# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 07:54:15 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[(3S)-tetrahydrofuran-3-yloxy]quinazolin-6-yl}-4-(dimethylamino)butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCCC(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1O[C@H]4CCOC4
#
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
 0WN  0WN  N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[(3S)-tetrahydrofuran-3-yloxy]quinazolin-6-yl}-4-(dimethylamino)butanamide  ligand  61  34  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0WN
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
 0WN  C1   C   CR16  0   0.053   2.5126   3.4918  -0.6762
 0WN  N2   N   N     0  -0.491   3.0663   2.2899  -0.4676
 0WN  N3   N   N     0  -0.460   1.2464   3.7841  -0.7294
 0WN  C4   C   CR6   0   0.550   2.2613   1.2638  -0.2929
 0WN  C5   C   CR66  0   0.245   0.3887   2.7459  -0.5491
 0WN  C6   C   CR66  0  -0.017   0.8363   1.4333  -0.3195
 0WN  C7   C   CR6   0   0.304  -1.4489   0.6497  -0.1787
 0WN  C8   C   CR16  0  -0.409  -0.1002   0.3958  -0.1362
 0WN  C9   C   CR6   0   0.373  -1.8971   1.9881  -0.4147
 0WN  C10  C   CR16  0  -0.455  -0.9950   3.0032  -0.5939
 0WN  N11  N   NH1   0  -0.789   2.7807   0.0296  -0.0877
 0WN  C12  C   CR6   0  -0.213   6.4889  -0.1449  -0.0415
 0WN  C13  C   CR6   0   0.587   6.6560  -1.5049   0.1324
 0WN  C14  C   CR16  0  -0.265   5.2227   0.4149  -0.1215
 0WN  C15  C   CR16  0  -0.401   5.5541  -2.3308   0.2292
 0WN  C16  C   CR6   0   0.372   4.1017  -0.4098  -0.0260
 0WN  C17  C   CR16  0  -0.350   4.2875  -1.7856   0.1506
 0WN  CL1  CL  CL    0  -0.090   7.8814   0.8644  -0.1621
 0WN  O20  O   O2    0  -0.493  -3.2282   2.1229  -0.4495
 0WN  C21  C   CH1   0  -0.075  -3.8273   3.4159  -0.5486
 0WN  C22  C   CH2   0  -0.166  -3.7542   4.1693   0.7716
 0WN  O23  O   O2    0  -0.498  -4.8169   3.6762   1.5672
 0WN  C24  C   CH2   0  -0.152  -5.7352   2.9431   0.7651
 0WN  C25  C   CH2   0  -0.519  -5.3227   3.1982  -0.6790
 0WN  N26  N   NH1   0  -0.747  -2.4491  -0.3038  -0.0139
 0WN  C27  C   C     0   0.573  -2.3287  -1.6260   0.2849
 0WN  C28  C   CH2   0  -0.598  -3.6547  -2.3324   0.4541
 0WN  O29  O   O     0  -0.464  -1.2583  -2.1885   0.4269
 0WN  C30  C   CH2   0  -0.440  -3.5885  -3.8179   0.1318
 0WN  C31  C   CH2   0  -0.255  -4.9407  -4.4787   0.3654
 0WN  N32  N   NT    0  -0.409  -4.9422  -5.9040   0.0885
 0WN  C33  C   CH3   0  -0.521  -6.1067  -6.5415   0.6649
 0WN  C34  C   CH3   0  -0.526  -4.8623  -6.1888  -1.3285
 0WN  H1   H   HCR6  0   0.252   3.2150   4.3067  -0.8172
 0WN  H2   H   HCR6  0   0.281   0.2159  -0.6180   0.0467
 0WN  H3   H   HCR6  0   0.289  -1.3073   4.0221  -0.7774
 0WN  H4   H   HNH1  0   0.433   2.1121  -0.7140   0.0248
 0WN  H5   H   HCR6  0   0.319   5.1149   1.4779  -0.2573
 0WN  H6   H   HCR6  0   0.296   5.6853  -3.3965   0.3619
 0WN  H7   H   HCR6  0   0.287   3.4307  -2.4436   0.2251
 0WN  H8   H   HCH1  0   0.284  -3.3980   3.9689  -1.3872
 0WN  H9   H   HCH2  0   0.243  -2.8070   4.0339   1.3000
 0WN  H10  H   HCH2  0   0.227  -3.8735   5.2412   0.5741
 0WN  H11  H   HCH2  0   0.213  -5.6787   1.8776   1.0126
 0WN  H12  H   HCH2  0   0.230  -6.7536   3.2788   0.9702
 0WN  H13  H   HCH2  0   0.265  -5.7762   4.1149  -1.0590
 0WN  H14  H   HCH2  0   0.273  -5.5829   2.3878  -1.3589
 0WN  H15  H   HNH1  0   0.414  -3.3898   0.0451  -0.1161
 0WN  H16  H   HCH2  0   0.282  -3.9673  -2.1878   1.4947
 0WN  H17  H   HCH2  0   0.261  -4.4214  -1.8491  -0.1575
 0WN  H18  H   HCH2  0   0.236  -3.2682  -3.9443  -0.9052
 0WN  H19  H   HCH2  0   0.233  -2.8396  -4.3076   0.7563
 0WN  H20  H   HCH2  0   0.228  -5.2113  -4.3421   1.4168
 0WN  H21  H   HCH2  0   0.187  -5.7167  -3.9537  -0.2206
 0WN  H23  H   HCH3  0   0.231  -6.0707  -7.6175   0.4871
 0WN  H24  H   HCH3  0   0.232  -6.1287  -6.3827   1.7442
 0WN  H25  H   HCH3  0   0.190  -7.0570  -6.1680   0.2512
 0WN  H26  H   HCH3  0   0.235  -3.9558  -5.7690  -1.7640
 0WN  H27  H   HCH3  0   0.233  -4.8293  -7.2674  -1.4882
 0WN  H28  H   HCH3  0   0.189  -5.7211  -5.7931  -1.8949
 0WN  F18  F   F     0  -0.297   7.8882  -2.0169   0.2029

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
 0WN  F18  C13  single    1.336  0.020  1.336
 0WN  C13  C15  aromatic  1.380  0.020  1.380
 0WN  C13  C12  aromatic  1.381  0.020  1.381
 0WN  CL1  C12  single    1.724  0.020  1.724
 0WN  C15  C17  aromatic  1.381  0.020  1.381
 0WN  C12  C14  aromatic  1.387  0.020  1.387
 0WN  C17  C16  aromatic  1.399  0.020  1.399
 0WN  C14  C16  aromatic  1.395  0.020  1.395
 0WN  C16  N11  single    1.393  0.020  1.393
 0WN  N11  C4   single    1.355  0.020  1.355
 0WN  N2   C4   aromatic  1.316  0.020  1.316
 0WN  N2   C1   aromatic  1.340  0.020  1.340
 0WN  C4   C6   aromatic  1.435  0.020  1.435
 0WN  C1   N3   aromatic  1.301  0.020  1.301
 0WN  C6   C8   aromatic  1.410  0.020  1.410
 0WN  C6   C5   aromatic  1.406  0.020  1.406
 0WN  C33  N32  single    1.447  0.020  1.447
 0WN  C8   C7   aromatic  1.373  0.020  1.373
 0WN  N3   C5   aromatic  1.359  0.020  1.359
 0WN  C5   C10  aromatic  1.408  0.020  1.408
 0WN  O29  C27  double    1.218  0.020  1.218
 0WN  N32  C34  single    1.448  0.020  1.448
 0WN  N32  C31  single    1.452  0.020  1.452
 0WN  C7   N26  single    1.392  0.020  1.392
 0WN  C7   C9   aromatic  1.431  0.020  1.431
 0WN  C10  C9   aromatic  1.370  0.020  1.370
 0WN  C27  N26  single    1.361  0.020  1.361
 0WN  C27  C28  single    1.512  0.020  1.512
 0WN  C9   O20  single    1.338  0.020  1.338
 0WN  C31  C30  single    1.523  0.020  1.523
 0WN  C30  C28  single    1.522  0.020  1.522
 0WN  O20  C21  single    1.428  0.020  1.428
 0WN  C22  C21  single    1.522  0.020  1.522
 0WN  C22  O23  single    1.416  0.020  1.416
 0WN  C21  C25  single    1.517  0.020  1.517
 0WN  O23  C24  single    1.423  0.020  1.423
 0WN  C25  C24  single    1.523  0.020  1.523
 0WN  C1   H1   single    0.930  0.020  1.080
 0WN  C8   H2   single    0.930  0.020  1.080
 0WN  C10  H3   single    0.930  0.020  1.080
 0WN  N11  H4   single    0.860  0.020  1.020
 0WN  C14  H5   single    0.930  0.020  1.080
 0WN  C15  H6   single    0.930  0.020  1.080
 0WN  C17  H7   single    0.930  0.020  1.080
 0WN  C21  H8   single    0.970  0.020  1.090
 0WN  C22  H9   single    0.970  0.020  1.090
 0WN  C22  H10  single    0.970  0.020  1.090
 0WN  C24  H11  single    0.970  0.020  1.090
 0WN  C24  H12  single    0.970  0.020  1.090
 0WN  C25  H13  single    0.970  0.020  1.090
 0WN  C25  H14  single    0.970  0.020  1.090
 0WN  N26  H15  single    0.860  0.020  1.020
 0WN  C28  H16  single    0.970  0.020  1.090
 0WN  C28  H17  single    0.970  0.020  1.090
 0WN  C30  H18  single    0.970  0.020  1.090
 0WN  C30  H19  single    0.970  0.020  1.090
 0WN  C31  H20  single    0.970  0.020  1.090
 0WN  C31  H21  single    0.970  0.020  1.090
 0WN  C33  H23  single    0.970  0.020  1.090
 0WN  C33  H24  single    0.970  0.020  1.090
 0WN  C33  H25  single    0.970  0.020  1.090
 0WN  C34  H26  single    0.970  0.020  1.090
 0WN  C34  H27  single    0.970  0.020  1.090
 0WN  C34  H28  single    0.970  0.020  1.090

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
 0WN  H1   C1   N3   117.14  3.000
 0WN  H1   C1   N2   115.25  3.000
 0WN  N3   C1   N2   127.61  3.000
 0WN  C4   N2   C1   117.87  3.000
 0WN  C5   N3   C1   115.94  3.000
 0WN  N11  C4   C6   119.41  3.000
 0WN  C6   C4   N2   120.85  3.000
 0WN  N11  C4   N2   119.74  3.000
 0WN  C10  C5   C6   119.25  3.000
 0WN  C10  C5   N3   118.46  3.000
 0WN  C6   C5   N3   122.29  3.000
 0WN  C8   C6   C5   119.80  3.000
 0WN  C5   C6   C4   115.43  3.000
 0WN  C8   C6   C4   124.77  3.000
 0WN  N26  C7   C9   115.80  3.000
 0WN  C9   C7   C8   119.06  3.000
 0WN  N26  C7   C8   125.15  3.000
 0WN  H2   C8   C7   117.86  3.000
 0WN  H2   C8   C6   121.31  3.000
 0WN  C7   C8   C6   120.83  3.000
 0WN  O20  C9   C10  125.24  3.000
 0WN  O20  C9   C7   114.21  3.000
 0WN  C10  C9   C7   120.55  3.000
 0WN  H3   C10  C9   122.02  3.000
 0WN  H3   C10  C5   117.47  3.000
 0WN  C9   C10  C5   120.51  3.000
 0WN  H4   N11  C16  113.08  3.000
 0WN  H4   N11  C4   115.81  3.000
 0WN  C16  N11  C4   131.10  3.000
 0WN  CL1  C12  C14  119.81  3.000
 0WN  C14  C12  C13  121.01  3.000
 0WN  CL1  C12  C13  119.18  3.000
 0WN  F18  C13  C15  120.20  3.000
 0WN  C15  C13  C12  120.09  3.000
 0WN  F18  C13  C12  119.71  3.000
 0WN  H5   C14  C16  120.78  3.000
 0WN  H5   C14  C12  119.80  3.000
 0WN  C16  C14  C12  119.42  3.000
 0WN  H6   C15  C17  120.46  3.000
 0WN  H6   C15  C13  120.08  3.000
 0WN  C17  C15  C13  119.46  3.000
 0WN  C17  C16  C14  118.89  3.000
 0WN  C14  C16  N11  124.92  3.000
 0WN  C17  C16  N11  116.19  3.000
 0WN  H7   C17  C16  120.06  3.000
 0WN  H7   C17  C15  118.80  3.000
 0WN  C16  C17  C15  121.13  3.000
 0WN  C21  O20  C9   120.67  3.000
 0WN  H8   C21  C25  113.21  3.000
 0WN  H8   C21  C22  113.35  3.000
 0WN  C25  C21  C22  101.12  3.000
 0WN  H8   C21  O20  110.29  3.000
 0WN  C25  C21  O20  106.83  3.000
 0WN  C22  C21  O20  111.58  3.000
 0WN  H10  C22  H9   107.60  3.000
 0WN  H10  C22  O23  111.10  3.000
 0WN  H9   C22  O23  109.60  3.000
 0WN  H10  C22  C21  108.82  3.000
 0WN  H9   C22  C21  113.56  3.000
 0WN  O23  C22  C21  106.20  3.000
 0WN  C24  O23  C22  110.31  3.000
 0WN  H12  C24  H11  107.75  3.000
 0WN  H12  C24  C25  112.28  3.000
 0WN  H11  C24  C25  111.29  3.000
 0WN  H12  C24  O23  109.74  3.000
 0WN  H11  C24  O23  109.92  3.000
 0WN  C25  C24  O23  105.87  3.000
 0WN  H14  C25  H13  107.96  3.000
 0WN  H14  C25  C24  113.73  3.000
 0WN  H13  C25  C24  111.00  3.000
 0WN  H14  C25  C21  113.32  3.000
 0WN  H13  C25  C21  108.61  3.000
 0WN  C24  C25  C21  102.09  3.000
 0WN  H15  N26  C27  116.17  3.000
 0WN  H15  N26  C7   114.92  3.000
 0WN  C27  N26  C7   128.91  3.000
 0WN  O29  C27  C28  122.83  3.000
 0WN  C28  C27  N26  113.63  3.000
 0WN  O29  C27  N26  123.53  3.000
 0WN  H17  C28  H16  105.83  3.000
 0WN  H17  C28  C30  110.09  3.000
 0WN  H16  C28  C30  110.01  3.000
 0WN  H17  C28  C27  110.24  3.000
 0WN  H16  C28  C27  107.14  3.000
 0WN  C30  C28  C27  113.22  3.000
 0WN  H19  C30  H18  106.86  3.000
 0WN  H19  C30  C31  109.08  3.000
 0WN  H18  C30  C31  110.83  3.000
 0WN  H19  C30  C28  110.29  3.000
 0WN  H18  C30  C28  109.07  3.000
 0WN  C31  C30  C28  110.64  3.000
 0WN  H21  C31  H20  106.06  3.000
 0WN  H21  C31  N32  111.38  3.000
 0WN  H20  C31  N32  107.80  3.000
 0WN  H21  C31  C30  109.63  3.000
 0WN  H20  C31  C30  108.22  3.000
 0WN  N32  C31  C30  113.42  3.000
 0WN  C34  N32  C33  110.34  3.000
 0WN  C34  N32  C31  112.32  3.000
 0WN  C33  N32  C31  110.93  3.000
 0WN  H25  C33  H24  107.74  3.000
 0WN  H25  C33  H23  107.56  3.000
 0WN  H24  C33  H23  107.78  3.000
 0WN  H25  C33  N32  113.27  3.000
 0WN  H24  C33  N32  110.25  3.000
 0WN  H23  C33  N32  110.05  3.000
 0WN  H28  C34  H27  107.66  3.000
 0WN  H28  C34  H26  107.72  3.000
 0WN  H27  C34  H26  107.29  3.000
 0WN  H28  C34  N32  112.92  3.000
 0WN  H27  C34  N32  109.85  3.000
 0WN  H26  C34  N32  111.18  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
 0WN  CONST_01  C6   C4   N2   C1      0.00   0.0  0
 0WN  CONST_02  C6   C5   N3   C1      0.00   0.0  0
 0WN  CONST_03  C10  C5   N3   C1    180.00   0.0  0
 0WN  CONST_04  C8   C6   C4   N2    180.00   0.0  0
 0WN  CONST_05  C5   C6   C4   N2      0.00   0.0  0
 0WN  CONST_06  C5   N3   C1   N2      0.00   0.0  0
 0WN  CONST_07  C4   N2   C1   N3      0.00   0.0  0
 0WN  CONST_08  C4   C6   C5   N3      0.00   0.0  0
 0WN  CONST_09  C8   C6   C5   N3    180.00   0.0  0
 0WN  CONST_10  C9   C10  C5   N3    180.00   0.0  0
 0WN  CONST_11  C7   C8   C6   C4    180.00   0.0  0
 0WN  CONST_12  C10  C5   C6   C4    180.00   0.0  0
 0WN  CONST_13  C7   C8   C6   C5      0.00   0.0  0
 0WN  CONST_14  C7   C9   C10  C5      0.00   0.0  0
 0WN  CONST_15  C9   C7   C8   C6      0.00   0.0  0
 0WN  CONST_16  C9   C10  C5   C6      0.00   0.0  0
 0WN  CONST_17  C10  C5   C6   C8      0.00   0.0  0
 0WN  CONST_18  C10  C9   C7   C8      0.00   0.0  0
 0WN  CONST_19  C17  C15  C13  C12     0.00   0.0  0
 0WN  CONST_20  C17  C16  C14  C12     0.00   0.0  0
 0WN  CONST_21  C16  C17  C15  C13     0.00   0.0  0
 0WN  CONST_22  C16  C14  C12  C13     0.00   0.0  0
 0WN  CONST_23  C15  C13  C12  C14     0.00   0.0  0
 0WN  CONST_24  C15  C17  C16  C14     0.00   0.0  0
 0WN  CONST_25  N11  C4   N2   C1    180.00   0.0  0
 0WN  CONST_26  N11  C4   C6   C5    180.00   0.0  0
 0WN  CONST_27  O20  C9   C10  C5    180.00   0.0  0
 0WN  CONST_28  N26  C7   C8   C6    180.00   0.0  0
 0WN  CONST_29  N11  C4   C6   C8      0.00   0.0  0
 0WN  CONST_30  O20  C9   C7   C8    180.00   0.0  0
 0WN  CONST_31  N26  C7   C9   C10   180.00   0.0  0
 0WN  CONST_32  C15  C17  C16  N11   180.00   0.0  0
 0WN  CONST_33  C12  C14  C16  N11   180.00   0.0  0
 0WN  CONST_34  F18  C13  C12  C14   180.00   0.0  0
 0WN  CONST_35  CL1  C12  C13  C15   180.00   0.0  0
 0WN  CONST_36  CL1  C12  C14  C16   180.00   0.0  0
 0WN  CONST_37  F18  C13  C15  C17   180.00   0.0  0
 0WN  CONST_38  H3   C10  C5   N3      0.00   0.0  0
 0WN  CONST_39  H1   C1   N2   C4    180.00   0.0  0
 0WN  CONST_40  H2   C8   C6   C4      0.00   0.0  0
 0WN  CONST_41  H6   C15  C13  C12   180.00   0.0  0
 0WN  CONST_42  H7   C17  C15  C13   180.00   0.0  0
 0WN  CONST_43  H5   C14  C12  C13   180.00   0.0  0
 0WN  CONST_44  C27  N26  C7   C8      0.00   0.0  0
 0WN  CONST_45  C27  N26  C7   C9    180.00   0.0  0
 0WN  CONST_46  H15  N26  C7   C8    180.00   0.0  0
 0WN  CONST_47  O29  C27  N26  C7      0.00   0.0  0
 0WN  CONST_48  C28  C27  N26  C7    180.00   0.0  0
 0WN  Var_01    O23  C24  C25  C21    29.82  30.0  1
 0WN  Var_02    C25  C24  O23  C22    -9.80  30.0  1
 0WN  Var_03    C16  N11  C4   N2     -0.40  30.0  2
 0WN  Var_04    C17  C16  N11  C4   -177.48  30.0  3
 0WN  Var_05    H9   C22  O23  C24  -137.52  30.0  1
 0WN  Var_06    C30  C28  C27  N26   152.66  30.0  3
 0WN  Var_07    C31  C30  C28  C27   178.13  30.0  1
 0WN  Var_08    N32  C31  C30  C28  -179.41  30.0  2
 0WN  Var_09    C33  N32  C31  C30   164.16  30.0  1
 0WN  Var_10    H23  C33  N32  C31  -177.47  30.0  3
 0WN  Var_11    H26  C34  N32  C31    59.33  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 0WN  chir_01  C21  O20  C22  C25  positiv

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
 0WN  plan-1  N11  0.020
 0WN  plan-1  C12  0.020
 0WN  plan-1  C13  0.020
 0WN  plan-1  C14  0.020
 0WN  plan-1  C15  0.020
 0WN  plan-1  C16  0.020
 0WN  plan-1  C17  0.020
 0WN  plan-1  CL1  0.020
 0WN  plan-1  H5   0.020
 0WN  plan-1  H6   0.020
 0WN  plan-1  H7   0.020
 0WN  plan-1  F18  0.020
 0WN  plan-2  C1   0.020
 0WN  plan-2  N2   0.020
 0WN  plan-2  N3   0.020
 0WN  plan-2  C4   0.020
 0WN  plan-2  C5   0.020
 0WN  plan-2  C6   0.020
 0WN  plan-2  C7   0.020
 0WN  plan-2  C8   0.020
 0WN  plan-2  C9   0.020
 0WN  plan-2  C10  0.020
 0WN  plan-2  N11  0.020
 0WN  plan-2  O20  0.020
 0WN  plan-2  N26  0.020
 0WN  plan-2  H1   0.020
 0WN  plan-2  H2   0.020
 0WN  plan-2  H3   0.020
 0WN  plan-3  C7   0.020
 0WN  plan-3  N26  0.020
 0WN  plan-3  C27  0.020
 0WN  plan-3  C28  0.020
 0WN  plan-3  O29  0.020
 0WN  plan-3  H15  0.020

