# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 17:42:50 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: (5S)-3-(4-tert-butylbenzyl)-5-(propan-2-yl)imidazolidine-2,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@@H]1NC(=O)N(Cc2ccc(cc2)C(C)(C)C)C1=O
#
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
 1EP  1EP  (5S)-3-(4-tert-butylbenzyl)-5-(propan-2-yl)imidazolidine-2,4-dione  ligand  45  21  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1EP
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
 1EP  N1   N  NR5   0  -0.538   1.6165   0.5462   0.7805
 1EP  C2   C  CR5   0   0.721   2.0824   1.6600   0.0772
 1EP  O3   O  O     0  -0.485   1.6746   2.7921   0.2232
 1EP  N4   N  NR15  0  -0.683   3.0396   1.2145  -0.7542
 1EP  C5   C  CR15  0  -0.150   3.2478  -0.2114  -0.6856
 1EP  C6   C  CR5   0   0.563   2.2158  -0.6046   0.3611
 1EP  O7   O  O     0  -0.435   1.9626  -1.7138   0.7693
 1EP  C8   C  CH1   0  -0.244   4.6877  -0.6050  -0.3075
 1EP  C9   C  CH3   0  -0.662   4.8854  -2.1158  -0.3736
 1EP  C10  C  CH3   0  -0.668   5.6833   0.0926  -1.2299
 1EP  C11  C  CH2   0  -0.423   0.5530   0.6031   1.7654
 1EP  C12  C  CR6   0   0.112  -0.8022   0.3374   1.1656
 1EP  C13  C  CR16  0  -0.280  -1.5117   1.3499   0.5233
 1EP  C14  C  CR16  0  -0.299  -2.7507   1.0966  -0.0398
 1EP  C15  C  CR6   0   0.189  -3.3365  -0.1716   0.0142
 1EP  C16  C  CR16  0  -0.328  -2.6191  -1.1749   0.6593
 1EP  C17  C  CR16  0  -0.272  -1.3734  -0.9255   1.2248
 1EP  C18  C  CT    0  -0.171  -4.7106  -0.3987  -0.6061
 1EP  C19  C  CH3   0  -0.629  -5.7332   0.5032   0.0992
 1EP  C20  C  CH3   0  -0.632  -4.6623  -0.0510  -2.0999
 1EP  C21  C  CH3   0  -0.666  -5.1747  -1.8483  -0.4649
 1EP  H1   H  HNR5  0   0.417   3.4552   1.8109  -1.4500
 1EP  H2   H  HCR5  0   0.296   2.9832  -0.6892  -1.6369
 1EP  H3   H  HCH1  0   0.241   4.8708  -0.2627   0.7168
 1EP  H4   H  HCH3  0   0.234   5.9190  -2.3651  -0.1326
 1EP  H5   H  HCH3  0   0.244   4.2449  -2.6541   0.3209
 1EP  H6   H  HCH3  0   0.220   4.6818  -2.4904  -1.3796
 1EP  H7   H  HCH3  0   0.235   5.6434   1.1783  -1.1421
 1EP  H8   H  HCH3  0   0.243   6.6998  -0.2130  -0.9807
 1EP  H9   H  HCH3  0   0.225   5.5070  -0.1716  -2.2752
 1EP  H10  H  HCH2  0   0.285   0.7786  -0.1258   2.5428
 1EP  H11  H  HCH2  0   0.286   0.5855   1.5893   2.2269
 1EP  H12  H  HCR6  0   0.248  -1.0952   2.3484   0.4667
 1EP  H13  H  HCR6  0   0.246  -3.2704   1.9118  -0.5285
 1EP  H14  H  HCR6  0   0.249  -3.0201  -2.1764   0.7350
 1EP  H15  H  HCR6  0   0.248  -0.8464  -1.7305   1.7223
 1EP  H16  H  HCH3  0   0.227  -5.4943   1.5619  -0.0102
 1EP  H17  H  HCH3  0   0.227  -6.7297   0.3487  -0.3197
 1EP  H18  H  HCH3  0   0.228  -5.7817   0.2800   1.1667
 1EP  H19  H  HCH3  0   0.228  -3.9426  -0.6806  -2.6260
 1EP  H20  H  HCH3  0   0.227  -5.6416  -0.2098  -2.5560
 1EP  H21  H  HCH3  0   0.228  -4.3835   0.9892  -2.2714
 1EP  H22  H  HCH3  0   0.230  -5.2724  -2.1461   0.5810
 1EP  H23  H  HCH3  0   0.237  -6.1545  -1.9689  -0.9293
 1EP  H24  H  HCH3  0   0.230  -4.4935  -2.5474  -0.9536

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
 1EP  C9   C8   single    1.525  0.020  1.525
 1EP  C8   C10  single    1.526  0.020  1.526
 1EP  C8   C5   single    1.540  0.020  1.540
 1EP  C21  C18  single    1.529  0.020  1.529
 1EP  N4   C5   single    1.443  0.020  1.443
 1EP  N4   C2   single    1.344  0.020  1.344
 1EP  C5   C6   single    1.522  0.020  1.522
 1EP  C19  C18  single    1.535  0.020  1.535
 1EP  C14  C13  aromatic  1.384  0.020  1.384
 1EP  C14  C15  aromatic  1.398  0.020  1.398
 1EP  O3   C2   double    1.212  0.020  1.212
 1EP  C18  C15  single    1.525  0.020  1.525
 1EP  C18  C20  single    1.534  0.020  1.534
 1EP  C2   N1   single    1.397  0.020  1.397
 1EP  C13  C12  aromatic  1.393  0.020  1.393
 1EP  C15  C16  aromatic  1.392  0.020  1.392
 1EP  C6   N1   single    1.364  0.020  1.364
 1EP  C6   O7   double    1.209  0.020  1.209
 1EP  N1   C11  single    1.451  0.020  1.451
 1EP  C12  C11  single    1.506  0.020  1.506
 1EP  C12  C17  aromatic  1.387  0.020  1.387
 1EP  C16  C17  aromatic  1.391  0.020  1.391
 1EP  N4   H1   single    0.860  0.020  1.020
 1EP  C5   H2   single    0.970  0.020  1.090
 1EP  C8   H3   single    0.970  0.020  1.090
 1EP  C9   H4   single    0.970  0.020  1.090
 1EP  C9   H5   single    0.970  0.020  1.090
 1EP  C9   H6   single    0.970  0.020  1.090
 1EP  C10  H7   single    0.970  0.020  1.090
 1EP  C10  H8   single    0.970  0.020  1.090
 1EP  C10  H9   single    0.970  0.020  1.090
 1EP  C11  H10  single    0.970  0.020  1.090
 1EP  C11  H11  single    0.970  0.020  1.090
 1EP  C13  H12  single    0.930  0.020  1.080
 1EP  C14  H13  single    0.930  0.020  1.080
 1EP  C16  H14  single    0.930  0.020  1.080
 1EP  C17  H15  single    0.930  0.020  1.080
 1EP  C19  H16  single    0.970  0.020  1.090
 1EP  C19  H17  single    0.970  0.020  1.090
 1EP  C19  H18  single    0.970  0.020  1.090
 1EP  C20  H19  single    0.970  0.020  1.090
 1EP  C20  H20  single    0.970  0.020  1.090
 1EP  C20  H21  single    0.970  0.020  1.090
 1EP  C21  H22  single    0.970  0.020  1.090
 1EP  C21  H23  single    0.970  0.020  1.090
 1EP  C21  H24  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
 1EP  C11  N1   C6   124.34  3.000
 1EP  C11  N1   C2   123.70  3.000
 1EP  C6   N1   C2   111.80  3.000
 1EP  N4   C2   O3   128.59  3.000
 1EP  O3   C2   N1   124.87  3.000
 1EP  N4   C2   N1   106.54  3.000
 1EP  H1   N4   C5   124.00  3.000
 1EP  H1   N4   C2   121.70  3.000
 1EP  C5   N4   C2   113.64  3.000
 1EP  H2   C5   C8   109.10  3.000
 1EP  H2   C5   C6   108.69  3.000
 1EP  C8   C5   C6   113.53  3.000
 1EP  H2   C5   N4   110.76  3.000
 1EP  C6   C5   N4   100.97  3.000
 1EP  C8   C5   N4   113.53  3.000
 1EP  O7   C6   C5   127.70  3.000
 1EP  O7   C6   N1   125.34  3.000
 1EP  C5   C6   N1   106.95  3.000
 1EP  H3   C8   C10  108.26  3.000
 1EP  H3   C8   C9   109.17  3.000
 1EP  C10  C8   C9   110.00  3.000
 1EP  H3   C8   C5   107.82  3.000
 1EP  C10  C8   C5   110.17  3.000
 1EP  C9   C8   C5   111.33  3.000
 1EP  H6   C9   H5   107.97  3.000
 1EP  H6   C9   H4   107.57  3.000
 1EP  H5   C9   H4   107.70  3.000
 1EP  H6   C9   C8   110.82  3.000
 1EP  H5   C9   C8   112.73  3.000
 1EP  H4   C9   C8   109.87  3.000
 1EP  H9   C10  H8   107.54  3.000
 1EP  H9   C10  H7   108.18  3.000
 1EP  H8   C10  H7   107.16  3.000
 1EP  H9   C10  C8   111.25  3.000
 1EP  H8   C10  C8   110.00  3.000
 1EP  H7   C10  C8   112.51  3.000
 1EP  H11  C11  H10  107.30  3.000
 1EP  H11  C11  C12  110.82  3.000
 1EP  H10  C11  C12  110.65  3.000
 1EP  H11  C11  N1   107.53  3.000
 1EP  H10  C11  N1   107.84  3.000
 1EP  C12  C11  N1   112.49  3.000
 1EP  C17  C12  C13  118.13  3.000
 1EP  C17  C12  C11  120.95  3.000
 1EP  C13  C12  C11  120.92  3.000
 1EP  H12  C13  C14  119.44  3.000
 1EP  H12  C13  C12  119.87  3.000
 1EP  C14  C13  C12  120.69  3.000
 1EP  H13  C14  C15  119.94  3.000
 1EP  H13  C14  C13  118.37  3.000
 1EP  C15  C14  C13  121.69  3.000
 1EP  C18  C15  C16  123.08  3.000
 1EP  C16  C15  C14  117.12  3.000
 1EP  C18  C15  C14  119.80  3.000
 1EP  H14  C16  C17  118.02  3.000
 1EP  H14  C16  C15  120.59  3.000
 1EP  C17  C16  C15  121.39  3.000
 1EP  H15  C17  C16  119.30  3.000
 1EP  H15  C17  C12  119.72  3.000
 1EP  C16  C17  C12  120.98  3.000
 1EP  C21  C18  C20  108.32  3.000
 1EP  C20  C18  C19  109.58  3.000
 1EP  C21  C18  C19  108.21  3.000
 1EP  C20  C18  C15  109.51  3.000
 1EP  C19  C18  C15  109.03  3.000
 1EP  C21  C18  C15  112.16  3.000
 1EP  H18  C19  H17  107.80  3.000
 1EP  H18  C19  H16  107.83  3.000
 1EP  H17  C19  H16  107.39  3.000
 1EP  H18  C19  C18  111.02  3.000
 1EP  H17  C19  C18  110.40  3.000
 1EP  H16  C19  C18  112.22  3.000
 1EP  H21  C20  H20  107.60  3.000
 1EP  H21  C20  H19  107.81  3.000
 1EP  H20  C20  H19  107.83  3.000
 1EP  H21  C20  C18  112.17  3.000
 1EP  H20  C20  C18  110.21  3.000
 1EP  H19  C20  C18  111.06  3.000
 1EP  H24  C21  H23  107.40  3.000
 1EP  H24  C21  H22  108.06  3.000
 1EP  H23  C21  H22  107.29  3.000
 1EP  H24  C21  C18  112.12  3.000
 1EP  H23  C21  C18  109.77  3.000
 1EP  H22  C21  C18  111.98  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
 1EP  CONST_01  C15  C14  C13  C12    0.00   0.0  0
 1EP  CONST_02  C15  C16  C17  C12    0.00   0.0  0
 1EP  CONST_03  C16  C15  C14  C13    0.00   0.0  0
 1EP  CONST_04  C16  C17  C12  C13    0.00   0.0  0
 1EP  CONST_05  C17  C12  C13  C14    0.00   0.0  0
 1EP  CONST_06  C17  C16  C15  C14    0.00   0.0  0
 1EP  CONST_07  C5   N4   C2   N1     0.00   0.0  0
 1EP  CONST_08  C5   C6   N1   C2     0.00   0.0  0
 1EP  CONST_09  C6   N1   C2   N4     0.00   0.0  0
 1EP  CONST_10  C14  C13  C12  C11  180.00   0.0  0
 1EP  CONST_11  C16  C17  C12  C11  180.00   0.0  0
 1EP  CONST_12  C18  C15  C14  C13  180.00   0.0  0
 1EP  CONST_13  C18  C15  C16  C17  180.00   0.0  0
 1EP  CONST_14  C5   N4   C2   O3   180.00   0.0  0
 1EP  CONST_15  C6   N1   C2   O3   180.00   0.0  0
 1EP  CONST_16  C11  N1   C2   N4   180.00   0.0  0
 1EP  CONST_17  C11  N1   C6   C5   180.00   0.0  0
 1EP  CONST_18  H13  C14  C13  C12  180.00   0.0  0
 1EP  CONST_19  H14  C16  C17  C12  180.00   0.0  0
 1EP  CONST_20  H15  C17  C12  C13  180.00   0.0  0
 1EP  CONST_21  H12  C13  C14  C15  180.00   0.0  0
 1EP  CONST_22  H1   N4   C2   N1   180.00   0.0  0
 1EP  CONST_23  C11  N1   C2   O3     0.00   0.0  0
 1EP  Var_01    C13  C12  C11  N1   -82.20  30.0  2
 1EP  Var_02    C12  C11  N1   C2    92.09  30.0  3
 1EP  Var_03    C21  C18  C15  C14  179.21  30.0  2
 1EP  Var_04    H4   C9   C8   C5   178.22  30.0  3
 1EP  Var_05    H7   C10  C8   C5    62.46  30.0  3
 1EP  Var_06    H22  C21  C18  C15   61.51  30.0  3
 1EP  Var_07    H16  C19  C18  C15   60.98  30.0  3
 1EP  Var_08    H19  C20  C18  C15   60.56  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
 1EP  chir_01  C5  C8  N4  C6  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
 1EP  plan-1  C11  0.020
 1EP  plan-1  C12  0.020
 1EP  plan-1  C13  0.020
 1EP  plan-1  C14  0.020
 1EP  plan-1  C15  0.020
 1EP  plan-1  C16  0.020
 1EP  plan-1  C17  0.020
 1EP  plan-1  C18  0.020
 1EP  plan-1  H12  0.020
 1EP  plan-1  H13  0.020
 1EP  plan-1  H14  0.020
 1EP  plan-1  H15  0.020
 1EP  plan-2  N1   0.020
 1EP  plan-2  C2   0.020
 1EP  plan-2  O3   0.020
 1EP  plan-2  N4   0.020
 1EP  plan-2  C5   0.020
 1EP  plan-2  C6   0.020
 1EP  plan-2  O7   0.020
 1EP  plan-2  C11  0.020
 1EP  plan-2  H1   0.020

