# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 06:53:38 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: ethyl (3S)-3-[(4-chloro-3-fluorophenyl)carbamoyl]piperidine-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=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
 MW4  MW4  'ethyl (3S)-3-[(4-chloro-3-fluorophenyl)carbamoyl]piperidine-1-carboxylate'  ligand  40  22  .  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_MW4
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
 MW4  C12  C   CR16  0  -0.493  -3.1235  -0.4509  -0.4378
 MW4  C17  C   CR16  0  -0.198  -4.0324   1.7036   1.0774
 MW4  C18  C   CR16  0  -0.366  -2.6932   1.3662   1.0820
 MW4  C19  C   CH2   0  -0.427   1.8511  -2.2524   0.4858
 MW4  C20  C   CH2   0  -0.442   3.3663  -2.2570   0.6644
 MW4  C21  C   CH2   0  -0.323   4.0635  -1.7525  -0.5929
 MW4  C01  C   CH3   0  -0.687   7.5843   1.2497   0.4274
 MW4  C02  C   CH2   0  -0.168   6.2112   1.7120   0.0032
 MW4  C04  C   C     0   0.760   4.1725   0.7278  -0.6776
 MW4  C06  C   CH2   0  -0.291   2.1269  -0.4376  -1.2268
 MW4  C07  C   CH1   0  -0.420   1.3562  -0.8766   0.0291
 MW4  C08  C   C     0   0.580  -0.1260  -0.9062  -0.2799
 MW4  C11  C   CR6   0   0.408  -2.2217   0.2888   0.3263
 MW4  C13  C   CR6   0   0.655  -4.4564  -0.0928  -0.4242
 MW4  C15  C   CR6   0  -0.259  -4.9326   0.9722   0.3177
 MW4  F14  F   F     0  -0.297  -5.3145  -0.8059  -1.1566
 MW4  N05  N   NT    0  -0.486   3.5497  -0.4412  -0.9620
 MW4  N10  N   NH1   0  -0.749  -0.8569   0.0198   0.3954
 MW4  O03  O   O2    0  -0.477   5.4334   0.5462  -0.2888
 MW4  O09  O   O     0  -0.461  -0.5991  -1.6894  -1.0835
 MW4  O22  O   O     0  -0.526   3.6596   1.8254  -0.7876
 MW4  CL1  CL  CL    0  -0.095  -6.6094   1.3643   0.2873
 MW4  H1   H   HCR6  0   0.310  -2.8136  -1.2946  -1.0330
 MW4  H2   H   HCR6  0   0.294  -4.3793   2.5415   1.6663
 MW4  H3   H   HCR6  0   0.286  -2.0064   1.9480   1.6837
 MW4  H4   H   HCH2  0   0.234   1.5770  -2.9973  -0.2667
 MW4  H5   H   HCH2  0   0.255   1.3575  -2.5392   1.4164
 MW4  H6   H   HCH2  0   0.230   3.6533  -1.6312   1.5147
 MW4  H7   H   HCH2  0   0.247   3.7082  -3.2700   0.8853
 MW4  H8   H   HCH2  0   0.274   5.1409  -1.7213  -0.4642
 MW4  H9   H   HCH2  0   0.243   3.8609  -2.4336  -1.4249
 MW4  H10  H   HCH3  0   0.237   8.1965   2.1194   0.6650
 MW4  H11  H   HCH3  0   0.234   7.5385   0.6215   1.3171
 MW4  H12  H   HCH3  0   0.234   8.0850   0.6947  -0.3659
 MW4  H13  H   HCH2  0   0.229   5.7356   2.2878   0.7998
 MW4  H14  H   HCH2  0   0.229   6.2739   2.3505  -0.8805
 MW4  H15  H   HCH2  0   0.255   1.9265  -1.1402  -2.0403
 MW4  H16  H   HCH2  0   0.278   1.8137   0.5497  -1.5575
 MW4  H17  H   HCH1  0   0.271   1.5583  -0.1459   0.8202
 MW4  H18  H   HNH1  0   0.422  -0.3415   0.6111   1.0297

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
 MW4  CL1  C15  single    1.722  0.020  1.722
 MW4  C15  C17  aromatic  1.386  0.020  1.386
 MW4  C15  C13  aromatic  1.383  0.020  1.383
 MW4  C17  C18  aromatic  1.381  0.020  1.381
 MW4  F14  C13  single    1.335  0.020  1.335
 MW4  C13  C12  aromatic  1.380  0.020  1.380
 MW4  C18  C11  aromatic  1.398  0.020  1.398
 MW4  C12  C11  aromatic  1.394  0.020  1.394
 MW4  C11  N10  single    1.393  0.020  1.393
 MW4  N10  C08  single    1.359  0.020  1.359
 MW4  C08  O09  double    1.218  0.020  1.218
 MW4  C08  C07  single    1.514  0.020  1.514
 MW4  C07  C19  single    1.532  0.020  1.532
 MW4  C07  C06  single    1.538  0.020  1.538
 MW4  C19  C20  single    1.526  0.020  1.526
 MW4  C20  C21  single    1.524  0.020  1.524
 MW4  C06  N05  single    1.447  0.020  1.447
 MW4  C21  N05  single    1.456  0.020  1.456
 MW4  N05  C04  single    1.355  0.020  1.355
 MW4  C04  O03  single    1.332  0.020  1.332
 MW4  C04  O22  double    1.217  0.020  1.217
 MW4  O03  C02  single    1.432  0.020  1.432
 MW4  C02  C01  single    1.510  0.020  1.510
 MW4  C12  H1   single    0.930  0.020  1.080
 MW4  C17  H2   single    0.930  0.020  1.080
 MW4  C18  H3   single    0.930  0.020  1.080
 MW4  C19  H4   single    0.970  0.020  1.090
 MW4  C19  H5   single    0.970  0.020  1.090
 MW4  C20  H6   single    0.970  0.020  1.090
 MW4  C20  H7   single    0.970  0.020  1.090
 MW4  C21  H8   single    0.970  0.020  1.090
 MW4  C21  H9   single    0.970  0.020  1.090
 MW4  C01  H10  single    0.970  0.020  1.090
 MW4  C01  H11  single    0.970  0.020  1.090
 MW4  C01  H12  single    0.970  0.020  1.090
 MW4  C02  H13  single    0.970  0.020  1.090
 MW4  C02  H14  single    0.970  0.020  1.090
 MW4  C06  H15  single    0.970  0.020  1.090
 MW4  C06  H16  single    0.970  0.020  1.090
 MW4  C07  H17  single    0.970  0.020  1.090
 MW4  N10  H18  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
 MW4  H1   C12  C13  119.09  3.000
 MW4  H1   C12  C11  122.13  3.000
 MW4  C13  C12  C11  118.78  3.000
 MW4  H2   C17  C15  119.93  3.000
 MW4  H2   C17  C18  119.91  3.000
 MW4  C15  C17  C18  120.16  3.000
 MW4  H3   C18  C11  120.04  3.000
 MW4  H3   C18  C17  119.06  3.000
 MW4  C11  C18  C17  120.90  3.000
 MW4  H5   C19  H4   107.11  3.000
 MW4  H5   C19  C07  110.12  3.000
 MW4  H4   C19  C07  109.00  3.000
 MW4  H5   C19  C20  110.40  3.000
 MW4  H4   C19  C20  109.11  3.000
 MW4  C07  C19  C20  111.01  3.000
 MW4  H7   C20  H6   106.94  3.000
 MW4  H7   C20  C21  109.32  3.000
 MW4  H6   C20  C21  109.39  3.000
 MW4  H7   C20  C19  109.73  3.000
 MW4  H6   C20  C19  110.47  3.000
 MW4  C21  C20  C19  110.91  3.000
 MW4  H9   C21  H8   106.97  3.000
 MW4  H9   C21  N05  107.61  3.000
 MW4  H8   C21  N05  110.75  3.000
 MW4  H9   C21  C20  109.68  3.000
 MW4  H8   C21  C20  111.46  3.000
 MW4  N05  C21  C20  110.24  3.000
 MW4  H12  C01  H11  108.66  3.000
 MW4  H12  C01  H10  107.87  3.000
 MW4  H11  C01  H10  107.79  3.000
 MW4  H12  C01  C02  111.67  3.000
 MW4  H11  C01  C02  111.57  3.000
 MW4  H10  C01  C02  109.14  3.000
 MW4  H14  C02  H13  107.89  3.000
 MW4  H14  C02  O03  110.01  3.000
 MW4  H13  C02  O03  109.97  3.000
 MW4  H14  C02  C01  110.75  3.000
 MW4  H13  C02  C01  110.65  3.000
 MW4  O03  C02  C01  107.58  3.000
 MW4  O22  C04  O03  123.27  3.000
 MW4  O22  C04  N05  124.46  3.000
 MW4  O03  C04  N05  112.26  3.000
 MW4  H16  C06  H15  107.71  3.000
 MW4  H16  C06  N05  109.94  3.000
 MW4  H15  C06  N05  108.34  3.000
 MW4  H16  C06  C07  111.30  3.000
 MW4  H15  C06  C07  109.42  3.000
 MW4  N05  C06  C07  110.04  3.000
 MW4  H17  C07  C08  109.93  3.000
 MW4  H17  C07  C06  107.87  3.000
 MW4  C08  C07  C06  109.25  3.000
 MW4  H17  C07  C19  108.91  3.000
 MW4  C06  C07  C19  109.75  3.000
 MW4  C08  C07  C19  111.07  3.000
 MW4  O09  C08  N10  123.86  3.000
 MW4  O09  C08  C07  121.83  3.000
 MW4  N10  C08  C07  114.31  3.000
 MW4  N10  C11  C18  116.90  3.000
 MW4  N10  C11  C12  123.95  3.000
 MW4  C18  C11  C12  119.15  3.000
 MW4  F14  C13  C15  118.99  3.000
 MW4  F14  C13  C12  118.48  3.000
 MW4  C15  C13  C12  122.53  3.000
 MW4  CL1  C15  C13  120.08  3.000
 MW4  C13  C15  C17  118.48  3.000
 MW4  CL1  C15  C17  121.44  3.000
 MW4  C06  N05  C04  119.22  3.000
 MW4  C04  N05  C21  124.18  3.000
 MW4  C06  N05  C21  113.30  3.000
 MW4  H18  N10  C11  114.75  3.000
 MW4  H18  N10  C08  115.91  3.000
 MW4  C11  N10  C08  129.33  3.000
 MW4  C04  O03  C02  117.57  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
 MW4  CONST_01  C17  C15  C13  C12     0.00   0.0  0
 MW4  CONST_02  C17  C18  C11  C12     0.00   0.0  0
 MW4  CONST_03  C13  C15  C17  C18     0.00   0.0  0
 MW4  CONST_04  C13  C12  C11  C18     0.00   0.0  0
 MW4  CONST_05  C15  C17  C18  C11     0.00   0.0  0
 MW4  CONST_06  C15  C13  C12  C11     0.00   0.0  0
 MW4  CONST_07  CL1  C15  C13  C12   180.00   0.0  0
 MW4  CONST_08  F14  C13  C15  C17   180.00   0.0  0
 MW4  CONST_09  N10  C11  C18  C17   180.00   0.0  0
 MW4  CONST_10  CL1  C15  C17  C18   180.00   0.0  0
 MW4  CONST_11  F14  C13  C12  C11   180.00   0.0  0
 MW4  CONST_12  N10  C11  C12  C13   180.00   0.0  0
 MW4  CONST_13  H3   C18  C11  C12   180.00   0.0  0
 MW4  CONST_14  H1   C12  C11  C18   180.00   0.0  0
 MW4  CONST_15  H2   C17  C18  C11   180.00   0.0  0
 MW4  CONST_16  C11  N10  C08  C07   180.00   0.0  0
 MW4  CONST_17  C08  N10  C11  C12     0.00   0.0  0
 MW4  CONST_18  C08  N10  C11  C18   180.00   0.0  0
 MW4  CONST_19  H18  N10  C11  C12   180.00   0.0  0
 MW4  CONST_20  O09  C08  N10  C11     0.00   0.0  0
 MW4  Var_01    N05  C21  C20  C19    54.72  30.0  1
 MW4  Var_02    C06  N05  C21  C20   -59.69  30.0  1
 MW4  Var_03    C07  C19  C20  C21   -53.11  30.0  1
 MW4  Var_04    C07  C06  N05  C21    60.66  30.0  1
 MW4  Var_05    O03  C04  N05  C21    13.76  30.0  2
 MW4  Var_06    N05  C04  O03  C02   178.21  30.0  1
 MW4  Var_07    H13  C02  O03  C04    58.98  30.0  3
 MW4  Var_08    H10  C01  C02  O03  -179.49  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
 MW4  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
 MW4  plan-1  C12  0.020
 MW4  plan-1  C17  0.020
 MW4  plan-1  C18  0.020
 MW4  plan-1  C11  0.020
 MW4  plan-1  C13  0.020
 MW4  plan-1  C15  0.020
 MW4  plan-1  F14  0.020
 MW4  plan-1  N10  0.020
 MW4  plan-1  CL1  0.020
 MW4  plan-1  H1   0.020
 MW4  plan-1  H2   0.020
 MW4  plan-1  H3   0.020
 MW4  plan-2  C07  0.020
 MW4  plan-2  C08  0.020
 MW4  plan-2  C11  0.020
 MW4  plan-2  N10  0.020
 MW4  plan-2  O09  0.020
 MW4  plan-2  H18  0.020
 MW4  plan-3  C04  0.020
 MW4  plan-3  N05  0.020
 MW4  plan-3  O03  0.020
 MW4  plan-3  O22  0.020

