# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 07:22:51 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N-(5-piperidin-4-yl-1-propan-2-yl-pyrazol-3-yl)-4-(trifluoromethyl)pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)n1nc(Nc2cc(ccn2)C(F)(F)F)cc1C3CCNCC3
#
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
 50E  50E  N-(5-piperidin-4-yl-1-propan-2-yl-pyrazol-3-yl)-4-(trifluoromethyl)pyridin-2-amine  ligand  47  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_50E
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
 50E  C14  C  CR16  0  -0.029   2.7806  -1.7375  -0.2110
 50E  C5   C  CR5   0   0.533  -2.4910   0.0072  -0.1775
 50E  C6   C  CR15  0  -0.604  -1.1493  -0.3255  -0.2043
 50E  C11  C  CR16  0  -0.459   3.2260   0.9310  -0.0717
 50E  C7   C  CR5   0   0.477  -0.4845   0.9035  -0.0440
 50E  C10  C  CR6   0   0.571   1.9302   0.3741  -0.0799
 50E  C12  C  CR6   0  -0.082   4.2987   0.0761  -0.1375
 50E  C13  C  CR16  0  -0.398   4.0889  -1.3031  -0.2057
 50E  C3   C  CH3   0  -0.646  -3.8093   2.8519   1.4562
 50E  C1   C  CH3   0  -0.643  -3.7373   3.2197  -1.0431
 50E  N4   N  NR5   0  -0.342  -2.5512   1.3423  -0.0085
 50E  N8   N  N     0  -0.342  -1.3397   1.9019   0.0756
 50E  N9   N  NH1   0  -0.766   0.8638   1.2156  -0.0137
 50E  N15  N  N     0  -0.463   1.7238  -0.9332  -0.1516
 50E  C16  C  CT    0   1.061   5.7003   0.6077  -0.0910
 50E  F17  F  F     0  -0.301   5.7725   1.8969  -0.4301
 50E  F18  F  F     0  -0.311   6.2142   0.4954   1.1411
 50E  F19  F  F     0  -0.306   6.5113  -0.0647  -0.9136
 50E  C20  C  CH1   0  -0.362  -3.6902  -0.8784  -0.2904
 50E  C21  C  CH2   0  -0.428  -3.3368  -2.2248  -0.9226
 50E  C22  C  CH2   0  -0.316  -4.5762  -3.1111  -1.0141
 50E  N23  N  NH1   0  -0.576  -5.2530  -3.3149   0.2565
 50E  C24  C  CH2   0  -0.313  -5.5643  -2.0529   0.9074
 50E  C25  C  CH2   0  -0.432  -4.3648  -1.1202   1.0672
 50E  H1   H  HCR6  0   0.269   2.5658  -2.7984  -0.2678
 50E  H2   H  HCR5  0   0.268  -0.7193  -1.3009  -0.3296
 50E  H3   H  HCR6  0   0.290   3.3485   2.0047  -0.0200
 50E  H4   H  HCR6  0   0.281   4.9000  -2.0147  -0.2570
 50E  H5   H  HCH3  0   0.233  -2.9747   3.5350   1.6164
 50E  H6   H  HCH3  0   0.235  -4.7337   3.4241   1.5362
 50E  H7   H  HCH3  0   0.237  -3.8032   2.1059   2.2517
 50E  H8   H  HCH3  0   0.237  -3.6994   2.7329  -2.0178
 50E  H9   H  HCH3  0   0.235  -4.6519   3.8105  -0.9961
 50E  H10  H  HCH3  0   0.232  -2.8896   3.8991  -0.9621
 50E  H11  H  HCH1  0   0.260  -4.5869   1.5377  -0.0359
 50E  H12  H  HNH1  0   0.408   1.0645   2.2013   0.0586
 50E  H13  H  HCH1  0   0.250  -4.4213  -0.3913  -0.9491
 50E  H14  H  HCH2  0   0.237  -2.9056  -2.0789  -1.9162
 50E  H15  H  HCH2  0   0.222  -2.5788  -2.7286  -0.3133
 50E  H16  H  HCH2  0   0.216  -5.2907  -2.6570  -1.7100
 50E  H17  H  HCH2  0   0.237  -4.3103  -4.0846  -1.4306
 50E  H18  H  HNH1  0   0.339  -4.6504  -3.8579   0.8652
 50E  H20  H  HCH2  0   0.217  -6.3320  -1.5453   0.3127
 50E  H21  H  HCH2  0   0.238  -6.0095  -2.2601   1.8825
 50E  H22  H  HCH2  0   0.227  -3.6366  -1.5667   1.7526
 50E  H23  H  HCH2  0   0.236  -4.6894  -0.1776   1.5171
 50E  C2   C  CH1   0  -0.125  -3.7264   2.1972   0.0841

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
 50E  C24  C25  single    1.528  0.020  1.528
 50E  C24  N23  single    1.454  0.020  1.454
 50E  C25  C20  single    1.535  0.020  1.535
 50E  N23  C22  single    1.454  0.020  1.454
 50E  C1   C2   single    1.522  0.020  1.522
 50E  C20  C5   single    1.495  0.020  1.495
 50E  C20  C21  single    1.529  0.020  1.529
 50E  C22  C21  single    1.526  0.020  1.526
 50E  C5   N4   aromatic  1.347  0.020  1.347
 50E  C5   C6   aromatic  1.383  0.020  1.383
 50E  C2   N4   single    1.456  0.020  1.456
 50E  C2   C3   single    1.523  0.020  1.523
 50E  N4   N8   aromatic  1.337  0.020  1.337
 50E  C6   C7   aromatic  1.406  0.020  1.406
 50E  N8   C7   aromatic  1.320  0.020  1.320
 50E  C7   N9   single    1.384  0.020  1.384
 50E  N9   C10  single    1.360  0.020  1.360
 50E  C10  N15  aromatic  1.325  0.020  1.325
 50E  C10  C11  aromatic  1.410  0.020  1.410
 50E  N15  C14  aromatic  1.329  0.020  1.329
 50E  C11  C12  aromatic  1.373  0.020  1.373
 50E  F19  C16  single    1.337  0.020  1.337
 50E  C14  C13  aromatic  1.378  0.020  1.378
 50E  C12  C13  aromatic  1.397  0.020  1.397
 50E  C12  C16  single    1.500  0.020  1.500
 50E  F17  C16  single    1.335  0.020  1.335
 50E  C16  F18  single    1.340  0.020  1.340
 50E  C14  H1   single    0.930  0.020  1.080
 50E  C6   H2   single    0.930  0.020  1.080
 50E  C11  H3   single    0.930  0.020  1.080
 50E  C13  H4   single    0.930  0.020  1.080
 50E  C3   H5   single    0.970  0.020  1.090
 50E  C3   H6   single    0.970  0.020  1.090
 50E  C3   H7   single    0.970  0.020  1.090
 50E  C1   H8   single    0.970  0.020  1.090
 50E  C1   H9   single    0.970  0.020  1.090
 50E  C1   H10  single    0.970  0.020  1.090
 50E  C2   H11  single    0.970  0.020  1.090
 50E  N9   H12  single    0.860  0.020  1.020
 50E  C20  H13  single    0.970  0.020  1.090
 50E  C21  H14  single    0.970  0.020  1.090
 50E  C21  H15  single    0.970  0.020  1.090
 50E  C22  H16  single    0.970  0.020  1.090
 50E  C22  H17  single    0.970  0.020  1.090
 50E  N23  H18  single    0.890  0.020  1.040
 50E  C24  H20  single    0.970  0.020  1.090
 50E  C24  H21  single    0.970  0.020  1.090
 50E  C25  H22  single    0.970  0.020  1.090
 50E  C25  H23  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
 50E  H1   C14  N15  115.91  3.000
 50E  H1   C14  C13  119.78  3.000
 50E  N15  C14  C13  124.31  3.000
 50E  C20  C5   N4   124.11  3.000
 50E  N4   C5   C6   106.52  3.000
 50E  C20  C5   C6   129.37  3.000
 50E  H2   C6   C7   128.18  3.000
 50E  H2   C6   C5   127.57  3.000
 50E  C7   C6   C5   104.26  3.000
 50E  H3   C11  C12  122.12  3.000
 50E  H3   C11  C10  119.75  3.000
 50E  C12  C11  C10  118.13  3.000
 50E  N9   C7   N8   117.29  3.000
 50E  N9   C7   C6   131.29  3.000
 50E  N8   C7   C6   111.40  3.000
 50E  N15  C10  N9   119.39  3.000
 50E  N15  C10  C11  122.20  3.000
 50E  N9   C10  C11  118.41  3.000
 50E  C16  C12  C13  119.47  3.000
 50E  C16  C12  C11  120.51  3.000
 50E  C13  C12  C11  119.98  3.000
 50E  H4   C13  C12  122.68  3.000
 50E  H4   C13  C14  120.32  3.000
 50E  C12  C13  C14  117.00  3.000
 50E  H7   C3   H6   108.08  3.000
 50E  H7   C3   H5   108.49  3.000
 50E  H6   C3   H5   108.03  3.000
 50E  H7   C3   C2   111.27  3.000
 50E  H6   C3   C2   109.76  3.000
 50E  H5   C3   C2   111.11  3.000
 50E  H10  C1   H9   108.17  3.000
 50E  H10  C1   H8   108.54  3.000
 50E  H9   C1   H8   108.05  3.000
 50E  H10  C1   C2   111.00  3.000
 50E  H9   C1   C2   109.78  3.000
 50E  H8   C1   C2   111.21  3.000
 50E  N8   N4   C2   118.78  3.000
 50E  N8   N4   C5   112.47  3.000
 50E  C2   N4   C5   128.75  3.000
 50E  N4   N8   C7   105.36  3.000
 50E  H12  N9   C10  116.88  3.000
 50E  H12  N9   C7   114.57  3.000
 50E  C10  N9   C7   128.54  3.000
 50E  C10  N15  C14  118.38  3.000
 50E  F19  C16  F18  106.92  3.000
 50E  F18  C16  F17  107.09  3.000
 50E  F19  C16  F17  107.26  3.000
 50E  F18  C16  C12  110.94  3.000
 50E  F17  C16  C12  112.65  3.000
 50E  F19  C16  C12  111.69  3.000
 50E  H13  C20  C25  107.93  3.000
 50E  H13  C20  C21  107.25  3.000
 50E  C25  C20  C21  109.18  3.000
 50E  H13  C20  C5   108.46  3.000
 50E  C21  C20  C5   111.56  3.000
 50E  C25  C20  C5   112.27  3.000
 50E  H15  C21  H14  107.10  3.000
 50E  H15  C21  C22  109.16  3.000
 50E  H14  C21  C22  110.08  3.000
 50E  H15  C21  C20  109.58  3.000
 50E  H14  C21  C20  110.45  3.000
 50E  C22  C21  C20  110.39  3.000
 50E  H17  C22  H16  106.62  3.000
 50E  H17  C22  N23  108.77  3.000
 50E  H16  C22  N23  108.03  3.000
 50E  H17  C22  C21  110.05  3.000
 50E  H16  C22  C21  109.08  3.000
 50E  N23  C22  C21  114.01  3.000
 50E  H18  N23  C24  108.86  3.000
 50E  H18  N23  C22  108.85  3.000
 50E  C24  N23  C22  111.67  3.000
 50E  H21  C24  H20  106.68  3.000
 50E  H21  C24  C25  110.04  3.000
 50E  H20  C24  C25  108.90  3.000
 50E  H21  C24  N23  108.81  3.000
 50E  H20  C24  N23  108.01  3.000
 50E  C25  C24  N23  114.12  3.000
 50E  H23  C25  H22  106.93  3.000
 50E  H23  C25  C24  109.64  3.000
 50E  H22  C25  C24  109.79  3.000
 50E  H23  C25  C20  111.01  3.000
 50E  H22  C25  C20  109.00  3.000
 50E  C24  C25  C20  110.41  3.000
 50E  H11  C2   N4   105.94  3.000
 50E  H11  C2   C1   108.61  3.000
 50E  N4   C2   C1   110.68  3.000
 50E  H11  C2   C3   108.43  3.000
 50E  N4   C2   C3   110.72  3.000
 50E  C1   C2   C3   112.21  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
 50E  CONST_01  C11  C10  N15  C14     0.00   0.0  0
 50E  CONST_02  C11  C12  C13  C14     0.00   0.0  0
 50E  CONST_03  C7   N8   N4   C5      0.00   0.0  0
 50E  CONST_04  N8   C7   C6   C5      0.00   0.0  0
 50E  CONST_05  N8   N4   C5   C6      0.00   0.0  0
 50E  CONST_06  N4   N8   C7   C6      0.00   0.0  0
 50E  CONST_07  N4   C5   C6   C7      0.00   0.0  0
 50E  CONST_08  C13  C14  N15  C10     0.00   0.0  0
 50E  CONST_09  C13  C12  C11  C10     0.00   0.0  0
 50E  CONST_10  N15  C10  C11  C12     0.00   0.0  0
 50E  CONST_11  N15  C14  C13  C12     0.00   0.0  0
 50E  CONST_12  C20  C5   C6   C7    180.00   0.0  0
 50E  CONST_13  C20  C5   N4   N8    180.00   0.0  0
 50E  CONST_14  N9   C10  N15  C14   180.00   0.0  0
 50E  CONST_15  C16  C12  C13  C14   180.00   0.0  0
 50E  CONST_16  N9   C7   C6   C5    180.00   0.0  0
 50E  CONST_17  C2   N4   C5   C6    180.00   0.0  0
 50E  CONST_18  C2   N4   N8   C7    180.00   0.0  0
 50E  CONST_19  C16  C12  C11  C10   180.00   0.0  0
 50E  CONST_20  N9   C10  C11  C12   180.00   0.0  0
 50E  CONST_21  C20  C5   N4   C2      0.00   0.0  0
 50E  CONST_22  N9   C7   N8   N4    180.00   0.0  0
 50E  CONST_23  H4   C13  C12  C11   180.00   0.0  0
 50E  CONST_24  H1   C14  N15  C10   180.00   0.0  0
 50E  CONST_25  H3   C11  C12  C13   180.00   0.0  0
 50E  CONST_26  H2   C6   C5   N4    180.00   0.0  0
 50E  Var_01    N23  C24  C25  C20    54.57  30.0  1
 50E  Var_02    N23  C22  C21  C20   -55.32  30.0  1
 50E  Var_03    C24  N23  C22  C21    53.30  30.0  1
 50E  Var_04    C25  C24  N23  C22   -52.99  30.0  1
 50E  Var_05    C10  N9   C7   C6     -3.04  30.0  2
 50E  Var_06    C7   N9   C10  C11   178.05  30.0  1
 50E  Var_07    C1   C2   N4   C5   -118.87  30.0  2
 50E  Var_08    F19  C16  C12  C11  -141.79  30.0  2
 50E  Var_09    H8   C1   C2   N4     57.01  30.0  3
 50E  Var_10    H5   C3   C2   N4     65.06  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
 50E  chir_01  C20  C25  C5  C21  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
 50E  plan-1  C5   0.020
 50E  plan-1  C6   0.020
 50E  plan-1  C7   0.020
 50E  plan-1  N4   0.020
 50E  plan-1  N8   0.020
 50E  plan-1  N9   0.020
 50E  plan-1  C20  0.020
 50E  plan-1  H2   0.020
 50E  plan-1  C2   0.020
 50E  plan-2  C14  0.020
 50E  plan-2  C11  0.020
 50E  plan-2  C10  0.020
 50E  plan-2  C12  0.020
 50E  plan-2  C13  0.020
 50E  plan-2  N9   0.020
 50E  plan-2  N15  0.020
 50E  plan-2  C16  0.020
 50E  plan-2  H1   0.020
 50E  plan-2  H3   0.020
 50E  plan-2  H4   0.020

