# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 01:24:35 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-chloro-5-[1-(3-methylpyridin-2-yl)-3-phenyl-1H-1,2,4-triazol-5-yl]pyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccnc1n2nc(nc2C3=CNC(=O)C(=C3)Cl)c4ccccc4
#
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
 24Y  24Y  3-chloro-5-[1-(3-methylpyridin-2-yl)-3-phenyl-1H-1,2,4-triazol-5-yl]pyridin-2(1H)-one  ligand  40  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_24Y
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
 24Y  CL   CL  CL    0  -0.085   4.7642  -0.3566  -1.0649
 24Y  C9   C   CR6   0  -0.255   3.3824  -1.0627  -0.3267
 24Y  C8   C   CR16  0  -0.082   2.1684  -0.4648  -0.3821
 24Y  C10  C   CR6   0   0.581   3.5981  -2.3312   0.3386
 24Y  O    O   O     0  -0.460   4.6632  -2.9161   0.4294
 24Y  N2   N   NR16  0  -0.664   2.4379  -2.8490   0.8814
 24Y  C11  C   CR16  0   0.069   1.2238  -2.2748   0.8421
 24Y  C7   C   CR6   0  -0.147   1.0392  -1.0720   0.2288
 24Y  C6   C   CR5   0   0.509  -0.2975  -0.4985   0.1928
 24Y  N3   N   N     0  -0.484  -1.4123  -1.1892   0.1369
 24Y  C12  C   CR5   0   0.340  -2.3819  -0.2452   0.1127
 24Y  C13  C   CR6   0  -0.002  -3.8085  -0.5638   0.0468
 24Y  C18  C   CR16  0  -0.286  -4.7623   0.4496  -0.0529
 24Y  C17  C   CR16  0  -0.240  -6.1104   0.1353  -0.1156
 24Y  C16  C   CR16  0  -0.257  -6.5231  -1.1914  -0.0799
 24Y  C15  C   CR16  0  -0.240  -5.5774  -2.2034   0.0186
 24Y  C14  C   CR16  0  -0.300  -4.2270  -1.8929   0.0812
 24Y  N4   N   N     0  -0.272  -1.9231   0.9840   0.1431
 24Y  N1   N   NR5   0  -0.421  -0.5948   0.8177   0.1948
 24Y  C5   C   CR6   0   0.382   0.2643   1.9311   0.3814
 24Y  C1   C   CR6   0   0.026   0.2373   2.9875  -0.5277
 24Y  C    C   CH3   0  -0.723  -0.6462   3.0101  -1.7353
 24Y  N    N   N     0  -0.388   1.0490   1.8512   1.4370
 24Y  C4   C   CR16  0  -0.070   1.8883   2.8507   1.6679
 24Y  C3   C   CR16  0  -0.312   1.9497   3.9711   0.8548
 24Y  C2   C   CR16  0  -0.182   1.1144   4.0315  -0.2483
 24Y  H1   H   HCR6  0   0.294   2.0640   0.4668  -0.9230
 24Y  H2   H   HCR6  0   0.324   0.4248  -2.8169   1.3256
 24Y  H4   H   HCR6  0   0.255  -4.4497   1.4853  -0.0840
 24Y  H5   H   HCR6  0   0.261  -6.8421   0.9285  -0.1938
 24Y  H6   H   HCR6  0   0.260  -7.5768  -1.4330  -0.1293
 24Y  H7   H   HCR6  0   0.260  -5.8903  -3.2390   0.0467
 24Y  H8   H   HCR6  0   0.256  -3.4938  -2.6847   0.1563
 24Y  H9   H   HCH3  0   0.265  -1.6861   3.1888  -1.4638
 24Y  H10  H   HCH3  0   0.257  -0.3344   3.7992  -2.4169
 24Y  H11  H   HCH3  0   0.253  -0.6135   2.0658  -2.2795
 24Y  H12  H   HCR6  0   0.276   2.5300   2.7553   2.5353
 24Y  H13  H   HCR6  0   0.280   2.6407   4.7720   1.0771
 24Y  H14  H   HCR6  0   0.280   1.1508   4.8863  -0.9118
 24Y  H15  H   HNR6  0   0.440   2.5277  -3.7364   1.3602

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
 24Y  C2   C3   aromatic  1.385  0.020  1.385
 24Y  C2   C1   aromatic  1.392  0.020  1.392
 24Y  C3   C4   aromatic  1.386  0.020  1.386
 24Y  C    C1   single    1.496  0.020  1.496
 24Y  C4   N    aromatic  1.325  0.020  1.325
 24Y  C1   C5   aromatic  1.394  0.020  1.394
 24Y  C5   N    aromatic  1.318  0.020  1.318
 24Y  C5   N1   single    1.419  0.020  1.419
 24Y  N1   N4   aromatic  1.340  0.020  1.340
 24Y  N1   C6   aromatic  1.349  0.020  1.349
 24Y  N2   C11  single    1.344  0.020  1.344
 24Y  N2   C10  single    1.382  0.020  1.382
 24Y  C11  C7   double    1.363  0.020  1.363
 24Y  N4   C12  aromatic  1.312  0.020  1.312
 24Y  O    C10  double    1.219  0.020  1.219
 24Y  C10  C9   single    1.449  0.020  1.449
 24Y  C7   C6   single    1.455  0.020  1.455
 24Y  C7   C8   single    1.420  0.020  1.420
 24Y  C6   N3   aromatic  1.313  0.020  1.313
 24Y  C12  N3   aromatic  1.353  0.020  1.353
 24Y  C12  C13  single    1.463  0.020  1.463
 24Y  C9   C8   double    1.354  0.020  1.354
 24Y  C9   CL   single    1.718  0.020  1.718
 24Y  C14  C13  aromatic  1.394  0.020  1.394
 24Y  C14  C15  aromatic  1.387  0.020  1.387
 24Y  C13  C18  aromatic  1.395  0.020  1.395
 24Y  C15  C16  aromatic  1.389  0.020  1.389
 24Y  C18  C17  aromatic  1.386  0.020  1.386
 24Y  C16  C17  aromatic  1.390  0.020  1.390
 24Y  C8   H1   single    0.930  0.020  1.080
 24Y  C11  H2   single    0.930  0.020  1.080
 24Y  C18  H4   single    0.930  0.020  1.080
 24Y  C17  H5   single    0.930  0.020  1.080
 24Y  C16  H6   single    0.930  0.020  1.080
 24Y  C15  H7   single    0.930  0.020  1.080
 24Y  C14  H8   single    0.930  0.020  1.080
 24Y  C    H9   single    0.970  0.020  1.090
 24Y  C    H10  single    0.970  0.020  1.090
 24Y  C    H11  single    0.970  0.020  1.090
 24Y  C4   H12  single    0.930  0.020  1.080
 24Y  C3   H13  single    0.930  0.020  1.080
 24Y  C2   H14  single    0.930  0.020  1.080
 24Y  N2   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
 24Y  C10  C9   C8   122.60  3.000
 24Y  C8   C9   CL   121.46  3.000
 24Y  C10  C9   CL   115.94  3.000
 24Y  H1   C8   C7   120.42  3.000
 24Y  H1   C8   C9   119.13  3.000
 24Y  C7   C8   C9   120.43  3.000
 24Y  N2   C10  O    121.66  3.000
 24Y  O    C10  C9   125.78  3.000
 24Y  N2   C10  C9   112.56  3.000
 24Y  H15  N2   C11  117.94  3.000
 24Y  H15  N2   C10  116.09  3.000
 24Y  C11  N2   C10  125.96  3.000
 24Y  H2   C11  C7   122.98  3.000
 24Y  H2   C11  N2   116.16  3.000
 24Y  C7   C11  N2   120.85  3.000
 24Y  C6   C7   C11  118.92  3.000
 24Y  C6   C7   C8   123.46  3.000
 24Y  C11  C7   C8   117.59  3.000
 24Y  N1   C6   N3   109.04  3.000
 24Y  N3   C6   C7   125.02  3.000
 24Y  N1   C6   C7   125.94  3.000
 24Y  C12  N3   C6   104.02  3.000
 24Y  N4   C12  C13  123.08  3.000
 24Y  C13  C12  N3   123.19  3.000
 24Y  N4   C12  N3   113.73  3.000
 24Y  C14  C13  C18  119.29  3.000
 24Y  C18  C13  C12  120.76  3.000
 24Y  C14  C13  C12  119.95  3.000
 24Y  H4   C18  C17  119.78  3.000
 24Y  H4   C18  C13  119.98  3.000
 24Y  C17  C18  C13  120.23  3.000
 24Y  H5   C17  C16  120.06  3.000
 24Y  H5   C17  C18  119.66  3.000
 24Y  C16  C17  C18  120.28  3.000
 24Y  H6   C16  C15  120.24  3.000
 24Y  H6   C16  C17  120.07  3.000
 24Y  C15  C16  C17  119.69  3.000
 24Y  H7   C15  C14  119.64  3.000
 24Y  H7   C15  C16  120.16  3.000
 24Y  C14  C15  C16  120.20  3.000
 24Y  H8   C14  C15  119.94  3.000
 24Y  H8   C14  C13  119.75  3.000
 24Y  C15  C14  C13  120.31  3.000
 24Y  N1   N4   C12  103.37  3.000
 24Y  C5   N1   N4   120.53  3.000
 24Y  N4   N1   C6   109.85  3.000
 24Y  C5   N1   C6   129.22  3.000
 24Y  N    C5   C1   125.44  3.000
 24Y  N    C5   N1   114.74  3.000
 24Y  C1   C5   N1   119.82  3.000
 24Y  C2   C1   C    121.51  3.000
 24Y  C    C1   C5   123.31  3.000
 24Y  C2   C1   C5   115.17  3.000
 24Y  H11  C    H10  107.86  3.000
 24Y  H11  C    H9   107.16  3.000
 24Y  H10  C    H9   108.09  3.000
 24Y  H11  C    C1   111.84  3.000
 24Y  H10  C    C1   110.32  3.000
 24Y  H9   C    C1   111.40  3.000
 24Y  C4   N    C5   118.10  3.000
 24Y  H12  C4   C3   120.99  3.000
 24Y  H12  C4   N    116.63  3.000
 24Y  C3   C4   N    122.38  3.000
 24Y  H13  C3   C2   121.13  3.000
 24Y  H13  C3   C4   120.45  3.000
 24Y  C2   C3   C4   118.42  3.000
 24Y  H14  C2   C3   120.16  3.000
 24Y  H14  C2   C1   119.36  3.000
 24Y  C3   C2   C1   120.47  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
 24Y  CONST_03  C12  N4   N1   C6     0.00   0.0  0
 24Y  CONST_04  N4   C12  N3   C6     0.00   0.0  0
 24Y  CONST_05  C13  C12  N3   C6   180.00   0.0  0
 24Y  CONST_06  C5   N1   C6   N3   180.00   0.0  0
 24Y  CONST_07  N4   N1   C6   N3     0.00   0.0  0
 24Y  CONST_08  N1   N4   C12  N3     0.00   0.0  0
 24Y  CONST_09  C14  C13  C12  N3     0.00   0.0  0
 24Y  CONST_10  C18  C13  C12  N3   180.00   0.0  0
 24Y  CONST_11  C5   N1   N4   C12  180.00   0.0  0
 24Y  CONST_12  N1   C6   N3   C12    0.00   0.0  0
 24Y  CONST_13  C15  C14  C13  C12  180.00   0.0  0
 24Y  CONST_14  C17  C18  C13  C12  180.00   0.0  0
 24Y  CONST_15  N1   N4   C12  C13  180.00   0.0  0
 24Y  CONST_16  C16  C15  C14  C13    0.00   0.0  0
 24Y  CONST_17  C16  C17  C18  C13    0.00   0.0  0
 24Y  CONST_18  N4   C12  C13  C18    0.00   0.0  0
 24Y  CONST_19  C15  C14  C13  C18    0.00   0.0  0
 24Y  CONST_20  C15  C16  C17  C18    0.00   0.0  0
 24Y  CONST_21  C14  C13  C18  C17    0.00   0.0  0
 24Y  CONST_22  C14  C15  C16  C17    0.00   0.0  0
 24Y  CONST_23  N4   C12  C13  C14  180.00   0.0  0
 24Y  CONST_26  C2   C1   C5   N1   180.00   0.0  0
 24Y  CONST_27  C4   N    C5   N1   180.00   0.0  0
 24Y  CONST_28  C3   C2   C1   C5     0.00   0.0  0
 24Y  CONST_29  C3   C4   N    C5     0.00   0.0  0
 24Y  CONST_30  C4   C3   C2   C1     0.00   0.0  0
 24Y  CONST_31  C4   N    C5   C1     0.00   0.0  0
 24Y  CONST_32  C2   C3   C4   N      0.00   0.0  0
 24Y  CONST_33  C2   C1   C5   N      0.00   0.0  0
 24Y  CONST_34  C5   N1   C6   C7     0.00   0.0  0
 24Y  CONST_35  N4   N1   C6   C7   180.00   0.0  0
 24Y  CONST_36  C12  N3   C6   C7   180.00   0.0  0
 24Y  CONST_37  C11  N2   C10  C9     0.00   0.0  0
 24Y  CONST_38  C    C1   C5   N1     0.00   0.0  0
 24Y  CONST_39  C3   C2   C1   C    180.00   0.0  0
 24Y  CONST_40  N    C5   C1   C    180.00   0.0  0
 24Y  CONST_41  C11  N2   C10  O    180.00   0.0  0
 24Y  CONST_42  H8   C14  C13  C12    0.00   0.0  0
 24Y  CONST_43  H4   C18  C13  C12    0.00   0.0  0
 24Y  CONST_44  H7   C15  C14  C13  180.00   0.0  0
 24Y  CONST_45  H5   C17  C18  C13  180.00   0.0  0
 24Y  CONST_46  H6   C16  C17  C18  180.00   0.0  0
 24Y  CONST_47  H14  C2   C1   C5   180.00   0.0  0
 24Y  CONST_48  H12  C4   N    C5   180.00   0.0  0
 24Y  CONST_49  H13  C3   C2   C1   180.00   0.0  0
 24Y  CONST_50  H15  N2   C10  C9   180.00   0.0  0
 24Y  Var_01    N1   C6   C7   C8   -33.28  30.0  2
 24Y  Var_02    H9   C    C1   C5    73.56  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
 24Y  plan-1  C7   0.020
 24Y  plan-1  C6   0.020
 24Y  plan-1  N3   0.020
 24Y  plan-1  C12  0.020
 24Y  plan-1  C13  0.020
 24Y  plan-1  N4   0.020
 24Y  plan-1  N1   0.020
 24Y  plan-1  C5   0.020
 24Y  plan-2  CL   0.020
 24Y  plan-2  C9   0.020
 24Y  plan-2  C8   0.020
 24Y  plan-2  C10  0.020
 24Y  plan-2  O    0.020
 24Y  plan-2  N2   0.020
 24Y  plan-2  C11  0.020
 24Y  plan-2  C7   0.020
 24Y  plan-2  C6   0.020
 24Y  plan-2  H1   0.020
 24Y  plan-2  H2   0.020
 24Y  plan-2  H15  0.020
 24Y  plan-3  C12  0.020
 24Y  plan-3  C13  0.020
 24Y  plan-3  C18  0.020
 24Y  plan-3  C17  0.020
 24Y  plan-3  C16  0.020
 24Y  plan-3  C15  0.020
 24Y  plan-3  C14  0.020
 24Y  plan-3  H4   0.020
 24Y  plan-3  H5   0.020
 24Y  plan-3  H6   0.020
 24Y  plan-3  H7   0.020
 24Y  plan-3  H8   0.020
 24Y  plan-4  N1   0.020
 24Y  plan-4  C5   0.020
 24Y  plan-4  C1   0.020
 24Y  plan-4  C    0.020
 24Y  plan-4  N    0.020
 24Y  plan-4  C4   0.020
 24Y  plan-4  C3   0.020
 24Y  plan-4  C2   0.020
 24Y  plan-4  H12  0.020
 24Y  plan-4  H13  0.020
 24Y  plan-4  H14  0.020

