# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 11:55:40 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: methyl 7-(3,5-difluorophenyl)-5-(pyridin-3-yl)[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(nc2ncnn2c1c3cc(F)cc(F)c3)c4cccnc4
#
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
 EQY  EQY  'methyl 7-(3,5-difluorophenyl)-5-(pyridin-3-yl)[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate'  ligand  38  27  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EQY
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
 EQY  C10  C  CR15  0   0.048   1.0386   3.9097   0.8955
 EQY  C13  C  CR6   0   0.493   0.6386   0.6511   0.0621
 EQY  C23  C  CR16  0  -0.160  -4.1217   0.3908   0.8524
 EQY  C27  C  CR16  0  -0.085  -3.3936  -0.5886  -1.1971
 EQY  C25  C  CR16  0  -0.055  -5.5365  -0.9409  -0.5263
 EQY  C24  C  CR16  0  -0.318  -5.3594  -0.1825   0.6221
 EQY  C01  C  CH3   0  -0.429  -1.4888  -3.5047   0.2958
 EQY  C03  C  C     0   0.452  -0.5932  -1.4368  -0.3752
 EQY  C05  C  CR6   0  -0.174  -0.5737   0.0221  -0.0573
 EQY  C06  C  CR6   0   0.278  -1.7716   0.7761   0.1291
 EQY  C08  C  CR56  0   0.602  -0.5798   2.6375   0.5900
 EQY  C14  C  CR6   0   0.040   1.9521  -0.0024  -0.0742
 EQY  C15  C  CR16  0  -0.423   2.8102   0.3814  -1.0972
 EQY  C16  C  CR6   0   0.565   4.0227  -0.2692  -1.1996
 EQY  C18  C  CR16  0  -0.552   4.4160  -1.2649  -0.3250
 EQY  C19  C  CR6   0   0.570   3.5347  -1.6033   0.6820
 EQY  C21  C  CR16  0  -0.443   2.3033  -0.9948   0.8318
 EQY  C22  C  CR6   0  -0.056  -3.1016   0.1700  -0.0665
 EQY  F17  F  F     0  -0.301   4.8573   0.0774  -2.1826
 EQY  F20  F  F     0  -0.300   3.8909  -2.5542   1.5487
 EQY  N07  N  N     0  -0.439  -1.7611   2.0440   0.4565
 EQY  N09  N  N     0  -0.481  -0.3031   3.8818   0.9220
 EQY  N11  N  N     0  -0.259   1.6400   2.7826   0.5742
 EQY  N12  N  N     0  -0.411   0.6024   1.9639   0.3718
 EQY  N26  N  N     0  -0.395  -4.5791  -1.1319  -1.4263
 EQY  O02  O  O2    0  -0.430  -1.3027  -2.1017   0.5126
 EQY  O04  O  O     0  -0.406  -0.0227  -1.9231  -1.3151
 EQY  H1   H  HCR5  0   0.290   1.6115   4.7960   1.1226
 EQY  H2   H  HCR6  0   0.279  -3.9430   0.9876   1.7371
 EQY  H3   H  HCR6  0   0.275  -2.6444  -0.7376  -1.9691
 EQY  H4   H  HCR6  0   0.276  -6.4929  -1.4087  -0.7295
 EQY  H5   H  HCR6  0   0.281  -6.1752  -0.0479   1.3183
 EQY  H6   H  HCH3  0   0.261  -2.1650  -3.8366   1.0769
 EQY  H7   H  HCH3  0   0.246  -1.9341  -3.6971  -0.6797
 EQY  H8   H  HCH3  0   0.251  -0.5446  -4.0418   0.3762
 EQY  H9   H  HCR6  0   0.296   2.5408   1.1527  -1.8060
 EQY  H10  H  HCR6  0   0.315   5.3758  -1.7550  -0.4236
 EQY  H11  H  HCR6  0   0.300   1.6459  -1.2833   1.6418

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
 EQY  F20  C19  single    1.335  0.020  1.335
 EQY  C18  C19  aromatic  1.380  0.020  1.380
 EQY  C18  C16  aromatic  1.382  0.020  1.382
 EQY  C19  C21  aromatic  1.382  0.020  1.382
 EQY  F17  C16  single    1.335  0.020  1.335
 EQY  C16  C15  aromatic  1.380  0.020  1.380
 EQY  C21  C14  aromatic  1.389  0.020  1.389
 EQY  C15  C14  aromatic  1.389  0.020  1.389
 EQY  C14  C13  single    1.473  0.020  1.473
 EQY  N11  C10  aromatic  1.317  0.020  1.317
 EQY  N11  N12  aromatic  1.337  0.020  1.337
 EQY  C13  N12  aromatic  1.349  0.020  1.349
 EQY  C13  C05  aromatic  1.371  0.020  1.371
 EQY  C10  N09  aromatic  1.342  0.020  1.342
 EQY  N12  C08  aromatic  1.378  0.020  1.378
 EQY  O04  C03  double    1.202  0.020  1.202
 EQY  N09  C08  aromatic  1.317  0.020  1.317
 EQY  C05  C03  single    1.493  0.020  1.493
 EQY  C05  C06  aromatic  1.428  0.020  1.428
 EQY  C03  O02  single    1.317  0.020  1.317
 EQY  C08  N07  aromatic  1.329  0.020  1.329
 EQY  O02  C01  single    1.432  0.020  1.432
 EQY  C06  N07  aromatic  1.310  0.020  1.310
 EQY  C06  C22  single    1.475  0.020  1.475
 EQY  C27  C22  aromatic  1.393  0.020  1.393
 EQY  C27  N26  aromatic  1.324  0.020  1.324
 EQY  C22  C23  aromatic  1.391  0.020  1.391
 EQY  N26  C25  aromatic  1.328  0.020  1.328
 EQY  C23  C24  aromatic  1.383  0.020  1.383
 EQY  C25  C24  aromatic  1.388  0.020  1.388
 EQY  C10  H1   single    0.930  0.020  1.080
 EQY  C23  H2   single    0.930  0.020  1.080
 EQY  C27  H3   single    0.930  0.020  1.080
 EQY  C25  H4   single    0.930  0.020  1.080
 EQY  C24  H5   single    0.930  0.020  1.080
 EQY  C01  H6   single    0.970  0.020  1.090
 EQY  C01  H7   single    0.970  0.020  1.090
 EQY  C01  H8   single    0.970  0.020  1.090
 EQY  C15  H9   single    0.930  0.020  1.080
 EQY  C18  H10  single    0.930  0.020  1.080
 EQY  C21  H11  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
 EQY  H1   C10  N11  120.76  3.000
 EQY  H1   C10  N09  122.92  3.000
 EQY  N11  C10  N09  116.32  3.000
 EQY  N12  C13  C14  118.47  3.000
 EQY  N12  C13  C05  116.27  3.000
 EQY  C14  C13  C05  125.23  3.000
 EQY  H2   C23  C22  120.45  3.000
 EQY  H2   C23  C24  120.82  3.000
 EQY  C22  C23  C24  118.73  3.000
 EQY  H3   C27  N26  116.00  3.000
 EQY  H3   C27  C22  120.48  3.000
 EQY  N26  C27  C22  123.49  3.000
 EQY  H4   C25  N26  116.56  3.000
 EQY  H4   C25  C24  120.24  3.000
 EQY  N26  C25  C24  123.20  3.000
 EQY  H5   C24  C25  120.32  3.000
 EQY  H5   C24  C23  121.10  3.000
 EQY  C25  C24  C23  118.58  3.000
 EQY  H8   C01  H7   109.47  3.000
 EQY  H8   C01  H6   109.65  3.000
 EQY  H7   C01  H6   109.63  3.000
 EQY  H8   C01  O02  111.06  3.000
 EQY  H7   C01  O02  111.20  3.000
 EQY  H6   C01  O02  105.77  3.000
 EQY  O04  C03  O02  125.35  3.000
 EQY  O02  C03  C05  110.91  3.000
 EQY  O04  C03  C05  123.74  3.000
 EQY  C06  C05  C03  122.19  3.000
 EQY  C06  C05  C13  119.23  3.000
 EQY  C03  C05  C13  118.58  3.000
 EQY  N07  C06  C22  115.99  3.000
 EQY  C22  C06  C05  121.49  3.000
 EQY  N07  C06  C05  122.50  3.000
 EQY  N12  C08  N09  108.75  3.000
 EQY  N09  C08  N07  129.35  3.000
 EQY  N12  C08  N07  121.90  3.000
 EQY  C21  C14  C15  121.43  3.000
 EQY  C15  C14  C13  119.75  3.000
 EQY  C21  C14  C13  118.82  3.000
 EQY  H9   C15  C16  120.43  3.000
 EQY  H9   C15  C14  121.71  3.000
 EQY  C16  C15  C14  117.85  3.000
 EQY  F17  C16  C18  118.35  3.000
 EQY  F17  C16  C15  118.78  3.000
 EQY  C18  C16  C15  122.86  3.000
 EQY  H10  C18  C19  121.45  3.000
 EQY  H10  C18  C16  121.39  3.000
 EQY  C19  C18  C16  117.16  3.000
 EQY  F20  C19  C21  118.76  3.000
 EQY  C21  C19  C18  122.70  3.000
 EQY  F20  C19  C18  118.55  3.000
 EQY  H11  C21  C19  120.34  3.000
 EQY  H11  C21  C14  121.66  3.000
 EQY  C19  C21  C14  117.99  3.000
 EQY  C06  C22  C27  121.38  3.000
 EQY  C27  C22  C23  117.98  3.000
 EQY  C06  C22  C23  120.58  3.000
 EQY  C08  N07  C06  117.69  3.000
 EQY  C08  N09  C10  102.99  3.000
 EQY  N12  N11  C10  101.92  3.000
 EQY  N11  N12  C08  110.02  3.000
 EQY  C08  N12  C13  122.34  3.000
 EQY  N11  N12  C13  127.57  3.000
 EQY  C25  N26  C27  117.98  3.000
 EQY  C03  O02  C01  117.57  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
 EQY  CONST_01  C13  N12  N11  C10   180.00   0.0  0
 EQY  CONST_02  C08  N12  N11  C10     0.00   0.0  0
 EQY  CONST_03  N12  C08  N09  C10     0.00   0.0  0
 EQY  CONST_04  N07  C08  N09  C10   180.00   0.0  0
 EQY  CONST_05  C19  C21  C14  C13   180.00   0.0  0
 EQY  CONST_06  C16  C15  C14  C13   180.00   0.0  0
 EQY  CONST_07  N09  C08  N12  C13   180.00   0.0  0
 EQY  CONST_08  N07  C08  N12  C13     0.00   0.0  0
 EQY  CONST_09  N07  C06  C05  C13     0.00   0.0  0
 EQY  CONST_10  C22  C06  C05  C13   180.00   0.0  0
 EQY  CONST_13  N26  C27  C22  C23     0.00   0.0  0
 EQY  CONST_14  N26  C25  C24  C23     0.00   0.0  0
 EQY  CONST_17  C24  C23  C22  C27     0.00   0.0  0
 EQY  CONST_18  C24  C25  N26  C27     0.00   0.0  0
 EQY  CONST_19  C22  C27  N26  C25     0.00   0.0  0
 EQY  CONST_20  C22  C23  C24  C25     0.00   0.0  0
 EQY  CONST_21  C06  C22  C23  C24   180.00   0.0  0
 EQY  CONST_24  N11  N12  C13  C05   180.00   0.0  0
 EQY  CONST_25  C08  N12  C13  C05     0.00   0.0  0
 EQY  CONST_26  C08  N07  C06  C05     0.00   0.0  0
 EQY  CONST_27  C14  C13  C05  C06   180.00   0.0  0
 EQY  CONST_28  N12  C13  C05  C06     0.00   0.0  0
 EQY  CONST_29  N12  C08  N07  C06     0.00   0.0  0
 EQY  CONST_30  N09  C08  N07  C06   180.00   0.0  0
 EQY  CONST_31  N26  C27  C22  C06   180.00   0.0  0
 EQY  CONST_32  C14  C13  N12  C08   180.00   0.0  0
 EQY  CONST_33  N11  C10  N09  C08     0.00   0.0  0
 EQY  CONST_34  C22  C06  N07  C08   180.00   0.0  0
 EQY  CONST_35  C18  C19  C21  C14     0.00   0.0  0
 EQY  CONST_36  C18  C16  C15  C14     0.00   0.0  0
 EQY  CONST_37  N11  N12  C13  C14     0.00   0.0  0
 EQY  CONST_38  C19  C18  C16  C15     0.00   0.0  0
 EQY  CONST_39  C19  C21  C14  C15     0.00   0.0  0
 EQY  CONST_41  C21  C19  C18  C16     0.00   0.0  0
 EQY  CONST_42  C21  C14  C15  C16     0.00   0.0  0
 EQY  CONST_44  N11  N12  C08  N07   180.00   0.0  0
 EQY  CONST_45  N12  N11  C10  N09     0.00   0.0  0
 EQY  CONST_46  N11  N12  C08  N09     0.00   0.0  0
 EQY  CONST_47  C14  C13  C05  C03     0.00   0.0  0
 EQY  CONST_48  N12  C13  C05  C03   180.00   0.0  0
 EQY  CONST_49  N07  C06  C05  C03   180.00   0.0  0
 EQY  CONST_50  C22  C06  C05  C03     0.00   0.0  0
 EQY  CONST_51  F20  C19  C21  C14   180.00   0.0  0
 EQY  CONST_52  F17  C16  C15  C14   180.00   0.0  0
 EQY  CONST_53  F20  C19  C18  C16   180.00   0.0  0
 EQY  CONST_54  F17  C16  C18  C19   180.00   0.0  0
 EQY  CONST_55  H11  C21  C14  C13     0.00   0.0  0
 EQY  CONST_56  H9   C15  C14  C13     0.00   0.0  0
 EQY  CONST_57  H3   C27  C22  C23   180.00   0.0  0
 EQY  CONST_58  H4   C25  C24  C23   180.00   0.0  0
 EQY  CONST_59  H2   C23  C22  C27   180.00   0.0  0
 EQY  CONST_60  H1   C10  N09  C08   180.00   0.0  0
 EQY  CONST_61  H10  C18  C16  C15   180.00   0.0  0
 EQY  CONST_62  H5   C24  C23  C22   180.00   0.0  0
 EQY  Var_01    O04  C03  C05  C13   -53.76  30.0  2
 EQY  Var_02    C05  C03  O02  C01   176.04  30.0  1
 EQY  Var_03    H6   C01  O02  C03  -174.97  30.0  3

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
 EQY  plan-1  C23  0.020
 EQY  plan-1  C27  0.020
 EQY  plan-1  C25  0.020
 EQY  plan-1  C24  0.020
 EQY  plan-1  C06  0.020
 EQY  plan-1  C22  0.020
 EQY  plan-1  N26  0.020
 EQY  plan-1  H2   0.020
 EQY  plan-1  H3   0.020
 EQY  plan-1  H4   0.020
 EQY  plan-1  H5   0.020
 EQY  plan-2  C13  0.020
 EQY  plan-2  C14  0.020
 EQY  plan-2  C15  0.020
 EQY  plan-2  C16  0.020
 EQY  plan-2  C18  0.020
 EQY  plan-2  C19  0.020
 EQY  plan-2  C21  0.020
 EQY  plan-2  F17  0.020
 EQY  plan-2  F20  0.020
 EQY  plan-2  H9   0.020
 EQY  plan-2  H10  0.020
 EQY  plan-2  H11  0.020
 EQY  plan-3  C10  0.020
 EQY  plan-3  C13  0.020
 EQY  plan-3  C03  0.020
 EQY  plan-3  C05  0.020
 EQY  plan-3  C06  0.020
 EQY  plan-3  C08  0.020
 EQY  plan-3  C14  0.020
 EQY  plan-3  C22  0.020
 EQY  plan-3  N07  0.020
 EQY  plan-3  N09  0.020
 EQY  plan-3  N11  0.020
 EQY  plan-3  N12  0.020
 EQY  plan-3  H1   0.020
 EQY  plan-4  C03  0.020
 EQY  plan-4  C05  0.020
 EQY  plan-4  O02  0.020
 EQY  plan-4  O04  0.020

