# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 16:28:56 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 1-{4-[6-chloro-8-fluoro-7-(2-fluoro-6-hydroxyphenyl)quinazolin-4-yl]piperazin-1-yl}propan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CCN(CC1)c2ncnc3c(F)c(c(Cl)cc23)c4c(O)cccc4F
#
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
 91S  91S  1-{4-[6-chloro-8-fluoro-7-(2-fluoro-6-hydroxyphenyl)quinazolin-4-yl]piperazin-1-yl}propan-1-one  ligand  49  30  .  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_91S
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
 91S  O1   O   O     0  -0.501  -6.1505  -1.8142  -1.4249
 91S  C18  C   C     0   0.571  -6.0619  -1.1694  -0.3892
 91S  C19  C   CH2   0  -0.600  -7.3019  -0.7595   0.3839
 91S  C20  C   CH3   0  -0.649  -8.5881  -1.2679  -0.2434
 91S  N3   N   NT    0  -0.469  -4.8617  -0.7951   0.1164
 91S  C15  C   CH2   0  -0.301  -3.6226  -1.1616  -0.5417
 91S  C14  C   CH2   0  -0.347  -2.7701   0.0726  -0.7669
 91S  C16  C   CH2   0  -0.314  -4.6602  -0.0512   1.3439
 91S  C17  C   CH2   0  -0.296  -3.7992   1.1809   1.1059
 91S  N2   N   NT    0  -0.498  -2.5448   0.7710   0.4963
 91S  C10  C   CR6   0   0.536  -1.4253   1.5058   0.7201
 91S  N    N   N     0  -0.464  -1.5549   2.7103   1.2349
 91S  C11  C   CR16  0   0.052  -0.4582   3.4648   1.3811
 91S  N1   N   N     0  -0.441   0.7632   3.1620   1.0447
 91S  C12  C   CR66  0   0.077   0.9433   1.8957   0.6050
 91S  C9   C   CR66  0  -0.014  -0.1110   0.9750   0.4626
 91S  C8   C   CR16  0  -0.269   0.1687  -0.3748   0.1839
 91S  C7   C   CR6   0  -0.085   1.4597  -0.7637  -0.0442
 91S  CL   CL  CL    0  -0.098   1.7997  -2.4252  -0.3572
 91S  C13  C   CR6   0   0.522   2.2490   1.4418   0.3251
 91S  F1   F   F     0  -0.281   3.2377   2.3284   0.4063
 91S  C6   C   CR6   0  -0.050   2.5394   0.1463  -0.0011
 91S  C5   C   CR6   0  -0.276   3.9269  -0.2741  -0.2693
 91S  C    C   CR6   0   0.385   4.3475  -0.5601  -1.5716
 91S  O    O   OH1   0  -0.610   3.4374  -0.4140  -2.5441
 91S  C4   C   CR6   0   0.560   4.8477  -0.4125   0.7553
 91S  F    F   F     0  -0.301   4.4384  -0.1410   2.0016
 91S  C3   C   CR16  0  -0.440   6.1498  -0.8215   0.5519
 91S  C2   C   CR16  0  -0.229   6.5396  -1.1006  -0.7503
 91S  C1   C   CR16  0  -0.394   5.6549  -0.9744  -1.8093
 91S  H1   H   HCH2  0   0.267  -7.2246  -1.1258   1.4111
 91S  H2   H   HCH2  0   0.266  -7.3339   0.3311   0.4625
 91S  H3   H   HCH3  0   0.231  -9.4389  -0.9427   0.3548
 91S  H4   H   HCH3  0   0.227  -8.7279  -0.8851  -1.2533
 91S  H5   H   HCH3  0   0.227  -8.6129  -2.3560  -0.2900
 91S  H6   H   HCH2  0   0.249  -3.0783  -1.8821   0.0791
 91S  H7   H   HCH2  0   0.274  -3.8395  -1.6347  -1.4951
 91S  H8   H   HCH2  0   0.284  -1.8340  -0.2014  -1.2441
 91S  H9   H   HCH2  0   0.267  -3.2910   0.7509  -1.4543
 91S  H10  H   HCH2  0   0.283  -5.6073   0.2661   1.7687
 91S  H11  H   HCH2  0   0.251  -4.1685  -0.6931   2.0824
 91S  H12  H   HCH2  0   0.241  -4.3305   1.8943   0.4651
 91S  H13  H   HCH2  0   0.273  -3.6052   1.6654   2.0598
 91S  H14  H   HCR6  0   0.261  -0.6229   4.4506   1.8029
 91S  H15  H   HCR6  0   0.302  -0.6152  -1.1175   0.1896
 91S  H16  H   HOH1  0   0.483   3.8193  -0.6344  -3.4018
 91S  H17  H   HCR6  0   0.280   6.8341  -0.9190   1.3830
 91S  H18  H   HCR6  0   0.277   7.5538  -1.4225  -0.9442
 91S  H19  H   HCR6  0   0.280   5.9798  -1.1955  -2.8186

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
 91S  C20  C19  single    1.519  0.020  1.519
 91S  O1   C18  double    1.223  0.020  1.223
 91S  C19  C18  single    1.518  0.020  1.518
 91S  C18  N3   single    1.355  0.020  1.355
 91S  N3   C15  single    1.450  0.020  1.450
 91S  N3   C16  single    1.449  0.020  1.449
 91S  C15  C14  single    1.517  0.020  1.517
 91S  C16  C17  single    1.522  0.020  1.522
 91S  C14  N2   single    1.461  0.020  1.461
 91S  C17  N2   single    1.454  0.020  1.454
 91S  N2   C10  single    1.358  0.020  1.358
 91S  CL   C7   single    1.725  0.020  1.725
 91S  C8   C7   aromatic  1.367  0.020  1.367
 91S  C8   C9   aromatic  1.406  0.020  1.406
 91S  C10  C9   aromatic  1.441  0.020  1.441
 91S  C10  N    aromatic  1.316  0.020  1.316
 91S  C7   C6   aromatic  1.413  0.020  1.413
 91S  C9   C12  aromatic  1.407  0.020  1.407
 91S  N    C11  aromatic  1.339  0.020  1.339
 91S  F    C4   single    1.340  0.020  1.340
 91S  C6   C13  aromatic  1.367  0.020  1.367
 91S  C6   C5   single    1.474  0.020  1.474
 91S  C12  C13  aromatic  1.410  0.020  1.410
 91S  C12  N1   aromatic  1.352  0.020  1.352
 91S  C11  N1   aromatic  1.303  0.020  1.303
 91S  C4   C5   aromatic  1.385  0.020  1.385
 91S  C4   C3   aromatic  1.380  0.020  1.380
 91S  C13  F1   single    1.331  0.020  1.331
 91S  C5   C    aromatic  1.398  0.020  1.398
 91S  C3   C2   aromatic  1.388  0.020  1.388
 91S  C    O    single    1.340  0.020  1.340
 91S  C    C1   aromatic  1.392  0.020  1.392
 91S  C2   C1   aromatic  1.386  0.020  1.386
 91S  C19  H1   single    0.970  0.020  1.090
 91S  C19  H2   single    0.970  0.020  1.090
 91S  C20  H3   single    0.970  0.020  1.090
 91S  C20  H4   single    0.970  0.020  1.090
 91S  C20  H5   single    0.970  0.020  1.090
 91S  C15  H6   single    0.970  0.020  1.090
 91S  C15  H7   single    0.970  0.020  1.090
 91S  C14  H8   single    0.970  0.020  1.090
 91S  C14  H9   single    0.970  0.020  1.090
 91S  C16  H10  single    0.970  0.020  1.090
 91S  C16  H11  single    0.970  0.020  1.090
 91S  C17  H12  single    0.970  0.020  1.090
 91S  C17  H13  single    0.970  0.020  1.090
 91S  C11  H14  single    0.930  0.020  1.080
 91S  C8   H15  single    0.930  0.020  1.080
 91S  O    H16  single    0.850  0.020  0.980
 91S  C3   H17  single    0.930  0.020  1.080
 91S  C2   H18  single    0.930  0.020  1.080
 91S  C1   H19  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
 91S  N3   C18  C19  117.32  3.000
 91S  N3   C18  O1   121.72  3.000
 91S  C19  C18  O1   120.97  3.000
 91S  H2   C19  H1   105.58  3.000
 91S  H2   C19  C20  109.79  3.000
 91S  H1   C19  C20  109.62  3.000
 91S  H2   C19  C18  109.26  3.000
 91S  H1   C19  C18  109.29  3.000
 91S  C20  C19  C18  113.02  3.000
 91S  H5   C20  H4   107.97  3.000
 91S  H5   C20  H3   107.69  3.000
 91S  H4   C20  H3   107.69  3.000
 91S  H5   C20  C19  111.80  3.000
 91S  H4   C20  C19  111.97  3.000
 91S  H3   C20  C19  109.55  3.000
 91S  C16  N3   C15  113.28  3.000
 91S  C16  N3   C18  125.52  3.000
 91S  C15  N3   C18  121.18  3.000
 91S  H7   C15  H6   108.06  3.000
 91S  H7   C15  C14  109.65  3.000
 91S  H6   C15  C14  109.88  3.000
 91S  H7   C15  N3   109.74  3.000
 91S  H6   C15  N3   109.49  3.000
 91S  C14  C15  N3   110.00  3.000
 91S  H9   C14  H8   106.85  3.000
 91S  H9   C14  N2   108.63  3.000
 91S  H8   C14  N2   111.57  3.000
 91S  H9   C14  C15  109.22  3.000
 91S  H8   C14  C15  110.15  3.000
 91S  N2   C14  C15  110.32  3.000
 91S  H11  C16  H10  107.41  3.000
 91S  H11  C16  C17  109.03  3.000
 91S  H10  C16  C17  108.55  3.000
 91S  H11  C16  N3   109.43  3.000
 91S  H10  C16  N3   111.11  3.000
 91S  C17  C16  N3   111.21  3.000
 91S  H13  C17  H12  108.01  3.000
 91S  H13  C17  N2   109.85  3.000
 91S  H12  C17  N2   110.89  3.000
 91S  H13  C17  C16  108.94  3.000
 91S  H12  C17  C16  110.13  3.000
 91S  N2   C17  C16  109.00  3.000
 91S  C10  N2   C17  119.33  3.000
 91S  C10  N2   C14  121.90  3.000
 91S  C17  N2   C14  111.36  3.000
 91S  C9   C10  N    119.79  3.000
 91S  N    C10  N2   118.59  3.000
 91S  C9   C10  N2   121.56  3.000
 91S  C11  N    C10  118.52  3.000
 91S  H14  C11  N1   117.01  3.000
 91S  H14  C11  N    115.46  3.000
 91S  N1   C11  N    127.50  3.000
 91S  C12  N1   C11  115.24  3.000
 91S  C13  C12  C9   117.58  3.000
 91S  C13  C12  N1   119.28  3.000
 91S  C9   C12  N1   123.08  3.000
 91S  C8   C9   C12  119.94  3.000
 91S  C12  C9   C10  115.11  3.000
 91S  C8   C9   C10  124.78  3.000
 91S  H15  C8   C7   119.38  3.000
 91S  H15  C8   C9   120.98  3.000
 91S  C7   C8   C9   119.59  3.000
 91S  C6   C7   CL   118.39  3.000
 91S  C6   C7   C8   122.22  3.000
 91S  CL   C7   C8   119.37  3.000
 91S  C6   C13  F1   119.22  3.000
 91S  F1   C13  C12  117.47  3.000
 91S  C6   C13  C12  123.30  3.000
 91S  C5   C6   C13  120.89  3.000
 91S  C5   C6   C7   122.01  3.000
 91S  C13  C6   C7   117.09  3.000
 91S  C4   C5   C    117.96  3.000
 91S  C    C5   C6   120.72  3.000
 91S  C4   C5   C6   121.31  3.000
 91S  C1   C    O    123.13  3.000
 91S  C1   C    C5   120.16  3.000
 91S  O    C    C5   116.70  3.000
 91S  H16  O    C    110.58  3.000
 91S  C3   C4   F    119.05  3.000
 91S  C3   C4   C5   123.24  3.000
 91S  F    C4   C5   117.71  3.000
 91S  H17  C3   C2   121.70  3.000
 91S  H17  C3   C4   120.72  3.000
 91S  C2   C3   C4   117.58  3.000
 91S  H18  C2   C1   119.26  3.000
 91S  H18  C2   C3   119.45  3.000
 91S  C1   C2   C3   121.30  3.000
 91S  H19  C1   C2   120.13  3.000
 91S  H19  C1   C    120.11  3.000
 91S  C2   C1   C    119.76  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
 91S  CONST_01  C7   C8   C9   C10   180.00   0.0  0
 91S  CONST_02  C13  C12  C9   C10   180.00   0.0  0
 91S  CONST_03  N1   C12  C9   C10     0.00   0.0  0
 91S  CONST_04  N1   C11  N    C10     0.00   0.0  0
 91S  CONST_05  C8   C9   C10  N     180.00   0.0  0
 91S  CONST_06  C12  C9   C10  N       0.00   0.0  0
 91S  CONST_07  C12  N1   C11  N       0.00   0.0  0
 91S  CONST_08  C9   C10  N    C11     0.00   0.0  0
 91S  CONST_09  C9   C12  N1   C11     0.00   0.0  0
 91S  CONST_10  C13  C12  N1   C11   180.00   0.0  0
 91S  CONST_11  C8   C9   C12  N1    180.00   0.0  0
 91S  CONST_12  C6   C13  C12  N1    180.00   0.0  0
 91S  CONST_13  C7   C8   C9   C12     0.00   0.0  0
 91S  CONST_14  C7   C6   C13  C12     0.00   0.0  0
 91S  CONST_15  C5   C6   C13  C12   180.00   0.0  0
 91S  CONST_16  C6   C7   C8   C9      0.00   0.0  0
 91S  CONST_17  C6   C13  C12  C9      0.00   0.0  0
 91S  CONST_18  C13  C6   C7   C8      0.00   0.0  0
 91S  CONST_19  C5   C6   C7   C8    180.00   0.0  0
 91S  CONST_20  C13  C12  C9   C8      0.00   0.0  0
 91S  CONST_25  C3   C4   C5   C6    180.00   0.0  0
 91S  CONST_26  C1   C    C5   C6    180.00   0.0  0
 91S  CONST_27  C2   C3   C4   C5      0.00   0.0  0
 91S  CONST_28  C2   C1   C    C5      0.00   0.0  0
 91S  CONST_29  C3   C4   C5   C       0.00   0.0  0
 91S  CONST_30  C3   C2   C1   C       0.00   0.0  0
 91S  CONST_31  C1   C    C5   C4      0.00   0.0  0
 91S  CONST_32  C1   C2   C3   C4      0.00   0.0  0
 91S  CONST_33  C8   C9   C10  N2      0.00   0.0  0
 91S  CONST_34  C12  C9   C10  N2    180.00   0.0  0
 91S  CONST_35  C11  N    C10  N2    180.00   0.0  0
 91S  CONST_36  F1   C13  C12  N1      0.00   0.0  0
 91S  CONST_37  CL   C7   C8   C9    180.00   0.0  0
 91S  CONST_38  F1   C13  C12  C9    180.00   0.0  0
 91S  CONST_39  F1   C13  C6   C7    180.00   0.0  0
 91S  CONST_40  C13  C6   C7   CL    180.00   0.0  0
 91S  CONST_41  C5   C6   C7   CL      0.00   0.0  0
 91S  CONST_42  C5   C6   C13  F1      0.00   0.0  0
 91S  CONST_43  F    C4   C5   C6      0.00   0.0  0
 91S  CONST_44  O    C    C5   C6      0.00   0.0  0
 91S  CONST_45  F    C4   C5   C     180.00   0.0  0
 91S  CONST_46  C4   C5   C    O     180.00   0.0  0
 91S  CONST_47  C2   C1   C    O     180.00   0.0  0
 91S  CONST_48  C2   C3   C4   F     180.00   0.0  0
 91S  CONST_49  H15  C8   C9   C10     0.00   0.0  0
 91S  CONST_50  H14  C11  N    C10   180.00   0.0  0
 91S  CONST_51  H17  C3   C4   C5    180.00   0.0  0
 91S  CONST_52  H19  C1   C    C5    180.00   0.0  0
 91S  CONST_53  H18  C2   C1   C     180.00   0.0  0
 91S  CONST_54  C15  N3   C18  O1      0.00   0.0  0
 91S  CONST_55  C16  N3   C18  O1    180.00   0.0  0
 91S  CONST_56  C15  N3   C18  C19   180.00   0.0  0
 91S  CONST_57  C16  N3   C18  C19     0.00   0.0  0
 91S  Var_01    N2   C14  C15  N3     55.42  30.0  1
 91S  Var_02    N2   C17  C16  N3    -55.63  30.0  1
 91S  Var_03    C17  C16  N3   C15    54.87  30.0  1
 91S  Var_04    C17  N2   C14  C15   -59.42  30.0  1
 91S  Var_05    C16  N3   C15  C14   -54.18  30.0  1
 91S  Var_06    C16  C17  N2   C14    58.68  30.0  1
 91S  Var_07    C9   C10  N2   C14   -49.84  30.0  2
 91S  Var_08    N3   C18  C19  C20  -178.09  30.0  3
 91S  Var_09    H3   C20  C19  C18   179.99  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
 91S  plan-1  C6   0.020
 91S  plan-1  C5   0.020
 91S  plan-1  C    0.020
 91S  plan-1  O    0.020
 91S  plan-1  C4   0.020
 91S  plan-1  F    0.020
 91S  plan-1  C3   0.020
 91S  plan-1  C2   0.020
 91S  plan-1  C1   0.020
 91S  plan-1  H17  0.020
 91S  plan-1  H18  0.020
 91S  plan-1  H19  0.020
 91S  plan-2  N2   0.020
 91S  plan-2  C10  0.020
 91S  plan-2  N    0.020
 91S  plan-2  C11  0.020
 91S  plan-2  N1   0.020
 91S  plan-2  C12  0.020
 91S  plan-2  C9   0.020
 91S  plan-2  C8   0.020
 91S  plan-2  C7   0.020
 91S  plan-2  CL   0.020
 91S  plan-2  C13  0.020
 91S  plan-2  F1   0.020
 91S  plan-2  C6   0.020
 91S  plan-2  C5   0.020
 91S  plan-2  H14  0.020
 91S  plan-2  H15  0.020
 91S  plan-3  O1   0.020
 91S  plan-3  C18  0.020
 91S  plan-3  C19  0.020
 91S  plan-3  N3   0.020
 91S  plan-3  C15  0.020
 91S  plan-3  C16  0.020

