# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu Jun  4 15:45:19 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: [4-({5-amino-3-[(4-cyanophenyl)amino]-1H-1,2,4-triazole-1-carbonyl}amino)phenoxy]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc(Nc2ccc(cc2)C#N)nn1C(=O)Nc3ccc(OCC(O)=O)cc3
#
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
 M4P  M4P  '[4-({5-amino-3-[(4-cyanophenyl)amino]-1H-1,2,4-triazole-1-carbonyl}amino)phenoxy]acetic acid'  ligand  43  29  .  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_M4P
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
 M4P  O3   O  OC    -1  -0.622  -9.8209  -0.0777  -0.6764
 M4P  C4   C  C      0   0.388   5.1411   0.7130  -0.1875
 M4P  C5   C  C      0   0.625   2.8012  -0.1101  -0.0343
 M4P  C6   C  C      0   0.729   1.8387  -1.9289   0.3640
 M4P  N1   N  NH1    0  -0.788   3.7725   0.8255  -0.2475
 M4P  C7   C  C      0   0.746  -0.4840  -1.0614   0.1862
 M4P  C8   C  C      0   0.315  -2.5071   0.2760  -0.0018
 M4P  N2   N  N      0  -0.564   3.0442  -1.4065   0.2595
 M4P  C9   C  C1     0  -0.288  -3.0185   1.3919   0.6577
 M4P  C10  C  C1     0  -0.349  -4.3801   1.6176   0.7090
 M4P  C11  C  C      0   0.384  -5.2726   0.7212   0.1150
 M4P  C12  C  CH2    0  -0.333  -7.5192   0.1461  -0.3792
 M4P  N3   N  NH2    0  -0.842   1.5731  -3.2062   0.6182
 M4P  C13  C  C      0   0.384  -8.9551   0.6381  -0.1365
 M4P  C14  C  C1     0  -0.383  -4.7603  -0.3936  -0.5467
 M4P  C15  C  C1     0  -0.268  -3.3886  -0.6046  -0.6112
 M4P  N4   N  N      0  -0.449   0.9073  -0.9582   0.1361
 M4P  N    N  NS     0  -0.266  10.5142   0.6393  -0.0423
 M4P  O    O  O      0  -0.489  -1.0148  -2.1287   0.4295
 M4P  C1   C  C      0  -0.024   7.9398   0.6799  -0.1117
 M4P  C16  C  C1     0  -0.348   5.8860   1.8556  -0.5233
 M4P  C17  C  C1     0  -0.229   7.2609   1.8422  -0.4874
 M4P  C2   C  C1     0  -0.229   7.2063  -0.4579   0.2243
 M4P  C3   C  C1     0  -0.310   5.8260  -0.4503   0.1893
 M4P  N6   N  N      0  -0.380   1.5424   0.2297  -0.1212
 M4P  O1   O  O2     0  -0.461  -6.5785   1.0120   0.2276
 M4P  O2   O  O      0  -0.592  -9.1230   1.6573   0.5479
 M4P  H2   H  HNH1   0   0.419   3.4168   1.7343  -0.5050
 M4P  H3   H  H      0   0.270  -2.3452   2.0921   1.1371
 M4P  H4   H  H      0   0.264  -4.7633   2.4914   1.2206
 M4P  H5   H  HCH2   0   0.228  -7.4218  -0.8710   0.0207
 M4P  H6   H  HCH2   0   0.228  -7.3405   0.0818  -1.4596
 M4P  H7   H  HNH2   0   0.424   0.6321  -3.5075   0.8029
 M4P  H8   H  HNH2   0   0.415   2.3351  -3.8040   0.8883
 M4P  H9   H  H      0   0.280  -5.4093  -1.1087  -1.0328
 M4P  H10  H  H      0   0.269  -3.0221  -1.4646  -1.1535
 M4P  H11  H  H      0   0.283   5.3731   2.7620  -0.8202
 M4P  H12  H  H      0   0.281   7.8114   2.7344  -0.7536
 M4P  H13  H  H      0   0.279   7.7194  -1.3631   0.5203
 M4P  H14  H  H      0   0.300   5.2844  -1.3441   0.4537
 M4P  H15  H  HNH1   0   0.424  -0.5310   0.9246  -0.1595
 M4P  C    C  CSP    0   0.045   9.3609   0.6575  -0.0725
 M4P  N5   N  NH1    0  -0.766  -1.1095   0.1016  -0.0596

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
 M4P  N3   C6   single    1.329  0.020  1.329
 M4P  N2   C6   aromatic  1.318  0.020  1.318
 M4P  N2   C5   aromatic  1.351  0.020  1.351
 M4P  C6   N4   aromatic  1.364  0.020  1.364
 M4P  O    C7   double    1.217  0.020  1.217
 M4P  C5   N1   single    1.365  0.020  1.365
 M4P  C5   N6   aromatic  1.307  0.020  1.307
 M4P  N4   C7   single    1.396  0.020  1.396
 M4P  N4   N6   aromatic  1.371  0.020  1.371
 M4P  N1   C4   single    1.374  0.020  1.374
 M4P  C7   N5   single    1.343  0.020  1.343
 M4P  C15  C14  aromatic  1.389  0.020  1.389
 M4P  C15  C8   aromatic  1.387  0.020  1.387
 M4P  C16  C4   aromatic  1.405  0.020  1.405
 M4P  C16  C17  aromatic  1.375  0.020  1.375
 M4P  C14  C11  aromatic  1.394  0.020  1.394
 M4P  C4   C3   aromatic  1.402  0.020  1.402
 M4P  N5   C8   single    1.410  0.020  1.410
 M4P  C8   C9   aromatic  1.393  0.020  1.393
 M4P  C17  C1   aromatic  1.398  0.020  1.398
 M4P  C12  O1   single    1.415  0.020  1.415
 M4P  C12  C13  single    1.537  0.020  1.537
 M4P  C3   C2   aromatic  1.381  0.020  1.381
 M4P  C11  O1   single    1.343  0.020  1.343
 M4P  C11  C10  aromatic  1.398  0.020  1.398
 M4P  C1   C2   aromatic  1.395  0.020  1.395
 M4P  C1   C    single    1.422  0.020  1.422
 M4P  C9   C10  aromatic  1.381  0.020  1.381
 M4P  C13  O2   deloc     1.239  0.020  1.239
 M4P  C13  O3   deloc     1.246  0.020  1.246
 M4P  C    N    triple    1.154  0.020  1.154
 M4P  N1   H2   single    0.860  0.020  1.020
 M4P  C9   H3   single    0.930  0.020  1.080
 M4P  C10  H4   single    0.930  0.020  1.080
 M4P  C12  H5   single    0.970  0.020  1.090
 M4P  C12  H6   single    0.970  0.020  1.090
 M4P  N3   H7   single    0.860  0.020  1.020
 M4P  N3   H8   single    0.860  0.020  1.020
 M4P  C14  H9   single    0.930  0.020  1.080
 M4P  C15  H10  single    0.930  0.020  1.080
 M4P  C16  H11  single    0.930  0.020  1.080
 M4P  C17  H12  single    0.930  0.020  1.080
 M4P  C2   H13  single    0.930  0.020  1.080
 M4P  C3   H14  single    0.930  0.020  1.080
 M4P  N5   H15  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
 M4P  C3   C4   C16  118.70  3.000
 M4P  C3   C4   N1   124.49  3.000
 M4P  C16  C4   N1   116.81  3.000
 M4P  N6   C5   N2   115.92  3.000
 M4P  N6   C5   N1   119.78  3.000
 M4P  N2   C5   N1   124.30  3.000
 M4P  N4   C6   N3   125.39  3.000
 M4P  N4   C6   N2   109.22  3.000
 M4P  N3   C6   N2   125.37  3.000
 M4P  H2   N1   C5   113.96  3.000
 M4P  H2   N1   C4   115.84  3.000
 M4P  C5   N1   C4   130.19  3.000
 M4P  N5   C7   O    126.37  3.000
 M4P  N5   C7   N4   113.17  3.000
 M4P  O    C7   N4   120.45  3.000
 M4P  N5   C8   C15  122.24  3.000
 M4P  N5   C8   C9   118.84  3.000
 M4P  C15  C8   C9   118.89  3.000
 M4P  C6   N2   C5   103.48  3.000
 M4P  H3   C9   C10  119.38  3.000
 M4P  H3   C9   C8   119.93  3.000
 M4P  C10  C9   C8   120.68  3.000
 M4P  H4   C10  C11  119.51  3.000
 M4P  H4   C10  C9   119.89  3.000
 M4P  C11  C10  C9   120.60  3.000
 M4P  O1   C11  C14  124.79  3.000
 M4P  O1   C11  C10  116.53  3.000
 M4P  C14  C11  C10  118.69  3.000
 M4P  H6   C12  H5   106.87  3.000
 M4P  H6   C12  O1   110.48  3.000
 M4P  H5   C12  O1   110.60  3.000
 M4P  H6   C12  C13  109.05  3.000
 M4P  H5   C12  C13  108.79  3.000
 M4P  O1   C12  C13  110.94  3.000
 M4P  H8   N3   H7   118.81  3.000
 M4P  H8   N3   C6   118.12  3.000
 M4P  H7   N3   C6   120.68  3.000
 M4P  O2   C13  C12  118.49  3.000
 M4P  O2   C13  O3   128.13  3.000
 M4P  C12  C13  O3   113.37  3.000
 M4P  H9   C14  C15  118.12  3.000
 M4P  H9   C14  C11  121.45  3.000
 M4P  C15  C14  C11  120.42  3.000
 M4P  H10  C15  C14  118.61  3.000
 M4P  H10  C15  C8   120.68  3.000
 M4P  C14  C15  C8   120.71  3.000
 M4P  N6   N4   C7   122.16  3.000
 M4P  N6   N4   C6   109.35  3.000
 M4P  C7   N4   C6   128.45  3.000
 M4P  C2   C1   C17  119.19  3.000
 M4P  C2   C1   C    120.41  3.000
 M4P  C17  C1   C    120.40  3.000
 M4P  H11  C16  C17  119.25  3.000
 M4P  H11  C16  C4   119.68  3.000
 M4P  C17  C16  C4   121.06  3.000
 M4P  H12  C17  C16  119.63  3.000
 M4P  H12  C17  C1   120.33  3.000
 M4P  C16  C17  C1   120.04  3.000
 M4P  H13  C2   C3   119.06  3.000
 M4P  H13  C2   C1   119.94  3.000
 M4P  C3   C2   C1   121.01  3.000
 M4P  H14  C3   C2   119.44  3.000
 M4P  H14  C3   C4   120.57  3.000
 M4P  C2   C3   C4   119.99  3.000
 M4P  N4   N6   C5   102.03  3.000
 M4P  C12  O1   C11  118.56  3.000
 M4P  C1   C    N    180.00  3.000
 M4P  H15  N5   C8   118.08  3.000
 M4P  H15  N5   C7   117.16  3.000
 M4P  C8   N5   C7   124.14  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
 M4P  CONST_01  C1   C17  C16  C4     0.00   0.0  0
 M4P  CONST_02  C1   C2   C3   C4     0.00   0.0  0
 M4P  CONST_03  N4   C6   N2   C5     0.00   0.0  0
 M4P  CONST_04  C6   N4   N6   C5     0.00   0.0  0
 M4P  CONST_05  N6   C5   N2   C6     0.00   0.0  0
 M4P  CONST_06  C11  C14  C15  C8     0.00   0.0  0
 M4P  CONST_07  C11  C10  C9   C8     0.00   0.0  0
 M4P  CONST_08  N6   N4   C6   N2     0.00   0.0  0
 M4P  CONST_09  N4   N6   C5   N2     0.00   0.0  0
 M4P  CONST_10  C14  C15  C8   C9     0.00   0.0  0
 M4P  CONST_11  C14  C11  C10  C9     0.00   0.0  0
 M4P  CONST_12  C15  C14  C11  C10    0.00   0.0  0
 M4P  CONST_13  C15  C8   C9   C10    0.00   0.0  0
 M4P  CONST_14  C2   C3   C4   C16    0.00   0.0  0
 M4P  CONST_15  C2   C1   C17  C16    0.00   0.0  0
 M4P  CONST_16  C3   C4   C16  C17    0.00   0.0  0
 M4P  CONST_17  C3   C2   C1   C17    0.00   0.0  0
 M4P  CONST_18  N3   C6   N2   C5   180.00   0.0  0
 M4P  CONST_19  C7   N4   N6   C5   180.00   0.0  0
 M4P  CONST_20  N1   C5   N2   C6   180.00   0.0  0
 M4P  CONST_21  N4   N6   C5   N1   180.00   0.0  0
 M4P  CONST_22  C17  C16  C4   N1   180.00   0.0  0
 M4P  CONST_23  C2   C3   C4   N1   180.00   0.0  0
 M4P  CONST_24  N2   C6   N4   C7   180.00   0.0  0
 M4P  CONST_25  O1   C11  C10  C9   180.00   0.0  0
 M4P  CONST_26  N5   C8   C9   C10  180.00   0.0  0
 M4P  CONST_27  N6   N4   C6   N3   180.00   0.0  0
 M4P  CONST_28  N5   C8   C15  C14  180.00   0.0  0
 M4P  CONST_29  O1   C11  C14  C15  180.00   0.0  0
 M4P  CONST_30  C16  C17  C1   C    180.00   0.0  0
 M4P  CONST_31  C3   C2   C1   C    180.00   0.0  0
 M4P  CONST_32  H12  C17  C16  C4   180.00   0.0  0
 M4P  CONST_33  H13  C2   C3   C4   180.00   0.0  0
 M4P  CONST_34  H9   C14  C15  C8   180.00   0.0  0
 M4P  CONST_35  H4   C10  C9   C8   180.00   0.0  0
 M4P  CONST_36  H10  C15  C8   C9   180.00   0.0  0
 M4P  CONST_37  H3   C9   C10  C11  180.00   0.0  0
 M4P  CONST_38  H11  C16  C17  C1   180.00   0.0  0
 M4P  CONST_39  H14  C3   C2   C1   180.00   0.0  0
 M4P  CONST_40  O    C7   N4   C6     0.00   0.0  0
 M4P  CONST_41  N6   N4   C7   O    180.00   0.0  0
 M4P  CONST_44  N4   C7   N5   C8   180.00   0.0  0
 M4P  CONST_45  N5   C7   N4   C6   180.00   0.0  0
 M4P  CONST_46  N6   N4   C7   N5     0.00   0.0  0
 M4P  CONST_47  H7   N3   C6   N2   180.00   0.0  0
 M4P  CONST_48  H8   N3   C6   N2     0.00   0.0  0
 M4P  CONST_50  O    C7   N5   C8     0.00   0.0  0
 M4P  Var_01    N2   C5   N1   C4    -1.92  30.0  3
 M4P  Var_02    C16  C4   N1   C5   177.11  30.0  2
 M4P  Var_03    C14  C11  O1   C12   -0.95  30.0  1
 M4P  Var_04    C13  C12  O1   C11  179.71  30.0  1
 M4P  Var_05    O1   C12  C13  O3   178.58  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
 M4P  plan-1  O3   0.020
 M4P  plan-1  C12  0.020
 M4P  plan-1  C13  0.020
 M4P  plan-1  O2   0.020
 M4P  plan-2  C8   0.020
 M4P  plan-2  C9   0.020
 M4P  plan-2  C10  0.020
 M4P  plan-2  C11  0.020
 M4P  plan-2  C14  0.020
 M4P  plan-2  C15  0.020
 M4P  plan-2  O1   0.020
 M4P  plan-2  H3   0.020
 M4P  plan-2  H4   0.020
 M4P  plan-2  H9   0.020
 M4P  plan-2  H10  0.020
 M4P  plan-2  N5   0.020
 M4P  plan-3  C4   0.020
 M4P  plan-3  N1   0.020
 M4P  plan-3  N    0.020
 M4P  plan-3  C1   0.020
 M4P  plan-3  C16  0.020
 M4P  plan-3  C17  0.020
 M4P  plan-3  C2   0.020
 M4P  plan-3  C3   0.020
 M4P  plan-3  H11  0.020
 M4P  plan-3  H12  0.020
 M4P  plan-3  H13  0.020
 M4P  plan-3  H14  0.020
 M4P  plan-3  C    0.020
 M4P  plan-4  C5   0.020
 M4P  plan-4  C6   0.020
 M4P  plan-4  N1   0.020
 M4P  plan-4  C7   0.020
 M4P  plan-4  C8   0.020
 M4P  plan-4  N2   0.020
 M4P  plan-4  N3   0.020
 M4P  plan-4  N4   0.020
 M4P  plan-4  O    0.020
 M4P  plan-4  N6   0.020
 M4P  plan-4  H15  0.020
 M4P  plan-4  N5   0.020
 M4P  plan-5  C6   0.020
 M4P  plan-5  N3   0.020
 M4P  plan-5  H7   0.020
 M4P  plan-5  H8   0.020

