# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 08:14:28 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: (3S)-N~3~-(4-chloro-3-fluorophenyl)-N~1~-propylpiperidine-1,3-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCNC(=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
 MWD  MWD  (3S)-N~3~-(4-chloro-3-fluorophenyl)-N~1~-propylpiperidine-1,3-dicarboxamide  ligand  44  23  .  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_MWD
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
 MWD  O10  O   O     0  -0.461  -0.9834  -2.2234  -0.8169
 MWD  C18  C   CR16  0  -0.197  -4.7723  -0.3719  -0.3292
 MWD  C19  C   CR16  0  -0.333  -3.4442  -0.7702  -0.3295
 MWD  C20  C   CH2   0  -0.423   1.5742  -2.6627   0.5523
 MWD  C21  C   CH2   0  -0.438   3.0984  -2.6593   0.6154
 MWD  C22  C   CH2   0  -0.340   3.6956  -2.2010  -0.7089
 MWD  C01  C   CH3   0  -0.664   8.0429   2.4050   0.5738
 MWD  C02  C   CH2   0  -0.467   7.2435   1.1460   0.2718
 MWD  C03  C   CH2   0  -0.231   5.8155   1.4707  -0.1361
 MWD  C05  C   C     0   0.732   3.7495   0.2875  -0.6748
 MWD  C07  C   CH2   0  -0.291   1.7324  -0.9133  -1.2413
 MWD  C08  C   CH1   0  -0.424   1.0410  -1.3098   0.0755
 MWD  C09  C   C     0   0.579  -0.4555  -1.3520  -0.1502
 MWD  C12  C   CR6   0   0.408  -2.4926  -0.0168   0.3613
 MWD  C13  C   CR16  0  -0.514  -2.9019   1.1292   1.0476
 MWD  C14  C   CR6   0   0.630  -4.2264   1.5003   1.0331
 MWD  C16  C   CR6   0  -0.249  -5.1788   0.7636   0.3489
 MWD  F15  F   F     0  -0.294  -4.6018   2.5970   1.6930
 MWD  N04  N   NH1   0  -0.684   5.0839   0.2533  -0.4226
 MWD  N06  N   NT    0  -0.490   3.1717  -0.8932  -1.0825
 MWD  N11  N   NH1   0  -0.752  -1.1345  -0.3213   0.4222
 MWD  O23  O   O     0  -0.539   3.1004   1.3218  -0.5562
 MWD  CL1  CL  CL    0  -0.096  -6.8253   1.2701   0.3560
 MWD  H1   H   HCR6  0   0.292  -5.5009  -0.9604  -0.8700
 MWD  H2   H   HCR6  0   0.295  -3.1691  -1.6619  -0.8658
 MWD  H3   H   HCH2  0   0.232   1.2438  -3.4426  -0.1394
 MWD  H4   H   HCH2  0   0.252   1.1565  -2.9063   1.5313
 MWD  H5   H   HCH2  0   0.230   3.4461  -1.9988   1.4157
 MWD  H6   H   HCH2  0   0.246   3.4612  -3.6618   0.8512
 MWD  H7   H   HCH2  0   0.257   4.7821  -2.2031  -0.6626
 MWD  H8   H   HCH2  0   0.249   3.4292  -2.9050  -1.5022
 MWD  H9   H   HCH3  0   0.234   9.0698   2.1631   0.8461
 MWD  H10  H   HCH3  0   0.222   8.0775   3.0684  -0.2918
 MWD  H11  H   HCH3  0   0.222   7.6044   2.9640   1.4022
 MWD  H12  H   HCH2  0   0.225   7.7350   0.5851  -0.5294
 MWD  H13  H   HCH2  0   0.229   7.2303   0.4921   1.1478
 MWD  H14  H   HCH2  0   0.230   5.3181   2.0051   0.6751
 MWD  H15  H   HCH2  0   0.216   5.8239   2.1442  -1.0014
 MWD  H16  H   HCH2  0   0.252   1.4895  -1.6502  -2.0121
 MWD  H17  H   HCH2  0   0.271   1.3844   0.0557  -1.5911
 MWD  H18  H   HCH1  0   0.269   1.2818  -0.5472   0.8236
 MWD  H19  H   HCR6  0   0.303  -2.1902   1.7345   1.5965
 MWD  H20  H   HNH1  0   0.391   5.6290  -0.4955  -0.8169
 MWD  H21  H   HNH1  0   0.423  -0.5786   0.3278   0.9584

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
 MWD  CL1  C16  single    1.723  0.020  1.723
 MWD  C18  C16  aromatic  1.384  0.020  1.384
 MWD  C18  C19  aromatic  1.386  0.020  1.386
 MWD  C16  C14  aromatic  1.385  0.020  1.385
 MWD  C19  C12  aromatic  1.397  0.020  1.397
 MWD  F15  C14  single    1.334  0.020  1.334
 MWD  C14  C13  aromatic  1.376  0.020  1.376
 MWD  C12  C13  aromatic  1.397  0.020  1.397
 MWD  C12  N11  single    1.393  0.020  1.393
 MWD  N11  C09  single    1.361  0.020  1.361
 MWD  C09  O10  double    1.218  0.020  1.218
 MWD  C09  C08  single    1.514  0.020  1.514
 MWD  C08  C20  single    1.530  0.020  1.530
 MWD  C08  C07  single    1.539  0.020  1.539
 MWD  C20  C21  single    1.526  0.020  1.526
 MWD  C21  C22  single    1.523  0.020  1.523
 MWD  C07  N06  single    1.448  0.020  1.448
 MWD  C22  N06  single    1.458  0.020  1.458
 MWD  N06  C05  single    1.376  0.020  1.376
 MWD  C05  N04  single    1.359  0.020  1.359
 MWD  C05  O23  double    1.227  0.020  1.227
 MWD  N04  C03  single    1.449  0.020  1.449
 MWD  C03  C02  single    1.520  0.020  1.520
 MWD  C02  C01  single    1.522  0.020  1.522
 MWD  C18  H1   single    0.930  0.020  1.080
 MWD  C19  H2   single    0.930  0.020  1.080
 MWD  C20  H3   single    0.970  0.020  1.090
 MWD  C20  H4   single    0.970  0.020  1.090
 MWD  C21  H5   single    0.970  0.020  1.090
 MWD  C21  H6   single    0.970  0.020  1.090
 MWD  C22  H7   single    0.970  0.020  1.090
 MWD  C22  H8   single    0.970  0.020  1.090
 MWD  C01  H9   single    0.970  0.020  1.090
 MWD  C01  H10  single    0.970  0.020  1.090
 MWD  C01  H11  single    0.970  0.020  1.090
 MWD  C02  H12  single    0.970  0.020  1.090
 MWD  C02  H13  single    0.970  0.020  1.090
 MWD  C03  H14  single    0.970  0.020  1.090
 MWD  C03  H15  single    0.970  0.020  1.090
 MWD  C07  H16  single    0.970  0.020  1.090
 MWD  C07  H17  single    0.970  0.020  1.090
 MWD  C08  H18  single    0.970  0.020  1.090
 MWD  C13  H19  single    0.930  0.020  1.080
 MWD  N04  H20  single    0.890  0.020  1.040
 MWD  N11  H21  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
 MWD  H1   C18  C16  119.59  3.000
 MWD  H1   C18  C19  119.27  3.000
 MWD  C16  C18  C19  121.15  3.000
 MWD  H2   C19  C12  121.28  3.000
 MWD  H2   C19  C18  118.87  3.000
 MWD  C12  C19  C18  119.85  3.000
 MWD  H4   C20  H3   107.01  3.000
 MWD  H4   C20  C08  110.08  3.000
 MWD  H3   C20  C08  109.16  3.000
 MWD  H4   C20  C21  110.21  3.000
 MWD  H3   C20  C21  109.25  3.000
 MWD  C08  C20  C21  111.04  3.000
 MWD  H6   C21  H5   106.90  3.000
 MWD  H6   C21  C22  109.49  3.000
 MWD  H5   C21  C22  109.25  3.000
 MWD  H6   C21  C20  109.81  3.000
 MWD  H5   C21  C20  110.43  3.000
 MWD  C22  C21  C20  110.88  3.000
 MWD  H8   C22  H7   105.84  3.000
 MWD  H8   C22  N06  107.71  3.000
 MWD  H7   C22  N06  111.82  3.000
 MWD  H8   C22  C21  109.97  3.000
 MWD  H7   C22  C21  110.74  3.000
 MWD  N06  C22  C21  110.60  3.000
 MWD  H11  C01  H10  107.67  3.000
 MWD  H11  C01  H9   107.62  3.000
 MWD  H10  C01  H9   107.66  3.000
 MWD  H11  C01  C02  111.31  3.000
 MWD  H10  C01  C02  111.24  3.000
 MWD  H9   C01  C02  111.16  3.000
 MWD  H13  C02  H12  106.59  3.000
 MWD  H13  C02  C03  109.35  3.000
 MWD  H12  C02  C03  109.56  3.000
 MWD  H13  C02  C01  110.01  3.000
 MWD  H12  C02  C01  109.47  3.000
 MWD  C03  C02  C01  111.71  3.000
 MWD  H15  C03  H14  106.82  3.000
 MWD  H15  C03  N04  111.34  3.000
 MWD  H14  C03  N04  109.16  3.000
 MWD  H15  C03  C02  109.62  3.000
 MWD  H14  C03  C02  109.47  3.000
 MWD  N04  C03  C02  110.36  3.000
 MWD  O23  C05  N06  121.99  3.000
 MWD  O23  C05  N04  121.54  3.000
 MWD  N06  C05  N04  116.47  3.000
 MWD  H17  C07  H16  107.61  3.000
 MWD  H17  C07  N06  109.94  3.000
 MWD  H16  C07  N06  107.90  3.000
 MWD  H17  C07  C08  111.16  3.000
 MWD  H16  C07  C08  109.24  3.000
 MWD  N06  C07  C08  110.87  3.000
 MWD  H18  C08  C09  109.79  3.000
 MWD  H18  C08  C07  107.83  3.000
 MWD  C09  C08  C07  108.88  3.000
 MWD  H18  C08  C20  109.04  3.000
 MWD  C07  C08  C20  109.74  3.000
 MWD  C09  C08  C20  111.48  3.000
 MWD  N11  C09  C08  114.17  3.000
 MWD  C08  C09  O10  122.02  3.000
 MWD  N11  C09  O10  123.79  3.000
 MWD  N11  C12  C13  116.32  3.000
 MWD  N11  C12  C19  124.61  3.000
 MWD  C13  C12  C19  119.07  3.000
 MWD  H19  C13  C14  119.15  3.000
 MWD  H19  C13  C12  120.97  3.000
 MWD  C14  C13  C12  119.88  3.000
 MWD  F15  C14  C16  119.22  3.000
 MWD  F15  C14  C13  119.18  3.000
 MWD  C16  C14  C13  121.59  3.000
 MWD  CL1  C16  C14  119.93  3.000
 MWD  C14  C16  C18  118.47  3.000
 MWD  CL1  C16  C18  121.61  3.000
 MWD  H20  N04  C05  118.55  3.000
 MWD  H20  N04  C03  115.41  3.000
 MWD  C05  N04  C03  120.77  3.000
 MWD  C07  N06  C05  117.49  3.000
 MWD  C05  N06  C22  122.89  3.000
 MWD  C07  N06  C22  111.89  3.000
 MWD  H21  N11  C12  114.82  3.000
 MWD  H21  N11  C09  115.85  3.000
 MWD  C12  N11  C09  129.32  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
 MWD  CONST_01  C13  C14  C16  C18     0.00   0.0  0
 MWD  CONST_02  C13  C12  C19  C18     0.00   0.0  0
 MWD  CONST_03  C14  C16  C18  C19     0.00   0.0  0
 MWD  CONST_04  C14  C13  C12  C19     0.00   0.0  0
 MWD  CONST_05  C16  C18  C19  C12     0.00   0.0  0
 MWD  CONST_06  C16  C14  C13  C12     0.00   0.0  0
 MWD  CONST_07  F15  C14  C16  C18   180.00   0.0  0
 MWD  CONST_08  N11  C12  C19  C18   180.00   0.0  0
 MWD  CONST_09  CL1  C16  C18  C19   180.00   0.0  0
 MWD  CONST_10  F15  C14  C13  C12   180.00   0.0  0
 MWD  CONST_11  CL1  C16  C14  C13   180.00   0.0  0
 MWD  CONST_12  N11  C12  C13  C14   180.00   0.0  0
 MWD  CONST_13  H19  C13  C12  C19   180.00   0.0  0
 MWD  CONST_14  H1   C18  C19  C12   180.00   0.0  0
 MWD  CONST_15  H2   C19  C12  C13   180.00   0.0  0
 MWD  CONST_17  O23  C05  N06  C07     0.00   0.0  0
 MWD  CONST_18  C12  N11  C09  C08   180.00   0.0  0
 MWD  CONST_19  C09  N11  C12  C19     0.00   0.0  0
 MWD  CONST_20  C13  C12  N11  C09   180.00   0.0  0
 MWD  CONST_22  N04  C05  N06  C07   180.00   0.0  0
 MWD  CONST_23  H21  N11  C12  C19   180.00   0.0  0
 MWD  CONST_24  C12  N11  C09  O10     0.00   0.0  0
 MWD  CONST_25  N06  C05  N04  C03   180.00   0.0  0
 MWD  CONST_27  O23  C05  N04  C03     0.00   0.0  0
 MWD  Var_01    N06  C22  C21  C20    55.68  30.0  1
 MWD  Var_02    C07  N06  C22  C21   -60.35  30.0  1
 MWD  Var_03    C08  C20  C21  C22   -52.72  30.0  1
 MWD  Var_04    C08  C07  N06  C22    60.89  30.0  1
 MWD  Var_05    N04  C03  C02  C01   179.73  30.0  1
 MWD  Var_06    C05  N04  C03  C02   173.22  30.0  1
 MWD  Var_07    H9   C01  C02  C03  -178.89  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
 MWD  chir_01  C08  C09  C20  C07  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
 MWD  plan-1  C18  0.020
 MWD  plan-1  C19  0.020
 MWD  plan-1  C12  0.020
 MWD  plan-1  C13  0.020
 MWD  plan-1  C14  0.020
 MWD  plan-1  C16  0.020
 MWD  plan-1  F15  0.020
 MWD  plan-1  N11  0.020
 MWD  plan-1  CL1  0.020
 MWD  plan-1  H1   0.020
 MWD  plan-1  H2   0.020
 MWD  plan-1  H19  0.020
 MWD  plan-2  C22  0.020
 MWD  plan-2  C03  0.020
 MWD  plan-2  C05  0.020
 MWD  plan-2  C07  0.020
 MWD  plan-2  N04  0.020
 MWD  plan-2  N06  0.020
 MWD  plan-2  O23  0.020
 MWD  plan-2  H20  0.020
 MWD  plan-3  O10  0.020
 MWD  plan-3  C08  0.020
 MWD  plan-3  C09  0.020
 MWD  plan-3  C12  0.020
 MWD  plan-3  N11  0.020
 MWD  plan-3  H21  0.020

