# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 16:43:58 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (3S)-N-(3-chloro-2-methylphenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(Cl)cccc1NC(=O)[C@@H]2CN(C3CCCCC3)C(=O)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
 468  468  (3S)-N-(3-chloro-2-methylphenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide  ligand  46  23  .  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_468
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
 468  C1    C   CH2   0  -0.436  -1.4209  2.0641  -2.0410
 468  C2    C   CH2   0  -0.435  -0.8214  2.5934  -3.3404
 468  C3    C   CH1   0  -0.073   0.6828  2.3283  -3.3875
 468  C4    C   CH2   0  -0.431   1.3829  2.9393  -2.1726
 468  C5    C   CH2   0  -0.436   0.7802  2.4112  -0.8743
 468  C6    C   CH2   0  -0.432  -0.7244  2.6576  -0.8211
 468  C7    C   CR5   0   0.534   1.9707  2.0094  -5.4734
 468  C8    C   CH2   0  -0.567   2.3971  2.8655  -6.6466
 468  C9    C   CR15  0  -0.461   2.2909  4.2861  -6.1099
 468  C10   C   CH2   0  -0.267   1.1483  4.1597  -5.0857
 468  N11   N   NR5   0  -0.451   1.2721  2.7917  -4.6272
 468  C12   C   C     0   0.576   3.5543  4.6856  -5.3729
 468  N13   N   NH1   0  -0.751   3.7800  6.0231  -5.3417
 468  O14   O   O     0  -0.453   4.2718  3.8721  -4.8225
 468  O15   O   O     0  -0.503   2.1900  0.8167  -5.3342
 468  C15   C   CR6   0   0.296   4.8302  6.6488  -4.6437
 468  C20   C   CR16  0  -0.260   5.0670  6.3293  -3.3110
 468  C19   C   CR16  0  -0.286   6.0789  6.9686  -2.6164
 468  C18   C   CR16  0  -0.208   6.8416  7.9443  -3.2364
 468  C17   C   CR6   0  -0.114   6.5847  8.2561  -4.5617
 468  C16   C   CR6   0   0.126   5.6015  7.6108  -5.3115
 468  C23   C   CH3   0  -0.732   5.3566  7.9217  -6.7570
 468  CL1   CL  CL    0  -0.129   7.5483  9.5035  -5.2936
 468  HN13  H   HNH1  0   0.418   3.1806  6.6108  -5.9006
 468  H9    H   HCR5  0   0.297   2.0390  5.0147  -6.8806
 468  H101  H   HCH2  0   0.261   1.2354  4.8699  -4.2613
 468  H102  H   HCH2  0   0.266   0.1825  4.3377  -5.5676
 468  H81   H   HCH2  0   0.279   3.3835  2.5879  -7.0140
 468  H82   H   HCH2  0   0.289   1.6838  2.7146  -7.4621
 468  H3    H   HCH1  0   0.242   0.8405  1.2466  -3.3643
 468  H41   H   HCH2  0   0.215   1.2789  4.0300  -2.1977
 468  H42   H   HCH2  0   0.239   2.4533  2.7251  -2.2210
 468  H4    H   HCH2  0   0.233   1.2736  2.8793  -0.0196
 468  H5    H   HCH2  0   0.215   0.9743  1.3362  -0.7929
 468  H7    H   HCH2  0   0.230  -1.1439  2.2341   0.0945
 468  H6    H   HCH2  0   0.212  -0.9138  3.7358  -0.7811
 468  H8    H   HCH2  0   0.215  -1.3225  0.9735  -2.0179
 468  H1    H   HCH2  0   0.233  -2.4914  2.2786  -2.0124
 468  H2    H   HCH2  0   0.239  -1.3058  2.1287  -4.2029
 468  H10   H   HCH2  0   0.220  -1.0089  3.6707  -3.4126
 468  H18   H   HCR6  0   0.279   7.6211  8.4614  -2.6944
 468  H19   H   HCR6  0   0.270   6.2643  6.7198  -1.5804
 468  H20   H   HCR6  0   0.267   4.4502  5.5972  -2.8095
 468  H231  H   HCH3  0   0.258   6.2571  8.2782  -7.2506
 468  H232  H   HCH3  0   0.252   5.0179  7.0391  -7.2968
 468  H233  H   HCH3  0   0.263   4.5932  8.6940  -6.8769

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
 468  C1   C6    single    1.525  0.020  1.525
 468  C1   H8    single    0.970  0.020  1.090
 468  C1   H1    single    0.970  0.020  1.090
 468  C1   C2    single    1.526  0.020  1.526
 468  C2   C3    single    1.528  0.020  1.528
 468  C2   H2    single    0.970  0.020  1.090
 468  C2   H10   single    0.970  0.020  1.090
 468  C3   N11   single    1.449  0.020  1.449
 468  C3   H3    single    0.970  0.020  1.090
 468  C3   C4    single    1.529  0.020  1.529
 468  C4   H41   single    0.970  0.020  1.090
 468  C4   H42   single    0.970  0.020  1.090
 468  C4   C5    single    1.526  0.020  1.526
 468  C5   H4    single    0.970  0.020  1.090
 468  C5   H5    single    0.970  0.020  1.090
 468  C5   C6    single    1.526  0.020  1.526
 468  C6   H7    single    0.970  0.020  1.090
 468  C6   H6    single    0.970  0.020  1.090
 468  C7   N11   single    1.348  0.020  1.348
 468  C7   O15   double    1.221  0.020  1.221
 468  C7   C8    single    1.514  0.020  1.514
 468  C8   C9    single    1.522  0.020  1.522
 468  C8   H81   single    0.970  0.020  1.090
 468  C8   H82   single    0.970  0.020  1.090
 468  C9   C12   single    1.516  0.020  1.516
 468  C9   H9    single    0.970  0.020  1.090
 468  C9   C10   single    1.540  0.020  1.540
 468  C10  H101  single    0.970  0.020  1.090
 468  C10  H102  single    0.970  0.020  1.090
 468  C10  N11   single    1.448  0.020  1.448
 468  C12  N13   single    1.357  0.020  1.357
 468  C12  O14   double    1.216  0.020  1.216
 468  N13  HN13  single    0.860  0.020  1.020
 468  N13  C15   single    1.408  0.020  1.408
 468  C15  C16   aromatic  1.402  0.020  1.402
 468  C15  C20   aromatic  1.391  0.020  1.391
 468  C20  C19   aromatic  1.384  0.020  1.384
 468  C20  H20   single    0.930  0.020  1.080
 468  C19  C18   aromatic  1.385  0.020  1.385
 468  C19  H19   single    0.930  0.020  1.080
 468  C18  C17   aromatic  1.385  0.020  1.385
 468  C18  H18   single    0.930  0.020  1.080
 468  C17  C16   aromatic  1.395  0.020  1.395
 468  C17  CL1   single    1.738  0.020  1.738
 468  C16  C23   single    1.499  0.020  1.499
 468  C23  H231  single    0.970  0.020  1.090
 468  C23  H232  single    0.970  0.020  1.090
 468  C23  H233  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
 468  H1    C1   H8    106.44  3.000
 468  H1    C1   C6    110.50  3.000
 468  H8    C1   C6    109.25  3.000
 468  H1    C1   C2    109.84  3.000
 468  H8    C1   C2    109.15  3.000
 468  C6    C1   C2    111.52  3.000
 468  H10   C2   H2    106.86  3.000
 468  H10   C2   C3    109.69  3.000
 468  H2    C2   C3    109.77  3.000
 468  H10   C2   C1    109.26  3.000
 468  H2    C2   C1    110.52  3.000
 468  C3    C2   C1    110.66  3.000
 468  H3    C3   N11   106.01  3.000
 468  H3    C3   C4    108.20  3.000
 468  N11   C3   C4    111.45  3.000
 468  C4    C3   C2    110.91  3.000
 468  H3    C3   C2    108.24  3.000
 468  N11   C3   C2    111.80  3.000
 468  H42   C4   H41   106.69  3.000
 468  H42   C4   C5    110.90  3.000
 468  H41   C4   C5    109.05  3.000
 468  C5    C4   C3    110.90  3.000
 468  H42   C4   C3    109.57  3.000
 468  H41   C4   C3    109.63  3.000
 468  H5    C5   H4    106.40  3.000
 468  H5    C5   C6    109.31  3.000
 468  H4    C5   C6    110.42  3.000
 468  C6    C5   C4    111.31  3.000
 468  H5    C5   C4    109.45  3.000
 468  H4    C5   C4    109.82  3.000
 468  H6    C6   H7    106.53  3.000
 468  H6    C6   C5    109.32  3.000
 468  H7    C6   C5    110.20  3.000
 468  H6    C6   C1    109.47  3.000
 468  H7    C6   C1    110.13  3.000
 468  C5    C6   C1    111.08  3.000
 468  O15   C7   N11   126.06  3.000
 468  O15   C7   C8    126.18  3.000
 468  N11   C7   C8    107.73  3.000
 468  H82   C8   H81   107.70  3.000
 468  H82   C8   C9    110.25  3.000
 468  H81   C8   C9    114.84  3.000
 468  H82   C8   C7    108.43  3.000
 468  H81   C8   C7    111.88  3.000
 468  C9    C8   C7    103.58  3.000
 468  H9    C9   C12   111.10  3.000
 468  H9    C9   C10   110.71  3.000
 468  C12   C9   C10   108.46  3.000
 468  C10   C9   C8    102.11  3.000
 468  H9    C9   C8    112.99  3.000
 468  C12   C9   C8    111.05  3.000
 468  H102  C10  H101  107.30  3.000
 468  H102  C10  N11   111.64  3.000
 468  H101  C10  N11   111.63  3.000
 468  N11   C10  C9    102.99  3.000
 468  H102  C10  C9    110.41  3.000
 468  H101  C10  C9    112.94  3.000
 468  C10   N11  C7    113.19  3.000
 468  C10   N11  C3    122.57  3.000
 468  C7    N11  C3    124.23  3.000
 468  O14   C12  N13   123.42  3.000
 468  O14   C12  C9    122.36  3.000
 468  N13   C12  C9    114.18  3.000
 468  HN13  N13  C15   117.34  3.000
 468  C15   N13  C12   125.01  3.000
 468  HN13  N13  C12   117.56  3.000
 468  C16   C15  C20   121.35  3.000
 468  C20   C15  N13   120.01  3.000
 468  C16   C15  N13   118.63  3.000
 468  H20   C20  C19   119.83  3.000
 468  H20   C20  C15   120.20  3.000
 468  C19   C20  C15   119.96  3.000
 468  H19   C19  C18   119.77  3.000
 468  H19   C19  C20   120.00  3.000
 468  C18   C19  C20   120.22  3.000
 468  H18   C18  C17   120.37  3.000
 468  H18   C18  C19   120.63  3.000
 468  C17   C18  C19   118.99  3.000
 468  CL1   C17  C16   119.77  3.000
 468  CL1   C17  C18   117.49  3.000
 468  C16   C17  C18   122.74  3.000
 468  C23   C16  C17   122.53  3.000
 468  C23   C16  C15   120.78  3.000
 468  C17   C16  C15   116.69  3.000
 468  H233  C23  H232  107.54  3.000
 468  H233  C23  H231  107.29  3.000
 468  H232  C23  H231  107.36  3.000
 468  H233  C23  C16   111.51  3.000
 468  H232  C23  C16   111.16  3.000
 468  H231  C23  C16   111.76  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
 468  CONST_01  C18   C17  C16  C15     0.00   0.0  0
 468  CONST_02  C18   C19  C20  C15     0.00   0.0  0
 468  CONST_03  C17   C16  C15  C20     0.00   0.0  0
 468  CONST_04  C17   C18  C19  C20     0.00   0.0  0
 468  CONST_05  C16   C15  C20  C19     0.00   0.0  0
 468  CONST_06  C16   C17  C18  C19     0.00   0.0  0
 468  CONST_07  C8    C7   N11  C3    180.00   0.0  0
 468  CONST_08  C10   N11  C7   C8      0.00   0.0  0
 468  CONST_09  C17   C16  C15  N13   180.00   0.0  0
 468  CONST_10  C19   C20  C15  N13   180.00   0.0  0
 468  CONST_11  CL1   C17  C16  C15   180.00   0.0  0
 468  CONST_12  C23   C16  C15  C20   180.00   0.0  0
 468  CONST_13  CL1   C17  C18  C19   180.00   0.0  0
 468  CONST_14  C23   C16  C17  C18   180.00   0.0  0
 468  CONST_15  O15   C7   N11  C3      0.00   0.0  0
 468  CONST_16  O15   C7   N11  C10   180.00   0.0  0
 468  CONST_17  H19   C19  C20  C15   180.00   0.0  0
 468  CONST_18  H18   C18  C19  C20   180.00   0.0  0
 468  CONST_19  H20   C20  C19  C18   180.00   0.0  0
 468  CONST_20  C15   N13  C12  C9    180.00   0.0  0
 468  CONST_24  C15   N13  C12  O14     0.00   0.0  0
 468  Var_01    C4    C5   C6   C1     55.18  30.0  1
 468  Var_02    C5    C6   C1   C2    -55.38  30.0  1
 468  Var_03    C6    C1   C2   C3     55.99  30.0  1
 468  Var_04    C9    C10  N11  C3    160.99  30.0  1
 468  Var_05    C6    C5   C4   C3    -55.82  30.0  1
 468  Var_06    N11   C7   C8   C9     19.87  30.0  1
 468  Var_07    H231  C23  C16  C15  -152.41  30.0  2

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
 468  chir_01  C3  C2  N11  C4   negativ
 468  chir_02  C9  C8  C12  C10  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
 468  plan-1  C9    0.020
 468  plan-1  C12   0.020
 468  plan-1  N13   0.020
 468  plan-1  O14   0.020
 468  plan-1  C15   0.020
 468  plan-1  HN13  0.020
 468  plan-2  N13   0.020
 468  plan-2  C15   0.020
 468  plan-2  C20   0.020
 468  plan-2  C19   0.020
 468  plan-2  C18   0.020
 468  plan-2  C17   0.020
 468  plan-2  C16   0.020
 468  plan-2  C23   0.020
 468  plan-2  CL1   0.020
 468  plan-2  H18   0.020
 468  plan-2  H19   0.020
 468  plan-2  H20   0.020
 468  plan-3  C3    0.020
 468  plan-3  C7    0.020
 468  plan-3  C8    0.020
 468  plan-3  C10   0.020
 468  plan-3  N11   0.020
 468  plan-3  O15   0.020

