# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 18:44:01 2021
#   Inital geometry file: a 90 line input string
#   Ligand name: (5S)-5-methyl-5-[(3-phenyl-1,2-oxazol-5-yl)methyl]pyrrolidine-2,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@]1(Cc2onc(c2)c3ccccc3)NC(=O)CC1=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
 RWM  RWM  (5S)-5-methyl-5-[(3-phenyl-1,2-oxazol-5-yl)methyl]pyrrolidine-2,4-dione  ligand  34  20  .  2022-07-22  2022-07-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_RWM
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
 RWM  N1   N  N     0  -0.179  18.6085  -12.2584  -12.5062
 RWM  C4   C  CH3   0  -0.636  15.9938  -13.0524  -17.6145
 RWM  C5   C  CH2   0  -0.533  16.6152  -13.5187  -15.2188
 RWM  C6   C  CR5   0   0.451  17.0690  -12.9630  -13.9200
 RWM  C7   C  CR15  0  -0.531  16.4042  -12.4813  -12.8441
 RWM  C8   C  CR5   0   0.267  17.4370  -12.0424  -11.9713
 RWM  C10  C  CR16  0  -0.284  18.4361  -11.0436   -9.9208
 RWM  C13  C  CR16  0  -0.236  15.9118  -10.6357   -8.8424
 RWM  N    N  NH1   0  -0.637  17.6526  -11.6421  -16.4533
 RWM  C    C  C     0   0.527  17.5704  -10.3331  -16.1453
 RWM  O    O  O     0  -0.472  18.4780   -9.5271  -16.2098
 RWM  C1   C  CH2   0  -0.709  16.1505  -10.0480  -15.7163
 RWM  C11  C  CR16  0  -0.237  18.3008  -10.4630   -8.6705
 RWM  C12  C  CR16  0  -0.257  17.0384  -10.2564   -8.1265
 RWM  C14  C  CR16  0  -0.320  16.0445  -11.2171  -10.0950
 RWM  C2   C  C     0   0.415  15.4503  -11.3718  -15.8232
 RWM  C3   C  CT    0  -0.003  16.4508  -12.4300  -16.2997
 RWM  C9   C  CR6   0   0.059  17.3067  -11.4276  -10.6469
 RWM  O1   O  O     0  -0.329  18.3830  -12.8285  -13.7163
 RWM  H1   H  HCH3  0   0.248  15.0508  -13.5815  -17.4832
 RWM  H2   H  HCH3  0   0.255  15.8599  -12.2892  -18.3808
 RWM  H3   H  HCH3  0   0.256  16.7361  -13.7672  -17.9710
 RWM  H4   H  HCH2  0   0.295  15.6599  -14.0258  -15.0793
 RWM  H5   H  HCH2  0   0.299  17.3237  -14.2682  -15.5796
 RWM  H6   H  HCR5  0   0.286  15.3382  -12.4508  -12.6963
 RWM  H7   H  HCR6  0   0.260  19.4239  -11.1985  -10.3341
 RWM  H8   H  HCR6  0   0.264  14.9251  -10.4785   -8.4275
 RWM  H9   H  HNH1  0   0.406  18.5162  -12.0494  -16.7825
 RWM  H10  H  HCH2  0   0.326  16.1106   -9.6609  -14.6946
 RWM  H11  H  HCH2  0   0.333  15.6868   -9.2951  -16.3591
 RWM  H12  H  HCR6  0   0.263  19.1847  -10.1725   -8.1180
 RWM  H13  H  HCR6  0   0.263  16.9343   -9.8001   -7.1509
 RWM  H14  H  HCR6  0   0.255  15.1534  -11.5035  -10.6382
 RWM  O2   O  O     0  -0.364  14.2983  -11.6079  -15.5787

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
 RWM  C4   C3   single    1.525  0.020  1.525
 RWM  O    C    double    1.216  0.020  1.216
 RWM  N    C    single    1.347  0.020  1.347
 RWM  N    C3   single    1.445  0.020  1.445
 RWM  C    C1   single    1.510  0.020  1.510
 RWM  C3   C2   single    1.532  0.020  1.532
 RWM  C3   C5   single    1.543  0.020  1.543
 RWM  C2   C1   single    1.501  0.020  1.501
 RWM  C2   O2   double    1.201  0.020  1.201
 RWM  C5   C6   single    1.484  0.020  1.484
 RWM  C6   O1   aromatic  1.337  0.020  1.337
 RWM  C6   C7   aromatic  1.353  0.020  1.353
 RWM  O1   N1   aromatic  1.357  0.020  1.357
 RWM  C7   C8   aromatic  1.422  0.020  1.422
 RWM  N1   C8   aromatic  1.306  0.020  1.306
 RWM  C8   C9   single    1.466  0.020  1.466
 RWM  C9   C14  aromatic  1.394  0.020  1.394
 RWM  C9   C10  aromatic  1.396  0.020  1.396
 RWM  C14  C13  aromatic  1.387  0.020  1.387
 RWM  C10  C11  aromatic  1.385  0.020  1.385
 RWM  C13  C12  aromatic  1.388  0.020  1.388
 RWM  C11  C12  aromatic  1.390  0.020  1.390
 RWM  C4   H1   single    0.970  0.020  1.090
 RWM  C4   H2   single    0.970  0.020  1.090
 RWM  C4   H3   single    0.970  0.020  1.090
 RWM  C5   H4   single    0.970  0.020  1.090
 RWM  C5   H5   single    0.970  0.020  1.090
 RWM  C7   H6   single    0.930  0.020  1.080
 RWM  C10  H7   single    0.930  0.020  1.080
 RWM  C13  H8   single    0.930  0.020  1.080
 RWM  N    H9   single    0.860  0.020  1.020
 RWM  C1   H10  single    0.970  0.020  1.090
 RWM  C1   H11  single    0.970  0.020  1.090
 RWM  C11  H12  single    0.930  0.020  1.080
 RWM  C12  H13  single    0.930  0.020  1.080
 RWM  C14  H14  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
 RWM  O1   N1   C8   106.60  3.000
 RWM  H3   C4   H2   108.23  3.000
 RWM  H3   C4   H1   108.08  3.000
 RWM  H2   C4   H1   108.58  3.000
 RWM  H3   C4   C3   110.21  3.000
 RWM  H2   C4   C3   110.93  3.000
 RWM  H1   C4   C3   110.73  3.000
 RWM  H5   C5   H4   106.93  3.000
 RWM  H5   C5   C3   108.77  3.000
 RWM  H4   C5   C3   108.93  3.000
 RWM  H5   C5   C6   110.34  3.000
 RWM  H4   C5   C6   109.27  3.000
 RWM  C3   C5   C6   112.43  3.000
 RWM  O1   C6   C7   109.02  3.000
 RWM  C7   C6   C5   132.77  3.000
 RWM  O1   C6   C5   118.15  3.000
 RWM  H6   C7   C8   128.78  3.000
 RWM  H6   C7   C6   127.26  3.000
 RWM  C8   C7   C6   103.96  3.000
 RWM  C9   C8   C7   128.28  3.000
 RWM  C9   C8   N1   121.28  3.000
 RWM  C7   C8   N1   110.44  3.000
 RWM  H7   C10  C9   120.03  3.000
 RWM  H7   C10  C11  119.60  3.000
 RWM  C9   C10  C11  120.37  3.000
 RWM  H8   C13  C14  119.63  3.000
 RWM  H8   C13  C12  120.20  3.000
 RWM  C14  C13  C12  120.18  3.000
 RWM  H9   N    C3   121.72  3.000
 RWM  H9   N    C    121.23  3.000
 RWM  C3   N    C    117.04  3.000
 RWM  C1   C    O    126.28  3.000
 RWM  C1   C    N    107.80  3.000
 RWM  O    C    N    125.91  3.000
 RWM  H11  C1   H10  106.87  3.000
 RWM  H11  C1   C2   111.56  3.000
 RWM  H10  C1   C2   111.20  3.000
 RWM  H11  C1   C    111.21  3.000
 RWM  H10  C1   C    111.50  3.000
 RWM  C2   C1   C    104.58  3.000
 RWM  H12  C11  C12  120.14  3.000
 RWM  H12  C11  C10  119.58  3.000
 RWM  C12  C11  C10  120.28  3.000
 RWM  H13  C12  C11  120.19  3.000
 RWM  H13  C12  C13  120.15  3.000
 RWM  C11  C12  C13  119.66  3.000
 RWM  H14  C14  C9   120.47  3.000
 RWM  H14  C14  C13  119.03  3.000
 RWM  C9   C14  C13  120.49  3.000
 RWM  O2   C2   C3   123.63  3.000
 RWM  O2   C2   C1   127.31  3.000
 RWM  C3   C2   C1   109.06  3.000
 RWM  C2   C3   N    101.51  3.000
 RWM  C2   C3   C5   109.82  3.000
 RWM  N    C3   C5   111.75  3.000
 RWM  C5   C3   C4   110.36  3.000
 RWM  C2   C3   C4   110.75  3.000
 RWM  N    C3   C4   112.34  3.000
 RWM  C14  C9   C10  119.02  3.000
 RWM  C10  C9   C8   120.87  3.000
 RWM  C14  C9   C8   120.11  3.000
 RWM  C6   O1   N1   109.98  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
 RWM  CONST_01  C7   C6   O1   N1     0.00   0.0  0
 RWM  CONST_02  C6   C7   C8   N1     0.00   0.0  0
 RWM  CONST_03  C14  C9   C8   N1   180.00   0.0  0
 RWM  CONST_04  C10  C9   C8   N1     0.00   0.0  0
 RWM  CONST_05  C8   N1   O1   C6     0.00   0.0  0
 RWM  CONST_06  C9   C8   C7   C6   180.00   0.0  0
 RWM  CONST_07  O1   N1   C8   C7     0.00   0.0  0
 RWM  CONST_08  C14  C9   C8   C7     0.00   0.0  0
 RWM  CONST_09  C10  C9   C8   C7   180.00   0.0  0
 RWM  CONST_10  O1   C6   C7   C8     0.00   0.0  0
 RWM  CONST_11  C13  C14  C9   C8   180.00   0.0  0
 RWM  CONST_12  C11  C10  C9   C8   180.00   0.0  0
 RWM  CONST_13  C13  C14  C9   C10    0.00   0.0  0
 RWM  CONST_14  C13  C12  C11  C10    0.00   0.0  0
 RWM  CONST_15  C14  C9   C10  C11    0.00   0.0  0
 RWM  CONST_16  C14  C13  C12  C11    0.00   0.0  0
 RWM  CONST_17  C9   C14  C13  C12    0.00   0.0  0
 RWM  CONST_18  C9   C10  C11  C12    0.00   0.0  0
 RWM  CONST_19  O1   N1   C8   C9   180.00   0.0  0
 RWM  CONST_20  C3   N    C    C1     0.00   0.0  0
 RWM  CONST_21  C5   C6   O1   N1   180.00   0.0  0
 RWM  CONST_22  C8   C7   C6   C5   180.00   0.0  0
 RWM  CONST_23  C3   N    C    O    180.00   0.0  0
 RWM  CONST_24  H6   C7   C8   N1   180.00   0.0  0
 RWM  CONST_25  H14  C14  C9   C8     0.00   0.0  0
 RWM  CONST_26  H7   C10  C9   C8     0.00   0.0  0
 RWM  CONST_27  H13  C12  C11  C10  180.00   0.0  0
 RWM  CONST_28  H12  C11  C12  C13  180.00   0.0  0
 RWM  CONST_29  H8   C13  C12  C11  180.00   0.0  0
 RWM  CONST_30  H9   N    C    C1   180.00   0.0  0
 RWM  Var_01    C2   C1   C    N      0.09  30.0  1
 RWM  Var_02    C3   C2   C1   C      0.46  30.0  1
 RWM  Var_03    C3   C5   C6   C7    89.53  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
 RWM  chir_01  C3  N  C2  C5  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
 RWM  plan-1  N1   0.020
 RWM  plan-1  C5   0.020
 RWM  plan-1  C6   0.020
 RWM  plan-1  C7   0.020
 RWM  plan-1  C8   0.020
 RWM  plan-1  C9   0.020
 RWM  plan-1  O1   0.020
 RWM  plan-1  H6   0.020
 RWM  plan-2  C8   0.020
 RWM  plan-2  C10  0.020
 RWM  plan-2  C13  0.020
 RWM  plan-2  C11  0.020
 RWM  plan-2  C12  0.020
 RWM  plan-2  C14  0.020
 RWM  plan-2  C9   0.020
 RWM  plan-2  H7   0.020
 RWM  plan-2  H8   0.020
 RWM  plan-2  H12  0.020
 RWM  plan-2  H13  0.020
 RWM  plan-2  H14  0.020
 RWM  plan-3  N    0.020
 RWM  plan-3  C    0.020
 RWM  plan-3  O    0.020
 RWM  plan-3  C1   0.020
 RWM  plan-3  C3   0.020
 RWM  plan-3  H9   0.020
 RWM  plan-4  C1   0.020
 RWM  plan-4  C2   0.020
 RWM  plan-4  C3   0.020
 RWM  plan-4  O2   0.020

