# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 08:18:52 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: ~{N}-(2,3-dimethylphenyl)-5-(4-pyridin-4-yloxyphenyl)-4~{H}-1,2,4-triazol-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc(Nc2[nH]c(nn2)c3ccc(Oc4ccncc4)cc3)c1C
#
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
 G4E  G4E  ~{N}-(2,3-dimethylphenyl)-5-(4-pyridin-4-yloxyphenyl)-4~{H}-1,2,4-triazol-3-amine  ligand  46  27  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G4E
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
 G4E  C1   C  CR6   0   0.072   7.2655  -0.0824  -0.4370
 G4E  C2   C  CR16  0  -0.250   6.4165   1.9591   0.5251
 G4E  C3   C  CR6   0  -0.021   5.9649  -0.5894  -0.5168
 G4E  C4   C  CR16  0  -0.337   5.1199   1.4767   0.4535
 G4E  C5   C  CR6   0   0.330   4.8904   0.2029  -0.0667
 G4E  C6   C  CR16  0  -0.398  -7.3858  -0.6272   0.2250
 G4E  C7   C  CR6   0   0.456  -6.0327  -0.3786   0.0162
 G4E  C8   C  CR16  0  -0.062  -8.2824  -0.2098  -0.7404
 G4E  C9   C  CR16  0  -0.409  -5.6456   0.2739  -1.1478
 G4E  N2   N  NR15  0  -0.723   1.2627  -0.4841   0.0796
 G4E  C20  C  CH3   0  -0.751   8.4481  -0.8898  -0.8977
 G4E  C19  C  CH3   0  -0.791   5.6929  -1.9645  -1.0627
 G4E  C    C  CR16  0  -0.323   7.4806   1.1920   0.0854
 G4E  N4   N  NH1   0  -0.815   3.6109  -0.3404  -0.1705
 G4E  C18  C  CR5   0   0.695   2.4337   0.1725   0.2709
 G4E  N3   N  N     0  -0.386   2.2119   1.2909   0.9148
 G4E  N1   N  N     0  -0.311   0.8757   1.3636   1.1485
 G4E  C17  C  CR5   0   0.455   0.3090   0.3057   0.6504
 G4E  C11  C  CR6   0   0.036  -1.1156   0.0042   0.7009
 G4E  C13  C  CR16  0  -0.303  -1.6336  -1.1964   0.2194
 G4E  C15  C  CR16  0  -0.283  -2.9931  -1.4596   0.2892
 G4E  C16  C  CR6   0   0.293  -3.8386  -0.5196   0.8517
 G4E  C14  C  CR16  0  -0.280  -3.3452   0.6836   1.3357
 G4E  C12  C  CR16  0  -0.285  -1.9890   0.9396   1.2605
 G4E  O    O  O2    0  -0.499  -5.1787  -0.8019   0.9717
 G4E  C10  C  CR16  0  -0.063  -6.6398   0.6444  -2.0415
 G4E  N    N  N     0  -0.418  -7.9340   0.4171  -1.8612
 G4E  H1   H  HCR6  0   0.250   6.5923   2.9470   0.9312
 G4E  H2   H  HCR6  0   0.283   4.2965   2.0801   0.8024
 G4E  H4   H  HCR6  0   0.269  -9.3412  -0.3927  -0.5953
 G4E  H5   H  HCR6  0   0.292  -4.6126   0.4957  -1.3766
 G4E  H6   H  HNR5  0   0.437   1.1342  -1.3596  -0.4041
 G4E  H7   H  HCH3  0   0.246   8.5390  -1.8284  -0.3483
 G4E  H8   H  HCH3  0   0.246   8.3809  -1.1451  -1.9566
 G4E  H9   H  HCH3  0   0.251   9.3734  -0.3342  -0.7524
 G4E  H10  H  HCH3  0   0.254   5.2111  -2.6055  -0.3196
 G4E  H11  H  HCH3  0   0.252   5.0412  -1.9376  -1.9407
 G4E  H12  H  HCH3  0   0.277   6.6036  -2.4698  -1.3711
 G4E  H13  H  HCR6  0   0.241   8.4903   1.5781   0.1504
 G4E  H14  H  HNH1  0   0.428   3.5403  -1.2310  -0.6340
 G4E  H15  H  HCR6  0   0.257  -0.9910  -1.9498  -0.2172
 G4E  H16  H  HCR6  0   0.284  -3.3858  -2.3958  -0.0852
 G4E  H17  H  HCR6  0   0.283  -4.0135   1.4120   1.7770
 G4E  H18  H  HCR6  0   0.268  -1.6027   1.8748   1.6421
 G4E  H19  H  HCR6  0   0.270  -6.3589   1.1557  -2.9557
 G4E  H3   H  HCR6  0   0.284  -7.7302  -1.1309   1.1182

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
 G4E  C20  C1   single    1.504  0.020  1.504
 G4E  C1   C    aromatic  1.394  0.020  1.394
 G4E  C1   C3   aromatic  1.398  0.020  1.398
 G4E  C19  C3   single    1.504  0.020  1.504
 G4E  C    C2   aromatic  1.383  0.020  1.383
 G4E  C3   C5   aromatic  1.409  0.020  1.409
 G4E  C2   C4   aromatic  1.385  0.020  1.385
 G4E  C5   C4   aromatic  1.395  0.020  1.395
 G4E  C5   N4   single    1.394  0.020  1.394
 G4E  N4   C18  single    1.358  0.020  1.358
 G4E  C18  N3   aromatic  1.309  0.020  1.309
 G4E  C18  N2   aromatic  1.356  0.020  1.356
 G4E  N3   N1   aromatic  1.358  0.020  1.358
 G4E  N2   C17  aromatic  1.364  0.020  1.364
 G4E  N1   C17  aromatic  1.299  0.020  1.299
 G4E  C17  C11  single    1.457  0.020  1.457
 G4E  C13  C11  aromatic  1.393  0.020  1.393
 G4E  C13  C15  aromatic  1.387  0.020  1.387
 G4E  C11  C12  aromatic  1.397  0.020  1.397
 G4E  C15  C16  aromatic  1.384  0.020  1.384
 G4E  C12  C14  aromatic  1.382  0.020  1.382
 G4E  C16  C14  aromatic  1.388  0.020  1.388
 G4E  C16  O    single    1.375  0.020  1.375
 G4E  O    C7   single    1.350  0.020  1.350
 G4E  C6   C7   aromatic  1.392  0.020  1.392
 G4E  C6   C8   aromatic  1.382  0.020  1.382
 G4E  C7   C9   aromatic  1.389  0.020  1.389
 G4E  C8   N    aromatic  1.331  0.020  1.331
 G4E  C9   C10  aromatic  1.387  0.020  1.387
 G4E  N    C10  aromatic  1.326  0.020  1.326
 G4E  C2   H1   single    0.930  0.020  1.080
 G4E  C4   H2   single    0.930  0.020  1.080
 G4E  C6   H3   single    0.930  0.020  1.080
 G4E  C8   H4   single    0.930  0.020  1.080
 G4E  C9   H5   single    0.930  0.020  1.080
 G4E  N2   H6   single    0.860  0.020  1.020
 G4E  C20  H7   single    0.970  0.020  1.090
 G4E  C20  H8   single    0.970  0.020  1.090
 G4E  C20  H9   single    0.970  0.020  1.090
 G4E  C19  H10  single    0.970  0.020  1.090
 G4E  C19  H11  single    0.970  0.020  1.090
 G4E  C19  H12  single    0.970  0.020  1.090
 G4E  C    H13  single    0.930  0.020  1.080
 G4E  N4   H14  single    0.860  0.020  1.020
 G4E  C13  H15  single    0.930  0.020  1.080
 G4E  C15  H16  single    0.930  0.020  1.080
 G4E  C14  H17  single    0.930  0.020  1.080
 G4E  C12  H18  single    0.930  0.020  1.080
 G4E  C10  H19  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
 G4E  C    C1   C20  118.96  3.000
 G4E  C    C1   C3   119.76  3.000
 G4E  C20  C1   C3   121.28  3.000
 G4E  H1   C2   C    120.02  3.000
 G4E  H1   C2   C4   119.29  3.000
 G4E  C    C2   C4   120.69  3.000
 G4E  C19  C3   C5   119.47  3.000
 G4E  C5   C3   C1   119.16  3.000
 G4E  C19  C3   C1   121.36  3.000
 G4E  H2   C4   C5   120.38  3.000
 G4E  H2   C4   C2   120.20  3.000
 G4E  C5   C4   C2   119.42  3.000
 G4E  N4   C5   C4   122.32  3.000
 G4E  N4   C5   C3   117.20  3.000
 G4E  C4   C5   C3   120.47  3.000
 G4E  H3   C6   C8   120.73  3.000
 G4E  H3   C6   C7   121.11  3.000
 G4E  C8   C6   C7   118.17  3.000
 G4E  O    C7   C9   124.34  3.000
 G4E  C9   C7   C6   118.72  3.000
 G4E  O    C7   C6   116.94  3.000
 G4E  H4   C8   N    116.61  3.000
 G4E  H4   C8   C6   119.28  3.000
 G4E  N    C8   C6   124.11  3.000
 G4E  H5   C9   C10  119.58  3.000
 G4E  H5   C9   C7   122.67  3.000
 G4E  C10  C9   C7   117.74  3.000
 G4E  H6   N2   C17  127.92  3.000
 G4E  H6   N2   C18  126.73  3.000
 G4E  C17  N2   C18  105.34  3.000
 G4E  H9   C20  H8   107.53  3.000
 G4E  H9   C20  H7   107.51  3.000
 G4E  H8   C20  H7   107.00  3.000
 G4E  H9   C20  C1   110.69  3.000
 G4E  H8   C20  C1   111.98  3.000
 G4E  H7   C20  C1   111.89  3.000
 G4E  H12  C19  H11  106.44  3.000
 G4E  H12  C19  H10  106.84  3.000
 G4E  H11  C19  H10  107.31  3.000
 G4E  H12  C19  C3   112.13  3.000
 G4E  H11  C19  C3   112.12  3.000
 G4E  H10  C19  C3   111.65  3.000
 G4E  H13  C    C2   120.03  3.000
 G4E  H13  C    C1   119.49  3.000
 G4E  C2   C    C1   120.48  3.000
 G4E  H14  N4   C18  115.03  3.000
 G4E  H14  N4   C5   116.33  3.000
 G4E  C18  N4   C5   128.64  3.000
 G4E  N3   C18  N4   129.00  3.000
 G4E  N3   C18  N2   109.67  3.000
 G4E  N4   C18  N2   121.33  3.000
 G4E  N1   N3   C18  107.27  3.000
 G4E  C17  N1   N3   108.63  3.000
 G4E  C11  C17  N1   125.57  3.000
 G4E  C11  C17  N2   125.35  3.000
 G4E  N1   C17  N2   109.08  3.000
 G4E  C12  C11  C13  118.89  3.000
 G4E  C12  C11  C17  119.12  3.000
 G4E  C13  C11  C17  121.99  3.000
 G4E  H15  C13  C15  118.06  3.000
 G4E  H15  C13  C11  121.24  3.000
 G4E  C15  C13  C11  120.71  3.000
 G4E  H16  C15  C16  120.44  3.000
 G4E  H16  C15  C13  120.18  3.000
 G4E  C16  C15  C13  119.38  3.000
 G4E  O    C16  C14  119.62  3.000
 G4E  O    C16  C15  119.44  3.000
 G4E  C14  C16  C15  120.90  3.000
 G4E  H17  C14  C12  120.22  3.000
 G4E  H17  C14  C16  120.40  3.000
 G4E  C12  C14  C16  119.38  3.000
 G4E  H18  C12  C14  119.44  3.000
 G4E  H18  C12  C11  119.81  3.000
 G4E  C14  C12  C11  120.75  3.000
 G4E  C16  O    C7   119.38  3.000
 G4E  H19  C10  N    116.63  3.000
 G4E  H19  C10  C9   118.91  3.000
 G4E  N    C10  C9   124.47  3.000
 G4E  C10  N    C8   116.79  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
 G4E  CONST_01  C4   C2   C    C1     0.00   0.0  0
 G4E  CONST_02  C4   C5   C3   C1     0.00   0.0  0
 G4E  CONST_03  C3   C1   C    C2     0.00   0.0  0
 G4E  CONST_04  C3   C5   C4   C2     0.00   0.0  0
 G4E  CONST_05  C    C1   C3   C5     0.00   0.0  0
 G4E  CONST_06  C    C2   C4   C5     0.00   0.0  0
 G4E  CONST_07  C10  C9   C7   C6     0.00   0.0  0
 G4E  CONST_08  C10  N    C8   C6     0.00   0.0  0
 G4E  CONST_09  N    C8   C6   C7     0.00   0.0  0
 G4E  CONST_10  N    C10  C9   C7     0.00   0.0  0
 G4E  CONST_11  C9   C7   C6   C8     0.00   0.0  0
 G4E  CONST_12  C9   C10  N    C8     0.00   0.0  0
 G4E  CONST_13  N1   N3   C18  N2     0.00   0.0  0
 G4E  CONST_14  N3   N1   C17  N2     0.00   0.0  0
 G4E  CONST_15  C13  C11  C17  N2     0.00   0.0  0
 G4E  CONST_16  C12  C11  C17  N2   180.00   0.0  0
 G4E  CONST_17  C17  N1   N3   C18    0.00   0.0  0
 G4E  CONST_18  N1   C17  N2   C18    0.00   0.0  0
 G4E  CONST_19  C11  C17  N2   C18  180.00   0.0  0
 G4E  CONST_20  C17  N2   C18  N3     0.00   0.0  0
 G4E  CONST_21  C11  C17  N1   N3   180.00   0.0  0
 G4E  CONST_22  C13  C11  C17  N1   180.00   0.0  0
 G4E  CONST_23  C12  C11  C17  N1     0.00   0.0  0
 G4E  CONST_24  C15  C13  C11  C17  180.00   0.0  0
 G4E  CONST_25  C14  C12  C11  C17  180.00   0.0  0
 G4E  CONST_26  C16  C15  C13  C11    0.00   0.0  0
 G4E  CONST_27  C16  C14  C12  C11    0.00   0.0  0
 G4E  CONST_28  C14  C12  C11  C13    0.00   0.0  0
 G4E  CONST_29  C14  C16  C15  C13    0.00   0.0  0
 G4E  CONST_30  C12  C11  C13  C15    0.00   0.0  0
 G4E  CONST_31  C12  C14  C16  C15    0.00   0.0  0
 G4E  CONST_32  N4   C5   C3   C1   180.00   0.0  0
 G4E  CONST_33  C20  C1   C    C2   180.00   0.0  0
 G4E  CONST_34  N4   C5   C4   C2   180.00   0.0  0
 G4E  CONST_35  C19  C3   C5   C4   180.00   0.0  0
 G4E  CONST_36  C20  C1   C3   C5   180.00   0.0  0
 G4E  CONST_37  O    C7   C6   C8   180.00   0.0  0
 G4E  CONST_38  C    C1   C3   C19  180.00   0.0  0
 G4E  CONST_39  N1   N3   C18  N4   180.00   0.0  0
 G4E  CONST_40  C17  N2   C18  N4   180.00   0.0  0
 G4E  CONST_41  O    C16  C15  C13  180.00   0.0  0
 G4E  CONST_42  O    C16  C14  C12  180.00   0.0  0
 G4E  CONST_43  C10  C9   C7   O    180.00   0.0  0
 G4E  CONST_44  H1   C2   C    C1   180.00   0.0  0
 G4E  CONST_45  H13  C    C1   C3   180.00   0.0  0
 G4E  CONST_46  H2   C4   C5   C3   180.00   0.0  0
 G4E  CONST_47  H5   C9   C7   C6   180.00   0.0  0
 G4E  CONST_48  H4   C8   C6   C7   180.00   0.0  0
 G4E  CONST_49  H19  C10  C9   C7   180.00   0.0  0
 G4E  CONST_50  H3   C6   C7   C9   180.00   0.0  0
 G4E  CONST_51  H6   N2   C18  N3   180.00   0.0  0
 G4E  CONST_52  H15  C13  C11  C17    0.00   0.0  0
 G4E  CONST_53  H18  C12  C11  C17    0.00   0.0  0
 G4E  CONST_54  H16  C15  C13  C11  180.00   0.0  0
 G4E  CONST_55  H17  C14  C12  C11  180.00   0.0  0
 G4E  Var_01    C18  N4   C5   C3   175.00  30.0  2
 G4E  Var_02    N3   C18  N4   C5    -0.94  30.0  2
 G4E  Var_03    C15  C16  O    C7   -95.34  30.0  3
 G4E  Var_04    H10  C19  C3   C1   119.57  30.0  2
 G4E  Var_05    H7   C20  C1   C3   -59.77  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
 G4E  plan-1  N2   0.020
 G4E  plan-1  N4   0.020
 G4E  plan-1  C18  0.020
 G4E  plan-1  N3   0.020
 G4E  plan-1  N1   0.020
 G4E  plan-1  C17  0.020
 G4E  plan-1  C11  0.020
 G4E  plan-1  H6   0.020
 G4E  plan-2  C1   0.020
 G4E  plan-2  C2   0.020
 G4E  plan-2  C3   0.020
 G4E  plan-2  C4   0.020
 G4E  plan-2  C5   0.020
 G4E  plan-2  C20  0.020
 G4E  plan-2  C19  0.020
 G4E  plan-2  C    0.020
 G4E  plan-2  N4   0.020
 G4E  plan-2  H1   0.020
 G4E  plan-2  H2   0.020
 G4E  plan-2  H13  0.020
 G4E  plan-3  C6   0.020
 G4E  plan-3  C7   0.020
 G4E  plan-3  C8   0.020
 G4E  plan-3  C9   0.020
 G4E  plan-3  O    0.020
 G4E  plan-3  C10  0.020
 G4E  plan-3  N    0.020
 G4E  plan-3  H4   0.020
 G4E  plan-3  H5   0.020
 G4E  plan-3  H19  0.020
 G4E  plan-3  H3   0.020
 G4E  plan-4  C17  0.020
 G4E  plan-4  C11  0.020
 G4E  plan-4  C13  0.020
 G4E  plan-4  C15  0.020
 G4E  plan-4  C16  0.020
 G4E  plan-4  C14  0.020
 G4E  plan-4  C12  0.020
 G4E  plan-4  O    0.020
 G4E  plan-4  H15  0.020
 G4E  plan-4  H16  0.020
 G4E  plan-4  H17  0.020
 G4E  plan-4  H18  0.020

