# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 00:21:25 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: N-{[(1R,2R,3R,7S,7aR)-1,2,7-trihydroxyhexahydro-1H-pyrrolizin-3-yl]methyl}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NC[C@@H]1[C@@H](O)[C@H](O)[C@H]2[C@@H](O)CCN12
#
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
 4WS  4WS  N-{[(1R,2R,3R,7S,7aR)-1,2,7-trihydroxyhexahydro-1H-pyrrolizin-3-yl]methyl}acetamide  ligand  34  16  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4WS
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
 4WS  O25  O  O     0  -0.507   3.2445   0.7070  -1.3493
 4WS  C29  C  C     0   0.512   3.2697   0.6867  -0.1256
 4WS  C30  C  CH3   0  -0.780   4.0973   1.6682   0.6683
 4WS  N22  N  NH1   0  -0.622   2.5541  -0.1746   0.6179
 4WS  C28  C  CH2   0  -0.267   1.6108  -1.1364   0.0973
 4WS  C27  C  CH1   0  -0.073   0.1608  -0.7523   0.3595
 4WS  N21  N  NT    0  -0.454  -0.2927   0.3783  -0.4239
 4WS  C26  C  CH2   0  -0.257  -0.0349   1.7185   0.0793
 4WS  C25  C  CH2   0  -0.509  -1.2565   2.5129  -0.3718
 4WS  C21  C  CH1   0   0.016  -0.8102  -1.8538  -0.0508
 4WS  C22  C  CH1   0   0.003  -2.1398  -1.1039  -0.1236
 4WS  O22  O  OH1   0  -0.675  -3.1307  -1.7177  -0.9120
 4WS  C23  C  CH1   0  -0.081  -1.7276   0.2332  -0.7265
 4WS  C24  C  CH1   0   0.019  -2.3931   1.5078  -0.2066
 4WS  O24  O  OH1   0  -0.671  -2.7372   1.3360   1.1504
 4WS  O21  O  OH1   0  -0.670  -0.7753  -2.9131   0.8704
 4WS  H3   H  HCH3  0   0.261   5.0409   1.8580   0.1609
 4WS  H4   H  HCH3  0   0.266   3.5613   2.6174   0.7299
 4WS  H5   H  HCH3  0   0.249   4.3029   1.3353   1.6842
 4WS  H6   H  HNH1  0   0.397   2.6383  -0.1170   1.6198
 4WS  H8   H  HCH2  0   0.241   1.7726  -1.2411  -0.9747
 4WS  H9   H  HCH2  0   0.246   1.8139  -2.1048   0.5608
 4WS  H10  H  HCH1  0   0.203   0.0430  -0.5664   1.4436
 4WS  H12  H  HCH2  0   0.196   0.0517   1.7305   1.1750
 4WS  H13  H  HCH2  0   0.226   0.8889   2.1378  -0.3243
 4WS  H14  H  HCH2  0   0.250  -1.4073   3.4339   0.1946
 4WS  H15  H  HCH2  0   0.238  -1.1635   2.7893  -1.4251
 4WS  H16  H  HCH1  0   0.210  -0.5471  -2.2005  -1.0624
 4WS  H17  H  HCH1  0   0.220  -2.4927  -0.9635   0.9054
 4WS  H18  H  HOH1  0   0.452  -3.5173  -2.4383  -0.4063
 4WS  H19  H  HCH1  0   0.233  -1.8843   0.1922  -1.8128
 4WS  H20  H  HCH1  0   0.222  -3.2718   1.7731  -0.8069
 4WS  H21  H  HOH1  0   0.452  -2.9902   2.1931   1.5072
 4WS  H2   H  HOH1  0   0.455  -1.1878  -3.6845   0.4714

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
 4WS  O21  C21  single  1.404  0.020  1.404
 4WS  N22  C28  single  1.444  0.020  1.444
 4WS  N22  C29  single  1.344  0.020  1.344
 4WS  C28  C27  single  1.523  0.020  1.523
 4WS  C21  C27  single  1.525  0.020  1.525
 4WS  C21  C22  single  1.528  0.020  1.528
 4WS  C27  N21  single  1.448  0.020  1.448
 4WS  C30  C29  single  1.509  0.020  1.509
 4WS  C29  O25  double  1.224  0.020  1.224
 4WS  C22  O22  single  1.407  0.020  1.407
 4WS  C22  C23  single  1.524  0.020  1.524
 4WS  N21  C23  single  1.474  0.020  1.474
 4WS  N21  C26  single  1.455  0.020  1.455
 4WS  C23  C24  single  1.529  0.020  1.529
 4WS  C26  C25  single  1.525  0.020  1.525
 4WS  O24  C24  single  1.410  0.020  1.410
 4WS  C24  C25  single  1.526  0.020  1.526
 4WS  C30  H3   single  0.970  0.020  1.090
 4WS  C30  H4   single  0.970  0.020  1.090
 4WS  C30  H5   single  0.970  0.020  1.090
 4WS  N22  H6   single  0.860  0.020  1.020
 4WS  C28  H8   single  0.970  0.020  1.090
 4WS  C28  H9   single  0.970  0.020  1.090
 4WS  C27  H10  single  0.970  0.020  1.090
 4WS  C26  H12  single  0.970  0.020  1.090
 4WS  C26  H13  single  0.970  0.020  1.090
 4WS  C25  H14  single  0.970  0.020  1.090
 4WS  C25  H15  single  0.970  0.020  1.090
 4WS  C21  H16  single  0.970  0.020  1.090
 4WS  C22  H17  single  0.970  0.020  1.090
 4WS  O22  H18  single  0.850  0.020  0.980
 4WS  C23  H19  single  0.970  0.020  1.090
 4WS  C24  H20  single  0.970  0.020  1.090
 4WS  O24  H21  single  0.850  0.020  0.980
 4WS  O21  H2   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
 4WS  N22  C29  C30  114.69  3.000
 4WS  C30  C29  O25  121.75  3.000
 4WS  N22  C29  O25  123.55  3.000
 4WS  H5   C30  H4   107.81  3.000
 4WS  H5   C30  H3   108.95  3.000
 4WS  H4   C30  H3   107.48  3.000
 4WS  H5   C30  C29  113.30  3.000
 4WS  H4   C30  C29  109.02  3.000
 4WS  H3   C30  C29  110.10  3.000
 4WS  H6   N22  C28  116.83  3.000
 4WS  H6   N22  C29  117.98  3.000
 4WS  C28  N22  C29  125.10  3.000
 4WS  H9   C28  H8   107.74  3.000
 4WS  H9   C28  C27  109.12  3.000
 4WS  H8   C28  C27  109.58  3.000
 4WS  H9   C28  N22  108.41  3.000
 4WS  H8   C28  N22  108.77  3.000
 4WS  C27  C28  N22  113.07  3.000
 4WS  H10  C27  C21  108.50  3.000
 4WS  H10  C27  N21  111.44  3.000
 4WS  C21  C27  N21  102.65  3.000
 4WS  H10  C27  C28  108.21  3.000
 4WS  N21  C27  C28  113.70  3.000
 4WS  C21  C27  C28  112.20  3.000
 4WS  C23  N21  C26  109.53  3.000
 4WS  C26  N21  C27  118.47  3.000
 4WS  C23  N21  C27  109.82  3.000
 4WS  H13  C26  H12  107.32  3.000
 4WS  H13  C26  C25  111.61  3.000
 4WS  H12  C26  C25  110.62  3.000
 4WS  H13  C26  N21  112.08  3.000
 4WS  H12  C26  N21  111.65  3.000
 4WS  C25  C26  N21  103.63  3.000
 4WS  H15  C25  H14  107.36  3.000
 4WS  H15  C25  C24  109.53  3.000
 4WS  H14  C25  C24  113.37  3.000
 4WS  H15  C25  C26  110.40  3.000
 4WS  H14  C25  C26  113.36  3.000
 4WS  C24  C25  C26  102.79  3.000
 4WS  H16  C21  O21  111.05  3.000
 4WS  H16  C21  C22  108.57  3.000
 4WS  O21  C21  C22  115.03  3.000
 4WS  H16  C21  C27  108.82  3.000
 4WS  C22  C21  C27  102.26  3.000
 4WS  O21  C21  C27  110.65  3.000
 4WS  H17  C22  C23  110.24  3.000
 4WS  H17  C22  O22  110.78  3.000
 4WS  C23  C22  O22  110.59  3.000
 4WS  H17  C22  C21  107.34  3.000
 4WS  C23  C22  C21  102.36  3.000
 4WS  O22  C22  C21  115.17  3.000
 4WS  H18  O22  C22  108.39  3.000
 4WS  H19  C23  C24  107.77  3.000
 4WS  H19  C23  C22  108.67  3.000
 4WS  C24  C23  C22  118.64  3.000
 4WS  H19  C23  N21  110.23  3.000
 4WS  C24  C23  N21  105.78  3.000
 4WS  C22  C23  N21  105.58  3.000
 4WS  H20  C24  O24  111.13  3.000
 4WS  H20  C24  C23  111.37  3.000
 4WS  O24  C24  C23  109.38  3.000
 4WS  H20  C24  C25  112.21  3.000
 4WS  O24  C24  C25  111.47  3.000
 4WS  C23  C24  C25  100.84  3.000
 4WS  H21  O24  C24  108.20  3.000
 4WS  H2   O21  C21  108.80  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
 4WS  CONST_01  C28  N22  C29  O25     0.00   0.0  0
 4WS  CONST_02  C28  N22  C29  C30   180.00   0.0  0
 4WS  CONST_03  H6   N22  C29  O25   180.00   0.0  0
 4WS  Var_01    C25  C26  N21  C27  -145.60  30.0  1
 4WS  Var_02    C24  C25  C26  N21    37.34  30.0  1
 4WS  Var_03    C27  C28  N22  C29  -106.61  30.0  3
 4WS  Var_04    H3   C30  C29  O25   -37.67  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
 4WS  chir_01  C27  C28  C21  N21  positiv
 4WS  chir_02  C21  O21  C27  C22  positiv
 4WS  chir_03  C22  O22  C21  C23  negativ
 4WS  chir_04  C23  N21  C24  C22  positiv
 4WS  chir_05  C24  O24  C23  C25  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
 4WS  plan-1  O25  0.020
 4WS  plan-1  C29  0.020
 4WS  plan-1  C30  0.020
 4WS  plan-1  N22  0.020
 4WS  plan-1  C28  0.020
 4WS  plan-1  H6   0.020

