# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 22:33:15 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: (4S,5R)-5-hydroxy-4-(3-hydroxyphenyl)-3,4,5,6,7,8-hexahydroquinazoline-2(1H)-thione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1CCCC2=C1[C@@H](NC(=S)N2)c3cccc(O)c3
#
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
 K5E  K5E  (4S,5R)-5-hydroxy-4-(3-hydroxyphenyl)-3,4,5,6,7,8-hexahydroquinazoline-2(1H)-thione  ligand  35  19  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K5E
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
 K5E  S     S  S1    0  -0.433   3.0954  -2.6856  -0.6090
 K5E  C1    C  CR6   0   0.377  -3.6414  -0.9228  -0.0033
 K5E  N1    N  NH1   0  -0.602   0.9378  -1.2243  -1.0643
 K5E  O1    O  OH1   0  -0.633  -4.8838  -0.8492  -0.5226
 K5E  C2    C  CR16  0  -0.350  -3.5014  -1.4289   1.2853
 K5E  N2    N  NH1   0  -0.684   2.5330  -0.2407   0.2220
 K5E  O2    O  OH1   0  -0.670  -0.8582   2.4815  -1.4296
 K5E  C3    C  CR16  0  -0.228  -2.2363  -1.5235   1.8474
 K5E  C4    C  CR16  0  -0.323  -1.1107  -1.1193   1.1452
 K5E  C5    C  CR6   0   0.168  -1.2515  -0.6123  -0.1426
 K5E  C6    C  CR16  0  -0.451  -2.5128  -0.5136  -0.7115
 K5E  C7    C  CH1   0  -0.165  -0.0346  -0.1488  -0.9236
 K5E  C8    C  C     0   0.359   2.1289  -1.3157  -0.4783
 K5E  C9    C  C     0   0.317   1.8082   0.9475   0.2983
 K5E  C10   C  C     0  -0.032   0.6021   1.0439  -0.2638
 K5E  C11   C  CH1   0   0.034  -0.2243   2.2965  -0.1783
 K5E  C12   C  CH2   0  -0.474   0.6265   3.4990   0.2090
 K5E  C13   C  CH2   0  -0.455   1.5171   3.1691   1.3957
 K5E  C14   C  CH2   0  -0.520   2.4912   2.0561   1.0382
 K5E  HN1   H  HNH1  0   0.411   0.6469  -2.0318  -1.5935
 K5E  HO1   H  HOH1  0   0.474  -4.8516  -0.5033  -1.4215
 K5E  HO2   H  HOH1  0   0.454  -1.5700   3.1172  -1.3102
 K5E  H3    H  HCR6  0   0.257  -2.1318  -1.9185   2.8498
 K5E  H4    H  HCR6  0   0.250  -0.1326  -1.1979   1.6042
 K5E  H6    H  HCR6  0   0.266  -2.6191  -0.1177  -1.7164
 K5E  H7    H  HCH1  0   0.286  -0.3640   0.1227  -1.9295
 K5E  H12   H  HCH2  0   0.227   1.2417   3.7882  -0.6487
 K5E  H12A  H  HCH2  0   0.240  -0.0240   4.3469   0.4380
 K5E  H13   H  HCH2  0   0.247   2.0691   4.0529   1.7177
 K5E  H13A  H  HCH2  0   0.233   0.9021   2.8591   2.2456
 K5E  H14   H  HCH2  0   0.262   2.9565   1.6528   1.9423
 K5E  H14A  H  HCH2  0   0.263   3.3092   2.4433   0.4213
 K5E  H15   H  HNH1  0   0.414   3.4304  -0.3003   0.6754
 K5E  H16   H  HCH1  0   0.218  -0.9870   2.1442   0.6011
 K5E  H2    H  HCR6  0   0.263  -4.3768  -1.7458   1.8384

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
 K5E  S    C8    double    1.682  0.020  1.682
 K5E  C1   O1    single    1.349  0.020  1.349
 K5E  C1   C2    aromatic  1.391  0.020  1.391
 K5E  C1   C6    aromatic  1.394  0.020  1.394
 K5E  N1   C7    single    1.457  0.020  1.457
 K5E  N1   C8    single    1.331  0.020  1.331
 K5E  N1   HN1   single    0.860  0.020  1.020
 K5E  O1   HO1   single    0.850  0.020  0.980
 K5E  C2   C3    aromatic  1.388  0.020  1.388
 K5E  C2   H2    single    0.930  0.020  1.080
 K5E  N2   C8    single    1.345  0.020  1.345
 K5E  N2   C9    single    1.394  0.020  1.394
 K5E  O2   C11   single    1.415  0.020  1.415
 K5E  O2   HO2   single    0.850  0.020  0.980
 K5E  C3   C4    aromatic  1.387  0.020  1.387
 K5E  C3   H3    single    0.930  0.020  1.080
 K5E  C4   C5    aromatic  1.391  0.020  1.391
 K5E  C4   H4    single    0.930  0.020  1.080
 K5E  C5   C6    aromatic  1.387  0.020  1.387
 K5E  C5   C7    single    1.518  0.020  1.518
 K5E  C6   H6    single    0.930  0.020  1.080
 K5E  C7   C10   single    1.504  0.020  1.504
 K5E  C7   H7    single    0.970  0.020  1.090
 K5E  C9   C10   double    1.334  0.020  1.334
 K5E  C9   C14   single    1.498  0.020  1.498
 K5E  C10  C11   single    1.503  0.020  1.503
 K5E  C11  C12   single    1.523  0.020  1.523
 K5E  C12  C13   single    1.520  0.020  1.520
 K5E  C12  H12   single    0.970  0.020  1.090
 K5E  C12  H12A  single    0.970  0.020  1.090
 K5E  C13  C14   single    1.522  0.020  1.522
 K5E  C13  H13   single    0.970  0.020  1.090
 K5E  C13  H13A  single    0.970  0.020  1.090
 K5E  C14  H14   single    0.970  0.020  1.090
 K5E  C14  H14A  single    0.970  0.020  1.090
 K5E  N2   H15   single    0.860  0.020  1.020
 K5E  C11  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
 K5E  C6    C1   C2   119.72  3.000
 K5E  C6    C1   O1   122.30  3.000
 K5E  C2    C1   O1   117.98  3.000
 K5E  HN1   N1   C8   115.74  3.000
 K5E  HN1   N1   C7   116.70  3.000
 K5E  C8    N1   C7   127.28  3.000
 K5E  HO1   O1   C1   110.37  3.000
 K5E  H2    C2   C3   120.67  3.000
 K5E  H2    C2   C1   119.88  3.000
 K5E  C3    C2   C1   119.45  3.000
 K5E  H15   N2   C9   119.28  3.000
 K5E  H15   N2   C8   117.05  3.000
 K5E  C9    N2   C8   123.61  3.000
 K5E  HO2   O2   C11  107.95  3.000
 K5E  H3    C3   C4   119.80  3.000
 K5E  H3    C3   C2   119.21  3.000
 K5E  C4    C3   C2   120.99  3.000
 K5E  H4    C4   C5   120.67  3.000
 K5E  H4    C4   C3   119.81  3.000
 K5E  C5    C4   C3   119.53  3.000
 K5E  C7    C5   C6   119.74  3.000
 K5E  C7    C5   C4   120.41  3.000
 K5E  C6    C5   C4   119.84  3.000
 K5E  H6    C6   C5   119.65  3.000
 K5E  H6    C6   C1   119.88  3.000
 K5E  C5    C6   C1   120.46  3.000
 K5E  H7    C7   C10  109.53  3.000
 K5E  H7    C7   C5   107.93  3.000
 K5E  C10   C7   C5   110.83  3.000
 K5E  H7    C7   N1   107.20  3.000
 K5E  C10   C7   N1   110.19  3.000
 K5E  C5    C7   N1   111.06  3.000
 K5E  N2    C8   N1   116.31  3.000
 K5E  N2    C8   S    121.25  3.000
 K5E  N1    C8   S    122.43  3.000
 K5E  C14   C9   C10  124.54  3.000
 K5E  C14   C9   N2   114.89  3.000
 K5E  C10   C9   N2   120.57  3.000
 K5E  C11   C10  C9   122.22  3.000
 K5E  C11   C10  C7   116.93  3.000
 K5E  C9    C10  C7   120.67  3.000
 K5E  H16   C11  C12  108.43  3.000
 K5E  H16   C11  C10  107.81  3.000
 K5E  C12   C11  C10  111.43  3.000
 K5E  H16   C11  O2   109.50  3.000
 K5E  C12   C11  O2   111.83  3.000
 K5E  C10   C11  O2   107.75  3.000
 K5E  H12A  C12  H12  107.09  3.000
 K5E  H12A  C12  C13  110.70  3.000
 K5E  H12   C12  C13  109.87  3.000
 K5E  H12A  C12  C11  109.47  3.000
 K5E  H12   C12  C11  108.86  3.000
 K5E  C13   C12  C11  110.76  3.000
 K5E  H13A  C13  H13  106.55  3.000
 K5E  H13A  C13  C14  109.58  3.000
 K5E  H13   C13  C14  109.76  3.000
 K5E  H13A  C13  C12  109.80  3.000
 K5E  H13   C13  C12  110.56  3.000
 K5E  C14   C13  C12  110.51  3.000
 K5E  H14A  C14  H14  106.15  3.000
 K5E  H14A  C14  C13  110.60  3.000
 K5E  H14   C14  C13  110.35  3.000
 K5E  H14A  C14  C9   108.91  3.000
 K5E  H14   C14  C9   109.24  3.000
 K5E  C13   C14  C9   111.44  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
 K5E  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 K5E  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 K5E  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 K5E  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 K5E  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 K5E  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 K5E  CONST_07  C7   C5   C6   C1    180.00   0.0  0
 K5E  CONST_08  C7   C5   C4   C3    180.00   0.0  0
 K5E  CONST_09  C9   N2   C8   N1      0.00   0.0  0
 K5E  CONST_10  C7   N1   C8   N2      0.00   0.0  0
 K5E  CONST_11  C3   C2   C1   O1    180.00   0.0  0
 K5E  CONST_12  C5   C6   C1   O1    180.00   0.0  0
 K5E  CONST_13  C7   N1   C8   S     180.00   0.0  0
 K5E  CONST_14  C9   N2   C8   S     180.00   0.0  0
 K5E  CONST_15  H3   C3   C2   C1    180.00   0.0  0
 K5E  CONST_16  H6   C6   C1   C2    180.00   0.0  0
 K5E  CONST_17  H4   C4   C3   C2    180.00   0.0  0
 K5E  CONST_18  H2   C2   C3   C4    180.00   0.0  0
 K5E  CONST_19  H15  N2   C8   N1    180.00   0.0  0
 K5E  CONST_20  HN1  N1   C8   N2    180.00   0.0  0
 K5E  Var_01    C7   C10  C9   N2      3.50  30.0  1
 K5E  Var_02    C13  C14  C9   N2   -164.95  30.0  1
 K5E  Var_03    C10  C9   N2   C8      4.63  30.0  1
 K5E  Var_04    C12  C13  C14  C9    -44.63  30.0  1
 K5E  Var_05    C14  C13  C12  C11    62.54  30.0  1

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
 K5E  chir_01  C7   N1  C5   C10  negativ
 K5E  chir_02  C11  O2  C12  C10  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
 K5E  plan-1  C1   0.020
 K5E  plan-1  O1   0.020
 K5E  plan-1  C2   0.020
 K5E  plan-1  C3   0.020
 K5E  plan-1  C4   0.020
 K5E  plan-1  C5   0.020
 K5E  plan-1  C6   0.020
 K5E  plan-1  C7   0.020
 K5E  plan-1  H3   0.020
 K5E  plan-1  H4   0.020
 K5E  plan-1  H6   0.020
 K5E  plan-1  H2   0.020
 K5E  plan-2  S    0.020
 K5E  plan-2  N1   0.020
 K5E  plan-2  N2   0.020
 K5E  plan-2  C7   0.020
 K5E  plan-2  C8   0.020
 K5E  plan-2  C9   0.020
 K5E  plan-2  HN1  0.020
 K5E  plan-2  H15  0.020

