# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 11:37:04 2021
#   Inital geometry file: a 78 line input string
#   Ligand name: (3S)-3-(methylamino)-1-phenylpiperidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@H]1CCCN(C1=O)c2ccccc2
#
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
 WOA  WOA  (3S)-3-(methylamino)-1-phenylpiperidin-2-one  ligand  31  15  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_WOA
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
 WOA  C10  C  CR6   0   0.315  -28.8222  -7.6503  -20.3121
 WOA  C13  C  CR16  0  -0.252  -26.2246  -7.6259  -21.2931
 WOA  C15  C  CR16  0  -0.270  -28.4338  -6.6743  -21.2205
 WOA  C01  C  CH3   0  -0.528  -33.3989  -5.6884  -16.8268
 WOA  C03  C  CH1   0  -0.169  -31.9131  -6.9629  -18.2495
 WOA  C04  C  CH2   0  -0.454  -32.9074  -7.3977  -19.3164
 WOA  C05  C  CH2   0  -0.478  -32.4199  -8.6861  -19.9512
 WOA  C06  C  CH2   0  -0.279  -31.1033  -8.4473  -20.6591
 WOA  C08  C  C     0   0.548  -30.4784  -6.9242  -18.7675
 WOA  C11  C  CR16  0  -0.272  -27.9160  -8.6170  -19.8974
 WOA  C12  C  CR16  0  -0.259  -26.6173  -8.6031  -20.3878
 WOA  C14  C  CR16  0  -0.260  -27.1346  -6.6626  -21.7093
 WOA  N02  N  NH1   0  -0.604  -32.2362  -5.6662  -17.6918
 WOA  N07  N  NT    0  -0.575  -30.1635  -7.6885  -19.8357
 WOA  H1   H  HCR6  0   0.260  -25.2119  -7.6161  -21.6745
 WOA  H2   H  HCR6  0   0.260  -29.1471  -5.9269  -21.5451
 WOA  H3   H  HCH3  0   0.237  -33.4754  -4.7339  -16.3071
 WOA  H4   H  HCH3  0   0.224  -34.3166  -5.8136  -17.4028
 WOA  H5   H  HCH3  0   0.195  -33.3737  -6.4849  -16.0695
 WOA  H6   H  HCH1  0   0.234  -31.9075  -7.7493  -17.4686
 WOA  H7   H  HCH2  0   0.231  -33.0041  -6.6111  -20.0716
 WOA  H8   H  HCH2  0   0.255  -33.8939  -7.5398  -18.8726
 WOA  H9   H  HCH2  0   0.258  -33.1373  -9.0685  -20.6779
 WOA  H10  H  HCH2  0   0.239  -32.2997  -9.4567  -19.1850
 WOA  H11  H  HCH2  0   0.260  -30.6318  -9.3959  -20.9214
 WOA  H12  H  HCH2  0   0.245  -31.2740  -7.9045  -21.5944
 WOA  H13  H  HCR6  0   0.261  -28.2275  -9.3786  -19.1933
 WOA  H14  H  HCR6  0   0.261  -25.9118  -9.3555  -20.0602
 WOA  H15  H  HCR6  0   0.261  -26.8335  -5.8983  -22.4139
 WOA  H16  H  HNH1  0   0.350  -31.4402  -5.3420  -17.1594
 WOA  O09  O  O     0  -0.495  -29.6326  -6.2518  -18.1937

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
 WOA  C14  C15  aromatic  1.388  0.020  1.388
 WOA  C14  C13  aromatic  1.389  0.020  1.389
 WOA  C15  C10  aromatic  1.389  0.020  1.389
 WOA  C13  C12  aromatic  1.389  0.020  1.389
 WOA  C06  C05  single    1.514  0.020  1.514
 WOA  C06  N07  single    1.462  0.020  1.462
 WOA  C10  N07  single    1.424  0.020  1.424
 WOA  C10  C11  aromatic  1.388  0.020  1.388
 WOA  C05  C04  single    1.517  0.020  1.517
 WOA  C12  C11  aromatic  1.388  0.020  1.388
 WOA  N07  C08  single    1.351  0.020  1.351
 WOA  C04  C03  single    1.522  0.020  1.522
 WOA  C08  C03  single    1.526  0.020  1.526
 WOA  C08  O09  double    1.223  0.020  1.223
 WOA  C03  N02  single    1.448  0.020  1.448
 WOA  N02  C01  single    1.449  0.020  1.449
 WOA  C13  H1   single    0.930  0.020  1.080
 WOA  C15  H2   single    0.930  0.020  1.080
 WOA  C01  H3   single    0.970  0.020  1.090
 WOA  C01  H4   single    0.970  0.020  1.090
 WOA  C01  H5   single    0.970  0.020  1.090
 WOA  C03  H6   single    0.970  0.020  1.090
 WOA  C04  H7   single    0.970  0.020  1.090
 WOA  C04  H8   single    0.970  0.020  1.090
 WOA  C05  H9   single    0.970  0.020  1.090
 WOA  C05  H10  single    0.970  0.020  1.090
 WOA  C06  H11  single    0.970  0.020  1.090
 WOA  C06  H12  single    0.970  0.020  1.090
 WOA  C11  H13  single    0.930  0.020  1.080
 WOA  C12  H14  single    0.930  0.020  1.080
 WOA  C14  H15  single    0.930  0.020  1.080
 WOA  N02  H16  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
 WOA  N07  C10  C11  119.75  3.000
 WOA  C11  C10  C15  120.15  3.000
 WOA  N07  C10  C15  120.07  3.000
 WOA  H1   C13  C14  120.08  3.000
 WOA  H1   C13  C12  120.05  3.000
 WOA  C14  C13  C12  119.87  3.000
 WOA  H2   C15  C14  120.33  3.000
 WOA  H2   C15  C10  119.80  3.000
 WOA  C14  C15  C10  119.87  3.000
 WOA  H5   C01  H4   107.45  3.000
 WOA  H5   C01  H3   107.93  3.000
 WOA  H4   C01  H3   107.06  3.000
 WOA  H5   C01  N02  113.82  3.000
 WOA  H4   C01  N02  111.19  3.000
 WOA  H3   C01  N02  109.13  3.000
 WOA  H6   C03  N02  111.42  3.000
 WOA  H6   C03  C08  104.62  3.000
 WOA  N02  C03  C08  108.53  3.000
 WOA  H6   C03  C04  107.13  3.000
 WOA  N02  C03  C04  112.34  3.000
 WOA  C08  C03  C04  112.55  3.000
 WOA  H8   C04  H7   107.12  3.000
 WOA  H8   C04  C05  110.50  3.000
 WOA  H7   C04  C05  110.49  3.000
 WOA  H8   C04  C03  110.05  3.000
 WOA  H7   C04  C03  109.64  3.000
 WOA  C05  C04  C03  109.04  3.000
 WOA  H10  C05  H9   106.99  3.000
 WOA  H10  C05  C06  110.08  3.000
 WOA  H9   C05  C06  108.41  3.000
 WOA  H10  C05  C04  109.92  3.000
 WOA  H9   C05  C04  111.43  3.000
 WOA  C06  C05  C04  109.95  3.000
 WOA  H12  C06  H11  107.04  3.000
 WOA  H12  C06  N07  108.91  3.000
 WOA  H11  C06  N07  107.99  3.000
 WOA  H12  C06  C05  110.01  3.000
 WOA  H11  C06  C05  110.55  3.000
 WOA  N07  C06  C05  112.19  3.000
 WOA  O09  C08  N07  121.38  3.000
 WOA  O09  C08  C03  120.32  3.000
 WOA  N07  C08  C03  118.25  3.000
 WOA  H13  C11  C12  120.38  3.000
 WOA  H13  C11  C10  119.75  3.000
 WOA  C12  C11  C10  119.87  3.000
 WOA  H14  C12  C11  119.73  3.000
 WOA  H14  C12  C13  120.14  3.000
 WOA  C11  C12  C13  120.12  3.000
 WOA  H15  C14  C15  119.71  3.000
 WOA  H15  C14  C13  120.17  3.000
 WOA  C15  C14  C13  120.12  3.000
 WOA  H16  N02  C03  108.32  3.000
 WOA  H16  N02  C01  108.79  3.000
 WOA  C03  N02  C01  113.28  3.000
 WOA  C08  N07  C06  126.10  3.000
 WOA  C08  N07  C10  117.98  3.000
 WOA  C06  N07  C10  115.53  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
 WOA  CONST_01  C13  C14  C15  C10    0.00   0.0  0
 WOA  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 WOA  CONST_03  C12  C13  C14  C15    0.00   0.0  0
 WOA  CONST_04  C12  C11  C10  C15    0.00   0.0  0
 WOA  CONST_05  C14  C15  C10  C11    0.00   0.0  0
 WOA  CONST_06  C14  C13  C12  C11    0.00   0.0  0
 WOA  CONST_07  N07  C10  C11  C12  180.00   0.0  0
 WOA  CONST_08  N07  C10  C15  C14  180.00   0.0  0
 WOA  CONST_09  C03  C08  N07  C10  180.00   0.0  0
 WOA  CONST_10  C06  N07  C08  C03    0.00   0.0  0
 WOA  CONST_11  O09  C08  N07  C10    0.00   0.0  0
 WOA  CONST_12  O09  C08  N07  C06  180.00   0.0  0
 WOA  CONST_13  H15  C14  C15  C10  180.00   0.0  0
 WOA  CONST_14  H14  C12  C11  C10  180.00   0.0  0
 WOA  CONST_15  H2   C15  C14  C13  180.00   0.0  0
 WOA  CONST_16  H13  C11  C12  C13  180.00   0.0  0
 WOA  CONST_17  H1   C13  C14  C15  180.00   0.0  0
 WOA  Var_01    C05  C06  N07  C10  167.98  30.0  1
 WOA  Var_02    C06  N07  C10  C15   87.07  30.0  2
 WOA  Var_03    C06  C05  C04  C03  -63.48  30.0  1
 WOA  Var_04    N07  C06  C05  C04   46.52  30.0  1
 WOA  Var_05    H3   C01  N02  C03  169.89  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
 WOA  chir_01  C03  C04  C08  N02  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
 WOA  plan-1  C10  0.020
 WOA  plan-1  C13  0.020
 WOA  plan-1  C15  0.020
 WOA  plan-1  C11  0.020
 WOA  plan-1  C12  0.020
 WOA  plan-1  C14  0.020
 WOA  plan-1  N07  0.020
 WOA  plan-1  H1   0.020
 WOA  plan-1  H2   0.020
 WOA  plan-1  H13  0.020
 WOA  plan-1  H14  0.020
 WOA  plan-1  H15  0.020
 WOA  plan-2  C10  0.020
 WOA  plan-2  C03  0.020
 WOA  plan-2  C06  0.020
 WOA  plan-2  C08  0.020
 WOA  plan-2  N07  0.020
 WOA  plan-2  O09  0.020

