# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 06:56:27 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 1-(2-chloro-5-methoxyphenyl)-4-methyl-N-(2-methylpropyl)[1,2,4]triazolo[4,3-a]quinoxaline-8-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Cl)c(c1)c2nnc3n2c4cc(ccc4nc3C)C(=O)NCC(C)C
#
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
 EP7  EP7  1-(2-chloro-5-methoxyphenyl)-4-methyl-N-(2-methylpropyl)[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_EP7
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
 EP7  C4   C   CR16  0  -0.320  -0.3097   0.6484   0.0443
 EP7  C5   C   CR6   0  -0.039  -1.5659   1.2242  -0.0379
 EP7  C6   C   CR16  0  -0.287  -1.7001   2.6151   0.0098
 EP7  C8   C   CR6   0   0.178   2.9412   3.2281   0.5855
 EP7  N12  N   N     0  -0.315   4.2687   1.1271   0.6457
 EP7  C15  C   CR6   0   0.063   1.9731  -1.5498   0.0743
 EP7  C17  C   CR6   0   0.415   1.1392  -3.6429   0.9448
 EP7  C20  C   CR6   0  -0.104   1.5387  -1.9149  -1.1998
 EP7  C24  C   CH2   0  -0.234  -5.1461   0.0098   0.1211
 EP7  C26  C   CH3   0  -0.442   0.3458  -5.6608   1.9025
 EP7  C28  C   CH1   0  -0.285  -6.3581   0.9373   0.0998
 EP7  C1   C   CR16  0  -0.304  -0.5884   3.4129   0.1610
 EP7  C18  C   CR16  0  -0.383   0.7009  -3.9900  -0.3307
 EP7  C19  C   CR16  0  -0.176   0.9034  -3.1242  -1.3972
 EP7  C16  C   CR16  0  -0.361   1.7787  -2.4167   1.1361
 EP7  C2   C   CR66  0   0.171   0.6876   2.8535   0.2722
 EP7  C3   C   CR66  0   0.439   0.8092   1.4540   0.2020
 EP7  C14  C   CR5   0   0.373   2.6682  -0.2774   0.2982
 EP7  C9   C   CR56  0   0.400   3.1593   1.8084   0.5301
 EP7  C11  C   C     0   0.539  -2.7331   0.3037  -0.2269
 EP7  C27  C   CH3   0  -0.732   4.1132   4.1216   0.7921
 EP7  C29  C   CH3   0  -0.648  -6.3129   1.9011  -1.0809
 EP7  C30  C   CH3   0  -0.654  -7.6303   0.0972   0.0745
 EP7  N13  N   N     0  -0.286   3.9560  -0.1679   0.5029
 EP7  N7   N   N     0  -0.414   1.7547   3.7067   0.4510
 EP7  N10  N   N     0  -0.609   2.1081   0.9636   0.3154
 EP7  N23  N   NH1   0  -0.652  -3.9082   0.7511   0.2378
 EP7  O22  O   O     0  -0.479  -2.5894  -0.7787  -0.7779
 EP7  O25  O   O2    0  -0.465   0.9911  -4.4074   2.0355
 EP7  CL1  CL  CL    0  -0.111   1.7820  -0.8334  -2.5277
 EP7  H1   H   HCR6  0   0.295  -0.2262  -0.4266   0.0006
 EP7  H2   H   HCR6  0   0.267  -2.6697   3.0838  -0.0955
 EP7  H3   H   HCH2  0   0.242  -5.2399  -0.7020   0.9481
 EP7  H4   H   HCH2  0   0.238  -5.1160  -0.5736  -0.8007
 EP7  H5   H   HCH3  0   0.234  -0.6794  -5.5531   1.5406
 EP7  H6   H   HCH3  0   0.234   0.8909  -6.3285   1.2310
 EP7  H7   H   HCH3  0   0.265   0.3238  -6.1017   2.8955
 EP7  H8   H   HCH1  0   0.230  -6.3565   1.5228   1.0273
 EP7  H9   H   HCR6  0   0.282  -0.6806   4.4900   0.1947
 EP7  H10  H   HCR6  0   0.297   0.1989  -4.9282  -0.5223
 EP7  H11  H   HCR6  0   0.292   0.5618  -3.4060  -2.3836
 EP7  H12  H   HCR6  0   0.282   2.1129  -2.1349   2.1265
 EP7  H13  H   HCH3  0   0.266   3.7946   5.1602   0.8210
 EP7  H14  H   HCH3  0   0.267   4.6222   3.8783   1.7255
 EP7  H15  H   HCH3  0   0.268   4.8390   3.9926  -0.0119
 EP7  H16  H   HCH3  0   0.231  -7.1890   2.5507  -1.0815
 EP7  H17  H   HCH3  0   0.228  -5.4298   2.5403  -1.0563
 EP7  H18  H   HCH3  0   0.217  -6.3021   1.3551  -2.0273
 EP7  H19  H   HCH3  0   0.230  -7.6875  -0.5720   0.9346
 EP7  H20  H   HCH3  0   0.234  -8.5181   0.7302   0.0870
 EP7  H21  H   HCH3  0   0.219  -7.6737  -0.5154  -0.8292
 EP7  H22  H   HNH1  0   0.405  -3.9150   1.5586   0.8415

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
 EP7  O25  C26  single    1.416  0.020  1.416
 EP7  O25  C17  single    1.340  0.020  1.340
 EP7  C18  C17  aromatic  1.393  0.020  1.393
 EP7  C18  C19  aromatic  1.388  0.020  1.388
 EP7  C17  C16  aromatic  1.396  0.020  1.396
 EP7  C19  C20  aromatic  1.380  0.020  1.380
 EP7  C30  C28  single    1.525  0.020  1.525
 EP7  C28  C24  single    1.526  0.020  1.526
 EP7  C28  C29  single    1.525  0.020  1.525
 EP7  C16  C15  aromatic  1.384  0.020  1.384
 EP7  O22  C11  double    1.223  0.020  1.223
 EP7  C24  N23  single    1.448  0.020  1.448
 EP7  C20  C15  aromatic  1.395  0.020  1.395
 EP7  C20  CL1  single    1.730  0.020  1.730
 EP7  C15  C14  single    1.467  0.020  1.467
 EP7  C11  N23  single    1.341  0.020  1.341
 EP7  C11  C5   single    1.498  0.020  1.498
 EP7  C4   C5   aromatic  1.384  0.020  1.384
 EP7  C4   C3   aromatic  1.388  0.020  1.388
 EP7  C14  N13  aromatic  1.309  0.020  1.309
 EP7  C14  N10  aromatic  1.362  0.020  1.362
 EP7  C5   C6   aromatic  1.398  0.020  1.398
 EP7  N13  N12  aromatic  1.340  0.020  1.340
 EP7  N10  C3   aromatic  1.393  0.020  1.393
 EP7  N10  C9   aromatic  1.366  0.020  1.366
 EP7  C3   C2   aromatic  1.407  0.020  1.407
 EP7  C6   C1   aromatic  1.377  0.020  1.377
 EP7  N12  C9   aromatic  1.307  0.020  1.307
 EP7  C9   C8   aromatic  1.437  0.020  1.437
 EP7  C2   C1   aromatic  1.398  0.020  1.398
 EP7  C2   N7   aromatic  1.378  0.020  1.378
 EP7  C8   N7   aromatic  1.286  0.020  1.286
 EP7  C8   C27  single    1.488  0.020  1.488
 EP7  C4   H1   single    0.930  0.020  1.080
 EP7  C6   H2   single    0.930  0.020  1.080
 EP7  C24  H3   single    0.970  0.020  1.090
 EP7  C24  H4   single    0.970  0.020  1.090
 EP7  C26  H5   single    0.970  0.020  1.090
 EP7  C26  H6   single    0.970  0.020  1.090
 EP7  C26  H7   single    0.970  0.020  1.090
 EP7  C28  H8   single    0.970  0.020  1.090
 EP7  C1   H9   single    0.930  0.020  1.080
 EP7  C18  H10  single    0.930  0.020  1.080
 EP7  C19  H11  single    0.930  0.020  1.080
 EP7  C16  H12  single    0.930  0.020  1.080
 EP7  C27  H13  single    0.970  0.020  1.090
 EP7  C27  H14  single    0.970  0.020  1.090
 EP7  C27  H15  single    0.970  0.020  1.090
 EP7  C29  H16  single    0.970  0.020  1.090
 EP7  C29  H17  single    0.970  0.020  1.090
 EP7  C29  H18  single    0.970  0.020  1.090
 EP7  C30  H19  single    0.970  0.020  1.090
 EP7  C30  H20  single    0.970  0.020  1.090
 EP7  C30  H21  single    0.970  0.020  1.090
 EP7  N23  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
 EP7  H1   C4   C3   121.36  3.000
 EP7  H1   C4   C5   118.83  3.000
 EP7  C3   C4   C5   119.80  3.000
 EP7  C11  C5   C6   122.73  3.000
 EP7  C6   C5   C4   119.92  3.000
 EP7  C11  C5   C4   117.31  3.000
 EP7  H2   C6   C1   118.90  3.000
 EP7  H2   C6   C5   120.90  3.000
 EP7  C1   C6   C5   120.18  3.000
 EP7  N7   C8   C27  121.17  3.000
 EP7  C27  C8   C9   118.61  3.000
 EP7  N7   C8   C9   120.22  3.000
 EP7  N13  N12  C9   107.23  3.000
 EP7  C14  C15  C16  119.51  3.000
 EP7  C14  C15  C20  120.93  3.000
 EP7  C16  C15  C20  119.53  3.000
 EP7  O25  C17  C16  116.11  3.000
 EP7  C16  C17  C18  119.25  3.000
 EP7  O25  C17  C18  124.64  3.000
 EP7  CL1  C20  C19  120.18  3.000
 EP7  CL1  C20  C15  119.59  3.000
 EP7  C19  C20  C15  120.22  3.000
 EP7  H4   C24  H3   107.02  3.000
 EP7  H4   C24  N23  108.56  3.000
 EP7  H3   C24  N23  110.19  3.000
 EP7  H4   C24  C28  109.57  3.000
 EP7  H3   C24  C28  109.73  3.000
 EP7  N23  C24  C28  111.65  3.000
 EP7  H7   C26  H6   108.89  3.000
 EP7  H7   C26  H5   108.88  3.000
 EP7  H6   C26  H5   108.95  3.000
 EP7  H7   C26  O25  106.41  3.000
 EP7  H6   C26  O25  111.80  3.000
 EP7  H5   C26  O25  111.81  3.000
 EP7  H8   C28  C30  108.02  3.000
 EP7  H8   C28  C29  108.50  3.000
 EP7  C30  C28  C29  111.11  3.000
 EP7  H8   C28  C24  108.14  3.000
 EP7  C29  C28  C24  111.80  3.000
 EP7  C30  C28  C24  109.14  3.000
 EP7  H9   C1   C2   118.29  3.000
 EP7  H9   C1   C6   120.77  3.000
 EP7  C2   C1   C6   120.93  3.000
 EP7  H10  C18  C19  118.21  3.000
 EP7  H10  C18  C17  121.65  3.000
 EP7  C19  C18  C17  120.14  3.000
 EP7  H11  C19  C18  119.48  3.000
 EP7  H11  C19  C20  120.28  3.000
 EP7  C18  C19  C20  120.24  3.000
 EP7  H12  C16  C17  119.69  3.000
 EP7  H12  C16  C15  119.69  3.000
 EP7  C17  C16  C15  120.61  3.000
 EP7  N7   C2   C3   123.75  3.000
 EP7  N7   C2   C1   118.00  3.000
 EP7  C3   C2   C1   118.24  3.000
 EP7  N10  C3   C2   115.27  3.000
 EP7  C2   C3   C4   120.90  3.000
 EP7  N10  C3   C4   123.83  3.000
 EP7  N10  C14  N13  109.06  3.000
 EP7  N10  C14  C15  126.69  3.000
 EP7  N13  C14  C15  124.24  3.000
 EP7  N10  C9   N12  110.17  3.000
 EP7  N12  C9   C8   129.81  3.000
 EP7  N10  C9   C8   120.02  3.000
 EP7  O22  C11  N23  123.68  3.000
 EP7  N23  C11  C5   115.73  3.000
 EP7  O22  C11  C5   120.59  3.000
 EP7  H15  C27  H14  107.09  3.000
 EP7  H15  C27  H13  109.13  3.000
 EP7  H14  C27  H13  109.10  3.000
 EP7  H15  C27  C8   110.54  3.000
 EP7  H14  C27  C8   110.63  3.000
 EP7  H13  C27  C8   110.28  3.000
 EP7  H18  C29  H17  107.73  3.000
 EP7  H18  C29  H16  107.76  3.000
 EP7  H17  C29  H16  107.55  3.000
 EP7  H18  C29  C28  110.80  3.000
 EP7  H17  C29  C28  112.15  3.000
 EP7  H16  C29  C28  110.68  3.000
 EP7  H21  C30  H20  107.62  3.000
 EP7  H21  C30  H19  107.82  3.000
 EP7  H20  C30  H19  107.71  3.000
 EP7  H21  C30  C28  110.84  3.000
 EP7  H20  C30  C28  111.06  3.000
 EP7  H19  C30  C28  111.62  3.000
 EP7  C14  N13  N12  109.10  3.000
 EP7  C2   N7   C8   119.83  3.000
 EP7  C9   N10  C14  104.43  3.000
 EP7  C9   N10  C3   120.85  3.000
 EP7  C14  N10  C3   134.70  3.000
 EP7  H22  N23  C11  118.73  3.000
 EP7  H22  N23  C24  116.91  3.000
 EP7  C11  N23  C24  123.42  3.000
 EP7  C26  O25  C17  118.61  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
 EP7  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 EP7  CONST_02  C14  N10  C3   C4      0.00   0.0  0
 EP7  CONST_03  C9   N10  C3   C4    180.00   0.0  0
 EP7  CONST_04  C1   C2   C3   C4      0.00   0.0  0
 EP7  CONST_05  N7   C2   C3   C4    180.00   0.0  0
 EP7  CONST_06  N10  C3   C4   C5    180.00   0.0  0
 EP7  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 EP7  CONST_08  C2   C1   C6   C5      0.00   0.0  0
 EP7  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 EP7  CONST_10  C3   C2   C1   C6      0.00   0.0  0
 EP7  CONST_11  N7   C2   C1   C6    180.00   0.0  0
 EP7  CONST_12  C14  N10  C9   C8    180.00   0.0  0
 EP7  CONST_13  C3   N10  C9   C8      0.00   0.0  0
 EP7  CONST_14  N13  N12  C9   C8    180.00   0.0  0
 EP7  CONST_15  C3   C2   N7   C8      0.00   0.0  0
 EP7  CONST_16  C1   C2   N7   C8    180.00   0.0  0
 EP7  CONST_17  C15  C14  N13  N12   180.00   0.0  0
 EP7  CONST_18  N10  C14  N13  N12     0.00   0.0  0
 EP7  CONST_19  C14  N10  C9   N12     0.00   0.0  0
 EP7  CONST_20  C3   N10  C9   N12   180.00   0.0  0
 EP7  CONST_21  N7   C8   C9   N12   180.00   0.0  0
 EP7  CONST_22  C18  C17  C16  C15     0.00   0.0  0
 EP7  CONST_23  C18  C19  C20  C15     0.00   0.0  0
 EP7  CONST_24  C3   N10  C14  C15     0.00   0.0  0
 EP7  CONST_25  C9   N10  C14  C15   180.00   0.0  0
 EP7  CONST_26  C20  C19  C18  C17     0.00   0.0  0
 EP7  CONST_27  C20  C15  C16  C17     0.00   0.0  0
 EP7  CONST_28  C14  C15  C16  C17   180.00   0.0  0
 EP7  CONST_31  N10  C3   C2   C1    180.00   0.0  0
 EP7  CONST_32  C16  C17  C18  C19     0.00   0.0  0
 EP7  CONST_33  C16  C15  C20  C19     0.00   0.0  0
 EP7  CONST_34  C14  C15  C20  C19   180.00   0.0  0
 EP7  CONST_37  C14  N10  C3   C2    180.00   0.0  0
 EP7  CONST_38  C9   N10  C3   C2      0.00   0.0  0
 EP7  CONST_39  C9   C8   N7   C2      0.00   0.0  0
 EP7  CONST_40  N13  C14  N10  C3    180.00   0.0  0
 EP7  CONST_41  C9   N12  N13  C14     0.00   0.0  0
 EP7  CONST_42  N13  C14  N10  C9      0.00   0.0  0
 EP7  CONST_43  N10  C9   N12  N13     0.00   0.0  0
 EP7  CONST_44  N10  C3   C2   N7      0.00   0.0  0
 EP7  CONST_45  N10  C9   C8   N7      0.00   0.0  0
 EP7  CONST_46  C27  C8   C9   N12     0.00   0.0  0
 EP7  CONST_47  O25  C17  C16  C15   180.00   0.0  0
 EP7  CONST_48  C11  C5   C6   C1    180.00   0.0  0
 EP7  CONST_49  CL1  C20  C19  C18   180.00   0.0  0
 EP7  CONST_50  O25  C17  C18  C19   180.00   0.0  0
 EP7  CONST_51  CL1  C20  C15  C16   180.00   0.0  0
 EP7  CONST_52  C27  C8   N7   C2    180.00   0.0  0
 EP7  CONST_53  C11  C5   C4   C3    180.00   0.0  0
 EP7  CONST_54  CL1  C20  C15  C14     0.00   0.0  0
 EP7  CONST_55  N10  C9   C8   C27   180.00   0.0  0
 EP7  CONST_56  H2   C6   C5   C4    180.00   0.0  0
 EP7  CONST_57  H9   C1   C6   C5    180.00   0.0  0
 EP7  CONST_58  H1   C4   C5   C6    180.00   0.0  0
 EP7  CONST_59  H11  C19  C20  C15   180.00   0.0  0
 EP7  CONST_60  H10  C18  C19  C20   180.00   0.0  0
 EP7  CONST_61  H12  C16  C15  C20   180.00   0.0  0
 EP7  CONST_62  C24  N23  C11  C5    180.00   0.0  0
 EP7  CONST_63  H22  N23  C11  C5      0.00   0.0  0
 EP7  CONST_64  O22  C11  N23  C24     0.00   0.0  0
 EP7  Var_01    O22  C11  C5   C4    -27.00  30.0  2
 EP7  Var_02    C18  C17  O25  C26     0.01  30.0  2
 EP7  Var_03    H13  C27  C8   C9   -179.48  30.0  2
 EP7  Var_04    H5   C26  O25  C17   -60.62  30.0  3
 EP7  Var_05    C11  N23  C24  C28  -152.94  30.0  3
 EP7  Var_06    N23  C24  C28  C29    60.60  30.0  3
 EP7  Var_07    H19  C30  C28  C24    58.19  30.0  3
 EP7  Var_08    H16  C29  C28  C24   179.69  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
 EP7  plan-1  C15  0.020
 EP7  plan-1  C17  0.020
 EP7  plan-1  C20  0.020
 EP7  plan-1  C18  0.020
 EP7  plan-1  C19  0.020
 EP7  plan-1  C16  0.020
 EP7  plan-1  C14  0.020
 EP7  plan-1  O25  0.020
 EP7  plan-1  CL1  0.020
 EP7  plan-1  H10  0.020
 EP7  plan-1  H11  0.020
 EP7  plan-1  H12  0.020
 EP7  plan-2  C4   0.020
 EP7  plan-2  C5   0.020
 EP7  plan-2  C6   0.020
 EP7  plan-2  C8   0.020
 EP7  plan-2  N12  0.020
 EP7  plan-2  C15  0.020
 EP7  plan-2  C1   0.020
 EP7  plan-2  C2   0.020
 EP7  plan-2  C3   0.020
 EP7  plan-2  C14  0.020
 EP7  plan-2  C9   0.020
 EP7  plan-2  C11  0.020
 EP7  plan-2  C27  0.020
 EP7  plan-2  N13  0.020
 EP7  plan-2  N7   0.020
 EP7  plan-2  N10  0.020
 EP7  plan-2  H1   0.020
 EP7  plan-2  H2   0.020
 EP7  plan-2  H9   0.020
 EP7  plan-3  C5   0.020
 EP7  plan-3  C24  0.020
 EP7  plan-3  C11  0.020
 EP7  plan-3  N23  0.020
 EP7  plan-3  O22  0.020
 EP7  plan-3  H22  0.020

