# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 10:42:48 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: (3S)-3-{4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]pyridin-2-yl}morpholine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(c2ccnc(c2)[C@H]3COCCN3)c(n1)c4ccc(F)cc4
#
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
 1QG  1QG  (3S)-3-{4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]pyridin-2-yl}morpholine  ligand  44  25  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1QG
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
 1QG  N3   N  N     0  -0.437  -2.2148   1.2866   0.8850
 1QG  C4   C  CR5   0   0.281   2.3951  -1.1554  -0.0610
 1QG  N2   N  N     0  -0.298   3.0382  -2.2998  -0.2259
 1QG  C7   C  CR16  0  -0.400   5.1016   1.3944   0.5075
 1QG  C6   C  CR16  0  -0.273   4.3766   0.2133   0.5446
 1QG  C9   C  CR16  0  -0.396   3.3479   2.4109  -0.8097
 1QG  C13  C  CR16  0  -0.066  -1.0187   1.4737   1.4303
 1QG  C8   C  CR6   0   0.518   4.5706   2.4752  -0.1694
 1QG  C18  C  CH2   0  -0.188  -6.5454   0.3334  -0.2236
 1QG  C16  C  CH1   0  -0.196  -3.7513   0.0331  -0.4925
 1QG  C19  C  CH2   0  -0.339  -5.7531   1.1040  -1.2662
 1QG  N1   N  NR5   0  -0.267   2.1121  -3.2492  -0.1873
 1QG  C2   C  CR15  0   0.037   0.8809  -2.7546  -0.0147
 1QG  C3   C  CR5   0  -0.179   1.0045  -1.3818   0.0848
 1QG  C5   C  CR6   0   0.020   3.1363   0.1110  -0.0848
 1QG  C10  C  CR16  0  -0.281   2.6378   1.2215  -0.7652
 1QG  C11  C  CR6   0   0.142  -0.0846  -0.4463   0.3504
 1QG  C12  C  CR16  0  -0.397   0.0661   0.6452   1.2060
 1QG  C14  C  CR6   0   0.277  -2.3722   0.2490   0.0692
 1QG  C15  C  CR16  0  -0.412  -1.3402  -0.6319  -0.2246
 1QG  C17  C  CH2   0  -0.159  -4.6059  -0.7222   0.5339
 1QG  O1   O  O2    0  -0.487  -5.9231  -0.9030   0.0681
 1QG  N4   N  NH1   0  -0.586  -4.3609   1.2957  -0.8856
 1QG  H7   H  HCR6  0   0.281   6.0608   1.4717   1.0024
 1QG  H6   H  HCR6  0   0.263   4.7792  -0.6360   1.0804
 1QG  H8   H  HCR6  0   0.282   2.9592   3.2685  -1.3430
 1QG  H11  H  HCR6  0   0.263  -0.9176   2.3268   2.0918
 1QG  H15  H  HCH2  0   0.198  -6.6338   0.9388   0.6912
 1QG  H16  H  HCH2  0   0.233  -7.5537   0.1127  -0.5790
 1QG  H1   H  HCH1  0   0.249  -3.6739  -0.5952  -1.3875
 1QG  H17  H  HCH2  0   0.226  -5.7810   0.5636  -2.2181
 1QG  H18  H  HCH2  0   0.243  -6.2140   2.0785  -1.4382
 1QG  H3   H  HCH3  0   0.265   3.2360  -4.9090   0.3850
 1QG  H4   H  HCH3  0   0.262   1.6083  -5.2550  -0.2187
 1QG  H2   H  HCH3  0   0.264   2.8895  -4.7991  -1.3521
 1QG  H5   H  HCR5  0   0.302   0.0141  -3.3923   0.0579
 1QG  H9   H  HCR6  0   0.266   1.6890   1.1606  -1.2822
 1QG  H10  H  HCR6  0   0.265   1.0064   0.8452   1.7015
 1QG  H12  H  HCR6  0   0.261  -1.5129  -1.4476  -0.9158
 1QG  H14  H  HCH2  0   0.241  -4.1909  -1.7141   0.7291
 1QG  H13  H  HCH2  0   0.198  -4.6037  -0.1623   1.4822
 1QG  H19  H  HNH1  0   0.344  -4.3082   1.9342  -0.0990
 1QG  F1   F  F     0  -0.314   5.2653   3.6231  -0.2085
 1QG  C1   C  CH3   0  -0.508   2.4877  -4.6331  -0.3545

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
 1QG  C10  C9   aromatic  1.386  0.020  1.386
 1QG  C10  C5   aromatic  1.395  0.020  1.395
 1QG  C9   C8   aromatic  1.382  0.020  1.382
 1QG  C1   N1   single    1.444  0.020  1.444
 1QG  N2   N1   aromatic  1.327  0.020  1.327
 1QG  N2   C4   aromatic  1.323  0.020  1.323
 1QG  N1   C2   aromatic  1.338  0.020  1.338
 1QG  C4   C5   single    1.468  0.020  1.468
 1QG  C4   C3   aromatic  1.416  0.020  1.416
 1QG  C5   C6   aromatic  1.395  0.020  1.395
 1QG  C8   F1   single    1.342  0.020  1.342
 1QG  C8   C7   aromatic  1.381  0.020  1.381
 1QG  C2   C3   aromatic  1.382  0.020  1.382
 1QG  C3   C11  single    1.460  0.020  1.460
 1QG  C6   C7   aromatic  1.386  0.020  1.386
 1QG  C12  C11  aromatic  1.395  0.020  1.395
 1QG  C12  C13  aromatic  1.383  0.020  1.383
 1QG  C11  C15  aromatic  1.393  0.020  1.393
 1QG  C13  N3   aromatic  1.328  0.020  1.328
 1QG  C15  C14  aromatic  1.388  0.020  1.388
 1QG  N3   C14  aromatic  1.329  0.020  1.329
 1QG  C14  C16  single    1.505  0.020  1.505
 1QG  C17  C16  single    1.534  0.020  1.534
 1QG  C17  O1   single    1.409  0.020  1.409
 1QG  C16  N4   single    1.456  0.020  1.456
 1QG  O1   C18  single    1.415  0.020  1.415
 1QG  N4   C19  single    1.456  0.020  1.456
 1QG  C18  C19  single    1.519  0.020  1.519
 1QG  C7   H7   single    0.930  0.020  1.080
 1QG  C6   H6   single    0.930  0.020  1.080
 1QG  C9   H8   single    0.930  0.020  1.080
 1QG  C13  H11  single    0.930  0.020  1.080
 1QG  C18  H15  single    0.970  0.020  1.090
 1QG  C18  H16  single    0.970  0.020  1.090
 1QG  C16  H1   single    0.970  0.020  1.090
 1QG  C19  H17  single    0.970  0.020  1.090
 1QG  C19  H18  single    0.970  0.020  1.090
 1QG  C1   H3   single    0.970  0.020  1.090
 1QG  C1   H4   single    0.970  0.020  1.090
 1QG  C1   H2   single    0.970  0.020  1.090
 1QG  C2   H5   single    0.930  0.020  1.080
 1QG  C10  H9   single    0.930  0.020  1.080
 1QG  C12  H10  single    0.930  0.020  1.080
 1QG  C15  H12  single    0.930  0.020  1.080
 1QG  C17  H14  single    0.970  0.020  1.090
 1QG  C17  H13  single    0.970  0.020  1.090
 1QG  N4   H19  single    0.890  0.020  1.040

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
 1QG  C14  N3   C13  117.95  3.000
 1QG  C5   C4   C3   129.45  3.000
 1QG  C3   C4   N2   110.60  3.000
 1QG  C5   C4   N2   119.93  3.000
 1QG  N1   N2   C4   106.02  3.000
 1QG  H7   C7   C8   120.59  3.000
 1QG  H7   C7   C6   120.81  3.000
 1QG  C8   C7   C6   118.59  3.000
 1QG  H6   C6   C5   119.79  3.000
 1QG  H6   C6   C7   119.17  3.000
 1QG  C5   C6   C7   121.04  3.000
 1QG  H8   C9   C10  120.80  3.000
 1QG  H8   C9   C8   120.62  3.000
 1QG  C10  C9   C8   118.58  3.000
 1QG  H11  C13  C12  119.80  3.000
 1QG  H11  C13  N3   116.45  3.000
 1QG  C12  C13  N3   123.75  3.000
 1QG  F1   C8   C9   118.96  3.000
 1QG  F1   C8   C7   118.97  3.000
 1QG  C9   C8   C7   122.06  3.000
 1QG  H16  C18  H15  107.92  3.000
 1QG  H16  C18  O1   107.26  3.000
 1QG  H15  C18  O1   110.16  3.000
 1QG  H16  C18  C19  111.15  3.000
 1QG  H15  C18  C19  109.47  3.000
 1QG  O1   C18  C19  110.81  3.000
 1QG  H1   C16  N4   107.82  3.000
 1QG  H1   C16  C17  107.66  3.000
 1QG  N4   C16  C17  111.98  3.000
 1QG  H1   C16  C14  108.80  3.000
 1QG  N4   C16  C14  111.10  3.000
 1QG  C17  C16  C14  109.36  3.000
 1QG  H18  C19  H17  107.03  3.000
 1QG  H18  C19  N4   109.11  3.000
 1QG  H17  C19  N4   108.46  3.000
 1QG  H18  C19  C18  109.92  3.000
 1QG  H17  C19  C18  109.45  3.000
 1QG  N4   C19  C18  112.71  3.000
 1QG  C2   N1   C1   127.50  3.000
 1QG  C2   N1   N2   112.43  3.000
 1QG  C1   N1   N2   120.06  3.000
 1QG  H5   C2   C3   130.88  3.000
 1QG  H5   C2   N1   121.97  3.000
 1QG  C3   C2   N1   107.11  3.000
 1QG  C11  C3   C2   125.65  3.000
 1QG  C11  C3   C4   130.44  3.000
 1QG  C2   C3   C4   103.84  3.000
 1QG  C10  C5   C6   118.66  3.000
 1QG  C6   C5   C4   120.34  3.000
 1QG  C10  C5   C4   120.97  3.000
 1QG  H9   C10  C5   120.11  3.000
 1QG  H9   C10  C9   118.82  3.000
 1QG  C5   C10  C9   121.06  3.000
 1QG  C15  C11  C12  117.04  3.000
 1QG  C15  C11  C3   120.78  3.000
 1QG  C12  C11  C3   122.16  3.000
 1QG  H10  C12  C11  121.30  3.000
 1QG  H10  C12  C13  119.79  3.000
 1QG  C11  C12  C13  118.90  3.000
 1QG  C15  C14  C16  120.75  3.000
 1QG  C16  C14  N3   116.72  3.000
 1QG  C15  C14  N3   122.49  3.000
 1QG  H12  C15  C14  119.63  3.000
 1QG  H12  C15  C11  120.49  3.000
 1QG  C14  C15  C11  119.87  3.000
 1QG  H13  C17  H14  107.87  3.000
 1QG  H13  C17  O1   110.60  3.000
 1QG  H14  C17  O1   107.32  3.000
 1QG  H13  C17  C16  108.95  3.000
 1QG  H14  C17  C16  110.78  3.000
 1QG  O1   C17  C16  111.27  3.000
 1QG  C17  O1   C18  111.55  3.000
 1QG  H19  N4   C19  109.59  3.000
 1QG  H19  N4   C16  108.34  3.000
 1QG  C19  N4   C16  110.90  3.000
 1QG  H2   C1   H4   109.05  3.000
 1QG  H2   C1   H3   109.30  3.000
 1QG  H4   C1   H3   109.08  3.000
 1QG  H2   C1   N1   110.39  3.000
 1QG  H4   C1   N1   108.90  3.000
 1QG  H3   C1   N1   110.09  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
 1QG  CONST_01  C11  C12  C13  N3     0.00   0.0  0
 1QG  CONST_02  C11  C15  C14  N3     0.00   0.0  0
 1QG  CONST_03  C2   N1   N2   C4     0.00   0.0  0
 1QG  CONST_04  C9   C10  C5   C4   180.00   0.0  0
 1QG  CONST_05  C7   C6   C5   C4   180.00   0.0  0
 1QG  CONST_06  N1   C2   C3   C4     0.00   0.0  0
 1QG  CONST_09  C3   C2   N1   N2     0.00   0.0  0
 1QG  CONST_12  C2   C3   C4   N2     0.00   0.0  0
 1QG  CONST_13  C11  C3   C4   N2   180.00   0.0  0
 1QG  CONST_14  C10  C9   C8   C7     0.00   0.0  0
 1QG  CONST_15  C10  C5   C6   C7     0.00   0.0  0
 1QG  CONST_16  C9   C10  C5   C6     0.00   0.0  0
 1QG  CONST_18  C9   C8   C7   C6     0.00   0.0  0
 1QG  CONST_19  C3   C11  C12  C13  180.00   0.0  0
 1QG  CONST_20  C15  C11  C12  C13    0.00   0.0  0
 1QG  CONST_21  C15  C14  N3   C13    0.00   0.0  0
 1QG  CONST_22  C5   C10  C9   C8     0.00   0.0  0
 1QG  CONST_23  C5   C6   C7   C8     0.00   0.0  0
 1QG  CONST_24  C5   C4   N2   N1   180.00   0.0  0
 1QG  CONST_25  C3   C4   N2   N1     0.00   0.0  0
 1QG  CONST_26  C11  C3   C2   N1   180.00   0.0  0
 1QG  CONST_27  C5   C4   C3   C2   180.00   0.0  0
 1QG  CONST_31  C14  C15  C11  C3   180.00   0.0  0
 1QG  CONST_32  C11  C3   C4   C5     0.00   0.0  0
 1QG  CONST_33  C14  C15  C11  C12    0.00   0.0  0
 1QG  CONST_34  C14  N3   C13  C12    0.00   0.0  0
 1QG  CONST_35  C16  C14  N3   C13  180.00   0.0  0
 1QG  CONST_36  C11  C15  C14  C16  180.00   0.0  0
 1QG  CONST_37  C1   N1   N2   C4   180.00   0.0  0
 1QG  CONST_38  F1   C8   C7   C6   180.00   0.0  0
 1QG  CONST_39  C3   C2   N1   C1   180.00   0.0  0
 1QG  CONST_40  F1   C8   C9   C10  180.00   0.0  0
 1QG  CONST_41  H10  C12  C13  N3   180.00   0.0  0
 1QG  CONST_42  H12  C15  C14  N3   180.00   0.0  0
 1QG  CONST_43  H9   C10  C5   C4     0.00   0.0  0
 1QG  CONST_44  H6   C6   C5   C4     0.00   0.0  0
 1QG  CONST_45  H5   C2   C3   C4   180.00   0.0  0
 1QG  CONST_46  H8   C9   C8   C7   180.00   0.0  0
 1QG  CONST_47  H7   C7   C8   C9   180.00   0.0  0
 1QG  CONST_48  H11  C13  C12  C11  180.00   0.0  0
 1QG  Var_01    C16  C17  O1   C18  -58.22  30.0  1
 1QG  Var_02    C16  N4   C19  C18   50.83  30.0  1
 1QG  Var_03    N4   C19  C18  O1   -54.83  30.0  1
 1QG  Var_04    H15  C18  O1   C17  -62.95  30.0  1
 1QG  Var_05    H3   C1   N1   N2    56.30  30.0  2

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
 1QG  chir_01  C16  C14  C17  N4  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
 1QG  plan-1  C4   0.020
 1QG  plan-1  N2   0.020
 1QG  plan-1  N1   0.020
 1QG  plan-1  C2   0.020
 1QG  plan-1  C3   0.020
 1QG  plan-1  C5   0.020
 1QG  plan-1  C11  0.020
 1QG  plan-1  H5   0.020
 1QG  plan-1  C1   0.020
 1QG  plan-2  C4   0.020
 1QG  plan-2  C7   0.020
 1QG  plan-2  C6   0.020
 1QG  plan-2  C9   0.020
 1QG  plan-2  C8   0.020
 1QG  plan-2  C5   0.020
 1QG  plan-2  C10  0.020
 1QG  plan-2  H7   0.020
 1QG  plan-2  H6   0.020
 1QG  plan-2  H8   0.020
 1QG  plan-2  H9   0.020
 1QG  plan-2  F1   0.020
 1QG  plan-3  N3   0.020
 1QG  plan-3  C13  0.020
 1QG  plan-3  C16  0.020
 1QG  plan-3  C3   0.020
 1QG  plan-3  C11  0.020
 1QG  plan-3  C12  0.020
 1QG  plan-3  C14  0.020
 1QG  plan-3  C15  0.020
 1QG  plan-3  H11  0.020
 1QG  plan-3  H10  0.020
 1QG  plan-3  H12  0.020

