# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 04:52:40 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 1-[2-chloro-5-(2-methylpropoxy)phenyl]-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)c4cc(OCC(C)C)ccc4Cl
#
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
 EOS  EOS  1-[2-chloro-5-(2-methylpropoxy)phenyl]-N,4-dimethyl[1,2,4]triazolo[4,3-a]quinoxaline-8-carboxamide  ligand  52  30  .  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_EOS
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
 EOS  C4   C   CR16  0  -0.325   1.2424  -1.4083  -0.0799
 EOS  C5   C   CR6   0  -0.034   1.5624  -2.7553  -0.0614
 EOS  C6   C   CR16  0  -0.293   2.8532  -3.1654  -0.4116
 EOS  C8   C   CR6   0   0.178   4.2427   1.2659  -1.2414
 EOS  C17  C   CR6   0   0.067  -0.3936   1.2711   0.3478
 EOS  C20  C   CR16  0  -0.384  -2.8797   0.5148   1.3406
 EOS  C21  C   CR16  0  -0.177  -1.7655   0.5037   2.1692
 EOS  C22  C   CR6   0  -0.107  -0.5314   0.8815   1.6801
 EOS  C26  C   CH1   0  -0.282  -6.0374   0.7316  -1.5991
 EOS  C28  C   CH3   0  -0.661  -7.4078   0.2173  -1.1684
 EOS  C1   C   CR16  0  -0.302   3.8036  -2.2361  -0.7693
 EOS  C18  C   CR16  0  -0.372  -1.5065   1.2919  -0.4752
 EOS  C2   C   CR66  0   0.170   3.5051  -0.8707  -0.7858
 EOS  C3   C   CR66  0   0.444   2.2072  -0.4717  -0.4208
 EOS  C19  C   CR6   0   0.424  -2.7590   0.9107   0.0106
 EOS  C16  C   CR5   0   0.373   0.9064   1.6983  -0.1810
 EOS  C9   C   CR56  0   0.400   2.9433   1.7644  -0.8825
 EOS  C11  C   C     0   0.551   0.4636  -3.7054   0.3093
 EOS  C12  C   CH3   0  -0.732   5.2812   2.2350  -1.6847
 EOS  C27  C   CH3   0  -0.653  -6.1223   2.1812  -2.0650
 EOS  C30  C   CH3   0  -0.515  -0.1337  -5.9407   1.0619
 EOS  C25  C   CH2   0  -0.162  -5.0697   0.5653  -0.4411
 EOS  N15  N   N     0  -0.286   1.2233   2.9418  -0.4390
 EOS  N14  N   N     0  -0.314   2.4896   2.9903  -0.8736
 EOS  N7   N   N     0  -0.414   4.4936   0.0055  -1.1772
 EOS  N10  N   N     0  -0.609   1.9739   0.9008  -0.4596
 EOS  N29  N   NH1   0  -0.647   0.8322  -4.9379   0.6769
 EOS  O13  O   O     0  -0.483  -0.7072  -3.3499   0.2738
 EOS  O24  O   O2    0  -0.470  -3.7702   0.9532  -0.8659
 EOS  CL3  CL  CL    0  -0.111   0.8579   0.8542   2.7108
 EOS  H1   H   HCR6  0   0.293   0.2346  -1.1117   0.1667
 EOS  H2   H   HCR6  0   0.267   3.1238  -4.2123  -0.4387
 EOS  H3   H   HCR6  0   0.298  -3.8295   0.2108   1.7571
 EOS  H4   H   HCR6  0   0.292  -1.8733   0.1990   3.2011
 EOS  H5   H   HCH1  0   0.234  -5.6829   0.1115  -2.4299
 EOS  H6   H   HCH3  0   0.220  -7.7983   0.8000  -0.3311
 EOS  H7   H   HCH3  0   0.238  -8.1232   0.2963  -1.9868
 EOS  H8   H   HCH3  0   0.231  -7.3696  -0.8285  -0.8599
 EOS  H9   H   HCR6  0   0.283   4.7977  -2.5469  -1.0607
 EOS  H10  H   HCR6  0   0.280  -1.4024   1.5929  -1.5098
 EOS  H11  H   HCH3  0   0.266   6.2315   1.7286  -1.8314
 EOS  H12  H   HCH3  0   0.269   4.9841   2.7075  -2.6225
 EOS  H13  H   HCH3  0   0.266   5.4072   3.0322  -0.9518
 EOS  H14  H   HCH3  0   0.216  -6.4687   2.8275  -1.2544
 EOS  H15  H   HCH3  0   0.234  -5.1614   2.5620  -2.4101
 EOS  H16  H   HCH3  0   0.231  -6.8298   2.2797  -2.8896
 EOS  H17  H   HCH3  0   0.253   0.3899  -6.8803   1.2102
 EOS  H18  H   HCH3  0   0.240  -0.6452  -5.6796   1.9896
 EOS  H19  H   HCH3  0   0.244  -0.8842  -6.0828   0.2853
 EOS  H20  H   HCH2  0   0.221  -5.3926   1.1853   0.4052
 EOS  H21  H   HCH2  0   0.235  -5.0556  -0.4775  -0.1035
 EOS  H22  H   HNH1  0   0.414   1.8048  -5.1596   0.8011

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
 EOS  O24  C25  single    1.421  0.020  1.421
 EOS  O24  C19  single    1.339  0.020  1.339
 EOS  C26  C25  single    1.518  0.020  1.518
 EOS  C26  C27  single    1.525  0.020  1.525
 EOS  C26  C28  single    1.526  0.020  1.526
 EOS  C20  C19  aromatic  1.393  0.020  1.393
 EOS  C20  C21  aromatic  1.388  0.020  1.388
 EOS  C19  C18  aromatic  1.396  0.020  1.396
 EOS  C21  C22  aromatic  1.380  0.020  1.380
 EOS  C18  C17  aromatic  1.384  0.020  1.384
 EOS  C22  C17  aromatic  1.395  0.020  1.395
 EOS  C22  CL3  single    1.730  0.020  1.730
 EOS  O13  C11  double    1.224  0.020  1.224
 EOS  C17  C16  single    1.467  0.020  1.467
 EOS  C30  N29  single    1.444  0.020  1.444
 EOS  C11  N29  single    1.338  0.020  1.338
 EOS  C11  C5   single    1.499  0.020  1.499
 EOS  C16  N15  aromatic  1.309  0.020  1.309
 EOS  C16  N10  aromatic  1.361  0.020  1.361
 EOS  C4   C5   aromatic  1.385  0.020  1.385
 EOS  C4   C3   aromatic  1.387  0.020  1.387
 EOS  N15  N14  aromatic  1.340  0.020  1.340
 EOS  C5   C6   aromatic  1.399  0.020  1.399
 EOS  N10  C3   aromatic  1.393  0.020  1.393
 EOS  N10  C9   aromatic  1.366  0.020  1.366
 EOS  C3   C2   aromatic  1.406  0.020  1.406
 EOS  C6   C1   aromatic  1.376  0.020  1.376
 EOS  N14  C9   aromatic  1.307  0.020  1.307
 EOS  C9   C8   aromatic  1.437  0.020  1.437
 EOS  C2   C1   aromatic  1.398  0.020  1.398
 EOS  C2   N7   aromatic  1.378  0.020  1.378
 EOS  C8   N7   aromatic  1.287  0.020  1.287
 EOS  C8   C12  single    1.488  0.020  1.488
 EOS  C4   H1   single    0.930  0.020  1.080
 EOS  C6   H2   single    0.930  0.020  1.080
 EOS  C20  H3   single    0.930  0.020  1.080
 EOS  C21  H4   single    0.930  0.020  1.080
 EOS  C26  H5   single    0.970  0.020  1.090
 EOS  C28  H6   single    0.970  0.020  1.090
 EOS  C28  H7   single    0.970  0.020  1.090
 EOS  C28  H8   single    0.970  0.020  1.090
 EOS  C1   H9   single    0.930  0.020  1.080
 EOS  C18  H10  single    0.930  0.020  1.080
 EOS  C12  H11  single    0.970  0.020  1.090
 EOS  C12  H12  single    0.970  0.020  1.090
 EOS  C12  H13  single    0.970  0.020  1.090
 EOS  C27  H14  single    0.970  0.020  1.090
 EOS  C27  H15  single    0.970  0.020  1.090
 EOS  C27  H16  single    0.970  0.020  1.090
 EOS  C30  H17  single    0.970  0.020  1.090
 EOS  C30  H18  single    0.970  0.020  1.090
 EOS  C30  H19  single    0.970  0.020  1.090
 EOS  C25  H20  single    0.970  0.020  1.090
 EOS  C25  H21  single    0.970  0.020  1.090
 EOS  N29  H22  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
 EOS  H1   C4   C3   121.34  3.000
 EOS  H1   C4   C5   118.70  3.000
 EOS  C3   C4   C5   119.96  3.000
 EOS  C11  C5   C6   123.53  3.000
 EOS  C6   C5   C4   119.68  3.000
 EOS  C11  C5   C4   116.77  3.000
 EOS  H2   C6   C1   118.30  3.000
 EOS  H2   C6   C5   121.39  3.000
 EOS  C1   C6   C5   120.28  3.000
 EOS  N7   C8   C12  121.12  3.000
 EOS  C12  C8   C9   118.65  3.000
 EOS  N7   C8   C9   120.23  3.000
 EOS  C16  C17  C18  119.59  3.000
 EOS  C16  C17  C22  120.88  3.000
 EOS  C18  C17  C22  119.51  3.000
 EOS  H3   C20  C19  121.60  3.000
 EOS  H3   C20  C21  118.23  3.000
 EOS  C19  C20  C21  120.17  3.000
 EOS  H4   C21  C22  120.29  3.000
 EOS  H4   C21  C20  119.45  3.000
 EOS  C22  C21  C20  120.25  3.000
 EOS  CL3  C22  C21  120.17  3.000
 EOS  CL3  C22  C17  119.60  3.000
 EOS  C21  C22  C17  120.22  3.000
 EOS  H5   C26  C25  108.06  3.000
 EOS  H5   C26  C27  108.93  3.000
 EOS  C25  C26  C27  111.88  3.000
 EOS  H5   C26  C28  108.30  3.000
 EOS  C27  C26  C28  110.89  3.000
 EOS  C25  C26  C28  108.67  3.000
 EOS  H8   C28  H7   107.74  3.000
 EOS  H8   C28  H6   107.88  3.000
 EOS  H7   C28  H6   107.60  3.000
 EOS  H8   C28  C26  111.81  3.000
 EOS  H7   C28  C26  110.68  3.000
 EOS  H6   C28  C26  110.96  3.000
 EOS  H9   C1   C2   118.28  3.000
 EOS  H9   C1   C6   120.71  3.000
 EOS  C2   C1   C6   121.01  3.000
 EOS  H10  C18  C19  119.64  3.000
 EOS  H10  C18  C17  119.67  3.000
 EOS  C19  C18  C17  120.68  3.000
 EOS  N7   C2   C3   123.75  3.000
 EOS  N7   C2   C1   118.12  3.000
 EOS  C3   C2   C1   118.12  3.000
 EOS  N10  C3   C2   115.28  3.000
 EOS  C2   C3   C4   120.94  3.000
 EOS  N10  C3   C4   123.76  3.000
 EOS  O24  C19  C18  116.17  3.000
 EOS  C18  C19  C20  119.17  3.000
 EOS  O24  C19  C20  124.66  3.000
 EOS  N10  C16  N15  109.05  3.000
 EOS  N10  C16  C17  126.73  3.000
 EOS  N15  C16  C17  124.21  3.000
 EOS  N10  C9   N14  110.16  3.000
 EOS  N14  C9   C8   129.85  3.000
 EOS  N10  C9   C8   119.99  3.000
 EOS  O13  C11  N29  122.61  3.000
 EOS  N29  C11  C5   116.73  3.000
 EOS  O13  C11  C5   120.65  3.000
 EOS  H13  C12  H12  107.01  3.000
 EOS  H13  C12  H11  109.29  3.000
 EOS  H12  C12  H11  108.90  3.000
 EOS  H13  C12  C8   110.89  3.000
 EOS  H12  C12  C8   110.37  3.000
 EOS  H11  C12  C8   110.30  3.000
 EOS  H16  C27  H15  107.52  3.000
 EOS  H16  C27  H14  107.55  3.000
 EOS  H15  C27  H14  107.92  3.000
 EOS  H16  C27  C26  110.66  3.000
 EOS  H15  C27  C26  112.33  3.000
 EOS  H14  C27  C26  110.68  3.000
 EOS  H19  C30  H18  108.32  3.000
 EOS  H19  C30  H17  108.46  3.000
 EOS  H18  C30  H17  108.48  3.000
 EOS  H19  C30  N29  111.18  3.000
 EOS  H18  C30  N29  111.96  3.000
 EOS  H17  C30  N29  108.35  3.000
 EOS  H21  C25  H20  107.68  3.000
 EOS  H21  C25  O24  109.88  3.000
 EOS  H20  C25  O24  110.20  3.000
 EOS  H21  C25  C26  110.32  3.000
 EOS  H20  C25  C26  109.80  3.000
 EOS  O24  C25  C26  108.96  3.000
 EOS  N14  N15  C16  109.10  3.000
 EOS  N15  N14  C9   107.24  3.000
 EOS  C2   N7   C8   119.82  3.000
 EOS  C9   N10  C16  104.45  3.000
 EOS  C9   N10  C3   120.86  3.000
 EOS  C16  N10  C3   134.67  3.000
 EOS  H22  N29  C30  117.44  3.000
 EOS  H22  N29  C11  120.24  3.000
 EOS  C30  N29  C11  121.91  3.000
 EOS  C25  O24  C19  119.10  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
 EOS  CONST_01  C1   C6   C5   C4     0.00   0.0  0
 EOS  CONST_02  C16  N10  C3   C4     0.00   0.0  0
 EOS  CONST_03  C9   N10  C3   C4   180.00   0.0  0
 EOS  CONST_04  C1   C2   C3   C4     0.00   0.0  0
 EOS  CONST_05  N7   C2   C3   C4   180.00   0.0  0
 EOS  CONST_06  N10  C3   C4   C5   180.00   0.0  0
 EOS  CONST_07  C2   C3   C4   C5     0.00   0.0  0
 EOS  CONST_08  C2   C1   C6   C5     0.00   0.0  0
 EOS  CONST_09  C3   C4   C5   C6     0.00   0.0  0
 EOS  CONST_10  C3   C2   C1   C6     0.00   0.0  0
 EOS  CONST_11  N7   C2   C1   C6   180.00   0.0  0
 EOS  CONST_12  C16  N10  C9   C8   180.00   0.0  0
 EOS  CONST_13  C3   N10  C9   C8     0.00   0.0  0
 EOS  CONST_14  N15  N14  C9   C8   180.00   0.0  0
 EOS  CONST_15  C3   C2   N7   C8     0.00   0.0  0
 EOS  CONST_16  C1   C2   N7   C8   180.00   0.0  0
 EOS  CONST_17  C20  C19  C18  C17    0.00   0.0  0
 EOS  CONST_18  C20  C21  C22  C17    0.00   0.0  0
 EOS  CONST_19  N14  N15  C16  C17  180.00   0.0  0
 EOS  CONST_20  C3   N10  C16  C17    0.00   0.0  0
 EOS  CONST_21  C9   N10  C16  C17  180.00   0.0  0
 EOS  CONST_22  C18  C19  C20  C21    0.00   0.0  0
 EOS  CONST_23  C18  C17  C22  C21    0.00   0.0  0
 EOS  CONST_24  C16  C17  C22  C21  180.00   0.0  0
 EOS  CONST_25  C19  C20  C21  C22    0.00   0.0  0
 EOS  CONST_26  C19  C18  C17  C22    0.00   0.0  0
 EOS  CONST_29  N10  C3   C2   C1   180.00   0.0  0
 EOS  CONST_32  C16  N10  C3   C2   180.00   0.0  0
 EOS  CONST_33  C9   N10  C3   C2     0.00   0.0  0
 EOS  CONST_34  C9   C8   N7   C2     0.00   0.0  0
 EOS  CONST_35  N15  C16  N10  C3   180.00   0.0  0
 EOS  CONST_36  N14  C9   N10  C3   180.00   0.0  0
 EOS  CONST_37  C16  C17  C18  C19  180.00   0.0  0
 EOS  CONST_38  C9   N14  N15  C16    0.00   0.0  0
 EOS  CONST_39  N14  C9   N10  C16    0.00   0.0  0
 EOS  CONST_40  N15  C16  N10  C9     0.00   0.0  0
 EOS  CONST_41  N10  C9   N14  N15    0.00   0.0  0
 EOS  CONST_42  N10  C16  N15  N14    0.00   0.0  0
 EOS  CONST_43  N7   C8   C9   N14  180.00   0.0  0
 EOS  CONST_44  N10  C3   C2   N7     0.00   0.0  0
 EOS  CONST_45  N10  C9   C8   N7     0.00   0.0  0
 EOS  CONST_46  O24  C19  C18  C17  180.00   0.0  0
 EOS  CONST_47  CL3  C22  C21  C20  180.00   0.0  0
 EOS  CONST_48  O24  C19  C20  C21  180.00   0.0  0
 EOS  CONST_49  C11  C5   C6   C1   180.00   0.0  0
 EOS  CONST_50  CL3  C22  C17  C18  180.00   0.0  0
 EOS  CONST_51  C12  C8   N7   C2   180.00   0.0  0
 EOS  CONST_52  C11  C5   C4   C3   180.00   0.0  0
 EOS  CONST_53  CL3  C22  C17  C16    0.00   0.0  0
 EOS  CONST_54  N10  C9   C8   C12  180.00   0.0  0
 EOS  CONST_55  N14  C9   C8   C12    0.00   0.0  0
 EOS  CONST_56  H2   C6   C5   C4   180.00   0.0  0
 EOS  CONST_57  H9   C1   C6   C5   180.00   0.0  0
 EOS  CONST_58  H1   C4   C5   C6   180.00   0.0  0
 EOS  CONST_59  H4   C21  C22  C17  180.00   0.0  0
 EOS  CONST_60  H10  C18  C19  C20  180.00   0.0  0
 EOS  CONST_61  H3   C20  C21  C22  180.00   0.0  0
 EOS  CONST_62  C30  N29  C11  C5   180.00   0.0  0
 EOS  CONST_63  H22  N29  C11  C5     0.00   0.0  0
 EOS  CONST_64  O13  C11  N29  C30    0.00   0.0  0
 EOS  Var_01    O13  C11  C5   C4    17.23  30.0  2
 EOS  Var_02    H11  C12  C8   C9   174.69  30.0  2
 EOS  Var_03    H20  C25  O24  C19   58.17  30.0  3
 EOS  Var_04    O24  C25  C26  C28  175.88  30.0  3
 EOS  Var_05    H14  C27  C26  C28   61.23  30.0  3
 EOS  Var_06    H17  C30  N29  C11  173.88  30.0  3
 EOS  Var_07    H6   C28  C26  C27  -61.20  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
 EOS  plan-1  C17  0.020
 EOS  plan-1  C20  0.020
 EOS  plan-1  C21  0.020
 EOS  plan-1  C22  0.020
 EOS  plan-1  C18  0.020
 EOS  plan-1  C19  0.020
 EOS  plan-1  C16  0.020
 EOS  plan-1  O24  0.020
 EOS  plan-1  CL3  0.020
 EOS  plan-1  H3   0.020
 EOS  plan-1  H4   0.020
 EOS  plan-1  H10  0.020
 EOS  plan-2  C4   0.020
 EOS  plan-2  C5   0.020
 EOS  plan-2  C6   0.020
 EOS  plan-2  C8   0.020
 EOS  plan-2  C17  0.020
 EOS  plan-2  C1   0.020
 EOS  plan-2  C2   0.020
 EOS  plan-2  C3   0.020
 EOS  plan-2  C16  0.020
 EOS  plan-2  C9   0.020
 EOS  plan-2  C11  0.020
 EOS  plan-2  C12  0.020
 EOS  plan-2  N15  0.020
 EOS  plan-2  N14  0.020
 EOS  plan-2  N7   0.020
 EOS  plan-2  N10  0.020
 EOS  plan-2  H1   0.020
 EOS  plan-2  H2   0.020
 EOS  plan-2  H9   0.020
 EOS  plan-3  C5   0.020
 EOS  plan-3  C11  0.020
 EOS  plan-3  C30  0.020
 EOS  plan-3  N29  0.020
 EOS  plan-3  O13  0.020
 EOS  plan-3  H22  0.020

