# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu Jun  4 14:13:38 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 5-amino-3-[(4-cyanophenyl)amino]-N-phenyl-1H-1,2,4-triazole-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc(Nc2ccc(cc2)C#N)nn1C(=O)Nc3ccccc3
#
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
 M3A  M3A  5-amino-3-[(4-cyanophenyl)amino]-N-phenyl-1H-1,2,4-triazole-1-carboxamide  ligand  37  24  .  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_M3A
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
 M3A  C4   C  CR6   0   0.389  -3.1325   0.7472  -0.0502
 M3A  C5   C  CR5   0   0.632  -0.8009  -0.1128  -0.0993
 M3A  C6   C  CR5   0   0.730   0.1489  -1.9813  -0.0417
 M3A  N1   N  NH1   0  -0.788  -1.7633   0.8546  -0.1196
 M3A  C8   C  CR6   0   0.380   4.4675   0.3594  -0.0831
 M3A  N2   N  N     0  -0.564  -1.0522  -1.4390  -0.0412
 M3A  C9   C  CR16  0  -0.311   5.4687  -0.6105  -0.1358
 M3A  C10  C  CR16  0  -0.246   6.8011  -0.2190  -0.1009
 M3A  C11  C  CR16  0  -0.270   7.1591   1.1180  -0.0170
 M3A  C12  C  CR16  0  -0.244   6.1586   2.0803   0.0318
 M3A  N3   N  NH2   0  -0.840   0.4016  -3.2871  -0.0248
 M3A  C13  C  CR16  0  -0.346   4.8264   1.7067   0.0001
 M3A  C14  C  CR16  0  -0.310  -3.8301  -0.4665   0.0143
 M3A  C15  C  CR16  0  -0.229  -5.2091  -0.4665   0.0829
 M3A  N4   N  NR5   0  -0.452   1.0875  -0.9922  -0.1012
 M3A  N    N  NS    0  -0.265  -8.4994   0.7033   0.2212
 M3A  C    C  CSP   0   0.046  -7.3473   0.7149   0.1605
 M3A  O    O  O     0  -0.484   3.0029  -2.2042  -0.0272
 M3A  C1   C  CR6   0  -0.024  -5.9272   0.7292   0.0878
 M3A  C2   C  CR16  0  -0.229  -5.2355   1.9417   0.0213
 M3A  C3   C  CR16  0  -0.347  -3.8616   1.9475  -0.0468
 M3A  N5   N  NH1   0  -0.782   3.0951   0.0873  -0.1176
 M3A  N6   N  N     0  -0.384   0.4604   0.2267  -0.1373
 M3A  H1   H  HNH1  0   0.419  -1.3982   1.7943  -0.1708
 M3A  H2   H  HCR6  0   0.281   5.2305  -1.6589  -0.2054
 M3A  H3   H  HCR6  0   0.261   7.5675  -0.9819  -0.1421
 M3A  H4   H  HCR6  0   0.257   8.2014   1.4062   0.0093
 M3A  H5   H  HCR6  0   0.261   6.4117   3.1304   0.0964
 M3A  H6   H  HNH2  0   0.416  -0.3655  -3.9077   0.1701
 M3A  H7   H  HNH2  0   0.424   1.3362  -3.6254   0.1268
 M3A  H8   H  HCR6  0   0.274   4.0554   2.4669   0.0406
 M3A  H9   H  HCR6  0   0.301  -3.2965  -1.4034   0.0113
 M3A  H10  H  HCR6  0   0.279  -5.7338  -1.4112   0.1339
 M3A  H11  H  HCR6  0   0.281  -5.7756   2.8787   0.0243
 M3A  H12  H  HCR6  0   0.282  -3.3372   2.8937  -0.0980
 M3A  H13  H  HNH1  0   0.433   2.4819   0.8923  -0.1410
 M3A  C7   C  C     0   0.770   2.4793  -1.1084  -0.0786

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
 M3A  N    C    triple    1.154  0.020  1.154
 M3A  C12  C13  aromatic  1.384  0.020  1.384
 M3A  C12  C11  aromatic  1.389  0.020  1.389
 M3A  C    C1   single    1.422  0.020  1.422
 M3A  C13  C8   aromatic  1.397  0.020  1.397
 M3A  C2   C1   aromatic  1.398  0.020  1.398
 M3A  C2   C3   aromatic  1.376  0.020  1.376
 M3A  C1   C15  aromatic  1.395  0.020  1.395
 M3A  C11  C10  aromatic  1.387  0.020  1.387
 M3A  C3   C4   aromatic  1.404  0.020  1.404
 M3A  C15  C14  aromatic  1.381  0.020  1.381
 M3A  C8   N5   single    1.400  0.020  1.400
 M3A  C8   C9   aromatic  1.395  0.020  1.395
 M3A  N5   C7   single    1.346  0.020  1.346
 M3A  C10  C9   aromatic  1.389  0.020  1.389
 M3A  C4   C14  aromatic  1.401  0.020  1.401
 M3A  C4   N1   single    1.375  0.020  1.375
 M3A  N6   N4   aromatic  1.371  0.020  1.371
 M3A  N6   C5   aromatic  1.307  0.020  1.307
 M3A  C7   N4   single    1.397  0.020  1.397
 M3A  C7   O    double    1.216  0.020  1.216
 M3A  N1   C5   single    1.365  0.020  1.365
 M3A  N4   C6   aromatic  1.365  0.020  1.365
 M3A  C5   N2   aromatic  1.351  0.020  1.351
 M3A  C6   N2   aromatic  1.318  0.020  1.318
 M3A  C6   N3   single    1.330  0.020  1.330
 M3A  N1   H1   single    0.860  0.020  1.020
 M3A  C9   H2   single    0.930  0.020  1.080
 M3A  C10  H3   single    0.930  0.020  1.080
 M3A  C11  H4   single    0.930  0.020  1.080
 M3A  C12  H5   single    0.930  0.020  1.080
 M3A  N3   H6   single    0.890  0.020  1.040
 M3A  N3   H7   single    0.890  0.020  1.040
 M3A  C13  H8   single    0.930  0.020  1.080
 M3A  C14  H9   single    0.930  0.020  1.080
 M3A  C15  H10  single    0.930  0.020  1.080
 M3A  C2   H11  single    0.930  0.020  1.080
 M3A  C3   H12  single    0.930  0.020  1.080
 M3A  N5   H13  single    0.860  0.020  1.020

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
 M3A  C3   C4   C14  118.79  3.000
 M3A  C14  C4   N1   124.44  3.000
 M3A  C3   C4   N1   116.76  3.000
 M3A  N6   C5   N2   115.84  3.000
 M3A  N2   C5   N1   124.42  3.000
 M3A  N6   C5   N1   119.74  3.000
 M3A  N4   C6   N3   125.54  3.000
 M3A  N3   C6   N2   125.25  3.000
 M3A  N4   C6   N2   109.18  3.000
 M3A  H1   N1   C5   113.93  3.000
 M3A  H1   N1   C4   115.81  3.000
 M3A  C5   N1   C4   130.24  3.000
 M3A  N5   C8   C13  116.16  3.000
 M3A  N5   C8   C9   124.59  3.000
 M3A  C13  C8   C9   119.24  3.000
 M3A  C6   N2   C5   103.56  3.000
 M3A  H2   C9   C10  119.20  3.000
 M3A  H2   C9   C8   121.35  3.000
 M3A  C10  C9   C8   119.44  3.000
 M3A  H3   C10  C11  119.95  3.000
 M3A  H3   C10  C9   118.66  3.000
 M3A  C11  C10  C9   121.39  3.000
 M3A  H4   C11  C12  120.57  3.000
 M3A  H4   C11  C10  120.47  3.000
 M3A  C12  C11  C10  118.96  3.000
 M3A  H5   C12  C13  119.24  3.000
 M3A  H5   C12  C11  120.40  3.000
 M3A  C13  C12  C11  120.37  3.000
 M3A  H7   N3   H6   118.17  3.000
 M3A  H7   N3   C6   120.59  3.000
 M3A  H6   N3   C6   117.60  3.000
 M3A  H8   C13  C12  119.65  3.000
 M3A  H8   C13  C8   119.75  3.000
 M3A  C12  C13  C8   120.60  3.000
 M3A  H9   C14  C15  119.64  3.000
 M3A  H9   C14  C4   120.40  3.000
 M3A  C15  C14  C4   119.96  3.000
 M3A  H10  C15  C1   119.92  3.000
 M3A  H10  C15  C14  119.13  3.000
 M3A  C1   C15  C14  120.96  3.000
 M3A  N6   N4   C7   122.01  3.000
 M3A  C7   N4   C6   128.62  3.000
 M3A  N6   N4   C6   109.32  3.000
 M3A  C1   C    N    180.00  3.000
 M3A  C2   C1   C    120.37  3.000
 M3A  C2   C1   C15  119.26  3.000
 M3A  C    C1   C15  120.38  3.000
 M3A  H11  C2   C3   119.68  3.000
 M3A  H11  C2   C1   120.29  3.000
 M3A  C3   C2   C1   120.03  3.000
 M3A  H12  C3   C2   119.32  3.000
 M3A  H12  C3   C4   119.68  3.000
 M3A  C2   C3   C4   121.00  3.000
 M3A  H13  N5   C8   116.11  3.000
 M3A  H13  N5   C7   115.48  3.000
 M3A  C8   N5   C7   128.38  3.000
 M3A  N4   N6   C5   102.10  3.000
 M3A  N5   C7   O    127.24  3.000
 M3A  O    C7   N4   120.33  3.000
 M3A  N5   C7   N4   112.43  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
 M3A  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 M3A  CONST_02  C1   C15  C14  C4      0.00   0.0  0
 M3A  CONST_03  C6   N4   N6   C5      0.00   0.0  0
 M3A  CONST_04  N4   C6   N2   C5      0.00   0.0  0
 M3A  CONST_05  N6   C5   N2   C6      0.00   0.0  0
 M3A  CONST_06  C11  C12  C13  C8      0.00   0.0  0
 M3A  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 M3A  CONST_08  N4   N6   C5   N2      0.00   0.0  0
 M3A  CONST_09  N6   N4   C6   N2      0.00   0.0  0
 M3A  CONST_10  C12  C13  C8   C9      0.00   0.0  0
 M3A  CONST_11  C12  C11  C10  C9      0.00   0.0  0
 M3A  CONST_12  C13  C12  C11  C10     0.00   0.0  0
 M3A  CONST_13  C13  C8   C9   C10     0.00   0.0  0
 M3A  CONST_14  C2   C1   C15  C14     0.00   0.0  0
 M3A  CONST_15  C2   C3   C4   C14     0.00   0.0  0
 M3A  CONST_16  C3   C2   C1   C15     0.00   0.0  0
 M3A  CONST_17  C3   C4   C14  C15     0.00   0.0  0
 M3A  CONST_18  C7   N4   N6   C5    180.00   0.0  0
 M3A  CONST_19  N3   C6   N2   C5    180.00   0.0  0
 M3A  CONST_20  N1   C5   N2   C6    180.00   0.0  0
 M3A  CONST_21  C2   C3   C4   N1    180.00   0.0  0
 M3A  CONST_22  C15  C14  C4   N1    180.00   0.0  0
 M3A  CONST_23  N4   N6   C5   N1    180.00   0.0  0
 M3A  CONST_24  N2   C6   N4   C7    180.00   0.0  0
 M3A  CONST_25  N5   C8   C9   C10   180.00   0.0  0
 M3A  CONST_26  N5   C8   C13  C12   180.00   0.0  0
 M3A  CONST_27  N6   N4   C6   N3    180.00   0.0  0
 M3A  CONST_28  C    C1   C15  C14   180.00   0.0  0
 M3A  CONST_29  C3   C2   C1   C     180.00   0.0  0
 M3A  CONST_30  H11  C2   C3   C4    180.00   0.0  0
 M3A  CONST_31  H10  C15  C14  C4    180.00   0.0  0
 M3A  CONST_32  H5   C12  C13  C8    180.00   0.0  0
 M3A  CONST_33  H3   C10  C9   C8    180.00   0.0  0
 M3A  CONST_34  H8   C13  C8   C9    180.00   0.0  0
 M3A  CONST_35  H4   C11  C10  C9    180.00   0.0  0
 M3A  CONST_36  H2   C9   C10  C11   180.00   0.0  0
 M3A  CONST_37  H12  C3   C4   C14   180.00   0.0  0
 M3A  CONST_38  H9   C14  C15  C1    180.00   0.0  0
 M3A  CONST_39  O    C7   N4   C6      0.00   0.0  0
 M3A  CONST_40  N6   N4   C7   O     180.00   0.0  0
 M3A  CONST_41  C13  C8   N5   C7    180.00   0.0  0
 M3A  CONST_42  C9   C8   N5   C7      0.00   0.0  0
 M3A  CONST_43  N4   C7   N5   C8    180.00   0.0  0
 M3A  CONST_44  N5   C7   N4   C6    180.00   0.0  0
 M3A  CONST_45  N6   N4   C7   N5      0.00   0.0  0
 M3A  CONST_46  H6   N3   C6   N2      0.00   0.0  0
 M3A  CONST_47  H7   N3   C6   N2    180.00   0.0  0
 M3A  CONST_48  H13  N5   C8   C9    180.00   0.0  0
 M3A  CONST_49  O    C7   N5   C8      0.00   0.0  0
 M3A  Var_01    N6   C5   N1   C4   -177.89  30.0  2
 M3A  Var_02    C3   C4   N1   C5    177.74  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
 M3A  plan-1  C8   0.020
 M3A  plan-1  C9   0.020
 M3A  plan-1  C10  0.020
 M3A  plan-1  C11  0.020
 M3A  plan-1  C12  0.020
 M3A  plan-1  C13  0.020
 M3A  plan-1  N5   0.020
 M3A  plan-1  H2   0.020
 M3A  plan-1  H3   0.020
 M3A  plan-1  H4   0.020
 M3A  plan-1  H5   0.020
 M3A  plan-1  H8   0.020
 M3A  plan-2  C4   0.020
 M3A  plan-2  N1   0.020
 M3A  plan-2  C14  0.020
 M3A  plan-2  C15  0.020
 M3A  plan-2  N    0.020
 M3A  plan-2  C    0.020
 M3A  plan-2  C1   0.020
 M3A  plan-2  C2   0.020
 M3A  plan-2  C3   0.020
 M3A  plan-2  H9   0.020
 M3A  plan-2  H10  0.020
 M3A  plan-2  H11  0.020
 M3A  plan-2  H12  0.020
 M3A  plan-3  C5   0.020
 M3A  plan-3  C6   0.020
 M3A  plan-3  N1   0.020
 M3A  plan-3  C8   0.020
 M3A  plan-3  N2   0.020
 M3A  plan-3  N3   0.020
 M3A  plan-3  N4   0.020
 M3A  plan-3  O    0.020
 M3A  plan-3  N5   0.020
 M3A  plan-3  N6   0.020
 M3A  plan-3  H13  0.020
 M3A  plan-3  C7   0.020
 M3A  plan-4  C6   0.020
 M3A  plan-4  N3   0.020
 M3A  plan-4  H6   0.020
 M3A  plan-4  H7   0.020

