# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 04:19:20 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 1-(2-chlorophenyl)-N,4-dimethyl[1,2,4]triazolo[4,3-a]quinoxaline-8-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1ccc2nc(C)c3nnc(n3c2c1)c4ccccc4Cl
#
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
 EOG  EOG  1-(2-chlorophenyl)-N,4-dimethyl[1,2,4]triazolo[4,3-a]quinoxaline-8-carboxamide  ligand  39  25  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EOG
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
 EOG  C4   C   CR66  0   0.170   0.7179   2.4998  -0.1967
 EOG  C5   C   CR66  0   0.440   0.4035   1.1502   0.0444
 EOG  C6   C   CR16  0  -0.321  -0.9127   0.7110   0.0235
 EOG  C17  C   CR6   0   0.054   0.6056  -2.0298   0.6302
 EOG  C20  C   CR16  0  -0.255  -1.3162  -4.0409   0.7256
 EOG  C21  C   CR16  0  -0.191  -0.9741  -3.4772  -0.4955
 EOG  C22  C   CR6   0  -0.080  -0.0108  -2.4844  -0.5341
 EOG  C24  C   CH3   0  -0.515  -5.7002   1.5512   0.0403
 EOG  C19  C   CR16  0  -0.234  -0.7005  -3.6158   1.8940
 EOG  C18  C   CR16  0  -0.269   0.2572  -2.6148   1.8438
 EOG  C2   C   CR16  0  -0.290  -1.6352   2.9474  -0.4999
 EOG  C3   C   CR16  0  -0.304  -0.3290   3.3812  -0.4805
 EOG  C1   C   CR6   0  -0.032  -1.9358   1.6077  -0.2337
 EOG  C16  C   CR5   0   0.376   1.6496  -1.0006   0.5917
 EOG  C12  C   CR56  0   0.400   2.7562   0.8385   0.3897
 EOG  C11  C   CR6   0   0.178   2.9842   2.2330   0.1287
 EOG  C25  C   CH3   0  -0.732   4.3766   2.7527   0.1969
 EOG  N15  N   N     0  -0.286   2.9151  -1.2401   0.8277
 EOG  N14  N   N     0  -0.314   3.6088  -0.1016   0.7016
 EOG  N10  N   N     0  -0.414   1.9981   3.0076  -0.1593
 EOG  N13  N   N     0  -0.611   1.4929   0.3245   0.3148
 EOG  N8   N   NH1   0  -0.640  -4.3104   1.9436   0.0122
 EOG  O9   O   O     0  -0.481  -3.5452  -0.1183  -0.4654
 EOG  CL3  CL  CL    0  -0.099   0.4282  -1.7818  -2.0516
 EOG  H1   H   HCR6  0   0.293  -1.1614  -0.3189   0.2260
 EOG  H2   H   HCR6  0   0.279  -2.0677  -4.8179   0.7568
 EOG  H3   H   HCR6  0   0.290  -1.4488  -3.8107  -1.4079
 EOG  H4   H   HCH3  0   0.243  -6.0173   1.1460  -0.9202
 EOG  H5   H   HCH3  0   0.240  -5.8954   0.8026   0.8096
 EOG  H6   H   HCH3  0   0.253  -6.2991   2.4308   0.2564
 EOG  H7   H   HCR6  0   0.274  -0.9643  -4.0605   2.8436
 EOG  H8   H   HCR6  0   0.276   0.7359  -2.2717   2.7515
 EOG  H9   H   HCR6  0   0.270  -2.4148   3.6577  -0.7418
 EOG  H10  H   HCR6  0   0.282  -0.0871   4.4155  -0.6844
 EOG  H11  H   HCH3  0   0.268   5.0132   2.2443  -0.5288
 EOG  H12  H   HCH3  0   0.266   4.3925   3.8206  -0.0045
 EOG  H13  H   HCH3  0   0.267   4.8065   2.5689   1.1823
 EOG  H14  H   HNH1  0   0.413  -4.0811   2.8755   0.3120
 EOG  C7   C   C     0   0.536  -3.3326   1.0659  -0.2428

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
 EOG  C20  C19  aromatic  1.387  0.020  1.387
 EOG  C20  C21  aromatic  1.388  0.020  1.388
 EOG  C19  C18  aromatic  1.386  0.020  1.386
 EOG  C21  C22  aromatic  1.384  0.020  1.384
 EOG  C18  C17  aromatic  1.392  0.020  1.392
 EOG  O9   C7   double    1.224  0.020  1.224
 EOG  C22  C17  aromatic  1.394  0.020  1.394
 EOG  C22  CL3  single    1.729  0.020  1.729
 EOG  C24  N8   single    1.444  0.020  1.444
 EOG  C17  C16  single    1.467  0.020  1.467
 EOG  C7   N8   single    1.338  0.020  1.338
 EOG  C7   C1   single    1.498  0.020  1.498
 EOG  C16  N15  aromatic  1.309  0.020  1.309
 EOG  C16  N13  aromatic  1.363  0.020  1.363
 EOG  C6   C1   aromatic  1.385  0.020  1.385
 EOG  C6   C5   aromatic  1.388  0.020  1.388
 EOG  C1   C2   aromatic  1.399  0.020  1.399
 EOG  N15  N14  aromatic  1.339  0.020  1.339
 EOG  N13  C5   aromatic  1.393  0.020  1.393
 EOG  N13  C12  aromatic  1.366  0.020  1.366
 EOG  C5   C4   aromatic  1.407  0.020  1.407
 EOG  C2   C3   aromatic  1.376  0.020  1.376
 EOG  N14  C12  aromatic  1.307  0.020  1.307
 EOG  C12  C11  aromatic  1.437  0.020  1.437
 EOG  C4   C3   aromatic  1.398  0.020  1.398
 EOG  C4   N10  aromatic  1.378  0.020  1.378
 EOG  C11  N10  aromatic  1.287  0.020  1.287
 EOG  C11  C25  single    1.488  0.020  1.488
 EOG  C6   H1   single    0.930  0.020  1.080
 EOG  C20  H2   single    0.930  0.020  1.080
 EOG  C21  H3   single    0.930  0.020  1.080
 EOG  C24  H4   single    0.970  0.020  1.090
 EOG  C24  H5   single    0.970  0.020  1.090
 EOG  C24  H6   single    0.970  0.020  1.090
 EOG  C19  H7   single    0.930  0.020  1.080
 EOG  C18  H8   single    0.930  0.020  1.080
 EOG  C2   H9   single    0.930  0.020  1.080
 EOG  C3   H10  single    0.930  0.020  1.080
 EOG  C25  H11  single    0.970  0.020  1.090
 EOG  C25  H12  single    0.970  0.020  1.090
 EOG  C25  H13  single    0.970  0.020  1.090
 EOG  N8   H14  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
 EOG  N10  C4   C3   117.98  3.000
 EOG  N10  C4   C5   123.83  3.000
 EOG  C3   C4   C5   118.19  3.000
 EOG  N13  C5   C6   123.84  3.000
 EOG  N13  C5   C4   115.28  3.000
 EOG  C6   C5   C4   120.87  3.000
 EOG  H1   C6   C1   118.87  3.000
 EOG  H1   C6   C5   121.20  3.000
 EOG  C1   C6   C5   119.92  3.000
 EOG  C16  C17  C18  119.75  3.000
 EOG  C16  C17  C22  121.46  3.000
 EOG  C18  C17  C22  118.73  3.000
 EOG  H2   C20  C19  120.28  3.000
 EOG  H2   C20  C21  119.24  3.000
 EOG  C19  C20  C21  120.48  3.000
 EOG  H3   C21  C22  120.22  3.000
 EOG  H3   C21  C20  120.60  3.000
 EOG  C22  C21  C20  119.18  3.000
 EOG  CL3  C22  C21  119.53  3.000
 EOG  CL3  C22  C17  119.23  3.000
 EOG  C21  C22  C17  121.24  3.000
 EOG  H6   C24  H5   108.47  3.000
 EOG  H6   C24  H4   108.43  3.000
 EOG  H5   C24  H4   108.33  3.000
 EOG  H6   C24  N8   108.33  3.000
 EOG  H5   C24  N8   111.86  3.000
 EOG  H4   C24  N8   111.34  3.000
 EOG  H7   C19  C18  119.82  3.000
 EOG  H7   C19  C20  120.35  3.000
 EOG  C18  C19  C20  119.83  3.000
 EOG  H8   C18  C19  120.29  3.000
 EOG  H8   C18  C17  119.17  3.000
 EOG  C19  C18  C17  120.54  3.000
 EOG  H9   C2   C1   121.09  3.000
 EOG  H9   C2   C3   118.69  3.000
 EOG  C1   C2   C3   120.21  3.000
 EOG  H10  C3   C2   120.73  3.000
 EOG  H10  C3   C4   118.28  3.000
 EOG  C2   C3   C4   120.99  3.000
 EOG  C2   C1   C7   123.07  3.000
 EOG  C2   C1   C6   119.79  3.000
 EOG  C7   C1   C6   117.12  3.000
 EOG  N13  C16  N15  109.00  3.000
 EOG  N13  C16  C17  127.29  3.000
 EOG  N15  C16  C17  123.70  3.000
 EOG  N13  C12  N14  110.23  3.000
 EOG  N14  C12  C11  129.64  3.000
 EOG  N13  C12  C11  120.13  3.000
 EOG  N10  C11  C25  121.15  3.000
 EOG  C25  C11  C12  118.63  3.000
 EOG  N10  C11  C12  120.22  3.000
 EOG  H13  C25  H12  109.10  3.000
 EOG  H13  C25  H11  107.01  3.000
 EOG  H12  C25  H11  109.03  3.000
 EOG  H13  C25  C11  110.58  3.000
 EOG  H12  C25  C11  110.38  3.000
 EOG  H11  C25  C11  110.66  3.000
 EOG  N14  N15  C16  109.16  3.000
 EOG  N15  N14  C12  107.22  3.000
 EOG  C11  N10  C4   119.76  3.000
 EOG  C12  N13  C16  104.38  3.000
 EOG  C12  N13  C5   120.71  3.000
 EOG  C16  N13  C5   134.87  3.000
 EOG  H14  N8   C24  117.74  3.000
 EOG  H14  N8   C7   119.86  3.000
 EOG  C24  N8   C7   121.91  3.000
 EOG  O9   C7   N8   122.84  3.000
 EOG  N8   C7   C1   116.29  3.000
 EOG  O9   C7   C1   120.87  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
 EOG  CONST_01  C1   C6   C5   C4     0.00   0.0  0
 EOG  CONST_02  C16  N13  C5   C4   180.00   0.0  0
 EOG  CONST_03  C12  N13  C5   C4     0.00   0.0  0
 EOG  CONST_04  C1   C2   C3   C4     0.00   0.0  0
 EOG  CONST_05  C12  C11  N10  C4     0.00   0.0  0
 EOG  CONST_06  C2   C1   C6   C5     0.00   0.0  0
 EOG  CONST_07  C17  C16  N13  C5     0.00   0.0  0
 EOG  CONST_08  N15  C16  N13  C5   180.00   0.0  0
 EOG  CONST_09  N14  C12  N13  C5   180.00   0.0  0
 EOG  CONST_10  C11  C12  N13  C5     0.00   0.0  0
 EOG  CONST_11  C2   C3   C4   C5     0.00   0.0  0
 EOG  CONST_12  C11  N10  C4   C5     0.00   0.0  0
 EOG  CONST_13  C3   C2   C1   C6     0.00   0.0  0
 EOG  CONST_14  C16  N13  C5   C6     0.00   0.0  0
 EOG  CONST_15  C12  N13  C5   C6   180.00   0.0  0
 EOG  CONST_16  C3   C4   C5   C6     0.00   0.0  0
 EOG  CONST_17  N10  C4   C5   C6   180.00   0.0  0
 EOG  CONST_18  C20  C19  C18  C17    0.00   0.0  0
 EOG  CONST_19  C20  C21  C22  C17    0.00   0.0  0
 EOG  CONST_20  N14  N15  C16  C17  180.00   0.0  0
 EOG  CONST_21  C12  N13  C16  C17  180.00   0.0  0
 EOG  CONST_22  C18  C19  C20  C21    0.00   0.0  0
 EOG  CONST_23  C18  C17  C22  C21    0.00   0.0  0
 EOG  CONST_24  C16  C17  C22  C21  180.00   0.0  0
 EOG  CONST_25  C19  C20  C21  C22    0.00   0.0  0
 EOG  CONST_26  C19  C18  C17  C22    0.00   0.0  0
 EOG  CONST_29  C16  C17  C18  C19  180.00   0.0  0
 EOG  CONST_32  N10  C4   C3   C2   180.00   0.0  0
 EOG  CONST_33  N13  C5   C4   C3   180.00   0.0  0
 EOG  CONST_34  C11  N10  C4   C3   180.00   0.0  0
 EOG  CONST_35  N13  C5   C6   C1   180.00   0.0  0
 EOG  CONST_36  C12  N14  N15  C16    0.00   0.0  0
 EOG  CONST_37  N14  C12  N13  C16    0.00   0.0  0
 EOG  CONST_38  C11  C12  N13  C16  180.00   0.0  0
 EOG  CONST_39  N15  C16  N13  C12    0.00   0.0  0
 EOG  CONST_40  N15  N14  C12  C11  180.00   0.0  0
 EOG  CONST_41  N13  C12  N14  N15    0.00   0.0  0
 EOG  CONST_42  N13  C16  N15  N14    0.00   0.0  0
 EOG  CONST_43  N10  C11  C12  N14  180.00   0.0  0
 EOG  CONST_44  N13  C5   C4   N10    0.00   0.0  0
 EOG  CONST_45  N13  C12  C11  N10    0.00   0.0  0
 EOG  CONST_46  C25  C11  N10  C4   180.00   0.0  0
 EOG  CONST_47  C7   C1   C6   C5   180.00   0.0  0
 EOG  CONST_48  C3   C2   C1   C7   180.00   0.0  0
 EOG  CONST_49  CL3  C22  C21  C20  180.00   0.0  0
 EOG  CONST_50  CL3  C22  C17  C18  180.00   0.0  0
 EOG  CONST_51  CL3  C22  C17  C16    0.00   0.0  0
 EOG  CONST_52  N13  C12  C11  C25  180.00   0.0  0
 EOG  CONST_53  N14  C12  C11  C25    0.00   0.0  0
 EOG  CONST_54  H1   C6   C5   C4   180.00   0.0  0
 EOG  CONST_55  H9   C2   C3   C4   180.00   0.0  0
 EOG  CONST_56  H10  C3   C4   C5   180.00   0.0  0
 EOG  CONST_57  H7   C19  C18  C17  180.00   0.0  0
 EOG  CONST_58  H3   C21  C22  C17  180.00   0.0  0
 EOG  CONST_59  H8   C18  C19  C20  180.00   0.0  0
 EOG  CONST_60  H2   C20  C21  C22  180.00   0.0  0
 EOG  CONST_61  C1   C7   N8   C24  180.00   0.0  0
 EOG  CONST_62  H14  N8   C7   C1     0.00   0.0  0
 EOG  CONST_63  O9   C7   N8   C24    0.00   0.0  0
 EOG  Var_01    O9   C7   C1   C6   -23.90  30.0  2
 EOG  Var_02    H11  C25  C11  C12   60.22  30.0  2
 EOG  Var_03    H4   C24  N8   C7   -60.33  30.0  3

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
 EOG  plan-1  C17  0.020
 EOG  plan-1  C20  0.020
 EOG  plan-1  C21  0.020
 EOG  plan-1  C22  0.020
 EOG  plan-1  C19  0.020
 EOG  plan-1  C18  0.020
 EOG  plan-1  C16  0.020
 EOG  plan-1  CL3  0.020
 EOG  plan-1  H2   0.020
 EOG  plan-1  H3   0.020
 EOG  plan-1  H7   0.020
 EOG  plan-1  H8   0.020
 EOG  plan-2  C4   0.020
 EOG  plan-2  C5   0.020
 EOG  plan-2  C6   0.020
 EOG  plan-2  C17  0.020
 EOG  plan-2  C2   0.020
 EOG  plan-2  C3   0.020
 EOG  plan-2  C1   0.020
 EOG  plan-2  C16  0.020
 EOG  plan-2  C12  0.020
 EOG  plan-2  C11  0.020
 EOG  plan-2  C25  0.020
 EOG  plan-2  N15  0.020
 EOG  plan-2  N14  0.020
 EOG  plan-2  N10  0.020
 EOG  plan-2  N13  0.020
 EOG  plan-2  H1   0.020
 EOG  plan-2  H9   0.020
 EOG  plan-2  H10  0.020
 EOG  plan-2  C7   0.020
 EOG  plan-3  C24  0.020
 EOG  plan-3  C1   0.020
 EOG  plan-3  N8   0.020
 EOG  plan-3  O9   0.020
 EOG  plan-3  H14  0.020
 EOG  plan-3  C7   0.020

