# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 19:25:25 2022
#   Inital geometry file: a 63 line input string
#   Ligand name: (5S)-3-methyl-7-(trifluoromethyl)pyrrolo[1,2-a]pyrazin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=Cn2cc(cc2C(=O)N1)C(F)(F)F
#
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
 8W1  8W1  "(5S)-3-methyl-7-(trifluoromethyl)pyrrolo[1,2-a]pyrazin-1(2H)-one"
  ligand  22  15  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_8W1
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
 8W1  C4  C  CR15  0   0.001  39.8883  135.4361  35.2101
 8W1  C5  C  CR5   0  -0.352  39.1727  134.8077  34.2079
 8W1  C6  C  CR15  0  -0.389  39.4886  133.4382  34.2292
 8W1  C7  C  CR56  0   0.221  40.3914  133.2682  35.2534
 8W1  C8  C  CR6   0   0.515  41.0578  132.0819  35.7512
 8W1  C9  C  CT    0   1.065  38.2660  135.4800  33.2554
 8W1  N1  N  N     0  -0.509  40.6219  134.4949  35.8360
 8W1  N2  N  NR16  0  -0.706  41.8930  132.3225  36.8084
 8W1  C3  C  CR16  0  -0.119  41.4958  134.6444  36.9071
 8W1  C2  C  CR6   0   0.293  42.1224  133.5602  37.3820
 8W1  F1  F  F     0  -0.314  37.1872  134.7347  32.9781
 8W1  F2  F  F     0  -0.310  37.8308  136.6563  33.7249
 8W1  F3  F  F     0  -0.318  38.8576  135.7356  32.0764
 8W1  O1  O  O     0  -0.459  40.8972  130.9677  35.2809
 8W1  H5  H  HCR5  0   0.310  39.9244  136.4698  35.5141
 8W1  H6  H  HCR5  0   0.274  39.1059  132.6634  33.5848
 8W1  H7  H  HNR6  0   0.420  42.3815  131.5229  37.1891
 8W1  H4  H  HCR6  0   0.308  41.6309  135.6370  37.3055
 8W1  H1  H  HCH3  0   0.266  43.1964  134.6151  38.8928
 8W1  H2  H  HCH3  0   0.263  42.7388  132.9701  39.3418
 8W1  H3  H  HCH3  0   0.263  44.0639  133.2352  38.2122
 8W1  C1  C  CH3   0  -0.722  43.0825  133.6000  38.5197

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
 8W1  F3  C9  single    1.344  0.020  1.344
 8W1  F1  C9  single    1.340  0.020  1.340
 8W1  C9  F2  single    1.339  0.020  1.339
 8W1  C9  C5  single    1.477  0.020  1.477
 8W1  C5  C6  aromatic  1.406  0.020  1.406
 8W1  C5  C4  aromatic  1.383  0.020  1.383
 8W1  C6  C7  aromatic  1.376  0.020  1.376
 8W1  O1  C8  double    1.220  0.020  1.220
 8W1  C4  N1  aromatic  1.348  0.020  1.348
 8W1  C7  C8  single    1.449  0.020  1.449
 8W1  C7  N1  aromatic  1.377  0.020  1.377
 8W1  C8  N2  single    1.369  0.020  1.369
 8W1  N1  C3  single    1.390  0.020  1.390
 8W1  N2  C2  single    1.383  0.020  1.383
 8W1  C3  C2  double    1.339  0.020  1.339
 8W1  C2  C1  single    1.489  0.020  1.489
 8W1  C4  H5  single    0.930  0.020  1.080
 8W1  C6  H6  single    0.930  0.020  1.080
 8W1  N2  H7  single    0.860  0.020  1.020
 8W1  C3  H4  single    0.930  0.020  1.080
 8W1  C1  H1  single    0.970  0.020  1.090
 8W1  C1  H2  single    0.970  0.020  1.090
 8W1  C1  H3  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
 8W1  H5  C4  N1  121.37  3.000
 8W1  H5  C4  C5  131.12  3.000
 8W1  N1  C4  C5  107.51  3.000
 8W1  C9  C5  C6  126.25  3.000
 8W1  C6  C5  C4  108.39  3.000
 8W1  C9  C5  C4  125.33  3.000
 8W1  H6  C6  C7  126.10  3.000
 8W1  H6  C6  C5  127.69  3.000
 8W1  C7  C6  C5  106.21  3.000
 8W1  N1  C7  C8  120.46  3.000
 8W1  N1  C7  C6  108.34  3.000
 8W1  C8  C7  C6  131.20  3.000
 8W1  O1  C8  N2  122.60  3.000
 8W1  N2  C8  C7  113.71  3.000
 8W1  O1  C8  C7  123.70  3.000
 8W1  F3  C9  F2  106.48  3.000
 8W1  F2  C9  F1  107.42  3.000
 8W1  F3  C9  F1  106.18  3.000
 8W1  F2  C9  C5  111.91  3.000
 8W1  F1  C9  C5  111.99  3.000
 8W1  F3  C9  C5  112.47  3.000
 8W1  C3  N1  C7  121.79  3.000
 8W1  C3  N1  C4  128.67  3.000
 8W1  C7  N1  C4  109.54  3.000
 8W1  H7  N2  C2  118.12  3.000
 8W1  H7  N2  C8  116.52  3.000
 8W1  C2  N2  C8  125.37  3.000
 8W1  H4  C3  C2  123.76  3.000
 8W1  H4  C3  N1  117.54  3.000
 8W1  C2  C3  N1  118.69  3.000
 8W1  C1  C2  C3  123.43  3.000
 8W1  C1  C2  N2  116.59  3.000
 8W1  C3  C2  N2  119.98  3.000
 8W1  H3  C1  H2  107.61  3.000
 8W1  H3  C1  H1  108.34  3.000
 8W1  H2  C1  H1  108.27  3.000
 8W1  H3  C1  C2  110.83  3.000
 8W1  H2  C1  C2  110.92  3.000
 8W1  H1  C1  C2  110.76  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
 8W1  CONST_01  C7  C6  C5  C4     0.00   0.0  0
 8W1  CONST_02  C6  C7  N1  C4     0.00   0.0  0
 8W1  CONST_03  N1  C7  C6  C5     0.00   0.0  0
 8W1  CONST_04  C7  N1  C4  C5     0.00   0.0  0
 8W1  CONST_05  N1  C4  C5  C6     0.00   0.0  0
 8W1  CONST_06  C2  N2  C8  C7     0.00   0.0  0
 8W1  CONST_07  C9  C5  C6  C7   180.00   0.0  0
 8W1  CONST_08  N1  C4  C5  C9   180.00   0.0  0
 8W1  CONST_09  O1  C8  N2  C2   180.00   0.0  0
 8W1  CONST_10  H6  C6  C5  C4   180.00   0.0  0
 8W1  CONST_11  H5  C4  C5  C6   180.00   0.0  0
 8W1  CONST_12  H5  C4  N1  C7   180.00   0.0  0
 8W1  CONST_13  H6  C6  C7  C8     0.00   0.0  0
 8W1  CONST_14  H6  C6  C7  N1   180.00   0.0  0
 8W1  CONST_15  H5  C4  N1  C3     0.00   0.0  0
 8W1  CONST_16  H7  N2  C8  C7   180.00   0.0  0
 8W1  CONST_17  H7  N2  C8  O1     0.00   0.0  0
 8W1  Var_01    C2  C3  N1  C4   179.63  30.0  1
 8W1  Var_02    N2  C8  C7  C6  -179.62  30.0  1
 8W1  Var_03    C2  C3  N1  C7    -0.25  30.0  1
 8W1  Var_04    C3  C2  N2  C8     0.40  30.0  1
 8W1  Var_05    N2  C8  C7  N1     0.01  30.0  1
 8W1  Var_06    N2  C2  C3  N1    -0.08  30.0  1
 8W1  Var_07    O1  C8  C7  C6     0.35  30.0  1
 8W1  Var_08    C1  C2  N2  C8  -179.44  30.0  1
 8W1  Var_09    O1  C8  C7  N1   179.98  30.0  1
 8W1  Var_10    C1  C2  C3  N1   179.75  30.0  1
 8W1  Var_11    H4  C3  N1  C4    -0.60  30.0  1
 8W1  Var_12    H4  C3  N1  C7   179.53  30.0  1
 8W1  Var_13    H4  C3  C2  N2  -179.84  30.0  1
 8W1  Var_14    H7  N2  C2  C3   179.97  30.0  1
 8W1  Var_15    F3  C9  C5  C4    97.67  30.0  3
 8W1  Var_16    F1  C9  C5  C4  -142.84  30.0  3
 8W1  Var_17    F2  C9  C5  C4   -22.15  30.0  3
 8W1  Var_18    F3  C9  C5  C6   -80.24  30.0  3
 8W1  Var_19    F1  C9  C5  C6    39.24  30.0  3
 8W1  Var_20    F2  C9  C5  C6   159.94  30.0  3
 8W1  Var_21    H1  C1  C2  N2   179.64  30.0  3
 8W1  Var_22    H2  C1  C2  N2   -60.11  30.0  3
 8W1  Var_23    H3  C1  C2  N2    59.36  30.0  3
 8W1  Var_24    H1  C1  C2  C3    -0.20  30.0  3
 8W1  Var_25    H2  C1  C2  C3   120.05  30.0  3
 8W1  Var_26    H3  C1  C2  C3  -120.48  30.0  3
 8W1  Var_27    H7  N2  C2  C1     0.13  30.0  1
 8W1  Var_28    H4  C3  C2  C1    -0.01  30.0  1

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
 8W1  plan-1  C7  0.020
 8W1  plan-1  C8  0.020
 8W1  plan-1  N2  0.020
 8W1  plan-1  C2  0.020
 8W1  plan-1  O1  0.020
 8W1  plan-1  H7  0.020
 8W1  plan-2  C4  0.020
 8W1  plan-2  C5  0.020
 8W1  plan-2  C6  0.020
 8W1  plan-2  C7  0.020
 8W1  plan-2  C8  0.020
 8W1  plan-2  C9  0.020
 8W1  plan-2  N1  0.020
 8W1  plan-2  C3  0.020
 8W1  plan-2  H5  0.020
 8W1  plan-2  H6  0.020

