# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 22:32:49 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: ethyl (4S)-5-[(3S)-2-oxopyrrolidin-3-yl]-4-[(3-phenylpropanoyl)amino]pent-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)\C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)CCc2ccccc2
#
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
 5GH  5GH  'ethyl (4S)-5-[(3S)-2-oxopyrrolidin-3-yl]-4-[(3-phenylpropanoyl)amino]pent-2-enoate'  ligand  52  26  .  2021-08-04  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5GH
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
 5GH  N1   N  NR15  0  -0.616  -4.4238   2.5839   1.3159
 5GH  N    N  NH1   0  -0.643  -0.0999   0.3750  -0.7740
 5GH  C10  C  CH1   0  -0.108  -1.5249   0.2092  -0.5593
 5GH  C11  C  CH2   0  -0.448  -2.2803   1.5028  -0.8747
 5GH  C12  C  CR15  0  -0.411  -3.7874   1.4429  -0.5940
 5GH  C13  C  CR5   0   0.545  -4.0441   1.3625   0.9055
 5GH  O1   O  O     0  -0.492  -3.9018   0.3790   1.6156
 5GH  C25  C  CH2   0  -0.263  -4.4641   3.5897   0.2763
 5GH  C26  C  CH2   0  -0.464  -4.5031   2.7354  -0.9938
 5GH  C14  C  C1    0  -0.161  -2.0183  -0.9185  -1.4282
 5GH  C15  C  C1    0  -0.366  -1.9087  -2.2312  -1.2241
 5GH  H1   H  HNR5  0   0.396  -4.5311   2.8085   2.2930
 5GH  H2   H  HNH1  0   0.399   0.2697   0.1829  -1.6916
 5GH  H5   H  HCH1  0   0.279  -1.6660  -0.0481   0.4880
 5GH  H6   H  HCH2  0   0.255  -1.8292   2.3186  -0.3031
 5GH  H7   H  HCH2  0   0.247  -2.1377   1.7467  -1.9319
 5GH  H8   H  HCR5  0   0.279  -4.2225   0.5709  -1.0885
 5GH  H9   H  HCH2  0   0.254  -5.3425   4.2262   0.3769
 5GH  H10  H  HCH2  0   0.238  -3.5799   4.2320   0.3115
 5GH  H11  H  HCH2  0   0.253  -4.0426   3.2375  -1.8442
 5GH  H12  H  HCH2  0   0.258  -5.5399   2.5202  -1.2567
 5GH  H13  H  H     0   0.274  -2.5100  -0.6162  -2.3489
 5GH  H15  H  H     0   0.274  -2.3180  -2.9057  -1.9661
 5GH  C2   C  CH2   0  -0.579   2.1757   0.9822  -0.2756
 5GH  C3   C  CH2   0  -0.504   3.1735   0.9239   0.8780
 5GH  C4   C  CR6   0   0.126   4.5812   1.1154   0.3851
 5GH  C5   C  CR16  0  -0.309   5.1268   2.3921   0.2663
 5GH  C6   C  CR16  0  -0.240   6.4118   2.5751  -0.2268
 5GH  C7   C  CR16  0  -0.273   7.1748   1.4795  -0.6102
 5GH  C8   C  CR16  0  -0.240   6.6427   0.2018  -0.4949
 5GH  C9   C  CR16  0  -0.309   5.3562   0.0248  -0.0026
 5GH  O2   O  O     0  -0.503   0.3668   1.1273   1.3016
 5GH  C16  C  C     0   0.580  -1.2659  -2.8567  -0.0519
 5GH  O3   O  O2    0  -0.465  -1.3914  -4.1781  -0.1048
 5GH  C18  C  CH2   0  -0.181  -0.8268  -4.9529   0.9631
 5GH  C19  C  CH3   0  -0.688  -1.1079  -6.4075   0.6739
 5GH  O4   O  O     0  -0.443  -0.6974  -2.2758   0.8417
 5GH  H3   H  HCH2  0   0.263   2.4178   0.2228  -1.0233
 5GH  H4   H  HCH2  0   0.278   2.2602   1.9466  -0.7877
 5GH  H14  H  HCH2  0   0.250   2.9311   1.6930   1.6126
 5GH  H16  H  HCH2  0   0.248   3.0889  -0.0390   1.3872
 5GH  H17  H  HCR6  0   0.246   4.5414   3.2543   0.5660
 5GH  H18  H  HCR6  0   0.253   6.8186   3.5750  -0.3098
 5GH  H19  H  HCR6  0   0.253   8.1775   1.6214  -0.9924
 5GH  H20  H  HCR6  0   0.253   7.2304  -0.6599  -0.7852
 5GH  H21  H  HCR6  0   0.246   4.9501  -0.9763   0.0877
 5GH  H22  H  HCH2  0   0.235   0.2478  -4.7680   1.0246
 5GH  H23  H  HCH2  0   0.235  -1.2736  -4.6500   1.9123
 5GH  H24  H  HCH3  0   0.236  -2.1784  -6.6062   0.6220
 5GH  H25  H  HCH3  0   0.236  -0.6472  -6.7269  -0.2609
 5GH  H26  H  HCH3  0   0.239  -0.6939  -7.0183   1.4756
 5GH  C1   C  C     0   0.577   0.7364   0.8300   0.1746

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
 5GH  C15  C14  double    1.333  0.020  1.333
 5GH  C14  C10  single    1.507  0.020  1.507
 5GH  C10  C11  single    1.531  0.020  1.531
 5GH  C10  N    single    1.451  0.020  1.451
 5GH  C11  C12  single    1.534  0.020  1.534
 5GH  O1   C13  double    1.221  0.020  1.221
 5GH  C12  C13  single    1.523  0.020  1.523
 5GH  C12  C26  single    1.531  0.020  1.531
 5GH  C13  N1   single    1.343  0.020  1.343
 5GH  C26  C25  single    1.531  0.020  1.531
 5GH  N1   C25  single    1.447  0.020  1.447
 5GH  N1   H1   single    0.860  0.020  1.020
 5GH  N    H2   single    0.860  0.020  1.020
 5GH  C10  H5   single    0.970  0.020  1.090
 5GH  C11  H6   single    0.970  0.020  1.090
 5GH  C11  H7   single    0.970  0.020  1.090
 5GH  C12  H8   single    0.970  0.020  1.090
 5GH  C25  H9   single    0.970  0.020  1.090
 5GH  C25  H10  single    0.970  0.020  1.090
 5GH  C26  H11  single    0.970  0.020  1.090
 5GH  C26  H12  single    0.970  0.020  1.090
 5GH  C14  H13  single    0.930  0.020  1.080
 5GH  C15  H15  single    0.930  0.020  1.080
 5GH  N    C1   single    1.344  0.020  1.344
 5GH  C1   C2   single    1.516  0.020  1.516
 5GH  C2   C3   single    1.526  0.020  1.526
 5GH  C3   C4   single    1.504  0.020  1.504
 5GH  C4   C5   aromatic  1.393  0.020  1.393
 5GH  C5   C6   aromatic  1.388  0.020  1.388
 5GH  C6   C7   aromatic  1.389  0.020  1.389
 5GH  C7   C8   aromatic  1.389  0.020  1.389
 5GH  C8   C9   aromatic  1.389  0.020  1.389
 5GH  C9   C4   aromatic  1.393  0.020  1.393
 5GH  C1   O2   double    1.223  0.020  1.223
 5GH  C15  C16  single    1.476  0.020  1.476
 5GH  C16  O3   single    1.328  0.020  1.328
 5GH  O3   C18  single    1.435  0.020  1.435
 5GH  C18  C19  single    1.509  0.020  1.509
 5GH  C16  O4   double    1.208  0.020  1.208
 5GH  C2   H3   single    0.970  0.020  1.090
 5GH  C2   H4   single    0.970  0.020  1.090
 5GH  C3   H14  single    0.970  0.020  1.090
 5GH  C3   H16  single    0.970  0.020  1.090
 5GH  C5   H17  single    0.930  0.020  1.080
 5GH  C6   H18  single    0.930  0.020  1.080
 5GH  C7   H19  single    0.930  0.020  1.080
 5GH  C8   H20  single    0.930  0.020  1.080
 5GH  C9   H21  single    0.930  0.020  1.080
 5GH  C18  H22  single    0.970  0.020  1.090
 5GH  C18  H23  single    0.970  0.020  1.090
 5GH  C19  H24  single    0.970  0.020  1.090
 5GH  C19  H25  single    0.970  0.020  1.090
 5GH  C19  H26  single    0.970  0.020  1.090

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
 5GH  H1   N1   C25  122.57  3.000
 5GH  H1   N1   C13  121.92  3.000
 5GH  C25  N1   C13  114.86  3.000
 5GH  C1   N    H2   118.62  3.000
 5GH  C1   N    C10  123.06  3.000
 5GH  H2   N    C10  118.24  3.000
 5GH  H5   C10  C14  109.62  3.000
 5GH  H5   C10  C11  109.53  3.000
 5GH  C14  C10  C11  110.62  3.000
 5GH  H5   C10  N    107.27  3.000
 5GH  C11  C10  N    110.96  3.000
 5GH  C14  C10  N    108.78  3.000
 5GH  H7   C11  H6   106.56  3.000
 5GH  H7   C11  C12  108.27  3.000
 5GH  H6   C11  C12  109.79  3.000
 5GH  H7   C11  C10  108.85  3.000
 5GH  H6   C11  C10  108.62  3.000
 5GH  C12  C11  C10  114.46  3.000
 5GH  H8   C12  C26  111.68  3.000
 5GH  H8   C12  C13  109.64  3.000
 5GH  C26  C12  C13  102.88  3.000
 5GH  H8   C12  C11  109.85  3.000
 5GH  C26  C12  C11  112.25  3.000
 5GH  C13  C12  C11  110.35  3.000
 5GH  O1   C13  C12  126.52  3.000
 5GH  C12  C13  N1   107.48  3.000
 5GH  O1   C13  N1   125.98  3.000
 5GH  H10  C25  H9   107.81  3.000
 5GH  H10  C25  C26  112.03  3.000
 5GH  H9   C25  C26  112.46  3.000
 5GH  H10  C25  N1   111.26  3.000
 5GH  H9   C25  N1   111.23  3.000
 5GH  C26  C25  N1   102.06  3.000
 5GH  H12  C26  H11  107.73  3.000
 5GH  H12  C26  C25  109.52  3.000
 5GH  H11  C26  C25  112.31  3.000
 5GH  H12  C26  C12  109.92  3.000
 5GH  H11  C26  C12  113.29  3.000
 5GH  C25  C26  C12  104.03  3.000
 5GH  H13  C14  C15  116.16  3.000
 5GH  H13  C14  C10  115.37  3.000
 5GH  C15  C14  C10  128.45  3.000
 5GH  C16  C15  H15  116.40  3.000
 5GH  C16  C15  C14  125.09  3.000
 5GH  H15  C15  C14  118.51  3.000
 5GH  H4   C2   H3   105.95  3.000
 5GH  H4   C2   C3   109.67  3.000
 5GH  H3   C2   C3   110.23  3.000
 5GH  H4   C2   C1   107.49  3.000
 5GH  H3   C2   C1   110.11  3.000
 5GH  C3   C2   C1   113.10  3.000
 5GH  H16  C3   H14  106.88  3.000
 5GH  H16  C3   C4   109.73  3.000
 5GH  H14  C3   C4   109.81  3.000
 5GH  H16  C3   C2   109.59  3.000
 5GH  H14  C3   C2   109.68  3.000
 5GH  C4   C3   C2   111.06  3.000
 5GH  C9   C4   C5   118.41  3.000
 5GH  C9   C4   C3   120.82  3.000
 5GH  C5   C4   C3   120.74  3.000
 5GH  H17  C5   C6   119.54  3.000
 5GH  H17  C5   C4   119.58  3.000
 5GH  C6   C5   C4   120.89  3.000
 5GH  H18  C6   C7   120.06  3.000
 5GH  H18  C6   C5   119.78  3.000
 5GH  C7   C6   C5   120.16  3.000
 5GH  H19  C7   C8   120.32  3.000
 5GH  H19  C7   C6   120.19  3.000
 5GH  C8   C7   C6   119.49  3.000
 5GH  H20  C8   C9   119.76  3.000
 5GH  H20  C8   C7   120.13  3.000
 5GH  C9   C8   C7   120.11  3.000
 5GH  H21  C9   C8   119.62  3.000
 5GH  H21  C9   C4   119.43  3.000
 5GH  C8   C9   C4   120.95  3.000
 5GH  O4   C16  O3   123.52  3.000
 5GH  O4   C16  C15  126.06  3.000
 5GH  O3   C16  C15  110.42  3.000
 5GH  C18  O3   C16  118.05  3.000
 5GH  H23  C18  H22  107.86  3.000
 5GH  H23  C18  C19  110.95  3.000
 5GH  H22  C18  C19  110.93  3.000
 5GH  H23  C18  O3   109.64  3.000
 5GH  H22  C18  O3   109.73  3.000
 5GH  C19  C18  O3   107.72  3.000
 5GH  H26  C19  H25  107.83  3.000
 5GH  H26  C19  H24  107.82  3.000
 5GH  H25  C19  H24  108.72  3.000
 5GH  H26  C19  C18  109.17  3.000
 5GH  H25  C19  C18  111.59  3.000
 5GH  H24  C19  C18  111.57  3.000
 5GH  O2   C1   C2   122.44  3.000
 5GH  O2   C1   N    123.01  3.000
 5GH  C2   C1   N    114.53  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
 5GH  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 5GH  CONST_02  C7   C8   C9   C4      0.00   0.0  0
 5GH  CONST_03  C8   C9   C4   C5      0.00   0.0  0
 5GH  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 5GH  CONST_05  C9   C4   C5   C6      0.00   0.0  0
 5GH  CONST_06  C9   C8   C7   C6      0.00   0.0  0
 5GH  CONST_07  C25  N1   C13  C12     0.00   0.0  0
 5GH  CONST_08  C6   C5   C4   C3    180.00   0.0  0
 5GH  CONST_09  C8   C9   C4   C3    180.00   0.0  0
 5GH  CONST_10  C25  N1   C13  O1    180.00   0.0  0
 5GH  CONST_11  H18  C6   C5   C4    180.00   0.0  0
 5GH  CONST_12  H20  C8   C9   C4    180.00   0.0  0
 5GH  CONST_13  H21  C9   C4   C5    180.00   0.0  0
 5GH  CONST_14  H19  C7   C6   C5    180.00   0.0  0
 5GH  CONST_15  H17  C5   C6   C7    180.00   0.0  0
 5GH  CONST_16  H1   N1   C13  C12   180.00   0.0  0
 5GH  CONST_17  C2   C1   N    C10   180.00   0.0  0
 5GH  CONST_18  O2   C1   N    C10     0.00   0.0  0
 5GH  CONST_19  C16  C15  C14  C10     0.00   0.0  0
 5GH  CONST_20  C2   C1   N    H2      0.00   0.0  0
 5GH  CONST_21  H15  C15  C14  C10   180.00   0.0  0
 5GH  CONST_22  C16  C15  C14  H13   180.00   0.0  0
 5GH  Var_01    C12  C26  C25  N1    -27.92  30.0  1
 5GH  Var_02    C26  C25  N1   C13    18.53  30.0  1
 5GH  Var_03    C5   C4   C3   C2     88.05  30.0  2
 5GH  Var_04    C4   C3   C2   C1   -178.51  30.0  3
 5GH  Var_05    C3   C2   C1   N    -155.98  30.0  3
 5GH  Var_06    O3   C16  C15  C14   176.21  30.0  2
 5GH  Var_07    C19  C18  O3   C16   179.69  30.0  3
 5GH  Var_08    H24  C19  C18  O3    -60.57  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
 5GH  chir_01  C10  C14  C11  N    positiv
 5GH  chir_02  C12  C26  C13  C11  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
 5GH  plan-1  C3   0.020
 5GH  plan-1  C4   0.020
 5GH  plan-1  C5   0.020
 5GH  plan-1  C6   0.020
 5GH  plan-1  C7   0.020
 5GH  plan-1  C8   0.020
 5GH  plan-1  C9   0.020
 5GH  plan-1  H17  0.020
 5GH  plan-1  H18  0.020
 5GH  plan-1  H19  0.020
 5GH  plan-1  H20  0.020
 5GH  plan-1  H21  0.020
 5GH  plan-2  N    0.020
 5GH  plan-2  C10  0.020
 5GH  plan-2  H2   0.020
 5GH  plan-2  C2   0.020
 5GH  plan-2  O2   0.020
 5GH  plan-2  C1   0.020
 5GH  plan-3  N1   0.020
 5GH  plan-3  C12  0.020
 5GH  plan-3  C13  0.020
 5GH  plan-3  O1   0.020
 5GH  plan-3  C25  0.020
 5GH  plan-3  H1   0.020
 5GH  plan-4  C10  0.020
 5GH  plan-4  C14  0.020
 5GH  plan-4  C15  0.020
 5GH  plan-4  H13  0.020
 5GH  plan-4  H15  0.020
 5GH  plan-4  C16  0.020
 5GH  plan-5  C15  0.020
 5GH  plan-5  C16  0.020
 5GH  plan-5  O3   0.020
 5GH  plan-5  O4   0.020

