# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 23:41:24 2021
#   Inital geometry file: a 85 line input string
#   Ligand name: ~{N}-[[3,4-bis(fluoranyl)phenyl]methyl]-~{N},3-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1ccc(F)c(F)c1)c2ccc3nnc(C)n3n2
#
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
 O2Q  O2Q  ~{N}-[[3,4-bis(fluoranyl)phenyl]methyl]-~{N},3-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-amine  ligand  34  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O2Q
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
 O2Q  N1   N  N     0  -0.365  -10.4089  6.7568   0.3743
 O2Q  C4   C  CR16  0  -0.309   -8.2168  6.1172   1.7386
 O2Q  C5   C  CR6   0   0.538   -8.2037  7.0298   0.6142
 O2Q  C13  C  CR6   0   0.133   -7.2961  7.7590  -2.2457
 O2Q  C15  C  CR6   0   0.414   -6.7214  6.0014  -3.7690
 O2Q  C17  C  CR16  0  -0.396   -8.4303  7.5656  -4.3727
 O2Q  C12  C  CH2   0  -0.387   -7.0837  8.4856  -0.9389
 O2Q  C14  C  CR16  0  -0.443   -6.5290  6.6415  -2.5638
 O2Q  C16  C  CR6   0   0.380   -7.6653  6.4592  -4.6726
 O2Q  C18  C  CR16  0  -0.290   -8.2442  8.2075  -3.1554
 O2Q  C19  C  CH3   0  -0.555   -5.7899  7.3207   0.8728
 O2Q  C2   C  CR56  0   0.450  -10.5524  5.8954   1.4206
 O2Q  C3   C  CR16  0  -0.272   -9.3794  5.5594   2.1394
 O2Q  C9   C  CR5   0   0.392  -11.6463  6.9072  -0.1516
 O2Q  F20  F  F     0  -0.308   -7.8276  5.8098  -5.8314
 O2Q  F21  F  F     0  -0.308   -5.9932  4.9229  -4.0821
 O2Q  N11  N  NT    0  -0.492   -7.0479  7.6112   0.2148
 O2Q  N6   N  N     0  -0.323   -9.2852  7.3383  -0.0565
 O2Q  N7   N  N     0  -0.346  -11.8144  5.5425   1.5277
 O2Q  N8   N  N     0  -0.331  -12.4836  6.1766   0.5479
 O2Q  H23  H  HCR6  0   0.300   -7.3010  5.8796   2.2580
 O2Q  H26  H  HCH3  0   0.265  -13.0077  7.7488  -1.5269
 O2Q  H24  H  HCH3  0   0.261  -11.6205  8.7848  -1.1603
 O2Q  H25  H  HCH3  0   0.260  -11.4174  7.3913  -2.2118
 O2Q  H30  H  HCR6  0   0.290   -9.1718  7.9159  -5.0789
 O2Q  H28  H  HCH2  0   0.281   -6.1365  9.0250  -0.9693
 O2Q  H27  H  HCH2  0   0.273   -7.8679  9.2357  -0.8154
 O2Q  H29  H  HCR6  0   0.284   -5.7802  6.2554  -1.8826
 O2Q  H31  H  HCR6  0   0.262   -8.8574  9.0651  -2.9113
 O2Q  H32  H  HCH3  0   0.257   -5.8233  7.5538   1.9380
 O2Q  H33  H  HCH3  0   0.249   -5.4859  6.2782   0.7550
 O2Q  H34  H  HCH3  0   0.270   -5.0155  7.9396   0.4290
 O2Q  H22  H  HCR6  0   0.300   -9.4300  4.8758   2.9746
 O2Q  C10  C  CH3   0  -0.734  -11.9394  7.7554  -1.3259

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
 O2Q  F20  C16  single    1.338  0.020  1.338
 O2Q  C16  C17  aromatic  1.378  0.020  1.378
 O2Q  C16  C15  aromatic  1.385  0.020  1.385
 O2Q  C17  C18  aromatic  1.389  0.020  1.389
 O2Q  F21  C15  single    1.338  0.020  1.338
 O2Q  C15  C14  aromatic  1.378  0.020  1.378
 O2Q  C18  C13  aromatic  1.388  0.020  1.388
 O2Q  C14  C13  aromatic  1.392  0.020  1.392
 O2Q  C13  C12  single    1.510  0.020  1.510
 O2Q  C10  C9   single    1.478  0.020  1.478
 O2Q  C12  N11  single    1.448  0.020  1.448
 O2Q  C9   N1   aromatic  1.353  0.020  1.353
 O2Q  C9   N8   aromatic  1.313  0.020  1.313
 O2Q  N6   N1   aromatic  1.337  0.020  1.337
 O2Q  N6   C5   aromatic  1.309  0.020  1.309
 O2Q  N11  C5   single    1.354  0.020  1.354
 O2Q  N11  C19  single    1.449  0.020  1.449
 O2Q  N1   C2   aromatic  1.363  0.020  1.363
 O2Q  N8   N7   aromatic  1.345  0.020  1.345
 O2Q  C5   C4   aromatic  1.448  0.020  1.448
 O2Q  C2   N7   aromatic  1.315  0.020  1.315
 O2Q  C2   C3   aromatic  1.416  0.020  1.416
 O2Q  C4   C3   aromatic  1.350  0.020  1.350
 O2Q  C4   H23  single    0.930  0.020  1.080
 O2Q  C10  H26  single    0.970  0.020  1.090
 O2Q  C10  H24  single    0.970  0.020  1.090
 O2Q  C10  H25  single    0.970  0.020  1.090
 O2Q  C17  H30  single    0.930  0.020  1.080
 O2Q  C12  H28  single    0.970  0.020  1.090
 O2Q  C12  H27  single    0.970  0.020  1.090
 O2Q  C14  H29  single    0.930  0.020  1.080
 O2Q  C18  H31  single    0.930  0.020  1.080
 O2Q  C19  H32  single    0.970  0.020  1.090
 O2Q  C19  H33  single    0.970  0.020  1.090
 O2Q  C19  H34  single    0.970  0.020  1.090
 O2Q  C3   H22  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
 O2Q  N6   N1   C9   126.53  3.000
 O2Q  N6   N1   C2   127.66  3.000
 O2Q  C9   N1   C2   105.81  3.000
 O2Q  H23  C4   C3   119.79  3.000
 O2Q  H23  C4   C5   120.31  3.000
 O2Q  C3   C4   C5   119.90  3.000
 O2Q  N6   C5   N11  116.92  3.000
 O2Q  N11  C5   C4   120.49  3.000
 O2Q  N6   C5   C4   122.59  3.000
 O2Q  C18  C13  C14  119.07  3.000
 O2Q  C14  C13  C12  120.42  3.000
 O2Q  C18  C13  C12  120.50  3.000
 O2Q  F21  C15  C16  118.99  3.000
 O2Q  F21  C15  C14  120.19  3.000
 O2Q  C16  C15  C14  120.82  3.000
 O2Q  H30  C17  C18  120.94  3.000
 O2Q  H30  C17  C16  119.88  3.000
 O2Q  C18  C17  C16  119.17  3.000
 O2Q  H27  C12  H28  106.68  3.000
 O2Q  H27  C12  N11  110.02  3.000
 O2Q  H28  C12  N11  107.43  3.000
 O2Q  H27  C12  C13  109.10  3.000
 O2Q  H28  C12  C13  109.64  3.000
 O2Q  N11  C12  C13  113.73  3.000
 O2Q  H29  C14  C15  118.73  3.000
 O2Q  H29  C14  C13  121.55  3.000
 O2Q  C15  C14  C13  119.72  3.000
 O2Q  F20  C16  C17  120.71  3.000
 O2Q  C17  C16  C15  120.12  3.000
 O2Q  F20  C16  C15  119.17  3.000
 O2Q  H31  C18  C17  119.22  3.000
 O2Q  H31  C18  C13  119.68  3.000
 O2Q  C17  C18  C13  121.10  3.000
 O2Q  H34  C19  H33  107.55  3.000
 O2Q  H34  C19  H32  107.40  3.000
 O2Q  H33  C19  H32  108.52  3.000
 O2Q  H34  C19  N11  108.62  3.000
 O2Q  H33  C19  N11  112.58  3.000
 O2Q  H32  C19  N11  111.96  3.000
 O2Q  N7   C2   C3   133.63  3.000
 O2Q  C3   C2   N1   116.90  3.000
 O2Q  N7   C2   N1   109.47  3.000
 O2Q  H22  C3   C2   120.24  3.000
 O2Q  H22  C3   C4   122.08  3.000
 O2Q  C2   C3   C4   117.68  3.000
 O2Q  N8   C9   C10  128.04  3.000
 O2Q  N8   C9   N1   108.31  3.000
 O2Q  C10  C9   N1   123.65  3.000
 O2Q  C19  N11  C12  120.28  3.000
 O2Q  C19  N11  C5   121.41  3.000
 O2Q  C12  N11  C5   118.24  3.000
 O2Q  C5   N6   N1   115.26  3.000
 O2Q  N8   N7   C2   106.95  3.000
 O2Q  N7   N8   C9   109.46  3.000
 O2Q  H25  C10  H24  107.37  3.000
 O2Q  H25  C10  H26  108.55  3.000
 O2Q  H24  C10  H26  108.74  3.000
 O2Q  H25  C10  C9   111.02  3.000
 O2Q  H24  C10  C9   111.30  3.000
 O2Q  H26  C10  C9   109.77  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
 O2Q  CONST_01  N7   N8   C9   N1      0.00   0.0  0
 O2Q  CONST_02  C4   C5   N6   N1      0.00   0.0  0
 O2Q  CONST_03  N8   N7   C2   N1      0.00   0.0  0
 O2Q  CONST_04  C4   C3   C2   N1      0.00   0.0  0
 O2Q  CONST_05  N7   C2   C3   C4    180.00   0.0  0
 O2Q  CONST_06  C9   N1   N6   C5    180.00   0.0  0
 O2Q  CONST_07  C2   N1   N6   C5      0.00   0.0  0
 O2Q  CONST_08  C2   C3   C4   C5      0.00   0.0  0
 O2Q  CONST_09  C16  C17  C18  C13     0.00   0.0  0
 O2Q  CONST_10  C16  C15  C14  C13     0.00   0.0  0
 O2Q  CONST_11  C18  C17  C16  C15     0.00   0.0  0
 O2Q  CONST_12  C18  C13  C14  C15     0.00   0.0  0
 O2Q  CONST_13  C14  C15  C16  C17     0.00   0.0  0
 O2Q  CONST_14  C14  C13  C18  C17     0.00   0.0  0
 O2Q  CONST_15  N8   C9   N1   C2      0.00   0.0  0
 O2Q  CONST_16  C9   N8   N7   C2      0.00   0.0  0
 O2Q  CONST_17  C9   N1   C2   C3    180.00   0.0  0
 O2Q  CONST_18  N6   N1   C2   C3      0.00   0.0  0
 O2Q  CONST_19  N8   N7   C2   C3    180.00   0.0  0
 O2Q  CONST_20  N6   C5   C4   C3      0.00   0.0  0
 O2Q  CONST_21  N7   C2   N1   C9      0.00   0.0  0
 O2Q  CONST_22  N8   C9   N1   N6    180.00   0.0  0
 O2Q  CONST_23  N7   C2   N1   N6    180.00   0.0  0
 O2Q  CONST_24  N11  C5   N6   N1    180.00   0.0  0
 O2Q  CONST_25  N6   N1   C9   C10     0.00   0.0  0
 O2Q  CONST_26  C2   N1   C9   C10   180.00   0.0  0
 O2Q  CONST_27  N7   N8   C9   C10   180.00   0.0  0
 O2Q  CONST_28  F21  C15  C14  C13   180.00   0.0  0
 O2Q  CONST_29  C12  C13  C14  C15   180.00   0.0  0
 O2Q  CONST_30  F21  C15  C16  C17   180.00   0.0  0
 O2Q  CONST_31  C12  C13  C18  C17   180.00   0.0  0
 O2Q  CONST_32  F20  C16  C15  C14   180.00   0.0  0
 O2Q  CONST_33  F20  C16  C17  C18   180.00   0.0  0
 O2Q  CONST_34  N11  C5   C4   C3    180.00   0.0  0
 O2Q  CONST_35  H22  C3   C2   N1    180.00   0.0  0
 O2Q  CONST_36  H30  C17  C18  C13   180.00   0.0  0
 O2Q  CONST_37  H31  C18  C13  C14   180.00   0.0  0
 O2Q  CONST_38  H29  C14  C15  C16   180.00   0.0  0
 O2Q  CONST_39  H23  C4   C3   C2    180.00   0.0  0
 O2Q  CONST_40  C12  N11  C5   C4    180.00   0.0  0
 O2Q  CONST_41  C19  N11  C5   C4      0.00   0.0  0
 O2Q  CONST_42  N6   C5   N11  C12     0.00   0.0  0
 O2Q  CONST_43  N6   C5   N11  C19   180.00   0.0  0
 O2Q  Var_01    C13  C12  N11  C5    -71.06  30.0  1
 O2Q  Var_02    N11  C12  C13  C14   -48.80  30.0  2
 O2Q  Var_03    H26  C10  C9   N1   -177.40  30.0  2
 O2Q  Var_04    H32  C19  N11  C5    -58.19  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
 O2Q  plan-1  C13  0.020
 O2Q  plan-1  C15  0.020
 O2Q  plan-1  C17  0.020
 O2Q  plan-1  C12  0.020
 O2Q  plan-1  C14  0.020
 O2Q  plan-1  C16  0.020
 O2Q  plan-1  C18  0.020
 O2Q  plan-1  F20  0.020
 O2Q  plan-1  F21  0.020
 O2Q  plan-1  H30  0.020
 O2Q  plan-1  H29  0.020
 O2Q  plan-1  H31  0.020
 O2Q  plan-2  N1   0.020
 O2Q  plan-2  C4   0.020
 O2Q  plan-2  C5   0.020
 O2Q  plan-2  C2   0.020
 O2Q  plan-2  C3   0.020
 O2Q  plan-2  C9   0.020
 O2Q  plan-2  N11  0.020
 O2Q  plan-2  N6   0.020
 O2Q  plan-2  N7   0.020
 O2Q  plan-2  N8   0.020
 O2Q  plan-2  H23  0.020
 O2Q  plan-2  H22  0.020
 O2Q  plan-2  C10  0.020
 O2Q  plan-3  C5   0.020
 O2Q  plan-3  C12  0.020
 O2Q  plan-3  C19  0.020
 O2Q  plan-3  N11  0.020

