  119.85  3.000
 4E5  CAZ  CAM  CAY  120.05  3.000
 4E5  H6   CAQ  H5   107.67  3.000
 4E5  H6   CAQ  CAR  110.52  3.000
 4E5  H5   CAQ  CAR  113.35  3.000
 4E5  H6   CAQ  N    109.24  3.000
 4E5  H5   CAQ  N    111.16  3.000
 4E5  CAR  CAQ  N    104.87  3.000
 4E5  H8   CAR  H7   107.47  3.000
 4E5  H8   CAR  CB   112.36  3.000
 4E5  H7   CAR  CB   110.91  3.000
 4E5  H8   CAR  CAQ  114.12  3.000
 4E5  H7   CAR  CAQ  109.29  3.000
 4E5  CB   CAR  CAQ  102.68  3.000
 4E5  CD1  CAY  OAU  122.18  3.000
 4E5  CD1  CAY  CAM  120.12  3.000
 4E5  OAU  CAY  CAM  117.70  3.000
 4E5  CD2  CAZ  CAV  120.67  3.000
 4E5  CD2  CAZ  CAM  119.33  3.000
 4E5  CAV  CAZ  CAM  119.99  3.000
 4E5  O    C    OXT  126.76  3.000
 4E5  OXT  C    CA   114.69  3.000
 4E5  O    C    CA   118.51  3.000
 4E5  H11  OAU  CAY  110.06  3.000
 4E5  H12  CB   CG   107.21  3.000
 4E5  H12  CB   CAR  108.05  3.000
 4E5  CG   CB   CAR  114.33  3.000
 4E5  H12  CB   CA   109.09  3.000
 4E5  CAR  CB   CA   103.40  3.000
 4E5  CG   CB   CA   114.54  3.000
 4E5  CD2  CG   CD1  118.80  3.000
 4E5  CD2  CG   CB   120.76  3.000
 4E5  CD1  CG   CB   120.45  3.000
 4E5  H13  CD1  CG   120.04  3.000
 4E5  H13  CD1  CAY  119.49  3.000
 4E5  CG   CD1  CAY  120.47  3.000
 4E5  H14  CD2  CG   119.31  3.000
 4E5  H14  CD2  CAZ  119.46  3.000
 4E5  CG   CD2  CAZ  121.23  3.000
 4E5  OAC  CAV  OAA  126.65  3.000
 4E5  OAC  CAV  CAZ  116.70  3.000
 4E5  OAA  CAV  CAZ  116.65  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
 4E5  CONST_01  CG   CD1  CAY  CAM     0.00   0.0  0
 4E5  CONST_02  CG   CD2  CAZ  CAM     0.00   0.0  0
 4E5  CONST_03  CD2  CAZ  CAM  CAY     0.00   0.0  0
 4E5  CONST_04  CD2  CG   CD1  CAY     0.00   0.0  0
 4E5  CONST_05  CD1  CAY  CAM  CAZ     0.00   0.0  0
 4E5  CONST_06  CD1  CG   CD2  CAZ     0.00   0.0  0
 4E5  CONST_07  CB   CG   CD1  CAY   180.00   0.0  0
 4E5  CONST_08  CB   CG   CD2  CAZ   180.00   0.0  0
 4E5  CONST_09  CAY  CAM  CAZ  CAV   180.00   0.0  0
 4E5  CONST_10  CG   CD2  CAZ  CAV   180.00   0.0  0
 4E5  CONST_11  OAU  CAY  CAM  CAZ   180.00   0.0  0
 4E5  CONST_12  CG   CD1  CAY  OAU   180.00   0.0  0
 4E5  CONST_13  H13  CD1  CAY  CAM   180.00   0.0  0
 4E5  CONST_14  H14  CD2  CAZ  CAM   180.00   0.0  0
 4E5  CONST_15  H4   CAM  CAY  CD1   180.00   0.0  0
 4E5  Var_01    CB   CAR  CAQ  N     -39.34  30.0  1
 4E5  Var_02    CAR  CAQ  N    CA     39.34  30.0  1
 4E5  Var_03    OAA  CAV  CAZ  CAM  -178.37  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
 4E5  chir_01  CA  CB  C    N   negativ
 4E5  chir_02  CB  CA  CAR  CG  positiv

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
 4E5  plan-1  CAM  0.020
 4E5  plan-1  CAY  0.020
 4E5  plan-1  CAZ  0.020
 4E5  plan-1  OAU  0.020
 4E5  plan-1  CB   0.020
 4E5  plan-1  CG   0.020
 4E5  plan-1  CD1  0.020
 4E5  plan-1  CD2  0.020
 4E5  plan-1  H4   0.020
 4E5  plan-1  H13  0.020
 4E5  plan-1  H14  0.020
 4E5  plan-1  CAV  0.020
 4E5  plan-2  CAZ  0.020
 4E5  plan-2  OAA  0.020
 4E5  plan-2  OAC  0.020
 4E5  plan-2  CAV  0.020
 4E5  plan-3  CA   0.020
 4E5  plan-3  C    0.020
 4E5  plan-3  OXT  0.020
 4E5  plan-3  O    0.020

