# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 12:39:11 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (3S)-N-(5-chloro-2-methylphenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(Cl)cc1NC(=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
 744  744  (3S)-N-(5-chloro-2-methylphenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide  ligand  46  23  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_744
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
 744  C1    C   CH2   0  -0.436  -1.6059   1.7360  -2.2550
 744  C2    C   CH2   0  -0.438  -0.9314   2.4411  -3.4288
 744  C3    C   CH1   0  -0.074   0.5861   2.2893  -3.3503
 744  C4    C   CH2   0  -0.426   1.1231   2.8076  -2.0153
 744  C5    C   CH2   0  -0.436   0.4426   2.1062  -0.8438
 744  C6    C   CH2   0  -0.432  -1.0745   2.2414  -0.9175
 744  C7    C   CR5   0   0.537   2.1969   2.3344  -5.2220
 744  C8    C   CH2   0  -0.568   2.6618   3.3367  -6.2558
 744  C9    C   CR15  0  -0.460   2.2338   4.6781  -5.6761
 744  C10   C   CH2   0  -0.264   0.9891   4.2995  -4.8499
 744  N11   N   NR5   0  -0.450   1.2504   2.9273  -4.4691
 744  C12   C   C     0   0.575   3.2903   5.2194  -4.7326
 744  N13   N   NH1   0  -0.747   3.3242   6.5749  -4.6574
 744  O14   O   O     0  -0.450   4.0028   4.4892  -4.0705
 744  O15   O   O     0  -0.504   2.5859   1.1827  -5.1103
 744  C15   C   CR6   0   0.300   4.1077   7.3385  -3.7772
 744  C20   C   CR6   0   0.071   3.5292   8.4644  -3.1757
 744  C23   C   CH3   0  -0.746   2.0947   8.8238  -3.4252
 744  C19   C   CR16  0  -0.313   4.3207   9.2342  -2.3314
 744  C18   C   CR16  0  -0.212   5.6411   8.9086  -2.0609
 744  C17   C   CR6   0  -0.058   6.1805   7.7891  -2.6692
 744  CL1   CL  CL    0  -0.131   7.8339   7.3622  -2.3624
 744  C16   C   CR16  0  -0.234   5.4356   7.0028  -3.5310
 744  HN13  H   HNH1  0   0.417   2.6623   7.0807  -5.2262
 744  H9    H   HCR5  0   0.297   1.9834   5.4112  -6.4431
 744  H101  H   HCH2  0   0.254   0.8525   4.9372  -3.9742
 744  H102  H   HCH2  0   0.267   0.0847   4.3824  -5.4593
 744  H81   H   HCH2  0   0.279   3.7293   3.2462  -6.4498
 744  H82   H   HCH2  0   0.290   2.1390   3.1362  -7.1952
 744  H3    H   HCH1  0   0.242   0.8245   1.2244  -3.4240
 744  H41   H   HCH2  0   0.213   0.9499   3.8874  -1.9433
 744  H42   H   HCH2  0   0.239   2.2051   2.6608  -1.9764
 744  H4    H   HCH2  0   0.233   0.8174   2.5113   0.0987
 744  H5    H   HCH2  0   0.214   0.7113   1.0441  -0.8530
 744  H7    H   HCH2  0   0.230  -1.5424   1.6944  -0.0955
 744  H6    H   HCH2  0   0.212  -1.3522   3.2932  -0.7889
 744  H8    H   HCH2  0   0.215  -1.4306   0.6575  -2.3300
 744  H1    H   HCH2  0   0.233  -2.6874   1.8775  -2.3122
 744  H2    H   HCH2  0   0.240  -1.2952   2.0378  -4.3771
 744  H10   H   HCH2  0   0.221  -1.2025   3.5029  -3.4099
 744  H19   H   HCR6  0   0.264   3.8908  10.1092  -1.8603
 744  H18   H   HCR6  0   0.279   6.2320   9.5168  -1.3902
 744  H16   H   HCR6  0   0.287   5.8891   6.1518  -4.0157
 744  H231  H   HCH3  0   0.253   1.4239   8.0050  -3.1576
 744  H232  H   HCH3  0   0.263   1.8058   9.6933  -2.8383
 744  H233  H   HCH3  0   0.252   1.9053   9.0660  -4.4737

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
 744  C1   C6    single    1.525  0.020  1.525
 744  C1   H8    single    0.970  0.020  1.090
 744  C1   H1    single    0.970  0.020  1.090
 744  C1   C2    single    1.526  0.020  1.526
 744  C2   C3    single    1.527  0.020  1.527
 744  C2   H2    single    0.970  0.020  1.090
 744  C2   H10   single    0.970  0.020  1.090
 744  C3   N11   single    1.449  0.020  1.449
 744  C3   H3    single    0.970  0.020  1.090
 744  C3   C4    single    1.529  0.020  1.529
 744  C4   H41   single    0.970  0.020  1.090
 744  C4   H42   single    0.970  0.020  1.090
 744  C4   C5    single    1.526  0.020  1.526
 744  C5   H4    single    0.970  0.020  1.090
 744  C5   H5    single    0.970  0.020  1.090
 744  C5   C6    single    1.525  0.020  1.525
 744  C6   H7    single    0.970  0.020  1.090
 744  C6   H6    single    0.970  0.020  1.090
 744  C7   N11   single    1.347  0.020  1.347
 744  C7   O15   double    1.221  0.020  1.221
 744  C7   C8    single    1.513  0.020  1.513
 744  C8   C9    single    1.523  0.020  1.523
 744  C8   H81   single    0.970  0.020  1.090
 744  C8   H82   single    0.970  0.020  1.090
 744  C9   C12   single    1.516  0.020  1.516
 744  C9   H9    single    0.970  0.020  1.090
 744  C9   C10   single    1.541  0.020  1.541
 744  C10  H101  single    0.970  0.020  1.090
 744  C10  H102  single    0.970  0.020  1.090
 744  C10  N11   single    1.448  0.020  1.448
 744  C12  N13   single    1.358  0.020  1.358
 744  C12  O14   double    1.216  0.020  1.216
 744  N13  HN13  single    0.860  0.020  1.020
 744  N13  C15   single    1.404  0.020  1.404
 744  C15  C20   aromatic  1.401  0.020  1.401
 744  C15  C16   aromatic  1.392  0.020  1.392
 744  C20  C19   aromatic  1.390  0.020  1.390
 744  C20  C23   single    1.500  0.020  1.500
 744  C23  H231  single    0.970  0.020  1.090
 744  C23  H232  single    0.970  0.020  1.090
 744  C23  H233  single    0.970  0.020  1.090
 744  C19  H19   single    0.930  0.020  1.080
 744  C19  C18   aromatic  1.387  0.020  1.387
 744  C18  H18   single    0.930  0.020  1.080
 744  C18  C17   aromatic  1.384  0.020  1.384
 744  C17  CL1   single    1.735  0.020  1.735
 744  C17  C16   aromatic  1.384  0.020  1.384
 744  C16  H16   single    0.930  0.020  1.080

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
 744  H1    C1   H8    106.40  3.000
 744  H1    C1   C6    110.37  3.000
 744  H8    C1   C6    109.30  3.000
 744  H1    C1   C2    109.72  3.000
 744  H8    C1   C2    109.36  3.000
 744  C6    C1   C2    111.55  3.000
 744  H10   C2   H2    106.86  3.000
 744  H10   C2   C3    109.95  3.000
 744  H2    C2   C3    109.80  3.000
 744  H10   C2   C1    108.96  3.000
 744  H2    C2   C1    110.48  3.000
 744  C3    C2   C1    110.71  3.000
 744  H3    C3   N11   106.07  3.000
 744  H3    C3   C4    108.19  3.000
 744  N11   C3   C4    111.33  3.000
 744  C4    C3   C2    111.10  3.000
 744  H3    C3   C2    108.05  3.000
 744  N11   C3   C2    111.85  3.000
 744  H42   C4   H41   106.65  3.000
 744  H42   C4   C5    110.65  3.000
 744  H41   C4   C5    109.39  3.000
 744  C5    C4   C3    110.97  3.000
 744  H42   C4   C3    109.47  3.000
 744  H41   C4   C3    109.62  3.000
 744  H5    C5   H4    106.42  3.000
 744  H5    C5   C6    109.24  3.000
 744  H4    C5   C6    110.50  3.000
 744  C6    C5   C4    111.46  3.000
 744  H5    C5   C4    109.26  3.000
 744  H4    C5   C4    109.83  3.000
 744  H6    C6   H7    106.49  3.000
 744  H6    C6   C5    109.37  3.000
 744  H7    C6   C5    110.20  3.000
 744  H6    C6   C1    109.43  3.000
 744  H7    C6   C1    110.16  3.000
 744  C5    C6   C1    111.08  3.000
 744  O15   C7   N11   126.02  3.000
 744  O15   C7   C8    126.12  3.000
 744  N11   C7   C8    107.83  3.000
 744  H82   C8   H81   107.48  3.000
 744  H82   C8   C9    110.74  3.000
 744  H81   C8   C9    114.62  3.000
 744  H82   C8   C7    108.58  3.000
 744  H81   C8   C7    111.59  3.000
 744  C9    C8   C7    103.71  3.000
 744  H9    C9   C12   110.97  3.000
 744  H9    C9   C10   110.91  3.000
 744  C12   C9   C10   108.47  3.000
 744  C10   C9   C8    102.39  3.000
 744  H9    C9   C8    112.90  3.000
 744  C12   C9   C8    110.82  3.000
 744  H102  C10  H101  107.41  3.000
 744  H102  C10  N11   111.57  3.000
 744  H101  C10  N11   111.42  3.000
 744  N11   C10  C9    103.18  3.000
 744  H102  C10  C9    110.52  3.000
 744  H101  C10  C9    112.79  3.000
 744  C10   N11  C7    113.39  3.000
 744  C10   N11  C3    122.52  3.000
 744  C7    N11  C3    124.04  3.000
 744  O14   C12  N13   123.68  3.000
 744  O14   C12  C9    122.18  3.000
 744  N13   C12  C9    114.09  3.000
 744  HN13  N13  C15   116.55  3.000
 744  C15   N13  C12   126.26  3.000
 744  HN13  N13  C12   116.93  3.000
 744  C16   C15  C20   120.78  3.000
 744  C16   C15  N13   120.81  3.000
 744  C20   C15  N13   118.40  3.000
 744  C19   C20  C23   120.86  3.000
 744  C23   C20  C15   121.06  3.000
 744  C19   C20  C15   118.08  3.000
 744  H233  C23  H232  107.12  3.000
 744  H233  C23  H231  107.15  3.000
 744  H232  C23  H231  107.69  3.000
 744  H233  C23  C20   112.24  3.000
 744  H232  C23  C20   110.84  3.000
 744  H231  C23  C20   111.55  3.000
 744  H19   C19  C18   118.88  3.000
 744  C18   C19  C20   122.05  3.000
 744  H19   C19  C20   119.07  3.000
 744  H18   C18  C17   120.99  3.000
 744  C17   C18  C19   118.39  3.000
 744  H18   C18  C19   120.63  3.000
 744  C16   C17  CL1   118.89  3.000
 744  C16   C17  C18   121.58  3.000
 744  CL1   C17  C18   119.53  3.000
 744  H16   C16  C17   120.10  3.000
 744  H16   C16  C15   120.78  3.000
 744  C17   C16  C15   119.12  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
 744  CONST_01  C18   C19  C20  C15    0.00   0.0  0
 744  CONST_02  C18   C17  C16  C15    0.00   0.0  0
 744  CONST_03  C17   C16  C15  C20    0.00   0.0  0
 744  CONST_04  C17   C18  C19  C20    0.00   0.0  0
 744  CONST_05  C16   C15  C20  C19    0.00   0.0  0
 744  CONST_06  C16   C17  C18  C19    0.00   0.0  0
 744  CONST_07  C8    C7   N11  C3   180.00   0.0  0
 744  CONST_08  C10   N11  C7   C8     0.00   0.0  0
 744  CONST_09  C19   C20  C15  N13  180.00   0.0  0
 744  CONST_10  C17   C16  C15  N13  180.00   0.0  0
 744  CONST_11  CL1   C17  C16  C15  180.00   0.0  0
 744  CONST_12  C16   C15  C20  C23  180.00   0.0  0
 744  CONST_13  C18   C19  C20  C23  180.00   0.0  0
 744  CONST_14  CL1   C17  C18  C19  180.00   0.0  0
 744  CONST_15  O15   C7   N11  C3     0.00   0.0  0
 744  CONST_16  O15   C7   N11  C10  180.00   0.0  0
 744  CONST_17  H19   C19  C20  C15  180.00   0.0  0
 744  CONST_18  H16   C16  C15  C20  180.00   0.0  0
 744  CONST_19  H18   C18  C19  C20  180.00   0.0  0
 744  CONST_20  C15   N13  C12  C9   180.00   0.0  0
 744  CONST_24  C15   N13  C12  O14    0.00   0.0  0
 744  Var_01    C4    C5   C6   C1    55.07  30.0  1
 744  Var_02    C5    C6   C1   C2   -55.33  30.0  1
 744  Var_03    C6    C1   C2   C3    55.86  30.0  1
 744  Var_04    C9    C10  N11  C3   159.63  30.0  1
 744  Var_05    C6    C5   C4   C3   -55.48  30.0  1
 744  Var_06    N11   C7   C8   C9    19.70  30.0  1
 744  Var_07    H231  C23  C20  C15   57.07  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
 744  chir_01  C3  C2  N11  C4   negativ
 744  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
 744  plan-1  C9    0.020
 744  plan-1  C12   0.020
 744  plan-1  N13   0.020
 744  plan-1  O14   0.020
 744  plan-1  C15   0.020
 744  plan-1  HN13  0.020
 744  plan-2  N13   0.020
 744  plan-2  C15   0.020
 744  plan-2  C20   0.020
 744  plan-2  C23   0.020
 744  plan-2  C19   0.020
 744  plan-2  C18   0.020
 744  plan-2  C17   0.020
 744  plan-2  CL1   0.020
 744  plan-2  C16   0.020
 744  plan-2  H19   0.020
 744  plan-2  H18   0.020
 744  plan-2  H16   0.020
 744  plan-3  C3    0.020
 744  plan-3  C7    0.020
 744  plan-3  C8    0.020
 744  plan-3  C10   0.020
 744  plan-3  N11   0.020
 744  plan-3  O15   0.020

