# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 21:06:40 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 1-benzyl-5-(3,5-dimethyl-1,2-oxazol-4-yl)pyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1C2=CN(Cc3ccccc3)C(=O)C=C2
#
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
 FOY  FOY  1-benzyl-5-(3,5-dimethyl-1,2-oxazol-4-yl)pyridin-2(1H)-one  ligand  37  21  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FOY
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
 FOY  O2   O  O     0  -0.505  -2.0630   2.7980  -0.0108
 FOY  C15  C  CR6   0   0.573  -1.0008   2.1842  -0.0237
 FOY  N2   N  NR6   0  -0.493  -0.8458   1.0174   0.7199
 FOY  C8   C  CH2   0  -0.447  -2.0025   0.5160   1.4680
 FOY  C9   C  CR6   0   0.153  -2.9211  -0.2988   0.5944
 FOY  C10  C  CR16  0  -0.288  -4.0774   0.2572   0.0554
 FOY  C11  C  CR16  0  -0.242  -4.9074  -0.4983  -0.7628
 FOY  C12  C  CR16  0  -0.263  -4.5870  -1.8171  -1.0548
 FOY  C13  C  CR16  0  -0.241  -3.4375  -2.3816  -0.5165
 FOY  C14  C  CR16  0  -0.304  -2.6136  -1.6266   0.3059
 FOY  C7   C  CR16  0   0.010   0.3042   0.3023   0.7362
 FOY  C6   C  CR6   0  -0.106   1.4020   0.6537   0.0112
 FOY  C17  C  CR16  0  -0.149   1.3025   1.8390  -0.7653
 FOY  C16  C  CR16  0  -0.447   0.1636   2.5740  -0.7735
 FOY  C5   C  CR5   0  -0.185   2.6134  -0.1632   0.0315
 FOY  C2   C  CR5   0   0.419   2.7399  -1.4962  -0.2045
 FOY  C1   C  CH3   0  -0.759   1.7690  -2.5524  -0.5671
 FOY  O1   O  O     0  -0.346   4.0211  -1.8445  -0.0713
 FOY  N1   N  N     0  -0.180   4.7715  -0.7492   0.2511
 FOY  C3   C  CR5   0   0.252   3.9485   0.2547   0.3136
 FOY  C4   C  CH3   0  -0.749   4.4188   1.6205   0.6648
 FOY  H1   H  HCH2  0   0.292  -1.6217  -0.0873   2.2916
 FOY  H2   H  HCH2  0   0.293  -2.5272   1.3630   1.9029
 FOY  H3   H  HCR6  0   0.255  -4.3281   1.2864   0.2748
 FOY  H4   H  HCR6  0   0.257  -5.8050  -0.0545  -1.1736
 FOY  H5   H  HCR6  0   0.259  -5.2322  -2.4049  -1.6946
 FOY  H6   H  HCR6  0   0.259  -3.1864  -3.4124  -0.7304
 FOY  H7   H  HCR6  0   0.245  -1.7305  -2.0855   0.7360
 FOY  H8   H  HCR6  0   0.304   0.3106  -0.5658   1.3812
 FOY  H9   H  HCR6  0   0.269   2.1449   2.1549  -1.3682
 FOY  H10  H  HCR6  0   0.276   0.0868   3.4745  -1.3671
 FOY  H11  H  HCH3  0   0.275   2.1143  -3.1254  -1.4278
 FOY  H12  H  HCH3  0   0.274   1.6142  -3.2507   0.2570
 FOY  H13  H  HCH3  0   0.257   0.8082  -2.1076  -0.8181
 FOY  H14  H  HCH3  0   0.260   4.3410   2.2956  -0.1875
 FOY  H15  H  HCH3  0   0.260   3.8111   2.0371   1.4679
 FOY  H16  H  HCH3  0   0.266   5.4576   1.6040   0.9882

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
 FOY  C4   C3   single    1.487  0.020  1.487
 FOY  C17  C16  double    1.356  0.020  1.356
 FOY  C17  C6   single    1.421  0.020  1.421
 FOY  C16  C15  single    1.439  0.020  1.439
 FOY  C3   N1   aromatic  1.300  0.020  1.300
 FOY  C3   C5   aromatic  1.427  0.020  1.427
 FOY  N1   O1   aromatic  1.366  0.020  1.366
 FOY  C5   C6   single    1.461  0.020  1.461
 FOY  C5   C2   aromatic  1.360  0.020  1.360
 FOY  C6   C7   double    1.362  0.020  1.362
 FOY  C15  O2   double    1.227  0.020  1.227
 FOY  C15  N2   single    1.392  0.020  1.392
 FOY  O1   C2   aromatic  1.334  0.020  1.334
 FOY  C2   C1   single    1.480  0.020  1.480
 FOY  C7   N2   single    1.354  0.020  1.354
 FOY  N2   C8   single    1.466  0.020  1.466
 FOY  C8   C9   single    1.507  0.020  1.507
 FOY  C10  C9   aromatic  1.392  0.020  1.392
 FOY  C10  C11  aromatic  1.389  0.020  1.389
 FOY  C9   C14  aromatic  1.393  0.020  1.393
 FOY  C11  C12  aromatic  1.388  0.020  1.388
 FOY  C14  C13  aromatic  1.388  0.020  1.388
 FOY  C12  C13  aromatic  1.389  0.020  1.389
 FOY  C8   H1   single    0.970  0.020  1.090
 FOY  C8   H2   single    0.970  0.020  1.090
 FOY  C10  H3   single    0.930  0.020  1.080
 FOY  C11  H4   single    0.930  0.020  1.080
 FOY  C12  H5   single    0.930  0.020  1.080
 FOY  C13  H6   single    0.930  0.020  1.080
 FOY  C14  H7   single    0.930  0.020  1.080
 FOY  C7   H8   single    0.930  0.020  1.080
 FOY  C17  H9   single    0.930  0.020  1.080
 FOY  C16  H10  single    0.930  0.020  1.080
 FOY  C1   H11  single    0.970  0.020  1.090
 FOY  C1   H12  single    0.970  0.020  1.090
 FOY  C1   H13  single    0.970  0.020  1.090
 FOY  C4   H14  single    0.970  0.020  1.090
 FOY  C4   H15  single    0.970  0.020  1.090
 FOY  C4   H16  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
 FOY  C16  C15  N2   114.54  3.000
 FOY  N2   C15  O2   120.67  3.000
 FOY  C16  C15  O2   124.79  3.000
 FOY  C7   N2   C8   118.90  3.000
 FOY  C8   N2   C15  118.12  3.000
 FOY  C7   N2   C15  122.92  3.000
 FOY  H2   C8   H1   107.31  3.000
 FOY  H2   C8   C9   111.04  3.000
 FOY  H1   C8   C9   110.60  3.000
 FOY  H2   C8   N2   108.57  3.000
 FOY  H1   C8   N2   107.42  3.000
 FOY  C9   C8   N2   111.72  3.000
 FOY  C14  C9   C10  118.94  3.000
 FOY  C14  C9   C8   120.05  3.000
 FOY  C10  C9   C8   121.00  3.000
 FOY  H3   C10  C11  119.90  3.000
 FOY  H3   C10  C9   119.61  3.000
 FOY  C11  C10  C9   120.49  3.000
 FOY  H4   C11  C12  120.07  3.000
 FOY  H4   C11  C10  119.75  3.000
 FOY  C12  C11  C10  120.18  3.000
 FOY  H5   C12  C13  120.11  3.000
 FOY  H5   C12  C11  120.18  3.000
 FOY  C13  C12  C11  119.70  3.000
 FOY  H6   C13  C14  119.85  3.000
 FOY  H6   C13  C12  120.16  3.000
 FOY  C14  C13  C12  119.99  3.000
 FOY  H7   C14  C13  119.24  3.000
 FOY  H7   C14  C9   120.07  3.000
 FOY  C13  C14  C9   120.68  3.000
 FOY  H8   C7   C6   121.33  3.000
 FOY  H8   C7   N2   115.85  3.000
 FOY  C6   C7   N2   122.81  3.000
 FOY  C5   C6   C17  122.15  3.000
 FOY  C5   C6   C7   121.11  3.000
 FOY  C17  C6   C7   116.74  3.000
 FOY  H9   C17  C16  119.47  3.000
 FOY  H9   C17  C6   119.56  3.000
 FOY  C16  C17  C6   120.97  3.000
 FOY  H10  C16  C17  120.97  3.000
 FOY  H10  C16  C15  117.02  3.000
 FOY  C17  C16  C15  122.00  3.000
 FOY  C3   C5   C2   103.56  3.000
 FOY  C2   C5   C6   128.52  3.000
 FOY  C3   C5   C6   127.92  3.000
 FOY  O1   C2   C1   117.91  3.000
 FOY  C1   C2   C5   132.95  3.000
 FOY  O1   C2   C5   109.14  3.000
 FOY  H13  C1   H12  108.09  3.000
 FOY  H13  C1   H11  108.21  3.000
 FOY  H12  C1   H11  107.75  3.000
 FOY  H13  C1   C2   110.12  3.000
 FOY  H12  C1   C2   111.40  3.000
 FOY  H11  C1   C2   111.15  3.000
 FOY  N1   O1   C2   109.98  3.000
 FOY  C3   N1   O1   106.43  3.000
 FOY  C4   C3   N1   121.38  3.000
 FOY  N1   C3   C5   110.90  3.000
 FOY  C4   C3   C5   127.71  3.000
 FOY  H16  C4   H15  108.61  3.000
 FOY  H16  C4   H14  108.05  3.000
 FOY  H15  C4   H14  107.43  3.000
 FOY  H16  C4   C3   111.00  3.000
 FOY  H15  C4   C3   110.42  3.000
 FOY  H14  C4   C3   111.21  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
 FOY  CONST_01  C12  C11  C10  C9      0.00   0.0  0
 FOY  CONST_02  C12  C13  C14  C9      0.00   0.0  0
 FOY  CONST_03  C13  C14  C9   C10     0.00   0.0  0
 FOY  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 FOY  CONST_05  C14  C9   C10  C11     0.00   0.0  0
 FOY  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 FOY  CONST_07  O1   N1   C3   C5      0.00   0.0  0
 FOY  CONST_08  N1   O1   C2   C5      0.00   0.0  0
 FOY  CONST_09  N1   C3   C5   C2      0.00   0.0  0
 FOY  CONST_10  C3   N1   O1   C2      0.00   0.0  0
 FOY  CONST_11  C3   C5   C2   O1      0.00   0.0  0
 FOY  CONST_12  N1   C3   C5   C6    180.00   0.0  0
 FOY  CONST_13  O1   C2   C5   C6    180.00   0.0  0
 FOY  CONST_14  C16  C15  N2   C7      0.00   0.0  0
 FOY  CONST_15  C11  C10  C9   C8    180.00   0.0  0
 FOY  CONST_16  C13  C14  C9   C8    180.00   0.0  0
 FOY  CONST_17  C4   C3   C5   C6      0.00   0.0  0
 FOY  CONST_18  C1   C2   C5   C6      0.00   0.0  0
 FOY  CONST_19  C4   C3   C5   C2    180.00   0.0  0
 FOY  CONST_20  C3   C5   C2   C1    180.00   0.0  0
 FOY  CONST_21  N1   O1   C2   C1    180.00   0.0  0
 FOY  CONST_22  C4   C3   N1   O1    180.00   0.0  0
 FOY  CONST_23  C7   N2   C15  O2    180.00   0.0  0
 FOY  CONST_24  C16  C15  N2   C8    180.00   0.0  0
 FOY  CONST_25  H4   C11  C10  C9    180.00   0.0  0
 FOY  CONST_26  H6   C13  C14  C9    180.00   0.0  0
 FOY  CONST_27  H7   C14  C9   C10   180.00   0.0  0
 FOY  CONST_28  H5   C12  C11  C10   180.00   0.0  0
 FOY  CONST_29  H3   C10  C11  C12   180.00   0.0  0
 FOY  CONST_30  C8   N2   C15  O2      0.00   0.0  0
 FOY  Var_01    C3   C5   C6   C7   -127.05  30.0  3
 FOY  Var_02    C9   C8   N2   C15    83.07  30.0  3
 FOY  Var_03    C10  C9   C8   N2    -99.45  30.0  2
 FOY  Var_04    H14  C4   C3   C5    -69.25  30.0  2
 FOY  Var_05    H11  C1   C2   C5    129.69  30.0  2

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
 FOY  plan-1  C6   0.020
 FOY  plan-1  C5   0.020
 FOY  plan-1  C2   0.020
 FOY  plan-1  C1   0.020
 FOY  plan-1  O1   0.020
 FOY  plan-1  N1   0.020
 FOY  plan-1  C3   0.020
 FOY  plan-1  C4   0.020
 FOY  plan-2  C8   0.020
 FOY  plan-2  C9   0.020
 FOY  plan-2  C10  0.020
 FOY  plan-2  C11  0.020
 FOY  plan-2  C12  0.020
 FOY  plan-2  C13  0.020
 FOY  plan-2  C14  0.020
 FOY  plan-2  H3   0.020
 FOY  plan-2  H4   0.020
 FOY  plan-2  H5   0.020
 FOY  plan-2  H6   0.020
 FOY  plan-2  H7   0.020
 FOY  plan-3  O2   0.020
 FOY  plan-3  C15  0.020
 FOY  plan-3  N2   0.020
 FOY  plan-3  C8   0.020
 FOY  plan-3  C7   0.020
 FOY  plan-3  C6   0.020
 FOY  plan-3  C17  0.020
 FOY  plan-3  C16  0.020
 FOY  plan-3  C5   0.020
 FOY  plan-3  H8   0.020
 FOY  plan-3  H9   0.020
 FOY  plan-3  H10  0.020

