# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 06:15:47 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: (3S)-N-(4-chloro-3-fluorophenyl)-1-(methylsulfonyl)piperidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)N1CCC[C@@H](C1)C(=O)Nc2ccc(Cl)c(F)c2
#
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
 MWA  MWA  (3S)-N-(4-chloro-3-fluorophenyl)-1-(methylsulfonyl)piperidine-3-carboxamide  ligand  37  21  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MWA
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
 MWA  C11  C   CR6   0   0.408   2.3467   0.1987   0.0329
 MWA  C13  C   CR6   0   0.630   4.5126   0.4035   1.0449
 MWA  C15  C   CR6   0  -0.249   5.0855  -0.3670   0.0468
 MWA  C17  C   CR16  0  -0.197   4.2710  -0.8549  -0.9596
 MWA  C18  C   CR16  0  -0.332   2.9117  -0.5826  -0.9771
 MWA  C20  C   CH2   0  -0.441  -3.1436   2.3919  -1.1036
 MWA  C21  C   CH2   0  -0.307  -4.1654   1.2742  -0.9742
 MWA  C02  C   CH3   0  -0.801  -5.3475  -1.8349  -0.3944
 MWA  C06  C   CH2   0  -0.277  -2.4270  -0.2885  -0.2468
 MWA  C07  C   CH1   0  -0.412  -1.3604   0.8022  -0.3448
 MWA  C08  C   C     0   0.579  -0.0268   0.1808  -0.7080
 MWA  C12  C   CR16  0  -0.513   3.1672   0.6900   1.0510
 MWA  C19  C   CH2   0  -0.431  -1.7569   1.8388  -1.4012
 MWA  F14  F   F     0  -0.294   5.2837   0.8793   2.0234
 MWA  N05  N   N     0  -0.587  -3.7122   0.3373   0.0566
 MWA  N10  N   NH1   0  -0.750   0.9977   0.5417   0.1076
 MWA  O03  O   OS    0  -0.666  -5.9979   0.2383   1.0792
 MWA  O04  O   OS    0  -0.667  -4.1916  -1.2898   1.9000
 MWA  O09  O   O     0  -0.459   0.0944  -0.5579  -1.6678
 MWA  S01  S   S     0   1.346  -4.8491  -0.6082   0.7947
 MWA  CL1  CL  CL    0  -0.095   6.7758  -0.6963   0.0790
 MWA  H1   H   HCR6  0   0.292   4.7000  -1.4581  -1.7481
 MWA  H2   H   HCR6  0   0.295   2.3135  -0.9832  -1.7771
 MWA  H3   H   HCH2  0   0.255  -3.4582   3.0650  -1.9027
 MWA  H4   H   HCH2  0   0.237  -3.1286   2.9733  -0.1783
 MWA  H5   H   HCH2  0   0.277  -5.1325   1.6848  -0.6942
 MWA  H6   H   HCH2  0   0.235  -4.2827   0.7613  -1.9378
 MWA  H7   H   HCH3  0   0.290  -4.4869  -2.4331  -0.6867
 MWA  H8   H   HCH3  0   0.310  -6.0943  -2.4733   0.0751
 MWA  H9   H   HCH3  0   0.291  -5.7774  -1.3440  -1.2649
 MWA  H10  H   HCH2  0   0.245  -2.4755  -0.8454  -1.1904
 MWA  H11  H   HCH2  0   0.286  -2.1683  -0.9899   0.5448
 MWA  H12  H   HCH1  0   0.278  -1.2998   1.2979   0.6291
 MWA  H13  H   HCR6  0   0.304   2.7594   1.2941   1.8528
 MWA  H14  H   HCH2  0   0.237  -1.7552   1.3678  -2.3886
 MWA  H15  H   HCH2  0   0.259  -1.0235   2.6469  -1.4287
 MWA  H16  H   HNH1  0   0.425   0.7552   1.1414   0.8818

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
 MWA  CL1  C15  single    1.722  0.020  1.722
 MWA  C15  C17  aromatic  1.384  0.020  1.384
 MWA  C15  C13  aromatic  1.385  0.020  1.385
 MWA  C17  C18  aromatic  1.386  0.020  1.386
 MWA  F14  C13  single    1.334  0.020  1.334
 MWA  C13  C12  aromatic  1.376  0.020  1.376
 MWA  C18  C11  aromatic  1.396  0.020  1.396
 MWA  C12  C11  aromatic  1.397  0.020  1.397
 MWA  C11  N10  single    1.394  0.020  1.394
 MWA  N10  C08  single    1.358  0.020  1.358
 MWA  C08  O09  double    1.217  0.020  1.217
 MWA  C08  C07  single    1.515  0.020  1.515
 MWA  C07  C19  single    1.532  0.020  1.532
 MWA  C07  C06  single    1.529  0.020  1.529
 MWA  C19  C20  single    1.522  0.020  1.522
 MWA  C20  C21  single    1.520  0.020  1.520
 MWA  C06  N05  single    1.461  0.020  1.461
 MWA  C21  N05  single    1.465  0.020  1.465
 MWA  N05  S01  single    1.653  0.020  1.653
 MWA  O03  S01  double    1.455  0.020  1.455
 MWA  S01  C02  single    1.780  0.020  1.780
 MWA  S01  O04  double    1.456  0.020  1.456
 MWA  C17  H1   single    0.930  0.020  1.080
 MWA  C18  H2   single    0.930  0.020  1.080
 MWA  C20  H3   single    0.970  0.020  1.090
 MWA  C20  H4   single    0.970  0.020  1.090
 MWA  C21  H5   single    0.970  0.020  1.090
 MWA  C21  H6   single    0.970  0.020  1.090
 MWA  C02  H7   single    0.970  0.020  1.090
 MWA  C02  H8   single    0.970  0.020  1.090
 MWA  C02  H9   single    0.970  0.020  1.090
 MWA  C06  H10  single    0.970  0.020  1.090
 MWA  C06  H11  single    0.970  0.020  1.090
 MWA  C07  H12  single    0.970  0.020  1.090
 MWA  C12  H13  single    0.930  0.020  1.080
 MWA  C19  H14  single    0.970  0.020  1.090
 MWA  C19  H15  single    0.970  0.020  1.090
 MWA  N10  H16  single    0.860  0.020  1.020

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
 MWA  N10  C11  C12  116.28  3.000
 MWA  N10  C11  C18  124.61  3.000
 MWA  C12  C11  C18  119.10  3.000
 MWA  F14  C13  C12  119.21  3.000
 MWA  C12  C13  C15  121.58  3.000
 MWA  F14  C13  C15  119.21  3.000
 MWA  CL1  C15  C17  121.59  3.000
 MWA  C17  C15  C13  118.48  3.000
 MWA  CL1  C15  C13  119.93  3.000
 MWA  H1   C17  C18  119.29  3.000
 MWA  H1   C17  C15  119.57  3.000
 MWA  C18  C17  C15  121.14  3.000
 MWA  H2   C18  C17  118.77  3.000
 MWA  H2   C18  C11  121.40  3.000
 MWA  C17  C18  C11  119.83  3.000
 MWA  H4   C20  H3   107.21  3.000
 MWA  H4   C20  C19  110.26  3.000
 MWA  H3   C20  C19  110.10  3.000
 MWA  H4   C20  C21  109.17  3.000
 MWA  H3   C20  C21  108.79  3.000
 MWA  C19  C20  C21  111.21  3.000
 MWA  H6   C21  H5   107.91  3.000
 MWA  H6   C21  N05  110.60  3.000
 MWA  H5   C21  N05  109.60  3.000
 MWA  H6   C21  C20  109.92  3.000
 MWA  H5   C21  C20  110.01  3.000
 MWA  N05  C21  C20  108.80  3.000
 MWA  H9   C02  H8   109.78  3.000
 MWA  H9   C02  H7   110.22  3.000
 MWA  H8   C02  H7   109.63  3.000
 MWA  H9   C02  S01  109.53  3.000
 MWA  H8   C02  S01  107.95  3.000
 MWA  H7   C02  S01  109.69  3.000
 MWA  H11  C06  H10  107.99  3.000
 MWA  H11  C06  N05  109.51  3.000
 MWA  H10  C06  N05  110.93  3.000
 MWA  H11  C06  C07  109.90  3.000
 MWA  H10  C06  C07  109.75  3.000
 MWA  N05  C06  C07  108.74  3.000
 MWA  H12  C07  C19  108.75  3.000
 MWA  H12  C07  C08  110.50  3.000
 MWA  C19  C07  C08  109.87  3.000
 MWA  H12  C07  C06  107.74  3.000
 MWA  C19  C07  C06  110.26  3.000
 MWA  C08  C07  C06  109.68  3.000
 MWA  O09  C08  N10  124.03  3.000
 MWA  O09  C08  C07  121.70  3.000
 MWA  N10  C08  C07  114.26  3.000
 MWA  H13  C12  C13  119.17  3.000
 MWA  H13  C12  C11  120.96  3.000
 MWA  C13  C12  C11  119.87  3.000
 MWA  H15  C19  H14  107.16  3.000
 MWA  H15  C19  C07  110.14  3.000
 MWA  H14  C19  C07  109.31  3.000
 MWA  H15  C19  C20  110.36  3.000
 MWA  H14  C19  C20  109.53  3.000
 MWA  C07  C19  C20  110.29  3.000
 MWA  S01  N05  C06  116.92  3.000
 MWA  S01  N05  C21  117.86  3.000
 MWA  C06  N05  C21  113.57  3.000
 MWA  H16  N10  C08  115.94  3.000
 MWA  H16  N10  C11  114.84  3.000
 MWA  C08  N10  C11  129.22  3.000
 MWA  O04  S01  O03  118.72  3.000
 MWA  O04  S01  N05  107.24  3.000
 MWA  O03  S01  N05  107.32  3.000
 MWA  O04  S01  C02  108.13  3.000
 MWA  O03  S01  C02  108.09  3.000
 MWA  N05  S01  C02  106.77  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
 MWA  CONST_01  C15  C17  C18  C11    0.00   0.0  0
 MWA  CONST_02  C15  C13  C12  C11    0.00   0.0  0
 MWA  CONST_03  C18  C17  C15  C13    0.00   0.0  0
 MWA  CONST_04  C18  C11  C12  C13    0.00   0.0  0
 MWA  CONST_05  C12  C13  C15  C17    0.00   0.0  0
 MWA  CONST_06  C12  C11  C18  C17    0.00   0.0  0
 MWA  CONST_07  F14  C13  C12  C11  180.00   0.0  0
 MWA  CONST_08  N10  C11  C12  C13  180.00   0.0  0
 MWA  CONST_09  F14  C13  C15  C17  180.00   0.0  0
 MWA  CONST_10  N10  C11  C18  C17  180.00   0.0  0
 MWA  CONST_11  CL1  C15  C17  C18  180.00   0.0  0
 MWA  CONST_12  CL1  C15  C13  C12  180.00   0.0  0
 MWA  CONST_13  H1   C17  C18  C11  180.00   0.0  0
 MWA  CONST_14  H2   C18  C17  C15  180.00   0.0  0
 MWA  CONST_15  H13  C12  C13  C15  180.00   0.0  0
 MWA  CONST_16  C07  C08  N10  C11  180.00   0.0  0
 MWA  CONST_17  C08  N10  C11  C18    0.00   0.0  0
 MWA  CONST_18  C12  C11  N10  C08  180.00   0.0  0
 MWA  CONST_19  H16  N10  C11  C18  180.00   0.0  0
 MWA  CONST_20  O09  C08  N10  C11    0.00   0.0  0
 MWA  Var_01    C06  N05  C21  C20  -60.83  30.0  1
 MWA  Var_02    C07  C19  C20  C21  -54.51  30.0  1
 MWA  Var_03    C07  C06  N05  C21   61.50  30.0  1
 MWA  Var_04    N05  C21  C20  C19   56.02  30.0  1
 MWA  Var_05    O03  S01  N05  C21  -42.94  30.0  3
 MWA  Var_06    H7   C02  S01  N05   60.29  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
 MWA  chir_01  C07  C08  C19  C06  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
 MWA  plan-1  C11  0.020
 MWA  plan-1  C13  0.020
 MWA  plan-1  C15  0.020
 MWA  plan-1  C17  0.020
 MWA  plan-1  C18  0.020
 MWA  plan-1  C12  0.020
 MWA  plan-1  F14  0.020
 MWA  plan-1  N10  0.020
 MWA  plan-1  CL1  0.020
 MWA  plan-1  H1   0.020
 MWA  plan-1  H2   0.020
 MWA  plan-1  H13  0.020
 MWA  plan-2  C11  0.020
 MWA  plan-2  C07  0.020
 MWA  plan-2  C08  0.020
 MWA  plan-2  N10  0.020
 MWA  plan-2  O09  0.020
 MWA  plan-2  H16  0.020

