# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 10:10:25 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 7-methoxy-3-methyl-2-[1-[[4-(trifluoromethyloxy)phenyl]methyl]pyrazol-4-yl]-3~{H}-quinolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2C(=O)[C@@H](C)C(=Nc2c1)c3cnn(Cc4ccc(OC(F)(F)F)cc4)c3
#
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
 FX2  FX2  7-methoxy-3-methyl-2-[1-[[4-(trifluoromethyloxy)phenyl]methyl]pyrazol-4-yl]-3~{H}-quinolin-4-one  ligand  49  31  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FX2
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
 FX2  C7   C  C     0   0.232  -2.4841   0.8419   0.8038
 FX2  C6   C  C     0   0.440  -4.3051   2.2664  -0.2107
 FX2  C1   C  CR16  0  -0.383  -6.8634  -0.2652  -1.3013
 FX2  C2   C  CR6   0   0.412  -6.2325  -1.4549  -0.9162
 FX2  C3   C  CR16  0  -0.429  -4.9697  -1.4145  -0.3250
 FX2  C4   C  CR6   0   0.257  -4.3369  -0.2029  -0.0903
 FX2  C5   C  CR6   0  -0.075  -4.9753   0.9960  -0.4634
 FX2  C9   C  CH3   0  -0.442  -8.0400  -2.7863  -1.6878
 FX2  C12  C  CR15  0   0.080  -0.3953  -0.3726   1.5813
 FX2  C17  C  CR6   0   0.307   4.8094  -0.5964  -0.7686
 FX2  C18  C  CR16  0  -0.285   3.8531  -1.5966  -0.7884
 FX2  C19  C  CR16  0  -0.291   2.9308  -1.6607   0.2454
 FX2  C20  C  CT    0   1.073   6.8750  -1.1274  -1.7254
 FX2  C21  C  CH3   0  -0.648  -3.6200   2.6093   2.1289
 FX2  F2   F  F     0  -0.276   7.5521  -0.9081  -2.8407
 FX2  F    F  F     0  -0.299   6.7366  -2.4454  -1.5692
 FX2  F1   F  F     0  -0.299   7.6071  -0.6929  -0.6975
 FX2  O2   O  O2    0  -0.522   5.7013  -0.4926  -1.8306
 FX2  C16  C  CR16  0  -0.286   4.8613   0.3359   0.2535
 FX2  C15  C  CR16  0  -0.282   3.9318   0.2572   1.2793
 FX2  C14  C  CR6   0   0.137   2.9627  -0.7405   1.2874
 FX2  N2   N  NR5   0  -0.257   0.7816   0.0306   2.0644
 FX2  N1   N  N     0  -0.268   0.8790   1.3590   2.1496
 FX2  C11  C  CR15  0  -0.072  -0.2734   1.8210   1.7181
 FX2  C10  C  CR5   0  -0.189  -1.1386   0.7714   1.3371
 FX2  C8   C  CH1   0  -0.520  -3.1209   2.2021   0.7250
 FX2  O    O  O     0  -0.407  -4.6965   3.3309  -0.6499
 FX2  C    C  CR16  0  -0.264  -6.2240   0.9381  -1.0764
 FX2  N    N  N     0  -0.466  -3.0651  -0.2489   0.4648
 FX2  O1   O  O2    0  -0.461  -6.7640  -2.6697  -1.0817
 FX2  H1   H  HCR6  0   0.288  -7.8378  -0.2671  -1.7693
 FX2  H2   H  HCR6  0   0.269  -4.4720  -2.3361  -0.0507
 FX2  H3   H  HCH3  0   0.236  -8.8105  -2.2672  -1.1137
 FX2  H4   H  HCH3  0   0.236  -8.0385  -2.4033  -2.7106
 FX2  H5   H  HCH3  0   0.265  -8.2719  -3.8477  -1.7093
 FX2  H6   H  HCR5  0   0.303  -0.6379  -1.4139   1.4462
 FX2  H7   H  HCR6  0   0.283   3.8160  -2.3092  -1.6016
 FX2  H8   H  HCR6  0   0.269   2.1826  -2.4436   0.2337
 FX2  H9   H  HCH3  0   0.258  -2.8029   2.5964   2.8481
 FX2  H10  H  HCH3  0   0.259  -4.0301   3.6173   2.0988
 FX2  H11  H  HCH3  0   0.246  -4.3953   1.9305   2.4849
 FX2  H12  H  HCR6  0   0.283   5.6034   1.1229   0.2474
 FX2  H13  H  HCR6  0   0.269   3.9664   0.9845   2.0800
 FX2  H14  H  HCH2  0   0.294   1.5739  -1.8111   2.5344
 FX2  H15  H  HCH2  0   0.298   2.3433  -0.4445   3.3288
 FX2  H16  H  HCR5  0   0.271  -0.4546   2.8854   1.6943
 FX2  H17  H  HCH1  0   0.303  -2.3801   2.9364   0.3992
 FX2  H18  H  HCR6  0   0.270  -6.7125   1.8578  -1.3717
 FX2  C13  C  CH2   0  -0.413   1.9319  -0.7941   2.3828

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
 FX2  F2   C20  single    1.323  0.020  1.323
 FX2  F1   C20  single    1.335  0.020  1.335
 FX2  C20  F    single    1.334  0.020  1.334
 FX2  C20  O2   single    1.338  0.020  1.338
 FX2  O2   C17  single    1.391  0.020  1.391
 FX2  C16  C17  aromatic  1.384  0.020  1.384
 FX2  C16  C15  aromatic  1.387  0.020  1.387
 FX2  C17  C18  aromatic  1.384  0.020  1.384
 FX2  C15  C14  aromatic  1.391  0.020  1.391
 FX2  C18  C19  aromatic  1.387  0.020  1.387
 FX2  C14  C19  aromatic  1.390  0.020  1.390
 FX2  C14  C13  single    1.505  0.020  1.505
 FX2  C13  N2   single    1.451  0.020  1.451
 FX2  N2   C12  aromatic  1.335  0.020  1.335
 FX2  N2   N1   aromatic  1.335  0.020  1.335
 FX2  C12  C10  aromatic  1.386  0.020  1.386
 FX2  N1   C11  aromatic  1.314  0.020  1.314
 FX2  C21  C8   single    1.545  0.020  1.545
 FX2  C10  C11  aromatic  1.413  0.020  1.413
 FX2  C10  C7   single    1.449  0.020  1.449
 FX2  C8   C7   single    1.504  0.020  1.504
 FX2  C8   C6   single    1.511  0.020  1.511
 FX2  C7   N    double    1.281  0.020  1.281
 FX2  O    C6   double    1.216  0.020  1.216
 FX2  C6   C5   single    1.458  0.020  1.458
 FX2  N    C4   single    1.388  0.020  1.388
 FX2  C4   C5   aromatic  1.409  0.020  1.409
 FX2  C4   C3   aromatic  1.387  0.020  1.387
 FX2  C5   C    aromatic  1.392  0.020  1.392
 FX2  C3   C2   aromatic  1.395  0.020  1.395
 FX2  C    C1   aromatic  1.381  0.020  1.381
 FX2  C2   C1   aromatic  1.401  0.020  1.401
 FX2  C2   O1   single    1.336  0.020  1.336
 FX2  C9   O1   single    1.417  0.020  1.417
 FX2  C1   H1   single    0.930  0.020  1.080
 FX2  C3   H2   single    0.930  0.020  1.080
 FX2  C9   H3   single    0.970  0.020  1.090
 FX2  C9   H4   single    0.970  0.020  1.090
 FX2  C9   H5   single    0.970  0.020  1.090
 FX2  C12  H6   single    0.930  0.020  1.080
 FX2  C18  H7   single    0.930  0.020  1.080
 FX2  C19  H8   single    0.930  0.020  1.080
 FX2  C21  H9   single    0.970  0.020  1.090
 FX2  C21  H10  single    0.970  0.020  1.090
 FX2  C21  H11  single    0.970  0.020  1.090
 FX2  C16  H12  single    0.930  0.020  1.080
 FX2  C15  H13  single    0.930  0.020  1.080
 FX2  C13  H14  single    0.970  0.020  1.090
 FX2  C13  H15  single    0.970  0.020  1.090
 FX2  C11  H16  single    0.930  0.020  1.080
 FX2  C8   H17  single    0.970  0.020  1.090
 FX2  C    H18  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
 FX2  N    C7   C8   124.33  3.000
 FX2  N    C7   C10  118.48  3.000
 FX2  C8   C7   C10  117.16  3.000
 FX2  O    C6   C8   120.88  3.000
 FX2  O    C6   C5   123.50  3.000
 FX2  C8   C6   C5   115.50  3.000
 FX2  H1   C1   C    119.30  3.000
 FX2  H1   C1   C2   121.57  3.000
 FX2  C    C1   C2   119.13  3.000
 FX2  O1   C2   C3   116.04  3.000
 FX2  O1   C2   C1   123.99  3.000
 FX2  C3   C2   C1   119.98  3.000
 FX2  H2   C3   C4   119.41  3.000
 FX2  H2   C3   C2   119.92  3.000
 FX2  C4   C3   C2   120.67  3.000
 FX2  N    C4   C5   123.32  3.000
 FX2  C5   C4   C3   119.46  3.000
 FX2  N    C4   C3   117.17  3.000
 FX2  C    C5   C4   119.19  3.000
 FX2  C    C5   C6   121.65  3.000
 FX2  C4   C5   C6   119.16  3.000
 FX2  H5   C9   H4   108.92  3.000
 FX2  H5   C9   H3   108.91  3.000
 FX2  H4   C9   H3   109.06  3.000
 FX2  H5   C9   O1   106.31  3.000
 FX2  H4   C9   O1   111.74  3.000
 FX2  H3   C9   O1   111.79  3.000
 FX2  H6   C12  C10  130.90  3.000
 FX2  H6   C12  N2   122.40  3.000
 FX2  C10  C12  N2   106.70  3.000
 FX2  C16  C17  O2   119.30  3.000
 FX2  C16  C17  C18  121.55  3.000
 FX2  O2   C17  C18  119.09  3.000
 FX2  H7   C18  C19  120.47  3.000
 FX2  H7   C18  C17  120.70  3.000
 FX2  C19  C18  C17  118.83  3.000
 FX2  H8   C19  C14  120.16  3.000
 FX2  H8   C19  C18  118.99  3.000
 FX2  C14  C19  C18  120.85  3.000
 FX2  O2   C20  F1   112.78  3.000
 FX2  O2   C20  F    112.75  3.000
 FX2  F1   C20  F    106.75  3.000
 FX2  O2   C20  F2   107.69  3.000
 FX2  F    C20  F2   108.39  3.000
 FX2  F1   C20  F2   108.33  3.000
 FX2  H11  C21  H10  108.52  3.000
 FX2  H11  C21  H9   108.09  3.000
 FX2  H10  C21  H9   108.18  3.000
 FX2  H11  C21  C8   111.25  3.000
 FX2  H10  C21  C8   109.92  3.000
 FX2  H9   C21  C8   110.78  3.000
 FX2  C20  O2   C17  117.83  3.000
 FX2  H12  C16  C15  120.36  3.000
 FX2  H12  C16  C17  120.77  3.000
 FX2  C15  C16  C17  118.87  3.000
 FX2  H13  C15  C14  120.00  3.000
 FX2  H13  C15  C16  119.19  3.000
 FX2  C14  C15  C16  120.80  3.000
 FX2  C13  C14  C15  120.46  3.000
 FX2  C13  C14  C19  120.40  3.000
 FX2  C15  C14  C19  119.10  3.000
 FX2  N1   N2   C13  119.60  3.000
 FX2  N1   N2   C12  112.84  3.000
 FX2  C13  N2   C12  127.36  3.000
 FX2  C11  N1   N2   105.36  3.000
 FX2  H16  C11  C10  128.58  3.000
 FX2  H16  C11  N1   120.05  3.000
 FX2  C10  C11  N1   111.37  3.000
 FX2  C11  C10  C12  103.73  3.000
 FX2  C11  C10  C7   129.18  3.000
 FX2  C12  C10  C7   127.08  3.000
 FX2  H17  C8   C21  108.24  3.000
 FX2  H17  C8   C6   108.55  3.000
 FX2  C21  C8   C6   107.37  3.000
 FX2  H17  C8   C7   109.65  3.000
 FX2  C6   C8   C7   113.76  3.000
 FX2  C21  C8   C7   109.13  3.000
 FX2  H18  C    C5   119.31  3.000
 FX2  H18  C    C1   119.14  3.000
 FX2  C5   C    C1   121.54  3.000
 FX2  C4   N    C7   119.53  3.000
 FX2  C9   O1   C2   119.06  3.000
 FX2  H15  C13  H14  107.65  3.000
 FX2  H15  C13  N2   107.92  3.000
 FX2  H14  C13  N2   107.51  3.000
 FX2  H15  C13  C14  111.22  3.000
 FX2  H14  C13  C14  111.09  3.000
 FX2  N2   C13  C14  111.28  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
 FX2  CONST_01  C4   C5   C    C1      0.00   0.0  0
 FX2  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 FX2  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 FX2  CONST_04  C5   C    C1   C2      0.00   0.0  0
 FX2  CONST_05  C    C5   C4   C3      0.00   0.0  0
 FX2  CONST_06  C    C1   C2   C3      0.00   0.0  0
 FX2  CONST_07  C11  N1   N2   C12     0.00   0.0  0
 FX2  CONST_08  N1   C11  C10  C12     0.00   0.0  0
 FX2  CONST_09  C14  C15  C16  C17     0.00   0.0  0
 FX2  CONST_10  C14  C19  C18  C17     0.00   0.0  0
 FX2  CONST_11  C15  C16  C17  C18     0.00   0.0  0
 FX2  CONST_12  C15  C14  C19  C18     0.00   0.0  0
 FX2  CONST_13  C16  C17  C18  C19     0.00   0.0  0
 FX2  CONST_14  C16  C15  C14  C19     0.00   0.0  0
 FX2  CONST_15  C11  C10  C12  N2      0.00   0.0  0
 FX2  CONST_16  C10  C11  N1   N2      0.00   0.0  0
 FX2  CONST_17  C10  C12  N2   N1      0.00   0.0  0
 FX2  CONST_18  N2   C12  C10  C7    180.00   0.0  0
 FX2  CONST_19  N1   C11  C10  C7    180.00   0.0  0
 FX2  CONST_20  O1   C2   C3   C4    180.00   0.0  0
 FX2  CONST_21  C13  C14  C19  C18   180.00   0.0  0
 FX2  CONST_22  O2   C17  C18  C19   180.00   0.0  0
 FX2  CONST_23  C15  C16  C17  O2    180.00   0.0  0
 FX2  CONST_24  C13  C14  C15  C16   180.00   0.0  0
 FX2  CONST_25  C10  C12  N2   C13   180.00   0.0  0
 FX2  CONST_26  C11  N1   N2   C13   180.00   0.0  0
 FX2  CONST_27  O1   C2   C1   C     180.00   0.0  0
 FX2  CONST_28  H6   C12  C10  C7      0.00   0.0  0
 FX2  CONST_29  H16  C11  C10  C7      0.00   0.0  0
 FX2  CONST_30  H18  C    C5   C6      0.00   0.0  0
 FX2  CONST_31  H2   C3   C2   C1    180.00   0.0  0
 FX2  CONST_32  H1   C1   C2   C3    180.00   0.0  0
 FX2  CONST_33  H13  C15  C16  C17   180.00   0.0  0
 FX2  CONST_34  H8   C19  C18  C17   180.00   0.0  0
 FX2  CONST_35  H12  C16  C17  C18   180.00   0.0  0
 FX2  CONST_36  H7   C18  C17  C16   180.00   0.0  0
 FX2  Var_01    C5   C4   N    C7      8.25  30.0  1
 FX2  Var_02    C10  C7   N    C4   -177.86  30.0  1
 FX2  Var_03    C8   C6   C5   C4    -13.84  30.0  1
 FX2  Var_04    C14  C13  N2   C12   100.19  30.0  1
 FX2  Var_05    N2   C13  C14  C19   -90.71  30.0  2
 FX2  Var_06    C16  C17  O2   C20    90.00  30.0  2
 FX2  Var_07    F2   C20  O2   C17   179.33  30.0  3
 FX2  Var_08    H3   C9   O1   C2    -60.72  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
 FX2  chir_01  C8  C21  C7  C6  negativ

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
 FX2  plan-1  C7   0.020
 FX2  plan-1  C12  0.020
 FX2  plan-1  N2   0.020
 FX2  plan-1  N1   0.020
 FX2  plan-1  C11  0.020
 FX2  plan-1  C10  0.020
 FX2  plan-1  H6   0.020
 FX2  plan-1  H16  0.020
 FX2  plan-1  C13  0.020
 FX2  plan-2  C17  0.020
 FX2  plan-2  C18  0.020
 FX2  plan-2  C19  0.020
 FX2  plan-2  O2   0.020
 FX2  plan-2  C16  0.020
 FX2  plan-2  C15  0.020
 FX2  plan-2  C14  0.020
 FX2  plan-2  H7   0.020
 FX2  plan-2  H8   0.020
 FX2  plan-2  H12  0.020
 FX2  plan-2  H13  0.020
 FX2  plan-2  C13  0.020
 FX2  plan-3  C6   0.020
 FX2  plan-3  C1   0.020
 FX2  plan-3  C2   0.020
 FX2  plan-3  C3   0.020
 FX2  plan-3  C4   0.020
 FX2  plan-3  C5   0.020
 FX2  plan-3  C    0.020
 FX2  plan-3  N    0.020
 FX2  plan-3  O1   0.020
 FX2  plan-3  H1   0.020
 FX2  plan-3  H2   0.020
 FX2  plan-3  H18  0.020
 FX2  plan-4  C6   0.020
 FX2  plan-4  C5   0.020
 FX2  plan-4  C8   0.020
 FX2  plan-4  O    0.020

