# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 12:03:27 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: (2R)-2-{[4-(4-chlorophenyl)-5-cyano-6-oxo-1,6-dihydropyrimidin-2-yl]sulfanyl}-N-(4-sulfamoylphenyl)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](SC1=NC(=C(C#N)C(=O)N1)c2ccc(Cl)cc2)C(=O)Nc3ccc(cc3)[S](N)(=O)=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
 FC4  FC4  (2R)-2-{[4-(4-chlorophenyl)-5-cyano-6-oxo-1,6-dihydropyrimidin-2-yl]sulfanyl}-N-(4-sulfamoylphenyl)propanamide  ligand  48  32  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FC4
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
 FC4  C16  C   CR16  0  -0.256   5.6194   1.1145   0.2336
 FC4  C17  C   CR16  0  -0.262   5.9194   2.4552   0.0565
 FC4  C18  C   CR6   0  -0.004   5.0190   3.2653  -0.6194
 FC4  CL   CL  CL    0  -0.099   5.3895   4.9346  -0.8605
 FC4  C19  C   CR16  0  -0.243   3.8208   2.7626  -1.0997
 FC4  C20  C   CR16  0  -0.279   3.5242   1.4259  -0.9045
 FC4  C15  C   CR6   0   0.130   4.4269   0.5846  -0.2552
 FC4  C13  C   CR6   0   0.277   4.0705  -0.8300  -0.0691
 FC4  N4   N   N     0  -0.457   2.7661  -1.0577   0.1750
 FC4  C12  C   CR6   0  -0.283   4.9731  -1.8657  -0.2009
 FC4  C14  C   CSP   0   0.031   6.3161  -1.6958  -0.6149
 FC4  N5   N   NS    0  -0.203   7.4085  -1.5954  -0.9706
 FC4  C11  C   CR6   0   0.555   4.5509  -3.2329   0.0105
 FC4  O4   O   O     0  -0.418   5.2591  -4.2148  -0.0652
 FC4  N3   N   NR16  0  -0.541   3.1967  -3.3395   0.2989
 FC4  C10  C   CR6   0   0.367   2.3643  -2.2822   0.3361
 FC4  S2   S   S2    0   0.112   0.6865  -2.6718   0.5810
 FC4  C9   C   CH3   0  -0.696   0.2760  -0.3785   2.0953
 FC4  C8   C   CH1   0  -0.468  -0.0139  -0.9972   0.7331
 FC4  C7   C   C     0   0.582  -1.5062  -1.1844   0.5222
 FC4  N2   N   NH1   0  -0.730  -2.1442  -0.0451   0.1658
 FC4  C6   C   CR16  0  -0.219  -5.8260  -0.4534  -0.0056
 FC4  C5   C   CR16  0  -0.236  -4.4980  -0.7869   0.1851
 FC4  C4   C   CR6   0   0.383  -3.5068   0.1784  -0.0165
 FC4  O3   O   O     0  -0.540  -2.0397  -2.2597   0.7084
 FC4  C3   C   CR16  0  -0.290  -3.8758   1.4622  -0.4264
 FC4  C2   C   CR16  0  -0.251  -5.2024   1.7914  -0.6193
 FC4  C1   C   CR6   0  -0.206  -6.1778   0.8295  -0.4009
 FC4  S1   S   S     0   1.321  -7.8815   1.2185  -0.6447
 FC4  O2   O   OS    0  -0.646  -7.9515   2.5315  -1.2724
 FC4  O1   O   OS    0  -0.627  -8.5497   0.1040  -1.3015
 FC4  N1   N   NC2   0  -0.895  -8.4396   1.2187   0.9099
 FC4  H1   H   HCR6  0   0.292   6.3146   0.5012   0.7897
 FC4  H2   H   HCR6  0   0.288   6.8407   2.8613   0.4489
 FC4  H3   H   HCR6  0   0.278   3.1226   3.4031  -1.6210
 FC4  H4   H   HCR6  0   0.274   2.5862   1.0342  -1.2746
 FC4  H5   H   HNR6  0   0.409   2.8380  -4.2778   0.4435
 FC4  H6   H   HCH3  0   0.240  -0.1259   0.6350   2.1420
 FC4  H7   H   HCH3  0   0.280  -0.1673  -0.9648   2.8994
 FC4  H8   H   HCH3  0   0.286   1.3488  -0.3115   2.2598
 FC4  H9   H   HCH1  0   0.352   0.4185  -0.3808  -0.0569
 FC4  H10  H   HNH1  0   0.406  -1.5617   0.7693   0.0330
 FC4  H11  H   HCR6  0   0.293  -6.5821  -1.2090   0.1613
 FC4  H12  H   HCR6  0   0.304  -4.2516  -1.7901   0.4885
 FC4  H13  H   HCR6  0   0.300  -3.1160   2.2167  -0.5876
 FC4  H14  H   HCR6  0   0.280  -5.4629   2.7915  -0.9360
 FC4  H15  H   HNC2  0   0.381  -8.1414   2.0310   1.4394
 FC4  H16  H   HNC2  0   0.428  -9.4488   1.1121   0.9457

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
 FC4  CL   C18  single    1.727  0.020  1.727
 FC4  C19  C18  aromatic  1.385  0.020  1.385
 FC4  C19  C20  aromatic  1.383  0.020  1.383
 FC4  C18  C17  aromatic  1.387  0.020  1.387
 FC4  C20  C15  aromatic  1.394  0.020  1.394
 FC4  C17  C16  aromatic  1.385  0.020  1.385
 FC4  C15  C16  aromatic  1.393  0.020  1.393
 FC4  C15  C13  single    1.471  0.020  1.471
 FC4  N5   C14  triple    1.153  0.020  1.153
 FC4  C9   C8   single    1.524  0.020  1.524
 FC4  C14  C12  single    1.416  0.020  1.416
 FC4  C13  C12  double    1.380  0.020  1.380
 FC4  C13  N4   single    1.347  0.020  1.347
 FC4  C12  C11  single    1.446  0.020  1.446
 FC4  N4   C10  double    1.299  0.020  1.299
 FC4  C8   C7   single    1.519  0.020  1.519
 FC4  C8   S2   single    1.822  0.020  1.822
 FC4  C11  O4   double    1.213  0.020  1.213
 FC4  C11  N3   single    1.389  0.020  1.389
 FC4  C7   O3   double    1.215  0.020  1.215
 FC4  C7   N2   single    1.354  0.020  1.354
 FC4  C10  N3   single    1.346  0.020  1.346
 FC4  C10  S2   single    1.740  0.020  1.740
 FC4  N2   C4   single    1.393  0.020  1.393
 FC4  C4   C5   aromatic  1.398  0.020  1.398
 FC4  C4   C3   aromatic  1.397  0.020  1.397
 FC4  C5   C6   aromatic  1.383  0.020  1.383
 FC4  C3   C2   aromatic  1.380  0.020  1.380
 FC4  C6   C1   aromatic  1.388  0.020  1.388
 FC4  C2   C1   aromatic  1.387  0.020  1.387
 FC4  C1   S1   single    1.764  0.020  1.764
 FC4  N1   S1   single    1.652  0.020  1.652
 FC4  O1   S1   double    1.456  0.020  1.456
 FC4  S1   O2   double    1.457  0.020  1.457
 FC4  C16  H1   single    0.930  0.020  1.080
 FC4  C17  H2   single    0.930  0.020  1.080
 FC4  C19  H3   single    0.930  0.020  1.080
 FC4  C20  H4   single    0.930  0.020  1.080
 FC4  N3   H5   single    0.860  0.020  1.020
 FC4  C9   H6   single    0.970  0.020  1.090
 FC4  C9   H7   single    0.970  0.020  1.090
 FC4  C9   H8   single    0.970  0.020  1.090
 FC4  C8   H9   single    0.970  0.020  1.090
 FC4  N2   H10  single    0.860  0.020  1.020
 FC4  C6   H11  single    0.930  0.020  1.080
 FC4  C5   H12  single    0.930  0.020  1.080
 FC4  C3   H13  single    0.930  0.020  1.080
 FC4  C2   H14  single    0.930  0.020  1.080
 FC4  N1   H15  single    0.890  0.020  1.040
 FC4  N1   H16  single    0.890  0.020  1.040

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
 FC4  H1   C16  C15  121.00  3.000
 FC4  H1   C16  C17  118.40  3.000
 FC4  C15  C16  C17  120.57  3.000
 FC4  H2   C17  C18  120.73  3.000
 FC4  H2   C17  C16  120.13  3.000
 FC4  C18  C17  C16  119.14  3.000
 FC4  C19  C18  CL   119.20  3.000
 FC4  C19  C18  C17  121.23  3.000
 FC4  CL   C18  C17  119.56  3.000
 FC4  H3   C19  C20  120.13  3.000
 FC4  H3   C19  C18  120.71  3.000
 FC4  C20  C19  C18  119.16  3.000
 FC4  H4   C20  C15  120.15  3.000
 FC4  H4   C20  C19  119.19  3.000
 FC4  C15  C20  C19  120.66  3.000
 FC4  C13  C15  C20  118.84  3.000
 FC4  C13  C15  C16  121.92  3.000
 FC4  C20  C15  C16  119.21  3.000
 FC4  C12  C13  N4   121.60  3.000
 FC4  N4   C13  C15  114.86  3.000
 FC4  C12  C13  C15  123.46  3.000
 FC4  C10  N4   C13  118.79  3.000
 FC4  C11  C12  C14  115.66  3.000
 FC4  C11  C12  C13  120.30  3.000
 FC4  C14  C12  C13  123.94  3.000
 FC4  N5   C14  C12  180.00  3.000
 FC4  N3   C11  O4   121.34  3.000
 FC4  N3   C11  C12  112.80  3.000
 FC4  O4   C11  C12  125.85  3.000
 FC4  H5   N3   C10  120.25  3.000
 FC4  H5   N3   C11  116.43  3.000
 FC4  C10  N3   C11  123.26  3.000
 FC4  S2   C10  N3   115.11  3.000
 FC4  S2   C10  N4   121.80  3.000
 FC4  N3   C10  N4   123.08  3.000
 FC4  C8   S2   C10  100.18  3.000
 FC4  H8   C9   H7   108.84  3.000
 FC4  H8   C9   H6   107.44  3.000
 FC4  H7   C9   H6   108.57  3.000
 FC4  H8   C9   C8   110.36  3.000
 FC4  H7   C9   C8   111.34  3.000
 FC4  H6   C9   C8   110.20  3.000
 FC4  H9   C8   C7   111.00  3.000
 FC4  H9   C8   C9   110.02  3.000
 FC4  C7   C8   C9   111.17  3.000
 FC4  H9   C8   S2   107.84  3.000
 FC4  C7   C8   S2   104.65  3.000
 FC4  C9   C8   S2   112.00  3.000
 FC4  O3   C7   N2   125.34  3.000
 FC4  N2   C7   C8   113.33  3.000
 FC4  O3   C7   C8   121.29  3.000
 FC4  H10  N2   C4   114.69  3.000
 FC4  H10  N2   C7   116.19  3.000
 FC4  C4   N2   C7   129.10  3.000
 FC4  H11  C6   C1   120.83  3.000
 FC4  H11  C6   C5   118.79  3.000
 FC4  C1   C6   C5   120.39  3.000
 FC4  H12  C5   C4   121.45  3.000
 FC4  H12  C5   C6   118.91  3.000
 FC4  C4   C5   C6   119.64  3.000
 FC4  C3   C4   C5   119.30  3.000
 FC4  C3   C4   N2   116.37  3.000
 FC4  C5   C4   N2   124.32  3.000
 FC4  H13  C3   C2   119.17  3.000
 FC4  H13  C3   C4   119.90  3.000
 FC4  C2   C3   C4   120.92  3.000
 FC4  H14  C2   C1   121.21  3.000
 FC4  H14  C2   C3   119.55  3.000
 FC4  C1   C2   C3   119.24  3.000
 FC4  S1   C1   C2   120.29  3.000
 FC4  S1   C1   C6   119.21  3.000
 FC4  C2   C1   C6   120.50  3.000
 FC4  N1   S1   O1   105.64  3.000
 FC4  O1   S1   O2   118.25  3.000
 FC4  N1   S1   O2   112.90  3.000
 FC4  O2   S1   C1   107.74  3.000
 FC4  O1   S1   C1   109.68  3.000
 FC4  N1   S1   C1   101.32  3.000
 FC4  H16  N1   H15  110.96  3.000
 FC4  H16  N1   S1   111.65  3.000
 FC4  H15  N1   S1   113.08  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
 FC4  CONST_01  C19  C18  C17  C16    0.00   0.0  0
 FC4  CONST_02  C19  C20  C15  C16    0.00   0.0  0
 FC4  CONST_03  C20  C19  C18  C17    0.00   0.0  0
 FC4  CONST_04  C20  C15  C16  C17    0.00   0.0  0
 FC4  CONST_05  C15  C20  C19  C18    0.00   0.0  0
 FC4  CONST_06  C15  C16  C17  C18    0.00   0.0  0
 FC4  CONST_07  C3   C4   C5   C6     0.00   0.0  0
 FC4  CONST_08  C3   C2   C1   C6     0.00   0.0  0
 FC4  CONST_09  C2   C3   C4   C5     0.00   0.0  0
 FC4  CONST_10  C2   C1   C6   C5     0.00   0.0  0
 FC4  CONST_11  C1   C6   C5   C4     0.00   0.0  0
 FC4  CONST_12  C1   C2   C3   C4     0.00   0.0  0
 FC4  CONST_13  C13  C15  C16  C17  180.00   0.0  0
 FC4  CONST_14  C13  C15  C20  C19  180.00   0.0  0
 FC4  CONST_15  N3   C10  N4   C13    0.00   0.0  0
 FC4  CONST_16  C11  N3   C10  N4     0.00   0.0  0
 FC4  CONST_17  C10  N3   C11  C12    0.00   0.0  0
 FC4  CONST_18  CL   C18  C17  C16  180.00   0.0  0
 FC4  CONST_19  C20  C19  C18  CL   180.00   0.0  0
 FC4  CONST_20  C6   C5   C4   N2   180.00   0.0  0
 FC4  CONST_21  C2   C3   C4   N2   180.00   0.0  0
 FC4  CONST_22  S1   C1   C6   C5   180.00   0.0  0
 FC4  CONST_23  S1   C1   C2   C3   180.00   0.0  0
 FC4  CONST_24  S2   C10  N4   C13  180.00   0.0  0
 FC4  CONST_25  S2   C10  N3   C11  180.00   0.0  0
 FC4  CONST_26  C10  N3   C11  O4   180.00   0.0  0
 FC4  CONST_27  H4   C20  C15  C16  180.00   0.0  0
 FC4  CONST_28  H3   C19  C18  C17  180.00   0.0  0
 FC4  CONST_29  H1   C16  C17  C18  180.00   0.0  0
 FC4  CONST_30  H2   C17  C18  C19  180.00   0.0  0
 FC4  CONST_31  H14  C2   C1   C6   180.00   0.0  0
 FC4  CONST_32  H13  C3   C4   C5   180.00   0.0  0
 FC4  CONST_33  H11  C6   C5   C4   180.00   0.0  0
 FC4  CONST_34  H12  C5   C4   C3   180.00   0.0  0
 FC4  CONST_35  H5   N3   C10  N4   180.00   0.0  0
 FC4  CONST_36  C5   C4   N2   C7     0.00   0.0  0
 FC4  CONST_37  C3   C4   N2   C7   180.00   0.0  0
 FC4  CONST_38  H10  N2   C4   C5   180.00   0.0  0
 FC4  CONST_39  C4   N2   C7   C8   180.00   0.0  0
 FC4  CONST_40  O3   C7   N2   C4     0.00   0.0  0
 FC4  Var_01    C12  C13  C15  C16  -41.26  30.0  2
 FC4  Var_02    N1   S1   C1   C6    71.04  30.0  2
 FC4  Var_03    H15  N1   S1   C1    73.50  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
 FC4  chir_01  C8  C9  C7  S2  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
 FC4  plan-1  C16  0.020
 FC4  plan-1  C17  0.020
 FC4  plan-1  C18  0.020
 FC4  plan-1  CL   0.020
 FC4  plan-1  C19  0.020
 FC4  plan-1  C20  0.020
 FC4  plan-1  C15  0.020
 FC4  plan-1  C13  0.020
 FC4  plan-1  H1   0.020
 FC4  plan-1  H2   0.020
 FC4  plan-1  H3   0.020
 FC4  plan-1  H4   0.020
 FC4  plan-2  C15  0.020
 FC4  plan-2  C13  0.020
 FC4  plan-2  N4   0.020
 FC4  plan-2  C12  0.020
 FC4  plan-2  C14  0.020
 FC4  plan-2  N5   0.020
 FC4  plan-2  C11  0.020
 FC4  plan-2  O4   0.020
 FC4  plan-2  N3   0.020
 FC4  plan-2  C10  0.020
 FC4  plan-2  S2   0.020
 FC4  plan-2  H5   0.020
 FC4  plan-3  N2   0.020
 FC4  plan-3  C6   0.020
 FC4  plan-3  C5   0.020
 FC4  plan-3  C4   0.020
 FC4  plan-3  C3   0.020
 FC4  plan-3  C2   0.020
 FC4  plan-3  C1   0.020
 FC4  plan-3  S1   0.020
 FC4  plan-3  H11  0.020
 FC4  plan-3  H12  0.020
 FC4  plan-3  H13  0.020
 FC4  plan-3  H14  0.020
 FC4  plan-4  C8   0.020
 FC4  plan-4  C7   0.020
 FC4  plan-4  N2   0.020
 FC4  plan-4  C4   0.020
 FC4  plan-4  O3   0.020
 FC4  plan-4  H10  0.020

