# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 03:24:50 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: (5R,7S)-5-(4-ethylphenyl)-N-(4-methoxybenzyl)-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(OC)cc4)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
 5FF  5FF  (5R,7S)-5-(4-ethylphenyl)-N-(4-methoxybenzyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  58  33  .  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_5FF
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
 5FF  C1   C  CH1   0  -0.159  -3.0447  -0.1511   0.7340
 5FF  C2   C  CH2   0  -0.499  -3.3236  -1.4690   0.0138
 5FF  C3   C  CH1   0  -0.249  -2.3918  -2.5832   0.5006
 5FF  C5   C  CR5   0   0.754  -0.7306  -0.7461   0.6552
 5FF  C13  C  CT    0   1.022  -2.3969  -3.7553  -0.4777
 5FF  F56  F  F     0  -0.297  -1.8203  -4.8497   0.0202
 5FF  F57  F  F     0  -0.305  -3.6553  -4.0929  -0.7866
 5FF  C7   C  CR6   0   0.105  -3.9798   0.9279   0.2562
 5FF  C8   C  CR16  0  -0.303  -5.0557   1.3160   1.0453
 5FF  C9   C  CR16  0  -0.291  -5.9535   2.2750   0.5969
 5FF  C10  C  CR6   0   0.116  -5.7994   2.8734  -0.6503
 5FF  C32  C  CH2   0  -0.503  -6.7429   3.9469  -1.1158
 5FF  C33  C  CH3   0  -0.654  -6.2761   5.3398  -0.6959
 5FF  C11  C  CR16  0  -0.291  -4.7154   2.4832  -1.4345
 5FF  C12  C  CR16  0  -0.284  -3.8176   1.5239  -0.9914
 5FF  N6   N  NH1   0  -0.690  -1.6638   0.2153   0.4760
 5FF  N4   N  NR5   0  -0.415  -1.0550  -2.0529   0.6418
 5FF  N19  N  N     0  -0.286   0.0145  -2.8549   0.8583
 5FF  C18  C  CR15  0  -0.052   1.0263  -2.0403   0.9886
 5FF  C17  C  CR5   0  -0.381   0.6446  -0.6832   0.8758
 5FF  C20  C  C     0   0.538   1.4037   0.5548   0.9951
 5FF  O22  O  O     0  -0.518   0.8582   1.6501   0.8475
 5FF  N21  N  NH1   0  -0.655   2.7154   0.4260   1.2746
 5FF  C23  C  CH2   0  -0.343   3.6241   1.5369   1.4516
 5FF  C24  C  CR6   0   0.071   4.9174   1.3141   0.7152
 5FF  C25  C  CR16  0  -0.273   4.9366   1.1816  -0.6747
 5FF  C26  C  CR16  0  -0.328   6.1192   0.9788  -1.3571
 5FF  C27  C  CR6   0   0.370   7.3301   0.8986  -0.6615
 5FF  O30  O  O2    0  -0.471   8.4330   0.6964  -1.4072
 5FF  C31  C  CH3   0  -0.436   9.6780   0.5762  -0.7494
 5FF  C28  C  CR16  0  -0.370   7.3274   1.0280   0.7231
 5FF  C29  C  CR16  0  -0.295   6.1234   1.2312   1.3923
 5FF  H1   H  HCH1  0   0.271  -3.2090  -0.3008   1.8099
 5FF  H2   H  HCH2  0   0.298  -4.3541  -1.7650   0.2008
 5FF  H3   H  HCH2  0   0.276  -3.2097  -1.3075  -1.0609
 5FF  H4   H  HCH1  0   0.324  -2.7381  -2.9596   1.4685
 5FF  H5   H  HCR6  0   0.251  -5.1964   0.8677   2.0221
 5FF  H6   H  HCR6  0   0.247  -6.7838   2.5637   1.2310
 5FF  H7   H  HCH2  0   0.240  -6.8352   3.9091  -2.2036
 5FF  H8   H  HCH2  0   0.240  -7.7406   3.7598  -0.7124
 5FF  H9   H  HCH3  0   0.231  -6.9740   6.1043  -1.0392
 5FF  H10  H  HCH3  0   0.225  -6.1998   5.4188   0.3894
 5FF  H11  H  HCH3  0   0.226  -5.2960   5.5683  -1.1167
 5FF  H12  H  HCR6  0   0.247  -4.5722   2.9323  -2.4106
 5FF  H13  H  HCR6  0   0.252  -2.9859   1.2383  -1.6242
 5FF  H14  H  HNH1  0   0.400  -1.3661   1.1403   0.7499
 5FF  H15  H  HCR5  0   0.267   2.0134  -2.4447   1.1621
 5FF  H16  H  HNH1  0   0.400   3.0898  -0.4926   1.4483
 5FF  H17  H  HCH2  0   0.263   3.1273   2.4360   1.0887
 5FF  H18  H  HCH2  0   0.255   3.8291   1.6950   2.5143
 5FF  H19  H  HCR6  0   0.253   4.0115   1.2389  -1.2364
 5FF  H20  H  HCR6  0   0.262   6.1173   0.8821  -2.4358
 5FF  H21  H  HCH3  0   0.259  10.4217   0.4060  -1.5239
 5FF  H22  H  HCH3  0   0.228   9.9422   1.4856  -0.2031
 5FF  H23  H  HCH3  0   0.228   9.6941  -0.2685  -0.0556
 5FF  H24  H  HCR6  0   0.278   8.2407   0.9715   1.2999
 5FF  H25  H  HCR6  0   0.256   6.1394   1.3248   2.4721
 5FF  F58  F  F     0  -0.303  -1.7709  -3.4546  -1.6189

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
 5FF  F57  C13  single    1.339  0.020  1.339
 5FF  F58  C13  single    1.336  0.020  1.336
 5FF  C13  C3   single    1.527  0.020  1.527
 5FF  C13  F56  single    1.333  0.020  1.333
 5FF  C3   C2   single    1.532  0.020  1.532
 5FF  C3   N4   single    1.445  0.020  1.445
 5FF  C2   C1   single    1.528  0.020  1.528
 5FF  C12  C11  aromatic  1.387  0.020  1.387
 5FF  C12  C7   aromatic  1.392  0.020  1.392
 5FF  N4   N19  aromatic  1.354  0.020  1.354
 5FF  N4   C5   aromatic  1.347  0.020  1.347
 5FF  C1   C7   single    1.506  0.020  1.506
 5FF  C1   N6   single    1.452  0.020  1.452
 5FF  C11  C10  aromatic  1.394  0.020  1.394
 5FF  N19  C18  aromatic  1.305  0.020  1.305
 5FF  C7   C8   aromatic  1.389  0.020  1.389
 5FF  C10  C32  single    1.503  0.020  1.503
 5FF  C10  C9   aromatic  1.392  0.020  1.392
 5FF  C5   N6   single    1.352  0.020  1.352
 5FF  C5   C17  aromatic  1.394  0.020  1.394
 5FF  C32  C33  single    1.528  0.020  1.528
 5FF  C8   C9   aromatic  1.388  0.020  1.388
 5FF  C18  C17  aromatic  1.414  0.020  1.414
 5FF  C17  C20  single    1.457  0.020  1.457
 5FF  C20  O22  double    1.232  0.020  1.232
 5FF  C20  N21  single    1.347  0.020  1.347
 5FF  N21  C23  single    1.446  0.020  1.446
 5FF  C23  C24  single    1.505  0.020  1.505
 5FF  C24  C25  aromatic  1.396  0.020  1.396
 5FF  C24  C29  aromatic  1.386  0.020  1.386
 5FF  C25  C26  aromatic  1.380  0.020  1.380
 5FF  C29  C28  aromatic  1.392  0.020  1.392
 5FF  C26  C27  aromatic  1.399  0.020  1.399
 5FF  C28  C27  aromatic  1.391  0.020  1.391
 5FF  C27  O30  single    1.347  0.020  1.347
 5FF  O30  C31  single    1.413  0.020  1.413
 5FF  C1   H1   single    0.970  0.020  1.090
 5FF  C2   H2   single    0.970  0.020  1.090
 5FF  C2   H3   single    0.970  0.020  1.090
 5FF  C3   H4   single    0.970  0.020  1.090
 5FF  C8   H5   single    0.930  0.020  1.080
 5FF  C9   H6   single    0.930  0.020  1.080
 5FF  C32  H7   single    0.970  0.020  1.090
 5FF  C32  H8   single    0.970  0.020  1.090
 5FF  C33  H9   single    0.970  0.020  1.090
 5FF  C33  H10  single    0.970  0.020  1.090
 5FF  C33  H11  single    0.970  0.020  1.090
 5FF  C11  H12  single    0.930  0.020  1.080
 5FF  C12  H13  single    0.930  0.020  1.080
 5FF  N6   H14  single    0.890  0.020  1.040
 5FF  C18  H15  single    0.930  0.020  1.080
 5FF  N21  H16  single    0.860  0.020  1.020
 5FF  C23  H17  single    0.970  0.020  1.090
 5FF  C23  H18  single    0.970  0.020  1.090
 5FF  C25  H19  single    0.930  0.020  1.080
 5FF  C26  H20  single    0.930  0.020  1.080
 5FF  C31  H21  single    0.970  0.020  1.090
 5FF  C31  H22  single    0.970  0.020  1.090
 5FF  C31  H23  single    0.970  0.020  1.090
 5FF  C28  H24  single    0.930  0.020  1.080
 5FF  C29  H25  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
 5FF  H1   C1   N6   110.53  3.000
 5FF  H1   C1   C7   108.39  3.000
 5FF  N6   C1   C7   110.70  3.000
 5FF  H1   C1   C2   108.47  3.000
 5FF  N6   C1   C2   107.92  3.000
 5FF  C7   C1   C2   110.81  3.000
 5FF  H3   C2   H2   107.93  3.000
 5FF  H3   C2   C3   110.89  3.000
 5FF  H2   C2   C3   108.88  3.000
 5FF  H3   C2   C1   108.49  3.000
 5FF  H2   C2   C1   109.06  3.000
 5FF  C3   C2   C1   111.51  3.000
 5FF  H4   C3   N4   109.42  3.000
 5FF  H4   C3   C13  107.55  3.000
 5FF  N4   C3   C13  110.33  3.000
 5FF  H4   C3   C2   109.79  3.000
 5FF  N4   C3   C2   109.08  3.000
 5FF  C13  C3   C2   110.65  3.000
 5FF  C17  C5   N4   106.44  3.000
 5FF  C17  C5   N6   132.05  3.000
 5FF  N4   C5   N6   121.51  3.000
 5FF  F57  C13  F56  106.60  3.000
 5FF  F56  C13  F58  107.52  3.000
 5FF  F57  C13  F58  107.46  3.000
 5FF  F56  C13  C3   112.92  3.000
 5FF  F58  C13  C3   111.90  3.000
 5FF  F57  C13  C3   110.15  3.000
 5FF  C12  C7   C8   118.66  3.000
 5FF  C8   C7   C1   120.06  3.000
 5FF  C12  C7   C1   121.25  3.000
 5FF  H5   C8   C9   119.53  3.000
 5FF  H5   C8   C7   119.79  3.000
 5FF  C9   C8   C7   120.69  3.000
 5FF  H6   C9   C10  119.64  3.000
 5FF  H6   C9   C8   119.38  3.000
 5FF  C10  C9   C8   120.99  3.000
 5FF  C11  C10  C32  120.93  3.000
 5FF  C32  C10  C9   121.00  3.000
 5FF  C11  C10  C9   118.03  3.000
 5FF  H8   C32  H7   106.54  3.000
 5FF  H8   C32  C33  109.50  3.000
 5FF  H7   C32  C33  109.33  3.000
 5FF  H8   C32  C10  109.67  3.000
 5FF  H7   C32  C10  109.67  3.000
 5FF  C33  C32  C10  111.97  3.000
 5FF  H11  C33  H10  107.80  3.000
 5FF  H11  C33  H9   107.86  3.000
 5FF  H10  C33  H9   107.89  3.000
 5FF  H11  C33  C32  111.07  3.000
 5FF  H10  C33  C32  111.15  3.000
 5FF  H9   C33  C32  110.92  3.000
 5FF  H12  C11  C12  119.27  3.000
 5FF  H12  C11  C10  119.57  3.000
 5FF  C12  C11  C10  121.17  3.000
 5FF  H13  C12  C11  119.52  3.000
 5FF  H13  C12  C7   120.01  3.000
 5FF  C11  C12  C7   120.47  3.000
 5FF  H14  N6   C5   114.34  3.000
 5FF  H14  N6   C1   117.61  3.000
 5FF  C5   N6   C1   116.97  3.000
 5FF  N19  N4   C5   112.51  3.000
 5FF  C5   N4   C3   125.45  3.000
 5FF  N19  N4   C3   121.93  3.000
 5FF  C18  N19  N4   104.98  3.000
 5FF  H15  C18  C17  128.20  3.000
 5FF  H15  C18  N19  119.36  3.000
 5FF  C17  C18  N19  112.44  3.000
 5FF  C20  C17  C18  131.93  3.000
 5FF  C20  C17  C5   124.41  3.000
 5FF  C18  C17  C5   103.62  3.000
 5FF  N21  C20  O22  122.74  3.000
 5FF  N21  C20  C17  116.29  3.000
 5FF  O22  C20  C17  120.98  3.000
 5FF  H16  N21  C23  116.49  3.000
 5FF  H16  N21  C20  119.01  3.000
 5FF  C23  N21  C20  124.31  3.000
 5FF  H18  C23  H17  106.84  3.000
 5FF  H18  C23  C24  109.62  3.000
 5FF  H17  C23  C24  110.56  3.000
 5FF  H18  C23  N21  110.35  3.000
 5FF  H17  C23  N21  107.86  3.000
 5FF  C24  C23  N21  111.50  3.000
 5FF  C29  C24  C25  117.96  3.000
 5FF  C29  C24  C23  121.18  3.000
 5FF  C25  C24  C23  120.86  3.000
 5FF  H19  C25  C26  118.87  3.000
 5FF  H19  C25  C24  119.94  3.000
 5FF  C26  C25  C24  121.19  3.000
 5FF  H20  C26  C27  119.45  3.000
 5FF  H20  C26  C25  120.27  3.000
 5FF  C27  C26  C25  120.28  3.000
 5FF  C28  C27  O30  124.54  3.000
 5FF  O30  C27  C26  116.25  3.000
 5FF  C28  C27  C26  119.22  3.000
 5FF  C31  O30  C27  118.46  3.000
 5FF  H23  C31  H22  108.79  3.000
 5FF  H23  C31  H21  108.73  3.000
 5FF  H22  C31  H21  108.72  3.000
 5FF  H23  C31  O30  111.97  3.000
 5FF  H22  C31  O30  112.01  3.000
 5FF  H21  C31  O30  106.52  3.000
 5FF  H24  C28  C29  118.78  3.000
 5FF  H24  C28  C27  121.63  3.000
 5FF  C29  C28  C27  119.59  3.000
 5FF  H25  C29  C28  118.60  3.000
 5FF  H25  C29  C24  119.64  3.000
 5FF  C28  C29  C24  121.77  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
 5FF  CONST_01  C18  N19  N4   C5      0.00   0.0  0
 5FF  CONST_02  N19  C18  C17  C5      0.00   0.0  0
 5FF  CONST_03  C10  C11  C12  C7      0.00   0.0  0
 5FF  CONST_04  C10  C9   C8   C7      0.00   0.0  0
 5FF  CONST_05  C11  C12  C7   C8      0.00   0.0  0
 5FF  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 5FF  CONST_07  C12  C11  C10  C9      0.00   0.0  0
 5FF  CONST_08  C12  C7   C8   C9      0.00   0.0  0
 5FF  CONST_09  C17  C18  N19  N4      0.00   0.0  0
 5FF  CONST_10  C18  C17  C5   N4      0.00   0.0  0
 5FF  CONST_11  C17  C5   N4   N19     0.00   0.0  0
 5FF  CONST_12  C27  C26  C25  C24     0.00   0.0  0
 5FF  CONST_13  C27  C28  C29  C24     0.00   0.0  0
 5FF  CONST_14  C28  C29  C24  C25     0.00   0.0  0
 5FF  CONST_15  C28  C27  C26  C25     0.00   0.0  0
 5FF  CONST_16  C29  C24  C25  C26     0.00   0.0  0
 5FF  CONST_17  C29  C28  C27  C26     0.00   0.0  0
 5FF  CONST_18  C11  C12  C7   C1    180.00   0.0  0
 5FF  CONST_19  C9   C8   C7   C1    180.00   0.0  0
 5FF  CONST_20  C32  C10  C9   C8    180.00   0.0  0
 5FF  CONST_21  C12  C11  C10  C32   180.00   0.0  0
 5FF  CONST_22  C20  C17  C5   N6      0.00   0.0  0
 5FF  CONST_23  C20  C17  C5   N4    180.00   0.0  0
 5FF  CONST_24  C20  C17  C18  N19   180.00   0.0  0
 5FF  CONST_25  C26  C25  C24  C23   180.00   0.0  0
 5FF  CONST_26  C28  C29  C24  C23   180.00   0.0  0
 5FF  CONST_27  O30  C27  C26  C25   180.00   0.0  0
 5FF  CONST_28  C29  C28  C27  O30   180.00   0.0  0
 5FF  CONST_29  H13  C12  C7   C1      0.00   0.0  0
 5FF  CONST_30  H5   C8   C7   C1      0.00   0.0  0
 5FF  CONST_31  H15  C18  C17  C5    180.00   0.0  0
 5FF  CONST_32  H12  C11  C12  C7    180.00   0.0  0
 5FF  CONST_33  H6   C9   C8   C7    180.00   0.0  0
 5FF  CONST_34  H20  C26  C25  C24   180.00   0.0  0
 5FF  CONST_35  H24  C28  C29  C24   180.00   0.0  0
 5FF  CONST_36  H25  C29  C24  C25   180.00   0.0  0
 5FF  CONST_37  H19  C25  C26  C27   180.00   0.0  0
 5FF  CONST_38  C23  N21  C20  C17   180.00   0.0  0
 5FF  CONST_39  H16  N21  C20  C17     0.00   0.0  0
 5FF  CONST_40  C23  N21  C20  O22     0.00   0.0  0
 5FF  Var_01    N4   C5   N6   C1     20.99  30.0  1
 5FF  Var_02    O22  C20  C17  C5     -3.09  30.0  2
 5FF  Var_03    C33  C32  C10  C9     89.05  30.0  2
 5FF  Var_04    C25  C24  C23  N21    62.08  30.0  2
 5FF  Var_05    C28  C27  O30  C31     1.44  30.0  3
 5FF  Var_06    C24  C23  N21  C20  -134.93  30.0  3
 5FF  Var_07    H9   C33  C32  C10  -179.81  30.0  3
 5FF  Var_08    H21  C31  O30  C27   179.22  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
 5FF  chir_01  C1  C2  C7   N6  positiv
 5FF  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
 5FF  plan-1  C1   0.020
 5FF  plan-1  C7   0.020
 5FF  plan-1  C8   0.020
 5FF  plan-1  C9   0.020
 5FF  plan-1  C10  0.020
 5FF  plan-1  C32  0.020
 5FF  plan-1  C11  0.020
 5FF  plan-1  C12  0.020
 5FF  plan-1  H5   0.020
 5FF  plan-1  H6   0.020
 5FF  plan-1  H12  0.020
 5FF  plan-1  H13  0.020
 5FF  plan-2  C23  0.020
 5FF  plan-2  C24  0.020
 5FF  plan-2  C25  0.020
 5FF  plan-2  C26  0.020
 5FF  plan-2  C27  0.020
 5FF  plan-2  O30  0.020
 5FF  plan-2  C28  0.020
 5FF  plan-2  C29  0.020
 5FF  plan-2  H19  0.020
 5FF  plan-2  H20  0.020
 5FF  plan-2  H24  0.020
 5FF  plan-2  H25  0.020
 5FF  plan-3  C3   0.020
 5FF  plan-3  C5   0.020
 5FF  plan-3  N6   0.020
 5FF  plan-3  N4   0.020
 5FF  plan-3  N19  0.020
 5FF  plan-3  C18  0.020
 5FF  plan-3  C17  0.020
 5FF  plan-3  C20  0.020
 5FF  plan-3  H15  0.020
 5FF  plan-4  C17  0.020
 5FF  plan-4  C20  0.020
 5FF  plan-4  O22  0.020
 5FF  plan-4  N21  0.020
 5FF  plan-4  C23  0.020
 5FF  plan-4  H16  0.020

