# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 25 12:26:56 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 3-{2-[(E)-2-(4-cyanophenyl)ethenyl]-4-oxoquinazolin-3(4H)-yl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)N2C(=O)c3ccccc3N=C2/C=C/c4ccc(cc4)C#N
#
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
 QNZ  QNZ  '3-{2-[(E)-2-(4-cyanophenyl)ethenyl]-4-oxoquinazolin-3(4H)-yl}benzoic acid'  ligand  45  30  .  2022-07-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_QNZ
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
 QNZ  N2   N  NS    0  -0.247  -8.0860   1.5336   0.0184
 QNZ  C23  C  CSP   0   0.059  -6.9341   1.5572   0.0366
 QNZ  C20  C  CR6   0  -0.009  -5.5081   1.5846   0.0608
 QNZ  C19  C  CR16  0  -0.223  -4.8433   2.6996   0.5659
 QNZ  C18  C  CR16  0  -0.296  -3.4613   2.7132   0.5851
 QNZ  C21  C  CR16  0  -0.212  -4.7847   0.4909  -0.4211
 QNZ  C22  C  CR16  0  -0.304  -3.4066   0.5184  -0.3973
 QNZ  C17  C  CR6   0   0.181  -2.7200   1.6301   0.1046
 QNZ  C16  C  C1    0  -0.240  -1.2655   1.7157   0.1559
 QNZ  C15  C  C1    0  -0.366  -0.4085   0.7919  -0.2957
 QNZ  C14  C  CR6   0   0.541   1.0402   0.9775  -0.2026
 QNZ  N    N  NR6   0  -0.684   1.8446  -0.1181  -0.4567
 QNZ  C5   C  CR6   0   0.247   1.2795  -1.4050  -0.7200
 QNZ  C4   C  CR16  0  -0.229   1.1259  -1.8367  -2.0290
 QNZ  C3   C  CR16  0  -0.247   0.5677  -3.0821  -2.2712
 QNZ  C2   C  CR16  0  -0.249   0.1673  -3.8881  -1.2158
 QNZ  C6   C  CR16  0  -0.247   0.8918  -2.2001   0.3416
 QNZ  C1   C  CR6   0  -0.085   0.3273  -3.4488   0.0963
 QNZ  C    C  C     0   0.542  -0.0866  -4.2653   1.2669
 QNZ  O1   O  O     0  -0.432   0.0308  -3.8977   2.4104
 QNZ  O    O  OH1   0  -0.591  -0.5972  -5.4368   0.9234
 QNZ  N1   N  N     0  -0.480   1.5137   2.1347   0.1014
 QNZ  C9   C  CR66  0   0.259   2.8679   2.3031   0.1808
 QNZ  C10  C  CR16  0  -0.314   3.3750   3.5646   0.5264
 QNZ  C11  C  CR16  0  -0.237   4.7356   3.7619   0.6048
 QNZ  C12  C  CR16  0  -0.258   5.6274   2.7152   0.3405
 QNZ  C13  C  CR16  0  -0.277   5.1440   1.4705   0.0015
 QNZ  C8   C  CR66  0  -0.091   3.7648   1.2581  -0.0791
 QNZ  C7   C  CR6   0   0.564   3.2361  -0.0523  -0.4195
 QNZ  O2   O  O     0  -0.442   3.9061  -1.0395  -0.6493
 QNZ  H19  H  HCR6  0   0.287  -5.4014   3.5462   0.9410
 QNZ  H21  H  HCR6  0   0.288  -5.3028  -0.3739  -0.8117
 QNZ  H18  H  HCR6  0   0.278  -2.9466   3.5797   0.9796
 QNZ  H22  H  HCR6  0   0.264  -2.8704  -0.3418  -0.7738
 QNZ  H16  H  H     0   0.274  -0.8636   2.6162   0.6073
 QNZ  H15  H  H     0   0.284  -0.7726  -0.1196  -0.7482
 QNZ  H4   H  HCR6  0   0.283   1.4306  -1.2010  -2.8503
 QNZ  H6   H  HCR6  0   0.282   1.0256  -1.8469   1.3557
 QNZ  H3   H  HCR6  0   0.279   0.4407  -3.4252  -3.2885
 QNZ  H2   H  HCR6  0   0.278  -0.2688  -4.8537  -1.4287
 QNZ  H    H  HOH1  0   0.491  -0.8551  -5.9324   1.7150
 QNZ  H10  H  HCR6  0   0.268   2.6803   4.3694   0.7280
 QNZ  H11  H  HCR6  0   0.271   5.1199   4.7368   0.8743
 QNZ  H12  H  HCR6  0   0.268   6.6936   2.8849   0.4038
 QNZ  H13  H  HCR6  0   0.269   5.8249   0.6547  -0.2012

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
 QNZ  N2   C23  triple    1.152  0.020  1.152
 QNZ  C23  C20  single    1.426  0.020  1.426
 QNZ  C20  C19  aromatic  1.393  0.020  1.393
 QNZ  C20  C21  aromatic  1.397  0.020  1.397
 QNZ  C19  C18  aromatic  1.382  0.020  1.382
 QNZ  C18  C17  aromatic  1.398  0.020  1.398
 QNZ  C21  C22  aromatic  1.379  0.020  1.379
 QNZ  C22  C17  aromatic  1.400  0.020  1.400
 QNZ  C17  C16  single    1.458  0.020  1.458
 QNZ  C16  C15  double    1.339  0.020  1.339
 QNZ  C15  C14  single    1.464  0.020  1.464
 QNZ  C14  N    single    1.383  0.020  1.383
 QNZ  C14  N1   double    1.287  0.020  1.287
 QNZ  N    C5   single    1.430  0.020  1.430
 QNZ  N    C7   single    1.393  0.020  1.393
 QNZ  C5   C4   aromatic  1.387  0.020  1.387
 QNZ  C5   C6   aromatic  1.382  0.020  1.382
 QNZ  C4   C3   aromatic  1.386  0.020  1.386
 QNZ  C3   C2   aromatic  1.387  0.020  1.387
 QNZ  C2   C1   aromatic  1.393  0.020  1.393
 QNZ  C6   C1   aromatic  1.392  0.020  1.392
 QNZ  C1   C    single    1.486  0.020  1.486
 QNZ  C    O1   double    1.207  0.020  1.207
 QNZ  C    O    single    1.323  0.020  1.323
 QNZ  N1   C9   single    1.367  0.020  1.367
 QNZ  C9   C10  aromatic  1.403  0.020  1.403
 QNZ  C9   C8   aromatic  1.401  0.020  1.401
 QNZ  C10  C11  aromatic  1.377  0.020  1.377
 QNZ  C11  C12  aromatic  1.400  0.020  1.400
 QNZ  C12  C13  aromatic  1.378  0.020  1.378
 QNZ  C13  C8   aromatic  1.398  0.020  1.398
 QNZ  C8   C7   single    1.453  0.020  1.453
 QNZ  C7   O2   double    1.215  0.020  1.215
 QNZ  C19  H19  single    0.930  0.020  1.080
 QNZ  C21  H21  single    0.930  0.020  1.080
 QNZ  C18  H18  single    0.930  0.020  1.080
 QNZ  C22  H22  single    0.930  0.020  1.080
 QNZ  C16  H16  single    0.930  0.020  1.080
 QNZ  C15  H15  single    0.930  0.020  1.080
 QNZ  C4   H4   single    0.930  0.020  1.080
 QNZ  C6   H6   single    0.930  0.020  1.080
 QNZ  C3   H3   single    0.930  0.020  1.080
 QNZ  C2   H2   single    0.930  0.020  1.080
 QNZ  O    H    single    0.850  0.020  0.980
 QNZ  C10  H10  single    0.930  0.020  1.080
 QNZ  C11  H11  single    0.930  0.020  1.080
 QNZ  C12  H12  single    0.930  0.020  1.080
 QNZ  C13  H13  single    0.930  0.020  1.080

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
 QNZ  C20  C23  N2   180.00  3.000
 QNZ  C21  C20  C19  120.30  3.000
 QNZ  C21  C20  C23  119.79  3.000
 QNZ  C19  C20  C23  119.91  3.000
 QNZ  H19  C19  C18  120.24  3.000
 QNZ  H19  C19  C20  120.41  3.000
 QNZ  C18  C19  C20  119.35  3.000
 QNZ  H18  C18  C17  119.57  3.000
 QNZ  H18  C18  C19  119.24  3.000
 QNZ  C17  C18  C19  121.19  3.000
 QNZ  H21  C21  C22  120.08  3.000
 QNZ  H21  C21  C20  120.17  3.000
 QNZ  C22  C21  C20  119.75  3.000
 QNZ  H22  C22  C17  120.89  3.000
 QNZ  H22  C22  C21  118.29  3.000
 QNZ  C17  C22  C21  120.82  3.000
 QNZ  C16  C17  C22  123.27  3.000
 QNZ  C16  C17  C18  118.13  3.000
 QNZ  C22  C17  C18  118.59  3.000
 QNZ  H16  C16  C15  118.44  3.000
 QNZ  H16  C16  C17  115.66  3.000
 QNZ  C15  C16  C17  125.90  3.000
 QNZ  H15  C15  C14  117.84  3.000
 QNZ  H15  C15  C16  120.51  3.000
 QNZ  C14  C15  C16  121.65  3.000
 QNZ  N1   C14  N    122.81  3.000
 QNZ  N1   C14  C15  119.56  3.000
 QNZ  N    C14  C15  117.62  3.000
 QNZ  C7   N    C5   116.23  3.000
 QNZ  C7   N    C14  122.59  3.000
 QNZ  C5   N    C14  121.13  3.000
 QNZ  C6   C5   C4   120.99  3.000
 QNZ  C6   C5   N    119.16  3.000
 QNZ  C4   C5   N    119.85  3.000
 QNZ  H4   C4   C3   120.57  3.000
 QNZ  H4   C4   C5   120.14  3.000
 QNZ  C3   C4   C5   119.29  3.000
 QNZ  H3   C3   C2   119.85  3.000
 QNZ  H3   C3   C4   119.79  3.000
 QNZ  C2   C3   C4   120.36  3.000
 QNZ  H2   C2   C1   120.91  3.000
 QNZ  H2   C2   C3   119.06  3.000
 QNZ  C1   C2   C3   120.03  3.000
 QNZ  H6   C6   C1   120.53  3.000
 QNZ  H6   C6   C5   119.83  3.000
 QNZ  C1   C6   C5   119.64  3.000
 QNZ  C    C1   C6   117.84  3.000
 QNZ  C    C1   C2   122.47  3.000
 QNZ  C6   C1   C2   119.70  3.000
 QNZ  O    C    O1   123.58  3.000
 QNZ  O    C    C1   112.92  3.000
 QNZ  O1   C    C1   123.51  3.000
 QNZ  H    O    C    110.09  3.000
 QNZ  C9   N1   C14  119.28  3.000
 QNZ  C8   C9   C10  119.01  3.000
 QNZ  C8   C9   N1   122.10  3.000
 QNZ  C10  C9   N1   118.90  3.000
 QNZ  H10  C10  C11  121.14  3.000
 QNZ  H10  C10  C9   118.86  3.000
 QNZ  C11  C10  C9   120.00  3.000
 QNZ  H11  C11  C12  119.62  3.000
 QNZ  H11  C11  C10  119.62  3.000
 QNZ  C12  C11  C10  120.76  3.000
 QNZ  H12  C12  C13  120.14  3.000
 QNZ  H12  C12  C11  119.97  3.000
 QNZ  C13  C12  C11  119.89  3.000
 QNZ  H13  C13  C8   119.72  3.000
 QNZ  H13  C13  C12  120.43  3.000
 QNZ  C8   C13  C12  119.85  3.000
 QNZ  C7   C8   C13  120.62  3.000
 QNZ  C7   C8   C9   118.88  3.000
 QNZ  C13  C8   C9   120.50  3.000
 QNZ  O2   C7   C8   125.19  3.000
 QNZ  O2   C7   N    120.48  3.000
 QNZ  C8   C7   N    114.33  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
 QNZ  CONST_01  C17  C18  C19  C20     0.00   0.0  0
 QNZ  CONST_02  C17  C22  C21  C20     0.00   0.0  0
 QNZ  CONST_03  C22  C21  C20  C19     0.00   0.0  0
 QNZ  CONST_04  C22  C17  C18  C19     0.00   0.0  0
 QNZ  CONST_05  C21  C20  C19  C18     0.00   0.0  0
 QNZ  CONST_06  C21  C22  C17  C18     0.00   0.0  0
 QNZ  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 QNZ  CONST_08  C2   C1   C6   C5      0.00   0.0  0
 QNZ  CONST_09  C1   C6   C5   C4      0.00   0.0  0
 QNZ  CONST_10  C1   C2   C3   C4      0.00   0.0  0
 QNZ  CONST_11  C6   C5   C4   C3      0.00   0.0  0
 QNZ  CONST_12  C6   C1   C2   C3      0.00   0.0  0
 QNZ  CONST_13  C12  C11  C10  C9      0.00   0.0  0
 QNZ  CONST_14  C12  C13  C8   C9      0.00   0.0  0
 QNZ  CONST_15  C13  C8   C9   C10     0.00   0.0  0
 QNZ  CONST_16  C13  C12  C11  C10     0.00   0.0  0
 QNZ  CONST_17  C8   C9   C10  C11     0.00   0.0  0
 QNZ  CONST_18  C8   C13  C12  C11     0.00   0.0  0
 QNZ  CONST_19  C3   C4   C5   N     180.00   0.0  0
 QNZ  CONST_20  C1   C6   C5   N     180.00   0.0  0
 QNZ  CONST_21  C8   C7   N    C14     0.00   0.0  0
 QNZ  CONST_22  C9   N1   C14  N       0.00   0.0  0
 QNZ  CONST_23  N1   C14  N    C5    180.00   0.0  0
 QNZ  CONST_24  C8   C7   N    C5    180.00   0.0  0
 QNZ  CONST_25  C7   N    C14  N1      0.00   0.0  0
 QNZ  CONST_26  C18  C19  C20  C23   180.00   0.0  0
 QNZ  CONST_27  C22  C21  C20  C23   180.00   0.0  0
 QNZ  CONST_28  C16  C17  C18  C19   180.00   0.0  0
 QNZ  CONST_29  C16  C17  C22  C21   180.00   0.0  0
 QNZ  CONST_30  C    C1   C6   C5    180.00   0.0  0
 QNZ  CONST_31  C    C1   C2   C3    180.00   0.0  0
 QNZ  CONST_32  C5   N    C14  C15     0.00   0.0  0
 QNZ  CONST_33  C7   N    C14  C15   180.00   0.0  0
 QNZ  CONST_34  C9   N1   C14  C15   180.00   0.0  0
 QNZ  CONST_35  O2   C7   N    C14   180.00   0.0  0
 QNZ  CONST_36  O2   C7   N    C5      0.00   0.0  0
 QNZ  CONST_37  H18  C18  C19  C20   180.00   0.0  0
 QNZ  CONST_38  H22  C22  C21  C20   180.00   0.0  0
 QNZ  CONST_39  H21  C21  C20  C19   180.00   0.0  0
 QNZ  CONST_40  H19  C19  C20  C21   180.00   0.0  0
 QNZ  CONST_41  H4   C4   C5   N       0.00   0.0  0
 QNZ  CONST_42  H6   C6   C5   N       0.00   0.0  0
 QNZ  CONST_43  H3   C3   C4   C5    180.00   0.0  0
 QNZ  CONST_44  H2   C2   C3   C4    180.00   0.0  0
 QNZ  CONST_45  H10  C10  C9   N1      0.00   0.0  0
 QNZ  CONST_46  H11  C11  C10  C9    180.00   0.0  0
 QNZ  CONST_47  H13  C13  C8   C9    180.00   0.0  0
 QNZ  CONST_48  H12  C12  C11  C10   180.00   0.0  0
 QNZ  CONST_49  C14  C15  C16  C17   180.00   0.0  0
 QNZ  CONST_50  H15  C15  C16  C17     0.00   0.0  0
 QNZ  CONST_51  H16  C16  C15  C14     0.00   0.0  0
 QNZ  CONST_52  H    O    C    C1    180.00   0.0  0
 QNZ  Var_01    C4   C5   N    C14    97.62  30.0  2
 QNZ  Var_02    C15  C16  C17  C18  -177.89  30.0  2
 QNZ  Var_03    N    C14  C15  C16   168.08  30.0  2
 QNZ  Var_04    O1   C    C1   C2   -179.23  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
 QNZ  plan-1  N2   0.020
 QNZ  plan-1  C23  0.020
 QNZ  plan-1  C20  0.020
 QNZ  plan-1  C19  0.020
 QNZ  plan-1  C18  0.020
 QNZ  plan-1  C21  0.020
 QNZ  plan-1  C22  0.020
 QNZ  plan-1  C17  0.020
 QNZ  plan-1  C16  0.020
 QNZ  plan-1  H19  0.020
 QNZ  plan-1  H21  0.020
 QNZ  plan-1  H18  0.020
 QNZ  plan-1  H22  0.020
 QNZ  plan-2  N    0.020
 QNZ  plan-2  C5   0.020
 QNZ  plan-2  C4   0.020
 QNZ  plan-2  C3   0.020
 QNZ  plan-2  C2   0.020
 QNZ  plan-2  C6   0.020
 QNZ  plan-2  C1   0.020
 QNZ  plan-2  C    0.020
 QNZ  plan-2  H4   0.020
 QNZ  plan-2  H6   0.020
 QNZ  plan-2  H3   0.020
 QNZ  plan-2  H2   0.020
 QNZ  plan-3  C15  0.020
 QNZ  plan-3  C14  0.020
 QNZ  plan-3  N    0.020
 QNZ  plan-3  C5   0.020
 QNZ  plan-3  N1   0.020
 QNZ  plan-3  C9   0.020
 QNZ  plan-3  C10  0.020
 QNZ  plan-3  C11  0.020
 QNZ  plan-3  C12  0.020
 QNZ  plan-3  C13  0.020
 QNZ  plan-3  C8   0.020
 QNZ  plan-3  C7   0.020
 QNZ  plan-3  O2   0.020
 QNZ  plan-3  H10  0.020
 QNZ  plan-3  H11  0.020
 QNZ  plan-3  H12  0.020
 QNZ  plan-3  H13  0.020
 QNZ  plan-4  C1   0.020
 QNZ  plan-4  C    0.020
 QNZ  plan-4  O1   0.020
 QNZ  plan-4  O    0.020
 QNZ  plan-4  H    0.020
 QNZ  plan-5  C17  0.020
 QNZ  plan-5  C16  0.020
 QNZ  plan-5  C15  0.020
 QNZ  plan-5  C14  0.020
 QNZ  plan-5  H16  0.020
 QNZ  plan-5  H15  0.020

