# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 25 15:16:59 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: (betaR)-beta-hydroxy-1-[(3R)-3-hydroxy-2-methylbutan-2-yl]-L-tryptophan
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)C(C)(C)n1cc([C@@H](O)[C@H](N)C(O)=O)c2ccccc12
#
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
 WRP  WRP  (betaR)-beta-hydroxy-1-[(3R)-3-hydroxy-2-methylbutan-2-yl]-L-tryptophan  L-peptide  43  22  .  2016-04-26  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_WRP
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
 WRP  O    O  O      0  -0.607  -26.5615  12.9350   -5.6142
 WRP  C    C  C      0   0.392  -25.6223  12.3021   -6.1436
 WRP  CA   C  CH1    0  -0.240  -24.9314  11.2586   -5.2390
 WRP  CB   C  CH1    0  -0.033  -25.8080   9.9901   -5.1230
 WRP  CG   C  CR5    0   0.041  -25.9061   9.2373   -6.4037
 WRP  CD1  C  CR15   0  -0.082  -27.0091   9.1430   -7.1951
 WRP  NE1  N  NR5    0  -0.560  -26.7483   8.4250   -8.3369
 WRP  C1   C  CT     0   0.062  -27.7319   8.1156   -9.3888
 WRP  C3   C  CH3    0  -0.709  -29.0388   8.8614   -9.1154
 WRP  C4   C  CH1    0   0.069  -27.9624   6.5837   -9.3957
 WRP  C5   C  CH3    0  -0.696  -28.4145   6.0237   -8.0537
 WRP  O6   O  OH1    0  -0.666  -28.9044   6.3201  -10.4132
 WRP  C2   C  CH3    0  -0.649  -27.2024   8.6059  -10.7420
 WRP  CE2  C  CR56   0   0.363  -25.4317   8.0189   -8.2822
 WRP  CZ2  C  CR16   0  -0.305  -24.6544   7.2536   -9.1592
 WRP  CH2  C  CR16   0  -0.280  -23.3349   7.0117   -8.8289
 WRP  CZ3  C  CR16   0  -0.268  -22.7736   7.5062   -7.6431
 WRP  CE3  C  CR16   0  -0.372  -23.5353   8.2507   -6.7669
 WRP  CD2  C  CR56   0   0.012  -24.8733   8.5177   -7.0798
 WRP  OB   O  OH1    0  -0.693  -25.2761   9.1586   -4.1158
 WRP  N    N  NH2    0  -0.817  -24.6855  11.7147   -3.8722
 WRP  OXT  O  OC    -1  -0.599  -25.2073  12.4101   -7.3122
 WRP  H2   H  HCH1   0   0.220  -23.9706  10.9714   -5.6752
 WRP  H3   H  HCH1   0   0.187  -26.8210  10.3263   -4.8453
 WRP  H4   H  HCR5   0   0.285  -27.9815   9.5677   -7.0109
 WRP  H5   H  HCH3   0   0.245  -29.5110   8.5797   -8.1754
 WRP  H6   H  HCH3   0   0.247  -28.8753   9.9397   -9.1045
 WRP  H7   H  HCH3   0   0.263  -29.7469   8.6498   -9.9131
 WRP  H8   H  HCH1   0   0.214  -27.0070   6.1048   -9.6471
 WRP  H9   H  HCH3   0   0.234  -27.6780   6.2066   -7.2716
 WRP  H10  H  HCH3   0   0.230  -29.3674   6.4455   -7.7332
 WRP  H11  H  HCH3   0   0.238  -28.5392   4.9417   -8.1294
 WRP  H12  H  HOH1   0   0.451  -29.0092   5.3666  -10.4850
 WRP  H13  H  HCH3   0   0.238  -26.9319   9.6600  -10.6728
 WRP  H14  H  HCH3   0   0.237  -26.3280   8.0573  -11.0858
 WRP  H15  H  HCH3   0   0.243  -27.9698   8.5067  -11.5071
 WRP  H16  H  HCR6   0   0.255  -25.0473   6.8445  -10.0779
 WRP  H17  H  HCR6   0   0.245  -22.7265   6.4229   -9.5033
 WRP  H18  H  HCR6   0   0.241  -21.7369   7.2947   -7.4148
 WRP  H19  H  HCR6   0   0.235  -23.1069   8.6176   -5.8435
 WRP  H20  H  HOH1   0   0.431  -24.8897   9.8008   -3.4912
 WRP  H21  H  HNH2   0   0.354  -23.8527  12.2881   -3.8378
 WRP  H22  H  HNH2   0   0.340  -25.4569  12.3137   -3.5973

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
 WRP  C2   C1   single    1.534  0.020  1.534
 WRP  O6   C4   single    1.411  0.020  1.411
 WRP  C1   C4   single    1.549  0.020  1.549
 WRP  C1   C3   single    1.529  0.020  1.529
 WRP  C1   NE1  single    1.473  0.020  1.473
 WRP  C4   C5   single    1.523  0.020  1.523
 WRP  CZ2  CH2  aromatic  1.382  0.020  1.382
 WRP  CZ2  CE2  aromatic  1.400  0.020  1.400
 WRP  CH2  CZ3  aromatic  1.402  0.020  1.402
 WRP  NE1  CE2  aromatic  1.379  0.020  1.379
 WRP  NE1  CD1  aromatic  1.374  0.020  1.374
 WRP  CE2  CD2  aromatic  1.417  0.020  1.417
 WRP  CZ3  CE3  aromatic  1.379  0.020  1.379
 WRP  CD1  CG   aromatic  1.361  0.020  1.361
 WRP  OXT  C    deloc     1.245  0.020  1.245
 WRP  CD2  CE3  aromatic  1.400  0.020  1.400
 WRP  CD2  CG   aromatic  1.429  0.020  1.429
 WRP  CG   CB   single    1.489  0.020  1.489
 WRP  C    O    deloc     1.231  0.020  1.231
 WRP  C    CA   single    1.525  0.021  1.525
 WRP  CA   CB   single    1.530  0.020  1.530
 WRP  CA   N    single    1.458  0.019  1.458
 WRP  CB   OB   single    1.410  0.020  1.410
 WRP  CA   H2   single    0.970  0.020  1.090
 WRP  CB   H3   single    0.970  0.020  1.090
 WRP  CD1  H4   single    0.930  0.020  1.080
 WRP  C3   H5   single    0.970  0.020  1.090
 WRP  C3   H6   single    0.970  0.020  1.090
 WRP  C3   H7   single    0.970  0.020  1.090
 WRP  C4   H8   single    0.970  0.020  1.090
 WRP  C5   H9   single    0.970  0.020  1.090
 WRP  C5   H10  single    0.970  0.020  1.090
 WRP  C5   H11  single    0.970  0.020  1.090
 WRP  O6   H12  single    0.850  0.020  0.980
 WRP  C2   H13  single    0.970  0.020  1.090
 WRP  C2   H14  single    0.970  0.020  1.090
 WRP  C2   H15  single    0.970  0.020  1.090
 WRP  CZ2  H16  single    0.930  0.020  1.080
 WRP  CH2  H17  single    0.930  0.020  1.080
 WRP  CZ3  H18  single    0.930  0.020  1.080
 WRP  CE3  H19  single    0.930  0.020  1.080
 WRP  OB   H20  single    0.850  0.020  0.980
 WRP  N    H21  single    0.890  0.020  1.040
 WRP  N    H22  single    0.890  0.020  1.040

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
 WRP  OXT  C    CA   117.36  3.000
 WRP  CA   C    O    120.80  1.700
 WRP  OXT  C    O    127.16  3.000
 WRP  H2   CA   N    107.89  3.000
 WRP  H2   CA   CB   108.21  3.000
 WRP  N    CA   CB   110.50  1.700
 WRP  H2   CA   C    109.68  3.000
 WRP  N    CA   C    111.00  2.800
 WRP  CB   CA   C    110.10  1.900
 WRP  H3   CB   OB   110.27  3.000
 WRP  H3   CB   CG   108.08  3.000
 WRP  OB   CB   CG   109.94  3.000
 WRP  H3   CB   CA   106.82  3.000
 WRP  OB   CB   CA   108.87  3.000
 WRP  CG   CB   CA   112.81  3.000
 WRP  CD2  CG   CD1  106.01  3.000
 WRP  CD2  CG   CB   127.89  3.000
 WRP  CD1  CG   CB   126.06  3.000
 WRP  H4   CD1  NE1  121.31  3.000
 WRP  H4   CD1  CG   127.23  3.000
 WRP  NE1  CD1  CG   111.45  3.000
 WRP  CE2  NE1  C1   127.16  3.000
 WRP  CE2  NE1  CD1  107.59  3.000
 WRP  C1   NE1  CD1  125.21  3.000
 WRP  C2   C1   C4   111.32  3.000
 WRP  C4   C1   C3   110.85  3.000
 WRP  C2   C1   C3   107.27  3.000
 WRP  C3   C1   NE1  109.91  3.000
 WRP  C4   C1   NE1  108.07  3.000
 WRP  C2   C1   NE1  109.42  3.000
 WRP  H7   C3   H6   107.29  3.000
 WRP  H7   C3   H5   107.48  3.000
 WRP  H6   C3   H5   108.19  3.000
 WRP  H7   C3   C1   109.29  3.000
 WRP  H6   C3   C1   110.85  3.000
 WRP  H5   C3   C1   113.50  3.000
 WRP  H8   C4   O6   109.52  3.000
 WRP  H8   C4   C5   107.44  3.000
 WRP  O6   C4   C5   111.62  3.000
 WRP  H8   C4   C1   107.64  3.000
 WRP  C5   C4   C1   113.82  3.000
 WRP  O6   C4   C1   106.69  3.000
 WRP  H11  C5   H10  107.69  3.000
 WRP  H11  C5   H9   107.05  3.000
 WRP  H10  C5   H9   108.34  3.000
 WRP  H11  C5   C4   109.71  3.000
 WRP  H10  C5   C4   112.11  3.000
 WRP  H9   C5   C4   111.73  3.000
 WRP  H12  O6   C4   108.15  3.000
 WRP  H15  C2   H14  107.38  3.000
 WRP  H15  C2   H13  107.92  3.000
 WRP  H14  C2   H13  107.94  3.000
 WRP  H15  C2   C1   110.35  3.000
 WRP  H14  C2   C1   113.28  3.000
 WRP  H13  C2   C1   109.80  3.000
 WRP  CD2  CE2  CZ2  120.37  3.000
 WRP  CD2  CE2  NE1  107.84  3.000
 WRP  CZ2  CE2  NE1  131.80  3.000
 WRP  H16  CZ2  CH2  118.99  3.000
 WRP  H16  CZ2  CE2  122.56  3.000
 WRP  CH2  CZ2  CE2  118.45  3.000
 WRP  H17  CH2  CZ3  119.58  3.000
 WRP  H17  CH2  CZ2  118.90  3.000
 WRP  CZ3  CH2  CZ2  121.52  3.000
 WRP  H18  CZ3  CE3  120.02  3.000
 WRP  H18  CZ3  CH2  119.54  3.000
 WRP  CE3  CZ3  CH2  120.44  3.000
 WRP  H19  CE3  CD2  120.29  3.000
 WRP  H19  CE3  CZ3  120.44  3.000
 WRP  CD2  CE3  CZ3  119.27  3.000
 WRP  CE3  CD2  CE2  119.95  3.000
 WRP  CE3  CD2  CG   132.94  3.000
 WRP  CE2  CD2  CG   107.11  3.000
 WRP  H20  OB   CB   102.63  3.000
 WRP  H22  N    H21  106.38  3.000
 WRP  H22  N    CA   108.04  3.000
 WRP  H21  N    CA   110.31  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
 WRP  CONST_01  CE2  NE1  CD1  CG     0.00   0.0  0
 WRP  CONST_02  CZ2  CE2  CD2  CG   180.00   0.0  0
 WRP  CONST_03  NE1  CE2  CD2  CG     0.00   0.0  0
 WRP  CONST_04  CZ3  CE3  CD2  CG   180.00   0.0  0
 WRP  CONST_05  CZ2  CE2  NE1  CD1  180.00   0.0  0
 WRP  CONST_06  CD2  CE2  NE1  CD1    0.00   0.0  0
 WRP  CONST_07  CE2  CD2  CG   CD1    0.00   0.0  0
 WRP  CONST_08  CE3  CD2  CG   CD1  180.00   0.0  0
 WRP  CONST_09  CH2  CZ2  CE2  NE1  180.00   0.0  0
 WRP  CONST_10  CE3  CD2  CE2  NE1  180.00   0.0  0
 WRP  CONST_11  CD2  CG   CD1  NE1    0.00   0.0  0
 WRP  CONST_12  CZ3  CH2  CZ2  CE2    0.00   0.0  0
 WRP  CONST_13  CZ3  CE3  CD2  CE2    0.00   0.0  0
 WRP  CONST_14  CE3  CZ3  CH2  CZ2    0.00   0.0  0
 WRP  CONST_15  CE3  CD2  CE2  CZ2    0.00   0.0  0
 WRP  CONST_16  CD2  CE2  CZ2  CH2    0.00   0.0  0
 WRP  CONST_17  CD2  CE3  CZ3  CH2    0.00   0.0  0
 WRP  CONST_18  NE1  CD1  CG   CB   180.00   0.0  0
 WRP  CONST_19  CE2  CD2  CG   CB   180.00   0.0  0
 WRP  CONST_20  CE3  CD2  CG   CB     0.00   0.0  0
 WRP  CONST_21  C1   NE1  CD1  CG   180.00   0.0  0
 WRP  CONST_22  CZ2  CE2  NE1  C1     0.00   0.0  0
 WRP  CONST_23  CD2  CE2  NE1  C1   180.00   0.0  0
 WRP  CONST_24  H19  CE3  CD2  CG     0.00   0.0  0
 WRP  CONST_25  H16  CZ2  CE2  NE1    0.00   0.0  0
 WRP  CONST_26  H17  CH2  CZ2  CE2  180.00   0.0  0
 WRP  CONST_27  H4   CD1  NE1  CE2  180.00   0.0  0
 WRP  CONST_28  H18  CZ3  CH2  CZ2  180.00   0.0  0
 WRP  Var_01    C2   C1   NE1  CD1  124.84  30.0  2
 WRP  Var_02    H13  C2   C1   NE1  -53.60  30.0  3
 WRP  Var_03    H5   C3   C1   NE1  -61.74  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
 WRP  chir_01  CA  C   CB  N   positiv
 WRP  chir_02  CB  OB  CA  CG  negativ
 WRP  chir_03  C4  O6  C1  C5  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
 WRP  plan-1  CB   0.020
 WRP  plan-1  CG   0.020
 WRP  plan-1  CD1  0.020
 WRP  plan-1  NE1  0.020
 WRP  plan-1  C1   0.020
 WRP  plan-1  CE2  0.020
 WRP  plan-1  CZ2  0.020
 WRP  plan-1  CH2  0.020
 WRP  plan-1  CZ3  0.020
 WRP  plan-1  CE3  0.020
 WRP  plan-1  CD2  0.020
 WRP  plan-1  H4   0.020
 WRP  plan-1  H16  0.020
 WRP  plan-1  H17  0.020
 WRP  plan-1  H18  0.020
 WRP  plan-1  H19  0.020
 WRP  plan-2  O    0.020
 WRP  plan-2  C    0.020
 WRP  plan-2  CA   0.020
 WRP  plan-2  OXT  0.020

