# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 15:19:57 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (3S,4aS,8aS)-2-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]decahydroisoquinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1ccccc1)[C@H](O)CN2C[C@H]3CCCC[C@H]3C[C@H]2C(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
 HP0  HP0  '(3S,4aS,8aS)-2-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]decahydroisoquinoline-3-carboxylic acid'  peptide  55  25  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HP0
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
 HP0  C1   C  CH1   0   0.058   0.8059  -0.3164   0.0889
 HP0  O1   O  OH1   0  -0.661   0.6120  -1.7127   0.1983
 HP0  C2   C  CH1   0  -0.131   2.2797   0.0315  -0.2079
 HP0  N    N  NH2   0  -0.783   2.5554   1.4574  -0.2506
 HP0  C3   C  CH2   0  -0.516   3.2065  -0.6263   0.8237
 HP0  C4   C  CR6   0   0.172   4.6604  -0.4408   0.5002
 HP0  C5   C  CR16  0  -0.318   5.4137   0.5665   1.0975
 HP0  C6   C  CR16  0  -0.312   5.2875  -1.2746  -0.4242
 HP0  C7   C  CR16  0  -0.244   6.7561   0.7362   0.7847
 HP0  C8   C  CR16  0  -0.241   6.6277  -1.1068  -0.7463
 HP0  C9   C  CR16  0  -0.277   7.3680  -0.0989  -0.1413
 HP0  N2   N  NT    0  -0.410  -1.5489   0.0797  -0.5595
 HP0  C10  C  CH2   0  -0.319  -0.1554   0.2981  -0.9269
 HP0  C11  C  CH1   0  -0.146  -2.3802   1.2609  -0.6020
 HP0  C    C  C     0   0.515  -1.8296   2.3624   0.2818
 HP0  O    O  O     0  -0.431  -1.1721   2.1984   1.2783
 HP0  C13  C  CH2   0  -0.438  -3.7861   0.9540  -0.0559
 HP0  C14  C  CH1   0  -0.240  -4.4397  -0.2198  -0.7774
 HP0  C15  C  CH2   0  -0.425  -5.8042  -0.5754  -0.1834
 HP0  C16  C  CH2   0  -0.439  -5.7004  -1.2328   1.1900
 HP0  C17  C  CH2   0  -0.432  -4.7778  -2.4466   1.1437
 HP0  C18  C  CH2   0  -0.414  -3.4008  -2.0763   0.6026
 HP0  C19  C  CH1   0  -0.236  -3.4976  -1.4261  -0.7773
 HP0  C20  C  CH2   0  -0.278  -2.1417  -1.0076  -1.3205
 HP0  OXT  O  OH1   0  -0.593  -2.2240   3.5600  -0.1390
 HP0  H1   H  HCH1  0   0.217   0.5485   0.0933   1.0707
 HP0  H31  H  HOH1  0   0.439   0.8653  -2.1198  -0.6376
 HP0  H3   H  HCH1  0   0.226   2.5332  -0.3732  -1.1973
 HP0  H    H  HNH2  0   0.352   2.0567   1.9013  -1.0098
 HP0  H5   H  HCH2  0   0.235   2.9867  -0.2046   1.8105
 HP0  H6   H  HCH2  0   0.248   2.9827  -1.6919   0.8852
 HP0  H7   H  HCR6  0   0.239   4.9454   1.2221   1.8222
 HP0  H8   H  HCR6  0   0.241   4.7193  -2.0697  -0.8943
 HP0  H9   H  HCR6  0   0.249   7.3257   1.5224   1.2641
 HP0  H10  H  HCR6  0   0.250   7.0966  -1.7668  -1.4654
 HP0  H11  H  HCR6  0   0.250   8.4142   0.0316  -0.3865
 HP0  H12  H  HCH2  0   0.223   0.0494   1.3665  -1.0095
 HP0  H13  H  HCH2  0   0.223   0.0581  -0.1073  -1.9283
 HP0  H14  H  HCH1  0   0.227  -2.4861   1.6596  -1.6271
 HP0  H15  H  HCH2  0   0.237  -3.6978   0.7463   1.0130
 HP0  H16  H  HCH2  0   0.247  -4.4136   1.8428  -0.1572
 HP0  H17  H  HCH1  0   0.223  -4.5956   0.0835  -1.8202
 HP0  H18  H  HCH2  0   0.224  -6.4322   0.3192  -0.1347
 HP0  H19  H  HCH2  0   0.219  -6.3091  -1.2673  -0.8664
 HP0  H20  H  HCH2  0   0.212  -5.3237  -0.5137   1.9248
 HP0  H21  H  HCH2  0   0.227  -6.6957  -1.5249   1.5340
 HP0  H22  H  HCH2  0   0.223  -4.6866  -2.8924   2.1375
 HP0  H23  H  HCH2  0   0.204  -5.2247  -3.2124   0.4994
 HP0  H24  H  HCH2  0   0.218  -2.8945  -1.4035   1.2998
 HP0  H25  H  HCH2  0   0.220  -2.7708  -2.9682   0.5360
 HP0  H26  H  HCH1  0   0.222  -3.9058  -2.1735  -1.4694
 HP0  H27  H  HCH2  0   0.194  -2.2545  -0.7288  -2.3847
 HP0  H28  H  HCH2  0   0.233  -1.4615  -1.8584  -1.2898
 HP0  HXT  H  HOH1  0   0.480  -1.9399   4.2411   0.4891
 HP0  H2   H  HNH2  0   0.336   2.2371   1.9025   0.6030

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
 HP0  C1   O1   single    1.414  0.020  1.414
 HP0  C1   C2   single    1.543  0.020  1.543
 HP0  C1   H1   single    0.970  0.020  1.090
 HP0  C1   C10  single    1.528  0.020  1.528
 HP0  O1   H31  single    0.850  0.020  0.980
 HP0  C2   N    single    1.453  0.020  1.453
 HP0  C2   C3   single    1.535  0.020  1.535
 HP0  C2   H3   single    0.970  0.020  1.090
 HP0  N    H    single    0.860  0.020  0.860
 HP0  C3   C4   single    1.501  0.020  1.501
 HP0  C3   H5   single    0.970  0.020  1.090
 HP0  C3   H6   single    0.970  0.020  1.090
 HP0  C4   C5   aromatic  1.392  0.020  1.392
 HP0  C4   C6   aromatic  1.394  0.020  1.394
 HP0  C5   C7   aromatic  1.389  0.020  1.389
 HP0  C5   H7   single    0.930  0.020  1.080
 HP0  C6   C8   aromatic  1.389  0.020  1.389
 HP0  C6   H8   single    0.930  0.020  1.080
 HP0  C7   C9   aromatic  1.389  0.020  1.389
 HP0  C7   H9   single    0.930  0.020  1.080
 HP0  C8   C9   aromatic  1.389  0.020  1.389
 HP0  C8   H10  single    0.930  0.020  1.080
 HP0  C9   H11  single    0.930  0.020  1.080
 HP0  N2   C10  single    1.458  0.020  1.458
 HP0  N2   C11  single    1.445  0.020  1.445
 HP0  N2   C20  single    1.453  0.020  1.453
 HP0  C10  H12  single    0.970  0.020  1.090
 HP0  C10  H13  single    0.970  0.020  1.090
 HP0  C11  C    single    1.516  0.020  1.516
 HP0  C11  C13  single    1.539  0.020  1.539
 HP0  C11  H14  single    0.970  0.020  1.090
 HP0  C    O    double    1.231  0.020  1.231
 HP0  C    OXT  single    1.329  0.020  1.329
 HP0  C13  C14  single    1.525  0.020  1.525
 HP0  C13  H15  single    0.970  0.020  1.090
 HP0  C13  H16  single    0.970  0.020  1.090
 HP0  C14  C15  single    1.530  0.020  1.530
 HP0  C14  C19  single    1.531  0.020  1.531
 HP0  C14  H17  single    0.970  0.020  1.090
 HP0  C15  C16  single    1.526  0.020  1.526
 HP0  C15  H18  single    0.970  0.020  1.090
 HP0  C15  H19  single    0.970  0.020  1.090
 HP0  C16  C17  single    1.525  0.020  1.525
 HP0  C16  H20  single    0.970  0.020  1.090
 HP0  C16  H21  single    0.970  0.020  1.090
 HP0  C17  C18  single    1.525  0.020  1.525
 HP0  C17  H22  single    0.970  0.020  1.090
 HP0  C17  H23  single    0.970  0.020  1.090
 HP0  C18  C19  single    1.528  0.020  1.528
 HP0  C18  H24  single    0.970  0.020  1.090
 HP0  C18  H25  single    0.970  0.020  1.090
 HP0  C19  C20  single    1.520  0.020  1.520
 HP0  C19  H26  single    0.970  0.020  1.090
 HP0  C20  H27  single    0.970  0.020  1.090
 HP0  C20  H28  single    0.970  0.020  1.090
 HP0  OXT  HXT  single    0.850  0.020  0.980
 HP0  N    H2   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
 HP0  H1   C1   C10  107.33  3.000
 HP0  C10  C1   C2   112.48  3.000
 HP0  H1   C1   C2   108.23  3.000
 HP0  C10  C1   O1   111.25  3.000
 HP0  H1   C1   O1   105.54  3.000
 HP0  C2   C1   O1   111.62  3.000
 HP0  H31  O1   C1   108.30  3.000
 HP0  H3   C2   C3   107.94  3.000
 HP0  H3   C2   N    106.93  3.000
 HP0  C3   C2   N    109.01  3.000
 HP0  H3   C2   C1   108.10  3.000
 HP0  C3   C2   C1   110.54  3.000
 HP0  N    C2   C1   114.09  3.000
 HP0  H2   N    H    106.54  3.000
 HP0  H2   N    C2   110.27  3.000
 HP0  H    N    C2   111.06  3.000
 HP0  H6   C3   H5   106.52  3.000
 HP0  H6   C3   C4   109.37  3.000
 HP0  H5   C3   C4   109.93  3.000
 HP0  H6   C3   C2   109.44  3.000
 HP0  H5   C3   C2   108.62  3.000
 HP0  C4   C3   C2   112.77  3.000
 HP0  C6   C4   C5   118.28  3.000
 HP0  C6   C4   C3   120.31  3.000
 HP0  C5   C4   C3   121.40  3.000
 HP0  H7   C5   C7   119.63  3.000
 HP0  H7   C5   C4   119.39  3.000
 HP0  C7   C5   C4   120.98  3.000
 HP0  H8   C6   C8   119.59  3.000
 HP0  H8   C6   C4   119.36  3.000
 HP0  C8   C6   C4   121.05  3.000
 HP0  H9   C7   C9   120.00  3.000
 HP0  H9   C7   C5   119.84  3.000
 HP0  C9   C7   C5   120.16  3.000
 HP0  H10  C8   C9   120.04  3.000
 HP0  H10  C8   C6   119.89  3.000
 HP0  C9   C8   C6   120.06  3.000
 HP0  H11  C9   C8   120.26  3.000
 HP0  H11  C9   C7   120.28  3.000
 HP0  C8   C9   C7   119.46  3.000
 HP0  C20  N2   C11  111.19  3.000
 HP0  C20  N2   C10  111.72  3.000
 HP0  C11  N2   C10  114.84  3.000
 HP0  H13  C10  H12  104.79  3.000
 HP0  H13  C10  N2   111.06  3.000
 HP0  H12  C10  N2   110.20  3.000
 HP0  H13  C10  C1   109.55  3.000
 HP0  H12  C10  C1   109.03  3.000
 HP0  N2   C10  C1   111.94  3.000
 HP0  H14  C11  C13  108.27  3.000
 HP0  H14  C11  C    108.28  3.000
 HP0  C13  C11  C    105.65  3.000
 HP0  H14  C11  N2   112.17  3.000
 HP0  C13  C11  N2   110.61  3.000
 HP0  C    C11  N2   111.59  3.000
 HP0  OXT  C    O    123.11  3.000
 HP0  OXT  C    C11  111.24  3.000
 HP0  O    C    C11  125.55  3.000
 HP0  H16  C13  H15  106.96  3.000
 HP0  H16  C13  C14  109.65  3.000
 HP0  H15  C13  C14  110.56  3.000
 HP0  H16  C13  C11  109.24  3.000
 HP0  H15  C13  C11  108.13  3.000
 HP0  C14  C13  C11  112.16  3.000
 HP0  H17  C14  C19  107.79  3.000
 HP0  H17  C14  C15  107.85  3.000
 HP0  C19  C14  C15  111.45  3.000
 HP0  H17  C14  C13  107.32  3.000
 HP0  C19  C14  C13  110.05  3.000
 HP0  C15  C14  C13  112.17  3.000
 HP0  H19  C15  H18  106.24  3.000
 HP0  H19  C15  C16  108.68  3.000
 HP0  H18  C15  C16  110.56  3.000
 HP0  H19  C15  C14  108.40  3.000
 HP0  H18  C15  C14  109.83  3.000
 HP0  C16  C15  C14  112.88  3.000
 HP0  H21  C16  H20  106.12  3.000
 HP0  H21  C16  C17  110.34  3.000
 HP0  H20  C16  C17  109.56  3.000
 HP0  H21  C16  C15  109.66  3.000
 HP0  H20  C16  C15  110.15  3.000
 HP0  C17  C16  C15  110.89  3.000
 HP0  H23  C17  H22  106.47  3.000
 HP0  H23  C17  C18  109.22  3.000
 HP0  H22  C17  C18  110.26  3.000
 HP0  H23  C17  C16  109.10  3.000
 HP0  H22  C17  C16  110.33  3.000
 HP0  C18  C17  C16  111.32  3.000
 HP0  H25  C18  H24  105.89  3.000
 HP0  H25  C18  C19  109.17  3.000
 HP0  H24  C18  C19  110.08  3.000
 HP0  H25  C18  C17  110.09  3.000
 HP0  H24  C18  C17  109.96  3.000
 HP0  C19  C18  C17  111.49  3.000
 HP0  H26  C19  C20  107.10  3.000
 HP0  H26  C19  C18  107.65  3.000
 HP0  C20  C19  C18  112.55  3.000
 HP0  H26  C19  C14  107.93  3.000
 HP0  C20  C19  C14  109.40  3.000
 HP0  C18  C19  C14  111.98  3.000
 HP0  H28  C20  H27  106.71  3.000
 HP0  H28  C20  C19  109.38  3.000
 HP0  H27  C20  C19  108.81  3.000
 HP0  H28  C20  N2   108.34  3.000
 HP0  H27  C20  N2   110.91  3.000
 HP0  C19  C20  N2   112.50  3.000
 HP0  HXT  OXT  C    109.94  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
 HP0  CONST_01  C9   C7   C5   C4     0.00   0.0  0
 HP0  CONST_02  C9   C8   C6   C4     0.00   0.0  0
 HP0  CONST_03  C8   C6   C4   C5     0.00   0.0  0
 HP0  CONST_04  C8   C9   C7   C5     0.00   0.0  0
 HP0  CONST_05  C7   C5   C4   C6     0.00   0.0  0
 HP0  CONST_06  C7   C9   C8   C6     0.00   0.0  0
 HP0  CONST_07  C7   C5   C4   C3   180.00   0.0  0
 HP0  CONST_08  C8   C6   C4   C3   180.00   0.0  0
 HP0  CONST_09  H9   C7   C5   C4   180.00   0.0  0
 HP0  CONST_10  H10  C8   C6   C4   180.00   0.0  0
 HP0  CONST_11  H8   C6   C4   C5   180.00   0.0  0
 HP0  CONST_12  H11  C9   C7   C5   180.00   0.0  0
 HP0  CONST_13  H7   C5   C4   C6   180.00   0.0  0
 HP0  CONST_14  HXT  OXT  C    C11  180.00   0.0  0
 HP0  Var_01    C19  C20  N2   C11  -61.12  30.0  1
 HP0  Var_02    C17  C16  C15  C14  -54.08  30.0  1
 HP0  Var_03    C18  C17  C16  C15   55.56  30.0  1
 HP0  Var_04    C19  C18  C17  C16  -56.16  30.0  1
 HP0  Var_05    C11  N2   C10  C1   131.11  30.0  1
 HP0  Var_06    C5   C4   C3   C2    97.54  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
 HP0  chir_01  C1   O1   C2   C10  negativ
 HP0  chir_02  C2   N    C3   C1   negativ
 HP0  chir_03  C11  N2   C    C13  positiv
 HP0  chir_04  C14  C13  C15  C19  positiv
 HP0  chir_05  C19  C14  C18  C20  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
 HP0  plan-1  C3   0.020
 HP0  plan-1  C4   0.020
 HP0  plan-1  C5   0.020
 HP0  plan-1  C6   0.020
 HP0  plan-1  C7   0.020
 HP0  plan-1  C8   0.020
 HP0  plan-1  C9   0.020
 HP0  plan-1  H7   0.020
 HP0  plan-1  H8   0.020
 HP0  plan-1  H9   0.020
 HP0  plan-1  H10  0.020
 HP0  plan-1  H11  0.020
 HP0  plan-2  C11  0.020
 HP0  plan-2  C    0.020
 HP0  plan-2  O    0.020
 HP0  plan-2  OXT  0.020
 HP0  plan-2  HXT  0.020

