# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 17:29:37 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: [5-amino-1-(4-fluorophenyl)-1H-pyrazol-4-yl][3-(piperidin-4-yloxy)phenyl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1n(ncc1C(=O)c2cccc(OC3CCNCC3)c2)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
 PQA  PQA  '[5-amino-1-(4-fluorophenyl)-1H-pyrazol-4-yl][3-(piperidin-4-yloxy)phenyl]methanone'  ligand  49  28  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_PQA
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
 PQA  N1    N  NH2   0  -0.833   3.1075   1.9564   0.3885
 PQA  C2    C  CR5   0   0.620   2.7368   0.6864   0.1176
 PQA  C3    C  CR5   0  -0.317   1.4622   0.1658  -0.1400
 PQA  C4    C  CR15  0  -0.053   1.7022  -1.2137  -0.3605
 PQA  N5    N  N     0  -0.281   2.9644  -1.5195  -0.2702
 PQA  N6    N  NR5   0  -0.457   3.5973  -0.3453   0.0028
 PQA  C7    C  CR6   0   0.313   4.9960  -0.3282   0.1707
 PQA  C8    C  CR16  0  -0.239   5.6007  -1.2999   0.9592
 PQA  C9    C  CR16  0  -0.389   6.9755  -1.3055   1.1191
 PQA  C10   C  CR6   0   0.538   7.7244  -0.3244   0.4962
 PQA  F11   F  F     0  -0.308   9.0539  -0.3227   0.6575
 PQA  C12   C  CR16  0  -0.381   7.1436   0.6497  -0.2909
 PQA  C13   C  CR16  0  -0.270   5.7683   0.6376  -0.4630
 PQA  C14   C  C     0   0.349   0.2358   0.9296  -0.0608
 PQA  O15   O  O     0  -0.405   0.2245   2.0678   0.3847
 PQA  C16   C  CR6   0   0.020  -1.0349   0.2934  -0.5148
 PQA  C17   C  CR16  0  -0.303  -1.0783  -0.5292  -1.6401
 PQA  C18   C  CR16  0  -0.202  -2.2901  -1.0603  -2.0415
 PQA  C19   C  CR16  0  -0.353  -3.4577  -0.7981  -1.3381
 PQA  C20   C  CR6   0   0.428  -3.4182   0.0323  -0.2190
 PQA  O21   O  O2    0  -0.475  -4.4784   0.3493   0.5466
 PQA  C22   C  CH1   0   0.037  -5.7901  -0.0282   0.1639
 PQA  C23   C  CH2   0  -0.433  -6.6809   0.1337   1.3849
 PQA  C24   C  CH2   0  -0.293  -8.1229  -0.1954   1.0230
 PQA  N25   N  NH1   0  -0.559  -8.5630   0.6543  -0.0637
 PQA  C26   C  CH2   0  -0.288  -7.7763   0.4588  -1.2628
 PQA  C27   C  CH2   0  -0.457  -6.3221   0.8181  -0.9872
 PQA  C28   C  CR16  0  -0.371  -2.2016   0.5853   0.1751
 PQA  HN11  H  HNH2  0   0.383   3.9621   2.1002   0.9021
 PQA  HN12  H  HNH2  0   0.406   2.3455   2.5527   0.6743
 PQA  H4    H  HCR5  0   0.256   0.9768  -1.9866  -0.5629
 PQA  H8    H  HCR6  0   0.265   4.9988  -2.0549   1.4444
 PQA  H9    H  HCR6  0   0.268   7.4555  -2.0588   1.7283
 PQA  H12   H  HCR6  0   0.266   7.7523   1.3981  -0.7781
 PQA  H13   H  HCR6  0   0.273   5.3083   1.3757  -1.1059
 PQA  H17   H  HCR6  0   0.243  -0.1845  -0.7209  -2.2180
 PQA  H18   H  HCR6  0   0.228  -2.3378  -1.6885  -2.9212
 PQA  H19   H  HCR6  0   0.241  -4.3807  -1.2443  -1.6808
 PQA  H22   H  HCH1  0   0.192  -5.8063  -1.0891  -0.1263
 PQA  H231  H  HCH2  0   0.233  -6.3379  -0.5175   2.1917
 PQA  H232  H  HCH2  0   0.236  -6.6245   1.1647   1.7428
 PQA  H241  H  HCH2  0   0.177  -8.1973  -1.2707   0.7818
 PQA  H242  H  HCH2  0   0.230  -8.7643  -0.0239   1.8891
 PQA  H25   H  HNH1  0   0.331  -9.5423   0.4984  -0.2559
 PQA  H261  H  HCH2  0   0.175  -7.8230  -0.5779  -1.6420
 PQA  H262  H  HCH2  0   0.229  -8.1672   1.0998  -2.0548
 PQA  H271  H  HCH2  0   0.240  -6.2536   1.8739  -0.7129
 PQA  H272  H  HCH2  0   0.235  -5.7274   0.6783  -1.8923
 PQA  H28   H  HCR6  0   0.257  -2.1758   1.2414   1.0357

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
 PQA  N1   C2    single    1.350  0.020  1.350
 PQA  N1   HN11  single    0.890  0.020  1.040
 PQA  N1   HN12  single    0.890  0.020  1.040
 PQA  C2   C3    aromatic  1.401  0.020  1.401
 PQA  C2   N6    aromatic  1.348  0.020  1.348
 PQA  C3   C4    aromatic  1.417  0.020  1.417
 PQA  C3   C14   single    1.447  0.020  1.447
 PQA  C4   N5    aromatic  1.302  0.020  1.302
 PQA  C4   H4    single    0.930  0.020  1.080
 PQA  N5   N6    aromatic  1.362  0.020  1.362
 PQA  N6   C7    single    1.409  0.020  1.409
 PQA  C7   C8    aromatic  1.390  0.020  1.390
 PQA  C7   C13   aromatic  1.390  0.020  1.390
 PQA  C8   C9    aromatic  1.384  0.020  1.384
 PQA  C8   H8    single    0.930  0.020  1.080
 PQA  C9   C10   aromatic  1.383  0.020  1.383
 PQA  C9   H9    single    0.930  0.020  1.080
 PQA  C10  F11   single    1.339  0.020  1.339
 PQA  C10  C12   aromatic  1.380  0.020  1.380
 PQA  C12  C13   aromatic  1.386  0.020  1.386
 PQA  C12  H12   single    0.930  0.020  1.080
 PQA  C13  H13   single    0.930  0.020  1.080
 PQA  C14  O15   double    1.222  0.020  1.222
 PQA  C14  C16   single    1.492  0.020  1.492
 PQA  C16  C17   aromatic  1.394  0.020  1.394
 PQA  C16  C28   aromatic  1.386  0.020  1.386
 PQA  C17  C18   aromatic  1.383  0.020  1.383
 PQA  C17  H17   single    0.930  0.020  1.080
 PQA  C18  C19   aromatic  1.388  0.020  1.388
 PQA  C18  H18   single    0.930  0.020  1.080
 PQA  C19  C20   aromatic  1.394  0.020  1.394
 PQA  C19  H19   single    0.930  0.020  1.080
 PQA  C20  O21   single    1.346  0.020  1.346
 PQA  C20  C28   aromatic  1.393  0.020  1.393
 PQA  O21  C22   single    1.418  0.020  1.418
 PQA  C22  C23   single    1.520  0.020  1.520
 PQA  C22  C27   single    1.525  0.020  1.525
 PQA  C22  H22   single    0.970  0.020  1.090
 PQA  C23  C24   single    1.523  0.020  1.523
 PQA  C23  H231  single    0.970  0.020  1.090
 PQA  C23  H232  single    0.970  0.020  1.090
 PQA  C24  N25   single    1.448  0.020  1.448
 PQA  C24  H241  single    0.970  0.020  1.090
 PQA  C24  H242  single    0.970  0.020  1.090
 PQA  N25  C26   single    1.447  0.020  1.447
 PQA  N25  H25   single    0.890  0.020  1.040
 PQA  C26  C27   single    1.523  0.020  1.523
 PQA  C26  H261  single    0.970  0.020  1.090
 PQA  C26  H262  single    0.970  0.020  1.090
 PQA  C27  H271  single    0.970  0.020  1.090
 PQA  C27  H272  single    0.970  0.020  1.090
 PQA  C28  H28   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
 PQA  HN12  N1   HN11  114.33  3.000
 PQA  HN12  N1   C2    113.91  3.000
 PQA  HN11  N1   C2    117.99  3.000
 PQA  N6    C2   C3    106.30  3.000
 PQA  N6    C2   N1    124.16  3.000
 PQA  C3    C2   N1    129.51  3.000
 PQA  C14   C3   C4    131.74  3.000
 PQA  C14   C3   C2    124.40  3.000
 PQA  C4    C3   C2    103.67  3.000
 PQA  H4    C4   N5    119.77  3.000
 PQA  H4    C4   C3    127.76  3.000
 PQA  N5    C4   C3    112.45  3.000
 PQA  N6    N5   C4    105.19  3.000
 PQA  C7    N6   N5    119.73  3.000
 PQA  C7    N6   C2    127.89  3.000
 PQA  N5    N6   C2    112.36  3.000
 PQA  C13   C7   C8    120.19  3.000
 PQA  C13   C7   N6    120.39  3.000
 PQA  C8    C7   N6    119.41  3.000
 PQA  H8    C8   C9    119.91  3.000
 PQA  H8    C8   C7    120.06  3.000
 PQA  C9    C8   C7    120.03  3.000
 PQA  H9    C9   C10   120.52  3.000
 PQA  H9    C9   C8    120.58  3.000
 PQA  C10   C9   C8    118.89  3.000
 PQA  C12   C10  F11   119.04  3.000
 PQA  C12   C10  C9    121.99  3.000
 PQA  F11   C10  C9    118.97  3.000
 PQA  H12   C12  C13   120.59  3.000
 PQA  H12   C12  C10   120.58  3.000
 PQA  C13   C12  C10   118.82  3.000
 PQA  H13   C13  C12   119.34  3.000
 PQA  H13   C13  C7    120.60  3.000
 PQA  C12   C13  C7    120.06  3.000
 PQA  C16   C14  O15   120.01  3.000
 PQA  C16   C14  C3    118.70  3.000
 PQA  O15   C14  C3    121.29  3.000
 PQA  C28   C16  C17   119.97  3.000
 PQA  C28   C16  C14   118.39  3.000
 PQA  C17   C16  C14   121.58  3.000
 PQA  H17   C17  C18   120.07  3.000
 PQA  H17   C17  C16   120.67  3.000
 PQA  C18   C17  C16   119.22  3.000
 PQA  H18   C18  C19   118.99  3.000
 PQA  H18   C18  C17   119.85  3.000
 PQA  C19   C18  C17   121.16  3.000
 PQA  H19   C19  C20   121.64  3.000
 PQA  H19   C19  C18   118.66  3.000
 PQA  C20   C19  C18   119.71  3.000
 PQA  C28   C20  O21   115.69  3.000
 PQA  C28   C20  C19   119.22  3.000
 PQA  O21   C20  C19   125.08  3.000
 PQA  C22   O21  C20   120.85  3.000
 PQA  H22   C22  C27   109.33  3.000
 PQA  H22   C22  C23   107.82  3.000
 PQA  C27   C22  C23   110.05  3.000
 PQA  H22   C22  O21   109.98  3.000
 PQA  C27   C22  O21   112.27  3.000
 PQA  C23   C22  O21   107.28  3.000
 PQA  H232  C23  H231  107.71  3.000
 PQA  H232  C23  C24   109.31  3.000
 PQA  H231  C23  C24   110.13  3.000
 PQA  H232  C23  C22   109.47  3.000
 PQA  H231  C23  C22   110.24  3.000
 PQA  C24   C23  C22   109.94  3.000
 PQA  H242  C24  H241  106.66  3.000
 PQA  H242  C24  N25   108.95  3.000
 PQA  H241  C24  N25   112.76  3.000
 PQA  H242  C24  C23   109.51  3.000
 PQA  H241  C24  C23   109.03  3.000
 PQA  N25   C24  C23   109.83  3.000
 PQA  H25   N25  C26   110.39  3.000
 PQA  H25   N25  C24   110.30  3.000
 PQA  C26   N25  C24   112.16  3.000
 PQA  H262  C26  H261  106.67  3.000
 PQA  H262  C26  C27   109.56  3.000
 PQA  H261  C26  C27   108.89  3.000
 PQA  H262  C26  N25   109.10  3.000
 PQA  H261  C26  N25   112.84  3.000
 PQA  C27   C26  N25   109.71  3.000
 PQA  H272  C27  H271  107.31  3.000
 PQA  H272  C27  C26   109.87  3.000
 PQA  H271  C27  C26   109.46  3.000
 PQA  H272  C27  C22   111.39  3.000
 PQA  H271  C27  C22   108.96  3.000
 PQA  C26   C27  C22   109.81  3.000
 PQA  H28   C28  C20   119.10  3.000
 PQA  H28   C28  C16   120.21  3.000
 PQA  C20   C28  C16   120.69  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
 PQA  CONST_01  N5   C4   C3   C2     0.00   0.0  0
 PQA  CONST_02  C4   N5   N6   C2     0.00   0.0  0
 PQA  CONST_05  N5   N6   C2   C3     0.00   0.0  0
 PQA  CONST_06  C7   N6   C2   C3   180.00   0.0  0
 PQA  CONST_07  N6   N5   C4   C3     0.00   0.0  0
 PQA  CONST_08  N6   C2   C3   C4     0.00   0.0  0
 PQA  CONST_09  C7   N6   N5   C4   180.00   0.0  0
 PQA  CONST_12  C9   C8   C7   N6   180.00   0.0  0
 PQA  CONST_13  C12  C13  C7   N6   180.00   0.0  0
 PQA  CONST_14  C10  C9   C8   C7     0.00   0.0  0
 PQA  CONST_15  C10  C12  C13  C7     0.00   0.0  0
 PQA  CONST_16  C12  C13  C7   C8     0.00   0.0  0
 PQA  CONST_17  C12  C10  C9   C8     0.00   0.0  0
 PQA  CONST_18  C13  C7   C8   C9     0.00   0.0  0
 PQA  CONST_19  C13  C12  C10  C9     0.00   0.0  0
 PQA  CONST_20  C19  C18  C17  C16    0.00   0.0  0
 PQA  CONST_21  C19  C20  C28  C16    0.00   0.0  0
 PQA  CONST_22  C20  C28  C16  C17    0.00   0.0  0
 PQA  CONST_23  C20  C19  C18  C17    0.00   0.0  0
 PQA  CONST_24  C28  C16  C17  C18    0.00   0.0  0
 PQA  CONST_25  C28  C20  C19  C18    0.00   0.0  0
 PQA  CONST_26  C4   C3   C2   N1   180.00   0.0  0
 PQA  CONST_27  N5   N6   C2   N1   180.00   0.0  0
 PQA  CONST_28  C7   N6   C2   N1     0.00   0.0  0
 PQA  CONST_29  C14  C3   C4   N5   180.00   0.0  0
 PQA  CONST_30  C14  C3   C2   N6   180.00   0.0  0
 PQA  CONST_31  F11  C10  C9   C8   180.00   0.0  0
 PQA  CONST_32  C13  C12  C10  F11  180.00   0.0  0
 PQA  CONST_33  C18  C17  C16  C14  180.00   0.0  0
 PQA  CONST_34  C20  C28  C16  C14  180.00   0.0  0
 PQA  CONST_35  O21  C20  C28  C16  180.00   0.0  0
 PQA  CONST_36  O21  C20  C19  C18  180.00   0.0  0
 PQA  CONST_37  H4   C4   C3   C2   180.00   0.0  0
 PQA  CONST_38  H8   C8   C7   N6     0.00   0.0  0
 PQA  CONST_39  H13  C13  C7   N6     0.00   0.0  0
 PQA  CONST_40  H9   C9   C8   C7   180.00   0.0  0
 PQA  CONST_41  H12  C12  C13  C7   180.00   0.0  0
 PQA  CONST_42  H18  C18  C17  C16  180.00   0.0  0
 PQA  CONST_43  H28  C28  C16  C17  180.00   0.0  0
 PQA  CONST_44  H19  C19  C18  C17  180.00   0.0  0
 PQA  CONST_45  H17  C17  C18  C19  180.00   0.0  0
 PQA  Var_01    N25  C24  C23  C22  -57.28  30.0  1
 PQA  Var_02    N25  C26  C27  C22   57.56  30.0  1
 PQA  Var_03    C26  N25  C24  C23   61.43  30.0  1
 PQA  Var_04    C27  C26  N25  C24  -61.60  30.0  1
 PQA  Var_05    C16  C14  C3   C2   172.94  30.0  2
 PQA  Var_06    C17  C16  C14  C3   -39.02  30.0  2
 PQA  Var_07    C28  C20  O21  C22  172.90  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
 PQA  chir_01  C22  O21  C23  C27  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
 PQA  plan-1  N1    0.020
 PQA  plan-1  C2    0.020
 PQA  plan-1  C3    0.020
 PQA  plan-1  C4    0.020
 PQA  plan-1  N5    0.020
 PQA  plan-1  N6    0.020
 PQA  plan-1  C7    0.020
 PQA  plan-1  C14   0.020
 PQA  plan-1  H4    0.020
 PQA  plan-2  N6    0.020
 PQA  plan-2  C7    0.020
 PQA  plan-2  C8    0.020
 PQA  plan-2  C9    0.020
 PQA  plan-2  C10   0.020
 PQA  plan-2  F11   0.020
 PQA  plan-2  C12   0.020
 PQA  plan-2  C13   0.020
 PQA  plan-2  H8    0.020
 PQA  plan-2  H9    0.020
 PQA  plan-2  H12   0.020
 PQA  plan-2  H13   0.020
 PQA  plan-3  C14   0.020
 PQA  plan-3  C16   0.020
 PQA  plan-3  C17   0.020
 PQA  plan-3  C18   0.020
 PQA  plan-3  C19   0.020
 PQA  plan-3  C20   0.020
 PQA  plan-3  O21   0.020
 PQA  plan-3  C28   0.020
 PQA  plan-3  H17   0.020
 PQA  plan-3  H18   0.020
 PQA  plan-3  H19   0.020
 PQA  plan-3  H28   0.020
 PQA  plan-4  N1    0.020
 PQA  plan-4  C2    0.020
 PQA  plan-4  HN11  0.020
 PQA  plan-4  HN12  0.020
 PQA  plan-5  C3    0.020
 PQA  plan-5  C14   0.020
 PQA  plan-5  O15   0.020
 PQA  plan-5  C16   0.020

