# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 05:07:38 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 2-[(cyclohexylmethyl)amino]-4-(phenylamino)pyrazolo[1,5-a][1,3,5]triazine-8-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N#Cc1cnn2c(Nc3ccccc3)nc(NCC4CCCCC4)nc12
#
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
 P44  P44  2-[(cyclohexylmethyl)amino]-4-(phenylamino)pyrazolo[1,5-a][1,3,5]triazine-8-carbonitrile  ligand  47  26  .  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_P44
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
 P44  N01   N  N     0  -0.301  -3.1680  -2.1326  -0.4190
 P44  C02   C  CR15  0   0.040  -2.7907  -3.3795  -0.5168
 P44  C03   C  CR5   0  -0.332  -1.3918  -3.5354  -0.3679
 P44  C04   C  CR56  0   0.677  -0.9035  -2.2425  -0.1623
 P44  N05   N  N     0  -0.461  -2.0187  -1.4534  -0.2050
 P44  N06   N  N     0  -0.507   0.3071  -1.7466   0.0407
 P44  C07   C  CR6   0   0.607   0.3421  -0.4265   0.1962
 P44  N08   N  N     0  -0.527  -0.7284   0.4102   0.1696
 P44  C09   C  CR6   0   0.804  -1.9054  -0.1010  -0.0323
 P44  N10   N  NH1   0  -0.787  -3.0482   0.5857  -0.0900
 P44  C11   C  CR6   0   0.365  -3.2831   1.9617   0.0373
 P44  C12   C  CR16  0  -0.346  -4.6192   2.3608  -0.0377
 P44  C13   C  CR16  0  -0.244  -4.9589   3.6976   0.0705
 P44  C14   C  CR16  0  -0.266  -3.9735   4.6592   0.2555
 P44  C15   C  CR16  0  -0.246  -2.6482   4.2594   0.3303
 P44  C16   C  CR16  0  -0.302  -2.2897   2.9214   0.2232
 P44  N17   N  NH1   0  -0.657   1.5176   0.1621   0.3943
 P44  C18   C  CH2   0  -0.226   2.7812  -0.5374   0.4873
 P44  C19   C  CH1   0  -0.296   3.9461   0.4437   0.4607
 P44  C20   C  CH2   0  -0.417   5.2575  -0.2982   0.7181
 P44  C21   C  CH2   0  -0.432   6.4538   0.6483   0.6956
 P44  C22   C  CH2   0  -0.429   6.5229   1.4260  -0.6147
 P44  C23   C  CH2   0  -0.431   5.2169   2.1677  -0.8783
 P44  C24   C  CH2   0  -0.415   4.0267   1.2135  -0.8592
 P44  C25   C  CSP   0  -0.002  -0.6339  -4.7147  -0.4091
 P44  N26   N  NS    0  -0.266  -0.0110  -5.6867  -0.4412
 P44  H02   H  HCR5  0   0.299  -3.5155  -4.1594  -0.6927
 P44  HN10  H  HNH1  0   0.437  -3.8716   0.0184  -0.2487
 P44  H12   H  HCR6  0   0.276  -5.3968   1.6193  -0.1803
 P44  H13   H  HCR6  0   0.263  -6.0003   3.9852   0.0097
 P44  H14   H  HCR6  0   0.259  -4.2363   5.7051   0.3402
 P44  H15   H  HCR6  0   0.262  -1.8684   4.9959   0.4739
 P44  H16   H  HCR6  0   0.293  -1.2518   2.6385   0.2845
 P44  HN17  H  HNH1  0   0.406   1.4990   1.1533   0.5754
 P44  H181  H  HCH2  0   0.243   2.8150  -1.1328   1.4059
 P44  H182  H  HCH2  0   0.236   2.8709  -1.2361  -0.3480
 P44  H19   H  HCH1  0   0.227   3.8033   1.1669   1.2763
 P44  H201  H  HCH2  0   0.230   5.2098  -0.8215   1.6773
 P44  H202  H  HCH2  0   0.212   5.3885  -1.0680  -0.0520
 P44  H211  H  HCH2  0   0.211   6.3695   1.3522   1.5304
 P44  H212  H  HCH2  0   0.228   7.3773   0.0860   0.8527
 P44  H221  H  HCH2  0   0.227   7.3622   2.1254  -0.5969
 P44  H222  H  HCH2  0   0.208   6.7126   0.7289  -1.4384
 P44  H231  H  HCH2  0   0.210   5.0748   2.9367  -0.1110
 P44  H232  H  HCH2  0   0.228   5.2614   2.6897  -1.8372
 P44  H241  H  HCH2  0   0.211   4.1259   0.4924  -1.6795
 P44  H242  H  HCH2  0   0.229   3.1034   1.7690  -1.0442

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
 P44  N01  C02   aromatic  1.306  0.020  1.306
 P44  N01  N05   aromatic  1.352  0.020  1.352
 P44  C02  C03   aromatic  1.415  0.020  1.415
 P44  C02  H02   single    0.930  0.020  1.080
 P44  C03  C25   single    1.402  0.020  1.402
 P44  C03  C04   aromatic  1.397  0.020  1.397
 P44  C04  N06   aromatic  1.324  0.020  1.324
 P44  C04  N05   aromatic  1.367  0.020  1.367
 P44  N05  C09   aromatic  1.368  0.020  1.368
 P44  N06  C07   aromatic  1.330  0.020  1.330
 P44  C07  N17   single    1.329  0.020  1.329
 P44  C07  N08   aromatic  1.359  0.020  1.359
 P44  N08  C09   aromatic  1.299  0.020  1.299
 P44  C09  N10   single    1.334  0.020  1.334
 P44  N10  C11   single    1.402  0.020  1.402
 P44  N10  HN10  single    0.860  0.020  1.020
 P44  C11  C12   aromatic  1.396  0.020  1.396
 P44  C11  C16   aromatic  1.394  0.020  1.394
 P44  C12  C13   aromatic  1.384  0.020  1.384
 P44  C12  H12   single    0.930  0.020  1.080
 P44  C13  C14   aromatic  1.389  0.020  1.389
 P44  C13  H13   single    0.930  0.020  1.080
 P44  C14  C15   aromatic  1.386  0.020  1.386
 P44  C14  H14   single    0.930  0.020  1.080
 P44  C15  C16   aromatic  1.389  0.020  1.389
 P44  C15  H15   single    0.930  0.020  1.080
 P44  C16  H16   single    0.930  0.020  1.080
 P44  N17  C18   single    1.447  0.020  1.447
 P44  N17  HN17  single    0.860  0.020  1.020
 P44  C18  C19   single    1.523  0.020  1.523
 P44  C18  H181  single    0.970  0.020  1.090
 P44  C18  H182  single    0.970  0.020  1.090
 P44  C19  C20   single    1.529  0.020  1.529
 P44  C19  C24   single    1.530  0.020  1.530
 P44  C19  H19   single    0.970  0.020  1.090
 P44  C20  C21   single    1.526  0.020  1.526
 P44  C20  H201  single    0.970  0.020  1.090
 P44  C20  H202  single    0.970  0.020  1.090
 P44  C21  C22   single    1.525  0.020  1.525
 P44  C21  H211  single    0.970  0.020  1.090
 P44  C21  H212  single    0.970  0.020  1.090
 P44  C22  C23   single    1.525  0.020  1.525
 P44  C22  H221  single    0.970  0.020  1.090
 P44  C22  H222  single    0.970  0.020  1.090
 P44  C23  C24   single    1.526  0.020  1.526
 P44  C23  H231  single    0.970  0.020  1.090
 P44  C23  H232  single    0.970  0.020  1.090
 P44  C24  H241  single    0.970  0.020  1.090
 P44  C24  H242  single    0.970  0.020  1.090
 P44  C25  N26   triple    1.155  0.020  1.155

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
 P44  N05   N01  C02   104.23  3.000
 P44  H02   C02  C03   126.97  3.000
 P44  H02   C02  N01   120.53  3.000
 P44  C03   C02  N01   112.50  3.000
 P44  C25   C03  C04   126.41  3.000
 P44  C04   C03  C02   105.01  3.000
 P44  C25   C03  C02   128.58  3.000
 P44  N06   C04  N05   122.32  3.000
 P44  N05   C04  C03   104.15  3.000
 P44  N06   C04  C03   133.53  3.000
 P44  C09   N05  C04   119.95  3.000
 P44  C09   N05  N01   125.93  3.000
 P44  C04   N05  N01   114.12  3.000
 P44  C07   N06  C04   114.45  3.000
 P44  N17   C07  N08   115.26  3.000
 P44  N08   C07  N06   126.03  3.000
 P44  N17   C07  N06   118.71  3.000
 P44  C09   N08  C07   118.33  3.000
 P44  N10   C09  N08   125.46  3.000
 P44  N10   C09  N05   115.62  3.000
 P44  N08   C09  N05   118.92  3.000
 P44  HN10  N10  C11   115.34  3.000
 P44  HN10  N10  C09   114.51  3.000
 P44  C11   N10  C09   130.14  3.000
 P44  C16   C11  C12   119.50  3.000
 P44  C16   C11  N10   124.65  3.000
 P44  C12   C11  N10   115.85  3.000
 P44  H12   C12  C13   119.68  3.000
 P44  H12   C12  C11   119.87  3.000
 P44  C13   C12  C11   120.45  3.000
 P44  H13   C13  C14   120.41  3.000
 P44  H13   C13  C12   119.26  3.000
 P44  C14   C13  C12   120.34  3.000
 P44  H14   C14  C15   120.45  3.000
 P44  H14   C14  C13   120.49  3.000
 P44  C15   C14  C13   119.06  3.000
 P44  H15   C15  C16   118.67  3.000
 P44  H15   C15  C14   119.98  3.000
 P44  C16   C15  C14   121.35  3.000
 P44  H16   C16  C15   119.81  3.000
 P44  H16   C16  C11   120.89  3.000
 P44  C15   C16  C11   119.30  3.000
 P44  HN17  N17  C18   118.68  3.000
 P44  HN17  N17  C07   116.49  3.000
 P44  C18   N17  C07   124.58  3.000
 P44  H182  C18  H181  106.92  3.000
 P44  H182  C18  C19   109.62  3.000
 P44  H181  C18  C19   109.95  3.000
 P44  H182  C18  N17   109.37  3.000
 P44  H181  C18  N17   110.10  3.000
 P44  C19   C18  N17   110.81  3.000
 P44  H19   C19  C24   108.41  3.000
 P44  H19   C19  C20   107.81  3.000
 P44  C24   C19  C20   110.14  3.000
 P44  H19   C19  C18   108.15  3.000
 P44  C24   C19  C18   112.29  3.000
 P44  C20   C19  C18   109.91  3.000
 P44  H202  C20  H201  106.57  3.000
 P44  H202  C20  C21   109.36  3.000
 P44  H201  C20  C21   110.11  3.000
 P44  H202  C20  C19   108.96  3.000
 P44  H201  C20  C19   110.03  3.000
 P44  C21   C20  C19   111.66  3.000
 P44  H212  C21  H211  106.63  3.000
 P44  H212  C21  C22   110.34  3.000
 P44  H211  C21  C22   109.30  3.000
 P44  H212  C21  C20   109.97  3.000
 P44  H211  C21  C20   109.10  3.000
 P44  C22   C21  C20   111.38  3.000
 P44  H222  C22  H221  106.65  3.000
 P44  H222  C22  C23   109.13  3.000
 P44  H221  C22  C23   110.45  3.000
 P44  H222  C22  C21   109.22  3.000
 P44  H221  C22  C21   110.32  3.000
 P44  C23   C22  C21   110.96  3.000
 P44  H232  C23  H231  106.53  3.000
 P44  H232  C23  C24   109.97  3.000
 P44  H231  C23  C24   109.21  3.000
 P44  H232  C23  C22   110.44  3.000
 P44  H231  C23  C22   109.35  3.000
 P44  C24   C23  C22   111.21  3.000
 P44  H242  C24  H241  106.49  3.000
 P44  H242  C24  C23   109.81  3.000
 P44  H241  C24  C23   109.35  3.000
 P44  H242  C24  C19   110.92  3.000
 P44  H241  C24  C19   108.61  3.000
 P44  C23   C24  C19   111.50  3.000
 P44  N26   C25  C03   180.00  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
 P44  CONST_01  C04   C03  C02  N01     0.00   0.0  0
 P44  CONST_02  C03   C04  N05  N01     0.00   0.0  0
 P44  CONST_03  N06   C04  N05  N01   180.00   0.0  0
 P44  CONST_04  N08   C09  N05  N01   180.00   0.0  0
 P44  CONST_05  C04   N05  N01  C02     0.00   0.0  0
 P44  CONST_06  C09   N05  N01  C02   180.00   0.0  0
 P44  CONST_07  N06   C04  C03  C02   180.00   0.0  0
 P44  CONST_08  N05   C04  C03  C02     0.00   0.0  0
 P44  CONST_09  N05   N01  C02  C03     0.00   0.0  0
 P44  CONST_10  C07   N06  C04  C03   180.00   0.0  0
 P44  CONST_11  C09   N05  C04  C03   180.00   0.0  0
 P44  CONST_12  N08   C07  N06  C04     0.00   0.0  0
 P44  CONST_13  N08   C09  N05  C04     0.00   0.0  0
 P44  CONST_14  C07   N06  C04  N05     0.00   0.0  0
 P44  CONST_15  C07   N08  C09  N05     0.00   0.0  0
 P44  CONST_16  C09   N05  C04  N06     0.00   0.0  0
 P44  CONST_17  C09   N08  C07  N06     0.00   0.0  0
 P44  CONST_18  C14   C13  C12  C11     0.00   0.0  0
 P44  CONST_19  C14   C15  C16  C11     0.00   0.0  0
 P44  CONST_20  C15   C16  C11  C12     0.00   0.0  0
 P44  CONST_21  C15   C14  C13  C12     0.00   0.0  0
 P44  CONST_22  C16   C11  C12  C13     0.00   0.0  0
 P44  CONST_23  C16   C15  C14  C13     0.00   0.0  0
 P44  CONST_24  C25   C03  C02  N01   180.00   0.0  0
 P44  CONST_25  N10   C09  N05  N01     0.00   0.0  0
 P44  CONST_26  N17   C07  N06  C04   180.00   0.0  0
 P44  CONST_27  N10   C09  N05  C04   180.00   0.0  0
 P44  CONST_28  C25   C03  C04  N05   180.00   0.0  0
 P44  CONST_29  C25   C03  C04  N06     0.00   0.0  0
 P44  CONST_30  N10   C09  N08  C07   180.00   0.0  0
 P44  CONST_31  N17   C07  N08  C09   180.00   0.0  0
 P44  CONST_32  C13   C12  C11  N10   180.00   0.0  0
 P44  CONST_33  C15   C16  C11  N10   180.00   0.0  0
 P44  CONST_34  H02   C02  C03  C04   180.00   0.0  0
 P44  CONST_35  H13   C13  C12  C11   180.00   0.0  0
 P44  CONST_36  H15   C15  C16  C11   180.00   0.0  0
 P44  CONST_37  H16   C16  C11  C12   180.00   0.0  0
 P44  CONST_38  H14   C14  C13  C12   180.00   0.0  0
 P44  CONST_39  H12   C12  C13  C14   180.00   0.0  0
 P44  CONST_40  C18   N17  C07  N06     0.00   0.0  0
 P44  CONST_41  C18   N17  C07  N08   180.00   0.0  0
 P44  CONST_42  HN17  N17  C07  N06   180.00   0.0  0
 P44  Var_01    C22   C21  C20  C19   -55.69  30.0  1
 P44  Var_02    C22   C23  C24  C19    56.29  30.0  1
 P44  Var_03    C23   C22  C21  C20    55.09  30.0  1
 P44  Var_04    C24   C23  C22  C21   -55.39  30.0  1
 P44  Var_05    C11   N10  C09  N05  -179.68  30.0  2
 P44  Var_06    C12   C11  N10  C09  -178.29  30.0  2
 P44  Var_07    C19   C18  N17  C07   169.65  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
 P44  chir_01  C19  C18  C20  C24  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
 P44  plan-1  N10   0.020
 P44  plan-1  C11   0.020
 P44  plan-1  C12   0.020
 P44  plan-1  C13   0.020
 P44  plan-1  C14   0.020
 P44  plan-1  C15   0.020
 P44  plan-1  C16   0.020
 P44  plan-1  H12   0.020
 P44  plan-1  H13   0.020
 P44  plan-1  H14   0.020
 P44  plan-1  H15   0.020
 P44  plan-1  H16   0.020
 P44  plan-2  N01   0.020
 P44  plan-2  C02   0.020
 P44  plan-2  C03   0.020
 P44  plan-2  C04   0.020
 P44  plan-2  N05   0.020
 P44  plan-2  N06   0.020
 P44  plan-2  C07   0.020
 P44  plan-2  N08   0.020
 P44  plan-2  C09   0.020
 P44  plan-2  N10   0.020
 P44  plan-2  N17   0.020
 P44  plan-2  C25   0.020
 P44  plan-2  N26   0.020
 P44  plan-2  H02   0.020
 P44  plan-3  C07   0.020
 P44  plan-3  N17   0.020
 P44  plan-3  C18   0.020
 P44  plan-3  HN17  0.020

