# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 02:40:50 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: N,N'-diphenylpyrazolo[1,5-a][1,3,5]triazine-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N(c1ccccc1)c2nc(Nc3ccccc3)n4nccc4n2
#
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
 P19  P19  N,N'-diphenylpyrazolo[1,5-a][1,3,5]triazine-2,4-diamine  ligand  37  23  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P19
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
 P19  N01   N  N     0  -0.324   1.5110  -3.2091   0.2219
 P19  C02   C  CR15  0   0.006   0.6265  -4.1843   0.3032
 P19  C03   C  CR15  0  -0.582  -0.7029  -3.7315   0.2792
 P19  C04   C  CR56  0   0.623  -0.5978  -2.3579   0.1734
 P19  N05   N  N     0  -0.444   0.7532  -2.1033   0.1433
 P19  N06   N  N     0  -0.518  -1.4886  -1.3545   0.1049
 P19  C07   C  CR6   0   0.587  -0.9686  -0.1560   0.0078
 P19  N08   N  N     0  -0.539   0.3555   0.1523  -0.0301
 P19  C09   C  CR6   0   0.792   1.2121  -0.8226   0.0393
 P19  N10   N  NH1   0  -0.786   2.5413  -0.6830   0.0198
 P19  C11   C  CR6   0   0.365   3.3265   0.4728  -0.0719
 P19  C12   C  CR16  0  -0.345   4.7077   0.2808   0.0096
 P19  C13   C  CR16  0  -0.245   5.5719   1.3579  -0.0757
 P19  C14   C  CR16  0  -0.268   5.0756   2.6447  -0.2430
 P19  C15   C  CR16  0  -0.246   3.7043   2.8323  -0.3247
 P19  C16   C  CR16  0  -0.306   2.8228   1.7617  -0.2414
 P19  N17   N  NH1   0  -0.773  -1.7518   0.9481  -0.0673
 P19  C18   C  CR6   0   0.361  -3.1348   1.1059  -0.0530
 P19  C19   C  CR16  0  -0.311  -4.0615   0.0653   0.0397
 P19  C20   C  CR16  0  -0.245  -5.4207   0.3550   0.0470
 P19  C21   C  CR16  0  -0.276  -5.8844   1.6588  -0.0364
 P19  C22   C  CR16  0  -0.245  -4.9608   2.6932  -0.1304
 P19  C23   C  CR16  0  -0.351  -3.6046   2.4222  -0.1389
 P19  H02   H  HCR5  0   0.279   0.9677  -5.2059   0.3777
 P19  H03   H  HCR5  0   0.272  -1.6044  -4.3170   0.3318
 P19  HN10  H  HNH1  0   0.434   3.0537  -1.5524   0.1032
 P19  H12   H  HCR6  0   0.275   5.1052  -0.7187   0.1414
 P19  H13   H  HCR6  0   0.263   6.6385   1.1878  -0.0112
 P19  H14   H  HCR6  0   0.258   5.7506   3.4872  -0.3094
 P19  H15   H  HCR6  0   0.261   3.3018   3.8282  -0.4575
 P19  H16   H  HCR6  0   0.294   1.7610   1.9332  -0.3080
 P19  HN17  H  HNH1  0   0.415  -1.2222   1.8036  -0.1408
 P19  H19   H  HCR6  0   0.285  -3.7322  -0.9583   0.1051
 P19  H20   H  HCR6  0   0.257  -6.1251  -0.4638   0.1191
 P19  H21   H  HCR6  0   0.253  -6.9459   1.8668  -0.0289
 P19  H22   H  HCR6  0   0.258  -5.2946   3.7207  -0.1972
 P19  H23   H  HCR6  0   0.269  -2.8968   3.2398  -0.2116

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
 P19  N01  C02   aromatic  1.319  0.020  1.319
 P19  N01  N05   aromatic  1.343  0.020  1.343
 P19  C02  C03   aromatic  1.405  0.020  1.405
 P19  C02  H02   single    0.930  0.020  1.080
 P19  C03  C04   aromatic  1.382  0.020  1.382
 P19  C03  H03   single    0.930  0.020  1.080
 P19  C04  N06   aromatic  1.343  0.020  1.343
 P19  C04  N05   aromatic  1.375  0.020  1.375
 P19  N05  C09   aromatic  1.364  0.020  1.364
 P19  N06  C07   aromatic  1.310  0.020  1.310
 P19  C07  N17   single    1.356  0.020  1.356
 P19  C07  N08   aromatic  1.360  0.020  1.360
 P19  N08  C09   aromatic  1.300  0.020  1.300
 P19  C09  N10   single    1.337  0.020  1.337
 P19  N10  C11   single    1.400  0.020  1.400
 P19  N10  HN10  single    0.860  0.020  1.020
 P19  C11  C12   aromatic  1.397  0.020  1.397
 P19  C11  C16   aromatic  1.394  0.020  1.394
 P19  C12  C13   aromatic  1.384  0.020  1.384
 P19  C12  H12   single    0.930  0.020  1.080
 P19  C13  C14   aromatic  1.389  0.020  1.389
 P19  C13  H13   single    0.930  0.020  1.080
 P19  C14  C15   aromatic  1.387  0.020  1.387
 P19  C14  H14   single    0.930  0.020  1.080
 P19  C15  C16   aromatic  1.389  0.020  1.389
 P19  C15  H15   single    0.930  0.020  1.080
 P19  C16  H16   single    0.930  0.020  1.080
 P19  N17  C18   single    1.392  0.020  1.392
 P19  N17  HN17  single    0.860  0.020  1.020
 P19  C18  C23   aromatic  1.400  0.020  1.400
 P19  C18  C19   aromatic  1.397  0.020  1.397
 P19  C19  C20   aromatic  1.390  0.020  1.390
 P19  C19  H19   single    0.930  0.020  1.080
 P19  C20  C21   aromatic  1.386  0.020  1.386
 P19  C20  H20   single    0.930  0.020  1.080
 P19  C21  C22   aromatic  1.390  0.020  1.390
 P19  C21  H21   single    0.930  0.020  1.080
 P19  C22  C23   aromatic  1.383  0.020  1.383
 P19  C22  H22   single    0.930  0.020  1.080
 P19  C23  H23   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
 P19  N05   N01  C02  103.53  3.000
 P19  H02   C02  C03  127.25  3.000
 P19  H02   C02  N01  119.47  3.000
 P19  C03   C02  N01  113.28  3.000
 P19  H03   C03  C04  127.47  3.000
 P19  H03   C03  C02  128.06  3.000
 P19  C04   C03  C02  104.47  3.000
 P19  N06   C04  N05  120.80  3.000
 P19  N05   C04  C03  105.10  3.000
 P19  N06   C04  C03  134.10  3.000
 P19  C09   N05  C04  120.39  3.000
 P19  C09   N05  N01  125.99  3.000
 P19  C04   N05  N01  113.62  3.000
 P19  C07   N06  C04  115.08  3.000
 P19  N17   C07  N08  112.10  3.000
 P19  N08   C07  N06  126.57  3.000
 P19  N17   C07  N06  121.33  3.000
 P19  C09   N08  C07  118.05  3.000
 P19  N10   C09  N08  125.19  3.000
 P19  N10   C09  N05  115.70  3.000
 P19  N08   C09  N05  119.11  3.000
 P19  HN10  N10  C11  115.48  3.000
 P19  HN10  N10  C09  114.36  3.000
 P19  C11   N10  C09  130.15  3.000
 P19  C16   C11  C12  119.43  3.000
 P19  C16   C11  N10  124.64  3.000
 P19  C12   C11  N10  115.93  3.000
 P19  H12   C12  C13  119.77  3.000
 P19  H12   C12  C11  119.77  3.000
 P19  C13   C12  C11  120.47  3.000
 P19  H13   C13  C14  120.33  3.000
 P19  H13   C13  C12  119.32  3.000
 P19  C14   C13  C12  120.36  3.000
 P19  H14   C14  C15  120.55  3.000
 P19  H14   C14  C13  120.40  3.000
 P19  C15   C14  C13  119.06  3.000
 P19  H15   C15  C16  118.72  3.000
 P19  H15   C15  C14  119.96  3.000
 P19  C16   C15  C14  121.32  3.000
 P19  H16   C16  C15  119.92  3.000
 P19  H16   C16  C11  120.70  3.000
 P19  C15   C16  C11  119.37  3.000
 P19  HN17  N17  C18  115.23  3.000
 P19  HN17  N17  C07  113.04  3.000
 P19  C18   N17  C07  131.73  3.000
 P19  C23   C18  C19  118.81  3.000
 P19  C19   C18  N17  125.14  3.000
 P19  C23   C18  N17  116.05  3.000
 P19  H19   C19  C20  119.79  3.000
 P19  H19   C19  C18  120.61  3.000
 P19  C20   C19  C18  119.60  3.000
 P19  H20   C20  C21  119.85  3.000
 P19  H20   C20  C19  118.62  3.000
 P19  C21   C20  C19  121.53  3.000
 P19  H21   C21  C22  120.63  3.000
 P19  H21   C21  C20  120.57  3.000
 P19  C22   C21  C20  118.80  3.000
 P19  H22   C22  C23  119.21  3.000
 P19  H22   C22  C21  120.38  3.000
 P19  C23   C22  C21  120.41  3.000
 P19  H23   C23  C22  119.54  3.000
 P19  H23   C23  C18  119.61  3.000
 P19  C22   C23  C18  120.85  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
 P19  CONST_01  C04  C03  C02  N01     0.00   0.0  0
 P19  CONST_02  C03  C04  N05  N01     0.00   0.0  0
 P19  CONST_03  N06  C04  N05  N01   180.00   0.0  0
 P19  CONST_04  N08  C09  N05  N01   180.00   0.0  0
 P19  CONST_05  C04  N05  N01  C02     0.00   0.0  0
 P19  CONST_06  C09  N05  N01  C02   180.00   0.0  0
 P19  CONST_07  N06  C04  C03  C02   180.00   0.0  0
 P19  CONST_08  N05  C04  C03  C02     0.00   0.0  0
 P19  CONST_09  N05  N01  C02  C03     0.00   0.0  0
 P19  CONST_10  C07  N06  C04  C03   180.00   0.0  0
 P19  CONST_11  C09  N05  C04  C03   180.00   0.0  0
 P19  CONST_12  N08  C07  N06  C04     0.00   0.0  0
 P19  CONST_13  N08  C09  N05  C04     0.00   0.0  0
 P19  CONST_14  C07  N06  C04  N05     0.00   0.0  0
 P19  CONST_15  C07  N08  C09  N05     0.00   0.0  0
 P19  CONST_16  C09  N05  C04  N06     0.00   0.0  0
 P19  CONST_17  C09  N08  C07  N06     0.00   0.0  0
 P19  CONST_18  C14  C13  C12  C11     0.00   0.0  0
 P19  CONST_19  C14  C15  C16  C11     0.00   0.0  0
 P19  CONST_20  C15  C16  C11  C12     0.00   0.0  0
 P19  CONST_21  C15  C14  C13  C12     0.00   0.0  0
 P19  CONST_22  C16  C11  C12  C13     0.00   0.0  0
 P19  CONST_23  C16  C15  C14  C13     0.00   0.0  0
 P19  CONST_24  C21  C22  C23  C18     0.00   0.0  0
 P19  CONST_25  C21  C20  C19  C18     0.00   0.0  0
 P19  CONST_26  C22  C23  C18  C19     0.00   0.0  0
 P19  CONST_27  C22  C21  C20  C19     0.00   0.0  0
 P19  CONST_28  C23  C18  C19  C20     0.00   0.0  0
 P19  CONST_29  C23  C22  C21  C20     0.00   0.0  0
 P19  CONST_30  N10  C09  N05  N01     0.00   0.0  0
 P19  CONST_31  N17  C07  N06  C04   180.00   0.0  0
 P19  CONST_32  N10  C09  N05  C04   180.00   0.0  0
 P19  CONST_33  N10  C09  N08  C07   180.00   0.0  0
 P19  CONST_34  N17  C07  N08  C09   180.00   0.0  0
 P19  CONST_35  C13  C12  C11  N10   180.00   0.0  0
 P19  CONST_36  C15  C16  C11  N10   180.00   0.0  0
 P19  CONST_37  C22  C23  C18  N17   180.00   0.0  0
 P19  CONST_38  C20  C19  C18  N17   180.00   0.0  0
 P19  CONST_39  H03  C03  C02  N01   180.00   0.0  0
 P19  CONST_40  H02  C02  C03  C04   180.00   0.0  0
 P19  CONST_41  H13  C13  C12  C11   180.00   0.0  0
 P19  CONST_42  H15  C15  C16  C11   180.00   0.0  0
 P19  CONST_43  H16  C16  C11  C12   180.00   0.0  0
 P19  CONST_44  H14  C14  C13  C12   180.00   0.0  0
 P19  CONST_45  H12  C12  C13  C14   180.00   0.0  0
 P19  CONST_46  H22  C22  C23  C18   180.00   0.0  0
 P19  CONST_47  H20  C20  C19  C18   180.00   0.0  0
 P19  CONST_48  H23  C23  C18  C19   180.00   0.0  0
 P19  CONST_49  H21  C21  C20  C19   180.00   0.0  0
 P19  CONST_50  H19  C19  C20  C21   180.00   0.0  0
 P19  Var_01    C11  N10  C09  N05  -179.76  30.0  2
 P19  Var_02    C18  N17  C07  N06     0.57  30.0  2
 P19  Var_03    C23  C18  N17  C07   179.43  30.0  2
 P19  Var_04    C12  C11  N10  C09   176.52  30.0  2

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
 P19  plan-1  N10  0.020
 P19  plan-1  C11  0.020
 P19  plan-1  C12  0.020
 P19  plan-1  C13  0.020
 P19  plan-1  C14  0.020
 P19  plan-1  C15  0.020
 P19  plan-1  C16  0.020
 P19  plan-1  H12  0.020
 P19  plan-1  H13  0.020
 P19  plan-1  H14  0.020
 P19  plan-1  H15  0.020
 P19  plan-1  H16  0.020
 P19  plan-2  N17  0.020
 P19  plan-2  C18  0.020
 P19  plan-2  C19  0.020
 P19  plan-2  C20  0.020
 P19  plan-2  C21  0.020
 P19  plan-2  C22  0.020
 P19  plan-2  C23  0.020
 P19  plan-2  H19  0.020
 P19  plan-2  H20  0.020
 P19  plan-2  H21  0.020
 P19  plan-2  H22  0.020
 P19  plan-2  H23  0.020
 P19  plan-3  N01  0.020
 P19  plan-3  C02  0.020
 P19  plan-3  C03  0.020
 P19  plan-3  C04  0.020
 P19  plan-3  N05  0.020
 P19  plan-3  N06  0.020
 P19  plan-3  C07  0.020
 P19  plan-3  N08  0.020
 P19  plan-3  C09  0.020
 P19  plan-3  N10  0.020
 P19  plan-3  N17  0.020
 P19  plan-3  H02  0.020
 P19  plan-3  H03  0.020

