# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 18:54:16 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N~3~-phenyl-1-[6-(phenylamino)pyrimidin-4-yl]-1H-1,2,4-triazole-3,5-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc(Nc2ccccc2)nn1c3cc(Nc4ccccc4)ncn3
#
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
 4HW  4HW  N~3~-phenyl-1-[6-(phenylamino)pyrimidin-4-yl]-1H-1,2,4-triazole-3,5-diamine  ligand  42  26  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4HW
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
 4HW  C1   C  CR16  0  -0.245   7.2437   0.0379   0.2316
 4HW  C2   C  CR16  0  -0.308   5.8697   0.2333   0.2912
 4HW  C3   C  CR6   0   0.363   5.0079  -0.8413   0.0603
 4HW  N1   N  N     0  -0.514   1.0380   2.3807   0.1330
 4HW  C7   C  CR16  0  -0.495   1.3849   0.0230   0.1456
 4HW  C6   C  CR6   0   0.588   2.7643   0.2768   0.1287
 4HW  N2   N  N     0  -0.480   3.2420   1.5237   0.1225
 4HW  C5   C  CR16  0  -0.243   6.9280  -2.2764  -0.2729
 4HW  C4   C  CR16  0  -0.358   5.5572  -2.0975  -0.2208
 4HW  C8   C  CR6   0   0.598   0.5641   1.1309   0.1459
 4HW  C9   C  CR16  0   0.101   2.3512   2.4962   0.1234
 4HW  C10  C  CR5   0   0.696  -1.7911   1.9437   0.1044
 4HW  N4   N  N     0  -0.562  -2.9688   1.3546   0.0748
 4HW  C11  C  CR5   0   0.605  -2.6626   0.0370   0.1098
 4HW  N6   N  NH1   0  -0.789  -3.5857  -0.9630   0.1165
 4HW  C12  C  CR6   0   0.362  -4.9692  -0.9027   0.0292
 4HW  C17  C  CR16  0  -0.319  -5.6892   0.2408  -0.3276
 4HW  C16  C  CR16  0  -0.245  -7.0748   0.1876  -0.4053
 4HW  C15  C  CR16  0  -0.283  -7.7706  -0.9833  -0.1424
 4HW  C14  C  CR16  0  -0.245  -7.0535  -2.1213   0.2067
 4HW  C13  C  CR16  0  -0.354  -5.6731  -2.0842   0.2934
 4HW  N5   N  N     0  -0.372  -1.3864  -0.2497   0.1554
 4HW  N3   N  NR5   0  -0.452  -0.8093   0.9939   0.1552
 4HW  N    N  NH1   0  -0.776   3.6149  -0.7773   0.1113
 4HW  C    C  CR16  0  -0.276   7.7864  -1.2069  -0.0494
 4HW  H1   H  HCR6  0   0.257   7.8963   0.8821   0.4143
 4HW  H2   H  HCR6  0   0.282   5.4779   1.2117   0.5133
 4HW  H3   H  HCR6  0   0.298   0.9895  -0.9818   0.1497
 4HW  H4   H  HCR6  0   0.259   7.3245  -3.2585  -0.4951
 4HW  H5   H  HCR6  0   0.269   4.9006  -2.9408  -0.4027
 4HW  H6   H  HCR6  0   0.266   2.7434   3.5071   0.1145
 4HW  H7   H  HNH2  0   0.410  -2.3687   3.8595  -0.0818
 4HW  H8   H  HNH2  0   0.426  -0.6480   3.6114   0.0213
 4HW  H9   H  HNH1  0   0.408  -3.1963  -1.8830   0.2545
 4HW  H10  H  HCR6  0   0.279  -5.1765   1.1655  -0.5406
 4HW  H11  H  HCR6  0   0.254  -7.6134   1.0848  -0.6837
 4HW  H12  H  HCR6  0   0.250  -8.8500  -1.0110  -0.2079
 4HW  H13  H  HCR6  0   0.256  -7.5701  -3.0483   0.4208
 4HW  H14  H  HCR6  0   0.264  -5.1295  -2.9793   0.5733
 4HW  H15  H  HNH1  0   0.419   3.1604  -1.6762   0.0612
 4HW  H16  H  HCR6  0   0.254   8.8587  -1.3432  -0.0924
 4HW  N7   N  NH2   0  -0.845  -1.5878   3.2595   0.1199

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
 4HW  N7   C10  single    1.332  0.020  1.332
 4HW  C10  N4   aromatic  1.317  0.020  1.317
 4HW  C10  N3   aromatic  1.367  0.020  1.367
 4HW  N1   C9   aromatic  1.318  0.020  1.318
 4HW  N1   C8   aromatic  1.337  0.020  1.337
 4HW  C9   N2   aromatic  1.319  0.020  1.319
 4HW  N4   C11  aromatic  1.353  0.020  1.353
 4HW  N3   C8   single    1.380  0.020  1.380
 4HW  N3   N5   aromatic  1.371  0.020  1.371
 4HW  N2   C6   aromatic  1.335  0.020  1.335
 4HW  C8   C7   aromatic  1.379  0.020  1.379
 4HW  C11  N5   aromatic  1.309  0.020  1.309
 4HW  C11  N6   single    1.361  0.020  1.361
 4HW  N6   C12  single    1.388  0.020  1.388
 4HW  C6   C7   aromatic  1.403  0.020  1.403
 4HW  C6   N    single    1.355  0.020  1.355
 4HW  N    C3   single    1.395  0.020  1.395
 4HW  C4   C5   aromatic  1.383  0.020  1.383
 4HW  C4   C3   aromatic  1.400  0.020  1.400
 4HW  C12  C13  aromatic  1.400  0.020  1.400
 4HW  C12  C17  aromatic  1.398  0.020  1.398
 4HW  C5   C    aromatic  1.389  0.020  1.389
 4HW  C13  C14  aromatic  1.384  0.020  1.384
 4HW  C3   C2   aromatic  1.397  0.020  1.397
 4HW  C17  C16  aromatic  1.389  0.020  1.389
 4HW  C14  C15  aromatic  1.390  0.020  1.390
 4HW  C    C1   aromatic  1.387  0.020  1.387
 4HW  C2   C1   aromatic  1.389  0.020  1.389
 4HW  C16  C15  aromatic  1.387  0.020  1.387
 4HW  C1   H1   single    0.930  0.020  1.080
 4HW  C2   H2   single    0.930  0.020  1.080
 4HW  C7   H3   single    0.930  0.020  1.080
 4HW  C5   H4   single    0.930  0.020  1.080
 4HW  C4   H5   single    0.930  0.020  1.080
 4HW  C9   H6   single    0.930  0.020  1.080
 4HW  N7   H7   single    0.890  0.020  1.040
 4HW  N7   H8   single    0.890  0.020  1.040
 4HW  N6   H9   single    0.860  0.020  1.020
 4HW  C17  H10  single    0.930  0.020  1.080
 4HW  C16  H11  single    0.930  0.020  1.080
 4HW  C15  H12  single    0.930  0.020  1.080
 4HW  C14  H13  single    0.930  0.020  1.080
 4HW  C13  H14  single    0.930  0.020  1.080
 4HW  N    H15  single    0.860  0.020  1.020
 4HW  C    H16  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
 4HW  H1   C1   C    119.89  3.000
 4HW  H1   C1   C2   118.65  3.000
 4HW  C    C1   C2   121.47  3.000
 4HW  H2   C2   C3   120.57  3.000
 4HW  H2   C2   C1   119.76  3.000
 4HW  C3   C2   C1   119.67  3.000
 4HW  N    C3   C4   116.12  3.000
 4HW  C4   C3   C2   118.79  3.000
 4HW  N    C3   C2   125.08  3.000
 4HW  C9   N1   C8   115.79  3.000
 4HW  H3   C7   C8   121.99  3.000
 4HW  H3   C7   C6   121.90  3.000
 4HW  C8   C7   C6   116.11  3.000
 4HW  N    C6   N2   120.13  3.000
 4HW  N    C6   C7   118.48  3.000
 4HW  N2   C6   C7   121.39  3.000
 4HW  C9   N2   C6   116.55  3.000
 4HW  H4   C5   C    120.35  3.000
 4HW  H4   C5   C4   119.21  3.000
 4HW  C    C5   C4   120.44  3.000
 4HW  H5   C4   C5   119.55  3.000
 4HW  H5   C4   C3   119.62  3.000
 4HW  C5   C4   C3   120.83  3.000
 4HW  N3   C8   C7   120.83  3.000
 4HW  C7   C8   N1   122.70  3.000
 4HW  N3   C8   N1   116.47  3.000
 4HW  H6   C9   N2   116.30  3.000
 4HW  H6   C9   N1   116.23  3.000
 4HW  N2   C9   N1   127.46  3.000
 4HW  N3   C10  N4   109.40  3.000
 4HW  N3   C10  N7   125.21  3.000
 4HW  N4   C10  N7   125.36  3.000
 4HW  C11  N4   C10  103.45  3.000
 4HW  N5   C11  N6   120.01  3.000
 4HW  N6   C11  N4   124.21  3.000
 4HW  N5   C11  N4   115.77  3.000
 4HW  H9   N6   C12  115.68  3.000
 4HW  H9   N6   C11  114.15  3.000
 4HW  C12  N6   C11  130.09  3.000
 4HW  C13  C12  C17  118.66  3.000
 4HW  C17  C12  N6   124.42  3.000
 4HW  C13  C12  N6   116.91  3.000
 4HW  H10  C17  C16  119.74  3.000
 4HW  H10  C17  C12  120.47  3.000
 4HW  C16  C17  C12  119.79  3.000
 4HW  H11  C16  C15  119.91  3.000
 4HW  H11  C16  C17  118.61  3.000
 4HW  C15  C16  C17  121.48  3.000
 4HW  H12  C15  C14  120.60  3.000
 4HW  H12  C15  C16  120.71  3.000
 4HW  C14  C15  C16  118.69  3.000
 4HW  H13  C14  C13  119.12  3.000
 4HW  H13  C14  C15  120.31  3.000
 4HW  C13  C14  C15  120.57  3.000
 4HW  H14  C13  C14  119.62  3.000
 4HW  H14  C13  C12  119.56  3.000
 4HW  C14  C13  C12  120.81  3.000
 4HW  N3   N5   C11  102.22  3.000
 4HW  N5   N3   C10  109.14  3.000
 4HW  N5   N3   C8   120.59  3.000
 4HW  C10  N3   C8   130.20  3.000
 4HW  H15  N    C6   114.28  3.000
 4HW  H15  N    C3   114.03  3.000
 4HW  C6   N    C3   131.53  3.000
 4HW  H16  C    C5   120.60  3.000
 4HW  H16  C    C1   120.60  3.000
 4HW  C5   C    C1   118.80  3.000
 4HW  H8   N7   H7   119.74  3.000
 4HW  H8   N7   C10  119.08  3.000
 4HW  H7   N7   C10  117.96  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
 4HW  CONST_01  C4   C5   C    C1      0.00   0.0  0
 4HW  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 4HW  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 4HW  CONST_04  C5   C    C1   C2      0.00   0.0  0
 4HW  CONST_05  C    C5   C4   C3      0.00   0.0  0
 4HW  CONST_06  C    C1   C2   C3      0.00   0.0  0
 4HW  CONST_07  C6   N2   C9   N1      0.00   0.0  0
 4HW  CONST_08  C10  N3   C8   N1      0.00   0.0  0
 4HW  CONST_09  N5   N3   C8   N1    180.00   0.0  0
 4HW  CONST_10  C6   C7   C8   N1      0.00   0.0  0
 4HW  CONST_11  C9   N1   C8   C7      0.00   0.0  0
 4HW  CONST_12  C10  N3   C8   C7    180.00   0.0  0
 4HW  CONST_13  N5   N3   C8   C7      0.00   0.0  0
 4HW  CONST_14  C9   N2   C6   C7      0.00   0.0  0
 4HW  CONST_15  N3   C8   C7   C6    180.00   0.0  0
 4HW  CONST_16  C8   N1   C9   N2      0.00   0.0  0
 4HW  CONST_17  C8   C7   C6   N2      0.00   0.0  0
 4HW  CONST_18  N4   C10  N3   C8    180.00   0.0  0
 4HW  CONST_19  C11  N5   N3   C8    180.00   0.0  0
 4HW  CONST_20  N3   C8   N1   C9    180.00   0.0  0
 4HW  CONST_21  N5   C11  N4   C10     0.00   0.0  0
 4HW  CONST_22  C11  N5   N3   C10     0.00   0.0  0
 4HW  CONST_23  N5   N3   C10  N4      0.00   0.0  0
 4HW  CONST_24  N3   N5   C11  N4      0.00   0.0  0
 4HW  CONST_25  N3   C10  N4   C11     0.00   0.0  0
 4HW  CONST_26  C15  C14  C13  C12     0.00   0.0  0
 4HW  CONST_27  C15  C16  C17  C12     0.00   0.0  0
 4HW  CONST_28  C14  C13  C12  C17     0.00   0.0  0
 4HW  CONST_29  C14  C15  C16  C17     0.00   0.0  0
 4HW  CONST_30  C13  C12  C17  C16     0.00   0.0  0
 4HW  CONST_31  C13  C14  C15  C16     0.00   0.0  0
 4HW  CONST_32  N    C3   C2   C1    180.00   0.0  0
 4HW  CONST_33  N    C3   C4   C5    180.00   0.0  0
 4HW  CONST_34  N7   C10  N3   C8      0.00   0.0  0
 4HW  CONST_35  N    C6   C7   C8    180.00   0.0  0
 4HW  CONST_36  N    C6   N2   C9    180.00   0.0  0
 4HW  CONST_37  C11  N4   C10  N7    180.00   0.0  0
 4HW  CONST_38  N5   N3   C10  N7    180.00   0.0  0
 4HW  CONST_39  N6   C11  N4   C10   180.00   0.0  0
 4HW  CONST_40  N3   N5   C11  N6    180.00   0.0  0
 4HW  CONST_41  C14  C13  C12  N6    180.00   0.0  0
 4HW  CONST_42  C16  C17  C12  N6    180.00   0.0  0
 4HW  CONST_43  H4   C5   C    C1    180.00   0.0  0
 4HW  CONST_44  H5   C4   C3   C2    180.00   0.0  0
 4HW  CONST_45  H16  C    C1   C2    180.00   0.0  0
 4HW  CONST_46  H1   C1   C2   C3    180.00   0.0  0
 4HW  CONST_47  H3   C7   C8   N1    180.00   0.0  0
 4HW  CONST_48  H6   C9   N2   C6    180.00   0.0  0
 4HW  CONST_49  H2   C2   C3   C4    180.00   0.0  0
 4HW  CONST_50  H13  C14  C13  C12   180.00   0.0  0
 4HW  CONST_51  H11  C16  C17  C12   180.00   0.0  0
 4HW  CONST_52  H14  C13  C12  C17   180.00   0.0  0
 4HW  CONST_53  H12  C15  C16  C17   180.00   0.0  0
 4HW  CONST_54  H10  C17  C16  C15   180.00   0.0  0
 4HW  CONST_55  H7   N7   C10  N4      0.00   0.0  0
 4HW  CONST_56  H8   N7   C10  N4    180.00   0.0  0
 4HW  Var_01    C6   N    C3   C2     14.04  30.0  2
 4HW  Var_02    N2   C6   N    C3     -1.41  30.0  1
 4HW  Var_03    C12  N6   C11  N4      3.36  30.0  2
 4HW  Var_04    C13  C12  N6   C11  -169.29  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
 4HW  plan-1  C8   0.020
 4HW  plan-1  C10  0.020
 4HW  plan-1  N4   0.020
 4HW  plan-1  C11  0.020
 4HW  plan-1  N6   0.020
 4HW  plan-1  N5   0.020
 4HW  plan-1  N3   0.020
 4HW  plan-1  N7   0.020
 4HW  plan-2  N1   0.020
 4HW  plan-2  C7   0.020
 4HW  plan-2  C6   0.020
 4HW  plan-2  N2   0.020
 4HW  plan-2  C8   0.020
 4HW  plan-2  C9   0.020
 4HW  plan-2  N3   0.020
 4HW  plan-2  N    0.020
 4HW  plan-2  H3   0.020
 4HW  plan-2  H6   0.020
 4HW  plan-3  C1   0.020
 4HW  plan-3  C2   0.020
 4HW  plan-3  C3   0.020
 4HW  plan-3  C5   0.020
 4HW  plan-3  C4   0.020
 4HW  plan-3  N    0.020
 4HW  plan-3  C    0.020
 4HW  plan-3  H1   0.020
 4HW  plan-3  H2   0.020
 4HW  plan-3  H4   0.020
 4HW  plan-3  H5   0.020
 4HW  plan-3  H16  0.020
 4HW  plan-4  N6   0.020
 4HW  plan-4  C12  0.020
 4HW  plan-4  C17  0.020
 4HW  plan-4  C16  0.020
 4HW  plan-4  C15  0.020
 4HW  plan-4  C14  0.020
 4HW  plan-4  C13  0.020
 4HW  plan-4  H10  0.020
 4HW  plan-4  H11  0.020
 4HW  plan-4  H12  0.020
 4HW  plan-4  H13  0.020
 4HW  plan-4  H14  0.020
 4HW  plan-5  C10  0.020
 4HW  plan-5  H7   0.020
 4HW  plan-5  H8   0.020
 4HW  plan-5  N7   0.020

