# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 06:21:40 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 6-methyl-~{N}-[(1~{R})-1-[4-(trifluoromethyloxy)phenyl]propyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](NC(=O)c1cnn2cc(C)cnc12)c3ccc(OC(F)(F)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
 87R  87R  6-methyl-~{N}-[(1~{R})-1-[4-(trifluoromethyloxy)phenyl]propyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  44  27  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_87R
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
 87R  C18  C  CR16  0  -0.310  -2.3088   1.9224  -0.6907
 87R  C22  C  CR16  0  -0.308  -1.5870   0.2088   0.8156
 87R  C19  C  CR16  0  -0.285  -3.3516   1.1195  -1.1279
 87R  C21  C  CR16  0  -0.284  -2.6210  -0.6107   0.3874
 87R  C1   C  CR15  0  -0.034   3.4030   0.3668   1.9131
 87R  C2   C  CR5   0  -0.372   2.8812   0.4747   0.6151
 87R  C17  C  CR6   0   0.166  -1.4157   1.4802   0.2790
 87R  C20  C  CR6   0   0.297  -3.4911  -0.1445  -0.5828
 87R  C3   C  CR56  0   0.628   3.7615  -0.2828  -0.1627
 87R  C6   C  CR16  0   0.053   5.7178  -1.5628   0.3133
 87R  C8   C  CR16  0  -0.059   4.8026  -1.3456  -1.8592
 87R  C7   C  CR6   0  -0.062   5.8046  -1.8814  -1.0067
 87R  C10  C  CH3   0  -0.720   6.8968  -2.7461  -1.5497
 87R  C15  C  CH2   0  -0.450  -0.8025   3.1810   2.0106
 87R  C14  C  CH1   0  -0.131  -0.3293   2.4101   0.7754
 87R  C24  C  CT    0   1.071  -4.3830  -1.7508  -2.0276
 87R  N5   N  N     0  -0.293   4.4916  -0.3759   1.9768
 87R  N9   N  N     0  -0.409   3.8209  -0.5811  -1.4652
 87R  N4   N  N     0  -0.360   4.7012  -0.7684   0.7178
 87R  N13  N  NH1   0  -0.675   0.8969   1.7109   1.0877
 87R  O12  O  O     0  -0.482   1.4580   1.3278  -1.0606
 87R  O23  O  O2    0  -0.523  -4.5611  -0.9456  -0.9745
 87R  F25  F  F     0  -0.300  -3.3929  -2.6277  -1.8474
 87R  F26  F  F     0  -0.278  -5.5069  -2.4249  -2.2139
 87R  F27  F  F     0  -0.300  -4.1048  -1.0829  -3.1496
 87R  H1   H  HCR6  0   0.261  -2.1897   2.9119  -1.1161
 87R  H2   H  HCR6  0   0.254  -0.9080  -0.1624   1.5734
 87R  H3   H  HCR6  0   0.278  -4.0455   1.4824  -1.8746
 87R  H4   H  HCR6  0   0.278  -2.7532  -1.5953   0.8162
 87R  H6   H  HCR6  0   0.322   6.4038  -1.8996   1.0777
 87R  H7   H  HCR6  0   0.279   4.8375  -1.5812  -2.9180
 87R  H8   H  HCH3  0   0.258   6.4896  -3.5599  -2.1498
 87R  H9   H  HCH3  0   0.261   7.5683  -2.1715  -2.1889
 87R  H10  H  HCH3  0   0.257   7.4901  -3.1834  -0.7489
 87R  H14  H  HCH2  0   0.234  -0.9794   2.4735   2.8275
 87R  H15  H  HCH2  0   0.252  -1.7723   3.6237   1.7769
 87R  H16  H  HCH1  0   0.259  -0.1210   3.1347  -0.0174
 87R  H17  H  HNH1  0   0.400   1.0704   1.4866   2.0539
 87R  C11  C  C     0   0.528   1.6995   1.1953   0.1312
 87R  C16  C  CH3   0  -0.664   0.1663   4.2692   2.4496
 87R  H5   H  HCR5  0   0.277   3.0318   0.8167   2.8225
 87R  H11  H  HCH3  0   0.223   1.1415   3.8665   2.7235
 87R  H12  H  HCH3  0   0.226   0.3207   5.0008   1.6548
 87R  H13  H  HCH3  0   0.238  -0.2232   4.8009   3.3177

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
 87R  F26  C24  single    1.324  0.020  1.324
 87R  F27  C24  single    1.335  0.020  1.335
 87R  C24  F25  single    1.335  0.020  1.335
 87R  C24  O23  single    1.338  0.020  1.338
 87R  O23  C20  single    1.393  0.020  1.393
 87R  C19  C20  aromatic  1.384  0.020  1.384
 87R  C19  C18  aromatic  1.387  0.020  1.387
 87R  C20  C21  aromatic  1.384  0.020  1.384
 87R  C18  C17  aromatic  1.390  0.020  1.390
 87R  C21  C22  aromatic  1.387  0.020  1.387
 87R  C17  C22  aromatic  1.391  0.020  1.391
 87R  C17  C14  single    1.514  0.020  1.514
 87R  O12  C11  double    1.223  0.020  1.223
 87R  C14  N13  single    1.446  0.020  1.446
 87R  C14  C15  single    1.531  0.020  1.531
 87R  C11  N13  single    1.351  0.020  1.351
 87R  C11  C2   single    1.466  0.020  1.466
 87R  C15  C16  single    1.522  0.020  1.522
 87R  C2   C1   aromatic  1.403  0.020  1.403
 87R  C2   C3   aromatic  1.398  0.020  1.398
 87R  C1   N5   aromatic  1.319  0.020  1.319
 87R  N5   N4   aromatic  1.335  0.020  1.335
 87R  C3   N9   aromatic  1.338  0.020  1.338
 87R  C3   N4   aromatic  1.376  0.020  1.376
 87R  N9   C8   aromatic  1.305  0.020  1.305
 87R  N4   C6   aromatic  1.352  0.020  1.352
 87R  C8   C7   aromatic  1.420  0.020  1.420
 87R  C6   C7   aromatic  1.361  0.020  1.361
 87R  C7   C10  single    1.495  0.020  1.495
 87R  C18  H1   single    0.930  0.020  1.080
 87R  C22  H2   single    0.930  0.020  1.080
 87R  C19  H3   single    0.930  0.020  1.080
 87R  C21  H4   single    0.930  0.020  1.080
 87R  C1   H5   single    0.930  0.020  1.080
 87R  C6   H6   single    0.930  0.020  1.080
 87R  C8   H7   single    0.930  0.020  1.080
 87R  C10  H8   single    0.970  0.020  1.090
 87R  C10  H9   single    0.970  0.020  1.090
 87R  C10  H10  single    0.970  0.020  1.090
 87R  C16  H11  single    0.970  0.020  1.090
 87R  C16  H12  single    0.970  0.020  1.090
 87R  C16  H13  single    0.970  0.020  1.090
 87R  C15  H14  single    0.970  0.020  1.090
 87R  C15  H15  single    0.970  0.020  1.090
 87R  C14  H16  single    0.970  0.020  1.090
 87R  N13  H17  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
 87R  H1   C18  C17  119.58  3.000
 87R  H1   C18  C19  119.18  3.000
 87R  C17  C18  C19  121.25  3.000
 87R  H2   C22  C17  120.41  3.000
 87R  H2   C22  C21  118.74  3.000
 87R  C17  C22  C21  120.86  3.000
 87R  H3   C19  C20  120.90  3.000
 87R  H3   C19  C18  120.37  3.000
 87R  C20  C19  C18  118.72  3.000
 87R  H4   C21  C20  120.50  3.000
 87R  H4   C21  C22  120.42  3.000
 87R  C20  C21  C22  119.07  3.000
 87R  H5   C1   N5   118.51  3.000
 87R  H5   C1   C2   128.23  3.000
 87R  N5   C1   C2   113.26  3.000
 87R  C11  C2   C3   126.18  3.000
 87R  C3   C2   C1   103.82  3.000
 87R  C11  C2   C1   130.00  3.000
 87R  C14  C17  C22  121.57  3.000
 87R  C14  C17  C18  119.63  3.000
 87R  C22  C17  C18  118.73  3.000
 87R  O23  C20  C21  119.10  3.000
 87R  C21  C20  C19  121.37  3.000
 87R  O23  C20  C19  119.48  3.000
 87R  N4   C3   N9   120.93  3.000
 87R  N4   C3   C2   105.38  3.000
 87R  N9   C3   C2   133.68  3.000
 87R  H6   C6   N4   116.66  3.000
 87R  H6   C6   C7   124.93  3.000
 87R  N4   C6   C7   118.41  3.000
 87R  H7   C8   N9   116.48  3.000
 87R  H7   C8   C7   118.75  3.000
 87R  N9   C8   C7   124.78  3.000
 87R  C10  C7   C8   121.03  3.000
 87R  C10  C7   C6   122.30  3.000
 87R  C8   C7   C6   116.67  3.000
 87R  H10  C10  H9   107.90  3.000
 87R  H10  C10  H8   107.98  3.000
 87R  H9   C10  H8   107.49  3.000
 87R  H10  C10  C7   111.31  3.000
 87R  H9   C10  C7   110.97  3.000
 87R  H8   C10  C7   111.03  3.000
 87R  H15  C15  H14  106.16  3.000
 87R  H15  C15  C14  107.83  3.000
 87R  H14  C15  C14  109.06  3.000
 87R  H15  C15  C16  109.72  3.000
 87R  H14  C15  C16  110.47  3.000
 87R  C14  C15  C16  113.33  3.000
 87R  H16  C14  N13  108.38  3.000
 87R  H16  C14  C15  108.06  3.000
 87R  N13  C14  C15  109.35  3.000
 87R  H16  C14  C17  107.81  3.000
 87R  C15  C14  C17  110.61  3.000
 87R  N13  C14  C17  112.49  3.000
 87R  F27  C24  F26  108.26  3.000
 87R  F27  C24  F25  106.71  3.000
 87R  F26  C24  F25  108.32  3.000
 87R  F25  C24  O23  112.83  3.000
 87R  F27  C24  O23  112.84  3.000
 87R  F26  C24  O23  107.72  3.000
 87R  N4   N5   C1   104.45  3.000
 87R  C8   N9   C3   117.26  3.000
 87R  N5   N4   C6   124.95  3.000
 87R  C6   N4   C3   121.96  3.000
 87R  N5   N4   C3   113.10  3.000
 87R  H17  N13  C14  117.46  3.000
 87R  H17  N13  C11  119.47  3.000
 87R  C14  N13  C11  122.38  3.000
 87R  C24  O23  C20  117.74  3.000
 87R  O12  C11  N13  122.08  3.000
 87R  N13  C11  C2   115.64  3.000
 87R  O12  C11  C2   122.27  3.000
 87R  H13  C16  H12  107.68  3.000
 87R  H13  C16  H11  107.45  3.000
 87R  H12  C16  H11  107.71  3.000
 87R  H13  C16  C15  110.55  3.000
 87R  H12  C16  C15  111.07  3.000
 87R  H11  C16  C15  112.20  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
 87R  CONST_01  C21  C20  C19  C18    0.00   0.0  0
 87R  CONST_02  C21  C22  C17  C18    0.00   0.0  0
 87R  CONST_03  C19  C20  C21  C22    0.00   0.0  0
 87R  CONST_04  C19  C18  C17  C22    0.00   0.0  0
 87R  CONST_05  N9   C3   C2   C1   180.00   0.0  0
 87R  CONST_06  N4   C3   C2   C1     0.00   0.0  0
 87R  CONST_07  C3   N4   N5   C1     0.00   0.0  0
 87R  CONST_08  C6   N4   N5   C1   180.00   0.0  0
 87R  CONST_09  N4   N5   C1   C2     0.00   0.0  0
 87R  CONST_10  C8   N9   C3   C2   180.00   0.0  0
 87R  CONST_11  N5   N4   C3   C2     0.00   0.0  0
 87R  CONST_12  C6   N4   C3   C2   180.00   0.0  0
 87R  CONST_13  C20  C19  C18  C17    0.00   0.0  0
 87R  CONST_14  C20  C21  C22  C17    0.00   0.0  0
 87R  CONST_15  N5   C1   C2   C3     0.00   0.0  0
 87R  CONST_16  C7   C8   N9   C3     0.00   0.0  0
 87R  CONST_17  C7   C6   N4   C3     0.00   0.0  0
 87R  CONST_18  N9   C3   N4   C6     0.00   0.0  0
 87R  CONST_19  N9   C8   C7   C6     0.00   0.0  0
 87R  CONST_20  N4   C3   N9   C8     0.00   0.0  0
 87R  CONST_21  N4   C6   C7   C8     0.00   0.0  0
 87R  CONST_22  N5   N4   C6   C7   180.00   0.0  0
 87R  CONST_23  N9   C3   N4   N5   180.00   0.0  0
 87R  CONST_24  O23  C20  C19  C18  180.00   0.0  0
 87R  CONST_25  O23  C20  C21  C22  180.00   0.0  0
 87R  CONST_26  C14  C17  C18  C19  180.00   0.0  0
 87R  CONST_27  C14  C17  C22  C21  180.00   0.0  0
 87R  CONST_28  N5   C1   C2   C11  180.00   0.0  0
 87R  CONST_29  N9   C3   C2   C11    0.00   0.0  0
 87R  CONST_30  N4   C3   C2   C11  180.00   0.0  0
 87R  CONST_31  N9   C8   C7   C10  180.00   0.0  0
 87R  CONST_32  N4   C6   C7   C10  180.00   0.0  0
 87R  CONST_33  H2   C22  C17  C18  180.00   0.0  0
 87R  CONST_34  H1   C18  C17  C22  180.00   0.0  0
 87R  CONST_35  H4   C21  C20  C19  180.00   0.0  0
 87R  CONST_36  H3   C19  C20  C21  180.00   0.0  0
 87R  CONST_37  H5   C1   C2   C3   180.00   0.0  0
 87R  CONST_38  H7   C8   N9   C3   180.00   0.0  0
 87R  CONST_39  H6   C6   N4   C3   180.00   0.0  0
 87R  CONST_40  C14  N13  C11  C2   180.00   0.0  0
 87R  CONST_41  H17  N13  C11  C2     0.00   0.0  0
 87R  CONST_42  O12  C11  N13  C14    0.00   0.0  0
 87R  Var_01    O12  C11  C2   C1   171.08  30.0  2
 87R  Var_02    H8   C10  C7   C6   128.70  30.0  2
 87R  Var_03    F26  C24  O23  C20  179.29  30.0  3
 87R  Var_04    H11  C16  C15  C14  -61.21  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
 87R  chir_01  C14  C17  N13  C15  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
 87R  plan-1  C18  0.020
 87R  plan-1  C22  0.020
 87R  plan-1  C19  0.020
 87R  plan-1  C21  0.020
 87R  plan-1  C17  0.020
 87R  plan-1  C20  0.020
 87R  plan-1  C14  0.020
 87R  plan-1  O23  0.020
 87R  plan-1  H1   0.020
 87R  plan-1  H2   0.020
 87R  plan-1  H3   0.020
 87R  plan-1  H4   0.020
 87R  plan-2  C1   0.020
 87R  plan-2  C2   0.020
 87R  plan-2  C3   0.020
 87R  plan-2  C6   0.020
 87R  plan-2  C8   0.020
 87R  plan-2  C7   0.020
 87R  plan-2  C10  0.020
 87R  plan-2  N5   0.020
 87R  plan-2  N9   0.020
 87R  plan-2  N4   0.020
 87R  plan-2  H6   0.020
 87R  plan-2  H7   0.020
 87R  plan-2  C11  0.020
 87R  plan-2  H5   0.020
 87R  plan-3  C2   0.020
 87R  plan-3  C14  0.020
 87R  plan-3  N13  0.020
 87R  plan-3  O12  0.020
 87R  plan-3  H17  0.020
 87R  plan-3  C11  0.020

