# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 14:52:38 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCOc1cc2ncnc(Nc3cccc(c3)C#C)c2cc1OCCOC
#
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
 AQ4  AQ4  N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine  ligand  52  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AQ4
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
 AQ4  C1   C  CSP1  0  -0.556  -8.2678   1.5222   0.2148
 AQ4  C2   C  CSP   0   0.302  -7.3819   0.7205   0.0686
 AQ4  C3   C  CR6   0  -0.030  -6.3325  -0.2331  -0.1028
 AQ4  C4   C  CR16  0  -0.346  -5.0059   0.2061  -0.0774
 AQ4  C5   C  CR6   0   0.391  -3.9700  -0.7121  -0.2369
 AQ4  N1   N  NH1   0  -0.795  -2.6118  -0.4015  -0.2233
 AQ4  C6   C  CR6   0   0.543  -1.9624   0.7747  -0.0393
 AQ4  C7   C  CR66  0  -0.016  -0.5293   0.7880  -0.0191
 AQ4  C8   C  CR16  0  -0.484   0.2960  -0.3483  -0.1823
 AQ4  C9   C  CR6   0   0.358   1.6591  -0.2380  -0.1224
 AQ4  O1   O  O2    0  -0.459   2.5277  -1.2476  -0.2531
 AQ4  C10  C  CH2   0  -0.230   2.0199  -2.5514  -0.4825
 AQ4  C11  C  CH2   0  -0.159   3.1775  -3.5108  -0.5493
 AQ4  O2   O  O2    0  -0.483   3.8031  -3.5771   0.7040
 AQ4  C12  C  CH3   0  -0.396   4.8801  -4.4787   0.7220
 AQ4  C13  C  CR6   0   0.337   2.2600   1.0419   0.1003
 AQ4  O3   O  O2    0  -0.451   3.5925   1.0314   0.1423
 AQ4  C14  C  CH2   0  -0.228   4.2758   2.2548   0.3705
 AQ4  C15  C  CH2   0  -0.158   5.7539   1.9732   0.4027
 AQ4  O4   O  O2    0  -0.482   6.1802   1.5486  -0.8637
 AQ4  C16  C  CH3   0  -0.397   7.5540   1.2569  -0.8994
 AQ4  C17  C  CR16  0  -0.468   1.4679   2.1496   0.2500
 AQ4  C18  C  CR66  0   0.244   0.0616   2.0444   0.1952
 AQ4  N2   N  N     0  -0.461  -0.6770   3.1730   0.3578
 AQ4  C19  C  CR16  0   0.049  -1.9683   3.0216   0.3104
 AQ4  N3   N  N     0  -0.486  -2.6507   1.8847   0.1234
 AQ4  C20  C  CR16  0  -0.365  -4.2867  -2.0639  -0.4225
 AQ4  C21  C  CR16  0  -0.233  -5.6022  -2.4864  -0.4480
 AQ4  C22  C  CR16  0  -0.303  -6.6391  -1.5798  -0.2890
 AQ4  H1   H  H     0   0.284  -9.0550   2.2293   0.3451
 AQ4  H2   H  HCR6  0   0.295  -4.7936   1.2516   0.0679
 AQ4  H3   H  HNH1  0   0.433  -2.0241  -1.2077  -0.3537
 AQ4  H4   H  HCR6  0   0.286  -0.1369  -1.3231  -0.3588
 AQ4  H5   H  HCH2  0   0.238   1.3322  -2.8439   0.3190
 AQ4  H6   H  HCH2  0   0.241   1.4691  -2.5887  -1.4285
 AQ4  H7   H  HCH2  0   0.216   2.7802  -4.4898  -0.8518
 AQ4  H8   H  HCH2  0   0.213   3.8833  -3.1994  -1.3325
 AQ4  H9   H  HCH3  0   0.205   4.5643  -5.5028   0.4917
 AQ4  H10  H  HCH3  0   0.206   5.6626  -4.1993   0.0063
 AQ4  H11  H  HCH3  0   0.235   5.3110  -4.4684   1.7225
 AQ4  H12  H  HCH2  0   0.241   4.0407   2.9792  -0.4168
 AQ4  H13  H  HCH2  0   0.243   3.9760   2.6900   1.3293
 AQ4  H14  H  HCH2  0   0.216   6.2624   2.8982   0.7085
 AQ4  H15  H  HCH2  0   0.213   5.9747   1.2200   1.1724
 AQ4  H16  H  HCH3  0   0.206   8.1676   2.1298  -0.6462
 AQ4  H17  H  HCH3  0   0.206   7.8212   0.4485  -0.2082
 AQ4  H18  H  HCH3  0   0.235   7.8046   0.9412  -1.9113
 AQ4  H19  H  HCR6  0   0.290   1.8876   3.1318   0.4195
 AQ4  H20  H  HCR6  0   0.250  -2.5756   3.9119   0.4383
 AQ4  H21  H  HCR6  0   0.278  -3.4912  -2.7898  -0.5434
 AQ4  H22  H  HCR6  0   0.268  -5.8192  -3.5364  -0.5915
 AQ4  H23  H  HCR6  0   0.262  -7.6692  -1.9080  -0.3086

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
 AQ4  O2   C11  single    1.402  0.020  1.402
 AQ4  O2   C12  single    1.405  0.020  1.405
 AQ4  C11  C10  single    1.505  0.020  1.505
 AQ4  C10  O1   single    1.418  0.020  1.418
 AQ4  O1   C9   single    1.338  0.020  1.338
 AQ4  C15  C14  single    1.505  0.020  1.505
 AQ4  C15  O4   single    1.402  0.020  1.402
 AQ4  C9   C8   aromatic  1.369  0.020  1.369
 AQ4  C9   C13  aromatic  1.431  0.020  1.431
 AQ4  C14  O3   single    1.420  0.020  1.420
 AQ4  C8   C7   aromatic  1.414  0.020  1.414
 AQ4  O3   C13  single    1.333  0.020  1.333
 AQ4  C13  C17  aromatic  1.370  0.020  1.370
 AQ4  N1   C5   single    1.393  0.020  1.393
 AQ4  N1   C6   single    1.356  0.020  1.356
 AQ4  C16  O4   single    1.405  0.020  1.405
 AQ4  C20  C5   aromatic  1.401  0.020  1.401
 AQ4  C20  C21  aromatic  1.382  0.020  1.382
 AQ4  C5   C4   aromatic  1.393  0.020  1.393
 AQ4  C21  C22  aromatic  1.386  0.020  1.386
 AQ4  C4   C3   aromatic  1.398  0.020  1.398
 AQ4  C22  C3   aromatic  1.394  0.020  1.394
 AQ4  C3   C2   single    1.428  0.020  1.428
 AQ4  C2   C1   triple    1.204  0.020  1.204
 AQ4  C7   C6   aromatic  1.433  0.020  1.433
 AQ4  C7   C18  aromatic  1.405  0.020  1.405
 AQ4  C6   N3   aromatic  1.316  0.020  1.316
 AQ4  C17  C18  aromatic  1.411  0.020  1.411
 AQ4  C18  N2   aromatic  1.359  0.020  1.359
 AQ4  N3   C19  aromatic  1.339  0.020  1.339
 AQ4  N2   C19  aromatic  1.301  0.020  1.301
 AQ4  C1   H1   single    0.913  0.020  1.066
 AQ4  C4   H2   single    0.929  0.020  1.085
 AQ4  N1   H3   single    0.868  0.020  1.013
 AQ4  C8   H4   single    0.929  0.020  1.085
 AQ4  C10  H5   single    0.939  0.020  1.096
 AQ4  C10  H6   single    0.939  0.020  1.096
 AQ4  C11  H7   single    0.939  0.020  1.096
 AQ4  C11  H8   single    0.939  0.020  1.096
 AQ4  C12  H9   single    0.939  0.020  1.096
 AQ4  C12  H10  single    0.939  0.020  1.096
 AQ4  C12  H11  single    0.939  0.020  1.096
 AQ4  C14  H12  single    0.939  0.020  1.096
 AQ4  C14  H13  single    0.939  0.020  1.096
 AQ4  C15  H14  single    0.939  0.020  1.096
 AQ4  C15  H15  single    0.939  0.020  1.096
 AQ4  C16  H16  single    0.939  0.020  1.096
 AQ4  C16  H17  single    0.939  0.020  1.096
 AQ4  C16  H18  single    0.939  0.020  1.096
 AQ4  C17  H19  single    0.929  0.020  1.085
 AQ4  C19  H20  single    0.929  0.020  1.085
 AQ4  C20  H21  single    0.929  0.020  1.085
 AQ4  C21  H22  single    0.929  0.020  1.085
 AQ4  C22  H23  single    0.929  0.020  1.085

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
 AQ4  H1   C1   C2   180.00  3.000
 AQ4  C3   C2   C1   180.00  3.000
 AQ4  C22  C3   C4   120.99  3.000
 AQ4  C22  C3   C2   119.98  3.000
 AQ4  C4   C3   C2   119.03  3.000
 AQ4  H2   C4   C5   120.58  3.000
 AQ4  H2   C4   C3   119.66  3.000
 AQ4  C5   C4   C3   119.77  3.000
 AQ4  C20  C5   N1   115.90  3.000
 AQ4  C20  C5   C4   118.88  3.000
 AQ4  N1   C5   C4   125.22  3.000
 AQ4  H3   N1   C6   115.65  3.000
 AQ4  H3   N1   C5   112.93  3.000
 AQ4  C6   N1   C5   131.41  3.000
 AQ4  N3   C6   C7   120.89  3.000
 AQ4  N3   C6   N1   119.85  3.000
 AQ4  C7   C6   N1   119.26  3.000
 AQ4  C18  C7   C8   119.39  3.000
 AQ4  C18  C7   C6   115.53  3.000
 AQ4  C8   C7   C6   125.07  3.000
 AQ4  H4   C8   C9   118.59  3.000
 AQ4  H4   C8   C7   120.65  3.000
 AQ4  C9   C8   C7   120.76  3.000
 AQ4  C13  C9   O1   114.67  3.000
 AQ4  C13  C9   C8   119.80  3.000
 AQ4  O1   C9   C8   125.53  3.000
 AQ4  C10  O1   C9   118.50  3.000
 AQ4  H6   C10  H5   107.88  3.000
 AQ4  H6   C10  C11  109.07  3.000
 AQ4  H5   C10  C11  110.18  3.000
 AQ4  H6   C10  O1   110.55  3.000
 AQ4  H5   C10  O1   110.60  3.000
 AQ4  C11  C10  O1   108.54  3.000
 AQ4  H8   C11  H7   106.76  3.000
 AQ4  H8   C11  O2   111.33  3.000
 AQ4  H7   C11  O2   111.42  3.000
 AQ4  H8   C11  C10  110.18  3.000
 AQ4  H7   C11  C10  107.57  3.000
 AQ4  O2   C11  C10  109.49  3.000
 AQ4  C12  O2   C11  112.57  3.000
 AQ4  H11  C12  H10  108.34  3.000
 AQ4  H11  C12  H9   108.41  3.000
 AQ4  H10  C12  H9   107.85  3.000
 AQ4  H11  C12  O2   108.00  3.000
 AQ4  H10  C12  O2   112.04  3.000
 AQ4  H9   C12  O2   112.09  3.000
 AQ4  C17  C13  O3   125.51  3.000
 AQ4  C17  C13  C9   119.82  3.000
 AQ4  O3   C13  C9   114.67  3.000
 AQ4  C14  O3   C13  118.64  3.000
 AQ4  H13  C14  H12  107.93  3.000
 AQ4  H13  C14  C15  108.94  3.000
 AQ4  H12  C14  C15  110.48  3.000
 AQ4  H13  C14  O3   110.58  3.000
 AQ4  H12  C14  O3   110.55  3.000
 AQ4  C15  C14  O3   108.36  3.000
 AQ4  H15  C15  H14  106.79  3.000
 AQ4  H15  C15  O4   111.34  3.000
 AQ4  H14  C15  O4   111.44  3.000
 AQ4  H15  C15  C14  109.90  3.000
 AQ4  H14  C15  C14  107.63  3.000
 AQ4  O4   C15  C14  109.63  3.000
 AQ4  C16  O4   C15  112.53  3.000
 AQ4  H18  C16  H17  108.41  3.000
 AQ4  H18  C16  H16  108.45  3.000
 AQ4  H17  C16  H16  107.75  3.000
 AQ4  H18  C16  O4   107.98  3.000
 AQ4  H17  C16  O4   112.04  3.000
 AQ4  H16  C16  O4   112.09  3.000
 AQ4  H19  C17  C18  117.42  3.000
 AQ4  H19  C17  C13  121.81  3.000
 AQ4  C18  C17  C13  120.77  3.000
 AQ4  N2   C18  C17  118.37  3.000
 AQ4  N2   C18  C7   122.17  3.000
 AQ4  C17  C18  C7   119.46  3.000
 AQ4  C19  N2   C18  116.01  3.000
 AQ4  H20  C19  N3   115.33  3.000
 AQ4  H20  C19  N2   117.10  3.000
 AQ4  N3   C19  N2   127.57  3.000
 AQ4  C19  N3   C6   117.82  3.000
 AQ4  H21  C20  C21  119.46  3.000
 AQ4  H21  C20  C5   119.69  3.000
 AQ4  C21  C20  C5   120.85  3.000
 AQ4  H22  C21  C22  119.99  3.000
 AQ4  H22  C21  C20  119.36  3.000
 AQ4  C22  C21  C20  120.65  3.000
 AQ4  H23  C22  C21  120.79  3.000
 AQ4  H23  C22  C3   120.35  3.000
 AQ4  C21  C22  C3   118.86  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
 AQ4  CONST_01  C20  C5   C4   C3      0.00   0.0  0
 AQ4  CONST_02  C20  C21  C22  C3      0.00   0.0  0
 AQ4  CONST_03  C21  C20  C5   C4      0.00   0.0  0
 AQ4  CONST_04  C21  C22  C3   C4      0.00   0.0  0
 AQ4  CONST_05  C22  C21  C20  C5      0.00   0.0  0
 AQ4  CONST_06  C22  C3   C4   C5      0.00   0.0  0
 AQ4  CONST_07  C9   C8   C7   C6    180.00   0.0  0
 AQ4  CONST_08  C17  C18  C7   C6    180.00   0.0  0
 AQ4  CONST_09  N2   C18  C7   C6      0.00   0.0  0
 AQ4  CONST_10  N2   C19  N3   C6      0.00   0.0  0
 AQ4  CONST_11  C13  C9   C8   C7      0.00   0.0  0
 AQ4  CONST_12  C19  N3   C6   C7      0.00   0.0  0
 AQ4  CONST_13  C13  C17  C18  C7      0.00   0.0  0
 AQ4  CONST_14  C19  N2   C18  C7      0.00   0.0  0
 AQ4  CONST_15  C17  C13  C9   C8      0.00   0.0  0
 AQ4  CONST_16  N3   C6   C7   C8    180.00   0.0  0
 AQ4  CONST_17  C17  C18  C7   C8      0.00   0.0  0
 AQ4  CONST_18  N2   C18  C7   C8    180.00   0.0  0
 AQ4  CONST_19  C18  C7   C8   C9      0.00   0.0  0
 AQ4  CONST_20  C18  C17  C13  C9      0.00   0.0  0
 AQ4  CONST_21  N2   C18  C17  C13   180.00   0.0  0
 AQ4  CONST_22  C19  N2   C18  C17   180.00   0.0  0
 AQ4  CONST_23  N3   C6   C7   C18     0.00   0.0  0
 AQ4  CONST_24  N3   C19  N2   C18     0.00   0.0  0
 AQ4  CONST_25  C5   C4   C3   C2    180.00   0.0  0
 AQ4  CONST_26  C21  C22  C3   C2    180.00   0.0  0
 AQ4  CONST_27  N1   C5   C4   C3    180.00   0.0  0
 AQ4  CONST_28  C21  C20  C5   N1    180.00   0.0  0
 AQ4  CONST_29  C8   C7   C6   N1      0.00   0.0  0
 AQ4  CONST_30  C18  C7   C6   N1    180.00   0.0  0
 AQ4  CONST_31  C19  N3   C6   N1    180.00   0.0  0
 AQ4  CONST_32  O1   C9   C8   C7    180.00   0.0  0
 AQ4  CONST_33  O3   C13  C9   C8    180.00   0.0  0
 AQ4  CONST_34  C17  C13  C9   O1    180.00   0.0  0
 AQ4  CONST_35  C18  C17  C13  O3    180.00   0.0  0
 AQ4  CONST_36  H22  C21  C22  C3    180.00   0.0  0
 AQ4  CONST_37  H21  C20  C5   C4    180.00   0.0  0
 AQ4  CONST_38  H23  C22  C3   C4    180.00   0.0  0
 AQ4  CONST_39  H4   C8   C7   C6      0.00   0.0  0
 AQ4  CONST_40  H20  C19  N3   C6    180.00   0.0  0
 AQ4  CONST_41  H19  C17  C18  C7    180.00   0.0  0
 AQ4  CONST_42  H2   C4   C5   C20   180.00   0.0  0
 AQ4  Var_01    C6   N1   C5   C4      1.47  30.0  2
 AQ4  Var_02    C7   C6   N1   C5    177.29  30.0  2
 AQ4  Var_03    C13  C9   O1   C10  -179.72  30.0  2
 AQ4  Var_04    C17  C13  O3   C14     0.53  30.0  2
 AQ4  Var_05    C11  C10  O1   C9   -178.21  30.0  1
 AQ4  Var_06    C15  C14  O3   C13   178.78  30.0  1
 AQ4  Var_07    O2   C11  C10  O1     65.76  30.0  2
 AQ4  Var_08    O4   C15  C14  O3     65.86  30.0  1
 AQ4  Var_09    H9   C12  O2   C11   -60.87  30.0  3
 AQ4  Var_10    H16  C16  O4   C15   -60.34  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
 AQ4  plan-1  C1   0.020
 AQ4  plan-1  C2   0.020
 AQ4  plan-1  C3   0.020
 AQ4  plan-1  C4   0.020
 AQ4  plan-1  C5   0.020
 AQ4  plan-1  N1   0.020
 AQ4  plan-1  C20  0.020
 AQ4  plan-1  C21  0.020
 AQ4  plan-1  C22  0.020
 AQ4  plan-1  H2   0.020
 AQ4  plan-1  H21  0.020
 AQ4  plan-1  H22  0.020
 AQ4  plan-1  H23  0.020
 AQ4  plan-2  N1   0.020
 AQ4  plan-2  C6   0.020
 AQ4  plan-2  C7   0.020
 AQ4  plan-2  C8   0.020
 AQ4  plan-2  C9   0.020
 AQ4  plan-2  O1   0.020
 AQ4  plan-2  C13  0.020
 AQ4  plan-2  O3   0.020
 AQ4  plan-2  C17  0.020
 AQ4  plan-2  C18  0.020
 AQ4  plan-2  N2   0.020
 AQ4  plan-2  C19  0.020
 AQ4  plan-2  N3   0.020
 AQ4  plan-2  H4   0.020
 AQ4  plan-2  H19  0.020
 AQ4  plan-2  H20  0.020

