# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 08:33:37 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 6-(2-chloranyl-6-methyl-pyridin-4-yl)-5-(4-fluorophenyl)-1,2,4-triazin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(cc(Cl)n1)c2nnc(N)nc2c3ccc(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
 F9Q  F9Q  6-(2-chloranyl-6-methyl-pyridin-4-yl)-5-(4-fluorophenyl)-1,2,4-triazin-3-amine  ligand  33  22  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F9Q
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
 F9Q  C01  C   CH3   0  -0.717   1.8477  -4.4638   1.2537
 F9Q  C02  C   CR6   0   0.254   1.4780  -3.2220   0.5067
 F9Q  C03  C   CR16  0  -0.368   0.2111  -2.6632   0.6087
 F9Q  C04  C   CR6   0   0.117  -0.0935  -1.5097  -0.1084
 F9Q  C05  C   CR16  0  -0.314   0.8908  -0.9606  -0.9221
 F9Q  C06  C   CR6   0   0.159   2.1161  -1.6023  -0.9451
 F9Q  CL7  CL  CL    0  -0.111   3.3719  -0.9437  -1.9507
 F9Q  N08  N   N     0  -0.414   2.4204  -2.6802  -0.2689
 F9Q  C09  C   CR6   0   0.149  -1.4458  -0.9279  -0.0448
 F9Q  C10  C   CR6   0   0.268  -1.7394   0.4496   0.0464
 F9Q  N11  N   N     0  -0.437  -2.9865   0.8519  -0.0497
 F9Q  C12  C   CR6   0   0.584  -3.9238  -0.0919  -0.1850
 F9Q  N13  N   NH2   0  -0.815  -5.1897   0.2931  -0.3372
 F9Q  N14  N   N     0  -0.315  -3.6798  -1.4142  -0.1515
 F9Q  N15  N   N     0  -0.221  -2.4426  -1.7977  -0.1009
 F9Q  C16  C   CR6   0  -0.017  -0.7243   1.4916   0.2778
 F9Q  C17  C   CR16  0  -0.252  -0.8165   2.7007  -0.4089
 F9Q  C18  C   CR16  0  -0.400   0.1136   3.7053  -0.2009
 F9Q  C19  C   CR6   0   0.533   1.1199   3.4914   0.7220
 F9Q  F20  F   F     0  -0.307   2.0209   4.4592   0.9320
 F9Q  C21  C   CR16  0  -0.394   1.2264   2.3141   1.4390
 F9Q  C22  C   CR16  0  -0.257   0.3003   1.3119   1.2062
 F9Q  H1   H   HCH3  0   0.259   1.9840  -5.2976   0.5628
 F9Q  H2   H   HCH3  0   0.257   2.7876  -4.3289   1.7886
 F9Q  H3   H   HCH3  0   0.249   1.0776  -4.7426   1.9698
 F9Q  H4   H   HCR6  0   0.271  -0.5280  -3.1201   1.2525
 F9Q  H5   H   HCR6  0   0.292   0.7147  -0.0808  -1.5239
 F9Q  H6   H   HNH2  0   0.412  -5.4279   1.2690  -0.3590
 F9Q  H7   H   HNH2  0   0.410  -5.9202  -0.3879  -0.4486
 F9Q  H8   H   HCR6  0   0.272  -1.6114   2.8539  -1.1265
 F9Q  H9   H   HCR6  0   0.287   0.0553   4.6381  -0.7455
 F9Q  H10  H   HCR6  0   0.289   2.0146   2.1832   2.1683
 F9Q  H11  H   HCR6  0   0.277   0.3712   0.3939   1.7745

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
 F9Q  CL7  C06  single    1.738  0.020  1.738
 F9Q  C06  N08  aromatic  1.308  0.020  1.308
 F9Q  C06  C05  aromatic  1.383  0.020  1.383
 F9Q  N08  C02  aromatic  1.335  0.020  1.335
 F9Q  C05  C04  aromatic  1.390  0.020  1.390
 F9Q  C02  C01  single    1.496  0.020  1.496
 F9Q  C02  C03  aromatic  1.388  0.020  1.388
 F9Q  C04  C03  aromatic  1.392  0.020  1.392
 F9Q  C04  C09  single    1.474  0.020  1.474
 F9Q  N15  N14  aromatic  1.296  0.020  1.296
 F9Q  N15  C09  aromatic  1.324  0.020  1.324
 F9Q  N14  C12  aromatic  1.345  0.020  1.345
 F9Q  C09  C10  aromatic  1.411  0.020  1.411
 F9Q  C12  N13  single    1.332  0.020  1.332
 F9Q  C12  N11  aromatic  1.337  0.020  1.337
 F9Q  C10  N11  aromatic  1.314  0.020  1.314
 F9Q  C10  C16  single    1.473  0.020  1.473
 F9Q  C22  C16  aromatic  1.394  0.020  1.394
 F9Q  C22  C21  aromatic  1.384  0.020  1.384
 F9Q  C16  C17  aromatic  1.394  0.020  1.394
 F9Q  C21  C19  aromatic  1.383  0.020  1.383
 F9Q  C17  C18  aromatic  1.385  0.020  1.385
 F9Q  C19  C18  aromatic  1.382  0.020  1.382
 F9Q  C19  F20  single    1.339  0.020  1.339
 F9Q  C01  H1   single    0.970  0.020  1.090
 F9Q  C01  H2   single    0.970  0.020  1.090
 F9Q  C01  H3   single    0.970  0.020  1.090
 F9Q  C03  H4   single    0.930  0.020  1.080
 F9Q  C05  H5   single    0.930  0.020  1.080
 F9Q  N13  H6   single    0.860  0.020  1.020
 F9Q  N13  H7   single    0.860  0.020  1.020
 F9Q  C17  H8   single    0.930  0.020  1.080
 F9Q  C18  H9   single    0.930  0.020  1.080
 F9Q  C21  H10  single    0.930  0.020  1.080
 F9Q  C22  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
 F9Q  H3   C01  H2   108.61  3.000
 F9Q  H3   C01  H1   108.01  3.000
 F9Q  H2   C01  H1   107.31  3.000
 F9Q  H3   C01  C02  111.51  3.000
 F9Q  H2   C01  C02  110.83  3.000
 F9Q  H1   C01  C02  110.43  3.000
 F9Q  N08  C02  C03  121.55  3.000
 F9Q  C03  C02  C01  121.54  3.000
 F9Q  N08  C02  C01  116.91  3.000
 F9Q  H4   C03  C04  120.48  3.000
 F9Q  H4   C03  C02  119.82  3.000
 F9Q  C04  C03  C02  119.69  3.000
 F9Q  C09  C04  C05  121.27  3.000
 F9Q  C09  C04  C03  120.38  3.000
 F9Q  C05  C04  C03  118.29  3.000
 F9Q  H5   C05  C06  120.85  3.000
 F9Q  H5   C05  C04  122.16  3.000
 F9Q  C06  C05  C04  116.98  3.000
 F9Q  N08  C06  CL7  116.30  3.000
 F9Q  N08  C06  C05  125.42  3.000
 F9Q  CL7  C06  C05  118.28  3.000
 F9Q  C06  N08  C02  118.06  3.000
 F9Q  N15  C09  C10  119.16  3.000
 F9Q  C10  C09  C04  125.38  3.000
 F9Q  N15  C09  C04  115.45  3.000
 F9Q  C16  C10  N11  116.69  3.000
 F9Q  C16  C10  C09  123.86  3.000
 F9Q  N11  C10  C09  119.44  3.000
 F9Q  C12  N11  C10  117.18  3.000
 F9Q  N14  C12  N13  117.35  3.000
 F9Q  N13  C12  N11  118.28  3.000
 F9Q  N14  C12  N11  124.35  3.000
 F9Q  H7   N13  H6   118.91  3.000
 F9Q  H7   N13  C12  120.51  3.000
 F9Q  H6   N13  C12  120.57  3.000
 F9Q  N15  N14  C12  117.71  3.000
 F9Q  N14  N15  C09  121.72  3.000
 F9Q  C22  C16  C17  119.25  3.000
 F9Q  C17  C16  C10  119.39  3.000
 F9Q  C22  C16  C10  121.33  3.000
 F9Q  H8   C17  C18  119.37  3.000
 F9Q  H8   C17  C16  119.89  3.000
 F9Q  C18  C17  C16  120.73  3.000
 F9Q  H9   C18  C19  120.59  3.000
 F9Q  H9   C18  C17  120.91  3.000
 F9Q  C19  C18  C17  118.49  3.000
 F9Q  C21  C19  F20  118.84  3.000
 F9Q  F20  C19  C18  118.87  3.000
 F9Q  C21  C19  C18  122.29  3.000
 F9Q  H10  C21  C22  120.88  3.000
 F9Q  H10  C21  C19  120.59  3.000
 F9Q  C22  C21  C19  118.53  3.000
 F9Q  H11  C22  C21  118.82  3.000
 F9Q  H11  C22  C16  120.48  3.000
 F9Q  C21  C22  C16  120.69  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
 F9Q  CONST_01  C05  C06  N08  C02    0.00   0.0  0
 F9Q  CONST_02  C05  C04  C03  C02    0.00   0.0  0
 F9Q  CONST_03  C09  C04  C03  C02  180.00   0.0  0
 F9Q  CONST_04  C06  N08  C02  C03    0.00   0.0  0
 F9Q  CONST_05  C06  C05  C04  C03    0.00   0.0  0
 F9Q  CONST_08  N08  C06  C05  C04    0.00   0.0  0
 F9Q  CONST_09  N08  C02  C03  C04    0.00   0.0  0
 F9Q  CONST_10  N14  N15  C09  C04  180.00   0.0  0
 F9Q  CONST_11  N11  C10  C09  C04  180.00   0.0  0
 F9Q  CONST_12  C16  C10  C09  C04    0.00   0.0  0
 F9Q  CONST_15  C09  C04  C05  C06  180.00   0.0  0
 F9Q  CONST_16  C12  N14  N15  C09    0.00   0.0  0
 F9Q  CONST_17  C12  N11  C10  C09    0.00   0.0  0
 F9Q  CONST_20  N14  N15  C09  C10    0.00   0.0  0
 F9Q  CONST_21  N14  C12  N11  C10    0.00   0.0  0
 F9Q  CONST_22  C21  C22  C16  C10  180.00   0.0  0
 F9Q  CONST_23  C18  C17  C16  C10  180.00   0.0  0
 F9Q  CONST_24  N15  N14  C12  N11    0.00   0.0  0
 F9Q  CONST_25  N15  C09  C10  N11    0.00   0.0  0
 F9Q  CONST_28  C16  C10  N11  C12  180.00   0.0  0
 F9Q  CONST_29  C16  C10  C09  N15  180.00   0.0  0
 F9Q  CONST_30  C19  C21  C22  C16    0.00   0.0  0
 F9Q  CONST_31  C19  C18  C17  C16    0.00   0.0  0
 F9Q  CONST_32  C21  C22  C16  C17    0.00   0.0  0
 F9Q  CONST_33  C21  C19  C18  C17    0.00   0.0  0
 F9Q  CONST_34  C22  C16  C17  C18    0.00   0.0  0
 F9Q  CONST_35  C22  C21  C19  C18    0.00   0.0  0
 F9Q  CONST_36  C06  N08  C02  C01  180.00   0.0  0
 F9Q  CONST_37  C04  C03  C02  C01  180.00   0.0  0
 F9Q  CONST_38  CL7  C06  N08  C02  180.00   0.0  0
 F9Q  CONST_39  CL7  C06  C05  C04  180.00   0.0  0
 F9Q  CONST_40  N13  C12  N11  C10  180.00   0.0  0
 F9Q  CONST_41  N15  N14  C12  N13  180.00   0.0  0
 F9Q  CONST_42  F20  C19  C18  C17  180.00   0.0  0
 F9Q  CONST_43  C22  C21  C19  F20  180.00   0.0  0
 F9Q  CONST_44  H5   C05  C04  C03  180.00   0.0  0
 F9Q  CONST_45  H4   C03  C04  C05  180.00   0.0  0
 F9Q  CONST_46  H11  C22  C16  C10    0.00   0.0  0
 F9Q  CONST_47  H8   C17  C16  C10    0.00   0.0  0
 F9Q  CONST_48  H10  C21  C22  C16  180.00   0.0  0
 F9Q  CONST_49  H9   C18  C17  C16  180.00   0.0  0
 F9Q  CONST_50  H6   N13  C12  N11    0.00   0.0  0
 F9Q  CONST_51  H7   N13  C12  N11  180.00   0.0  0
 F9Q  Var_01    H1   C01  C02  C03  110.93  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
 F9Q  plan-1  C01  0.020
 F9Q  plan-1  C02  0.020
 F9Q  plan-1  C03  0.020
 F9Q  plan-1  C04  0.020
 F9Q  plan-1  C05  0.020
 F9Q  plan-1  C06  0.020
 F9Q  plan-1  CL7  0.020
 F9Q  plan-1  N08  0.020
 F9Q  plan-1  C09  0.020
 F9Q  plan-1  H4   0.020
 F9Q  plan-1  H5   0.020
 F9Q  plan-2  C04  0.020
 F9Q  plan-2  C09  0.020
 F9Q  plan-2  C10  0.020
 F9Q  plan-2  N11  0.020
 F9Q  plan-2  C12  0.020
 F9Q  plan-2  N13  0.020
 F9Q  plan-2  N14  0.020
 F9Q  plan-2  N15  0.020
 F9Q  plan-2  C16  0.020
 F9Q  plan-3  C10  0.020
 F9Q  plan-3  C16  0.020
 F9Q  plan-3  C17  0.020
 F9Q  plan-3  C18  0.020
 F9Q  plan-3  C19  0.020
 F9Q  plan-3  F20  0.020
 F9Q  plan-3  C21  0.020
 F9Q  plan-3  C22  0.020
 F9Q  plan-3  H8   0.020
 F9Q  plan-3  H9   0.020
 F9Q  plan-3  H10  0.020
 F9Q  plan-3  H11  0.020
 F9Q  plan-4  C12  0.020
 F9Q  plan-4  N13  0.020
 F9Q  plan-4  H6   0.020
 F9Q  plan-4  H7   0.020

