# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 04:37:51 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 6-[(1Z)-3-fluoro-2-(hydroxymethyl)prop-1-en-1-yl]-1,5-dimethylpyrimidine-2,4(1H,3H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)NC(=O)C(=C1\C=C(CO)/CF)C
#
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
 FSK  FSK  6-[(1Z)-3-fluoro-2-(hydroxymethyl)prop-1-en-1-yl]-1,5-dimethylpyrimidine-2,4(1H,3H)-dione  ligand  29  16  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FSK
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
 FSK  N1   N  NR6   0  -0.566  -1.1459   1.2812  -0.0284
 FSK  C6   C  CH3   0  -0.535  -0.6378   2.6354   0.1621
 FSK  O1   O  O     0  -0.487  -3.2973   1.9637   0.3195
 FSK  O2   O  O     0  -0.462  -2.6015  -2.4276  -0.4366
 FSK  N2   N  NR16  0  -0.719  -2.8954  -0.2245  -0.0592
 FSK  C1   C  CR6   0   0.701  -2.4987   1.0757   0.0907
 FSK  C2   C  CR6   0   0.569  -2.1045  -1.3185  -0.3376
 FSK  C3   C  CR6   0  -0.203  -0.6953  -1.0267  -0.5049
 FSK  C4   C  CH3   0  -0.717   0.1853  -2.1775  -0.8770
 FSK  C5   C  CR6   0   0.378  -0.2739   0.2512  -0.3330
 FSK  C11  C  C1    0  -0.358   1.1307   0.6540  -0.5259
 FSK  C12  C  C     0  -0.006   2.1516   0.2919   0.2492
 FSK  C14  C  CH2   0  -0.057   1.9824  -0.5159   1.4976
 FSK  C13  C  CH2   0  -0.161   3.5620   0.7104  -0.0374
 FSK  F    F  F     0  -0.376   2.7214  -1.6962   1.4014
 FSK  O3   O  OH1   0  -0.662   3.6275   1.4944  -1.1948
 FSK  H1   H  HCH3  0   0.281  -1.4157   3.2491   0.5998
 FSK  H2   H  HCH3  0   0.265   0.2151   2.6230   0.8353
 FSK  H3   H  HCH3  0   0.263  -0.3364   3.0774  -0.7866
 FSK  H4   H  HNR6  0   0.424  -3.8891  -0.3902   0.0417
 FSK  H5   H  HCH3  0   0.250  -0.2506  -2.7383  -1.7041
 FSK  H6   H  HCH3  0   0.250   1.1765  -1.8520  -1.1780
 FSK  H7   H  HCH3  0   0.246   0.3025  -2.8763  -0.0467
 FSK  H8   H  H     0   0.300   1.3081   1.3129  -1.3699
 FSK  H9   H  HCH2  0   0.235   2.3619   0.0394   2.3583
 FSK  H10  H  HCH2  0   0.232   0.9425  -0.7773   1.6838
 FSK  H11  H  HCH2  0   0.220   3.9422   1.2469   0.8447
 FSK  H12  H  HCH2  0   0.229   4.1737  -0.1969  -0.1250
 FSK  H13  H  HOH1  0   0.466   4.5534   1.6297  -1.4149

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
 FSK  C4   C3   single  1.496  0.020  1.496
 FSK  O2   C2   double  1.219  0.020  1.219
 FSK  C14  C12  single  1.496  0.020  1.496
 FSK  C14  F    single  1.396  0.020  1.396
 FSK  C13  O3   single  1.400  0.020  1.400
 FSK  C13  C12  single  1.499  0.020  1.499
 FSK  C3   C2   single  1.449  0.020  1.449
 FSK  C3   C5   double  1.357  0.020  1.357
 FSK  C12  C11  double  1.332  0.020  1.332
 FSK  C2   N2   single  1.378  0.020  1.378
 FSK  C11  C5   single  1.474  0.020  1.474
 FSK  C5   N1   single  1.383  0.020  1.383
 FSK  N2   C1   single  1.368  0.020  1.368
 FSK  N1   C1   single  1.374  0.020  1.374
 FSK  N1   C6   single  1.459  0.020  1.459
 FSK  C1   O1   double  1.216  0.020  1.216
 FSK  C6   H1   single  0.970  0.020  1.090
 FSK  C6   H2   single  0.970  0.020  1.090
 FSK  C6   H3   single  0.970  0.020  1.090
 FSK  N2   H4   single  0.860  0.020  1.020
 FSK  C4   H5   single  0.970  0.020  1.090
 FSK  C4   H6   single  0.970  0.020  1.090
 FSK  C4   H7   single  0.970  0.020  1.090
 FSK  C11  H8   single  0.930  0.020  1.080
 FSK  C14  H9   single  0.970  0.020  1.090
 FSK  C14  H10  single  0.970  0.020  1.090
 FSK  C13  H11  single  0.970  0.020  1.090
 FSK  C13  H12  single  0.970  0.020  1.090
 FSK  O3   H13  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
 FSK  C5   N1   C1   121.91  3.000
 FSK  C1   N1   C6   118.07  3.000
 FSK  C5   N1   C6   120.02  3.000
 FSK  H3   C6   H2   109.09  3.000
 FSK  H3   C6   H1   108.71  3.000
 FSK  H2   C6   H1   108.65  3.000
 FSK  H3   C6   N1   111.06  3.000
 FSK  H2   C6   N1   110.10  3.000
 FSK  H1   C6   N1   109.18  3.000
 FSK  H4   N2   C2   116.96  3.000
 FSK  H4   N2   C1   115.43  3.000
 FSK  C2   N2   C1   127.61  3.000
 FSK  N2   C1   O1   121.63  3.000
 FSK  O1   C1   N1   123.64  3.000
 FSK  N2   C1   N1   114.73  3.000
 FSK  C3   C2   N2   114.93  3.000
 FSK  N2   C2   O2   120.29  3.000
 FSK  C3   C2   O2   124.77  3.000
 FSK  C5   C3   C4   124.98  3.000
 FSK  C5   C3   C2   118.51  3.000
 FSK  C4   C3   C2   116.51  3.000
 FSK  H7   C4   H6   107.74  3.000
 FSK  H7   C4   H5   106.90  3.000
 FSK  H6   C4   H5   108.00  3.000
 FSK  H7   C4   C3   111.49  3.000
 FSK  H6   C4   C3   112.07  3.000
 FSK  H5   C4   C3   110.43  3.000
 FSK  C11  C5   C3   122.47  3.000
 FSK  C11  C5   N1   115.22  3.000
 FSK  C3   C5   N1   122.24  3.000
 FSK  H8   C11  C12  119.50  3.000
 FSK  H8   C11  C5   115.05  3.000
 FSK  C12  C11  C5   125.45  3.000
 FSK  C13  C12  C14  114.62  3.000
 FSK  C13  C12  C11  122.28  3.000
 FSK  C14  C12  C11  123.06  3.000
 FSK  H10  C14  H9   108.61  3.000
 FSK  H10  C14  F    108.34  3.000
 FSK  H9   C14  F    107.47  3.000
 FSK  H10  C14  C12  112.36  3.000
 FSK  H9   C14  C12  110.10  3.000
 FSK  F    C14  C12  109.82  3.000
 FSK  H12  C13  H11  105.93  3.000
 FSK  H12  C13  O3   111.78  3.000
 FSK  H11  C13  O3   111.95  3.000
 FSK  H12  C13  C12  107.99  3.000
 FSK  H11  C13  C12  107.94  3.000
 FSK  O3   C13  C12  111.01  3.000
 FSK  H13  O3   C13  108.25  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
 FSK  CONST_01  C2   N2   C1   N1     0.00   0.0  0
 FSK  CONST_02  C5   N1   C1   N2     0.00   0.0  0
 FSK  CONST_03  C3   C2   N2   C1     0.00   0.0  0
 FSK  CONST_04  N2   C1   N1   C6   180.00   0.0  0
 FSK  CONST_05  C2   N2   C1   O1   180.00   0.0  0
 FSK  CONST_06  C5   N1   C1   O1   180.00   0.0  0
 FSK  CONST_07  C1   N2   C2   O2   180.00   0.0  0
 FSK  CONST_08  H4   N2   C1   N1   180.00   0.0  0
 FSK  CONST_09  O1   C1   N1   C6     0.00   0.0  0
 FSK  CONST_10  C14  C12  C11  C5     0.00   0.0  0
 FSK  CONST_11  C13  C12  C11  C5   180.00   0.0  0
 FSK  CONST_12  H8   C11  C12  C14  180.00   0.0  0
 FSK  Var_01    C12  C11  C5   N1   114.90  30.0  2
 FSK  Var_02    H1   C6   N1   C1    12.94  30.0  3
 FSK  Var_03    H5   C4   C3   C2    48.03  30.0  3
 FSK  Var_04    F    C14  C12  C11  121.38  30.0  2
 FSK  Var_05    O3   C13  C12  C11   -0.35  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
 FSK  plan-1  N1   0.020
 FSK  plan-1  C6   0.020
 FSK  plan-1  O1   0.020
 FSK  plan-1  O2   0.020
 FSK  plan-1  N2   0.020
 FSK  plan-1  C1   0.020
 FSK  plan-1  C2   0.020
 FSK  plan-1  C3   0.020
 FSK  plan-1  C4   0.020
 FSK  plan-1  C5   0.020
 FSK  plan-1  C11  0.020
 FSK  plan-1  H4   0.020
 FSK  plan-2  C5   0.020
 FSK  plan-2  C11  0.020
 FSK  plan-2  C12  0.020
 FSK  plan-2  C14  0.020
 FSK  plan-2  C13  0.020
 FSK  plan-2  H8   0.020

