# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 12:10:48 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: (5R)-5-[(4-fluorophenyl)methyl]-5-(2-hydroxyethyl)-3-(2-methoxyethyl)imidazolidine-2,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCN1C(=O)N[C@@](CCO)(Cc2ccc(F)cc2)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
 RQP  RQP  (5R)-5-[(4-fluorophenyl)methyl]-5-(2-hydroxyethyl)-3-(2-methoxyethyl)imidazolidine-2,4-dione  ligand  41  22  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_RQP
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
 RQP  C10  C  CH2   0  -0.443   1.6499  -2.3451  -0.4863
 RQP  C13  C  CH2   0  -0.484  -0.8333  -2.0058  -0.7389
 RQP  C15  C  CR16  0  -0.280  -2.4599  -0.2493  -1.5189
 RQP  C17  C  CR6   0   0.513  -4.1856   0.5648  -0.0986
 RQP  C20  C  CR16  0  -0.285  -2.7196  -1.1366   0.6873
 RQP  C21  C  CR5   0   0.580   0.7010  -0.0289  -0.7967
 RQP  C01  C  CH3   0  -0.393   4.4873   2.1909   0.0462
 RQP  C03  C  CH2   0  -0.142   2.2435   2.6966   0.4606
 RQP  C06  C  CR5   0   0.708   0.4086   0.2521   1.4486
 RQP  C09  C  CR5   0  -0.018   0.4789  -1.4089  -0.1862
 RQP  C11  C  CH2   0  -0.153   2.9873  -1.8628   0.0496
 RQP  C14  C  CR6   0   0.105  -2.0293  -1.1234  -0.5229
 RQP  C16  C  CR16  0  -0.397  -3.5378   0.6008  -1.3173
 RQP  C19  C  CR16  0  -0.397  -3.7986  -0.2939   0.9115
 RQP  N05  N  NR5   0  -0.534   0.6115   0.8771   0.2136
 RQP  N08  N  NR15  0  -0.674   0.3712  -1.0715   1.2119
 RQP  O02  O  O2    0  -0.477   3.1506   1.9780  -0.3301
 RQP  O07  O  O     0  -0.478   0.3022   0.8359   2.5047
 RQP  O12  O  OH1   0  -0.671   3.9691  -2.7892  -0.3615
 RQP  O22  O  O     0  -0.434   0.8915   0.2044  -1.9665
 RQP  H1   H  HCH2  0   0.256   1.4195  -3.3289  -0.0672
 RQP  H2   H  HCH2  0   0.250   1.7135  -2.4694  -1.5699
 RQP  H3   H  HCH2  0   0.269  -0.6924  -2.2003  -1.8036
 RQP  H4   H  HCH2  0   0.274  -0.9830  -2.9762  -0.2593
 RQP  H5   H  HCR6  0   0.261  -1.9509  -0.2300  -2.4743
 RQP  H6   H  HCR6  0   0.259  -2.4218  -1.8200   1.4724
 RQP  H7   H  HCH3  0   0.234   5.1188   1.5805  -0.5980
 RQP  H8   H  HCH3  0   0.208   4.7860   3.2395  -0.0692
 RQP  H9   H  HCH3  0   0.205   4.6699   1.9005   1.0874
 RQP  H10  H  HCH2  0   0.220   2.3509   3.7807   0.3164
 RQP  H11  H  HCH2  0   0.210   2.4081   2.4996   1.5284
 RQP  H12  H  HCH2  0   0.277   0.1214   2.8351   0.7031
 RQP  H13  H  HCH2  0   0.272   0.6233   2.5689  -0.9591
 RQP  H14  H  HCH2  0   0.204   3.2063  -0.8567  -0.3314
 RQP  H15  H  HCH2  0   0.202   2.9428  -1.7872   1.1421
 RQP  H16  H  HCR6  0   0.278  -3.8684   1.2730  -2.0981
 RQP  H17  H  HCR6  0   0.278  -4.3308  -0.3101   1.8538
 RQP  H18  H  HNR5  0   0.412   0.2049  -1.7427   1.9447
 RQP  H19  H  HOH1  0   0.455   4.8136  -2.5127   0.0054
 RQP  C04  C  CH2   0  -0.354   0.8324   2.2992   0.0753
 RQP  F18  F  F     0  -0.317  -5.2317   1.3828   0.1073

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
 RQP  O07  C06  double    1.211  0.020  1.211
 RQP  C03  O02  single    1.402  0.020  1.402
 RQP  C03  C04  single    1.516  0.020  1.516
 RQP  O02  C01  single    1.405  0.020  1.405
 RQP  C06  N08  single    1.345  0.020  1.345
 RQP  C06  N05  single    1.399  0.020  1.399
 RQP  C16  C15  aromatic  1.388  0.020  1.388
 RQP  C16  C17  aromatic  1.381  0.020  1.381
 RQP  F18  C17  single    1.344  0.020  1.344
 RQP  C04  N05  single    1.446  0.020  1.446
 RQP  C15  C14  aromatic  1.393  0.020  1.393
 RQP  C17  C19  aromatic  1.381  0.020  1.381
 RQP  N08  C09  single    1.442  0.020  1.442
 RQP  N05  C21  single    1.360  0.020  1.360
 RQP  C14  C13  single    1.502  0.020  1.502
 RQP  C14  C20  aromatic  1.393  0.020  1.393
 RQP  C09  C21  single    1.525  0.020  1.525
 RQP  C09  C13  single    1.544  0.020  1.544
 RQP  C09  C10  single    1.529  0.020  1.529
 RQP  C19  C20  aromatic  1.387  0.020  1.387
 RQP  C21  O22  double    1.208  0.020  1.208
 RQP  C11  C10  single    1.519  0.020  1.519
 RQP  C11  O12  single    1.411  0.020  1.411
 RQP  C10  H1   single    0.970  0.020  1.090
 RQP  C10  H2   single    0.970  0.020  1.090
 RQP  C13  H3   single    0.970  0.020  1.090
 RQP  C13  H4   single    0.970  0.020  1.090
 RQP  C15  H5   single    0.930  0.020  1.080
 RQP  C20  H6   single    0.930  0.020  1.080
 RQP  C01  H7   single    0.970  0.020  1.090
 RQP  C01  H8   single    0.970  0.020  1.090
 RQP  C01  H9   single    0.970  0.020  1.090
 RQP  C03  H10  single    0.970  0.020  1.090
 RQP  C03  H11  single    0.970  0.020  1.090
 RQP  C04  H12  single    0.970  0.020  1.090
 RQP  C04  H13  single    0.970  0.020  1.090
 RQP  C11  H14  single    0.970  0.020  1.090
 RQP  C11  H15  single    0.970  0.020  1.090
 RQP  C16  H16  single    0.930  0.020  1.080
 RQP  C19  H17  single    0.930  0.020  1.080
 RQP  N08  H18  single    0.860  0.020  1.020
 RQP  O12  H19  single    0.850  0.020  0.980

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
 RQP  H2   C10  H1   106.85  3.000
 RQP  H2   C10  C11  109.56  3.000
 RQP  H1   C10  C11  109.62  3.000
 RQP  H2   C10  C09  107.99  3.000
 RQP  H1   C10  C09  108.31  3.000
 RQP  C11  C10  C09  114.24  3.000
 RQP  H4   C13  H3   106.71  3.000
 RQP  H4   C13  C14  110.46  3.000
 RQP  H3   C13  C14  110.36  3.000
 RQP  H4   C13  C09  107.61  3.000
 RQP  H3   C13  C09  107.96  3.000
 RQP  C14  C13  C09  113.46  3.000
 RQP  H5   C15  C16  118.85  3.000
 RQP  H5   C15  C14  119.78  3.000
 RQP  C16  C15  C14  121.37  3.000
 RQP  F18  C17  C19  118.98  3.000
 RQP  C19  C17  C16  122.03  3.000
 RQP  F18  C17  C16  118.99  3.000
 RQP  H6   C20  C19  118.70  3.000
 RQP  H6   C20  C14  119.97  3.000
 RQP  C19  C20  C14  121.33  3.000
 RQP  O22  C21  N05  126.96  3.000
 RQP  O22  C21  C09  125.82  3.000
 RQP  N05  C21  C09  107.20  3.000
 RQP  H9   C01  H8   107.93  3.000
 RQP  H9   C01  H7   108.47  3.000
 RQP  H8   C01  H7   108.41  3.000
 RQP  H9   C01  O02  111.89  3.000
 RQP  H8   C01  O02  112.08  3.000
 RQP  H7   C01  O02  107.96  3.000
 RQP  H11  C03  H10  106.85  3.000
 RQP  H11  C03  O02  111.07  3.000
 RQP  H10  C03  O02  111.62  3.000
 RQP  H11  C03  C04  109.85  3.000
 RQP  H10  C03  C04  108.43  3.000
 RQP  O02  C03  C04  108.95  3.000
 RQP  O07  C06  N08  128.69  3.000
 RQP  N08  C06  N05  106.75  3.000
 RQP  O07  C06  N05  124.55  3.000
 RQP  N08  C09  C21  100.79  3.000
 RQP  C21  C09  C13  109.29  3.000
 RQP  N08  C09  C13  111.96  3.000
 RQP  C13  C09  C10  110.12  3.000
 RQP  C21  C09  C10  111.34  3.000
 RQP  N08  C09  C10  113.00  3.000
 RQP  H15  C11  H14  106.90  3.000
 RQP  H15  C11  O12  111.34  3.000
 RQP  H14  C11  O12  111.21  3.000
 RQP  H15  C11  C10  109.74  3.000
 RQP  H14  C11  C10  110.12  3.000
 RQP  O12  C11  C10  107.54  3.000
 RQP  C20  C14  C15  118.27  3.000
 RQP  C20  C14  C13  120.92  3.000
 RQP  C15  C14  C13  120.79  3.000
 RQP  H16  C16  C17  120.65  3.000
 RQP  H16  C16  C15  120.87  3.000
 RQP  C17  C16  C15  118.48  3.000
 RQP  H17  C19  C20  120.94  3.000
 RQP  H17  C19  C17  120.55  3.000
 RQP  C20  C19  C17  118.51  3.000
 RQP  C06  N05  C04  123.10  3.000
 RQP  C04  N05  C21  125.04  3.000
 RQP  C06  N05  C21  111.58  3.000
 RQP  H18  N08  C09  124.16  3.000
 RQP  H18  N08  C06  122.15  3.000
 RQP  C09  N08  C06  113.50  3.000
 RQP  C03  O02  C01  112.77  3.000
 RQP  H19  O12  C11  108.13  3.000
 RQP  H13  C04  H12  107.47  3.000
 RQP  H13  C04  N05  107.76  3.000
 RQP  H12  C04  N05  109.21  3.000
 RQP  H13  C04  C03  110.81  3.000
 RQP  H12  C04  C03  109.40  3.000
 RQP  N05  C04  C03  112.07  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
 RQP  CONST_01  C19  C17  C16  C15     0.00   0.0  0
 RQP  CONST_02  C19  C20  C14  C15     0.00   0.0  0
 RQP  CONST_03  C14  C15  C16  C17     0.00   0.0  0
 RQP  CONST_04  C14  C20  C19  C17     0.00   0.0  0
 RQP  CONST_05  C16  C15  C14  C20     0.00   0.0  0
 RQP  CONST_06  C16  C17  C19  C20     0.00   0.0  0
 RQP  CONST_07  N08  C06  N05  C21     0.00   0.0  0
 RQP  CONST_08  C09  C21  N05  C06     0.00   0.0  0
 RQP  CONST_09  N05  C06  N08  C09     0.00   0.0  0
 RQP  CONST_10  C16  C15  C14  C13   180.00   0.0  0
 RQP  CONST_11  C19  C20  C14  C13   180.00   0.0  0
 RQP  CONST_12  F18  C17  C16  C15   180.00   0.0  0
 RQP  CONST_13  F18  C17  C19  C20   180.00   0.0  0
 RQP  CONST_14  O07  C06  N05  C21   180.00   0.0  0
 RQP  CONST_15  N08  C06  N05  C04   180.00   0.0  0
 RQP  CONST_16  C09  C21  N05  C04   180.00   0.0  0
 RQP  CONST_17  O22  C21  N05  C06   180.00   0.0  0
 RQP  CONST_18  O07  C06  N08  C09   180.00   0.0  0
 RQP  CONST_19  H6   C20  C14  C15   180.00   0.0  0
 RQP  CONST_20  H5   C15  C16  C17   180.00   0.0  0
 RQP  CONST_21  H16  C16  C15  C14   180.00   0.0  0
 RQP  CONST_22  H17  C19  C20  C14   180.00   0.0  0
 RQP  CONST_23  H18  N08  C06  N05   180.00   0.0  0
 RQP  CONST_24  O07  C06  N05  C04     0.00   0.0  0
 RQP  CONST_25  O22  C21  N05  C04     0.00   0.0  0
 RQP  Var_01    C09  C13  C14  C15    95.26  30.0  2
 RQP  Var_02    C03  C04  N05  C21   -96.55  30.0  3
 RQP  Var_03    O12  C11  C10  C09  -177.10  30.0  2
 RQP  Var_04    O02  C03  C04  N05    57.31  30.0  1
 RQP  Var_05    C04  C03  O02  C01  -174.37  30.0  1
 RQP  Var_06    H7   C01  O02  C03   178.60  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
 RQP  chir_01  C09  C21  N08  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
 RQP  plan-1  C13  0.020
 RQP  plan-1  C15  0.020
 RQP  plan-1  C17  0.020
 RQP  plan-1  C20  0.020
 RQP  plan-1  C14  0.020
 RQP  plan-1  C16  0.020
 RQP  plan-1  C19  0.020
 RQP  plan-1  H5   0.020
 RQP  plan-1  H6   0.020
 RQP  plan-1  H16  0.020
 RQP  plan-1  H17  0.020
 RQP  plan-1  F18  0.020
 RQP  plan-2  C21  0.020
 RQP  plan-2  C06  0.020
 RQP  plan-2  C09  0.020
 RQP  plan-2  N05  0.020
 RQP  plan-2  N08  0.020
 RQP  plan-2  O07  0.020
 RQP  plan-2  O22  0.020
 RQP  plan-2  H18  0.020
 RQP  plan-2  C04  0.020

