# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 21:12:15 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 2-{(2S,6R)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1[C@H](CCC[C@H]1CC(=O)c2ccccc2)C[C@@H](O)c3ccccc3
#
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
 LOB  LOB  2-{(2S,6R)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone  ligand  52  25  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LOB
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
 LOB  O1    O  O     0  -0.400  -3.8814  -1.1021  -1.4482
 LOB  C3    C  C     0   0.383  -3.7596  -0.2425  -0.6000
 LOB  C1    C  CR6   0  -0.009  -4.9714   0.3637   0.0266
 LOB  C2    C  CR16  0  -0.265  -6.2189  -0.2067  -0.2346
 LOB  C5    C  CR16  0  -0.241  -7.3671   0.3257   0.3271
 LOB  C6    C  CR16  0  -0.248  -7.2860   1.4449   1.1476
 LOB  C7    C  CR16  0  -0.238  -6.0521   2.0257   1.4060
 LOB  C4    C  CR16  0  -0.292  -4.9002   1.4853   0.8532
 LOB  C8    C  CH2   0  -0.624  -2.4074   0.2691  -0.1689
 LOB  C9    C  CH1   0  -0.018  -1.2323  -0.6450  -0.5342
 LOB  C12   C  CH2   0  -0.438  -1.3138  -1.8660   0.3787
 LOB  C15   C  CH2   0  -0.437  -0.1346  -2.7945   0.1982
 LOB  C13   C  CH2   0  -0.456   1.1363  -2.0079   0.4391
 LOB  C11   C  CH1   0  -0.015   1.2320  -0.8015  -0.4876
 LOB  N1    N  NT    0  -0.445   0.0456   0.0716  -0.3839
 LOB  C22   C  CH3   0  -0.549   0.1388   1.1276  -1.3816
 LOB  C14   C  CH2   0  -0.502   2.5012   0.0105  -0.1794
 LOB  C16   C  CH1   0  -0.066   3.7965  -0.7979  -0.0903
 LOB  O2    O  OH1   0  -0.664   4.0365  -1.5508  -1.2609
 LOB  C17   C  CR6   0   0.161   4.9523   0.1187   0.2517
 LOB  C18   C  CR16  0  -0.319   5.4223   0.1895   1.5588
 LOB  C20   C  CR16  0  -0.239   6.4600   1.0485   1.8986
 LOB  C21   C  CR16  0  -0.271   7.0443   1.8490   0.9270
 LOB  C10   C  CR16  0  -0.240   6.5827   1.7848  -0.3822
 LOB  C19   C  CR16  0  -0.322   5.5455   0.9257  -0.7168
 LOB  H2    H  HCR6  0   0.262  -6.2890  -1.0763  -0.8743
 LOB  H5    H  HCR6  0   0.263  -8.3271  -0.1316   0.1271
 LOB  H6    H  HCR6  0   0.267  -8.1835   1.8624   1.5850
 LOB  H7    H  HCR6  0   0.265  -5.9846   2.8991   2.0409
 LOB  H4    H  HCR6  0   0.267  -3.9494   1.9545   1.0675
 LOB  H8C1  H  HCH2  0   0.266  -2.4006   0.4396   0.9106
 LOB  H8C2  H  HCH2  0   0.295  -2.3234   1.2656  -0.6125
 LOB  H9    H  HCH1  0   0.199  -1.3457  -0.9856  -1.5775
 LOB  H121  H  HCH2  0   0.243  -2.2511  -2.3903   0.1896
 LOB  H122  H  HCH2  0   0.214  -1.3441  -1.5236   1.4189
 LOB  H151  H  HCH2  0   0.213  -0.1301  -3.2087  -0.8156
 LOB  H152  H  HCH2  0   0.234  -0.2009  -3.6407   0.8855
 LOB  H131  H  HCH2  0   0.244   2.0022  -2.6518   0.2817
 LOB  H132  H  HCH2  0   0.215   1.1723  -1.6709   1.4812
 LOB  H11   H  HCH1  0   0.187   1.3040  -1.1859  -1.5219
 LOB  H221  H  HCH3  0   0.196   0.2368   0.7311  -2.4044
 LOB  H222  H  HCH3  0   0.241  -0.7357   1.7716  -1.3629
 LOB  H223  H  HCH3  0   0.244   0.9868   1.7818  -1.1949
 LOB  H141  H  HCH2  0   0.245   2.6586   0.7824  -0.9379
 LOB  H142  H  HCH2  0   0.241   2.3566   0.5392   0.7679
 LOB  H16   H  HCH1  0   0.250   3.7130  -1.5297   0.7174
 LOB  HA    H  HOH1  0   0.448   3.8646  -0.9983  -2.0302
 LOB  H18   H  HCR6  0   0.248   4.9745  -0.4387   2.3207
 LOB  H20   H  HCR6  0   0.255   6.8153   1.0863   2.9205
 LOB  H21   H  HCR6  0   0.255   7.8560   2.5169   1.1853
 LOB  H10   H  HCR6  0   0.255   7.0323   2.4070  -1.1454
 LOB  H19   H  HCR6  0   0.241   5.2046   0.8941  -1.7454

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
 LOB  O1   C3    double    1.214  0.020  1.214
 LOB  C3   C1    single    1.493  0.020  1.493
 LOB  C3   C8    single    1.509  0.020  1.509
 LOB  C1   C2    aromatic  1.396  0.020  1.396
 LOB  C1   C4    aromatic  1.395  0.020  1.395
 LOB  C2   C5    aromatic  1.385  0.020  1.385
 LOB  C2   H2    single    0.930  0.020  1.080
 LOB  C5   C6    aromatic  1.390  0.020  1.390
 LOB  C5   H5    single    0.930  0.020  1.080
 LOB  C6   C7    aromatic  1.388  0.020  1.388
 LOB  C6   H6    single    0.930  0.020  1.080
 LOB  C7   C4    aromatic  1.387  0.020  1.387
 LOB  C7   H7    single    0.930  0.020  1.080
 LOB  C4   H4    single    0.930  0.020  1.080
 LOB  C8   C9    single    1.533  0.020  1.533
 LOB  C8   H8C1  single    0.970  0.020  1.090
 LOB  C8   H8C2  single    0.970  0.020  1.090
 LOB  C9   C12   single    1.527  0.020  1.527
 LOB  C9   N1    single    1.473  0.020  1.473
 LOB  C9   H9    single    0.970  0.020  1.090
 LOB  C12  C15   single    1.512  0.020  1.512
 LOB  C12  H121  single    0.970  0.020  1.090
 LOB  C12  H122  single    0.970  0.020  1.090
 LOB  C15  C13   single    1.514  0.020  1.514
 LOB  C15  H151  single    0.970  0.020  1.090
 LOB  C15  H152  single    0.970  0.020  1.090
 LOB  C13  C11   single    1.524  0.020  1.524
 LOB  C13  H131  single    0.970  0.020  1.090
 LOB  C13  H132  single    0.970  0.020  1.090
 LOB  C11  N1    single    1.477  0.020  1.477
 LOB  C11  C14   single    1.538  0.020  1.538
 LOB  C11  H11   single    0.970  0.020  1.090
 LOB  N1   C22   single    1.456  0.020  1.456
 LOB  C22  H221  single    0.970  0.020  1.090
 LOB  C22  H222  single    0.970  0.020  1.090
 LOB  C22  H223  single    0.970  0.020  1.090
 LOB  C14  C16   single    1.529  0.020  1.529
 LOB  C14  H141  single    0.970  0.020  1.090
 LOB  C14  H142  single    0.970  0.020  1.090
 LOB  C16  O2    single    1.412  0.020  1.412
 LOB  C16  C17   single    1.514  0.020  1.514
 LOB  C16  H16   single    0.970  0.020  1.090
 LOB  O2   HA    single    0.850  0.020  0.980
 LOB  C17  C18   aromatic  1.391  0.020  1.391
 LOB  C17  C19   aromatic  1.393  0.020  1.393
 LOB  C18  C20   aromatic  1.389  0.020  1.389
 LOB  C18  H18   single    0.930  0.020  1.080
 LOB  C20  C21   aromatic  1.388  0.020  1.388
 LOB  C20  H20   single    0.930  0.020  1.080
 LOB  C21  C10   aromatic  1.390  0.020  1.390
 LOB  C21  H21   single    0.930  0.020  1.080
 LOB  C10  C19   aromatic  1.388  0.020  1.388
 LOB  C10  H10   single    0.930  0.020  1.080
 LOB  C19  H19   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
 LOB  C8    C3   C1    118.03  3.000
 LOB  C8    C3   O1    121.99  3.000
 LOB  C1    C3   O1    119.97  3.000
 LOB  C4    C1   C2    119.00  3.000
 LOB  C4    C1   C3    122.26  3.000
 LOB  C2    C1   C3    118.74  3.000
 LOB  H2    C2   C5    119.69  3.000
 LOB  H2    C2   C1    119.79  3.000
 LOB  C5    C2   C1    120.52  3.000
 LOB  H5    C5   C6    120.07  3.000
 LOB  H5    C5   C2    119.89  3.000
 LOB  C6    C5   C2    120.04  3.000
 LOB  H6    C6   C7    120.04  3.000
 LOB  H6    C6   C5    120.05  3.000
 LOB  C7    C6   C5    119.91  3.000
 LOB  H7    C7   C4    119.77  3.000
 LOB  H7    C7   C6    120.17  3.000
 LOB  C4    C7   C6    120.06  3.000
 LOB  H4    C4   C7    118.81  3.000
 LOB  H4    C4   C1    120.73  3.000
 LOB  C7    C4   C1    120.46  3.000
 LOB  H8C2  C8   H8C1  104.94  3.000
 LOB  H8C2  C8   C9    112.81  3.000
 LOB  H8C1  C8   C9    108.89  3.000
 LOB  H8C2  C8   C3    105.18  3.000
 LOB  H8C1  C8   C3    109.92  3.000
 LOB  C9    C8   C3    114.63  3.000
 LOB  H9    C9   N1    109.62  3.000
 LOB  H9    C9   C12   108.24  3.000
 LOB  N1    C9   C12   111.99  3.000
 LOB  H9    C9   C8    109.31  3.000
 LOB  N1    C9   C8    110.53  3.000
 LOB  C12   C9   C8    107.07  3.000
 LOB  H122  C12  H121  106.92  3.000
 LOB  H122  C12  C15   109.09  3.000
 LOB  H121  C12  C15   110.76  3.000
 LOB  H122  C12  C9    108.62  3.000
 LOB  H121  C12  C9    109.07  3.000
 LOB  C15   C12  C9    112.22  3.000
 LOB  H152  C15  H151  106.84  3.000
 LOB  H152  C15  C13   110.69  3.000
 LOB  H151  C15  C13   109.90  3.000
 LOB  H152  C15  C12   110.70  3.000
 LOB  H151  C15  C12   110.25  3.000
 LOB  C13   C15  C12   108.47  3.000
 LOB  H132  C13  H131  107.02  3.000
 LOB  H132  C13  C11   109.43  3.000
 LOB  H131  C13  C11   109.25  3.000
 LOB  H132  C13  C15   109.80  3.000
 LOB  H131  C13  C15   109.68  3.000
 LOB  C11   C13  C15   111.54  3.000
 LOB  H11   C11  C14   108.50  3.000
 LOB  H11   C11  N1    108.88  3.000
 LOB  C14   C11  N1    109.68  3.000
 LOB  H11   C11  C13   107.31  3.000
 LOB  C14   C11  C13   110.36  3.000
 LOB  N1    C11  C13   112.01  3.000
 LOB  C22   N1   C11   109.23  3.000
 LOB  C22   N1   C9    109.79  3.000
 LOB  C11   N1   C9    113.72  3.000
 LOB  H223  C22  H222  105.56  3.000
 LOB  H223  C22  H221  107.86  3.000
 LOB  H222  C22  H221  107.52  3.000
 LOB  H223  C22  N1    111.64  3.000
 LOB  H222  C22  N1    111.51  3.000
 LOB  H221  C22  N1    112.39  3.000
 LOB  H142  C14  H141  106.17  3.000
 LOB  H142  C14  C16   108.47  3.000
 LOB  H141  C14  C16   106.95  3.000
 LOB  H142  C14  C11   108.63  3.000
 LOB  H141  C14  C11   110.64  3.000
 LOB  C16   C14  C11   115.56  3.000
 LOB  H16   C16  C17   107.26  3.000
 LOB  H16   C16  O2    105.58  3.000
 LOB  C17   C16  O2    112.35  3.000
 LOB  H16   C16  C14   109.40  3.000
 LOB  C17   C16  C14   109.85  3.000
 LOB  O2    C16  C14   112.17  3.000
 LOB  HA    O2   C16   109.03  3.000
 LOB  C19   C17  C18   118.68  3.000
 LOB  C19   C17  C16   121.24  3.000
 LOB  C18   C17  C16   120.07  3.000
 LOB  H18   C18  C20   119.66  3.000
 LOB  H18   C18  C17   119.43  3.000
 LOB  C20   C18  C17   120.91  3.000
 LOB  H20   C20  C21   120.17  3.000
 LOB  H20   C20  C18   119.84  3.000
 LOB  C21   C20  C18   119.99  3.000
 LOB  H21   C21  C10   120.16  3.000
 LOB  H21   C21  C20   120.30  3.000
 LOB  C10   C21  C20   119.54  3.000
 LOB  H10   C10  C19   119.75  3.000
 LOB  H10   C10  C21   119.98  3.000
 LOB  C19   C10  C21   120.27  3.000
 LOB  H19   C19  C10   118.80  3.000
 LOB  H19   C19  C17   120.59  3.000
 LOB  C10   C19  C17   120.61  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
 LOB  CONST_01  C6    C5   C2   C1     0.00   0.0  0
 LOB  CONST_02  C6    C7   C4   C1     0.00   0.0  0
 LOB  CONST_03  C7    C4   C1   C2     0.00   0.0  0
 LOB  CONST_04  C7    C6   C5   C2     0.00   0.0  0
 LOB  CONST_05  C4    C1   C2   C5     0.00   0.0  0
 LOB  CONST_06  C4    C7   C6   C5     0.00   0.0  0
 LOB  CONST_07  C21   C20  C18  C17    0.00   0.0  0
 LOB  CONST_08  C21   C10  C19  C17    0.00   0.0  0
 LOB  CONST_09  C10   C19  C17  C18    0.00   0.0  0
 LOB  CONST_10  C10   C21  C20  C18    0.00   0.0  0
 LOB  CONST_11  C19   C17  C18  C20    0.00   0.0  0
 LOB  CONST_12  C19   C10  C21  C20    0.00   0.0  0
 LOB  CONST_13  C5    C2   C1   C3   180.00   0.0  0
 LOB  CONST_14  C7    C4   C1   C3   180.00   0.0  0
 LOB  CONST_15  C20   C18  C17  C16  180.00   0.0  0
 LOB  CONST_16  C10   C19  C17  C16  180.00   0.0  0
 LOB  CONST_17  H5    C5   C2   C1   180.00   0.0  0
 LOB  CONST_18  H7    C7   C4   C1   180.00   0.0  0
 LOB  CONST_19  H4    C4   C1   C2   180.00   0.0  0
 LOB  CONST_20  H6    C6   C5   C2   180.00   0.0  0
 LOB  CONST_21  H2    C2   C5   C6   180.00   0.0  0
 LOB  CONST_22  H20   C20  C18  C17  180.00   0.0  0
 LOB  CONST_23  H10   C10  C19  C17  180.00   0.0  0
 LOB  CONST_24  H19   C19  C17  C18  180.00   0.0  0
 LOB  CONST_25  H21   C21  C20  C18  180.00   0.0  0
 LOB  CONST_26  H18   C18  C20  C21  180.00   0.0  0
 LOB  Var_01    C13   C15  C12  C9    56.48  30.0  1
 LOB  Var_02    C11   C13  C15  C12  -56.98  30.0  1
 LOB  Var_03    C2    C1   C3   O1     9.23  30.0  2
 LOB  Var_04    C9    C8   C3   C1   163.31  30.0  3
 LOB  Var_05    H221  C22  N1   C9   -68.29  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
 LOB  chir_01  C9   C8  C12  N1   positiv
 LOB  chir_02  C11  N1  C13  C14  positiv
 LOB  chir_03  C16  O2  C14  C17  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
 LOB  plan-1  C3   0.020
 LOB  plan-1  C1   0.020
 LOB  plan-1  C2   0.020
 LOB  plan-1  C5   0.020
 LOB  plan-1  C6   0.020
 LOB  plan-1  C7   0.020
 LOB  plan-1  C4   0.020
 LOB  plan-1  H2   0.020
 LOB  plan-1  H5   0.020
 LOB  plan-1  H6   0.020
 LOB  plan-1  H7   0.020
 LOB  plan-1  H4   0.020
 LOB  plan-2  C16  0.020
 LOB  plan-2  C17  0.020
 LOB  plan-2  C18  0.020
 LOB  plan-2  C20  0.020
 LOB  plan-2  C21  0.020
 LOB  plan-2  C10  0.020
 LOB  plan-2  C19  0.020
 LOB  plan-2  H18  0.020
 LOB  plan-2  H20  0.020
 LOB  plan-2  H21  0.020
 LOB  plan-2  H10  0.020
 LOB  plan-2  H19  0.020
 LOB  plan-3  O1   0.020
 LOB  plan-3  C3   0.020
 LOB  plan-3  C1   0.020
 LOB  plan-3  C8   0.020

