# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 19:44:56 2021
#   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  44  29  .  2022-07-23  2022-11-17
;
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  OH1   0  -0.573   2.8850   -7.5544  137.3638
 M4P  C4   C  CR6   0   0.390  12.6438  -15.2637  134.2628
 M4P  C5   C  CR5   0   0.629  10.4531  -15.7699  133.2199
 M4P  C6   C  CR5   0   0.704   8.5866  -16.1519  132.3428
 M4P  N1   N  NH1   0  -0.780  11.7667  -15.9996  133.5031
 M4P  C7   C  C     0   0.749   7.4295  -14.1652  133.2980
 M4P  C8   C  CR6   0   0.337   6.8002  -12.1537  134.5364
 M4P  N2   N  N     0  -0.555   9.8017  -16.6497  132.4210
 M4P  C9   C  CR16  0  -0.301   6.9392  -11.6708  135.8371
 M4P  C10  C  CR16  0  -0.338   6.0901  -10.6975  136.3239
 M4P  C11  C  CR6   0   0.383   5.0674  -10.1926  135.5220
 M4P  C12  C  CH2   0  -0.291   3.2400   -8.7061  135.3196
 M4P  N3   N  NH2   0  -0.844   7.5829  -16.6626  131.6379
 M4P  C13  C  C     0   0.516   2.4671   -7.6879  136.1215
 M4P  C14  C  CR16  0  -0.375   4.9257  -10.6682  134.2234
 M4P  C15  C  CR16  0  -0.276   5.7944  -11.6364  133.7325
 M4P  N4   N  NR5   0  -0.435   8.5230  -15.0027  133.0807
 M4P  N    N  NS    0  -0.264  16.3142  -12.6030  137.1449
 M4P  O    O  O     0  -0.488   6.3502  -14.4118  132.7939
 M4P  C1   C  CR6   0  -0.021  14.5569  -13.8820  135.7623
 M4P  C16  C  CR16  0  -0.345  13.9623  -15.7373  134.3571
 M4P  C17  C  CR16  0  -0.230  14.9054  -15.0591  135.0933
 M4P  C2   C  CR16  0  -0.230  13.2488  -13.4085  135.6751
 M4P  C3   C  CR16  0  -0.319  12.2977  -14.0855  134.9366
 M4P  N6   N  N     0  -0.393   9.7486  -14.7610  133.6525
 M4P  O1   O  O2    0  -0.467   4.2777   -9.2526  136.0866
 M4P  O2   O  O     0  -0.446   1.5518   -7.0739  135.6348
 M4P  H1   H  HOH1  0   0.489   2.3520   -6.8858  137.8217
 M4P  H2   H  HNH1  0   0.421  12.1358  -16.8326  133.0701
 M4P  H3   H  HCR6  0   0.275   7.7186  -12.0637  136.4785
 M4P  H4   H  HCR6  0   0.271   6.2111  -10.3313  137.3353
 M4P  H5   H  HCH2  0   0.276   3.6143   -8.2021  134.4206
 M4P  H6   H  HCH2  0   0.276   2.5283   -9.4720  134.9871
 M4P  H7   H  HNH2  0   0.416   7.7087  -17.5635  131.2100
 M4P  H8   H  HNH2  0   0.424   6.6540  -16.2873  131.7171
 M4P  H9   H  HCR6  0   0.286   4.1565  -10.2932  133.5621
 M4P  H10  H  HCR6  0   0.275   5.6743  -11.9655  132.7112
 M4P  H11  H  HCR6  0   0.284  14.2429  -16.6496  133.8456
 M4P  H12  H  HCR6  0   0.282  15.9159  -15.4401  135.1512
 M4P  H13  H  HCR6  0   0.281  12.9674  -12.4990  136.1887
 M4P  H14  H  HCR6  0   0.305  11.2941  -13.6960  134.8890
 M4P  H15  H  HNH1  0   0.430   8.6446  -13.1022  134.4990
 M4P  N5   N  NH1   0  -0.772   7.7218  -13.1160  134.0870
 M4P  C    C  CSP   0   0.047  15.5270  -13.1754  136.5256

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  1.315  0.020  1.315
 M4P  N2   C5   aromatic  1.355  0.020  1.355
 M4P  C6   N4   aromatic  1.367  0.020  1.367
 M4P  O    C7   double    1.216  0.020  1.216
 M4P  C5   N1   single    1.363  0.020  1.363
 M4P  C5   N6   aromatic  1.304  0.020  1.304
 M4P  N4   C7   single    1.394  0.020  1.394
 M4P  N4   N6   aromatic  1.374  0.020  1.374
 M4P  N1   C4   single    1.374  0.020  1.374
 M4P  C7   N5   single    1.345  0.020  1.345
 M4P  C15  C14  aromatic  1.390  0.020  1.390
 M4P  C15  C8   aromatic  1.388  0.020  1.388
 M4P  C16  C4   aromatic  1.404  0.020  1.404
 M4P  C16  C17  aromatic  1.375  0.020  1.375
 M4P  C14  C11  aromatic  1.390  0.020  1.390
 M4P  C4   C3   aromatic  1.401  0.020  1.401
 M4P  N5   C8   single    1.406  0.020  1.406
 M4P  C8   C9   aromatic  1.394  0.020  1.394
 M4P  C17  C1   aromatic  1.398  0.020  1.398
 M4P  C12  O1   single    1.401  0.020  1.401
 M4P  C12  C13  single    1.509  0.020  1.509
 M4P  C3   C2   aromatic  1.381  0.020  1.381
 M4P  C11  O1   single    1.351  0.020  1.351
 M4P  C11  C10  aromatic  1.394  0.020  1.394
 M4P  C1   C2   aromatic  1.394  0.020  1.394
 M4P  C1   C    single    1.422  0.020  1.422
 M4P  C9   C10  aromatic  1.380  0.020  1.380
 M4P  C13  O2   double    1.205  0.020  1.205
 M4P  C13  O3   single    1.317  0.020  1.317
 M4P  C    N    triple    1.154  0.020  1.154
 M4P  O3   H1   single    0.850  0.020  0.980
 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  H1   O3   C13  109.92  3.000
 M4P  C3   C4   C16  118.91  3.000
 M4P  C3   C4   N1   123.97  3.000
 M4P  C16  C4   N1   117.12  3.000
 M4P  N6   C5   N2   115.98  3.000
 M4P  N6   C5   N1   125.59  3.000
 M4P  N2   C5   N1   118.44  3.000
 M4P  N4   C6   N3   125.05  3.000
 M4P  N4   C6   N2   109.20  3.000
 M4P  N3   C6   N2   125.73  3.000
 M4P  H2   N1   C5   113.74  3.000
 M4P  H2   N1   C4   116.48  3.000
 M4P  C5   N1   C4   129.77  3.000
 M4P  N5   C7   O    126.44  3.000
 M4P  N5   C7   N4   112.93  3.000
 M4P  O    C7   N4   120.63  3.000
 M4P  N5   C8   C15  123.02  3.000
 M4P  N5   C8   C9   118.02  3.000
 M4P  C15  C8   C9   118.92  3.000
 M4P  C6   N2   C5   103.50  3.000
 M4P  H3   C9   C10  119.31  3.000
 M4P  H3   C9   C8   119.90  3.000
 M4P  C10  C9   C8   120.79  3.000
 M4P  H4   C10  C11  119.80  3.000
 M4P  H4   C10  C9   119.95  3.000
 M4P  C11  C10  C9   120.25  3.000
 M4P  O1   C11  C14  124.66  3.000
 M4P  O1   C11  C10  116.12  3.000
 M4P  C14  C11  C10  119.22  3.000
 M4P  H6   C12  H5   107.09  3.000
 M4P  H6   C12  O1   111.96  3.000
 M4P  H5   C12  O1   112.04  3.000
 M4P  H6   C12  C13  107.45  3.000
 M4P  H5   C12  C13  107.48  3.000
 M4P  O1   C12  C13  110.58  3.000
 M4P  H8   N3   H7   118.94  3.000
 M4P  H8   N3   C6   120.86  3.000
 M4P  H7   N3   C6   118.41  3.000
 M4P  O2   C13  C12  121.21  3.000
 M4P  O2   C13  O3   124.77  3.000
 M4P  C12  C13  O3   114.01  3.000
 M4P  H9   C14  C15  118.03  3.000
 M4P  H9   C14  C11  121.67  3.000
 M4P  C15  C14  C11  120.29  3.000
 M4P  H10  C15  C14  118.47  3.000
 M4P  H10  C15  C8   121.00  3.000
 M4P  C14  C15  C8   120.52  3.000
 M4P  N6   N4   C7   121.94  3.000
 M4P  N6   N4   C6   109.33  3.000
 M4P  C7   N4   C6   128.71  3.000
 M4P  C2   C1   C17  119.34  3.000
 M4P  C2   C1   C    120.32  3.000
 M4P  C17  C1   C    120.33  3.000
 M4P  H11  C16  C17  119.38  3.000
 M4P  H11  C16  C4   119.72  3.000
 M4P  C17  C16  C4   120.90  3.000
 M4P  H12  C17  C16  119.72  3.000
 M4P  H12  C17  C1   120.26  3.000
 M4P  C16  C17  C1   120.03  3.000
 M4P  H13  C2   C3   119.13  3.000
 M4P  H13  C2   C1   120.00  3.000
 M4P  C3   C2   C1   120.87  3.000
 M4P  H14  C3   C2   119.19  3.000
 M4P  H14  C3   C4   120.86  3.000
 M4P  C2   C3   C4   119.96  3.000
 M4P  N4   N6   C5   101.99  3.000
 M4P  C12  O1   C11  118.38  3.000
 M4P  H15  N5   C8   117.31  3.000
 M4P  H15  N5   C7   116.63  3.000
 M4P  C8   N5   C7   125.38  3.000
 M4P  C1   C    N    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
 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      0.00   0.0  0
 M4P  CONST_48  H8   N3   C6   N2    180.00   0.0  0
 M4P  CONST_50  O    C7   N5   C8      0.00   0.0  0
 M4P  CONST_51  H1   O3   C13  C12   180.00   0.0  0
 M4P  Var_01    N2   C5   N1   C4    179.18  30.0  3
 M4P  Var_02    C16  C4   N1   C5   -178.73  30.0  2
 M4P  Var_03    C14  C11  O1   C12    -0.19  30.0  1
 M4P  Var_04    C13  C12  O1   C11   179.55  30.0  2
 M4P  Var_05    O1   C12  C13  O3     -2.12  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-1  H1   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

