# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 11:17:02 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 1-{4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]pyridin-2-yl}-N-methylmethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCc1cc(ccn1)c2cn(C)nc2c3ccc(F)cc3
#
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
 1QN  1QN  1-{4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]pyridin-2-yl}-N-methylmethanamine  ligand  39  22  .  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_1QN
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
 1QN  N3   N  N     0  -0.300   1.6052  -2.5529  -0.1094
 1QN  C4   C  CR16  0  -0.284   1.9847   0.9425  -0.8594
 1QN  N2   N  NR5   0  -0.267   0.4934  -3.2566   0.0600
 1QN  C7   C  CR6   0   0.141  -0.9663   0.0074   0.4987
 1QN  C6   C  CR16  0  -0.274   3.5454  -0.4030   0.3689
 1QN  C9   C  CR16  0  -0.071  -1.3664   2.1503   1.4767
 1QN  C13  C  CR5   0  -0.180  -0.1370  -1.1687   0.2451
 1QN  C8   C  CR16  0  -0.391  -0.5110   1.0851   1.2571
 1QN  C16  C  CH3   0  -0.508   0.5315  -4.6980  -0.0113
 1QN  C1   C  CR16  0  -0.399   4.5202   0.5704   0.2142
 1QN  C2   C  CR6   0   0.518   4.1998   1.7231  -0.4766
 1QN  C3   C  CR16  0  -0.396   2.9464   1.9276  -1.0206
 1QN  C5   C  CR6   0   0.021   2.2655  -0.2299  -0.1578
 1QN  N1   N  N     0  -0.436  -2.6111   2.2074   1.0189
 1QN  C10  C  CR6   0   0.221  -3.0596   1.1811   0.2990
 1QN  C11  C  CR16  0  -0.403  -2.2713   0.0734   0.0140
 1QN  C12  C  CR5   0   0.281   1.2540  -1.2815   0.0004
 1QN  C14  C  CR15  0   0.037  -0.5760  -2.4784   0.2645
 1QN  C15  C  CH2   0  -0.312  -4.4669   1.3041  -0.2243
 1QN  N4   N  NH1   0  -0.596  -5.0599   0.0269  -0.5481
 1QN  C17  C  CH3   0  -0.514  -6.3599   0.1605  -1.1734
 1QN  H3   H  HCR6  0   0.267   1.0073   1.0907  -1.2997
 1QN  H4   H  HCR6  0   0.262   3.7839  -1.3050   0.9169
 1QN  H6   H  HCR6  0   0.259  -1.0301   2.9976   2.0649
 1QN  H5   H  HCR6  0   0.261   0.4807   1.0931   1.6882
 1QN  H13  H  HCH3  0   0.265   1.2638  -5.0854   0.6934
 1QN  H12  H  HCH3  0   0.262  -0.4482  -5.0895   0.2454
 1QN  H14  H  HCH3  0   0.264   0.7929  -5.0230  -1.0165
 1QN  H1   H  HCR6  0   0.281   5.5097   0.4357   0.6311
 1QN  H2   H  HCR6  0   0.282   2.7249   2.8342  -1.5684
 1QN  H7   H  HCR6  0   0.256  -2.6770  -0.7261  -0.5914
 1QN  H8   H  HCR5  0   0.300  -1.5576  -2.8879   0.4428
 1QN  H9   H  HCH2  0   0.218  -5.0536   1.8922   0.4975
 1QN  H10  H  HCH2  0   0.248  -4.4385   1.9061  -1.1401
 1QN  H11  H  HNH1  0   0.348  -5.1554  -0.5182   0.2998
 1QN  H15  H  HCH3  0   0.196  -7.0774   0.7607  -0.5970
 1QN  H16  H  HCH3  0   0.224  -6.2541   0.6298  -2.1535
 1QN  H17  H  HCH3  0   0.234  -6.7961  -0.8263  -1.3261
 1QN  F1   F  F     0  -0.314   5.1361   2.6737  -0.6246

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
 1QN  C6   C1   aromatic  1.386  0.020  1.386
 1QN  C6   C5   aromatic  1.395  0.020  1.395
 1QN  C1   C2   aromatic  1.381  0.020  1.381
 1QN  C16  N2   single    1.444  0.020  1.444
 1QN  N3   N2   aromatic  1.327  0.020  1.327
 1QN  N3   C12  aromatic  1.324  0.020  1.324
 1QN  N2   C14  aromatic  1.338  0.020  1.338
 1QN  C5   C12  single    1.468  0.020  1.468
 1QN  C5   C4   aromatic  1.395  0.020  1.395
 1QN  C12  C13  aromatic  1.417  0.020  1.417
 1QN  C2   F1   single    1.342  0.020  1.342
 1QN  C2   C3   aromatic  1.382  0.020  1.382
 1QN  C14  C13  aromatic  1.382  0.020  1.382
 1QN  C13  C7   single    1.461  0.020  1.461
 1QN  C4   C3   aromatic  1.386  0.020  1.386
 1QN  C8   C7   aromatic  1.394  0.020  1.394
 1QN  C8   C9   aromatic  1.384  0.020  1.384
 1QN  C7   C11  aromatic  1.394  0.020  1.394
 1QN  C9   N1   aromatic  1.327  0.020  1.327
 1QN  C11  C10  aromatic  1.389  0.020  1.389
 1QN  N1   C10  aromatic  1.331  0.020  1.331
 1QN  C10  C15  single    1.506  0.020  1.506
 1QN  C17  N4   single    1.449  0.020  1.449
 1QN  N4   C15  single    1.445  0.020  1.445
 1QN  C4   H3   single    0.930  0.020  1.080
 1QN  C6   H4   single    0.930  0.020  1.080
 1QN  C9   H6   single    0.930  0.020  1.080
 1QN  C8   H5   single    0.930  0.020  1.080
 1QN  C16  H13  single    0.970  0.020  1.090
 1QN  C16  H12  single    0.970  0.020  1.090
 1QN  C16  H14  single    0.970  0.020  1.090
 1QN  C1   H1   single    0.930  0.020  1.080
 1QN  C3   H2   single    0.930  0.020  1.080
 1QN  C11  H7   single    0.930  0.020  1.080
 1QN  C14  H8   single    0.930  0.020  1.080
 1QN  C15  H9   single    0.970  0.020  1.090
 1QN  C15  H10  single    0.970  0.020  1.090
 1QN  N4   H11  single    0.890  0.020  1.040
 1QN  C17  H15  single    0.970  0.020  1.090
 1QN  C17  H16  single    0.970  0.020  1.090
 1QN  C17  H17  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
 1QN  C12  N3   N2   106.06  3.000
 1QN  H3   C4   C5   120.10  3.000
 1QN  H3   C4   C3   118.82  3.000
 1QN  C5   C4   C3   121.07  3.000
 1QN  C14  N2   C16  127.53  3.000
 1QN  C14  N2   N3   112.38  3.000
 1QN  C16  N2   N3   120.08  3.000
 1QN  C11  C7   C8   117.29  3.000
 1QN  C11  C7   C13  120.61  3.000
 1QN  C8   C7   C13  122.08  3.000
 1QN  H4   C6   C5   119.80  3.000
 1QN  H4   C6   C1   119.13  3.000
 1QN  C5   C6   C1   121.06  3.000
 1QN  H6   C9   N1   116.36  3.000
 1QN  H6   C9   C8   119.71  3.000
 1QN  N1   C9   C8   123.92  3.000
 1QN  C14  C13  C12  103.82  3.000
 1QN  C14  C13  C7   125.47  3.000
 1QN  C12  C13  C7   130.64  3.000
 1QN  H5   C8   C9   119.87  3.000
 1QN  H5   C8   C7   121.47  3.000
 1QN  C9   C8   C7   118.65  3.000
 1QN  H14  C16  H12  109.11  3.000
 1QN  H14  C16  H13  109.29  3.000
 1QN  H12  C16  H13  109.02  3.000
 1QN  H14  C16  N2   110.49  3.000
 1QN  H12  C16  N2   108.93  3.000
 1QN  H13  C16  N2   109.97  3.000
 1QN  H1   C1   C2   120.57  3.000
 1QN  H1   C1   C6   120.84  3.000
 1QN  C2   C1   C6   118.59  3.000
 1QN  F1   C2   C3   118.98  3.000
 1QN  C3   C2   C1   122.06  3.000
 1QN  F1   C2   C1   118.96  3.000
 1QN  H2   C3   C2   120.60  3.000
 1QN  H2   C3   C4   120.81  3.000
 1QN  C2   C3   C4   118.58  3.000
 1QN  C12  C5   C6   120.18  3.000
 1QN  C12  C5   C4   121.18  3.000
 1QN  C6   C5   C4   118.62  3.000
 1QN  C10  N1   C9   117.98  3.000
 1QN  C15  C10  C11  121.60  3.000
 1QN  C15  C10  N1   116.08  3.000
 1QN  C11  C10  N1   122.30  3.000
 1QN  H7   C11  C10  119.42  3.000
 1QN  H7   C11  C7   120.72  3.000
 1QN  C10  C11  C7   119.85  3.000
 1QN  C5   C12  C13  129.65  3.000
 1QN  C13  C12  N3   110.57  3.000
 1QN  C5   C12  N3   119.77  3.000
 1QN  H8   C14  C13  130.66  3.000
 1QN  H8   C14  N2   122.13  3.000
 1QN  C13  C14  N2   107.17  3.000
 1QN  H10  C15  H9   105.56  3.000
 1QN  H10  C15  N4   107.99  3.000
 1QN  H9   C15  N4   113.61  3.000
 1QN  H10  C15  C10  108.11  3.000
 1QN  H9   C15  C10  108.29  3.000
 1QN  N4   C15  C10  112.90  3.000
 1QN  H11  N4   C17  109.05  3.000
 1QN  H11  N4   C15  109.09  3.000
 1QN  C17  N4   C15  112.55  3.000
 1QN  H17  C17  H16  107.59  3.000
 1QN  H17  C17  H15  107.87  3.000
 1QN  H16  C17  H15  107.42  3.000
 1QN  H17  C17  N4   109.65  3.000
 1QN  H16  C17  N4   109.88  3.000
 1QN  H15  C17  N4   114.20  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
 1QN  CONST_01  C13  C14  N2   N3      0.00   0.0  0
 1QN  CONST_04  C14  C13  C12  N3      0.00   0.0  0
 1QN  CONST_05  C7   C13  C12  N3    180.00   0.0  0
 1QN  CONST_06  C1   C6   C5   C4      0.00   0.0  0
 1QN  CONST_08  C1   C2   C3   C4      0.00   0.0  0
 1QN  CONST_09  C5   C12  N3   N2    180.00   0.0  0
 1QN  CONST_10  C13  C12  N3   N2      0.00   0.0  0
 1QN  CONST_11  C12  C13  C14  N2      0.00   0.0  0
 1QN  CONST_12  C7   C13  C14  N2    180.00   0.0  0
 1QN  CONST_13  C5   C12  C13  C7      0.00   0.0  0
 1QN  CONST_14  N1   C9   C8   C7      0.00   0.0  0
 1QN  CONST_15  N1   C10  C11  C7      0.00   0.0  0
 1QN  CONST_16  C3   C2   C1   C6      0.00   0.0  0
 1QN  CONST_18  C3   C4   C5   C6      0.00   0.0  0
 1QN  CONST_19  C13  C7   C8   C9    180.00   0.0  0
 1QN  CONST_20  C11  C7   C8   C9      0.00   0.0  0
 1QN  CONST_21  C11  C10  N1   C9      0.00   0.0  0
 1QN  CONST_22  C10  C11  C7   C13   180.00   0.0  0
 1QN  CONST_25  C10  C11  C7   C8      0.00   0.0  0
 1QN  CONST_26  C10  N1   C9   C8      0.00   0.0  0
 1QN  CONST_27  C12  C5   C6   C1    180.00   0.0  0
 1QN  CONST_28  C5   C6   C1   C2      0.00   0.0  0
 1QN  CONST_29  C5   C4   C3   C2      0.00   0.0  0
 1QN  CONST_30  C12  C5   C4   C3    180.00   0.0  0
 1QN  CONST_31  C14  C13  C12  C5    180.00   0.0  0
 1QN  CONST_34  C14  N2   N3   C12     0.00   0.0  0
 1QN  CONST_35  F1   C2   C3   C4    180.00   0.0  0
 1QN  CONST_36  C15  C10  C11  C7    180.00   0.0  0
 1QN  CONST_37  F1   C2   C1   C6    180.00   0.0  0
 1QN  CONST_38  C15  C10  N1   C9    180.00   0.0  0
 1QN  CONST_39  C16  N2   C14  C13   180.00   0.0  0
 1QN  CONST_40  C12  N3   N2   C16   180.00   0.0  0
 1QN  CONST_41  H8   C14  N2   N3    180.00   0.0  0
 1QN  CONST_42  H4   C6   C5   C4    180.00   0.0  0
 1QN  CONST_43  H6   C9   C8   C7    180.00   0.0  0
 1QN  CONST_44  H3   C4   C5   C6    180.00   0.0  0
 1QN  CONST_45  H5   C8   C7   C13     0.00   0.0  0
 1QN  CONST_46  H7   C11  C7   C13     0.00   0.0  0
 1QN  CONST_47  H2   C3   C2   C1    180.00   0.0  0
 1QN  CONST_48  H1   C1   C2   C3    180.00   0.0  0
 1QN  Var_01    N4   C15  C10  N1   -158.49  30.0  2
 1QN  Var_02    H13  C16  N2   N3     55.24  30.0  2
 1QN  Var_03    C17  N4   C15  C10  -174.27  30.0  1
 1QN  Var_04    H15  C17  N4   C15   -54.46  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
 1QN  plan-1  N3   0.020
 1QN  plan-1  N2   0.020
 1QN  plan-1  C7   0.020
 1QN  plan-1  C13  0.020
 1QN  plan-1  C16  0.020
 1QN  plan-1  C5   0.020
 1QN  plan-1  C12  0.020
 1QN  plan-1  C14  0.020
 1QN  plan-1  H8   0.020
 1QN  plan-2  C4   0.020
 1QN  plan-2  C6   0.020
 1QN  plan-2  C1   0.020
 1QN  plan-2  C2   0.020
 1QN  plan-2  C3   0.020
 1QN  plan-2  C5   0.020
 1QN  plan-2  C12  0.020
 1QN  plan-2  H3   0.020
 1QN  plan-2  H4   0.020
 1QN  plan-2  H1   0.020
 1QN  plan-2  H2   0.020
 1QN  plan-2  F1   0.020
 1QN  plan-3  C7   0.020
 1QN  plan-3  C9   0.020
 1QN  plan-3  C13  0.020
 1QN  plan-3  C8   0.020
 1QN  plan-3  N1   0.020
 1QN  plan-3  C10  0.020
 1QN  plan-3  C11  0.020
 1QN  plan-3  C15  0.020
 1QN  plan-3  H6   0.020
 1QN  plan-3  H5   0.020
 1QN  plan-3  H7   0.020

