# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 11:16:07 2021
#   Inital geometry file: a 74 line input string
#   Ligand name: (3R)-1-methylpiperidin-3-yl furan-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCC[C@H](C1)OC(=O)c2occc2
#
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
 WO1  WO1  '(3R)-1-methylpiperidin-3-yl furan-2-carboxylate'  ligand  30  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 PERFECT
;

data_comp_WO1
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
 WO1  C13  C  CR15  0  -0.327  -18.0546  -17.9182  -4.6768
 WO1  C01  C  CH3   0  -0.518  -19.1529  -10.7514  -6.5299
 WO1  C03  C  CH2   0  -0.277  -20.9418  -11.8072  -7.7233
 WO1  C04  C  CH2   0  -0.442  -21.7918  -13.0628  -7.8417
 WO1  C05  C  CH2   0  -0.462  -22.5528  -13.3184  -6.5469
 WO1  C06  C  CH1   0  -0.002  -21.6195  -13.3074  -5.3498
 WO1  C07  C  CH2   0  -0.302  -20.7707  -12.0454  -5.3448
 WO1  C09  C  C     0   0.543  -20.1865  -14.9551  -4.3967
 WO1  C11  C  CR5   0   0.214  -19.3797  -16.1359  -4.6928
 WO1  C12  C  CR15  0  -0.318  -18.6195  -16.9010  -3.8641
 WO1  C14  C  CR15  0   0.016  -18.5179  -17.6886  -5.9327
 WO1  N02  N  NT    0  -0.407  -20.0435  -11.8876  -6.5857
 WO1  O08  O  O2    0  -0.463  -20.7863  -14.4780  -5.4695
 WO1  O10  O  O     0  -0.454  -20.2733  -14.4998  -3.2798
 WO1  O15  O  O     0  -0.392  -19.3190  -16.6150  -5.9540
 WO1  H1   H  HCR5  0   0.276  -17.3978  -18.7156  -4.3711
 WO1  H2   H  HCH3  0   0.233  -18.4683  -10.8545  -5.6869
 WO1  H3   H  HCH3  0   0.233  -18.5570  -10.7007  -7.4425
 WO1  H4   H  HCH3  0   0.191  -19.6786   -9.7898  -6.4192
 WO1  H5   H  HCH2  0   0.235  -20.3444  -11.6758  -8.6289
 WO1  H6   H  HCH2  0   0.185  -21.6028  -10.9242  -7.6475
 WO1  H7   H  HCH2  0   0.237  -22.4923  -12.9496  -8.6710
 WO1  H8   H  HCH2  0   0.226  -21.1521  -13.9157  -8.0799
 WO1  H9   H  HCH2  0   0.236  -23.2868  -12.5229  -6.3891
 WO1  H10  H  HCH2  0   0.250  -23.1108  -14.2563  -6.5863
 WO1  H11  H  HCH1  0   0.263  -22.1926  -13.3619  -4.4213
 WO1  H12  H  HCH2  0   0.251  -20.0625  -12.0652  -4.5137
 WO1  H13  H  HCH2  0   0.206  -21.4565  -11.1999  -5.1519
 WO1  H14  H  HCR5  0   0.278  -18.4801  -16.7546  -2.8057
 WO1  H15  H  HCR5  0   0.290  -18.3615  -18.1942  -6.8720

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
 WO1  C04  C03  single    1.521  0.020  1.521
 WO1  C04  C05  single    1.523  0.020  1.523
 WO1  C03  N02  single    1.452  0.020  1.452
 WO1  C05  C06  single    1.518  0.020  1.518
 WO1  N02  C01  single    1.445  0.020  1.445
 WO1  N02  C07  single    1.447  0.020  1.447
 WO1  O15  C14  aromatic  1.340  0.020  1.340
 WO1  O15  C11  aromatic  1.351  0.020  1.351
 WO1  C14  C13  aromatic  1.358  0.020  1.358
 WO1  O08  C06  single    1.442  0.020  1.442
 WO1  O08  C09  single    1.318  0.020  1.318
 WO1  C06  C07  single    1.521  0.020  1.521
 WO1  C11  C09  single    1.460  0.020  1.460
 WO1  C11  C12  aromatic  1.360  0.020  1.360
 WO1  C13  C12  aromatic  1.419  0.020  1.419
 WO1  C09  O10  double    1.209  0.020  1.209
 WO1  C13  H1   single    0.930  0.020  1.080
 WO1  C01  H2   single    0.970  0.020  1.090
 WO1  C01  H3   single    0.970  0.020  1.090
 WO1  C01  H4   single    0.970  0.020  1.090
 WO1  C03  H5   single    0.970  0.020  1.090
 WO1  C03  H6   single    0.970  0.020  1.090
 WO1  C04  H7   single    0.970  0.020  1.090
 WO1  C04  H8   single    0.970  0.020  1.090
 WO1  C05  H9   single    0.970  0.020  1.090
 WO1  C05  H10  single    0.970  0.020  1.090
 WO1  C06  H11  single    0.970  0.020  1.090
 WO1  C07  H12  single    0.970  0.020  1.090
 WO1  C07  H13  single    0.970  0.020  1.090
 WO1  C12  H14  single    0.930  0.020  1.080
 WO1  C14  H15  single    0.930  0.020  1.080

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
 WO1  H1   C13  C14  126.55  3.000
 WO1  H1   C13  C12  127.63  3.000
 WO1  C14  C13  C12  105.82  3.000
 WO1  H4   C01  H3   107.70  3.000
 WO1  H4   C01  H2   107.72  3.000
 WO1  H3   C01  H2   107.93  3.000
 WO1  H4   C01  N02  113.34  3.000
 WO1  H3   C01  N02  109.94  3.000
 WO1  H2   C01  N02  110.03  3.000
 WO1  H6   C03  H5   106.71  3.000
 WO1  H6   C03  N02  111.13  3.000
 WO1  H5   C03  N02  108.53  3.000
 WO1  H6   C03  C04  109.30  3.000
 WO1  H5   C03  C04  109.90  3.000
 WO1  N02  C03  C04  111.17  3.000
 WO1  H8   C04  H7   106.92  3.000
 WO1  H8   C04  C05  110.30  3.000
 WO1  H7   C04  C05  110.04  3.000
 WO1  H8   C04  C03  109.52  3.000
 WO1  H7   C04  C03  109.40  3.000
 WO1  C05  C04  C03  110.58  3.000
 WO1  H10  C05  H9   106.67  3.000
 WO1  H10  C05  C06  110.42  3.000
 WO1  H9   C05  C06  107.07  3.000
 WO1  H10  C05  C04  111.63  3.000
 WO1  H9   C05  C04  109.62  3.000
 WO1  C06  C05  C04  111.22  3.000
 WO1  H11  C06  O08  109.46  3.000
 WO1  H11  C06  C07  109.35  3.000
 WO1  O08  C06  C07  110.58  3.000
 WO1  H11  C06  C05  110.32  3.000
 WO1  C07  C06  C05  110.59  3.000
 WO1  O08  C06  C05  106.50  3.000
 WO1  H13  C07  H12  106.47  3.000
 WO1  H13  C07  N02  112.20  3.000
 WO1  H12  C07  N02  109.19  3.000
 WO1  H13  C07  C06  106.80  3.000
 WO1  H12  C07  C06  110.45  3.000
 WO1  N02  C07  C06  111.60  3.000
 WO1  O10  C09  O08  125.64  3.000
 WO1  O10  C09  C11  122.09  3.000
 WO1  O08  C09  C11  112.26  3.000
 WO1  O15  C11  C12  110.14  3.000
 WO1  C12  C11  C09  129.79  3.000
 WO1  O15  C11  C09  120.07  3.000
 WO1  H14  C12  C11  126.47  3.000
 WO1  H14  C12  C13  127.47  3.000
 WO1  C11  C12  C13  106.06  3.000
 WO1  H15  C14  O15  116.66  3.000
 WO1  H15  C14  C13  132.60  3.000
 WO1  O15  C14  C13  110.74  3.000
 WO1  C07  N02  C03  111.54  3.000
 WO1  C07  N02  C01  111.25  3.000
 WO1  C03  N02  C01  111.60  3.000
 WO1  C09  O08  C06  119.28  3.000
 WO1  C14  O15  C11  107.24  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
 WO1  CONST_01  C11  O15  C14  C13     0.00   0.0  0
 WO1  CONST_02  O15  C11  C12  C13     0.00   0.0  0
 WO1  CONST_03  C14  C13  C12  C11     0.00   0.0  0
 WO1  CONST_04  C14  O15  C11  C12     0.00   0.0  0
 WO1  CONST_05  O15  C14  C13  C12     0.00   0.0  0
 WO1  CONST_06  C09  C11  C12  C13   180.00   0.0  0
 WO1  CONST_07  C14  O15  C11  C09   180.00   0.0  0
 WO1  CONST_08  H15  C14  O15  C11   180.00   0.0  0
 WO1  CONST_09  H1   C13  C12  C11   180.00   0.0  0
 WO1  CONST_10  H14  C12  C13  C14   180.00   0.0  0
 WO1  Var_01    C06  C05  C04  C03   -51.93  30.0  1
 WO1  Var_02    C06  C07  N02  C03    59.64  30.0  1
 WO1  Var_03    C07  N02  C03  C04   -59.77  30.0  1
 WO1  Var_04    N02  C03  C04  C05    55.61  30.0  1
 WO1  Var_05    C11  C09  O08  C06  -179.76  30.0  3
 WO1  Var_06    O08  C09  C11  C12   179.87  30.0  2
 WO1  Var_07    H2   C01  N02  C03  -178.09  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
 WO1  chir_01  C06  C05  O08  C07  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
 WO1  plan-1  C13  0.020
 WO1  plan-1  C09  0.020
 WO1  plan-1  C11  0.020
 WO1  plan-1  C12  0.020
 WO1  plan-1  C14  0.020
 WO1  plan-1  O15  0.020
 WO1  plan-1  H1   0.020
 WO1  plan-1  H14  0.020
 WO1  plan-1  H15  0.020
 WO1  plan-2  C09  0.020
 WO1  plan-2  C11  0.020
 WO1  plan-2  O08  0.020
 WO1  plan-2  O10  0.020

