# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 05:23:30 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: {4-[3-(4-fluorophenyl)-1H-pyrazol-4-yl]pyridin-2-yl}methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1cc(ccn1)c2c[nH]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
 1QJ  1QJ  {4-[3-(4-fluorophenyl)-1H-pyrazol-4-yl]pyridin-2-yl}methanol  ligand  32  20  .  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_1QJ
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
 1QJ  N3   N  N     0  -0.434  -2.8351   2.0614   0.9640
 1QJ  C4   C  CR16  0  -0.400   4.1646   0.0404   0.4093
 1QJ  N2   N  N     0  -0.282   1.1067  -2.9044  -0.2413
 1QJ  C7   C  CR5   0   0.257   0.8242  -1.6235  -0.0695
 1QJ  C6   C  CR6   0   0.024   1.8967  -0.6225  -0.1195
 1QJ  C9   C  CR15  0   0.017  -1.0918  -2.7135   0.0268
 1QJ  C13  C  CR6   0   0.195  -3.3043   1.1262   0.1411
 1QJ  C8   C  CR5   0  -0.154  -0.5710  -1.4376   0.1122
 1QJ  C1   C  CR16  0  -0.281   1.7135   0.5933  -0.7776
 1QJ  C2   C  CR16  0  -0.396   2.7313   1.5321  -0.8417
 1QJ  C3   C  CR6   0   0.518   3.9412   1.2373  -0.2431
 1QJ  C5   C  CR16  0  -0.273   3.1347  -0.8862   0.4661
 1QJ  N1   N  NR15  0  -0.424  -0.0565  -3.5349  -0.1729
 1QJ  C10  C  CR6   0   0.139  -1.3319  -0.2223   0.3960
 1QJ  C11  C  CR16  0  -0.390  -0.8528   0.7586   1.2615
 1QJ  C12  C  CR16  0  -0.069  -1.6397   1.8711   1.5052
 1QJ  C14  C  CR16  0  -0.404  -2.5900  -0.0218  -0.1713
 1QJ  C15  C  CH2   0  -0.185  -4.6679   1.4103  -0.4257
 1QJ  O1   O  OH1   0  -0.665  -5.0408   0.4067  -1.3310
 1QJ  F1   F  F     0  -0.314   4.9306   2.1429  -0.2981
 1QJ  H6   H  HCR5  0   0.299  -2.1019  -3.0768   0.1267
 1QJ  H2   H  HCR6  0   0.266   0.7698   0.8136  -1.2593
 1QJ  H3   H  HCR6  0   0.282   2.5863   2.4727  -1.3567
 1QJ  H5   H  HCR6  0   0.262   3.2961  -1.8229   0.9833
 1QJ  H1   H  HNR5  0   0.428  -0.0896  -4.5374  -0.2716
 1QJ  H7   H  HCR6  0   0.263   0.1061   0.6589   1.7509
 1QJ  H8   H  HCR6  0   0.261  -1.2848   2.6453   2.1770
 1QJ  H9   H  HCR6  0   0.262  -2.9981  -0.7500  -0.8582
 1QJ  H10  H  HCH2  0   0.225  -5.3728   1.4888   0.4125
 1QJ  H11  H  HCH2  0   0.223  -4.6387   2.4014  -0.8973
 1QJ  H12  H  HOH1  0   0.465  -5.9301   0.5975  -1.6415
 1QJ  H4   H  HCR6  0   0.281   5.1214  -0.1646   0.8715

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
 1QJ  N1   C9   aromatic  1.337  0.020  1.337
 1QJ  N1   N2   aromatic  1.325  0.020  1.325
 1QJ  C9   C8   aromatic  1.381  0.020  1.381
 1QJ  N2   C7   aromatic  1.323  0.020  1.323
 1QJ  C8   C7   aromatic  1.419  0.020  1.419
 1QJ  C8   C10  single    1.462  0.020  1.462
 1QJ  C7   C6   single    1.468  0.020  1.468
 1QJ  C1   C6   aromatic  1.395  0.020  1.395
 1QJ  C1   C2   aromatic  1.386  0.020  1.386
 1QJ  C10  C11  aromatic  1.393  0.020  1.393
 1QJ  C10  C14  aromatic  1.395  0.020  1.395
 1QJ  O1   C15  single    1.402  0.020  1.402
 1QJ  C11  C12  aromatic  1.384  0.020  1.384
 1QJ  C6   C5   aromatic  1.395  0.020  1.395
 1QJ  C14  C13  aromatic  1.388  0.020  1.388
 1QJ  C2   C3   aromatic  1.382  0.020  1.382
 1QJ  C12  N3   aromatic  1.326  0.020  1.326
 1QJ  C13  N3   aromatic  1.331  0.020  1.331
 1QJ  C13  C15  single    1.504  0.020  1.504
 1QJ  C5   C4   aromatic  1.387  0.020  1.387
 1QJ  C3   C4   aromatic  1.381  0.020  1.381
 1QJ  C3   F1   single    1.342  0.020  1.342
 1QJ  C4   H4   single    0.930  0.020  1.080
 1QJ  C9   H6   single    0.930  0.020  1.080
 1QJ  C1   H2   single    0.930  0.020  1.080
 1QJ  C2   H3   single    0.930  0.020  1.080
 1QJ  C5   H5   single    0.930  0.020  1.080
 1QJ  N1   H1   single    0.860  0.020  1.020
 1QJ  C11  H7   single    0.930  0.020  1.080
 1QJ  C12  H8   single    0.930  0.020  1.080
 1QJ  C14  H9   single    0.930  0.020  1.080
 1QJ  C15  H10  single    0.970  0.020  1.090
 1QJ  C15  H11  single    0.970  0.020  1.090
 1QJ  O1   H12  single    0.850  0.020  0.980

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
 1QJ  C12  N3   C13  117.98  3.000
 1QJ  H4   C4   C5   120.85  3.000
 1QJ  H4   C4   C3   120.59  3.000
 1QJ  C5   C4   C3   118.57  3.000
 1QJ  N1   N2   C7   105.46  3.000
 1QJ  C8   C7   C6   129.29  3.000
 1QJ  C6   C7   N2   119.99  3.000
 1QJ  C8   C7   N2   110.69  3.000
 1QJ  C5   C6   C1   118.66  3.000
 1QJ  C5   C6   C7   120.35  3.000
 1QJ  C1   C6   C7   120.97  3.000
 1QJ  H6   C9   N1   122.17  3.000
 1QJ  H6   C9   C8   131.23  3.000
 1QJ  N1   C9   C8   106.56  3.000
 1QJ  C15  C13  C14  122.55  3.000
 1QJ  C15  C13  N3   114.83  3.000
 1QJ  C14  C13  N3   122.62  3.000
 1QJ  C10  C8   C9   125.73  3.000
 1QJ  C10  C8   C7   130.20  3.000
 1QJ  C9   C8   C7   104.00  3.000
 1QJ  H2   C1   C2   118.80  3.000
 1QJ  H2   C1   C6   120.14  3.000
 1QJ  C2   C1   C6   121.05  3.000
 1QJ  H3   C2   C3   120.60  3.000
 1QJ  H3   C2   C1   120.82  3.000
 1QJ  C3   C2   C1   118.58  3.000
 1QJ  F1   C3   C2   118.93  3.000
 1QJ  F1   C3   C4   118.99  3.000
 1QJ  C2   C3   C4   122.08  3.000
 1QJ  H5   C5   C6   119.79  3.000
 1QJ  H5   C5   C4   119.16  3.000
 1QJ  C6   C5   C4   121.05  3.000
 1QJ  H1   N1   C9   126.91  3.000
 1QJ  H1   N1   N2   119.81  3.000
 1QJ  C9   N1   N2   113.28  3.000
 1QJ  C14  C10  C11  117.51  3.000
 1QJ  C14  C10  C8   120.67  3.000
 1QJ  C11  C10  C8   121.80  3.000
 1QJ  H7   C11  C12  119.91  3.000
 1QJ  H7   C11  C10  121.42  3.000
 1QJ  C12  C11  C10  118.66  3.000
 1QJ  H8   C12  C11  119.77  3.000
 1QJ  H8   C12  N3   116.44  3.000
 1QJ  C11  C12  N3   123.78  3.000
 1QJ  H9   C14  C10  120.15  3.000
 1QJ  H9   C14  C13  120.40  3.000
 1QJ  C10  C14  C13  119.45  3.000
 1QJ  H11  C15  H10  106.28  3.000
 1QJ  H11  C15  O1   112.08  3.000
 1QJ  H10  C15  O1   111.92  3.000
 1QJ  H11  C15  C13  107.96  3.000
 1QJ  H10  C15  C13  107.93  3.000
 1QJ  O1   C15  C13  110.45  3.000
 1QJ  H12  O1   C15  108.22  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
 1QJ  CONST_01  C10  C11  C12  N3     0.00   0.0  0
 1QJ  CONST_02  C10  C14  C13  N3     0.00   0.0  0
 1QJ  CONST_03  C7   C6   C5   C4   180.00   0.0  0
 1QJ  CONST_04  C1   C6   C5   C4     0.00   0.0  0
 1QJ  CONST_05  C1   C2   C3   C4     0.00   0.0  0
 1QJ  CONST_06  C8   C9   N1   N2     0.00   0.0  0
 1QJ  CONST_07  C9   C8   C7   N2     0.00   0.0  0
 1QJ  CONST_08  C10  C8   C7   N2   180.00   0.0  0
 1QJ  CONST_11  C9   N1   N2   C7     0.00   0.0  0
 1QJ  CONST_12  N1   C9   C8   C7     0.00   0.0  0
 1QJ  CONST_15  C2   C1   C6   C7   180.00   0.0  0
 1QJ  CONST_16  N1   N2   C7   C6   180.00   0.0  0
 1QJ  CONST_17  C9   C8   C7   C6   180.00   0.0  0
 1QJ  CONST_18  C10  C8   C7   C6     0.00   0.0  0
 1QJ  CONST_19  C3   C2   C1   C6     0.00   0.0  0
 1QJ  CONST_20  C3   C4   C5   C6     0.00   0.0  0
 1QJ  CONST_23  C8   C10  C14  C13  180.00   0.0  0
 1QJ  CONST_24  C11  C10  C14  C13    0.00   0.0  0
 1QJ  CONST_25  C11  C12  N3   C13    0.00   0.0  0
 1QJ  CONST_26  N1   N2   C7   C8     0.00   0.0  0
 1QJ  CONST_29  C12  C11  C10  C8   180.00   0.0  0
 1QJ  CONST_30  C5   C6   C1   C2     0.00   0.0  0
 1QJ  CONST_31  C5   C4   C3   C2     0.00   0.0  0
 1QJ  CONST_32  C10  C8   C9   N1   180.00   0.0  0
 1QJ  CONST_33  C14  C10  C11  C12    0.00   0.0  0
 1QJ  CONST_34  C14  C13  N3   C12    0.00   0.0  0
 1QJ  CONST_35  F1   C3   C2   C1   180.00   0.0  0
 1QJ  CONST_36  F1   C3   C4   C5   180.00   0.0  0
 1QJ  CONST_37  C15  C13  C14  C10  180.00   0.0  0
 1QJ  CONST_38  C15  C13  N3   C12  180.00   0.0  0
 1QJ  CONST_39  H7   C11  C12  N3   180.00   0.0  0
 1QJ  CONST_40  H9   C14  C13  N3   180.00   0.0  0
 1QJ  CONST_41  H3   C2   C3   C4   180.00   0.0  0
 1QJ  CONST_42  H6   C9   N1   N2   180.00   0.0  0
 1QJ  CONST_43  H1   N1   N2   C7   180.00   0.0  0
 1QJ  CONST_44  H2   C1   C6   C7     0.00   0.0  0
 1QJ  CONST_45  H5   C5   C6   C7     0.00   0.0  0
 1QJ  CONST_46  H4   C4   C5   C6   180.00   0.0  0
 1QJ  CONST_47  H8   C12  N3   C13  180.00   0.0  0
 1QJ  Var_01    O1   C15  C13  N3   176.85  30.0  2

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
 1QJ  plan-1  N2   0.020
 1QJ  plan-1  C7   0.020
 1QJ  plan-1  C6   0.020
 1QJ  plan-1  C9   0.020
 1QJ  plan-1  C8   0.020
 1QJ  plan-1  N1   0.020
 1QJ  plan-1  C10  0.020
 1QJ  plan-1  H6   0.020
 1QJ  plan-1  H1   0.020
 1QJ  plan-2  C4   0.020
 1QJ  plan-2  C7   0.020
 1QJ  plan-2  C6   0.020
 1QJ  plan-2  C1   0.020
 1QJ  plan-2  C2   0.020
 1QJ  plan-2  C3   0.020
 1QJ  plan-2  C5   0.020
 1QJ  plan-2  F1   0.020
 1QJ  plan-2  H2   0.020
 1QJ  plan-2  H3   0.020
 1QJ  plan-2  H5   0.020
 1QJ  plan-2  H4   0.020
 1QJ  plan-3  N3   0.020
 1QJ  plan-3  C13  0.020
 1QJ  plan-3  C8   0.020
 1QJ  plan-3  C10  0.020
 1QJ  plan-3  C11  0.020
 1QJ  plan-3  C12  0.020
 1QJ  plan-3  C14  0.020
 1QJ  plan-3  C15  0.020
 1QJ  plan-3  H7   0.020
 1QJ  plan-3  H8   0.020
 1QJ  plan-3  H9   0.020

