# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 19:20:50 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  54  25  .  2022-03-18  2022-07-25
;
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   0.051   0.7866  -0.4224  -0.0174
 HP0  O1   O  OH1    0  -0.666   0.6415  -1.8310   0.0312
 HP0  C2   C  CH1    0  -0.131   2.2550  -0.0063  -0.2275
 HP0  N    N  NH2    0  -0.781   2.4529   1.4361  -0.1981
 HP0  C3   C  CH2    0  -0.502   3.1580  -0.6579   0.8305
 HP0  C4   C  CR6    0   0.162   4.6169  -0.4436   0.5540
 HP0  C5   C  CR16   0  -0.307   5.3140   0.6257   1.1114
 HP0  C6   C  CR16   0  -0.315   5.3050  -1.3069  -0.2973
 HP0  C7   C  CR16   0  -0.246   6.6602   0.8240   0.8336
 HP0  C8   C  CR16   0  -0.242   6.6493  -1.1107  -0.5850
 HP0  C9   C  CR16   0  -0.278   7.3331  -0.0424  -0.0188
 HP0  N2   N  NT     0  -0.405  -1.5503   0.0389  -0.6539
 HP0  C10  C  CH2    0  -0.297  -0.1595   0.1928  -1.0441
 HP0  C11  C  CH1    0  -0.144  -2.3215   1.2672  -0.6344
 HP0  C    C  C      0   0.385  -1.6691   2.4246   0.1551
 HP0  O    O  O      0  -0.593  -0.9315   2.1463   1.1200
 HP0  C13  C  CH2    0  -0.426  -3.6849   0.9968   0.0092
 HP0  C14  C  CH1    0  -0.231  -4.4472  -0.1317  -0.6791
 HP0  C15  C  CH2    0  -0.422  -5.7775  -0.4540   0.0056
 HP0  C16  C  CH2    0  -0.435  -5.5991  -1.1722   1.3404
 HP0  C17  C  CH2    0  -0.431  -4.7478  -2.4262   1.1712
 HP0  C18  C  CH2    0  -0.410  -3.3987  -2.0947   0.5425
 HP0  C19  C  CH1    0  -0.232  -3.5632  -1.3776  -0.7971
 HP0  C20  C  CH2    0  -0.265  -2.2231  -0.9970  -1.4099
 HP0  OXT  O  OC    -1  -0.618  -1.9954   3.5714  -0.2179
 HP0  H1   H  HCH1   0   0.213   0.4668  -0.0587   0.9625
 HP0  H31  H  HOH1   0   0.435   0.8809  -2.1846  -0.8323
 HP0  H3   H  HCH1   0   0.222   2.5814  -0.3594  -1.2151
 HP0  H    H  HNH2   0   0.348   2.1259   1.8561  -1.0579
 HP0  H5   H  HCH2   0   0.230   2.8966  -0.2435   1.8098
 HP0  H6   H  HCH2   0   0.242   2.9498  -1.7275   0.8775
 HP0  H7   H  HCR6   0   0.237   4.7965   1.3083   1.7743
 HP0  H8   H  HCR6   0   0.240   4.7812  -2.1480  -0.7379
 HP0  H9   H  HCR6   0   0.248   7.1853   1.6580   1.2822
 HP0  H10  H  HCR6   0   0.249   7.1648  -1.7951  -1.2470
 HP0  H11  H  HCR6   0   0.249   8.3821   0.1114  -0.2370
 HP0  H12  H  HCH2   0   0.217   0.0817   1.2477  -1.1711
 HP0  H13  H  HCH2   0   0.202   0.0352  -0.2631  -2.0287
 HP0  H14  H  HCH1   0   0.154  -2.5034   1.6325  -1.6646
 HP0  H15  H  HCH2   0   0.215  -3.5180   0.7668   1.0651
 HP0  H16  H  HCH2   0   0.219  -4.2825   1.9122  -0.0246
 HP0  H17  H  HCH1   0   0.208  -4.6707   0.2087  -1.6986
 HP0  H18  H  HCH2   0   0.217  -6.3582   0.4640   0.1381
 HP0  H19  H  HCH2   0   0.211  -6.3649  -1.0981  -0.6589
 HP0  H20  H  HCH2   0   0.210  -5.1250  -0.5049   2.0678
 HP0  H21  H  HCH2   0   0.222  -6.5771  -1.4297   1.7558
 HP0  H22  H  HCH2   0   0.220  -4.6064  -2.9232   2.1348
 HP0  H23  H  HCH2   0   0.201  -5.2807  -3.1369   0.5287
 HP0  H24  H  HCH2   0   0.217  -2.8122  -1.4733   1.2239
 HP0  H25  H  HCH2   0   0.213  -2.8197  -3.0108   0.3912
 HP0  H26  H  HCH1   0   0.210  -4.0538  -2.0753  -1.4889
 HP0  H27  H  HCH2   0   0.175  -2.3876  -0.6860  -2.4606
 HP0  H28  H  HCH2   0   0.220  -1.5831  -1.8805  -1.4435
 HP0  H2   H  HNH2   0   0.334   1.8859   1.8415   0.5394

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    1.417  0.020  1.417
 HP0  C1   C2   single    1.541  0.020  1.541
 HP0  C1   H1   single    0.970  0.020  1.090
 HP0  C1   C10  single    1.526  0.020  1.526
 HP0  O1   H31  single    0.850  0.020  0.980
 HP0  C2   N    single    1.456  0.020  1.456
 HP0  C2   C3   single    1.536  0.020  1.536
 HP0  C2   H3   single    0.970  0.020  1.090
 HP0  N    H    single    0.860  0.020  0.860
 HP0  C3   C4   single    1.500  0.020  1.500
 HP0  C3   H5   single    0.970  0.020  1.090
 HP0  C3   H6   single    0.970  0.020  1.090
 HP0  C4   C5   aromatic  1.393  0.020  1.393
 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    1.453  0.020  1.453
 HP0  N2   C11  single    1.450  0.020  1.450
 HP0  N2   C20  single    1.448  0.020  1.448
 HP0  C10  H12  single    0.970  0.020  1.090
 HP0  C10  H13  single    0.970  0.020  1.090
 HP0  C11  C    single    1.546  0.020  1.546
 HP0  C11  C13  single    1.532  0.020  1.532
 HP0  C11  H14  single    0.970  0.020  1.090
 HP0  C    O    deloc     1.231  0.020  1.231
 HP0  C    OXT  deloc     1.249  0.020  1.249
 HP0  C13  C14  single    1.526  0.020  1.526
 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    1.532  0.020  1.532
 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    1.522  0.020  1.522
 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  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  106.72  3.000
 HP0  C10  C1   C2   112.98  3.000
 HP0  H1   C1   C2   108.14  3.000
 HP0  C10  C1   O1   111.12  3.000
 HP0  H1   C1   O1   105.66  3.000
 HP0  C2   C1   O1   111.77  3.000
 HP0  H31  O1   C1   107.98  3.000
 HP0  H3   C2   C3   107.95  3.000
 HP0  H3   C2   N    107.23  3.000
 HP0  C3   C2   N    109.05  3.000
 HP0  H3   C2   C1   108.60  3.000
 HP0  C3   C2   C1   110.60  3.000
 HP0  N    C2   C1   113.22  3.000
 HP0  H2   N    H    105.74  3.000
 HP0  H2   N    C2   109.54  3.000
 HP0  H    N    C2   110.51  3.000
 HP0  H6   C3   H5   106.68  3.000
 HP0  H6   C3   C4   109.49  3.000
 HP0  H5   C3   C4   110.05  3.000
 HP0  H6   C3   C2   109.48  3.000
 HP0  H5   C3   C2   108.36  3.000
 HP0  C4   C3   C2   112.59  3.000
 HP0  C6   C4   C5   118.22  3.000
 HP0  C6   C4   C3   120.27  3.000
 HP0  C5   C4   C3   121.51  3.000
 HP0  H7   C5   C7   119.70  3.000
 HP0  H7   C5   C4   119.32  3.000
 HP0  C7   C5   C4   120.98  3.000
 HP0  H8   C6   C8   119.54  3.000
 HP0  H8   C6   C4   119.34  3.000
 HP0  C8   C6   C4   121.12  3.000
 HP0  H9   C7   C9   119.98  3.000
 HP0  H9   C7   C5   119.81  3.000
 HP0  C9   C7   C5   120.21  3.000
 HP0  H10  C8   C9   120.07  3.000
 HP0  H10  C8   C6   119.88  3.000
 HP0  C9   C8   C6   120.05  3.000
 HP0  H11  C9   C8   120.27  3.000
 HP0  H11  C9   C7   120.30  3.000
 HP0  C8   C9   C7   119.43  3.000
 HP0  C20  N2   C11  111.45  3.000
 HP0  C20  N2   C10  112.36  3.000
 HP0  C11  N2   C10  115.02  3.000
 HP0  H13  C10  H12  104.90  3.000
 HP0  H13  C10  N2   111.42  3.000
 HP0  H12  C10  N2   110.23  3.000
 HP0  H13  C10  C1   108.95  3.000
 HP0  H12  C10  C1   109.36  3.000
 HP0  N2   C10  C1   111.74  3.000
 HP0  H14  C11  C13  107.62  3.000
 HP0  H14  C11  C    107.29  3.000
 HP0  C13  C11  C    107.05  3.000
 HP0  H14  C11  N2   110.73  3.000
 HP0  C13  C11  N2   109.23  3.000
 HP0  C    C11  N2   114.62  3.000
 HP0  OXT  C    O    126.21  3.000
 HP0  OXT  C    C11  115.13  3.000
 HP0  O    C    C11  118.57  3.000
 HP0  H16  C13  H15  106.82  3.000
 HP0  H16  C13  C14  109.39  3.000
 HP0  H15  C13  C14  110.87  3.000
 HP0  H16  C13  C11  109.01  3.000
 HP0  H15  C13  C11  107.88  3.000
 HP0  C14  C13  C11  112.69  3.000
 HP0  H17  C14  C19  107.34  3.000
 HP0  H17  C14  C15  107.69  3.000
 HP0  C19  C14  C15  111.39  3.000
 HP0  H17  C14  C13  106.94  3.000
 HP0  C19  C14  C13  110.36  3.000
 HP0  C15  C14  C13  112.84  3.000
 HP0  H19  C15  H18  106.38  3.000
 HP0  H19  C15  C16  108.44  3.000
 HP0  H18  C15  C16  110.54  3.000
 HP0  H19  C15  C14  108.56  3.000
 HP0  H18  C15  C14  109.80  3.000
 HP0  C16  C15  C14  112.88  3.000
 HP0  H21  C16  H20  106.17  3.000
 HP0  H21  C16  C17  110.35  3.000
 HP0  H20  C16  C17  109.46  3.000
 HP0  H21  C16  C15  109.79  3.000
 HP0  H20  C16  C15  110.16  3.000
 HP0  C17  C16  C15  110.80  3.000
 HP0  H23  C17  H22  106.54  3.000
 HP0  H23  C17  C18  109.23  3.000
 HP0  H22  C17  C18  110.35  3.000
 HP0  H23  C17  C16  109.07  3.000
 HP0  H22  C17  C16  110.38  3.000
 HP0  C18  C17  C16  111.15  3.000
 HP0  H25  C18  H24  106.16  3.000
 HP0  H25  C18  C19  109.18  3.000
 HP0  H24  C18  C19  109.72  3.000
 HP0  H25  C18  C17  110.07  3.000
 HP0  H24  C18  C17  109.96  3.000
 HP0  C19  C18  C17  111.60  3.000
 HP0  H26  C19  C20  107.37  3.000
 HP0  H26  C19  C18  107.58  3.000
 HP0  C20  C19  C18  112.05  3.000
 HP0  H26  C19  C14  107.90  3.000
 HP0  C20  C19  C14  109.62  3.000
 HP0  C18  C19  C14  112.09  3.000
 HP0  H28  C20  H27  106.56  3.000
 HP0  H28  C20  C19  109.05  3.000
 HP0  H27  C20  C19  108.74  3.000
 HP0  H28  C20  N2   108.82  3.000
 HP0  H27  C20  N2   111.29  3.000
 HP0  C19  C20  N2   112.20  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  Var_01    C19  C20  N2   C11  -62.34  30.0  1
 HP0  Var_02    C17  C16  C15  C14  -54.53  30.0  1
 HP0  Var_03    C18  C17  C16  C15   55.99  30.0  1
 HP0  Var_04    C19  C18  C17  C16  -56.27  30.0  1
 HP0  Var_05    C11  N2   C10  C1   126.91  30.0  2
 HP0  Var_06    C5   C4   C3   C2    93.16  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

