# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 08:19:39 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)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
 BES  BES  N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine  ligand  45  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BES
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
 BES  N2    N  NH2    0  -0.807   0.2649  -1.4413  -1.4489
 BES  C1    C  CH1    0  -0.115   0.8267  -0.1156  -1.3092
 BES  C6    C  CH2    0  -0.514   1.3650   0.3906  -2.6528
 BES  C7    C  C      0   0.162   0.2876   0.5438  -3.6859
 BES  C8    C  C1     0  -0.317  -0.4121   1.7435  -3.7987
 BES  C12   C  C1     0  -0.303  -0.0505  -0.5015  -4.5420
 BES  C9    C  C1     0  -0.241  -1.4211   1.8996  -4.7403
 BES  C11   C  C1     0  -0.246  -1.0562  -0.3512  -5.4875
 BES  C10   C  C1     0  -0.276  -1.7469   0.8502  -5.5895
 BES  C2    C  CH1    0  -0.063   1.9276  -0.0018  -0.2333
 BES  O2    O  OH1    0  -0.679   3.0825  -0.6931  -0.6168
 BES  C3    C  C      0   0.503   1.4432  -0.5776   1.0977
 BES  O3    O  O      0  -0.511   2.0339  -1.5384   1.5850
 BES  N1    N  NH1    0  -0.613   0.3973   0.0174   1.6655
 BES  C4    C  CH1    0  -0.213  -0.2856  -0.5318   2.8150
 BES  C13   C  CH2    0  -0.442  -1.0848   0.5633   3.5199
 BES  C14   C  CH1    0  -0.226  -0.2903   1.8141   3.8997
 BES  C15   C  CH3    0  -0.652  -1.2059   2.8082   4.6073
 BES  C16   C  CH3    0  -0.661   0.9177   1.4885   4.7715
 BES  C5    C  C      0   0.436  -1.1940  -1.7379   2.4556
 BES  O1    O  OC    -1  -0.582  -1.3130  -2.0527   1.2567
 BES  O4    O  O      0  -0.607  -1.7366  -2.2895   3.4309
 BES  HN21  H  HNH2   0   0.329   1.0035  -2.1193  -1.5956
 BES  HN22  H  HNH2   0   0.365  -0.2280  -1.7039  -0.5996
 BES  H1    H  HCH1   0   0.233   0.0123   0.5561  -1.0125
 BES  H61   H  HCH2   0   0.243   1.8545   1.3562  -2.4971
 BES  H62   H  HCH2   0   0.245   2.1350  -0.2963  -3.0133
 BES  H8    H  H      0   0.241  -0.1579   2.5694  -3.1432
 BES  H12   H  H      0   0.238   0.4850  -1.4406  -4.4740
 BES  H9    H  H      0   0.249  -1.9486   2.8423  -4.8137
 BES  H11   H  H      0   0.249  -1.3014  -1.1738  -6.1476
 BES  H10   H  H      0   0.251  -2.5289   0.9678  -6.3285
 BES  H2    H  HCH1   0   0.238   2.1592   1.0631  -0.0840
 BES  HO2   H  HOH1   0   0.443   3.2027  -1.3913   0.0465
 BES  HN    H  HNH1   0   0.395  -0.0695   0.7475   1.1494
 BES  H4    H  HCH1   0   0.246   0.4782  -0.9023   3.5032
 BES  H131  H  HCH2   0   0.231  -1.5186   0.1271   4.4227
 BES  H132  H  HCH2   0   0.226  -1.9307   0.8608   2.8882
 BES  H14   H  HCH1   0   0.214   0.0719   2.2907   2.9819
 BES  H151  H  HCH3   0   0.225  -0.6829   3.7409   4.8246
 BES  H152  H  HCH3   0   0.223  -2.0816   3.0508   4.0021
 BES  H153  H  HCH3   0   0.213  -1.5634   2.4004   5.5562
 BES  H161  H  HCH3   0   0.213   0.6132   0.9508   5.6732
 BES  H162  H  HCH3   0   0.229   1.6511   0.8736   4.2484
 BES  H163  H  HCH3   0   0.226   1.4249   2.4015   5.0893

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
 BES  N2   C1    single    1.447  0.020  1.447
 BES  N2   HN21  single    0.890  0.020  1.040
 BES  N2   HN22  single    0.890  0.020  1.040
 BES  C1   C6    single    1.533  0.020  1.533
 BES  C1   C2    single    1.544  0.020  1.544
 BES  C1   H1    single    0.970  0.020  1.090
 BES  C6   C7    single    1.501  0.020  1.501
 BES  C6   H61   single    0.970  0.020  1.090
 BES  C6   H62   single    0.970  0.020  1.090
 BES  C7   C8    aromatic  1.393  0.020  1.393
 BES  C7   C12   aromatic  1.393  0.020  1.393
 BES  C8   C9    aromatic  1.389  0.020  1.389
 BES  C8   H8    single    0.930  0.020  1.080
 BES  C12  C11   aromatic  1.388  0.020  1.388
 BES  C12  H12   single    0.930  0.020  1.080
 BES  C9   C10   aromatic  1.389  0.020  1.389
 BES  C9   H9    single    0.930  0.020  1.080
 BES  C11  C10   aromatic  1.390  0.020  1.390
 BES  C11  H11   single    0.930  0.020  1.080
 BES  C10  H10   single    0.930  0.020  1.080
 BES  C2   O2    single    1.400  0.020  1.400
 BES  C2   C3    single    1.529  0.020  1.529
 BES  C2   H2    single    0.970  0.020  1.090
 BES  O2   HO2   single    0.850  0.020  0.980
 BES  C3   O3    double    1.229  0.020  1.229
 BES  C3   N1    single    1.331  0.020  1.331
 BES  N1   C4    single    1.445  0.020  1.445
 BES  N1   HN    single    0.860  0.020  1.020
 BES  C4   C13   single    1.528  0.020  1.528
 BES  C4   C5    single    1.552  0.020  1.552
 BES  C4   H4    single    0.970  0.020  1.090
 BES  C13  C14   single    1.530  0.020  1.530
 BES  C13  H131  single    0.970  0.020  1.090
 BES  C13  H132  single    0.970  0.020  1.090
 BES  C14  C15   single    1.526  0.020  1.526
 BES  C14  C16   single    1.525  0.020  1.525
 BES  C14  H14   single    0.970  0.020  1.090
 BES  C15  H151  single    0.970  0.020  1.090
 BES  C15  H152  single    0.970  0.020  1.090
 BES  C15  H153  single    0.970  0.020  1.090
 BES  C16  H161  single    0.970  0.020  1.090
 BES  C16  H162  single    0.970  0.020  1.090
 BES  C16  H163  single    0.970  0.020  1.090
 BES  C5   O1    deloc     1.245  0.020  1.245
 BES  C5   O4    deloc     1.245  0.020  1.245

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
 BES  HN22  N2   HN21  107.55  3.000
 BES  HN22  N2   C1    110.14  3.000
 BES  HN21  N2   C1    110.13  3.000
 BES  H1    C1   C2    107.21  3.000
 BES  H1    C1   C6    107.19  3.000
 BES  C2    C1   C6    109.64  3.000
 BES  H1    C1   N2    107.40  3.000
 BES  C2    C1   N2    114.32  3.000
 BES  C6    C1   N2    110.75  3.000
 BES  H62   C6   H61   106.65  3.000
 BES  H62   C6   C7    110.05  3.000
 BES  H61   C6   C7    109.22  3.000
 BES  H62   C6   C1    109.20  3.000
 BES  H61   C6   C1    108.89  3.000
 BES  C7    C6   C1    112.64  3.000
 BES  C12   C7   C8    118.33  3.000
 BES  C12   C7   C6    121.39  3.000
 BES  C8    C7   C6    120.28  3.000
 BES  H8    C8   C9    119.63  3.000
 BES  H8    C8   C7    119.27  3.000
 BES  C9    C8   C7    121.09  3.000
 BES  H12   C12  C11   119.65  3.000
 BES  H12   C12  C7    119.48  3.000
 BES  C11   C12  C7    120.87  3.000
 BES  H9    C9   C10   120.15  3.000
 BES  H9    C9   C8    119.85  3.000
 BES  C10   C9   C8    120.00  3.000
 BES  H11   C11  C10   119.97  3.000
 BES  H11   C11  C12   119.79  3.000
 BES  C10   C11  C12   120.24  3.000
 BES  H10   C10  C11   120.21  3.000
 BES  H10   C10  C9    120.33  3.000
 BES  C11   C10  C9    119.46  3.000
 BES  H2    C2   C3    108.25  3.000
 BES  H2    C2   O2    109.98  3.000
 BES  C3    C2   O2    108.30  3.000
 BES  H2    C2   C1    108.43  3.000
 BES  C3    C2   C1    110.67  3.000
 BES  O2    C2   C1    111.17  3.000
 BES  HO2   O2   C2    105.68  3.000
 BES  N1    C3   O3    123.94  3.000
 BES  N1    C3   C2    116.89  3.000
 BES  O3    C3   C2    119.17  3.000
 BES  HN    N1   C4    117.60  3.000
 BES  HN    N1   C3    117.97  3.000
 BES  C4    N1   C3    122.75  3.000
 BES  H4    C4   C5    106.94  3.000
 BES  H4    C4   C13   108.55  3.000
 BES  C5    C4   C13   110.96  3.000
 BES  H4    C4   N1    107.42  3.000
 BES  C5    C4   N1    112.80  3.000
 BES  C13   C4   N1    109.98  3.000
 BES  H132  C13  H131  106.15  3.000
 BES  H132  C13  C14   108.77  3.000
 BES  H131  C13  C14   109.12  3.000
 BES  H132  C13  C4    109.40  3.000
 BES  H131  C13  C4    107.62  3.000
 BES  C14   C13  C4    115.40  3.000
 BES  H14   C14  C16   108.05  3.000
 BES  H14   C14  C15   107.67  3.000
 BES  C16   C14  C15   110.45  3.000
 BES  H14   C14  C13   108.62  3.000
 BES  C16   C14  C13   112.26  3.000
 BES  C15   C14  C13   109.65  3.000
 BES  H153  C15  H152  107.57  3.000
 BES  H153  C15  H151  107.63  3.000
 BES  H152  C15  H151  107.75  3.000
 BES  H153  C15  C14   110.85  3.000
 BES  H152  C15  C14   111.66  3.000
 BES  H151  C15  C14   111.20  3.000
 BES  H163  C16  H162  107.38  3.000
 BES  H163  C16  H161  107.49  3.000
 BES  H162  C16  H161  107.79  3.000
 BES  H163  C16  C14   110.85  3.000
 BES  H162  C16  C14   112.27  3.000
 BES  H161  C16  C14   110.85  3.000
 BES  O4    C5   O1    126.91  3.000
 BES  O4    C5   C4    114.70  3.000
 BES  O1    C5   C4    118.38  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
 BES  CONST_01  C10   C9   C8   C7      0.00   0.0  0
 BES  CONST_02  C10   C11  C12  C7      0.00   0.0  0
 BES  CONST_03  C11   C12  C7   C8      0.00   0.0  0
 BES  CONST_04  C11   C10  C9   C8      0.00   0.0  0
 BES  CONST_05  C9    C8   C7   C12     0.00   0.0  0
 BES  CONST_06  C9    C10  C11  C12     0.00   0.0  0
 BES  CONST_07  C9    C8   C7   C6    180.00   0.0  0
 BES  CONST_08  C11   C12  C7   C6    180.00   0.0  0
 BES  CONST_09  H9    C9   C8   C7    180.00   0.0  0
 BES  CONST_10  H11   C11  C12  C7    180.00   0.0  0
 BES  CONST_11  H12   C12  C7   C8    180.00   0.0  0
 BES  CONST_12  H10   C10  C9   C8    180.00   0.0  0
 BES  CONST_13  H8    C8   C7   C12   180.00   0.0  0
 BES  CONST_14  C4    N1   C3   C2    180.00   0.0  0
 BES  CONST_15  C4    N1   C3   O3      0.00   0.0  0
 BES  CONST_16  HN    N1   C3   C2      0.00   0.0  0
 BES  Var_01    C8    C7   C6   C1     88.90  30.0  2
 BES  Var_02    C15   C14  C13  C4   -179.28  30.0  3
 BES  Var_03    H151  C15  C14  C13  -175.82  30.0  3
 BES  Var_04    H161  C16  C14  C13   -56.54  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
 BES  chir_01  C1  N2  C6   C2  positiv
 BES  chir_02  C2  O2  C1   C3  negativ
 BES  chir_03  C4  N1  C13  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
 BES  plan-1  C6   0.020
 BES  plan-1  C7   0.020
 BES  plan-1  C8   0.020
 BES  plan-1  C12  0.020
 BES  plan-1  C9   0.020
 BES  plan-1  C11  0.020
 BES  plan-1  C10  0.020
 BES  plan-1  H8   0.020
 BES  plan-1  H12  0.020
 BES  plan-1  H9   0.020
 BES  plan-1  H11  0.020
 BES  plan-1  H10  0.020
 BES  plan-2  C2   0.020
 BES  plan-2  C3   0.020
 BES  plan-2  O3   0.020
 BES  plan-2  N1   0.020
 BES  plan-2  C4   0.020
 BES  plan-2  HN   0.020
 BES  plan-3  C4   0.020
 BES  plan-3  C5   0.020
 BES  plan-3  O1   0.020
 BES  plan-3  O4   0.020

