# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 00:11:19 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 3-[2-[(~{E})-2-(4-ethynylphenyl)ethenyl]-4-oxidanylidene-quinazolin-3-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#C
#
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
 QLN  QLN  '3-[2-[(~{E})-2-(4-ethynylphenyl)ethenyl]-4-oxidanylidene-quinazolin-3-yl]benzoic acid'  ligand  45  30  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_QLN
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
 QLN  C01  C  C      0  -0.095   3.7381  -1.2893   0.0699
 QLN  N02  N  NT     0  -0.679   1.8185   0.0899   0.4388
 QLN  O03  O  O      0  -0.447   3.8819   1.0128   0.6154
 QLN  C04  C  C1     0  -0.279   5.1176  -1.5032  -0.0073
 QLN  N05  N  N      0  -0.485   1.4880  -2.1681  -0.1038
 QLN  O06  O  OC    -1  -0.589  -0.6923   5.3776  -1.0156
 QLN  C07  C  C1     0  -0.260   5.6020  -2.7513  -0.3314
 QLN  O08  O  O      0  -0.588   0.0776   3.8478  -2.4435
 QLN  C09  C  C1     0  -0.238   4.7101  -3.8011  -0.5848
 QLN  C10  C  C1     0  -0.315   3.3499  -3.6025  -0.5109
 QLN  C11  C  C      0   0.258   2.8412  -2.3369  -0.1795
 QLN  C12  C  C      0   0.559   3.2081   0.0243   0.3975
 QLN  C13  C  CR6    0   0.252   1.2474   1.3778   0.7016
 QLN  C14  C  C      0   0.538   1.0149  -1.0064   0.1921
 QLN  C15  C  CR16   0  -0.253   1.0766   1.7974   2.0115
 QLN  C16  C  CR16   0  -0.252   0.5038   3.0388   2.2459
 QLN  C17  C  CR16   0  -0.280   0.1097   3.8395   1.1825
 QLN  C18  C  CR6    0  -0.102   0.2854   3.4197  -0.1329
 QLN  C19  C  CR16   0  -0.285   0.8656   2.1761  -0.3629
 QLN  C20  C  C      0   0.405  -0.1494   4.2956  -1.3042
 QLN  C21  C  C1     0  -0.374  -0.4328  -0.8189   0.2810
 QLN  C22  C  C1     0  -0.241  -1.2927  -1.7538  -0.1447
 QLN  C23  C  CR6    0   0.166  -2.7458  -1.6667  -0.0986
 QLN  C24  C  CR16   0  -0.298  -3.4912  -2.7421  -0.5898
 QLN  C25  C  CR16   0  -0.263  -4.8739  -2.7219  -0.5777
 QLN  C26  C  CR6    0  -0.065  -5.5529  -1.6132  -0.0697
 QLN  C27  C  CR16   0  -0.252  -4.8151  -0.5307   0.4242
 QLN  C28  C  CR16   0  -0.306  -3.4360  -0.5596   0.4088
 QLN  C29  C  CSP    0   0.308  -6.9775  -1.5825  -0.0505
 QLN  C30  C  CSP1   0  -0.547  -8.1809  -1.5580  -0.0282
 QLN  H1   H  H      0   0.267   5.7985  -0.6852   0.1871
 QLN  H3   H  H      0   0.266   6.6683  -2.9218  -0.3912
 QLN  H4   H  H      0   0.269   5.0948  -4.7793  -0.8422
 QLN  H5   H  H      0   0.266   2.6553  -4.4096  -0.7046
 QLN  H6   H  HCR6   0   0.267   1.3769   1.1597   2.8331
 QLN  H7   H  HCR6   0   0.260   0.3614   3.3790   3.2632
 QLN  H8   H  HCR6   0   0.252  -0.3419   4.8032   1.3758
 QLN  H9   H  HCR6   0   0.258   1.0125   1.8280  -1.3773
 QLN  H10  H  H      0   0.284  -0.7946   0.1074   0.7037
 QLN  H11  H  H      0   0.268  -0.8909  -2.6658  -0.5736
 QLN  H12  H  HCR6   0   0.269  -2.9773  -3.6082  -0.9875
 QLN  H13  H  HCR6   0   0.269  -5.4301  -3.5656  -0.9631
 QLN  H14  H  HCR6   0   0.270  -5.3302   0.3338   0.8204
 QLN  H15  H  HCR6   0   0.258  -2.8998   0.2954   0.7985
 QLN  H16  H  H      0   0.285  -9.2466  -1.5329  -0.0126

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
 QLN  C16  C15  aromatic  1.387  0.020  1.387
 QLN  C16  C17  aromatic  1.388  0.020  1.388
 QLN  C15  C13  aromatic  1.386  0.020  1.386
 QLN  O03  C12  double    1.216  0.020  1.216
 QLN  C04  C07  aromatic  1.377  0.020  1.377
 QLN  C04  C01  aromatic  1.398  0.020  1.398
 QLN  C07  C09  aromatic  1.401  0.020  1.401
 QLN  C12  C01  single    1.454  0.020  1.454
 QLN  C12  N02  single    1.392  0.020  1.392
 QLN  C01  C11  aromatic  1.401  0.020  1.401
 QLN  C17  C18  aromatic  1.392  0.020  1.392
 QLN  C09  C10  aromatic  1.377  0.020  1.377
 QLN  C13  N02  single    1.433  0.020  1.433
 QLN  C13  C19  aromatic  1.384  0.020  1.384
 QLN  N02  C14  single    1.381  0.020  1.381
 QLN  C11  C10  aromatic  1.404  0.020  1.404
 QLN  C11  N05  single    1.366  0.020  1.366
 QLN  C14  N05  double    1.289  0.020  1.289
 QLN  C14  C21  single    1.462  0.020  1.462
 QLN  C21  C22  double    1.340  0.020  1.340
 QLN  C18  C19  aromatic  1.391  0.020  1.391
 QLN  C18  C20  single    1.526  0.020  1.526
 QLN  C28  C27  aromatic  1.379  0.020  1.379
 QLN  C28  C23  aromatic  1.400  0.020  1.400
 QLN  C22  C23  single    1.456  0.020  1.456
 QLN  C27  C26  aromatic  1.400  0.020  1.400
 QLN  C20  O08  deloc     1.245  0.020  1.245
 QLN  C20  O06  deloc     1.244  0.020  1.244
 QLN  C23  C24  aromatic  1.398  0.020  1.398
 QLN  C26  C29  single    1.425  0.020  1.425
 QLN  C26  C25  aromatic  1.396  0.020  1.396
 QLN  C24  C25  aromatic  1.383  0.020  1.383
 QLN  C29  C30  triple    1.204  0.020  1.204
 QLN  C04  H1   single    0.929  0.020  1.085
 QLN  C07  H3   single    0.929  0.020  1.085
 QLN  C09  H4   single    0.929  0.020  1.085
 QLN  C10  H5   single    0.929  0.020  1.085
 QLN  C15  H6   single    0.929  0.020  1.085
 QLN  C16  H7   single    0.929  0.020  1.085
 QLN  C17  H8   single    0.929  0.020  1.085
 QLN  C19  H9   single    0.929  0.020  1.085
 QLN  C21  H10  single    0.930  0.020  1.086
 QLN  C22  H11  single    0.930  0.020  1.086
 QLN  C24  H12  single    0.929  0.020  1.085
 QLN  C25  H13  single    0.929  0.020  1.085
 QLN  C27  H14  single    0.929  0.020  1.085
 QLN  C28  H15  single    0.929  0.020  1.085
 QLN  C30  H16  single    0.913  0.020  1.066

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
 QLN  C12  C01  C11  118.83  3.000
 QLN  C11  C01  C04  120.49  3.000
 QLN  C12  C01  C04  120.69  3.000
 QLN  C14  N02  C13  120.93  3.000
 QLN  C14  N02  C12  122.56  3.000
 QLN  C13  N02  C12  116.46  3.000
 QLN  H1   C04  C07  120.40  3.000
 QLN  H1   C04  C01  119.70  3.000
 QLN  C07  C04  C01  119.90  3.000
 QLN  C14  N05  C11  119.20  3.000
 QLN  H3   C07  C09  119.98  3.000
 QLN  H3   C07  C04  120.17  3.000
 QLN  C09  C07  C04  119.85  3.000
 QLN  H4   C09  C10  119.63  3.000
 QLN  H4   C09  C07  119.62  3.000
 QLN  C10  C09  C07  120.75  3.000
 QLN  H5   C10  C11  118.82  3.000
 QLN  H5   C10  C09  121.13  3.000
 QLN  C11  C10  C09  120.05  3.000
 QLN  C10  C11  N05  118.92  3.000
 QLN  N05  C11  C01  122.13  3.000
 QLN  C10  C11  C01  118.95  3.000
 QLN  O03  C12  N02  120.64  3.000
 QLN  N02  C12  C01  114.41  3.000
 QLN  O03  C12  C01  124.95  3.000
 QLN  C19  C13  C15  121.21  3.000
 QLN  C19  C13  N02  119.16  3.000
 QLN  C15  C13  N02  119.63  3.000
 QLN  C21  C14  N05  119.53  3.000
 QLN  C21  C14  N02  117.60  3.000
 QLN  N05  C14  N02  122.87  3.000
 QLN  H6   C15  C16  120.89  3.000
 QLN  H6   C15  C13  120.32  3.000
 QLN  C16  C15  C13  118.78  3.000
 QLN  H7   C16  C17  120.10  3.000
 QLN  H7   C16  C15  119.64  3.000
 QLN  C17  C16  C15  120.26  3.000
 QLN  H8   C17  C18  119.36  3.000
 QLN  H8   C17  C16  119.70  3.000
 QLN  C18  C17  C16  120.94  3.000
 QLN  C20  C18  C19  120.33  3.000
 QLN  C20  C18  C17  121.09  3.000
 QLN  C19  C18  C17  118.58  3.000
 QLN  H9   C19  C18  119.93  3.000
 QLN  H9   C19  C13  119.85  3.000
 QLN  C18  C19  C13  120.22  3.000
 QLN  C18  C20  O08  116.36  3.000
 QLN  O08  C20  O06  127.19  3.000
 QLN  C18  C20  O06  116.45  3.000
 QLN  H10  C21  C22  120.51  3.000
 QLN  H10  C21  C14  117.71  3.000
 QLN  C22  C21  C14  121.78  3.000
 QLN  H11  C22  C23  115.61  3.000
 QLN  H11  C22  C21  118.33  3.000
 QLN  C23  C22  C21  126.06  3.000
 QLN  C28  C23  C24  118.23  3.000
 QLN  C24  C23  C22  118.36  3.000
 QLN  C28  C23  C22  123.42  3.000
 QLN  H12  C24  C25  119.30  3.000
 QLN  H12  C24  C23  119.44  3.000
 QLN  C25  C24  C23  121.26  3.000
 QLN  H13  C25  C26  119.94  3.000
 QLN  H13  C25  C24  119.98  3.000
 QLN  C26  C25  C24  120.08  3.000
 QLN  C29  C26  C27  120.36  3.000
 QLN  C29  C26  C25  120.55  3.000
 QLN  C27  C26  C25  119.09  3.000
 QLN  H14  C27  C28  119.80  3.000
 QLN  H14  C27  C26  119.76  3.000
 QLN  C28  C27  C26  120.45  3.000
 QLN  H15  C28  C27  118.36  3.000
 QLN  H15  C28  C23  120.75  3.000
 QLN  C27  C28  C23  120.90  3.000
 QLN  C30  C29  C26  180.00  3.000
 QLN  H16  C30  C29  180.00  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
 QLN  CONST_01  C09  C07  C04  C01    0.00   0.0  0
 QLN  CONST_02  C09  C10  C11  C01    0.00   0.0  0
 QLN  CONST_03  C10  C09  C07  C04    0.00   0.0  0
 QLN  CONST_04  C10  C11  C01  C04    0.00   0.0  0
 QLN  CONST_05  C11  C01  C04  C07    0.00   0.0  0
 QLN  CONST_06  C11  C10  C09  C07    0.00   0.0  0
 QLN  CONST_07  C17  C16  C15  C13    0.00   0.0  0
 QLN  CONST_08  C17  C18  C19  C13    0.00   0.0  0
 QLN  CONST_09  C18  C17  C16  C15    0.00   0.0  0
 QLN  CONST_10  C18  C19  C13  C15    0.00   0.0  0
 QLN  CONST_11  C19  C13  C15  C16    0.00   0.0  0
 QLN  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 QLN  CONST_13  C26  C27  C28  C23    0.00   0.0  0
 QLN  CONST_14  C26  C25  C24  C23    0.00   0.0  0
 QLN  CONST_15  C27  C28  C23  C24    0.00   0.0  0
 QLN  CONST_16  C27  C26  C25  C24    0.00   0.0  0
 QLN  CONST_17  C28  C27  C26  C25    0.00   0.0  0
 QLN  CONST_18  C28  C23  C24  C25    0.00   0.0  0
 QLN  CONST_19  C16  C15  C13  N02  180.00   0.0  0
 QLN  CONST_20  C18  C19  C13  N02  180.00   0.0  0
 QLN  CONST_21  C13  N02  C12  C01  180.00   0.0  0
 QLN  CONST_22  C14  N02  C12  C01    0.00   0.0  0
 QLN  CONST_23  C11  N05  C14  N02    0.00   0.0  0
 QLN  CONST_24  C12  N02  C14  N05    0.00   0.0  0
 QLN  CONST_25  C13  N02  C14  N05  180.00   0.0  0
 QLN  CONST_26  C20  C18  C19  C13  180.00   0.0  0
 QLN  CONST_27  C20  C18  C17  C16  180.00   0.0  0
 QLN  CONST_28  C27  C28  C23  C22  180.00   0.0  0
 QLN  CONST_29  C25  C24  C23  C22  180.00   0.0  0
 QLN  CONST_30  C29  C26  C25  C24  180.00   0.0  0
 QLN  CONST_31  C29  C26  C27  C28  180.00   0.0  0
 QLN  CONST_32  C13  N02  C12  O03    0.00   0.0  0
 QLN  CONST_33  C14  N02  C12  O03  180.00   0.0  0
 QLN  CONST_34  C21  C14  N05  C11  180.00   0.0  0
 QLN  CONST_35  C21  C14  N02  C12  180.00   0.0  0
 QLN  CONST_36  C21  C14  N02  C13    0.00   0.0  0
 QLN  CONST_37  H3   C07  C04  C01  180.00   0.0  0
 QLN  CONST_38  H5   C10  C11  C01  180.00   0.0  0
 QLN  CONST_39  H6   C15  C13  N02    0.00   0.0  0
 QLN  CONST_40  H9   C19  C13  N02    0.00   0.0  0
 QLN  CONST_41  H4   C09  C07  C04  180.00   0.0  0
 QLN  CONST_42  H1   C04  C07  C09  180.00   0.0  0
 QLN  CONST_43  H7   C16  C15  C13  180.00   0.0  0
 QLN  CONST_44  H8   C17  C16  C15  180.00   0.0  0
 QLN  CONST_45  H14  C27  C28  C23  180.00   0.0  0
 QLN  CONST_46  H13  C25  C24  C23  180.00   0.0  0
 QLN  CONST_47  H15  C28  C23  C24  180.00   0.0  0
 QLN  CONST_48  H12  C24  C25  C26  180.00   0.0  0
 QLN  CONST_49  C23  C22  C21  C14  180.00   0.0  0
 QLN  CONST_50  H11  C22  C21  C14    0.00   0.0  0
 QLN  CONST_51  H10  C21  C22  C23    0.00   0.0  0
 QLN  Var_01    C15  C13  N02  C12  -85.95  30.0  3
 QLN  Var_02    C22  C21  C14  N02  169.17  30.0  2
 QLN  Var_03    C17  C18  C20  O06   -1.68  30.0  2
 QLN  Var_04    C28  C23  C22  C21    0.17  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
 QLN  plan-1  N02  0.020
 QLN  plan-1  C13  0.020
 QLN  plan-1  C15  0.020
 QLN  plan-1  C16  0.020
 QLN  plan-1  C17  0.020
 QLN  plan-1  C18  0.020
 QLN  plan-1  C19  0.020
 QLN  plan-1  C20  0.020
 QLN  plan-1  H6   0.020
 QLN  plan-1  H7   0.020
 QLN  plan-1  H8   0.020
 QLN  plan-1  H9   0.020
 QLN  plan-2  C22  0.020
 QLN  plan-2  C23  0.020
 QLN  plan-2  C24  0.020
 QLN  plan-2  C25  0.020
 QLN  plan-2  C26  0.020
 QLN  plan-2  C27  0.020
 QLN  plan-2  C28  0.020
 QLN  plan-2  C29  0.020
 QLN  plan-2  C30  0.020
 QLN  plan-2  H12  0.020
 QLN  plan-2  H13  0.020
 QLN  plan-2  H14  0.020
 QLN  plan-2  H15  0.020
 QLN  plan-3  C01  0.020
 QLN  plan-3  N02  0.020
 QLN  plan-3  O03  0.020
 QLN  plan-3  C04  0.020
 QLN  plan-3  N05  0.020
 QLN  plan-3  C07  0.020
 QLN  plan-3  C09  0.020
 QLN  plan-3  C10  0.020
 QLN  plan-3  C11  0.020
 QLN  plan-3  C12  0.020
 QLN  plan-3  C13  0.020
 QLN  plan-3  C14  0.020
 QLN  plan-3  C21  0.020
 QLN  plan-3  H1   0.020
 QLN  plan-3  H3   0.020
 QLN  plan-3  H4   0.020
 QLN  plan-3  H5   0.020
 QLN  plan-4  O06  0.020
 QLN  plan-4  O08  0.020
 QLN  plan-4  C18  0.020
 QLN  plan-4  C20  0.020
 QLN  plan-5  C14  0.020
 QLN  plan-5  C21  0.020
 QLN  plan-5  C22  0.020
 QLN  plan-5  C23  0.020
 QLN  plan-5  H10  0.020
 QLN  plan-5  H11  0.020

