# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 08:48:55 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 3-{4-[(2-chlorophenyl)methyl]-5-oxo-4,5-dihydro[1,2,4]triazolo[4,3-a]quinazolin-1-yl}-4-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(O)c(c1)c2nnc3N(Cc4ccccc4Cl)C(=O)c5ccccc5n23
#
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
 DZS  DZS  '3-{4-[(2-chlorophenyl)methyl]-5-oxo-4,5-dihydro[1,2,4]triazolo[4,3-a]quinazolin-1-yl}-4-hydroxybenzoic acid'  ligand  47  32  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DZS
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
 DZS  C2   C   CR16  0  -0.245   0.2081   4.0820  -1.3406
 DZS  C3   C   CR16  0  -0.277  -0.9194   3.5178  -0.7790
 DZS  C4   C   CR66  0  -0.143  -0.8574   2.2588  -0.1839
 DZS  C5   C   CR66  0   0.423   0.3626   1.5799  -0.1440
 DZS  C6   C   CR16  0  -0.283   1.4935   2.1302  -0.7350
 DZS  C7   C   CR56  0   0.729  -0.7971  -0.2713   0.8749
 DZS  C8   C   CR6   0   0.591  -2.1017   1.6541   0.3275
 DZS  C11  C   CR6   0  -0.110  -3.9602  -1.1212  -1.2183
 DZS  C12  C   CR16  0  -0.199  -4.9107  -1.2250  -2.2232
 DZS  C13  C   CR16  0  -0.275  -6.1674  -0.6726  -2.0304
 DZS  C14  C   CR16  0  -0.234  -6.4628  -0.0221  -0.8407
 DZS  C17  C   CR6   0  -0.118   2.7853  -0.4008   0.6928
 DZS  C18  C   CR16  0  -0.254   3.5117  -1.2735  -0.0987
 DZS  C19  C   CR6   0  -0.095   4.8964  -1.1707  -0.1971
 DZS  C20  C   C     0   0.531   5.6126  -2.1326  -1.0611
 DZS  C21  C   CR16  0  -0.242   5.5494  -0.1697   0.5221
 DZS  C22  C   CR16  0  -0.357   4.8398   0.7002   1.3278
 DZS  C23  C   CR6   0   0.370   3.4561   0.5855   1.4296
 DZS  C1   C   CR16  0  -0.240   1.4077   3.3777  -1.3258
 DZS  N1   N   N     0  -0.670   0.3561   0.3354   0.4896
 DZS  N2   N   NR6   0  -0.611  -2.0088   0.3418   0.7279
 DZS  O1   O   O     0  -0.428  -3.1636   2.2404   0.3587
 DZS  C9   C   CH2   0  -0.415  -3.2252  -0.3796   1.1011
 DZS  C10  C   CR6   0   0.214  -4.2269  -0.4674  -0.0188
 DZS  C15  C   CR16  0  -0.304  -5.4954   0.0804   0.1461
 DZS  N3   N   N     0  -0.363  -0.5646  -1.4398   1.3886
 DZS  N4   N   N     0  -0.299   0.7805  -1.6175   1.3577
 DZS  C16  C   CR5   0   0.434   1.3376  -0.5700   0.8362
 DZS  O2   O   OH1   0  -0.596   6.9241  -1.9367  -1.0790
 DZS  O3   O   O     0  -0.442   5.0667  -3.0107  -1.6873
 DZS  O4   O   OH1   0  -0.600   2.7088   1.3798   2.1970
 DZS  H1   H   HCR6  0   0.275   0.1536   5.0567  -1.8050
 DZS  H2   H   HCR6  0   0.277  -1.8643   4.0426  -0.8097
 DZS  H3   H   HCR6  0   0.289   2.4305   1.5964  -0.7614
 DZS  H4   H   HCR6  0   0.280  -4.6724  -1.7397  -3.1443
 DZS  H5   H   HCR6  0   0.270  -6.9121  -0.7555  -2.8105
 DZS  H6   H   HCR6  0   0.264  -7.4412   0.4118  -0.6839
 DZS  H7   H   HCR6  0   0.275   2.9853  -2.0411  -0.6504
 DZS  H8   H   HCR6  0   0.280   6.6231  -0.0565   0.4652
 DZS  H9   H   HCR6  0   0.290   5.3628   1.4670   1.8860
 DZS  H10  H   HCR6  0   0.282   2.2901   3.8005  -1.7864
 DZS  H11  H   HCH2  0   0.309  -2.9220  -1.3756   1.4194
 DZS  H12  H   HCH2  0   0.300  -3.6771   0.1106   1.9633
 DZS  H13  H   HCR6  0   0.263  -5.7240   0.5968   1.0697
 DZS  H14  H   HOH1  0   0.488   7.3483  -2.5925  -1.6520
 DZS  H15  H   HOH1  0   0.490   3.2493   2.0403   2.6480
 DZS  CL1  CL  CL    0  -0.122  -2.4070  -1.8487  -1.4836

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
 DZS  C22  C21  aromatic  1.382  0.020  1.382
 DZS  C22  C23  aromatic  1.392  0.020  1.392
 DZS  O4   C23  single    1.334  0.020  1.334
 DZS  C21  C19  aromatic  1.395  0.020  1.395
 DZS  C23  C17  aromatic  1.402  0.020  1.402
 DZS  O3   C20  double    1.209  0.020  1.209
 DZS  C19  C20  single    1.478  0.020  1.478
 DZS  C19  C18  aromatic  1.392  0.020  1.392
 DZS  C17  C18  aromatic  1.384  0.020  1.384
 DZS  C17  C16  single    1.465  0.020  1.465
 DZS  C20  O2   single    1.326  0.020  1.326
 DZS  N4   C16  aromatic  1.296  0.020  1.296
 DZS  N4   N3   aromatic  1.357  0.020  1.357
 DZS  C16  N1   aromatic  1.380  0.020  1.380
 DZS  N3   C7   aromatic  1.297  0.020  1.297
 DZS  N1   C5   aromatic  1.397  0.020  1.397
 DZS  N1   C7   aromatic  1.359  0.020  1.359
 DZS  C6   C1   aromatic  1.383  0.020  1.383
 DZS  C6   C5   aromatic  1.390  0.020  1.390
 DZS  C1   C2   aromatic  1.391  0.020  1.391
 DZS  C5   C4   aromatic  1.397  0.020  1.397
 DZS  C7   N2   single    1.366  0.020  1.366
 DZS  C2   C3   aromatic  1.380  0.020  1.380
 DZS  C4   C3   aromatic  1.394  0.020  1.394
 DZS  C4   C8   single    1.475  0.020  1.475
 DZS  N2   C9   single    1.463  0.020  1.463
 DZS  N2   C8   single    1.375  0.020  1.375
 DZS  C9   C10  single    1.505  0.020  1.505
 DZS  C8   O1   double    1.213  0.020  1.213
 DZS  CL1  C11  single    1.736  0.020  1.736
 DZS  C10  C11  aromatic  1.392  0.020  1.392
 DZS  C10  C15  aromatic  1.392  0.020  1.392
 DZS  C11  C12  aromatic  1.387  0.020  1.387
 DZS  C15  C14  aromatic  1.386  0.020  1.386
 DZS  C12  C13  aromatic  1.386  0.020  1.386
 DZS  C14  C13  aromatic  1.388  0.020  1.388
 DZS  C2   H1   single    0.930  0.020  1.080
 DZS  C3   H2   single    0.930  0.020  1.080
 DZS  C6   H3   single    0.930  0.020  1.080
 DZS  C12  H4   single    0.930  0.020  1.080
 DZS  C13  H5   single    0.930  0.020  1.080
 DZS  C14  H6   single    0.930  0.020  1.080
 DZS  C18  H7   single    0.930  0.020  1.080
 DZS  C21  H8   single    0.930  0.020  1.080
 DZS  C22  H9   single    0.930  0.020  1.080
 DZS  C1   H10  single    0.930  0.020  1.080
 DZS  C9   H11  single    0.970  0.020  1.090
 DZS  C9   H12  single    0.970  0.020  1.090
 DZS  C15  H13  single    0.930  0.020  1.080
 DZS  O2   H14  single    0.850  0.020  0.980
 DZS  O4   H15  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
 DZS  H1   C2   C1   120.29  3.000
 DZS  H1   C2   C3   120.15  3.000
 DZS  C1   C2   C3   119.55  3.000
 DZS  H2   C3   C4   119.29  3.000
 DZS  H2   C3   C2   120.26  3.000
 DZS  C4   C3   C2   120.44  3.000
 DZS  C8   C4   C5   121.85  3.000
 DZS  C8   C4   C3   118.74  3.000
 DZS  C5   C4   C3   119.34  3.000
 DZS  N1   C5   C6   123.34  3.000
 DZS  C6   C5   C4   120.42  3.000
 DZS  N1   C5   C4   116.23  3.000
 DZS  H3   C6   C1   119.33  3.000
 DZS  H3   C6   C5   121.42  3.000
 DZS  C1   C6   C5   119.23  3.000
 DZS  N3   C7   N2   127.28  3.000
 DZS  N2   C7   N1   121.47  3.000
 DZS  N3   C7   N1   111.24  3.000
 DZS  O1   C8   N2   120.85  3.000
 DZS  O1   C8   C4   123.31  3.000
 DZS  N2   C8   C4   115.80  3.000
 DZS  CL1  C11  C10  120.00  3.000
 DZS  C10  C11  C12  121.89  3.000
 DZS  CL1  C11  C12  118.11  3.000
 DZS  H4   C12  C13  120.52  3.000
 DZS  H4   C12  C11  120.10  3.000
 DZS  C13  C12  C11  119.38  3.000
 DZS  H5   C13  C14  120.51  3.000
 DZS  H5   C13  C12  119.56  3.000
 DZS  C14  C13  C12  119.94  3.000
 DZS  H6   C14  C15  119.91  3.000
 DZS  H6   C14  C13  120.32  3.000
 DZS  C15  C14  C13  119.77  3.000
 DZS  C16  C17  C23  120.19  3.000
 DZS  C16  C17  C18  120.12  3.000
 DZS  C23  C17  C18  119.54  3.000
 DZS  H7   C18  C19  120.02  3.000
 DZS  H7   C18  C17  118.92  3.000
 DZS  C19  C18  C17  121.06  3.000
 DZS  C21  C19  C20  122.79  3.000
 DZS  C20  C19  C18  118.38  3.000
 DZS  C21  C19  C18  118.83  3.000
 DZS  O3   C20  O2   123.16  3.000
 DZS  O2   C20  C19  113.01  3.000
 DZS  O3   C20  C19  123.83  3.000
 DZS  H8   C21  C22  118.35  3.000
 DZS  H8   C21  C19  120.85  3.000
 DZS  C22  C21  C19  120.80  3.000
 DZS  H9   C22  C23  120.04  3.000
 DZS  H9   C22  C21  119.88  3.000
 DZS  C23  C22  C21  120.08  3.000
 DZS  O4   C23  C22  123.37  3.000
 DZS  O4   C23  C17  116.96  3.000
 DZS  C22  C23  C17  119.68  3.000
 DZS  H10  C1   C6   118.94  3.000
 DZS  H10  C1   C2   120.08  3.000
 DZS  C6   C1   C2   120.98  3.000
 DZS  C16  N1   C7   103.86  3.000
 DZS  C7   N1   C5   122.03  3.000
 DZS  C16  N1   C5   134.07  3.000
 DZS  C9   N2   C8   119.25  3.000
 DZS  C8   N2   C7   121.31  3.000
 DZS  C9   N2   C7   119.27  3.000
 DZS  H12  C9   H11  107.19  3.000
 DZS  H12  C9   C10  109.81  3.000
 DZS  H11  C9   C10  110.46  3.000
 DZS  H12  C9   N2   108.96  3.000
 DZS  H11  C9   N2   107.10  3.000
 DZS  C10  C9   N2   113.11  3.000
 DZS  C15  C10  C9   119.70  3.000
 DZS  C15  C10  C11  117.50  3.000
 DZS  C9   C10  C11  122.76  3.000
 DZS  H13  C15  C10  118.78  3.000
 DZS  H13  C15  C14  119.70  3.000
 DZS  C10  C15  C14  121.53  3.000
 DZS  N4   N3   C7   106.65  3.000
 DZS  C16  N4   N3   109.24  3.000
 DZS  N4   C16  N1   109.01  3.000
 DZS  N1   C16  C17  127.07  3.000
 DZS  N4   C16  C17  123.90  3.000
 DZS  H14  O2   C20  109.94  3.000
 DZS  H15  O4   C23  111.26  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
 DZS  CONST_01  C5   C6   C1   C2      0.00   0.0  0
 DZS  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 DZS  CONST_03  C6   C1   C2   C3      0.00   0.0  0
 DZS  CONST_04  N1   C5   C4   C3    180.00   0.0  0
 DZS  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 DZS  CONST_06  C16  N1   C5   C4    180.00   0.0  0
 DZS  CONST_07  C7   N1   C5   C4      0.00   0.0  0
 DZS  CONST_08  C1   C6   C5   C4      0.00   0.0  0
 DZS  CONST_09  C1   C2   C3   C4      0.00   0.0  0
 DZS  CONST_10  C17  C16  N1   C5      0.00   0.0  0
 DZS  CONST_11  N4   C16  N1   C5    180.00   0.0  0
 DZS  CONST_12  N3   C7   N1   C5    180.00   0.0  0
 DZS  CONST_13  C16  N1   C5   C6      0.00   0.0  0
 DZS  CONST_14  C7   N1   C5   C6    180.00   0.0  0
 DZS  CONST_15  C16  N4   N3   C7      0.00   0.0  0
 DZS  CONST_16  C17  C16  N1   C7    180.00   0.0  0
 DZS  CONST_17  N4   C16  N1   C7      0.00   0.0  0
 DZS  CONST_18  C14  C15  C10  C11     0.00   0.0  0
 DZS  CONST_19  C14  C13  C12  C11     0.00   0.0  0
 DZS  CONST_20  C15  C10  C11  C12     0.00   0.0  0
 DZS  CONST_21  C15  C14  C13  C12     0.00   0.0  0
 DZS  CONST_22  C10  C11  C12  C13     0.00   0.0  0
 DZS  CONST_23  C10  C15  C14  C13     0.00   0.0  0
 DZS  CONST_24  C21  C22  C23  C17     0.00   0.0  0
 DZS  CONST_25  C21  C19  C18  C17     0.00   0.0  0
 DZS  CONST_26  N3   N4   C16  C17   180.00   0.0  0
 DZS  CONST_27  C22  C21  C19  C18     0.00   0.0  0
 DZS  CONST_28  C22  C23  C17  C18     0.00   0.0  0
 DZS  CONST_31  C23  C22  C21  C19     0.00   0.0  0
 DZS  CONST_32  C23  C17  C18  C19     0.00   0.0  0
 DZS  CONST_33  C16  C17  C18  C19   180.00   0.0  0
 DZS  CONST_34  C16  C17  C23  C22   180.00   0.0  0
 DZS  CONST_37  N1   C5   C6   C1    180.00   0.0  0
 DZS  CONST_38  N3   N4   C16  N1      0.00   0.0  0
 DZS  CONST_39  N4   N3   C7   N1      0.00   0.0  0
 DZS  CONST_40  C16  N1   C7   N3      0.00   0.0  0
 DZS  CONST_41  C7   N2   C8   C4      0.00   0.0  0
 DZS  CONST_42  C9   C10  C11  C12   180.00   0.0  0
 DZS  CONST_43  CL1  C11  C12  C13   180.00   0.0  0
 DZS  CONST_44  C9   C10  C15  C14   180.00   0.0  0
 DZS  CONST_45  C20  C19  C18  C17   180.00   0.0  0
 DZS  CONST_46  O4   C23  C17  C18   180.00   0.0  0
 DZS  CONST_47  C22  C21  C19  C20   180.00   0.0  0
 DZS  CONST_48  O4   C23  C22  C21   180.00   0.0  0
 DZS  CONST_49  CL1  C11  C10  C15   180.00   0.0  0
 DZS  CONST_50  O4   C23  C17  C16     0.00   0.0  0
 DZS  CONST_51  C9   N2   C8   C4    180.00   0.0  0
 DZS  CONST_52  O1   C8   N2   C7    180.00   0.0  0
 DZS  CONST_53  H3   C6   C1   C2    180.00   0.0  0
 DZS  CONST_54  H10  C1   C2   C3    180.00   0.0  0
 DZS  CONST_55  H1   C2   C3   C4    180.00   0.0  0
 DZS  CONST_56  H2   C3   C4   C5    180.00   0.0  0
 DZS  CONST_57  H13  C15  C10  C11   180.00   0.0  0
 DZS  CONST_58  H5   C13  C12  C11   180.00   0.0  0
 DZS  CONST_59  H6   C14  C13  C12   180.00   0.0  0
 DZS  CONST_60  H4   C12  C13  C14   180.00   0.0  0
 DZS  CONST_61  H9   C22  C23  C17   180.00   0.0  0
 DZS  CONST_62  H8   C21  C19  C18   180.00   0.0  0
 DZS  CONST_63  H7   C18  C19  C21   180.00   0.0  0
 DZS  CONST_64  C9   N2   C8   O1      0.00   0.0  0
 DZS  CONST_65  H14  O2   C20  C19   180.00   0.0  0
 DZS  Var_01    C10  C9   N2   C7   -124.32  30.0  3
 DZS  Var_02    N2   C9   C10  C11    62.26  30.0  2
 DZS  Var_03    O3   C20  C19  C18    -0.26  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
 DZS  plan-1  C17  0.020
 DZS  plan-1  C18  0.020
 DZS  plan-1  C19  0.020
 DZS  plan-1  C20  0.020
 DZS  plan-1  C21  0.020
 DZS  plan-1  C22  0.020
 DZS  plan-1  C23  0.020
 DZS  plan-1  C16  0.020
 DZS  plan-1  O4   0.020
 DZS  plan-1  H7   0.020
 DZS  plan-1  H8   0.020
 DZS  plan-1  H9   0.020
 DZS  plan-2  C11  0.020
 DZS  plan-2  C12  0.020
 DZS  plan-2  C13  0.020
 DZS  plan-2  C14  0.020
 DZS  plan-2  C9   0.020
 DZS  plan-2  C10  0.020
 DZS  plan-2  C15  0.020
 DZS  plan-2  H4   0.020
 DZS  plan-2  H5   0.020
 DZS  plan-2  H6   0.020
 DZS  plan-2  H13  0.020
 DZS  plan-2  CL1  0.020
 DZS  plan-3  C2   0.020
 DZS  plan-3  C3   0.020
 DZS  plan-3  C4   0.020
 DZS  plan-3  C5   0.020
 DZS  plan-3  C6   0.020
 DZS  plan-3  C7   0.020
 DZS  plan-3  C8   0.020
 DZS  plan-3  C17  0.020
 DZS  plan-3  C1   0.020
 DZS  plan-3  N1   0.020
 DZS  plan-3  N2   0.020
 DZS  plan-3  O1   0.020
 DZS  plan-3  C9   0.020
 DZS  plan-3  N3   0.020
 DZS  plan-3  N4   0.020
 DZS  plan-3  C16  0.020
 DZS  plan-3  H1   0.020
 DZS  plan-3  H2   0.020
 DZS  plan-3  H3   0.020
 DZS  plan-3  H10  0.020
 DZS  plan-4  C19  0.020
 DZS  plan-4  C20  0.020
 DZS  plan-4  O2   0.020
 DZS  plan-4  O3   0.020
 DZS  plan-4  H14  0.020

