# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 13:30:17 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: Nalpha-[(benzyloxy)carbonyl]-N-[(1R)-4-hydroxy-1-methyl-2-oxobutyl]-L-phenylalaninamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)C(=O)CCO
#
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
 WR1  WR1  Nalpha-[(benzyloxy)carbonyl]-N-[(1R)-4-hydroxy-1-methyl-2-oxobutyl]-L-phenylalaninamide  ligand  55  29  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_WR1
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
 WR1  O4    O  O     0  -0.509  -2.7845  -0.7595  -3.8171
 WR1  C15   C  C     0   0.761  -3.3520   0.1721  -3.2866
 WR1  O5    O  O2    0  -0.478  -4.4850   0.0694  -2.5890
 WR1  C16   C  CH2   0  -0.240  -5.0575  -1.2389  -2.4644
 WR1  C17   C  CR6   0   0.076  -6.2738  -1.0974  -1.6010
 WR1  C18   C  CR16  0  -0.290  -6.1710  -1.2077  -0.2172
 WR1  C19   C  CR16  0  -0.243  -7.2900  -1.0474   0.5883
 WR1  C20   C  CR16  0  -0.261  -8.5251  -0.7730   0.0150
 WR1  C21   C  CR16  0  -0.242  -8.6366  -0.6618  -1.3650
 WR1  C22   C  CR16  0  -0.290  -7.5151  -0.8225  -2.1673
 WR1  N2    N  NH1   0  -0.656  -2.9321   1.4527  -3.3437
 WR1  C7    C  CH1   0  -0.188  -1.6469   1.7703  -3.8975
 WR1  C8    C  CH2   0  -0.562  -1.4843   3.2949  -3.9925
 WR1  C9    C  CR6   0   0.155  -2.4888   3.9197  -4.9201
 WR1  C10   C  CR16  0  -0.304  -2.3152   3.8392  -6.3006
 WR1  C11   C  CR16  0  -0.239  -3.2490   4.3884  -7.1673
 WR1  C12   C  CR16  0  -0.270  -4.3744   5.0302  -6.6642
 WR1  C13   C  CR16  0  -0.239  -4.5542   5.1212  -5.2911
 WR1  C14   C  CR16  0  -0.324  -3.6164   4.5695  -4.4271
 WR1  C6    C  C     0   0.567  -0.5174   1.2033  -3.0363
 WR1  O3    O  O     0  -0.485  -0.6285   1.0640  -1.8295
 WR1  N1    N  NH1   0  -0.633   0.6198   0.9424  -3.6954
 WR1  C4    C  CH1   0  -0.181   1.8006   0.5120  -2.9946
 WR1  C5    C  CH3   0  -0.689   2.9770   0.3971  -3.9599
 WR1  C3    C  C     0   0.420   1.5952  -0.8398  -2.3198
 WR1  O2    O  O     0  -0.392   0.8690  -1.6789  -2.7915
 WR1  C2    C  CH2   0  -0.595   2.3730  -1.0413  -1.0449
 WR1  C1    C  CH2   0  -0.153   2.7078  -2.4818  -0.7357
 WR1  O1    O  OH1   0  -0.672   3.6000  -2.9431  -1.7261
 WR1  H161  H  HCH2  0   0.249  -4.3372  -1.9215  -2.0095
 WR1  H162  H  HCH2  0   0.249  -5.3217  -1.6275  -3.4500
 WR1  H18   H  HCR6  0   0.255  -5.2107  -1.4272   0.2344
 WR1  H19   H  HCR6  0   0.259  -7.1985  -1.1376   1.6629
 WR1  H20   H  HCR6  0   0.259  -9.3983  -0.6493   0.6423
 WR1  H21   H  HCR6  0   0.258  -9.5970  -0.4508  -1.8169
 WR1  H22   H  HCR6  0   0.255  -7.6081  -0.7397  -3.2438
 WR1  HN2   H  HNH1  0   0.401  -3.3817   2.1305  -2.7478
 WR1  H7    H  HCH1  0   0.283  -1.5746   1.3515  -4.9054
 WR1  H81   H  HCH2  0   0.284  -0.4723   3.5098  -4.3401
 WR1  H82   H  HCH2  0   0.273  -1.5704   3.7258  -2.9917
 WR1  H10   H  HCR6  0   0.249  -1.4359   3.3490  -6.7029
 WR1  H11   H  HCR6  0   0.256  -3.0954   4.3195  -8.2366
 WR1  H12   H  HCR6  0   0.256  -5.1035   5.4602  -7.3387
 WR1  H13   H  HCR6  0   0.256  -5.4251   5.6223  -4.8888
 WR1  H14   H  HCR6  0   0.250  -3.7622   4.6566  -3.3564
 WR1  HN1   H  HNH1  0   0.406   0.6419   1.0027  -4.7012
 WR1  H4    H  HCH1  0   0.273   2.0527   1.2454  -2.2219
 WR1  H51   H  HCH3  0   0.257   3.8725   0.0622  -3.4385
 WR1  H52   H  HCH3  0   0.262   3.1948   1.3665  -4.4072
 WR1  H53   H  HCH3  0   0.245   2.7607  -0.3156  -4.7565
 WR1  H21A  H  HCH2  0   0.287   1.7507  -0.6268  -0.2433
 WR1  H22A  H  HCH2  0   0.262   3.2772  -0.4266  -1.0532
 WR1  H11A  H  HCH2  0   0.213   3.1535  -2.5308   0.2650
 WR1  H12A  H  HCH2  0   0.202   1.7886  -3.0776  -0.7051
 WR1  HO1   H  HOH1  0   0.455   3.7884  -3.8699  -1.5534

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
 WR1  O4   C15   double    1.213  0.020  1.213
 WR1  C15  O5    single    1.334  0.020  1.334
 WR1  C15  N2    single    1.349  0.020  1.349
 WR1  O5   C16   single    1.434  0.020  1.434
 WR1  C16  C17   single    1.498  0.020  1.498
 WR1  C16  H161  single    0.970  0.020  1.090
 WR1  C16  H162  single    0.970  0.020  1.090
 WR1  C17  C18   aromatic  1.392  0.020  1.392
 WR1  C17  C22   aromatic  1.392  0.020  1.392
 WR1  C18  C19   aromatic  1.388  0.020  1.388
 WR1  C18  H18   single    0.930  0.020  1.080
 WR1  C19  C20   aromatic  1.389  0.020  1.389
 WR1  C19  H19   single    0.930  0.020  1.080
 WR1  C20  C21   aromatic  1.389  0.020  1.389
 WR1  C20  H20   single    0.930  0.020  1.080
 WR1  C21  C22   aromatic  1.388  0.020  1.388
 WR1  C21  H21   single    0.930  0.020  1.080
 WR1  C22  H22   single    0.930  0.020  1.080
 WR1  N2   C7    single    1.435  0.020  1.435
 WR1  N2   HN2   single    0.860  0.020  1.020
 WR1  C7   C6    single    1.529  0.020  1.529
 WR1  C7   C8    single    1.536  0.020  1.536
 WR1  C7   H7    single    0.970  0.020  1.090
 WR1  C8   C9    single    1.503  0.020  1.503
 WR1  C8   H81   single    0.970  0.020  1.090
 WR1  C8   H82   single    0.970  0.020  1.090
 WR1  C9   C14   aromatic  1.392  0.020  1.392
 WR1  C9   C10   aromatic  1.394  0.020  1.394
 WR1  C10  C11   aromatic  1.387  0.020  1.387
 WR1  C10  H10   single    0.930  0.020  1.080
 WR1  C11  C12   aromatic  1.390  0.020  1.390
 WR1  C11  H11   single    0.930  0.020  1.080
 WR1  C12  C13   aromatic  1.388  0.020  1.388
 WR1  C12  H12   single    0.930  0.020  1.080
 WR1  C13  C14   aromatic  1.389  0.020  1.389
 WR1  C13  H13   single    0.930  0.020  1.080
 WR1  C14  H14   single    0.930  0.020  1.080
 WR1  C6   O3    double    1.220  0.020  1.220
 WR1  C6   N1    single    1.340  0.020  1.340
 WR1  N1   C4    single    1.439  0.020  1.439
 WR1  N1   HN1   single    0.860  0.020  1.020
 WR1  C4   C3    single    1.525  0.020  1.525
 WR1  C4   C5    single    1.526  0.020  1.526
 WR1  C4   H4    single    0.970  0.020  1.090
 WR1  C5   H51   single    0.970  0.020  1.090
 WR1  C5   H52   single    0.970  0.020  1.090
 WR1  C5   H53   single    0.970  0.020  1.090
 WR1  C3   C2    single    1.507  0.020  1.507
 WR1  C3   O2    double    1.206  0.020  1.206
 WR1  C2   C1    single    1.511  0.020  1.511
 WR1  C2   H21A  single    0.970  0.020  1.090
 WR1  C2   H22A  single    0.970  0.020  1.090
 WR1  C1   O1    single    1.411  0.020  1.411
 WR1  C1   H11A  single    0.970  0.020  1.090
 WR1  C1   H12A  single    0.970  0.020  1.090
 WR1  O1   HO1   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
 WR1  N2    C15  O5    111.07  3.000
 WR1  N2    C15  O4    124.40  3.000
 WR1  O5    C15  O4    124.52  3.000
 WR1  C16   O5   C15   117.05  3.000
 WR1  H162  C16  H161  108.26  3.000
 WR1  H162  C16  C17   110.94  3.000
 WR1  H161  C16  C17   110.77  3.000
 WR1  H162  C16  O5    110.05  3.000
 WR1  H161  C16  O5    110.08  3.000
 WR1  C17   C16  O5    106.75  3.000
 WR1  C22   C17  C18   119.08  3.000
 WR1  C22   C17  C16   120.54  3.000
 WR1  C18   C17  C16   120.36  3.000
 WR1  H18   C18  C19   119.73  3.000
 WR1  H18   C18  C17   119.72  3.000
 WR1  C19   C18  C17   120.55  3.000
 WR1  H19   C19  C20   120.10  3.000
 WR1  H19   C19  C18   119.90  3.000
 WR1  C20   C19  C18   120.00  3.000
 WR1  H20   C20  C21   120.14  3.000
 WR1  H20   C20  C19   120.05  3.000
 WR1  C21   C20  C19   119.82  3.000
 WR1  H21   C21  C22   119.88  3.000
 WR1  H21   C21  C20   120.11  3.000
 WR1  C22   C21  C20   120.01  3.000
 WR1  H22   C22  C21   119.73  3.000
 WR1  H22   C22  C17   119.73  3.000
 WR1  C21   C22  C17   120.54  3.000
 WR1  HN2   N2   C7    118.60  3.000
 WR1  HN2   N2   C15   118.32  3.000
 WR1  C7    N2   C15   120.34  3.000
 WR1  H7    C7   C6    109.15  3.000
 WR1  H7    C7   C8    108.42  3.000
 WR1  C6    C7   C8    108.94  3.000
 WR1  H7    C7   N2    109.28  3.000
 WR1  C8    C7   N2    109.78  3.000
 WR1  C6    C7   N2    111.23  3.000
 WR1  H82   C8   H81   106.68  3.000
 WR1  H82   C8   C9    110.39  3.000
 WR1  H81   C8   C9    109.95  3.000
 WR1  H82   C8   C7    109.05  3.000
 WR1  H81   C8   C7    108.26  3.000
 WR1  C9    C8   C7    112.33  3.000
 WR1  C14   C9   C10   118.61  3.000
 WR1  C10   C9   C8    120.26  3.000
 WR1  C14   C9   C8    121.13  3.000
 WR1  H10   C10  C11   119.54  3.000
 WR1  H10   C10  C9    119.65  3.000
 WR1  C11   C10  C9    120.80  3.000
 WR1  H11   C11  C12   120.12  3.000
 WR1  H11   C11  C10   119.77  3.000
 WR1  C12   C11  C10   120.11  3.000
 WR1  H12   C12  C13   120.21  3.000
 WR1  H12   C12  C11   120.22  3.000
 WR1  C13   C12  C11   119.56  3.000
 WR1  H13   C13  C14   119.72  3.000
 WR1  H13   C13  C12   120.16  3.000
 WR1  C14   C13  C12   120.12  3.000
 WR1  H14   C14  C13   119.44  3.000
 WR1  H14   C14  C9    119.76  3.000
 WR1  C13   C14  C9    120.80  3.000
 WR1  N1    C6   O3    122.80  3.000
 WR1  N1    C6   C7    114.96  3.000
 WR1  O3    C6   C7    122.15  3.000
 WR1  HN1   N1   C4    119.07  3.000
 WR1  HN1   N1   C6    119.86  3.000
 WR1  C4    N1   C6    121.00  3.000
 WR1  H4    C4   C3    108.21  3.000
 WR1  H4    C4   C5    108.63  3.000
 WR1  C3    C4   C5    108.49  3.000
 WR1  H4    C4   N1    109.41  3.000
 WR1  C5    C4   N1    110.31  3.000
 WR1  C3    C4   N1    111.73  3.000
 WR1  H53   C5   H52   108.74  3.000
 WR1  H53   C5   H51   108.17  3.000
 WR1  H52   C5   H51   107.80  3.000
 WR1  H53   C5   C4    111.00  3.000
 WR1  H52   C5   C4    110.29  3.000
 WR1  H51   C5   C4    110.75  3.000
 WR1  C2    C3   O2    123.28  3.000
 WR1  O2    C3   C4    121.66  3.000
 WR1  C2    C3   C4    115.05  3.000
 WR1  H22A  C2   H21A  105.22  3.000
 WR1  H22A  C2   C1    110.76  3.000
 WR1  H21A  C2   C1    109.68  3.000
 WR1  H22A  C2   C3    110.19  3.000
 WR1  H21A  C2   C3    105.97  3.000
 WR1  C1    C2   C3    114.52  3.000
 WR1  H12A  C1   H11A  106.93  3.000
 WR1  H12A  C1   O1    111.86  3.000
 WR1  H11A  C1   O1    111.66  3.000
 WR1  H12A  C1   C2    109.77  3.000
 WR1  H11A  C1   C2    108.62  3.000
 WR1  O1    C1   C2    107.95  3.000
 WR1  HO1   O1   C1    108.24  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
 WR1  CONST_01  C20  C19  C18  C17     0.00   0.0  0
 WR1  CONST_02  C20  C21  C22  C17     0.00   0.0  0
 WR1  CONST_03  C21  C22  C17  C18     0.00   0.0  0
 WR1  CONST_04  C21  C20  C19  C18     0.00   0.0  0
 WR1  CONST_05  C22  C17  C18  C19     0.00   0.0  0
 WR1  CONST_06  C22  C21  C20  C19     0.00   0.0  0
 WR1  CONST_07  C12  C13  C14  C9      0.00   0.0  0
 WR1  CONST_08  C12  C11  C10  C9      0.00   0.0  0
 WR1  CONST_09  C13  C14  C9   C10     0.00   0.0  0
 WR1  CONST_10  C13  C12  C11  C10     0.00   0.0  0
 WR1  CONST_11  C14  C9   C10  C11     0.00   0.0  0
 WR1  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 WR1  CONST_13  C19  C18  C17  C16   180.00   0.0  0
 WR1  CONST_14  C21  C22  C17  C16   180.00   0.0  0
 WR1  CONST_15  C13  C14  C9   C8    180.00   0.0  0
 WR1  CONST_16  C11  C10  C9   C8    180.00   0.0  0
 WR1  CONST_17  H19  C19  C18  C17   180.00   0.0  0
 WR1  CONST_18  H21  C21  C22  C17   180.00   0.0  0
 WR1  CONST_19  H22  C22  C17  C18   180.00   0.0  0
 WR1  CONST_20  H20  C20  C19  C18   180.00   0.0  0
 WR1  CONST_21  H18  C18  C19  C20   180.00   0.0  0
 WR1  CONST_22  H13  C13  C14  C9    180.00   0.0  0
 WR1  CONST_23  H11  C11  C10  C9    180.00   0.0  0
 WR1  CONST_24  H14  C14  C9   C10   180.00   0.0  0
 WR1  CONST_25  H12  C12  C11  C10   180.00   0.0  0
 WR1  CONST_26  H10  C10  C11  C12   180.00   0.0  0
 WR1  CONST_27  C4   N1   C6   C7    180.00   0.0  0
 WR1  CONST_28  C4   N1   C6   O3      0.00   0.0  0
 WR1  CONST_29  HN1  N1   C6   C7      0.00   0.0  0
 WR1  Var_01    C18  C17  C16  O5    -88.86  30.0  2
 WR1  Var_02    C14  C9   C8   C7    101.60  30.0  2
 WR1  Var_03    C17  C16  O5   C15   177.70  30.0  3
 WR1  Var_04    C7   N2   C15  O4     -9.01  30.0  2
 WR1  Var_05    N2   C15  O5   C16   179.09  30.0  1
 WR1  Var_06    C1   C2   C3   C4   -152.38  30.0  3
 WR1  Var_07    O1   C1   C2   C3     66.02  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
 WR1  chir_01  C7  N2  C6  C8  positiv
 WR1  chir_02  C4  N1  C3  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
 WR1  plan-1  C16  0.020
 WR1  plan-1  C17  0.020
 WR1  plan-1  C18  0.020
 WR1  plan-1  C19  0.020
 WR1  plan-1  C20  0.020
 WR1  plan-1  C21  0.020
 WR1  plan-1  C22  0.020
 WR1  plan-1  H18  0.020
 WR1  plan-1  H19  0.020
 WR1  plan-1  H20  0.020
 WR1  plan-1  H21  0.020
 WR1  plan-1  H22  0.020
 WR1  plan-2  C8   0.020
 WR1  plan-2  C9   0.020
 WR1  plan-2  C10  0.020
 WR1  plan-2  C11  0.020
 WR1  plan-2  C12  0.020
 WR1  plan-2  C13  0.020
 WR1  plan-2  C14  0.020
 WR1  plan-2  H10  0.020
 WR1  plan-2  H11  0.020
 WR1  plan-2  H12  0.020
 WR1  plan-2  H13  0.020
 WR1  plan-2  H14  0.020
 WR1  plan-3  C7   0.020
 WR1  plan-3  C6   0.020
 WR1  plan-3  O3   0.020
 WR1  plan-3  N1   0.020
 WR1  plan-3  C4   0.020
 WR1  plan-3  HN1  0.020
 WR1  plan-4  C4   0.020
 WR1  plan-4  C3   0.020
 WR1  plan-4  O2   0.020
 WR1  plan-4  C2   0.020
 WR1  plan-5  O4   0.020
 WR1  plan-5  C15  0.020
 WR1  plan-5  O5   0.020
 WR1  plan-5  N2   0.020

