# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 04:10:47 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: N-{[(3S)-1-benzylpiperidin-3-yl]methyl}-N-(2-methoxyethyl)naphthalene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCN(C[C@H]1CCCN(C1)Cc2ccccc2)[S](=O)(=O)c3ccc4ccccc4c3
#
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
 5HF  5HF  N-{[(3S)-1-benzylpiperidin-3-yl]methyl}-N-(2-methoxyethyl)naphthalene-2-sulfonamide  ligand  64  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5HF
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
 5HF  C10  C  CH2   0  -0.276   4.2838   0.9772  -0.9669
 5HF  C13  C  CR6   0   0.085   6.1967   0.2047   1.2102
 5HF  C15  C  CR16  0  -0.242   7.7461  -1.5717   0.6788
 5HF  C17  C  CR16  0  -0.242   8.5816   0.5600   1.3982
 5HF  C24  C  CR16  0  -0.251  -2.9954   1.6156   0.4506
 5HF  C26  C  CR66  0   0.124  -5.2043   1.0881   1.2853
 5HF  C28  C  CR16  0  -0.249  -7.4122   0.5588   2.1097
 5HF  C01  C  CH3   0  -0.391  -3.3728  -2.7238   1.2765
 5HF  O02  O  O2    0  -0.470  -2.7758  -2.3550   0.0619
 5HF  C03  C  CH2   0  -0.134  -1.4046  -2.6344   0.0091
 5HF  C04  C  CH2   0  -0.349  -0.8045  -1.9412  -1.1948
 5HF  N05  N  N     0  -0.575  -0.7478  -0.4867  -1.1024
 5HF  C06  C  CH2   0  -0.281   0.1771   0.0890  -0.1312
 5HF  C07  C  CH1   0  -0.270   1.6391  -0.0994  -0.5246
 5HF  C08  C  CH2   0  -0.417   1.9785   0.5590  -1.8561
 5HF  C09  C  CH2   0  -0.439   3.4710   0.4418  -2.1335
 5HF  N11  N  NT    0  -0.414   3.9295   0.2982   0.2669
 5HF  C12  C  CH2   0  -0.317   4.7804   0.6976   1.3673
 5HF  C14  C  CR16  0  -0.282   6.4462  -1.1016   0.7925
 5HF  C16  C  CR16  0  -0.272   8.8200  -0.7422   0.9831
 5HF  C18  C  CR16  0  -0.315   7.2770   1.0287   1.5067
 5HF  C19  C  CH2   0  -0.247   2.5250   0.4703   0.5793
 5HF  S20  S  S     0   1.376  -1.8970   0.4569  -1.7904
 5HF  O21  O  OS    0  -0.655  -1.2975   1.7637  -2.0216
 5HF  O22  O  OS    0  -0.653  -2.4509  -0.2778  -2.9177
 5HF  C23  C  CR6   0  -0.171  -3.1995   0.7107  -0.6143
 5HF  C25  C  CR16  0  -0.307  -3.9793   1.7896   1.3813
 5HF  C27  C  CR16  0  -0.310  -6.2387   1.2517   2.2348
 5HF  C29  C  CR16  0  -0.257  -7.6084  -0.3286   1.0302
 5HF  C30  C  CR16  0  -0.301  -6.6264  -0.5039   0.0945
 5HF  C31  C  CR66  0   0.121  -5.4029   0.1983   0.1987
 5HF  C32  C  CR16  0  -0.273  -4.3714   0.0227  -0.7482
 5HF  H1   H  HCH2  0   0.239   5.3490   0.8304  -1.1570
 5HF  H2   H  HCH2  0   0.185   4.1246   2.0676  -0.8769
 5HF  H3   H  HCR6  0   0.251   7.9250  -2.5882   0.3512
 5HF  H4   H  HCR6  0   0.252   9.4106   1.2163   1.6307
 5HF  H5   H  HCR6  0   0.276  -2.0751   2.1781   0.5312
 5HF  H6   H  HCR6  0   0.264  -8.1988   0.6905   2.8410
 5HF  H7   H  HCH3  0   0.232  -4.4273  -2.4547   1.2277
 5HF  H8   H  HCH3  0   0.206  -3.2988  -3.8019   1.4647
 5HF  H9   H  HCH3  0   0.203  -2.9236  -2.2009   2.1292
 5HF  H10  H  HCH2  0   0.203  -0.8997  -2.3135   0.9315
 5HF  H11  H  HCH2  0   0.213  -1.2160  -3.7134  -0.0869
 5HF  H12  H  HCH2  0   0.266   0.2179  -2.2999  -1.3278
 5HF  H13  H  HCH2  0   0.278  -1.3413  -2.2274  -2.0973
 5HF  H14  H  HCH2  0   0.262  -0.0179   1.1563  -0.0282
 5HF  H15  H  HCH2  0   0.254  -0.0083  -0.3502   0.8542
 5HF  H16  H  HCH1  0   0.232   1.8666  -1.1694  -0.5950
 5HF  H17  H  HCH2  0   0.236   1.4021   0.1123  -2.6685
 5HF  H18  H  HCH2  0   0.210   1.6934   1.6164  -1.8136
 5HF  H19  H  HCH2  0   0.231   3.7376   0.9874  -3.0414
 5HF  H20  H  HCH2  0   0.217   3.7358  -0.6063  -2.3010
 5HF  H22  H  HCH2  0   0.249   4.3637   0.2724   2.2864
 5HF  H23  H  HCH2  0   0.210   4.7873   1.7912   1.5146
 5HF  H24  H  HCR6  0   0.243   5.6117  -1.7459   0.5446
 5HF  H25  H  HCR6  0   0.253   9.8344  -1.1085   0.8913
 5HF  H26  H  HCR6  0   0.247   7.0992   2.0514   1.8196
 5HF  H27  H  HCH2  0   0.183   2.2674   1.5357   0.7329
 5HF  H28  H  HCH2  0   0.236   2.3122  -0.0423   1.5219
 5HF  H29  H  HCR6  0   0.265  -3.8296   2.4813   2.2010
 5HF  H30  H  HCR6  0   0.261  -6.0899   1.9342   3.0624
 5HF  H31  H  HCR6  0   0.264  -8.5415  -0.8702   0.9467
 5HF  H32  H  HCR6  0   0.262  -6.7735  -1.1841  -0.7356
 5HF  H33  H  HCR6  0   0.274  -4.5244  -0.6688  -1.5654

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
 5HF  C28  C27  aromatic  1.369  0.020  1.369
 5HF  C28  C29  aromatic  1.411  0.020  1.411
 5HF  C27  C26  aromatic  1.414  0.020  1.414
 5HF  C29  C30  aromatic  1.368  0.020  1.368
 5HF  C26  C25  aromatic  1.415  0.020  1.415
 5HF  C26  C31  aromatic  1.418  0.020  1.418
 5HF  C25  C24  aromatic  1.365  0.020  1.365
 5HF  C30  C31  aromatic  1.415  0.020  1.415
 5HF  C31  C32  aromatic  1.411  0.020  1.411
 5HF  C24  C23  aromatic  1.412  0.020  1.412
 5HF  C32  C23  aromatic  1.366  0.020  1.366
 5HF  C23  S20  single    1.773  0.020  1.773
 5HF  C09  C08  single    1.523  0.020  1.523
 5HF  C09  C10  single    1.519  0.020  1.519
 5HF  C08  C07  single    1.524  0.020  1.524
 5HF  C10  N11  single    1.452  0.020  1.452
 5HF  S20  N05  single    1.638  0.020  1.638
 5HF  S20  O22  double    1.455  0.020  1.455
 5HF  S20  O21  double    1.456  0.020  1.456
 5HF  C15  C16  aromatic  1.391  0.020  1.391
 5HF  C15  C14  aromatic  1.387  0.020  1.387
 5HF  N05  C04  single    1.459  0.020  1.459
 5HF  N05  C06  single    1.459  0.020  1.459
 5HF  C16  C17  aromatic  1.387  0.020  1.387
 5HF  C14  C13  aromatic  1.394  0.020  1.394
 5HF  C07  C06  single    1.526  0.020  1.526
 5HF  C07  C19  single    1.526  0.020  1.526
 5HF  C17  C18  aromatic  1.390  0.020  1.390
 5HF  C04  C03  single    1.513  0.020  1.513
 5HF  N11  C12  single    1.447  0.020  1.447
 5HF  N11  C19  single    1.449  0.020  1.449
 5HF  C13  C18  aromatic  1.391  0.020  1.391
 5HF  C13  C12  single    1.508  0.020  1.508
 5HF  C03  O02  single    1.400  0.020  1.400
 5HF  O02  C01  single    1.403  0.020  1.403
 5HF  C10  H1   single    0.970  0.020  1.090
 5HF  C10  H2   single    0.970  0.020  1.090
 5HF  C15  H3   single    0.930  0.020  1.080
 5HF  C17  H4   single    0.930  0.020  1.080
 5HF  C24  H5   single    0.930  0.020  1.080
 5HF  C28  H6   single    0.930  0.020  1.080
 5HF  C01  H7   single    0.970  0.020  1.090
 5HF  C01  H8   single    0.970  0.020  1.090
 5HF  C01  H9   single    0.970  0.020  1.090
 5HF  C03  H10  single    0.970  0.020  1.090
 5HF  C03  H11  single    0.970  0.020  1.090
 5HF  C04  H12  single    0.970  0.020  1.090
 5HF  C04  H13  single    0.970  0.020  1.090
 5HF  C06  H14  single    0.970  0.020  1.090
 5HF  C06  H15  single    0.970  0.020  1.090
 5HF  C07  H16  single    0.970  0.020  1.090
 5HF  C08  H17  single    0.970  0.020  1.090
 5HF  C08  H18  single    0.970  0.020  1.090
 5HF  C09  H19  single    0.970  0.020  1.090
 5HF  C09  H20  single    0.970  0.020  1.090
 5HF  C12  H22  single    0.970  0.020  1.090
 5HF  C12  H23  single    0.970  0.020  1.090
 5HF  C14  H24  single    0.930  0.020  1.080
 5HF  C16  H25  single    0.930  0.020  1.080
 5HF  C18  H26  single    0.930  0.020  1.080
 5HF  C19  H27  single    0.970  0.020  1.090
 5HF  C19  H28  single    0.970  0.020  1.090
 5HF  C25  H29  single    0.930  0.020  1.080
 5HF  C27  H30  single    0.930  0.020  1.080
 5HF  C29  H31  single    0.930  0.020  1.080
 5HF  C30  H32  single    0.930  0.020  1.080
 5HF  C32  H33  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
 5HF  H2   C10  H1   106.69  3.000
 5HF  H2   C10  N11  110.90  3.000
 5HF  H1   C10  N11  108.85  3.000
 5HF  H2   C10  C09  109.45  3.000
 5HF  H1   C10  C09  109.93  3.000
 5HF  N11  C10  C09  110.92  3.000
 5HF  C18  C13  C14  118.69  3.000
 5HF  C18  C13  C12  120.92  3.000
 5HF  C14  C13  C12  120.38  3.000
 5HF  H3   C15  C16  119.90  3.000
 5HF  H3   C15  C14  119.85  3.000
 5HF  C16  C15  C14  120.24  3.000
 5HF  H4   C17  C18  119.83  3.000
 5HF  H4   C17  C16  120.11  3.000
 5HF  C18  C17  C16  120.06  3.000
 5HF  H5   C24  C25  119.74  3.000
 5HF  H5   C24  C23  120.82  3.000
 5HF  C25  C24  C23  119.44  3.000
 5HF  C31  C26  C27  118.99  3.000
 5HF  C31  C26  C25  118.96  3.000
 5HF  C27  C26  C25  122.05  3.000
 5HF  H6   C28  C29  119.50  3.000
 5HF  H6   C28  C27  120.00  3.000
 5HF  C29  C28  C27  120.50  3.000
 5HF  H9   C01  H8   107.92  3.000
 5HF  H9   C01  H7   108.28  3.000
 5HF  H8   C01  H7   108.41  3.000
 5HF  H9   C01  O02  111.94  3.000
 5HF  H8   C01  O02  112.23  3.000
 5HF  H7   C01  O02  107.95  3.000
 5HF  C03  O02  C01  113.39  3.000
 5HF  H11  C03  H10  106.32  3.000
 5HF  H11  C03  C04  108.17  3.000
 5HF  H10  C03  C04  110.58  3.000
 5HF  H11  C03  O02  111.53  3.000
 5HF  H10  C03  O02  111.09  3.000
 5HF  C04  C03  O02  109.08  3.000
 5HF  H13  C04  H12  105.94  3.000
 5HF  H13  C04  N05  109.51  3.000
 5HF  H12  C04  N05  107.40  3.000
 5HF  H13  C04  C03  110.10  3.000
 5HF  H12  C04  C03  108.53  3.000
 5HF  N05  C04  C03  114.95  3.000
 5HF  S20  N05  C06  119.79  3.000
 5HF  C06  N05  C04  117.39  3.000
 5HF  S20  N05  C04  121.36  3.000
 5HF  H15  C06  H14  106.11  3.000
 5HF  H15  C06  C07  110.17  3.000
 5HF  H14  C06  C07  108.47  3.000
 5HF  H15  C06  N05  109.48  3.000
 5HF  H14  C06  N05  109.62  3.000
 5HF  C07  C06  N05  112.77  3.000
 5HF  H16  C07  C19  106.89  3.000
 5HF  H16  C07  C08  108.63  3.000
 5HF  C19  C07  C08  109.97  3.000
 5HF  H16  C07  C06  109.63  3.000
 5HF  C19  C07  C06  108.89  3.000
 5HF  C08  C07  C06  112.67  3.000
 5HF  H18  C08  H17  106.64  3.000
 5HF  H18  C08  C09  109.66  3.000
 5HF  H17  C08  C09  110.52  3.000
 5HF  H18  C08  C07  108.97  3.000
 5HF  H17  C08  C07  110.84  3.000
 5HF  C09  C08  C07  110.14  3.000
 5HF  H20  C09  H19  106.99  3.000
 5HF  H20  C09  C08  109.81  3.000
 5HF  H19  C09  C08  110.62  3.000
 5HF  H20  C09  C10  109.01  3.000
 5HF  H19  C09  C10  109.37  3.000
 5HF  C08  C09  C10  110.94  3.000
 5HF  C19  N11  C12  111.92  3.000
 5HF  C19  N11  C10  111.35  3.000
 5HF  C12  N11  C10  111.93  3.000
 5HF  H23  C12  H22  105.97  3.000
 5HF  H23  C12  N11  112.26  3.000
 5HF  H22  C12  N11  107.89  3.000
 5HF  H23  C12  C13  109.39  3.000
 5HF  H22  C12  C13  108.54  3.000
 5HF  N11  C12  C13  112.51  3.000
 5HF  H24  C14  C15  120.12  3.000
 5HF  H24  C14  C13  119.22  3.000
 5HF  C15  C14  C13  120.66  3.000
 5HF  H25  C16  C17  120.27  3.000
 5HF  H25  C16  C15  120.22  3.000
 5HF  C17  C16  C15  119.51  3.000
 5HF  H26  C18  C17  119.62  3.000
 5HF  H26  C18  C13  119.54  3.000
 5HF  C17  C18  C13  120.83  3.000
 5HF  H28  C19  H27  106.63  3.000
 5HF  H28  C19  N11  108.58  3.000
 5HF  H27  C19  N11  111.70  3.000
 5HF  H28  C19  C07  109.61  3.000
 5HF  H27  C19  C07  108.95  3.000
 5HF  N11  C19  C07  111.25  3.000
 5HF  C23  S20  O22  107.85  3.000
 5HF  O22  S20  O21  119.13  3.000
 5HF  C23  S20  O21  106.21  3.000
 5HF  O21  S20  N05  107.14  3.000
 5HF  O22  S20  N05  107.55  3.000
 5HF  C23  S20  N05  108.61  3.000
 5HF  C32  C23  S20  119.55  3.000
 5HF  S20  C23  C24  119.06  3.000
 5HF  C32  C23  C24  121.38  3.000
 5HF  H29  C25  C26  119.19  3.000
 5HF  H29  C25  C24  119.85  3.000
 5HF  C26  C25  C24  120.96  3.000
 5HF  H30  C27  C28  120.44  3.000
 5HF  H30  C27  C26  119.06  3.000
 5HF  C28  C27  C26  120.50  3.000
 5HF  H31  C29  C30  120.15  3.000
 5HF  H31  C29  C28  119.58  3.000
 5HF  C30  C29  C28  120.27  3.000
 5HF  H32  C30  C31  119.06  3.000
 5HF  H32  C30  C29  120.48  3.000
 5HF  C31  C30  C29  120.47  3.000
 5HF  C32  C31  C30  121.40  3.000
 5HF  C32  C31  C26  119.33  3.000
 5HF  C30  C31  C26  119.27  3.000
 5HF  H33  C32  C31  118.90  3.000
 5HF  H33  C32  C23  121.18  3.000
 5HF  C31  C32  C23  119.92  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
 5HF  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 5HF  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 5HF  CONST_03  C18  C17  C16  C15     0.00   0.0  0
 5HF  CONST_04  C18  C13  C14  C15     0.00   0.0  0
 5HF  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 5HF  CONST_06  C14  C13  C18  C17     0.00   0.0  0
 5HF  CONST_07  C27  C26  C25  C24   180.00   0.0  0
 5HF  CONST_08  C31  C26  C25  C24     0.00   0.0  0
 5HF  CONST_09  C31  C32  C23  C24     0.00   0.0  0
 5HF  CONST_10  C29  C28  C27  C26     0.00   0.0  0
 5HF  CONST_11  C23  C24  C25  C26     0.00   0.0  0
 5HF  CONST_12  C29  C30  C31  C26     0.00   0.0  0
 5HF  CONST_13  C23  C32  C31  C26     0.00   0.0  0
 5HF  CONST_14  C25  C26  C27  C28   180.00   0.0  0
 5HF  CONST_15  C31  C26  C27  C28     0.00   0.0  0
 5HF  CONST_16  C31  C30  C29  C28     0.00   0.0  0
 5HF  CONST_17  C30  C31  C32  C23   180.00   0.0  0
 5HF  CONST_18  C30  C31  C26  C25   180.00   0.0  0
 5HF  CONST_19  C32  C31  C26  C25     0.00   0.0  0
 5HF  CONST_20  C32  C23  C24  C25     0.00   0.0  0
 5HF  CONST_21  C30  C29  C28  C27     0.00   0.0  0
 5HF  CONST_22  C30  C31  C26  C27     0.00   0.0  0
 5HF  CONST_23  C32  C31  C26  C27   180.00   0.0  0
 5HF  CONST_24  C32  C31  C30  C29   180.00   0.0  0
 5HF  CONST_25  C12  C13  C14  C15   180.00   0.0  0
 5HF  CONST_26  C12  C13  C18  C17   180.00   0.0  0
 5HF  CONST_27  C25  C24  C23  S20   180.00   0.0  0
 5HF  CONST_28  C31  C32  C23  S20   180.00   0.0  0
 5HF  CONST_29  H3   C15  C14  C13   180.00   0.0  0
 5HF  CONST_30  H4   C17  C18  C13   180.00   0.0  0
 5HF  CONST_31  H33  C32  C23  C24   180.00   0.0  0
 5HF  CONST_32  H6   C28  C27  C26   180.00   0.0  0
 5HF  CONST_33  H5   C24  C25  C26   180.00   0.0  0
 5HF  CONST_34  H32  C30  C31  C26   180.00   0.0  0
 5HF  CONST_35  H25  C16  C15  C14   180.00   0.0  0
 5HF  CONST_36  H26  C18  C13  C14   180.00   0.0  0
 5HF  CONST_37  H24  C14  C15  C16   180.00   0.0  0
 5HF  CONST_38  H29  C25  C24  C23   180.00   0.0  0
 5HF  CONST_39  H30  C27  C26  C25     0.00   0.0  0
 5HF  CONST_40  H31  C29  C28  C27   180.00   0.0  0
 5HF  Var_01    C07  C08  C09  C10   -53.42  30.0  1
 5HF  Var_02    C07  C19  N11  C10    60.27  30.0  1
 5HF  Var_03    N11  C10  C09  C08    56.18  30.0  1
 5HF  Var_04    C19  N11  C10  C09   -59.53  30.0  1
 5HF  Var_05    C13  C12  N11  C10   -68.95  30.0  3
 5HF  Var_06    C14  C13  C12  N11   -43.84  30.0  2
 5HF  Var_07    N05  S20  C23  C24    75.74  30.0  2
 5HF  Var_08    C23  S20  N05  C04    89.30  30.0  2
 5HF  Var_09    C07  C06  N05  C04    69.98  30.0  3
 5HF  Var_10    C04  C03  O02  C01  -167.95  30.0  2
 5HF  Var_11    N05  C04  C03  O02    69.42  30.0  1
 5HF  Var_12    H7   C01  O02  C03   179.13  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
 5HF  chir_01  C07  C08  C06  C19  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
 5HF  plan-1  C13  0.020
 5HF  plan-1  C15  0.020
 5HF  plan-1  C17  0.020
 5HF  plan-1  C12  0.020
 5HF  plan-1  C14  0.020
 5HF  plan-1  C16  0.020
 5HF  plan-1  C18  0.020
 5HF  plan-1  H3   0.020
 5HF  plan-1  H4   0.020
 5HF  plan-1  H24  0.020
 5HF  plan-1  H25  0.020
 5HF  plan-1  H26  0.020
 5HF  plan-2  C24  0.020
 5HF  plan-2  C26  0.020
 5HF  plan-2  C28  0.020
 5HF  plan-2  S20  0.020
 5HF  plan-2  C23  0.020
 5HF  plan-2  C25  0.020
 5HF  plan-2  C27  0.020
 5HF  plan-2  C29  0.020
 5HF  plan-2  C30  0.020
 5HF  plan-2  C31  0.020
 5HF  plan-2  C32  0.020
 5HF  plan-2  H5   0.020
 5HF  plan-2  H6   0.020
 5HF  plan-2  H29  0.020
 5HF  plan-2  H30  0.020
 5HF  plan-2  H31  0.020
 5HF  plan-2  H32  0.020
 5HF  plan-2  H33  0.020

