# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 10:47:46 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: 4-[2-({6-fluoro-2-[(3-methoxybenzyl)carbamoyl]-4-oxo-3,4-dihydroquinazolin-5-yl}oxy)ethyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(CNC(=O)C2=Nc3ccc(F)c(OCCc4ccc(cc4)C(O)=O)c3C(=O)N2)c1
#
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
 WHH  WHH  '4-[2-({6-fluoro-2-[(3-methoxybenzyl)carbamoyl]-4-oxo-3,4-dihydroquinazolin-5-yl}oxy)ethyl]benzoic acid'  ligand  57  36  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WHH
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
 WHH  C32  C  CR16   0  -0.228   8.3992   0.4609  -0.3295
 WHH  C12  C  CR16   0  -0.275  -7.5260  -0.3370   1.0294
 WHH  C14  C  CR16   0  -0.276  -6.5900  -1.8520  -0.5631
 WHH  C33  C  CR16   0  -0.312   7.3591   0.0921  -1.1655
 WHH  C11  C  CR16   0  -0.293  -6.6246   0.6400   0.6321
 WHH  C15  C  CR16   0  -0.291  -5.6893  -0.8758  -0.9628
 WHH  C3   C  CR16   0  -0.321   1.2489   2.2164   1.4180
 WHH  C31  C  CR16   0  -0.389   8.6348  -0.2114   0.8645
 WHH  C2   C  CR16   0  -0.404   0.2217   2.9523   1.9628
 WHH  C29  C  CR16   0  -0.373   6.7637  -1.6508   0.3802
 WHH  C5   C  CR66   0  -0.205  -0.2320   1.4488  -0.3537
 WHH  C13  C  CR6    0  -0.113  -7.5231  -1.5984   0.4391
 WHH  C10  C  CR6    0   0.094  -5.6941   0.3859  -0.3722
 WHH  C28  C  CR6    0   0.058   6.5361  -0.9744  -0.8078
 WHH  C4   C  CR66   0   0.267   1.0384   1.4626   0.2600
 WHH  C30  C  CR6    0   0.399   7.8118  -1.2761   1.2235
 WHH  C6   C  CR6    0   0.216  -1.2768   2.2091   0.2003
 WHH  C1   C  CR6    0   0.484  -1.0221   2.9336   1.3519
 WHH  C19  C  CR6    0   0.573  -0.4142   0.6582  -1.5767
 WHH  C22  C  CR6    0   0.400   1.9130   0.0728  -1.3071
 WHH  C24  C  C      0   0.522   3.0347  -0.7338  -1.9141
 WHH  C35  C  CH3    0  -0.437   8.9705  -1.6343   3.2622
 WHH  C9   C  CH2    0  -0.545  -4.6852   1.4251  -0.7747
 WHH  C27  C  CH2    0  -0.323   5.3759  -1.3674  -1.6790
 WHH  C8   C  CH2    0  -0.144  -3.4300   1.2828   0.0656
 WHH  N23  N  N      0  -0.471   2.1036   0.7536  -0.2418
 WHH  N21  N  NR16   0  -0.703   0.7370   0.0061  -1.9686
 WHH  N26  N  NH1    0  -0.633   4.1841  -0.6533  -1.2555
 WHH  O17  O  O      0  -0.595  -9.3332  -2.3444   1.7577
 WHH  O25  O  O      0  -0.478   2.8395  -1.3858  -2.9291
 WHH  O18  O  OC    -1  -0.595  -8.4214  -3.7784   0.3161
 WHH  O34  O  O2     0  -0.471   7.9514  -1.9966   2.3519
 WHH  F36  F  F      0  -0.302  -2.0186   3.6474   1.8848
 WHH  H1   H  HCR6   0   0.262   9.0456   1.2844  -0.6044
 WHH  H2   H  HCR6   0   0.241  -8.2457  -0.1195   1.8079
 WHH  H3   H  HCR6   0   0.240  -6.5720  -2.8246  -1.0372
 WHH  H4   H  HCR6   0   0.252   7.1895   0.6232  -2.0938
 WHH  H5   H  HCR6   0   0.241  -6.6468   1.6159   1.1046
 WHH  H6   H  HCR6   0   0.242  -4.9726  -1.0930  -1.7473
 WHH  H7   H  HCR6   0   0.283   2.2296   2.2164   1.8732
 WHH  H8   H  HCR6   0   0.281   9.4576   0.1045   1.4914
 WHH  H9   H  HCR6   0   0.299   0.3717   3.5400   2.8590
 WHH  H10  H  HCR6   0   0.262   6.1295  -2.4831   0.6643
 WHH  H11  H  HCH3   0   0.229   8.8468  -0.6115   3.6279
 WHH  H12  H  HCH3   0   0.260   8.8907  -2.3182   4.1033
 WHH  H13  H  HCH3   0   0.229   9.9667  -1.7332   2.8229
 WHH  H14  H  HCH2   0   0.256  -4.4220   1.3095  -1.8283
 WHH  H15  H  HCH2   0   0.253  -5.0996   2.4275  -0.6442
 WHH  H16  H  HCH2   0   0.267   5.5877  -1.1317  -2.7239
 WHH  H17  H  HCH2   0   0.266   5.2017  -2.4445  -1.6190
 WHH  H18  H  HCH2   0   0.234  -3.6625   1.4136   1.1280
 WHH  H19  H  HCH2   0   0.229  -3.0028   0.2852  -0.0659
 WHH  H20  H  HNR6   0   0.430   0.6931  -0.5668  -2.8047
 WHH  H21  H  HNH1   0   0.419   4.2139  -0.0879  -0.4190
 WHH  O20  O  O      0  -0.426  -1.4350   0.5408  -2.2230
 WHH  O7   O  O2     0  -0.481  -2.4992   2.2840  -0.3566
 WHH  C16  C  C      0   0.394  -8.5141  -2.6692   0.8766

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
 WHH  C35  O34  single    1.414  0.020  1.414
 WHH  O34  C30  single    1.346  0.020  1.346
 WHH  C30  C31  aromatic  1.393  0.020  1.393
 WHH  C30  C29  aromatic  1.396  0.020  1.396
 WHH  C31  C32  aromatic  1.390  0.020  1.390
 WHH  C29  C28  aromatic  1.386  0.020  1.386
 WHH  C32  C33  aromatic  1.384  0.020  1.384
 WHH  C28  C33  aromatic  1.394  0.020  1.394
 WHH  C28  C27  single    1.503  0.020  1.503
 WHH  C27  N26  single    1.453  0.020  1.453
 WHH  O25  C24  double    1.222  0.020  1.222
 WHH  O17  C16  deloc     1.246  0.020  1.246
 WHH  N26  C24  single    1.327  0.020  1.327
 WHH  C24  C22  single    1.509  0.020  1.509
 WHH  C12  C11  aromatic  1.387  0.020  1.387
 WHH  C12  C13  aromatic  1.393  0.020  1.393
 WHH  C16  C13  single    1.523  0.020  1.523
 WHH  C16  O18  deloc     1.246  0.020  1.246
 WHH  C11  C10  aromatic  1.392  0.020  1.392
 WHH  N21  C22  single    1.351  0.020  1.351
 WHH  N21  C19  single    1.380  0.020  1.380
 WHH  C22  N23  double    1.279  0.020  1.279
 WHH  C13  C14  aromatic  1.393  0.020  1.393
 WHH  O20  C19  double    1.214  0.020  1.214
 WHH  C19  C5   single    1.468  0.020  1.468
 WHH  N23  C4   single    1.374  0.020  1.374
 WHH  C10  C9   single    1.503  0.020  1.503
 WHH  C10  C15  aromatic  1.393  0.020  1.393
 WHH  C14  C15  aromatic  1.387  0.020  1.387
 WHH  C9   C8   single    1.517  0.020  1.517
 WHH  C5   C4   aromatic  1.411  0.020  1.411
 WHH  C5   C6   aromatic  1.406  0.020  1.406
 WHH  C4   C3   aromatic  1.398  0.020  1.398
 WHH  C8   O7   single    1.431  0.020  1.431
 WHH  C6   O7   single    1.345  0.020  1.345
 WHH  C6   C1   aromatic  1.384  0.020  1.384
 WHH  C3   C2   aromatic  1.376  0.020  1.376
 WHH  C1   C2   aromatic  1.386  0.020  1.386
 WHH  C1   F36  single    1.337  0.020  1.337
 WHH  C32  H1   single    0.930  0.020  1.080
 WHH  C12  H2   single    0.930  0.020  1.080
 WHH  C14  H3   single    0.930  0.020  1.080
 WHH  C33  H4   single    0.930  0.020  1.080
 WHH  C11  H5   single    0.930  0.020  1.080
 WHH  C15  H6   single    0.930  0.020  1.080
 WHH  C3   H7   single    0.930  0.020  1.080
 WHH  C31  H8   single    0.930  0.020  1.080
 WHH  C2   H9   single    0.930  0.020  1.080
 WHH  C29  H10  single    0.930  0.020  1.080
 WHH  C35  H11  single    0.970  0.020  1.090
 WHH  C35  H12  single    0.970  0.020  1.090
 WHH  C35  H13  single    0.970  0.020  1.090
 WHH  C9   H14  single    0.970  0.020  1.090
 WHH  C9   H15  single    0.970  0.020  1.090
 WHH  C27  H16  single    0.970  0.020  1.090
 WHH  C27  H17  single    0.970  0.020  1.090
 WHH  C8   H18  single    0.970  0.020  1.090
 WHH  C8   H19  single    0.970  0.020  1.090
 WHH  N21  H20  single    0.860  0.020  1.020
 WHH  N26  H21  single    0.860  0.020  1.020

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
 WHH  H1   C32  C31  119.00  3.000
 WHH  H1   C32  C33  119.87  3.000
 WHH  C31  C32  C33  121.14  3.000
 WHH  H2   C12  C13  119.23  3.000
 WHH  H2   C12  C11  119.77  3.000
 WHH  C13  C12  C11  121.00  3.000
 WHH  H3   C14  C13  119.35  3.000
 WHH  H3   C14  C15  119.70  3.000
 WHH  C13  C14  C15  120.95  3.000
 WHH  H4   C33  C28  120.19  3.000
 WHH  H4   C33  C32  120.31  3.000
 WHH  C28  C33  C32  119.50  3.000
 WHH  H5   C11  C10  119.48  3.000
 WHH  H5   C11  C12  119.71  3.000
 WHH  C10  C11  C12  120.81  3.000
 WHH  H6   C15  C10  119.36  3.000
 WHH  H6   C15  C14  119.77  3.000
 WHH  C10  C15  C14  120.86  3.000
 WHH  H7   C3   C4   119.04  3.000
 WHH  H7   C3   C2   120.70  3.000
 WHH  C4   C3   C2   120.26  3.000
 WHH  H8   C31  C30  121.56  3.000
 WHH  H8   C31  C32  119.04  3.000
 WHH  C30  C31  C32  119.40  3.000
 WHH  H9   C2   C1   119.79  3.000
 WHH  H9   C2   C3   120.98  3.000
 WHH  C1   C2   C3   119.23  3.000
 WHH  H10  C29  C30  119.13  3.000
 WHH  H10  C29  C28  120.21  3.000
 WHH  C30  C29  C28  120.66  3.000
 WHH  C19  C5   C6   121.83  3.000
 WHH  C6   C5   C4   119.50  3.000
 WHH  C19  C5   C4   118.65  3.000
 WHH  C16  C13  C14  120.97  3.000
 WHH  C14  C13  C12  118.13  3.000
 WHH  C16  C13  C12  120.91  3.000
 WHH  C9   C10  C15  120.68  3.000
 WHH  C15  C10  C11  118.25  3.000
 WHH  C9   C10  C11  121.03  3.000
 WHH  C27  C28  C29  119.73  3.000
 WHH  C27  C28  C33  120.46  3.000
 WHH  C29  C28  C33  119.77  3.000
 WHH  N23  C4   C5   122.28  3.000
 WHH  C5   C4   C3   120.08  3.000
 WHH  N23  C4   C3   117.64  3.000
 WHH  O34  C30  C29  116.13  3.000
 WHH  C29  C30  C31  119.53  3.000
 WHH  O34  C30  C31  124.33  3.000
 WHH  O7   C6   C1   118.84  3.000
 WHH  C1   C6   C5   118.31  3.000
 WHH  O7   C6   C5   122.83  3.000
 WHH  F36  C1   C6   118.30  3.000
 WHH  F36  C1   C2   119.09  3.000
 WHH  C6   C1   C2   122.61  3.000
 WHH  O20  C19  N21  120.31  3.000
 WHH  O20  C19  C5   126.88  3.000
 WHH  N21  C19  C5   112.81  3.000
 WHH  N21  C22  N23  124.33  3.000
 WHH  N23  C22  C24  120.60  3.000
 WHH  N21  C22  C24  115.07  3.000
 WHH  O25  C24  N26  125.65  3.000
 WHH  N26  C24  C22  114.31  3.000
 WHH  O25  C24  C22  120.04  3.000
 WHH  H13  C35  H12  108.71  3.000
 WHH  H13  C35  H11  108.80  3.000
 WHH  H12  C35  H11  108.75  3.000
 WHH  H13  C35  O34  112.03  3.000
 WHH  H12  C35  O34  106.50  3.000
 WHH  H11  C35  O34  111.94  3.000
 WHH  H15  C9   H14  107.69  3.000
 WHH  H15  C9   C8   109.49  3.000
 WHH  H14  C9   C8   108.96  3.000
 WHH  H15  C9   C10  110.35  3.000
 WHH  H14  C9   C10  110.30  3.000
 WHH  C8   C9   C10  110.00  3.000
 WHH  H17  C27  H16  107.24  3.000
 WHH  H17  C27  N26  109.74  3.000
 WHH  H16  C27  N26  109.39  3.000
 WHH  H17  C27  C28  110.42  3.000
 WHH  H16  C27  C28  110.40  3.000
 WHH  N26  C27  C28  109.62  3.000
 WHH  H19  C8   H18  107.97  3.000
 WHH  H19  C8   O7   110.42  3.000
 WHH  H18  C8   O7   109.92  3.000
 WHH  H19  C8   C9   110.02  3.000
 WHH  H18  C8   C9   110.51  3.000
 WHH  O7   C8   C9   108.01  3.000
 WHH  C22  N23  C4   117.60  3.000
 WHH  H20  N21  C22  117.98  3.000
 WHH  H20  N21  C19  117.70  3.000
 WHH  C22  N21  C19  124.32  3.000
 WHH  H21  N26  C27  119.50  3.000
 WHH  H21  N26  C24  118.07  3.000
 WHH  C27  N26  C24  122.42  3.000
 WHH  C35  O34  C30  118.51  3.000
 WHH  C8   O7   C6   115.47  3.000
 WHH  O18  C16  O17  126.79  3.000
 WHH  O18  C16  C13  116.62  3.000
 WHH  O17  C16  C13  116.59  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
 WHH  CONST_01  C29  C30  C31  C32     0.00   0.0  0
 WHH  CONST_02  C29  C28  C33  C32     0.00   0.0  0
 WHH  CONST_03  C15  C10  C11  C12     0.00   0.0  0
 WHH  CONST_04  C15  C14  C13  C12     0.00   0.0  0
 WHH  CONST_05  C11  C12  C13  C14     0.00   0.0  0
 WHH  CONST_06  C11  C10  C15  C14     0.00   0.0  0
 WHH  CONST_07  C30  C31  C32  C33     0.00   0.0  0
 WHH  CONST_08  C30  C29  C28  C33     0.00   0.0  0
 WHH  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 WHH  CONST_10  C6   C1   C2   C3      0.00   0.0  0
 WHH  CONST_11  C28  C29  C30  C31     0.00   0.0  0
 WHH  CONST_12  C28  C33  C32  C31     0.00   0.0  0
 WHH  CONST_13  C5   C4   C3   C2      0.00   0.0  0
 WHH  CONST_14  C5   C6   C1   C2      0.00   0.0  0
 WHH  CONST_15  C10  C11  C12  C13     0.00   0.0  0
 WHH  CONST_16  C10  C15  C14  C13     0.00   0.0  0
 WHH  CONST_17  C1   C6   C5   C4      0.00   0.0  0
 WHH  CONST_18  C1   C2   C3   C4      0.00   0.0  0
 WHH  CONST_19  C22  N21  C19  C5      0.00   0.0  0
 WHH  CONST_20  N21  C22  N23  C4      0.00   0.0  0
 WHH  CONST_21  N23  C22  N21  C19     0.00   0.0  0
 WHH  CONST_22  O34  C30  C31  C32   180.00   0.0  0
 WHH  CONST_23  C27  C28  C33  C32   180.00   0.0  0
 WHH  CONST_24  C9   C10  C11  C12   180.00   0.0  0
 WHH  CONST_25  C9   C10  C15  C14   180.00   0.0  0
 WHH  CONST_26  C16  C13  C12  C11   180.00   0.0  0
 WHH  CONST_27  C16  C13  C14  C15   180.00   0.0  0
 WHH  CONST_28  F36  C1   C2   C3    180.00   0.0  0
 WHH  CONST_29  O7   C6   C1   C2    180.00   0.0  0
 WHH  CONST_30  F36  C1   C6   C5    180.00   0.0  0
 WHH  CONST_31  O34  C30  C29  C28   180.00   0.0  0
 WHH  CONST_32  O7   C6   C5   C4    180.00   0.0  0
 WHH  CONST_33  C27  C28  C29  C30   180.00   0.0  0
 WHH  CONST_34  O7   C6   C5   C19     0.00   0.0  0
 WHH  CONST_35  C24  C22  N23  C4    180.00   0.0  0
 WHH  CONST_36  C24  C22  N21  C19   180.00   0.0  0
 WHH  CONST_37  O20  C19  N21  C22   180.00   0.0  0
 WHH  CONST_38  H3   C14  C13  C12   180.00   0.0  0
 WHH  CONST_39  H2   C12  C13  C14   180.00   0.0  0
 WHH  CONST_40  H8   C31  C32  C33   180.00   0.0  0
 WHH  CONST_41  H10  C29  C28  C33   180.00   0.0  0
 WHH  CONST_42  H6   C15  C10  C11   180.00   0.0  0
 WHH  CONST_43  H5   C11  C10  C15   180.00   0.0  0
 WHH  CONST_44  H4   C33  C32  C31   180.00   0.0  0
 WHH  CONST_45  H7   C3   C4   C5    180.00   0.0  0
 WHH  CONST_46  H1   C32  C33  C28   180.00   0.0  0
 WHH  CONST_47  H9   C2   C3   C4    180.00   0.0  0
 WHH  CONST_48  H20  N21  C19  C5    180.00   0.0  0
 WHH  CONST_49  C27  N26  C24  C22   180.00   0.0  0
 WHH  CONST_50  H21  N26  C24  C22     0.00   0.0  0
 WHH  CONST_51  O25  C24  N26  C27     0.00   0.0  0
 WHH  Var_01    O17  C16  C13  C12     1.56  30.0  2
 WHH  Var_02    N26  C27  C28  C33   -90.91  30.0  2
 WHH  Var_03    C8   C9   C10  C11    89.59  30.0  2
 WHH  Var_04    O25  C24  C22  N23   179.66  30.0  2
 WHH  Var_05    O7   C8   C9   C10   179.68  30.0  3
 WHH  Var_06    C24  N26  C27  C28   174.84  30.0  3
 WHH  Var_07    C9   C8   O7   C6   -173.60  30.0  1
 WHH  Var_08    H11  C35  O34  C30    59.77  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
 WHH  plan-1  C12  0.020
 WHH  plan-1  C14  0.020
 WHH  plan-1  C11  0.020
 WHH  plan-1  C15  0.020
 WHH  plan-1  C13  0.020
 WHH  plan-1  C10  0.020
 WHH  plan-1  C9   0.020
 WHH  plan-1  H2   0.020
 WHH  plan-1  H3   0.020
 WHH  plan-1  H5   0.020
 WHH  plan-1  H6   0.020
 WHH  plan-1  C16  0.020
 WHH  plan-2  C32  0.020
 WHH  plan-2  C33  0.020
 WHH  plan-2  C31  0.020
 WHH  plan-2  C29  0.020
 WHH  plan-2  C28  0.020
 WHH  plan-2  C30  0.020
 WHH  plan-2  C27  0.020
 WHH  plan-2  O34  0.020
 WHH  plan-2  H1   0.020
 WHH  plan-2  H4   0.020
 WHH  plan-2  H8   0.020
 WHH  plan-2  H10  0.020
 WHH  plan-3  C3   0.020
 WHH  plan-3  C2   0.020
 WHH  plan-3  C5   0.020
 WHH  plan-3  C4   0.020
 WHH  plan-3  C6   0.020
 WHH  plan-3  C1   0.020
 WHH  plan-3  C19  0.020
 WHH  plan-3  C22  0.020
 WHH  plan-3  C24  0.020
 WHH  plan-3  N23  0.020
 WHH  plan-3  N21  0.020
 WHH  plan-3  F36  0.020
 WHH  plan-3  H7   0.020
 WHH  plan-3  H9   0.020
 WHH  plan-3  H20  0.020
 WHH  plan-3  O20  0.020
 WHH  plan-3  O7   0.020
 WHH  plan-4  C22  0.020
 WHH  plan-4  C24  0.020
 WHH  plan-4  C27  0.020
 WHH  plan-4  N26  0.020
 WHH  plan-4  O25  0.020
 WHH  plan-4  H21  0.020
 WHH  plan-5  C13  0.020
 WHH  plan-5  O17  0.020
 WHH  plan-5  O18  0.020
 WHH  plan-5  C16  0.020

