# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 14:51:47 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: N-(4-fluorobenzyl)-1-[(1R)-1-(naphthalen-1-yl)ethyl]piperidine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](N1CC[C@@H](CC1)C(=O)NCc2ccc(F)cc2)c3cccc4ccccc34
#
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
 P85  P85  N-(4-fluorobenzyl)-1-[(1R)-1-(naphthalen-1-yl)ethyl]piperidine-4-carboxamide  ligand  56  29  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P85
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
 P85  F55   F  F     0  -0.317  -7.3123  -3.2670   0.2582
 P85  C26   C  CR6   0   0.515  -6.7262  -2.0604   0.1823
 P85  C27   C  CR16  0  -0.398  -7.1267  -1.0648   1.0491
 P85  C28   C  CR16  0  -0.290  -6.5094   0.1769   0.9590
 P85  C25   C  CR16  0  -0.397  -5.7396  -1.8558  -0.7655
 P85  C24   C  CR16  0  -0.276  -5.1380  -0.6092  -0.8390
 P85  C23   C  CR6   0   0.115  -5.5134   0.4220   0.0212
 P85  C22   C  CH2   0  -0.391  -4.8387   1.7692  -0.0497
 P85  N21   N  NH1   0  -0.624  -3.4587   1.7273   0.3828
 P85  C19   C  C     0   0.587  -2.4084   1.6523  -0.4523
 P85  O20   O  O     0  -0.508  -2.5235   1.6511  -1.6718
 P85  C16   C  CH1   0  -0.392  -1.0508   1.5701   0.2146
 P85  C17   C  CH2   0  -0.421  -0.3597   0.2520  -0.1320
 P85  C18   C  CH2   0  -0.286   1.0471   0.2193   0.4394
 P85  N13   N  NT    0  -0.422   1.8515   1.3331  -0.0373
 P85  C14   C  CH2   0  -0.288   1.2450   2.5940   0.3535
 P85  C15   C  CH2   0  -0.416  -0.1570   2.7281  -0.2220
 P85  C11   C  CH1   0  -0.088   3.2385   1.1737   0.3834
 P85  C12   C  CH3   0  -0.692   4.0858   2.4281   0.1593
 P85  C1    C  CR6   0   0.055   3.8928   0.0291  -0.3743
 P85  C2    C  CR16  0  -0.310   3.5334  -0.2140  -1.6764
 P85  C3    C  CR16  0  -0.241   4.1585  -1.2157  -2.4430
 P85  C4    C  CR16  0  -0.336   5.1546  -1.9769  -1.9009
 P85  C5    C  CR66  0   0.109   5.5651  -1.7621  -0.5655
 P85  C6    C  CR66  0   0.095   4.9338  -0.7499   0.2126
 P85  C10   C  CR16  0  -0.310   6.6008  -2.5400   0.0050
 P85  C9    C  CR16  0  -0.264   7.0098  -2.3330   1.2926
 P85  C8    C  CR16  0  -0.248   6.3919  -1.3321   2.0683
 P85  C7    C  CR16  0  -0.350   5.3867  -0.5652   1.5444
 P85  H271  H  HCR6  0   0.279  -7.9012  -1.2482   1.7822
 P85  H281  H  HCR6  0   0.264  -6.8150   0.9654   1.6358
 P85  H251  H  HCR6  0   0.279  -5.4494  -2.6541  -1.4363
 P85  H241  H  HCR6  0   0.264  -4.3688  -0.4411  -1.5825
 P85  H221  H  HCH2  0   0.267  -4.8657   2.1566  -1.0674
 P85  H222  H  HCH2  0   0.271  -5.3723   2.4821   0.5800
 P85  H211  H  HNH1  0   0.401  -3.2902   1.6721   1.3741
 P85  H161  H  HCH1  0   0.246  -1.1692   1.6189   1.3033
 P85  H172  H  HCH2  0   0.240  -0.9250  -0.5943   0.2659
 P85  H171  H  HCH2  0   0.228  -0.3141   0.1321  -1.2171
 P85  H182  H  HCH2  0   0.194   0.9962   0.2138   1.5434
 P85  H181  H  HCH2  0   0.247   1.5219  -0.7184   0.1464
 P85  H141  H  HCH2  0   0.186   1.2062   2.7051   1.4522
 P85  H142  H  HCH2  0   0.251   1.8412   3.4227  -0.0263
 P85  H151  H  HCH2  0   0.227  -0.0951   2.7523  -1.3124
 P85  H152  H  HCH2  0   0.241  -0.5807   3.6822   0.1009
 P85  H111  H  HCH1  0   0.209   3.2627   0.9532   1.4630
 P85  H123  H  HCH3  0   0.232   3.9982   2.7780  -0.8708
 P85  H122  H  HCH3  0   0.242   3.8102   3.2411   0.8305
 P85  H121  H  HCH3  0   0.249   5.1362   2.2026   0.3439
 P85  H21   H  HCR6  0   0.250   2.7376   0.3748  -2.1143
 P85  H31   H  HCR6  0   0.253   3.8429  -1.3770  -3.4657
 P85  H41   H  HCR6  0   0.252   5.6417  -2.7484  -2.4850
 P85  H101  H  HCR6  0   0.254   7.0683  -3.3052  -0.6031
 P85  H91   H  HCR6  0   0.257   7.8041  -2.9322   1.7184
 P85  H81   H  HCR6  0   0.258   6.7150  -1.1685   3.0881
 P85  H71   H  HCR6  0   0.249   4.9380   0.1926   2.1714

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
 P85  C9   C8    aromatic  1.409  0.020  1.409
 P85  C9   C10   aromatic  1.367  0.020  1.367
 P85  C8   C7    aromatic  1.369  0.020  1.369
 P85  C10  C5    aromatic  1.415  0.020  1.415
 P85  F55  C26   single    1.344  0.020  1.344
 P85  C26  C25   aromatic  1.383  0.020  1.383
 P85  C26  C27   aromatic  1.379  0.020  1.379
 P85  C7   C6    aromatic  1.419  0.020  1.419
 P85  C25  C24   aromatic  1.386  0.020  1.386
 P85  C5   C6    aromatic  1.424  0.020  1.424
 P85  C5   C4    aromatic  1.413  0.020  1.413
 P85  C27  C28   aromatic  1.390  0.020  1.390
 P85  C6   C1    aromatic  1.427  0.020  1.427
 P85  C4   C3    aromatic  1.366  0.020  1.366
 P85  C24  C23   aromatic  1.394  0.020  1.394
 P85  C28  C23   aromatic  1.390  0.020  1.390
 P85  C23  C22   single    1.508  0.020  1.508
 P85  C1   C11   single    1.521  0.020  1.521
 P85  C1   C2    aromatic  1.372  0.020  1.372
 P85  C3   C2    aromatic  1.408  0.020  1.408
 P85  N21  C22   single    1.447  0.020  1.447
 P85  N21  C19   single    1.344  0.020  1.344
 P85  C18  C17   single    1.519  0.020  1.519
 P85  C18  N13   single    1.454  0.020  1.454
 P85  C11  N13   single    1.458  0.020  1.458
 P85  C11  C12   single    1.530  0.020  1.530
 P85  C17  C16   single    1.528  0.020  1.528
 P85  C16  C19   single    1.515  0.020  1.515
 P85  C16  C15   single    1.527  0.020  1.527
 P85  N13  C14   single    1.453  0.020  1.453
 P85  C19  O20   double    1.225  0.020  1.225
 P85  C14  C15   single    1.521  0.020  1.521
 P85  C27  H271  single    0.930  0.020  1.080
 P85  C28  H281  single    0.930  0.020  1.080
 P85  C25  H251  single    0.930  0.020  1.080
 P85  C24  H241  single    0.930  0.020  1.080
 P85  C22  H221  single    0.970  0.020  1.090
 P85  C22  H222  single    0.970  0.020  1.090
 P85  N21  H211  single    0.860  0.020  1.020
 P85  C16  H161  single    0.970  0.020  1.090
 P85  C17  H172  single    0.970  0.020  1.090
 P85  C17  H171  single    0.970  0.020  1.090
 P85  C18  H182  single    0.970  0.020  1.090
 P85  C18  H181  single    0.970  0.020  1.090
 P85  C14  H141  single    0.970  0.020  1.090
 P85  C14  H142  single    0.970  0.020  1.090
 P85  C15  H151  single    0.970  0.020  1.090
 P85  C15  H152  single    0.970  0.020  1.090
 P85  C11  H111  single    0.970  0.020  1.090
 P85  C12  H123  single    0.970  0.020  1.090
 P85  C12  H122  single    0.970  0.020  1.090
 P85  C12  H121  single    0.970  0.020  1.090
 P85  C2   H21   single    0.930  0.020  1.080
 P85  C3   H31   single    0.930  0.020  1.080
 P85  C4   H41   single    0.930  0.020  1.080
 P85  C10  H101  single    0.930  0.020  1.080
 P85  C9   H91   single    0.930  0.020  1.080
 P85  C8   H81   single    0.930  0.020  1.080
 P85  C7   H71   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
 P85  C25   C26  C27   122.06  3.000
 P85  C27   C26  F55   119.08  3.000
 P85  C25   C26  F55   118.86  3.000
 P85  H271  C27  C28   120.89  3.000
 P85  H271  C27  C26   120.74  3.000
 P85  C28   C27  C26   118.37  3.000
 P85  H281  C28  C23   119.70  3.000
 P85  H281  C28  C27   118.99  3.000
 P85  C23   C28  C27   121.31  3.000
 P85  H251  C25  C24   120.93  3.000
 P85  H251  C25  C26   120.45  3.000
 P85  C24   C25  C26   118.61  3.000
 P85  H241  C24  C23   119.99  3.000
 P85  H241  C24  C25   118.97  3.000
 P85  C23   C24  C25   121.03  3.000
 P85  C22   C23  C24   120.74  3.000
 P85  C22   C23  C28   120.65  3.000
 P85  C24   C23  C28   118.61  3.000
 P85  H222  C22  H221  107.15  3.000
 P85  H222  C22  N21   108.24  3.000
 P85  H221  C22  N21   108.25  3.000
 P85  H222  C22  C23   109.75  3.000
 P85  H221  C22  C23   110.52  3.000
 P85  N21   C22  C23   112.75  3.000
 P85  H211  N21  C19   118.55  3.000
 P85  H211  N21  C22   117.09  3.000
 P85  C19   N21  C22   124.14  3.000
 P85  C16   C19  O20   121.50  3.000
 P85  O20   C19  N21   123.04  3.000
 P85  C16   C19  N21   115.46  3.000
 P85  H161  C16  C15   108.27  3.000
 P85  H161  C16  C17   108.21  3.000
 P85  C15   C16  C17   108.94  3.000
 P85  H161  C16  C19   109.76  3.000
 P85  C15   C16  C19   110.96  3.000
 P85  C17   C16  C19   110.63  3.000
 P85  H171  C17  H172  107.35  3.000
 P85  H171  C17  C18   109.43  3.000
 P85  H172  C17  C18   109.00  3.000
 P85  H171  C17  C16   109.80  3.000
 P85  H172  C17  C16   110.58  3.000
 P85  C18   C17  C16   110.62  3.000
 P85  H181  C18  H182  106.50  3.000
 P85  H181  C18  N13   109.24  3.000
 P85  H182  C18  N13   110.90  3.000
 P85  H181  C18  C17   108.70  3.000
 P85  H182  C18  C17   109.47  3.000
 P85  N13   C18  C17   111.87  3.000
 P85  C11   N13  C14   114.48  3.000
 P85  C14   N13  C18   110.22  3.000
 P85  C11   N13  C18   110.36  3.000
 P85  H142  C14  H141  106.82  3.000
 P85  H142  C14  C15   107.79  3.000
 P85  H141  C14  C15   109.57  3.000
 P85  H142  C14  N13   109.76  3.000
 P85  H141  C14  N13   111.68  3.000
 P85  C15   C14  N13   111.07  3.000
 P85  H152  C15  H151  107.31  3.000
 P85  H152  C15  C14   108.82  3.000
 P85  H151  C15  C14   109.11  3.000
 P85  H152  C15  C16   110.53  3.000
 P85  H151  C15  C16   109.60  3.000
 P85  C14   C15  C16   111.38  3.000
 P85  H111  C11  C1    109.15  3.000
 P85  H111  C11  C12   107.17  3.000
 P85  C1    C11  C12   107.81  3.000
 P85  H111  C11  N13   108.99  3.000
 P85  C12   C11  N13   113.26  3.000
 P85  C1    C11  N13   110.35  3.000
 P85  H121  C12  H122  107.08  3.000
 P85  H121  C12  H123  107.67  3.000
 P85  H122  C12  H123  108.77  3.000
 P85  H121  C12  C11   109.83  3.000
 P85  H122  C12  C11   112.42  3.000
 P85  H123  C12  C11   110.89  3.000
 P85  C6    C1   C2    118.99  3.000
 P85  C2    C1   C11   119.56  3.000
 P85  C6    C1   C11   121.33  3.000
 P85  H21   C2   C3    119.55  3.000
 P85  H21   C2   C1    118.69  3.000
 P85  C3    C2   C1    121.76  3.000
 P85  H31   C3   C4    120.31  3.000
 P85  H31   C3   C2    119.41  3.000
 P85  C4    C3   C2    120.28  3.000
 P85  H41   C4   C5    119.15  3.000
 P85  H41   C4   C3    120.71  3.000
 P85  C5    C4   C3    120.14  3.000
 P85  C10   C5   C6    119.65  3.000
 P85  C6    C5   C4    119.70  3.000
 P85  C10   C5   C4    120.65  3.000
 P85  C7    C6   C5    117.64  3.000
 P85  C5    C6   C1    119.12  3.000
 P85  C7    C6   C1    123.24  3.000
 P85  H101  C10  C9    120.44  3.000
 P85  H101  C10  C5    118.53  3.000
 P85  C9    C10  C5    121.03  3.000
 P85  H91   C9   C8    119.91  3.000
 P85  H91   C9   C10   120.42  3.000
 P85  C8    C9   C10   119.67  3.000
 P85  H81   C8   C7    119.69  3.000
 P85  H81   C8   C9    119.69  3.000
 P85  C7    C8   C9    120.63  3.000
 P85  H71   C7   C8    118.40  3.000
 P85  H71   C7   C6    120.22  3.000
 P85  C8    C7   C6    121.39  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
 P85  CONST_01  C23   C24  C25  C26    0.00   0.0  0
 P85  CONST_02  C23   C28  C27  C26    0.00   0.0  0
 P85  CONST_03  C24   C25  C26  C27    0.00   0.0  0
 P85  CONST_04  C24   C23  C28  C27    0.00   0.0  0
 P85  CONST_05  C25   C26  C27  C28    0.00   0.0  0
 P85  CONST_06  C25   C24  C23  C28    0.00   0.0  0
 P85  CONST_07  C8    C7   C6   C1   180.00   0.0  0
 P85  CONST_08  C10   C5   C6   C1   180.00   0.0  0
 P85  CONST_09  C4    C5   C6   C1     0.00   0.0  0
 P85  CONST_10  C4    C3   C2   C1     0.00   0.0  0
 P85  CONST_11  C7    C6   C1   C2   180.00   0.0  0
 P85  CONST_12  C5    C6   C1   C2     0.00   0.0  0
 P85  CONST_13  C5    C4   C3   C2     0.00   0.0  0
 P85  CONST_14  C10   C5   C4   C3   180.00   0.0  0
 P85  CONST_15  C6    C5   C4   C3     0.00   0.0  0
 P85  CONST_16  C6    C1   C2   C3     0.00   0.0  0
 P85  CONST_17  C9    C10  C5   C4   180.00   0.0  0
 P85  CONST_18  C7    C6   C5   C4   180.00   0.0  0
 P85  CONST_19  C8    C9   C10  C5     0.00   0.0  0
 P85  CONST_20  C8    C7   C6   C5     0.00   0.0  0
 P85  CONST_21  C9    C8   C7   C6     0.00   0.0  0
 P85  CONST_22  C9    C10  C5   C6     0.00   0.0  0
 P85  CONST_23  C7    C8   C9   C10    0.00   0.0  0
 P85  CONST_24  C7    C6   C5   C10    0.00   0.0  0
 P85  CONST_25  C24   C25  C26  F55  180.00   0.0  0
 P85  CONST_26  C28   C27  C26  F55  180.00   0.0  0
 P85  CONST_27  C22   C23  C28  C27  180.00   0.0  0
 P85  CONST_28  C22   C23  C24  C25  180.00   0.0  0
 P85  CONST_29  C7    C6   C1   C11    0.00   0.0  0
 P85  CONST_30  C5    C6   C1   C11  180.00   0.0  0
 P85  CONST_31  C3    C2   C1   C11  180.00   0.0  0
 P85  CONST_32  H241  C24  C25  C26  180.00   0.0  0
 P85  CONST_33  H281  C28  C27  C26  180.00   0.0  0
 P85  CONST_34  H251  C25  C26  C27  180.00   0.0  0
 P85  CONST_35  H271  C27  C26  C25  180.00   0.0  0
 P85  CONST_36  H71   C7   C6   C1     0.00   0.0  0
 P85  CONST_37  H31   C3   C2   C1   180.00   0.0  0
 P85  CONST_38  H41   C4   C3   C2   180.00   0.0  0
 P85  CONST_39  H101  C10  C5   C4     0.00   0.0  0
 P85  CONST_40  H21   C2   C3   C4   180.00   0.0  0
 P85  CONST_41  H91   C9   C10  C5   180.00   0.0  0
 P85  CONST_42  H81   C8   C7   C6   180.00   0.0  0
 P85  CONST_43  C16   C19  N21  C22  180.00   0.0  0
 P85  CONST_44  H211  N21  C19  C16    0.00   0.0  0
 P85  CONST_45  O20   C19  N21  C22    0.00   0.0  0
 P85  Var_01    N13   C18  C17  C16  -57.45  30.0  1
 P85  Var_02    N13   C14  C15  C16   57.41  30.0  1
 P85  Var_03    C14   N13  C18  C17   60.19  30.0  1
 P85  Var_04    C15   C14  N13  C18  -59.65  30.0  1
 P85  Var_05    N21   C22  C23  C28  110.63  30.0  2
 P85  Var_06    C19   N21  C22  C23   98.43  30.0  1

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
 P85  chir_01  C16  C17  C19  C15  positiv
 P85  chir_02  C11  N13  C1   C12  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
 P85  plan-1  F55   0.020
 P85  plan-1  C26   0.020
 P85  plan-1  C27   0.020
 P85  plan-1  C28   0.020
 P85  plan-1  C25   0.020
 P85  plan-1  C24   0.020
 P85  plan-1  C23   0.020
 P85  plan-1  C22   0.020
 P85  plan-1  H271  0.020
 P85  plan-1  H281  0.020
 P85  plan-1  H251  0.020
 P85  plan-1  H241  0.020
 P85  plan-2  C11   0.020
 P85  plan-2  C1    0.020
 P85  plan-2  C2    0.020
 P85  plan-2  C3    0.020
 P85  plan-2  C4    0.020
 P85  plan-2  C5    0.020
 P85  plan-2  C6    0.020
 P85  plan-2  C10   0.020
 P85  plan-2  C9    0.020
 P85  plan-2  C8    0.020
 P85  plan-2  C7    0.020
 P85  plan-2  H21   0.020
 P85  plan-2  H31   0.020
 P85  plan-2  H41   0.020
 P85  plan-2  H101  0.020
 P85  plan-2  H91   0.020
 P85  plan-2  H81   0.020
 P85  plan-2  H71   0.020
 P85  plan-3  C22   0.020
 P85  plan-3  N21   0.020
 P85  plan-3  C19   0.020
 P85  plan-3  O20   0.020
 P85  plan-3  C16   0.020
 P85  plan-3  H211  0.020

