# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 10:01:36 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (5R,7S)-5-(4-ethylphenyl)-N-[(5-fluoropyridin-2-yl)methyl]-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccc(cc1)[C@H]2C[C@H](n3ncc(C(=O)NCc4ccc(F)cn4)c3N2)C(F)(F)F
#
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
 5FK  5FK  (5R,7S)-5-(4-ethylphenyl)-N-[(5-fluoropyridin-2-yl)methyl]-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  53  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5FK
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
 5FK  C1   C  CH1   0  -0.142   2.6440   0.0671  -0.9327
 5FK  C2   C  CH2   0  -0.492   3.0527  -1.3206  -0.4416
 5FK  C3   C  CH1   0  -0.242   2.0315  -2.3882  -0.8474
 5FK  C5   C  CR5   0   0.764   0.3936  -0.5794  -0.4236
 5FK  C7   C  CR6   0   0.105   3.6594   1.1019  -0.5237
 5FK  C8   C  CR16  0  -0.277   3.6883   1.6131   0.7705
 5FK  C9   C  CR16  0  -0.276   4.6434   2.5488   1.1355
 5FK  C10  C  CR6   0   0.123   5.5975   2.9991   0.2254
 5FK  C11  C  CR16  0  -0.281   5.5668   2.4781  -1.0644
 5FK  C12  C  CR16  0  -0.285   4.6093   1.5450  -1.4356
 5FK  C13  C  CT    0   1.026   2.2554  -3.6756  -0.0575
 5FK  C17  C  CR5   0  -0.374  -0.9921  -0.5154  -0.3018
 5FK  C18  C  CR15  0  -0.036  -1.4015  -1.8600  -0.4548
 5FK  C20  C  C     0   0.552  -1.7397   0.7182  -0.1044
 5FK  C23  C  CH2   0  -0.261  -3.9198   1.7357   0.2684
 5FK  C24  C  CR6   0   0.223  -5.3596   1.3011   0.3670
 5FK  C25  C  CR16  0  -0.279  -6.3659   2.2523   0.5101
 5FK  C26  C  CR16  0  -0.276  -7.6794   1.8356   0.5995
 5FK  C27  C  CR6   0   0.435  -7.9251   0.4769   0.5394
 5FK  C28  C  CR16  0  -0.181  -6.8800  -0.4122   0.4020
 5FK  C32  C  CH2   0  -0.489   6.6507   3.9887   0.6390
 5FK  F58  F  F     0  -0.305   3.5482  -4.0215  -0.1040
 5FK  F57  F  F     0  -0.302   1.9234  -3.5337   1.2281
 5FK  F56  F  F     0  -0.295   1.5662  -4.7081  -0.5413
 5FK  C33  C  CH3   0  -0.633   7.8680   3.3087   1.2612
 5FK  N6   N  NH1   0  -0.692   1.3457   0.3785  -0.3690
 5FK  N4   N  NR5   0  -0.416   0.7016  -1.8754  -0.6147
 5FK  N19  N  N     0  -0.280  -0.3952  -2.6683  -0.6507
 5FK  O22  O  O     0  -0.519  -1.1777   1.8153  -0.0907
 5FK  N21  N  NH1   0  -0.680  -3.0681   0.6009   0.0548
 5FK  N29  N  N     0  -0.439  -5.6227   0.0052   0.3187
 5FK  F30  F  F     0  -0.295  -9.1777   0.0196   0.6106
 5FK  H1   H  HCH1  0   0.254   2.5937   0.0467  -2.0305
 5FK  H2   H  HCH2  0   0.293   4.0204  -1.5753  -0.8693
 5FK  H3   H  HCH2  0   0.272   3.1669  -1.2848   0.6445
 5FK  H4   H  HCH1  0   0.309   2.1512  -2.6305  -1.9085
 5FK  H5   H  HCR6  0   0.244   2.9538   1.2904   1.4982
 5FK  H6   H  HCR6  0   0.233   4.6405   2.9405   2.1460
 5FK  H7   H  HCR6  0   0.234   6.2920   2.8143  -1.7962
 5FK  H8   H  HCR6  0   0.234   4.5996   1.1677  -2.4515
 5FK  H9   H  HCR5  0   0.242  -2.4046  -2.2611  -0.4364
 5FK  H10  H  HCH2  0   0.250  -3.8171   2.4576  -0.5469
 5FK  H11  H  HCH2  0   0.250  -3.6447   2.2680   1.1851
 5FK  H12  H  HCR6  0   0.255  -6.1269   3.3065   0.5482
 5FK  H13  H  HCR6  0   0.278  -8.4884   2.5446   0.7082
 5FK  H14  H  HCR6  0   0.266  -7.0611  -1.4798   0.3579
 5FK  H15  H  HCH2  0   0.230   6.9662   4.5727  -0.2282
 5FK  H16  H  HCH2  0   0.230   6.2268   4.6992   1.3521
 5FK  H17  H  HCH3  0   0.219   8.3372   2.6221   0.5559
 5FK  H18  H  HCH3  0   0.226   8.6152   4.0451   1.5576
 5FK  H19  H  HCH3  0   0.219   7.5909   2.7368   2.1472
 5FK  H20  H  HNH1  0   0.390   0.9915   1.3163  -0.4864
 5FK  H21  H  HNH1  0   0.395  -3.5217  -0.2998   0.0913

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
 5FK  F30  C27  single    1.335  0.020  1.335
 5FK  C26  C27  aromatic  1.382  0.020  1.382
 5FK  C26  C25  aromatic  1.381  0.020  1.381
 5FK  C27  C28  aromatic  1.379  0.020  1.379
 5FK  C25  C24  aromatic  1.392  0.020  1.392
 5FK  C28  N29  aromatic  1.327  0.020  1.327
 5FK  C24  N29  aromatic  1.323  0.020  1.323
 5FK  C24  C23  single    1.507  0.020  1.507
 5FK  C23  N21  single    1.435  0.020  1.435
 5FK  N21  C20  single    1.343  0.020  1.343
 5FK  C20  O22  double    1.233  0.020  1.233
 5FK  C20  C17  single    1.456  0.020  1.456
 5FK  C18  C17  aromatic  1.414  0.020  1.414
 5FK  C18  N19  aromatic  1.305  0.020  1.305
 5FK  C17  C5   aromatic  1.393  0.020  1.393
 5FK  N19  N4   aromatic  1.354  0.020  1.354
 5FK  C5   N4   aromatic  1.346  0.020  1.346
 5FK  C5   N6   single    1.352  0.020  1.352
 5FK  N4   C3   single    1.444  0.020  1.444
 5FK  F58  C13  single    1.339  0.020  1.339
 5FK  N6   C1   single    1.449  0.020  1.449
 5FK  F56  C13  single    1.332  0.020  1.332
 5FK  C3   C13  single    1.527  0.020  1.527
 5FK  C3   C2   single    1.532  0.020  1.532
 5FK  C13  F57  single    1.335  0.020  1.335
 5FK  C1   C2   single    1.528  0.020  1.528
 5FK  C1   C7   single    1.506  0.020  1.506
 5FK  C8   C7   aromatic  1.392  0.020  1.392
 5FK  C8   C9   aromatic  1.386  0.020  1.386
 5FK  C7   C12  aromatic  1.389  0.020  1.389
 5FK  C9   C10  aromatic  1.393  0.020  1.393
 5FK  C12  C11  aromatic  1.388  0.020  1.388
 5FK  C10  C11  aromatic  1.391  0.020  1.391
 5FK  C10  C32  single    1.503  0.020  1.503
 5FK  C33  C32  single    1.527  0.020  1.527
 5FK  C1   H1   single    0.970  0.020  1.090
 5FK  C2   H2   single    0.970  0.020  1.090
 5FK  C2   H3   single    0.970  0.020  1.090
 5FK  C3   H4   single    0.970  0.020  1.090
 5FK  C8   H5   single    0.930  0.020  1.080
 5FK  C9   H6   single    0.930  0.020  1.080
 5FK  C11  H7   single    0.930  0.020  1.080
 5FK  C12  H8   single    0.930  0.020  1.080
 5FK  C18  H9   single    0.930  0.020  1.080
 5FK  C23  H10  single    0.970  0.020  1.090
 5FK  C23  H11  single    0.970  0.020  1.090
 5FK  C25  H12  single    0.930  0.020  1.080
 5FK  C26  H13  single    0.930  0.020  1.080
 5FK  C28  H14  single    0.930  0.020  1.080
 5FK  C32  H15  single    0.970  0.020  1.090
 5FK  C32  H16  single    0.970  0.020  1.090
 5FK  C33  H17  single    0.970  0.020  1.090
 5FK  C33  H18  single    0.970  0.020  1.090
 5FK  C33  H19  single    0.970  0.020  1.090
 5FK  N6   H20  single    0.890  0.020  1.040
 5FK  N21  H21  single    0.860  0.020  1.020

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
 5FK  H1   C1   N6   110.57  3.000
 5FK  H1   C1   C7   108.35  3.000
 5FK  N6   C1   C7   110.52  3.000
 5FK  H1   C1   C2   108.45  3.000
 5FK  C7   C1   C2   110.88  3.000
 5FK  N6   C1   C2   108.05  3.000
 5FK  H3   C2   H2   107.78  3.000
 5FK  H3   C2   C3   110.84  3.000
 5FK  H2   C2   C3   109.00  3.000
 5FK  H3   C2   C1   108.52  3.000
 5FK  H2   C2   C1   108.91  3.000
 5FK  C3   C2   C1   111.68  3.000
 5FK  H4   C3   N4   109.59  3.000
 5FK  H4   C3   C13  107.38  3.000
 5FK  N4   C3   C13  110.55  3.000
 5FK  H4   C3   C2   109.76  3.000
 5FK  C13  C3   C2   110.66  3.000
 5FK  N4   C3   C2   108.89  3.000
 5FK  N4   C5   N6   121.80  3.000
 5FK  N6   C5   C17  131.67  3.000
 5FK  N4   C5   C17  106.53  3.000
 5FK  C12  C7   C8   118.63  3.000
 5FK  C12  C7   C1   120.11  3.000
 5FK  C8   C7   C1   121.25  3.000
 5FK  H5   C8   C9   119.44  3.000
 5FK  H5   C8   C7   120.08  3.000
 5FK  C9   C8   C7   120.47  3.000
 5FK  H6   C9   C10  119.61  3.000
 5FK  H6   C9   C8   119.19  3.000
 5FK  C10  C9   C8   121.20  3.000
 5FK  C32  C10  C11  121.13  3.000
 5FK  C32  C10  C9   120.85  3.000
 5FK  C11  C10  C9   117.99  3.000
 5FK  H7   C11  C12  119.32  3.000
 5FK  H7   C11  C10  119.67  3.000
 5FK  C12  C11  C10  121.00  3.000
 5FK  H8   C12  C11  119.42  3.000
 5FK  H8   C12  C7   119.87  3.000
 5FK  C11  C12  C7   120.71  3.000
 5FK  F56  C13  F57  107.66  3.000
 5FK  F57  C13  F58  107.51  3.000
 5FK  F56  C13  F58  106.65  3.000
 5FK  F57  C13  C3   111.84  3.000
 5FK  F56  C13  C3   112.93  3.000
 5FK  F58  C13  C3   109.96  3.000
 5FK  C20  C17  C18  132.20  3.000
 5FK  C18  C17  C5   103.59  3.000
 5FK  C20  C17  C5   124.18  3.000
 5FK  H9   C18  N19  119.22  3.000
 5FK  H9   C18  C17  128.32  3.000
 5FK  N19  C18  C17  112.45  3.000
 5FK  N21  C20  O22  121.82  3.000
 5FK  O22  C20  C17  121.43  3.000
 5FK  N21  C20  C17  116.74  3.000
 5FK  H11  C23  H10  106.23  3.000
 5FK  H11  C23  N21  111.10  3.000
 5FK  H10  C23  N21  110.81  3.000
 5FK  H11  C23  C24  108.99  3.000
 5FK  H10  C23  C24  109.19  3.000
 5FK  N21  C23  C24  110.41  3.000
 5FK  N29  C24  C25  121.95  3.000
 5FK  N29  C24  C23  118.03  3.000
 5FK  C25  C24  C23  120.02  3.000
 5FK  H12  C25  C26  120.13  3.000
 5FK  H12  C25  C24  120.65  3.000
 5FK  C26  C25  C24  119.22  3.000
 5FK  H13  C26  C27  121.06  3.000
 5FK  H13  C26  C25  121.36  3.000
 5FK  C27  C26  C25  117.58  3.000
 5FK  F30  C27  C28  119.70  3.000
 5FK  C28  C27  C26  120.23  3.000
 5FK  F30  C27  C26  120.07  3.000
 5FK  H14  C28  N29  117.74  3.000
 5FK  H14  C28  C27  120.83  3.000
 5FK  N29  C28  C27  121.43  3.000
 5FK  H16  C32  H15  106.42  3.000
 5FK  H16  C32  C33  109.46  3.000
 5FK  H15  C32  C33  109.35  3.000
 5FK  H16  C32  C10  109.63  3.000
 5FK  H15  C32  C10  109.63  3.000
 5FK  C33  C32  C10  112.18  3.000
 5FK  H19  C33  H18  107.91  3.000
 5FK  H19  C33  H17  107.74  3.000
 5FK  H18  C33  H17  107.83  3.000
 5FK  H19  C33  C32  111.23  3.000
 5FK  H18  C33  C32  110.88  3.000
 5FK  H17  C33  C32  111.10  3.000
 5FK  H20  N6   C5   113.99  3.000
 5FK  H20  N6   C1   117.96  3.000
 5FK  C5   N6   C1   117.58  3.000
 5FK  N19  N4   C5   112.48  3.000
 5FK  C5   N4   C3   125.14  3.000
 5FK  N19  N4   C3   122.26  3.000
 5FK  N4   N19  C18  104.94  3.000
 5FK  H21  N21  C23  115.71  3.000
 5FK  H21  N21  C20  121.79  3.000
 5FK  C23  N21  C20  122.39  3.000
 5FK  C28  N29  C24  119.61  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
 5FK  CONST_01  N19  C18  C17  C5      0.00   0.0  0
 5FK  CONST_02  C18  N19  N4   C5      0.00   0.0  0
 5FK  CONST_03  C10  C9   C8   C7      0.00   0.0  0
 5FK  CONST_04  C10  C11  C12  C7      0.00   0.0  0
 5FK  CONST_05  C11  C12  C7   C8      0.00   0.0  0
 5FK  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 5FK  CONST_07  C12  C7   C8   C9      0.00   0.0  0
 5FK  CONST_08  C12  C11  C10  C9      0.00   0.0  0
 5FK  CONST_09  N4   N19  C18  C17     0.00   0.0  0
 5FK  CONST_10  N19  N4   C5   C17     0.00   0.0  0
 5FK  CONST_11  N4   C5   C17  C18     0.00   0.0  0
 5FK  CONST_12  C27  C26  C25  C24     0.00   0.0  0
 5FK  CONST_13  C27  C28  N29  C24     0.00   0.0  0
 5FK  CONST_14  C28  C27  C26  C25     0.00   0.0  0
 5FK  CONST_15  C28  N29  C24  C25     0.00   0.0  0
 5FK  CONST_16  N29  C28  C27  C26     0.00   0.0  0
 5FK  CONST_17  N29  C24  C25  C26     0.00   0.0  0
 5FK  CONST_18  C9   C8   C7   C1    180.00   0.0  0
 5FK  CONST_19  C11  C12  C7   C1    180.00   0.0  0
 5FK  CONST_20  C32  C10  C9   C8    180.00   0.0  0
 5FK  CONST_21  C32  C10  C11  C12   180.00   0.0  0
 5FK  CONST_22  N19  C18  C17  C20   180.00   0.0  0
 5FK  CONST_23  N4   C5   C17  C20   180.00   0.0  0
 5FK  CONST_24  N6   C5   C17  C20     0.00   0.0  0
 5FK  CONST_25  C26  C25  C24  C23   180.00   0.0  0
 5FK  CONST_26  C28  N29  C24  C23   180.00   0.0  0
 5FK  CONST_27  F30  C27  C26  C25   180.00   0.0  0
 5FK  CONST_28  F30  C27  C28  N29   180.00   0.0  0
 5FK  CONST_29  H5   C8   C7   C1      0.00   0.0  0
 5FK  CONST_30  H8   C12  C7   C1      0.00   0.0  0
 5FK  CONST_31  H9   C18  C17  C5    180.00   0.0  0
 5FK  CONST_32  H6   C9   C8   C7    180.00   0.0  0
 5FK  CONST_33  H7   C11  C12  C7    180.00   0.0  0
 5FK  CONST_34  H13  C26  C25  C24   180.00   0.0  0
 5FK  CONST_35  H14  C28  N29  C24   180.00   0.0  0
 5FK  CONST_36  H12  C25  C26  C27   180.00   0.0  0
 5FK  CONST_37  C23  N21  C20  C17   180.00   0.0  0
 5FK  CONST_38  H21  N21  C20  C17     0.00   0.0  0
 5FK  CONST_39  O22  C20  N21  C23     0.00   0.0  0
 5FK  Var_01    C17  C5   N6   C1   -161.41  30.0  1
 5FK  Var_02    N21  C20  C17  C5   -177.06  30.0  1
 5FK  Var_03    C33  C32  C10  C9     85.83  30.0  2
 5FK  Var_04    N21  C23  C24  C25  -176.90  30.0  2
 5FK  Var_05    C24  C23  N21  C20   178.17  30.0  2
 5FK  Var_06    H17  C33  C32  C10    60.38  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
 5FK  chir_01  C1  N6  C2   C7  positiv
 5FK  chir_02  C3  N4  C13  C2  positiv

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
 5FK  plan-1  C1   0.020
 5FK  plan-1  C7   0.020
 5FK  plan-1  C8   0.020
 5FK  plan-1  C9   0.020
 5FK  plan-1  C10  0.020
 5FK  plan-1  C11  0.020
 5FK  plan-1  C12  0.020
 5FK  plan-1  C32  0.020
 5FK  plan-1  H5   0.020
 5FK  plan-1  H6   0.020
 5FK  plan-1  H7   0.020
 5FK  plan-1  H8   0.020
 5FK  plan-2  C23  0.020
 5FK  plan-2  C24  0.020
 5FK  plan-2  C25  0.020
 5FK  plan-2  C26  0.020
 5FK  plan-2  C27  0.020
 5FK  plan-2  C28  0.020
 5FK  plan-2  N29  0.020
 5FK  plan-2  F30  0.020
 5FK  plan-2  H12  0.020
 5FK  plan-2  H13  0.020
 5FK  plan-2  H14  0.020
 5FK  plan-3  C3   0.020
 5FK  plan-3  C5   0.020
 5FK  plan-3  C17  0.020
 5FK  plan-3  C18  0.020
 5FK  plan-3  C20  0.020
 5FK  plan-3  N6   0.020
 5FK  plan-3  N4   0.020
 5FK  plan-3  N19  0.020
 5FK  plan-3  H9   0.020
 5FK  plan-4  C17  0.020
 5FK  plan-4  C20  0.020
 5FK  plan-4  C23  0.020
 5FK  plan-4  O22  0.020
 5FK  plan-4  N21  0.020
 5FK  plan-4  H21  0.020

