# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 24 08:36:35 2021
#   Inital geometry file: a 102 line input string
#   Ligand name: [3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CN1C(=O)N(Cc2ccc(Br)cc2F)C(=O)c3ccc(Cl)cc13
#
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
 ZES  ZES  '[3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]acetic acid'  ligand  37  26  .  2022-07-22  2022-11-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZES
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
 ZES  C1    C   CR16  0  -0.264  -8.6604  -2.4065   9.9886
 ZES  C2    C   CR16  0  -0.194  -8.1374  -1.2802  10.5833
 ZES  C3    C   CR66  0  -0.302  -7.1817  -0.5014   9.9349
 ZES  C4    C   CR66  0   0.495  -6.7360  -0.8529   8.6596
 ZES  C5    C   CR16  0  -0.399  -7.2491  -2.0011   8.0543
 ZES  C6    C   CR6   0   0.084  -8.1974  -2.7503   8.7236
 ZES  C10   C   CR6   0   0.581  -6.6237   0.6619  10.6147
 ZES  N11   N   NR6   0  -0.568  -5.6425   1.3445   9.9138
 ZES  C12   C   CR6   0   0.725  -5.1721   0.9957   8.6593
 ZES  N13   N   NR6   0  -0.615  -5.7998  -0.0516   8.0277
 ZES  C14   C   CH2   0  -0.434  -5.0179   2.4810  10.5703
 ZES  C15   C   CR6   0   0.142  -3.8767   2.0838  11.4707
 ZES  C18   C   CR6   0   0.354  -3.3287   3.0277  12.3262
 ZES  C19   C   CR16  0  -0.199  -2.2813   2.7637  13.1839
 ZES  C20   C   CR6   0  -0.196  -1.7491   1.4829  13.1807
 ZES  C21   C   CR16  0  -0.153  -2.2547   0.5041  12.3417
 ZES  C22   C   CR16  0  -0.347  -3.3105   0.8166  11.4960
 ZES  CL6   CL  CL    0  -0.070  -8.8180  -4.1637   7.9564
 ZES  C27   C   CH2   0  -0.480  -5.2642  -0.4202   6.7411
 ZES  C28   C   C     0   0.504  -4.1266  -1.4072   6.8987
 ZES  O31   O   O     0  -0.365  -3.7040  -1.7775   7.9599
 ZES  O32   O   OH1   0  -0.576  -3.6654  -1.7917   5.7214
 ZES  O33   O   OC    0  -0.273  -4.2556   1.5951   8.1416
 ZES  O34   O   OC    0  -0.371  -6.9572   1.0190  11.7239
 ZES  F35   F   F     0  -0.399  -3.8449   4.2651  12.3191
 ZES  BR3   BR  BR    0  -0.067  -0.3194   1.0793  14.3378
 ZES  H1    H   HCR6  0   0.246  -9.4013  -3.0098  10.4927
 ZES  H2    H   HCR6  0   0.277  -8.4685  -0.9947  11.5719
 ZES  H5    H   HCR6  0   0.292  -6.9300  -2.3282   7.0774
 ZES  H141  H   HCH2  0   0.280  -5.7859   2.9998  11.1397
 ZES  H142  H   HCH2  0   0.320  -4.6723   3.1720   9.8044
 ZES  H19   H   HCR6  0   0.311  -1.9040   3.5452  13.8296
 ZES  H21   H   HCR6  0   0.298  -1.8437  -0.4953  12.3330
 ZES  H22   H   HCR6  0   0.273  -3.6888   0.0335  10.8520
 ZES  H271  H   HCH2  0   0.294  -4.8987   0.4674   6.2273
 ZES  H272  H   HCH2  0   0.319  -6.0480  -0.8194   6.0990
 ZES  H32   H   HOH1  0   0.474  -2.9322  -2.4126   5.8365

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
 ZES  C1   C2    aromatic  1.377  0.020  1.377
 ZES  C1   C6    aromatic  1.390  0.020  1.390
 ZES  C1   H1    single    0.930  0.020  1.080
 ZES  C2   C3    aromatic  1.393  0.020  1.393
 ZES  C2   H2    single    0.930  0.020  1.080
 ZES  C3   C4    aromatic  1.396  0.020  1.396
 ZES  C3   C10   aromatic  1.458  0.020  1.458
 ZES  C4   C5    aromatic  1.396  0.020  1.396
 ZES  C4   N13   aromatic  1.385  0.020  1.385
 ZES  C5   C6    aromatic  1.381  0.020  1.381
 ZES  C5   H5    single    0.930  0.020  1.080
 ZES  C6   CL6   single    1.724  0.020  1.724
 ZES  C10  N11   aromatic  1.386  0.020  1.386
 ZES  C10  O34   double    1.212  0.020  1.212
 ZES  N11  C12   aromatic  1.384  0.020  1.384
 ZES  N11  C14   single    1.454  0.020  1.454
 ZES  C12  N13   aromatic  1.375  0.020  1.375
 ZES  C12  O33   double    1.211  0.020  1.211
 ZES  N13  C27   single    1.442  0.020  1.442
 ZES  C14  C15   single    1.507  0.020  1.507
 ZES  C14  H141  single    0.970  0.020  1.090
 ZES  C14  H142  single    0.970  0.020  1.090
 ZES  C15  C18   aromatic  1.387  0.020  1.387
 ZES  C15  C22   aromatic  1.388  0.020  1.388
 ZES  C18  C19   aromatic  1.379  0.020  1.379
 ZES  C18  F35   single    1.341  0.020  1.341
 ZES  C19  C20   aromatic  1.387  0.020  1.387
 ZES  C19  H19   single    0.930  0.020  1.080
 ZES  C20  C21   aromatic  1.385  0.020  1.385
 ZES  C20  BR3   single    1.883  0.020  1.883
 ZES  C21  C22   aromatic  1.388  0.020  1.388
 ZES  C21  H21   single    0.930  0.020  1.080
 ZES  C22  H22   single    0.930  0.020  1.080
 ZES  C27  C28   single    1.514  0.020  1.514
 ZES  C27  H271  single    0.970  0.020  1.090
 ZES  C27  H272  single    0.970  0.020  1.090
 ZES  C28  O31   double    1.201  0.020  1.201
 ZES  C28  O32   single    1.322  0.020  1.322
 ZES  O32  H32   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
 ZES  H1    C1   C6    120.99  3.000
 ZES  H1    C1   C2    121.05  3.000
 ZES  C6    C1   C2    117.95  3.000
 ZES  H2    C2   C3    119.22  3.000
 ZES  H2    C2   C1    119.65  3.000
 ZES  C3    C2   C1    121.13  3.000
 ZES  C10   C3   C4    120.30  3.000
 ZES  C10   C3   C2    119.44  3.000
 ZES  C4    C3   C2    120.23  3.000
 ZES  N13   C4   C5    121.78  3.000
 ZES  N13   C4   C3    119.14  3.000
 ZES  C5    C4   C3    119.08  3.000
 ZES  H5    C5   C6    118.52  3.000
 ZES  H5    C5   C4    122.25  3.000
 ZES  C6    C5   C4    119.24  3.000
 ZES  CL6   C6   C5    118.44  3.000
 ZES  CL6   C6   C1    119.19  3.000
 ZES  C5    C6   C1    122.37  3.000
 ZES  O34   C10  N11   120.84  3.000
 ZES  O34   C10  C3    123.80  3.000
 ZES  N11   C10  C3    115.34  3.000
 ZES  C14   N11  C12   117.40  3.000
 ZES  C14   N11  C10   117.45  3.000
 ZES  C12   N11  C10   125.09  3.000
 ZES  O33   C12  N13   121.74  3.000
 ZES  O33   C12  N11   121.32  3.000
 ZES  N13   C12  N11   116.94  3.000
 ZES  C27   N13  C12   115.80  3.000
 ZES  C27   N13  C4    120.70  3.000
 ZES  C12   N13  C4    122.68  3.000
 ZES  H142  C14  H141  106.85  3.000
 ZES  H142  C14  C15   110.34  3.000
 ZES  H141  C14  C15   110.35  3.000
 ZES  H142  C14  N11   108.37  3.000
 ZES  H141  C14  N11   107.81  3.000
 ZES  C15   C14  N11   112.91  3.000
 ZES  C22   C15  C18   116.68  3.000
 ZES  C22   C15  C14   124.08  3.000
 ZES  C18   C15  C14   119.24  3.000
 ZES  F35   C18  C19   118.18  3.000
 ZES  F35   C18  C15   118.22  3.000
 ZES  C19   C18  C15   123.60  3.000
 ZES  H19   C19  C20   122.33  3.000
 ZES  H19   C19  C18   119.85  3.000
 ZES  C20   C19  C18   117.82  3.000
 ZES  BR3   C20  C21   119.87  3.000
 ZES  BR3   C20  C19   119.20  3.000
 ZES  C21   C20  C19   120.93  3.000
 ZES  H21   C21  C22   119.51  3.000
 ZES  H21   C21  C20   121.31  3.000
 ZES  C22   C21  C20   119.18  3.000
 ZES  H22   C22  C21   117.74  3.000
 ZES  H22   C22  C15   120.47  3.000
 ZES  C21   C22  C15   121.79  3.000
 ZES  H272  C27  H271  105.20  3.000
 ZES  H272  C27  C28   111.29  3.000
 ZES  H271  C27  C28   109.17  3.000
 ZES  H272  C27  N13   110.65  3.000
 ZES  H271  C27  N13   109.72  3.000
 ZES  C28   C27  N13   110.66  3.000
 ZES  O32   C28  O31   125.08  3.000
 ZES  O32   C28  C27   111.04  3.000
 ZES  O31   C28  C27   123.87  3.000
 ZES  H32   O32  C28   110.19  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
 ZES  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 ZES  CONST_02  C10  C3   C2   C1    180.00   0.0  0
 ZES  CONST_03  C4   C5   C6   C1      0.00   0.0  0
 ZES  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 ZES  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 ZES  CONST_06  N13  C4   C3   C2    180.00   0.0  0
 ZES  CONST_07  N11  C10  C3   C2    180.00   0.0  0
 ZES  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 ZES  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 ZES  CONST_10  C12  N13  C4   C3      0.00   0.0  0
 ZES  CONST_11  C12  N11  C10  C3      0.00   0.0  0
 ZES  CONST_12  N11  C10  C3   C4      0.00   0.0  0
 ZES  CONST_13  N11  C12  N13  C4      0.00   0.0  0
 ZES  CONST_14  C10  C3   C4   C5    180.00   0.0  0
 ZES  CONST_15  C12  N13  C4   C5    180.00   0.0  0
 ZES  CONST_16  N13  C4   C5   C6    180.00   0.0  0
 ZES  CONST_17  N13  C4   C3   C10     0.00   0.0  0
 ZES  CONST_18  N13  C12  N11  C10     0.00   0.0  0
 ZES  CONST_19  C20  C19  C18  C15     0.00   0.0  0
 ZES  CONST_20  C20  C21  C22  C15     0.00   0.0  0
 ZES  CONST_21  C21  C22  C15  C18     0.00   0.0  0
 ZES  CONST_22  C21  C20  C19  C18     0.00   0.0  0
 ZES  CONST_23  C22  C15  C18  C19     0.00   0.0  0
 ZES  CONST_24  C22  C21  C20  C19     0.00   0.0  0
 ZES  CONST_25  CL6  C6   C1   C2    180.00   0.0  0
 ZES  CONST_26  O34  C10  C3   C2      0.00   0.0  0
 ZES  CONST_27  C27  N13  C4   C3    180.00   0.0  0
 ZES  CONST_28  C14  N11  C10  C3    180.00   0.0  0
 ZES  CONST_29  O34  C10  C3   C4    180.00   0.0  0
 ZES  CONST_30  CL6  C6   C5   C4    180.00   0.0  0
 ZES  CONST_31  O33  C12  N13  C4    180.00   0.0  0
 ZES  CONST_32  C27  N13  C4   C5      0.00   0.0  0
 ZES  CONST_33  O33  C12  N11  C10   180.00   0.0  0
 ZES  CONST_34  C27  N13  C12  N11   180.00   0.0  0
 ZES  CONST_35  O34  C10  N11  C12   180.00   0.0  0
 ZES  CONST_36  C14  N11  C12  N13   180.00   0.0  0
 ZES  CONST_37  C19  C18  C15  C14   180.00   0.0  0
 ZES  CONST_38  C21  C22  C15  C14   180.00   0.0  0
 ZES  CONST_39  BR3  C20  C19  C18   180.00   0.0  0
 ZES  CONST_40  F35  C18  C19  C20   180.00   0.0  0
 ZES  CONST_41  F35  C18  C15  C22   180.00   0.0  0
 ZES  CONST_42  BR3  C20  C21  C22   180.00   0.0  0
 ZES  CONST_43  H5   C5   C6   C1    180.00   0.0  0
 ZES  CONST_44  H1   C1   C2   C3    180.00   0.0  0
 ZES  CONST_45  H2   C2   C3   C4    180.00   0.0  0
 ZES  CONST_46  H19  C19  C18  C15   180.00   0.0  0
 ZES  CONST_47  H21  C21  C22  C15   180.00   0.0  0
 ZES  CONST_48  H22  C22  C15  C18   180.00   0.0  0
 ZES  CONST_49  O34  C10  N11  C14     0.00   0.0  0
 ZES  CONST_50  O33  C12  N11  C14     0.00   0.0  0
 ZES  CONST_51  O33  C12  N13  C27     0.00   0.0  0
 ZES  CONST_52  H32  O32  C28  C27   180.00   0.0  0
 ZES  Var_01    C15  C14  N11  C10    84.72  30.0  2
 ZES  Var_02    C18  C15  C14  N11  -169.57  30.0  2
 ZES  Var_03    C28  C27  N13  C4    -83.09  30.0  2
 ZES  Var_04    O31  C28  C27  N13    -2.92  30.0  3

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
 ZES  plan-1  C14  0.020
 ZES  plan-1  C15  0.020
 ZES  plan-1  C18  0.020
 ZES  plan-1  C19  0.020
 ZES  plan-1  C20  0.020
 ZES  plan-1  C21  0.020
 ZES  plan-1  C22  0.020
 ZES  plan-1  F35  0.020
 ZES  plan-1  BR3  0.020
 ZES  plan-1  H19  0.020
 ZES  plan-1  H21  0.020
 ZES  plan-1  H22  0.020
 ZES  plan-2  C1   0.020
 ZES  plan-2  C2   0.020
 ZES  plan-2  C3   0.020
 ZES  plan-2  C4   0.020
 ZES  plan-2  C5   0.020
 ZES  plan-2  C6   0.020
 ZES  plan-2  C10  0.020
 ZES  plan-2  N11  0.020
 ZES  plan-2  C12  0.020
 ZES  plan-2  N13  0.020
 ZES  plan-2  C14  0.020
 ZES  plan-2  CL6  0.020
 ZES  plan-2  C27  0.020
 ZES  plan-2  O33  0.020
 ZES  plan-2  O34  0.020
 ZES  plan-2  H1   0.020
 ZES  plan-2  H2   0.020
 ZES  plan-2  H5   0.020
 ZES  plan-3  C27  0.020
 ZES  plan-3  C28  0.020
 ZES  plan-3  O31  0.020
 ZES  plan-3  O32  0.020
 ZES  plan-3  H32  0.020

