# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 08:21:30 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: (4R)-1-methyl-4-{4-[(piperidin-1-yl)sulfonyl]phenyl}pyrrolidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C[C@H](CC1=O)c2ccc(cc2)[S](=O)(=O)N3CCCCC3
#
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
 RLS  RLS  (4R)-1-methyl-4-{4-[(piperidin-1-yl)sulfonyl]phenyl}pyrrolidin-2-one  ligand  44  22  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RLS
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
 RLS  C01  C  CH3   0  -0.517  -5.5597   2.5761  -0.1943
 RLS  C03  C  C     0   0.523  -5.2988   0.1472   0.1462
 RLS  C04  C  CH2   0  -0.561  -4.1586  -0.8478   0.0963
 RLS  C05  C  CH1   0  -0.403  -3.0828  -0.1431  -0.7339
 RLS  C06  C  CR6   0   0.203  -1.6673  -0.5219  -0.4048
 RLS  C07  C  CR16  0  -0.318  -0.8559  -1.1101  -1.3700
 RLS  C08  C  CR16  0  -0.213   0.4563  -1.4607  -1.0900
 RLS  C09  C  CR6   0  -0.215   0.9646  -1.2189   0.1782
 RLS  C12  C  CH2   0  -0.311   3.2262   0.9783   1.0255
 RLS  C13  C  CH2   0  -0.431   4.3489   1.9942   0.8833
 RLS  C14  C  CH2   0  -0.447   4.5360   2.4067  -0.5701
 RLS  C15  C  CH2   0  -0.433   4.7365   1.1755  -1.4430
 RLS  C16  C  CH2   0  -0.307   3.6018   0.1792  -1.2568
 RLS  C19  C  CR16  0  -0.215   0.1705  -0.6427   1.1640
 RLS  C20  C  CR16  0  -0.306  -1.1368  -0.3004   0.8662
 RLS  C21  C  CH2   0  -0.226  -3.4007   1.3444  -0.5175
 RLS  N02  N  NT    0  -0.453  -4.8198   1.3438  -0.2435
 RLS  N11  N  N     0  -0.561   3.4961  -0.1782   0.1626
 RLS  O17  O  OS    0  -0.654   2.8062  -1.7899   1.9485
 RLS  O18  O  OS    0  -0.654   3.1193  -2.5868  -0.4102
 RLS  O22  O  O     0  -0.497  -6.4430  -0.0860   0.5007
 RLS  S10  S  S     0   1.372   2.6669  -1.5638   0.5188
 RLS  H1   H  HCH3  0   0.255  -6.6049   2.3701   0.0205
 RLS  H2   H  HCH3  0   0.241  -5.1671   3.2373   0.5813
 RLS  H3   H  HCH3  0   0.245  -5.4967   3.0976  -1.1502
 RLS  H4   H  HCH2  0   0.279  -3.8300  -1.0422   1.1216
 RLS  H5   H  HCH2  0   0.286  -4.4749  -1.7996  -0.3283
 RLS  H6   H  HCH1  0   0.288  -3.2640  -0.3719  -1.7865
 RLS  H7   H  HCR6  0   0.267  -1.2513  -1.3005  -2.3600
 RLS  H8   H  HCR6  0   0.284   1.0607  -1.9248  -1.8576
 RLS  H10  H  HCH2  0   0.232   2.2685   1.4414   0.7511
 RLS  H11  H  HCH2  0   0.246   4.1111   2.8581   1.5067
 RLS  H12  H  HCH2  0   0.230   5.2744   1.5599   1.2705
 RLS  H13  H  HCH2  0   0.220   3.6521   2.9552  -0.9113
 RLS  H14  H  HCH2  0   0.242   5.3849   3.0857  -0.6675
 RLS  H15  H  HCH2  0   0.246   4.7833   1.4505  -2.4984
 RLS  H16  H  HCH2  0   0.230   5.6836   0.6899  -1.1931
 RLS  H17  H  HCH2  0   0.230   2.6610   0.6222  -1.6108
 RLS  H18  H  HCH2  0   0.272   3.7945  -0.7156  -1.8445
 RLS  H19  H  HCR6  0   0.286   0.5567  -0.4631   2.1584
 RLS  H20  H  HCR6  0   0.266  -1.7436   0.1476   1.6438
 RLS  H21  H  HCH2  0   0.245  -2.8433   1.7715   0.3235
 RLS  H22  H  HCH2  0   0.262  -3.1708   1.9415  -1.4013
 RLS  H9   H  HCH2  0   0.272   3.1543   0.6513   2.0607

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
 RLS  C13  C14  single    1.522  0.020  1.522
 RLS  C13  C12  single    1.521  0.020  1.521
 RLS  C14  C15  single    1.523  0.020  1.523
 RLS  C12  N11  single    1.468  0.020  1.468
 RLS  O18  S10  double    1.454  0.020  1.454
 RLS  C15  C16  single    1.521  0.020  1.521
 RLS  N11  S10  single    1.654  0.020  1.654
 RLS  N11  C16  single    1.468  0.020  1.468
 RLS  S10  O17  double    1.454  0.020  1.454
 RLS  S10  C09  single    1.770  0.020  1.770
 RLS  C19  C09  aromatic  1.391  0.020  1.391
 RLS  C19  C20  aromatic  1.384  0.020  1.384
 RLS  C09  C08  aromatic  1.387  0.020  1.387
 RLS  C20  C06  aromatic  1.395  0.020  1.395
 RLS  C08  C07  aromatic  1.387  0.020  1.387
 RLS  C06  C07  aromatic  1.391  0.020  1.391
 RLS  C06  C05  single    1.502  0.020  1.502
 RLS  C04  C03  single    1.514  0.020  1.514
 RLS  C04  C05  single    1.531  0.020  1.531
 RLS  O22  C03  double    1.220  0.020  1.220
 RLS  C03  N02  single    1.347  0.020  1.347
 RLS  C05  C21  single    1.536  0.020  1.536
 RLS  C21  N02  single    1.445  0.020  1.445
 RLS  N02  C01  single    1.438  0.020  1.438
 RLS  C01  H1   single    0.970  0.020  1.090
 RLS  C01  H2   single    0.970  0.020  1.090
 RLS  C01  H3   single    0.970  0.020  1.090
 RLS  C04  H4   single    0.970  0.020  1.090
 RLS  C04  H5   single    0.970  0.020  1.090
 RLS  C05  H6   single    0.970  0.020  1.090
 RLS  C07  H7   single    0.930  0.020  1.080
 RLS  C08  H8   single    0.930  0.020  1.080
 RLS  C12  H9   single    0.970  0.020  1.090
 RLS  C12  H10  single    0.970  0.020  1.090
 RLS  C13  H11  single    0.970  0.020  1.090
 RLS  C13  H12  single    0.970  0.020  1.090
 RLS  C14  H13  single    0.970  0.020  1.090
 RLS  C14  H14  single    0.970  0.020  1.090
 RLS  C15  H15  single    0.970  0.020  1.090
 RLS  C15  H16  single    0.970  0.020  1.090
 RLS  C16  H17  single    0.970  0.020  1.090
 RLS  C16  H18  single    0.970  0.020  1.090
 RLS  C19  H19  single    0.930  0.020  1.080
 RLS  C20  H20  single    0.930  0.020  1.080
 RLS  C21  H21  single    0.970  0.020  1.090
 RLS  C21  H22  single    0.970  0.020  1.090

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
 RLS  H3   C01  H2   108.19  3.000
 RLS  H3   C01  H1   108.63  3.000
 RLS  H2   C01  H1   108.67  3.000
 RLS  H3   C01  N02  110.49  3.000
 RLS  H2   C01  N02  110.98  3.000
 RLS  H1   C01  N02  109.83  3.000
 RLS  O22  C03  N02  125.97  3.000
 RLS  N02  C03  C04  107.86  3.000
 RLS  O22  C03  C04  126.15  3.000
 RLS  H5   C04  H4   107.29  3.000
 RLS  H5   C04  C05  113.27  3.000
 RLS  H4   C04  C05  112.27  3.000
 RLS  H5   C04  C03  111.62  3.000
 RLS  H4   C04  C03  108.18  3.000
 RLS  C05  C04  C03  104.15  3.000
 RLS  H6   C05  C21  107.71  3.000
 RLS  H6   C05  C06  108.35  3.000
 RLS  C21  C05  C06  114.10  3.000
 RLS  H6   C05  C04  108.03  3.000
 RLS  C21  C05  C04  102.94  3.000
 RLS  C06  C05  C04  115.31  3.000
 RLS  C20  C06  C07  118.52  3.000
 RLS  C07  C06  C05  120.28  3.000
 RLS  C20  C06  C05  121.20  3.000
 RLS  H7   C07  C08  119.06  3.000
 RLS  H7   C07  C06  119.71  3.000
 RLS  C08  C07  C06  121.23  3.000
 RLS  H8   C08  C09  121.24  3.000
 RLS  H8   C08  C07  119.60  3.000
 RLS  C09  C08  C07  119.15  3.000
 RLS  S10  C09  C19  119.57  3.000
 RLS  C19  C09  C08  120.72  3.000
 RLS  S10  C09  C08  119.62  3.000
 RLS  H10  C12  H9   107.86  3.000
 RLS  H10  C12  N11  110.22  3.000
 RLS  H9   C12  N11  109.56  3.000
 RLS  H10  C12  C13  109.79  3.000
 RLS  H9   C12  C13  109.78  3.000
 RLS  N11  C12  C13  109.61  3.000
 RLS  H12  C13  H11  107.25  3.000
 RLS  H12  C13  C14  109.98  3.000
 RLS  H11  C13  C14  110.94  3.000
 RLS  H12  C13  C12  109.06  3.000
 RLS  H11  C13  C12  108.33  3.000
 RLS  C14  C13  C12  111.16  3.000
 RLS  H14  C14  H13  106.77  3.000
 RLS  H14  C14  C15  110.45  3.000
 RLS  H13  C14  C15  109.43  3.000
 RLS  H14  C14  C13  110.46  3.000
 RLS  H13  C14  C13  109.52  3.000
 RLS  C15  C14  C13  110.15  3.000
 RLS  H16  C15  H15  107.21  3.000
 RLS  H16  C15  C16  109.10  3.000
 RLS  H15  C15  C16  108.38  3.000
 RLS  H16  C15  C14  110.01  3.000
 RLS  H15  C15  C14  110.87  3.000
 RLS  C16  C15  C14  111.17  3.000
 RLS  H18  C16  H17  108.02  3.000
 RLS  H18  C16  N11  109.58  3.000
 RLS  H17  C16  N11  110.37  3.000
 RLS  H18  C16  C15  109.90  3.000
 RLS  H17  C16  C15  109.58  3.000
 RLS  N11  C16  C15  109.36  3.000
 RLS  H19  C19  C20  119.61  3.000
 RLS  H19  C19  C09  121.10  3.000
 RLS  C20  C19  C09  119.29  3.000
 RLS  H20  C20  C19  118.48  3.000
 RLS  H20  C20  C06  120.45  3.000
 RLS  C19  C20  C06  121.07  3.000
 RLS  H22  C21  H21  107.54  3.000
 RLS  H22  C21  N02  111.14  3.000
 RLS  H21  C21  N02  110.74  3.000
 RLS  H22  C21  C05  111.85  3.000
 RLS  H21  C21  C05  112.35  3.000
 RLS  N02  C21  C05  103.27  3.000
 RLS  C21  N02  C03  113.86  3.000
 RLS  C21  N02  C01  120.75  3.000
 RLS  C03  N02  C01  124.65  3.000
 RLS  S10  N11  C16  116.65  3.000
 RLS  C16  N11  C12  112.95  3.000
 RLS  S10  N11  C12  116.19  3.000
 RLS  O18  S10  O17  119.27  3.000
 RLS  O17  S10  N11  107.10  3.000
 RLS  O18  S10  N11  107.21  3.000
 RLS  O17  S10  C09  108.16  3.000
 RLS  N11  S10  C09  106.12  3.000
 RLS  O18  S10  C09  108.26  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
 RLS  CONST_01  C09  C19  C20  C06    0.00   0.0  0
 RLS  CONST_02  C09  C08  C07  C06    0.00   0.0  0
 RLS  CONST_03  C19  C09  C08  C07    0.00   0.0  0
 RLS  CONST_04  C19  C20  C06  C07    0.00   0.0  0
 RLS  CONST_05  C20  C19  C09  C08    0.00   0.0  0
 RLS  CONST_06  C20  C06  C07  C08    0.00   0.0  0
 RLS  CONST_07  C19  C20  C06  C05  180.00   0.0  0
 RLS  CONST_08  C08  C07  C06  C05  180.00   0.0  0
 RLS  CONST_09  C21  N02  C03  C04    0.00   0.0  0
 RLS  CONST_10  S10  C09  C08  C07  180.00   0.0  0
 RLS  CONST_11  S10  C09  C19  C20  180.00   0.0  0
 RLS  CONST_12  C04  C03  N02  C01  180.00   0.0  0
 RLS  CONST_13  O22  C03  N02  C21  180.00   0.0  0
 RLS  CONST_14  H20  C20  C06  C05    0.00   0.0  0
 RLS  CONST_15  H7   C07  C06  C05    0.00   0.0  0
 RLS  CONST_16  H19  C19  C20  C06  180.00   0.0  0
 RLS  CONST_17  H8   C08  C07  C06  180.00   0.0  0
 RLS  CONST_18  O22  C03  N02  C01    0.00   0.0  0
 RLS  Var_01    C05  C21  N02  C03   19.55  30.0  1
 RLS  Var_02    N02  C03  C04  C05  -15.10  30.0  1
 RLS  Var_03    C15  C14  C13  C12  -54.07  30.0  1
 RLS  Var_04    C15  C16  N11  C12   59.87  30.0  1
 RLS  Var_05    C16  C15  C14  C13   54.34  30.0  1
 RLS  Var_06    C16  N11  C12  C13  -59.74  30.0  1
 RLS  Var_07    N11  C12  C13  C14   55.98  30.0  1
 RLS  Var_08    N11  C16  C15  C14  -56.40  30.0  1
 RLS  Var_09    N11  S10  C09  C08   89.70  30.0  1
 RLS  Var_10    C12  N11  S10  C09   66.79  30.0  1
 RLS  Var_11    H1   C01  N02  C03  -10.65  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
 RLS  chir_01  C05  C06  C04  C21  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
 RLS  plan-1  C01  0.020
 RLS  plan-1  C03  0.020
 RLS  plan-1  C04  0.020
 RLS  plan-1  C21  0.020
 RLS  plan-1  N02  0.020
 RLS  plan-1  O22  0.020
 RLS  plan-2  C05  0.020
 RLS  plan-2  C06  0.020
 RLS  plan-2  C07  0.020
 RLS  plan-2  C08  0.020
 RLS  plan-2  C09  0.020
 RLS  plan-2  C19  0.020
 RLS  plan-2  C20  0.020
 RLS  plan-2  S10  0.020
 RLS  plan-2  H7   0.020
 RLS  plan-2  H8   0.020
 RLS  plan-2  H19  0.020
 RLS  plan-2  H20  0.020

