# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 03:00:54 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: (3S)-N-(3-bromophenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1cccc(NC(=O)[C@@H]2CN(C3CCCCC3)C(=O)C2)c1
#
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
 665  665  (3S)-N-(3-bromophenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide  ligand  43  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_665
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
 665  C1    C   CH2   0  -0.439  -7.2425  -0.1872   0.2230
 665  C2    C   CH2   0  -0.435  -6.0201   0.6227  -0.2016
 665  C3    C   CH1   0  -0.053  -4.7549   0.0215   0.4089
 665  C4    C   CH2   0  -0.426  -4.5876  -1.4478   0.0215
 665  C5    C   CH2   0  -0.439  -5.8187  -2.2537   0.4245
 665  C6    C   CH2   0  -0.430  -7.0954  -1.6569  -0.1597
 665  C7    C   C     0   0.537  -3.0852   1.1442  -1.0665
 665  C8    C   CH2   0  -0.562  -1.8179   1.9495  -0.8609
 665  C9    C   CH1   0  -0.470  -1.3711   1.5742   0.5585
 665  C10   C   CH2   0  -0.249  -2.6873   1.1958   1.2363
 665  N11   N   NT    0  -0.462  -3.5488   0.7900   0.1428
 665  C12   C   C     0   0.579  -0.4170   0.3942   0.4797
 665  N13   N   NH1   0  -0.752   0.8809   0.7695   0.3263
 665  O14   O   O     0  -0.445  -0.7955  -0.7605   0.5073
 665  O15   O   O     0  -0.503  -3.5965   0.8973  -2.1482
 665  C17   C   CR16  0  -0.327   3.2395   0.6506   0.1020
 665  C18   C   CR6   0  -0.097   4.4090  -0.0618  -0.0879
 665  C19   C   CR16  0  -0.251   4.4073  -1.4396  -0.2452
 665  C20   C   CR16  0  -0.240   3.1847  -2.0921  -0.2074
 665  C21   C   CR16  0  -0.312   1.9922  -1.4090  -0.0192
 665  C22   C   CR6   0   0.390   2.0142  -0.0223   0.1383
 665  H8    H   HCH2  0   0.231  -8.1405   0.2360  -0.2326
 665  H1    H   HCH2  0   0.211  -7.3774  -0.1059   1.3073
 665  H2    H   HCH2  0   0.228  -5.9465   0.6215  -1.2903
 665  H10   H   HCH2  0   0.231  -6.1229   1.6639   0.1150
 665  H3    H   HCH1  0   0.237  -4.8823   0.0629   1.4962
 665  H41   H   HCH2  0   0.221  -4.4321  -1.5206  -1.0588
 665  H42   H   HCH2  0   0.235  -3.6903  -1.8477   0.5003
 665  H4    H   HCH2  0   0.212  -5.8962  -2.2700   1.5172
 665  H5    H   HCH2  0   0.231  -5.7029  -3.2928   0.1082
 665  H7    H   HCH2  0   0.211  -7.0716  -1.7455  -1.2513
 665  H6    H   HCH2  0   0.228  -7.9657  -2.2237   0.1798
 665  H81   H   HCH2  0   0.295  -2.0655   3.0126  -0.9213
 665  H82   H   HCH2  0   0.281  -1.0806   1.7472  -1.6379
 665  H9    H   HCH1  0   0.303  -0.8932   2.4121   1.0672
 665  H101  H   HCH2  0   0.259  -2.5698   0.3845   1.9555
 665  H102  H   HCH2  0   0.257  -3.1086   2.0537   1.7685
 665  HN13  H   HNH1  0   0.423   1.0567   1.7629   0.3532
 665  H19   H   HCR6  0   0.279   5.3229  -1.9947  -0.3945
 665  H20   H   HCR6  0   0.272   3.1572  -3.1669  -0.3287
 665  H21   H   HCR6  0   0.287   1.0665  -1.9586   0.0002
 665  H17   H   HCR6  0   0.294   3.2635   1.7271   0.2211
 665  BR1   BR  BR    0  -0.042   6.0499   0.8729  -0.1329

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
 665  C1   C2    single    1.527  0.020  1.527
 665  C1   C6    single    1.526  0.020  1.526
 665  C1   H8    single    0.970  0.020  1.090
 665  C1   H1    single    0.970  0.020  1.090
 665  C2   C3    single    1.528  0.020  1.528
 665  C2   H2    single    0.970  0.020  1.090
 665  C2   H10   single    0.970  0.020  1.090
 665  C3   C4    single    1.529  0.020  1.529
 665  C3   N11   single    1.455  0.020  1.455
 665  C3   H3    single    0.970  0.020  1.090
 665  C4   C5    single    1.526  0.020  1.526
 665  C4   H41   single    0.970  0.020  1.090
 665  C4   H42   single    0.970  0.020  1.090
 665  C5   C6    single    1.526  0.020  1.526
 665  C5   H4    single    0.970  0.020  1.090
 665  C5   H5    single    0.970  0.020  1.090
 665  C6   H7    single    0.970  0.020  1.090
 665  C6   H6    single    0.970  0.020  1.090
 665  C7   C8    single    1.515  0.020  1.515
 665  C7   N11   single    1.343  0.020  1.343
 665  C7   O15   double    1.222  0.020  1.222
 665  C8   C9    single    1.535  0.020  1.535
 665  C8   H81   single    0.970  0.020  1.090
 665  C8   H82   single    0.970  0.020  1.090
 665  C9   C10   single    1.528  0.020  1.528
 665  C9   C12   single    1.519  0.020  1.519
 665  C9   H9    single    0.970  0.020  1.090
 665  C10  N11   single    1.450  0.020  1.450
 665  C10  H101  single    0.970  0.020  1.090
 665  C10  H102  single    0.970  0.020  1.090
 665  C12  N13   single    1.360  0.020  1.360
 665  C12  O14   double    1.215  0.020  1.215
 665  N13  C22   single    1.395  0.020  1.395
 665  N13  HN13  single    0.860  0.020  1.020
 665  BR1  C18   single    1.889  0.020  1.889
 665  C17  C18   aromatic  1.383  0.020  1.383
 665  C17  C22   aromatic  1.398  0.020  1.398
 665  C17  H17   single    0.930  0.020  1.080
 665  C18  C19   aromatic  1.387  0.020  1.387
 665  C19  C20   aromatic  1.386  0.020  1.386
 665  C19  H19   single    0.930  0.020  1.080
 665  C20  C21   aromatic  1.387  0.020  1.387
 665  C20  H20   single    0.930  0.020  1.080
 665  C21  C22   aromatic  1.396  0.020  1.396
 665  C21  H21   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
 665  H1    C1   H8    106.43  3.000
 665  H1    C1   C6    109.36  3.000
 665  H8    C1   C6    110.35  3.000
 665  H1    C1   C2    109.54  3.000
 665  H8    C1   C2    109.68  3.000
 665  C6    C1   C2    111.35  3.000
 665  H10   C2   H2    107.24  3.000
 665  H10   C2   C3    109.69  3.000
 665  H2    C2   C3    110.02  3.000
 665  H10   C2   C1    110.45  3.000
 665  H2    C2   C1    109.33  3.000
 665  C3    C2   C1    110.07  3.000
 665  H3    C3   N11   104.95  3.000
 665  H3    C3   C4    107.49  3.000
 665  N11   C3   C4    111.76  3.000
 665  H3    C3   C2    106.58  3.000
 665  N11   C3   C2    113.93  3.000
 665  C4    C3   C2    111.56  3.000
 665  H42   C4   H41   106.95  3.000
 665  H42   C4   C5    110.71  3.000
 665  H41   C4   C5    109.90  3.000
 665  H42   C4   C3    109.30  3.000
 665  H41   C4   C3    109.26  3.000
 665  C5    C4   C3    110.64  3.000
 665  H5    C5   H4    106.39  3.000
 665  H5    C5   C6    110.49  3.000
 665  H4    C5   C6    109.18  3.000
 665  H5    C5   C4    109.91  3.000
 665  H4    C5   C4    109.17  3.000
 665  C6    C5   C4    111.56  3.000
 665  H6    C6   H7    106.56  3.000
 665  H6    C6   C5    110.16  3.000
 665  H7    C6   C5    109.38  3.000
 665  H6    C6   C1    110.18  3.000
 665  H7    C6   C1    109.27  3.000
 665  C5    C6   C1    111.19  3.000
 665  O15   C7   N11   126.84  3.000
 665  O15   C7   C8    125.27  3.000
 665  N11   C7   C8    107.87  3.000
 665  H82   C8   H81   107.12  3.000
 665  H82   C8   C9    114.64  3.000
 665  H81   C8   C9    110.78  3.000
 665  H82   C8   C7    111.74  3.000
 665  H81   C8   C7    108.65  3.000
 665  C9    C8   C7    103.83  3.000
 665  H9    C9   C12   110.22  3.000
 665  H9    C9   C10   111.15  3.000
 665  C12   C9   C10   111.81  3.000
 665  H9    C9   C8    111.79  3.000
 665  C12   C9   C8    108.95  3.000
 665  C10   C9   C8    102.71  3.000
 665  H102  C10  H101  107.70  3.000
 665  H102  C10  N11   110.95  3.000
 665  H101  C10  N11   110.68  3.000
 665  H102  C10  C9    110.69  3.000
 665  H101  C10  C9    112.58  3.000
 665  N11   C10  C9    104.27  3.000
 665  C10   N11  C7    113.59  3.000
 665  C10   N11  C3    120.17  3.000
 665  C7    N11  C3    126.19  3.000
 665  O14   C12  N13   124.19  3.000
 665  O14   C12  C9    122.75  3.000
 665  N13   C12  C9    113.01  3.000
 665  HN13  N13  C22   114.88  3.000
 665  HN13  N13  C12   115.78  3.000
 665  C22   N13  C12   129.34  3.000
 665  H17   C17  C22   119.66  3.000
 665  H17   C17  C18   120.56  3.000
 665  C22   C17  C18   119.78  3.000
 665  C19   C18  C17   121.78  3.000
 665  C19   C18  BR1   119.34  3.000
 665  C17   C18  BR1   118.89  3.000
 665  H19   C19  C20   120.59  3.000
 665  H19   C19  C18   121.66  3.000
 665  C20   C19  C18   117.75  3.000
 665  H20   C20  C21   118.85  3.000
 665  H20   C20  C19   119.14  3.000
 665  C21   C20  C19   122.01  3.000
 665  H21   C21  C22   121.24  3.000
 665  H21   C21  C20   119.35  3.000
 665  C22   C21  C20   119.41  3.000
 665  C21   C22  C17   119.28  3.000
 665  C21   C22  N13   124.49  3.000
 665  C17   C22  N13   116.24  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
 665  CONST_01  C20   C19  C18  C17    0.00   0.0  0
 665  CONST_02  C20   C21  C22  C17    0.00   0.0  0
 665  CONST_03  C21   C22  C17  C18    0.00   0.0  0
 665  CONST_04  C21   C20  C19  C18    0.00   0.0  0
 665  CONST_05  C22   C17  C18  C19    0.00   0.0  0
 665  CONST_06  C22   C21  C20  C19    0.00   0.0  0
 665  CONST_07  C8    C7   N11  C3   180.00   0.0  0
 665  CONST_08  C10   N11  C7   C8     0.00   0.0  0
 665  CONST_09  C18   C17  C22  N13  180.00   0.0  0
 665  CONST_10  C20   C21  C22  N13  180.00   0.0  0
 665  CONST_11  C22   C17  C18  BR1  180.00   0.0  0
 665  CONST_12  C20   C19  C18  BR1  180.00   0.0  0
 665  CONST_13  O15   C7   N11  C3     0.00   0.0  0
 665  CONST_14  O15   C7   N11  C10  180.00   0.0  0
 665  CONST_15  H19   C19  C18  C17  180.00   0.0  0
 665  CONST_16  H21   C21  C22  C17  180.00   0.0  0
 665  CONST_17  H20   C20  C19  C18  180.00   0.0  0
 665  CONST_18  H17   C17  C18  C19  180.00   0.0  0
 665  CONST_19  C22   N13  C12  C9   180.00   0.0  0
 665  CONST_20  C17   C22  N13  C12  180.00   0.0  0
 665  CONST_21  C21   C22  N13  C12    0.00   0.0  0
 665  CONST_22  HN13  N13  C22  C17    0.00   0.0  0
 665  CONST_23  C22   N13  C12  O14    0.00   0.0  0
 665  Var_01    C4    C5   C6   C1   -54.98  30.0  1
 665  Var_02    C5    C6   C1   C2    55.84  30.0  1
 665  Var_03    C6    C1   C2   C3   -56.45  30.0  1
 665  Var_04    C6    C5   C4   C3    54.93  30.0  1
 665  Var_05    C9    C10  N11  C3   163.23  30.0  1
 665  Var_06    N11   C7   C8   C9    19.67  30.0  1

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
 665  chir_01  C3  C2  C4   N11  negativ
 665  chir_02  C9  C8  C10  C12  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
 665  plan-1  C9    0.020
 665  plan-1  C12   0.020
 665  plan-1  N13   0.020
 665  plan-1  O14   0.020
 665  plan-1  C22   0.020
 665  plan-1  HN13  0.020
 665  plan-2  N13   0.020
 665  plan-2  C17   0.020
 665  plan-2  C18   0.020
 665  plan-2  C19   0.020
 665  plan-2  C20   0.020
 665  plan-2  C21   0.020
 665  plan-2  C22   0.020
 665  plan-2  H19   0.020
 665  plan-2  H20   0.020
 665  plan-2  H21   0.020
 665  plan-2  H17   0.020
 665  plan-2  BR1   0.020
 665  plan-3  C3    0.020
 665  plan-3  C7    0.020
 665  plan-3  C8    0.020
 665  plan-3  C10   0.020
 665  plan-3  N11   0.020
 665  plan-3  O15   0.020

