# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 15:50:06 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 4-{[4-amino-6-(2,6-dichlorophenoxy)-1,3,5-triazin-2-yl]amino}benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc(Nc2ccc(cc2)C#N)nc(Oc3c(Cl)cccc3Cl)n1
#
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
 ADB  ADB  4-{[4-amino-6-(2,6-dichlorophenoxy)-1,3,5-triazin-2-yl]amino}benzonitrile  ligand  35  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_ADB
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
 ADB  C1    C   CR6   0   0.504  -0.1664   0.2470   3.4115
 ADB  O7    O   O2    0  -0.470  -0.3778   0.8826   2.2248
 ADB  C2    C   CR6   0  -0.119   1.0370   0.3990   4.0855
 ADB  CL2   CL  CL    0  -0.085   2.2897   1.3191   3.3449
 ADB  C3    C   CR16  0  -0.223   1.2282  -0.1761   5.3311
 ADB  C4    C   CR16  0  -0.270   0.2060  -0.9226   5.8967
 ADB  C5    C   CR16  0  -0.224  -0.9987  -1.0960   5.2324
 ADB  C6    C   CR6   0  -0.116  -1.1740  -0.5136   3.9882
 ADB  CL6   CL  CL    0  -0.085  -2.6522  -0.7167   3.1284
 ADB  C8    C   CR6   0   0.593  -0.0980   0.2249   1.0867
 ADB  N1    N   N     0  -0.503  -0.3895   0.9052   0.0032
 ADB  C9    C   CR6   0   0.636  -0.1086   0.2426  -1.1272
 ADB  N5    N   NH1   0  -0.767  -0.4117   0.9317  -2.2564
 ADB  N2    N   N     0  -0.512   0.4112  -0.9673  -1.1971
 ADB  C10   C   CR6   0   0.611   0.6616  -1.5448  -0.0162
 ADB  N4    N   NH2   0  -0.805   1.1888  -2.7622  -0.0202
 ADB  N3    N   N     0  -0.498   0.4170  -0.9755   1.1740
 ADB  C11   C   CR6   0   0.387  -0.2809   0.6078  -3.5949
 ADB  C12   C   CR16  0  -0.297   0.2342  -0.5986  -4.0821
 ADB  C13   C   CR16  0  -0.231   0.3160  -0.8105  -5.4454
 ADB  C14   C   CR6   0  -0.016  -0.1088   0.1625  -6.3482
 ADB  C15   C   CR16  0  -0.228  -0.6234   1.3677  -5.8656
 ADB  C16   C   CR16  0  -0.344  -0.7063   1.5829  -4.5088
 ADB  C17   C   CSP   0   0.050  -0.0196  -0.0703  -7.7496
 ADB  N6    N   NS    0  -0.260   0.0530  -0.2580  -8.8851
 ADB  H3    H   HCR6  0   0.293   2.1689  -0.0488   5.8482
 ADB  H4    H   HCR6  0   0.284   0.3500  -1.3729   6.8688
 ADB  H5    H   HCR6  0   0.293  -1.7919  -1.6834   5.6727
 ADB  HN5   H   HNH1  0   0.421  -0.8078   1.8412  -2.0669
 ADB  HN41  H   HNH2  0   0.413   1.3795  -3.2391   0.8439
 ADB  HN42  H   HNH2  0   0.414   1.3767  -3.2352  -0.8871
 ADB  H12   H   HCR6  0   0.304   0.5671  -1.3663  -3.4043
 ADB  H13   H   HCR6  0   0.282   0.7161  -1.7472  -5.8092
 ADB  H15   H   HCR6  0   0.283  -0.9570   2.1341  -6.5517
 ADB  H16   H   HCR6  0   0.288  -1.1074   2.5211  -4.1462

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
 ADB  C1   O7    single    1.363  0.020  1.363
 ADB  C1   C2    aromatic  1.388  0.020  1.388
 ADB  C1   C6    aromatic  1.388  0.020  1.388
 ADB  O7   C8    single    1.344  0.020  1.344
 ADB  C2   CL2   single    1.722  0.020  1.722
 ADB  C2   C3    aromatic  1.385  0.020  1.385
 ADB  C3   C4    aromatic  1.386  0.020  1.386
 ADB  C3   H3    single    0.930  0.020  1.080
 ADB  C4   C5    aromatic  1.387  0.020  1.387
 ADB  C4   H4    single    0.930  0.020  1.080
 ADB  C5   C6    aromatic  1.385  0.020  1.385
 ADB  C5   H5    single    0.930  0.020  1.080
 ADB  C6   CL6   single    1.722  0.020  1.722
 ADB  C8   N1    aromatic  1.312  0.020  1.312
 ADB  C8   N3    aromatic  1.309  0.020  1.309
 ADB  N1   C9    aromatic  1.340  0.020  1.340
 ADB  C9   N5    single    1.357  0.020  1.357
 ADB  C9   N2    aromatic  1.319  0.020  1.319
 ADB  N5   C11   single    1.383  0.020  1.383
 ADB  N5   HN5   single    0.860  0.020  1.020
 ADB  N2   C10   aromatic  1.338  0.020  1.338
 ADB  C10  N4    single    1.327  0.020  1.327
 ADB  C10  N3    aromatic  1.342  0.020  1.342
 ADB  N4   HN41  single    0.860  0.020  1.020
 ADB  N4   HN42  single    0.860  0.020  1.020
 ADB  C11  C12   aromatic  1.399  0.020  1.399
 ADB  C11  C16   aromatic  1.403  0.020  1.403
 ADB  C12  C13   aromatic  1.382  0.020  1.382
 ADB  C12  H12   single    0.930  0.020  1.080
 ADB  C13  C14   aromatic  1.394  0.020  1.394
 ADB  C13  H13   single    0.930  0.020  1.080
 ADB  C14  C15   aromatic  1.397  0.020  1.397
 ADB  C14  C17   single    1.423  0.020  1.423
 ADB  C15  C16   aromatic  1.376  0.020  1.376
 ADB  C15  H15   single    0.930  0.020  1.080
 ADB  C16  H16   single    0.930  0.020  1.080
 ADB  C17  N6    triple    1.153  0.020  1.153

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
 ADB  C6    C1   C2    119.20  3.000
 ADB  C6    C1   O7    120.32  3.000
 ADB  C2    C1   O7    120.43  3.000
 ADB  C8    O7   C1    118.49  3.000
 ADB  C3    C2   CL2   120.55  3.000
 ADB  C3    C2   C1    120.73  3.000
 ADB  CL2   C2   C1    118.72  3.000
 ADB  H3    C3   C4    120.65  3.000
 ADB  H3    C3   C2    120.09  3.000
 ADB  C4    C3   C2    119.25  3.000
 ADB  H4    C4   C5    119.63  3.000
 ADB  H4    C4   C3    119.54  3.000
 ADB  C5    C4   C3    120.83  3.000
 ADB  H5    C5   C6    120.11  3.000
 ADB  H5    C5   C4    120.69  3.000
 ADB  C6    C5   C4    119.20  3.000
 ADB  CL6   C6   C5    120.51  3.000
 ADB  CL6   C6   C1    118.71  3.000
 ADB  C5    C6   C1    120.78  3.000
 ADB  N3    C8   N1    128.16  3.000
 ADB  N3    C8   O7    118.31  3.000
 ADB  N1    C8   O7    113.54  3.000
 ADB  C9    N1   C8    113.18  3.000
 ADB  N2    C9   N5    120.65  3.000
 ADB  N2    C9   N1    125.52  3.000
 ADB  N5    C9   N1    113.83  3.000
 ADB  HN5   N5   C11   115.44  3.000
 ADB  HN5   N5   C9    112.88  3.000
 ADB  C11   N5   C9    131.68  3.000
 ADB  C10   N2   C9    115.02  3.000
 ADB  N3    C10  N4    117.67  3.000
 ADB  N3    C10  N2    124.44  3.000
 ADB  N4    C10  N2    117.89  3.000
 ADB  HN42  N4   HN41  118.86  3.000
 ADB  HN42  N4   C10   120.58  3.000
 ADB  HN41  N4   C10   120.54  3.000
 ADB  C10   N3   C8    113.68  3.000
 ADB  C16   C11  C12   118.95  3.000
 ADB  C16   C11  N5    116.04  3.000
 ADB  C12   C11  N5    125.00  3.000
 ADB  H12   C12  C13   119.55  3.000
 ADB  H12   C12  C11   120.61  3.000
 ADB  C13   C12  C11   119.83  3.000
 ADB  H13   C13  C14   119.97  3.000
 ADB  H13   C13  C12   119.10  3.000
 ADB  C14   C13  C12   120.92  3.000
 ADB  C17   C14  C15   120.30  3.000
 ADB  C17   C14  C13   120.30  3.000
 ADB  C15   C14  C13   119.40  3.000
 ADB  H15   C15  C16   119.74  3.000
 ADB  H15   C15  C14   120.40  3.000
 ADB  C16   C15  C14   119.86  3.000
 ADB  H16   C16  C15   119.20  3.000
 ADB  H16   C16  C11   119.77  3.000
 ADB  C15   C16  C11   121.03  3.000
 ADB  N6    C17  C14   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
 ADB  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 ADB  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 ADB  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 ADB  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 ADB  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 ADB  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 ADB  CONST_07  N2    C9   N1   C8      0.00   0.0  0
 ADB  CONST_08  N2    C10  N3   C8      0.00   0.0  0
 ADB  CONST_09  C10   N3   C8   N1      0.00   0.0  0
 ADB  CONST_10  C10   N2   C9   N1      0.00   0.0  0
 ADB  CONST_11  N3    C8   N1   C9      0.00   0.0  0
 ADB  CONST_12  N3    C10  N2   C9      0.00   0.0  0
 ADB  CONST_13  C14   C13  C12  C11     0.00   0.0  0
 ADB  CONST_14  C14   C15  C16  C11     0.00   0.0  0
 ADB  CONST_15  C15   C16  C11  C12     0.00   0.0  0
 ADB  CONST_16  C15   C14  C13  C12     0.00   0.0  0
 ADB  CONST_17  C16   C11  C12  C13     0.00   0.0  0
 ADB  CONST_18  C16   C15  C14  C13     0.00   0.0  0
 ADB  CONST_19  C3    C2   C1   O7    180.00   0.0  0
 ADB  CONST_20  C5    C6   C1   O7    180.00   0.0  0
 ADB  CONST_21  C9    N1   C8   O7    180.00   0.0  0
 ADB  CONST_22  C10   N3   C8   O7    180.00   0.0  0
 ADB  CONST_23  CL6   C6   C1   C2    180.00   0.0  0
 ADB  CONST_24  C6    C1   C2   CL2   180.00   0.0  0
 ADB  CONST_25  C4    C3   C2   CL2   180.00   0.0  0
 ADB  CONST_26  CL6   C6   C5   C4    180.00   0.0  0
 ADB  CONST_27  N5    C9   N1   C8    180.00   0.0  0
 ADB  CONST_28  N4    C10  N3   C8    180.00   0.0  0
 ADB  CONST_29  N4    C10  N2   C9    180.00   0.0  0
 ADB  CONST_30  C10   N2   C9   N5    180.00   0.0  0
 ADB  CONST_31  C13   C12  C11  N5    180.00   0.0  0
 ADB  CONST_32  C15   C16  C11  N5    180.00   0.0  0
 ADB  CONST_33  C17   C14  C13  C12   180.00   0.0  0
 ADB  CONST_34  C17   C14  C15  C16   180.00   0.0  0
 ADB  CONST_35  H3    C3   C2   C1    180.00   0.0  0
 ADB  CONST_36  H5    C5   C6   C1    180.00   0.0  0
 ADB  CONST_37  H4    C4   C3   C2    180.00   0.0  0
 ADB  CONST_38  H13   C13  C12  C11   180.00   0.0  0
 ADB  CONST_39  H15   C15  C16  C11   180.00   0.0  0
 ADB  CONST_40  H16   C16  C11  C12   180.00   0.0  0
 ADB  CONST_41  H12   C12  C13  C14   180.00   0.0  0
 ADB  CONST_42  HN41  N4   C10  N2    180.00   0.0  0
 ADB  CONST_43  HN42  N4   C10  N2      0.00   0.0  0
 ADB  Var_01    N1    C8   O7   C1    177.31  30.0  2
 ADB  Var_02    C11   N5   C9   N1   -179.86  30.0  2
 ADB  Var_03    C12   C11  N5   C9      0.01  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
 ADB  plan-1  C1    0.020
 ADB  plan-1  O7    0.020
 ADB  plan-1  C2    0.020
 ADB  plan-1  CL2   0.020
 ADB  plan-1  C3    0.020
 ADB  plan-1  C4    0.020
 ADB  plan-1  C5    0.020
 ADB  plan-1  C6    0.020
 ADB  plan-1  CL6   0.020
 ADB  plan-1  H3    0.020
 ADB  plan-1  H4    0.020
 ADB  plan-1  H5    0.020
 ADB  plan-2  O7    0.020
 ADB  plan-2  C8    0.020
 ADB  plan-2  N1    0.020
 ADB  plan-2  C9    0.020
 ADB  plan-2  N5    0.020
 ADB  plan-2  N2    0.020
 ADB  plan-2  C10   0.020
 ADB  plan-2  N4    0.020
 ADB  plan-2  N3    0.020
 ADB  plan-3  N5    0.020
 ADB  plan-3  C11   0.020
 ADB  plan-3  C12   0.020
 ADB  plan-3  C13   0.020
 ADB  plan-3  C14   0.020
 ADB  plan-3  C15   0.020
 ADB  plan-3  C16   0.020
 ADB  plan-3  C17   0.020
 ADB  plan-3  N6    0.020
 ADB  plan-3  H12   0.020
 ADB  plan-3  H13   0.020
 ADB  plan-3  H15   0.020
 ADB  plan-3  H16   0.020
 ADB  plan-4  C10   0.020
 ADB  plan-4  N4    0.020
 ADB  plan-4  HN41  0.020
 ADB  plan-4  HN42  0.020

