# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 01:41:39 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 5-methyl-8-pyridin-4-yl[1,2,4]triazolo[4,3-a]quinolin-1(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC2=NNC(=O)N2c3cc(ccc13)c4ccncc4
#
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
 X8E  X8E  5-methyl-8-pyridin-4-yl[1,2,4]triazolo[4,3-a]quinolin-1(2H)-one  ligand  33  21  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_X8E
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
 X8E  C13   C  CR16  0  -0.291   1.1225  -1.9705   0.1913
 X8E  C12   C  CR16  0  -0.326  -0.1918  -2.3852   0.2042
 X8E  C17   C  CR16  0  -0.377   3.8413  -0.9230  -0.5390
 X8E  C21   C  CR16  0  -0.377   3.2147   1.0475   0.6336
 X8E  C15   C  CR16  0  -0.375   0.4030   0.3095  -0.0543
 X8E  C18   C  CR16  0  -0.058   5.1437  -0.4507  -0.5244
 X8E  C20   C  CR16  0  -0.059   4.5465   1.4273   0.5956
 X8E  C14   C  CR6   0   0.102   1.4332  -0.6152   0.0632
 X8E  C16   C  CR6   0   0.174   2.8356  -0.1612   0.0527
 X8E  C11   C  CR66  0  -0.022  -1.2479  -1.4769   0.0860
 X8E  C10   C  CR66  0   0.405  -0.9217  -0.1131  -0.0445
 X8E  C3    C  CR16  0  -0.432  -3.6213  -1.0001  -0.0299
 X8E  C2    C  CR6   0   0.232  -2.6370  -1.9135   0.0949
 X8E  C4    C  CR56  0   0.523  -3.2983   0.3803  -0.1668
 X8E  C7    C  CR5   0   0.675  -1.9657   2.1708  -0.3082
 X8E  C1    C  CH3   0  -0.752  -2.9543  -3.3674   0.2392
 X8E  N19   N  N     0  -0.405   5.5037   0.7014   0.0293
 X8E  N5    N  N     0  -0.298  -4.1040   1.3849  -0.2946
 X8E  N6    N  NR15  0  -0.525  -3.2844   2.4597  -0.3794
 X8E  N9    N  N     0  -0.725  -1.9799   0.7821  -0.1684
 X8E  O8    O  O     0  -0.496  -1.0088   2.9226  -0.3538
 X8E  H13   H  HCR6  0   0.267   1.9093  -2.7042   0.3040
 X8E  H12   H  HCR6  0   0.272  -0.4019  -3.4398   0.3152
 X8E  H18   H  HCR6  0   0.267   5.9315  -1.0338  -0.9882
 X8E  H21   H  HCR6  0   0.271   2.4947   1.6827   1.1325
 X8E  H20   H  HCR6  0   0.268   4.8511   2.3630   1.0506
 X8E  H15   H  HCR6  0   0.292   0.6295   1.3569  -0.1789
 X8E  H3    H  HCR6  0   0.283  -4.6665  -1.2773  -0.0285
 X8E  H11C  H  HCH3  0   0.258  -2.5394  -3.7758   1.1623
 X8E  H12C  H  HCH3  0   0.267  -4.0302  -3.5281   0.2537
 X8E  H13C  H  HCH3  0   0.259  -2.5376  -3.9481  -0.5858
 X8E  H6    H  HNR5  0   0.433  -3.6687   3.3853  -0.4871
 X8E  H17   H  HCR6  0   0.272   3.6212  -1.8628  -1.0273

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
 X8E  C13  C12   aromatic  1.378  0.020  1.378
 X8E  C13  C14   aromatic  1.396  0.020  1.396
 X8E  C12  C11   aromatic  1.398  0.020  1.398
 X8E  C17  C18   aromatic  1.386  0.020  1.386
 X8E  C17  C16   aromatic  1.393  0.020  1.393
 X8E  C21  C20   aromatic  1.385  0.020  1.385
 X8E  C21  C16   aromatic  1.393  0.020  1.393
 X8E  C15  C14   aromatic  1.389  0.020  1.389
 X8E  C15  C10   aromatic  1.391  0.020  1.391
 X8E  C18  N19   aromatic  1.328  0.020  1.328
 X8E  C20  N19   aromatic  1.328  0.020  1.328
 X8E  C14  C16   single    1.474  0.020  1.474
 X8E  C11  C10   aromatic  1.408  0.020  1.408
 X8E  C11  C2    single    1.456  0.020  1.456
 X8E  C10  N9    single    1.392  0.020  1.392
 X8E  C3   C2    double    1.349  0.020  1.349
 X8E  C3   C4    single    1.424  0.020  1.424
 X8E  C2   C1    single    1.495  0.020  1.495
 X8E  C4   N5    double    1.294  0.020  1.294
 X8E  C4   N9    single    1.378  0.020  1.378
 X8E  C7   N6    single    1.352  0.020  1.352
 X8E  C7   N9    single    1.396  0.020  1.396
 X8E  C7   O8    double    1.218  0.020  1.218
 X8E  N5   N6    single    1.354  0.020  1.354
 X8E  C13  H13   single    0.930  0.020  1.080
 X8E  C12  H12   single    0.930  0.020  1.080
 X8E  C17  H17   single    0.930  0.020  1.080
 X8E  C18  H18   single    0.930  0.020  1.080
 X8E  C21  H21   single    0.930  0.020  1.080
 X8E  C20  H20   single    0.930  0.020  1.080
 X8E  C15  H15   single    0.930  0.020  1.080
 X8E  C3   H3    single    0.930  0.020  1.080
 X8E  C1   H11C  single    0.970  0.020  1.090
 X8E  C1   H12C  single    0.970  0.020  1.090
 X8E  C1   H13C  single    0.970  0.020  1.090
 X8E  N6   H6    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
 X8E  H13   C13  C14   120.40  3.000
 X8E  H13   C13  C12   119.25  3.000
 X8E  C14   C13  C12   120.34  3.000
 X8E  H12   C12  C11   119.71  3.000
 X8E  H12   C12  C13   118.68  3.000
 X8E  C11   C12  C13   121.61  3.000
 X8E  H17   C17  C16   121.32  3.000
 X8E  H17   C17  C18   119.48  3.000
 X8E  C16   C17  C18   119.18  3.000
 X8E  H21   C21  C16   121.36  3.000
 X8E  H21   C21  C20   119.43  3.000
 X8E  C16   C21  C20   119.20  3.000
 X8E  H15   C15  C10   119.73  3.000
 X8E  H15   C15  C14   120.02  3.000
 X8E  C10   C15  C14   120.23  3.000
 X8E  H18   C18  N19   116.62  3.000
 X8E  H18   C18  C17   119.68  3.000
 X8E  N19   C18  C17   123.71  3.000
 X8E  H20   C20  N19   116.63  3.000
 X8E  H20   C20  C21   119.68  3.000
 X8E  N19   C20  C21   123.69  3.000
 X8E  C16   C14  C15   119.99  3.000
 X8E  C16   C14  C13   120.75  3.000
 X8E  C15   C14  C13   119.26  3.000
 X8E  C14   C16  C21   121.53  3.000
 X8E  C14   C16  C17   121.41  3.000
 X8E  C21   C16  C17   117.06  3.000
 X8E  C2    C11  C10   120.79  3.000
 X8E  C2    C11  C12   121.69  3.000
 X8E  C10   C11  C12   117.52  3.000
 X8E  N9    C10  C11   117.07  3.000
 X8E  N9    C10  C15   121.89  3.000
 X8E  C11   C10  C15   121.04  3.000
 X8E  H3    C3   C4    117.89  3.000
 X8E  H3    C3   C2    122.12  3.000
 X8E  C4    C3   C2    119.99  3.000
 X8E  C1    C2   C3    120.85  3.000
 X8E  C1    C2   C11   119.65  3.000
 X8E  C3    C2   C11   119.51  3.000
 X8E  N9    C4   N5    111.66  3.000
 X8E  N9    C4   C3    119.97  3.000
 X8E  N5    C4   C3    128.37  3.000
 X8E  O8    C7   N9    128.75  3.000
 X8E  O8    C7   N6    129.25  3.000
 X8E  N9    C7   N6    102.00  3.000
 X8E  H13C  C1   H12C  108.00  3.000
 X8E  H13C  C1   H11C  107.16  3.000
 X8E  H12C  C1   H11C  108.02  3.000
 X8E  H13C  C1   C2    111.31  3.000
 X8E  H12C  C1   C2    110.78  3.000
 X8E  H11C  C1   C2    111.40  3.000
 X8E  C20   N19  C18   117.17  3.000
 X8E  N6    N5   C4    104.21  3.000
 X8E  H6    N6   N5    120.31  3.000
 X8E  H6    N6   C7    125.01  3.000
 X8E  N5    N6   C7    114.68  3.000
 X8E  C7    N9   C4    107.45  3.000
 X8E  C7    N9   C10   129.88  3.000
 X8E  C4    N9   C10   122.67  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
 X8E  CONST_01  C10   C11  C12  C13    0.00   0.0  0
 X8E  CONST_02  C10   C15  C14  C13    0.00   0.0  0
 X8E  CONST_05  C15   C14  C13  C12    0.00   0.0  0
 X8E  CONST_06  C16   C14  C13  C12  180.00   0.0  0
 X8E  CONST_07  C15   C10  C11  C12    0.00   0.0  0
 X8E  CONST_08  C20   N19  C18  C17    0.00   0.0  0
 X8E  CONST_09  C20   C21  C16  C17    0.00   0.0  0
 X8E  CONST_11  C18   N19  C20  C21    0.00   0.0  0
 X8E  CONST_12  C18   C17  C16  C21    0.00   0.0  0
 X8E  CONST_14  C14   C16  C17  C18  180.00   0.0  0
 X8E  CONST_15  C14   C16  C21  C20  180.00   0.0  0
 X8E  CONST_16  C11   C12  C13  C14    0.00   0.0  0
 X8E  CONST_17  C11   C10  C15  C14    0.00   0.0  0
 X8E  CONST_18  N19   C18  C17  C16    0.00   0.0  0
 X8E  CONST_19  N19   C20  C21  C16    0.00   0.0  0
 X8E  CONST_20  C10   C15  C14  C16  180.00   0.0  0
 X8E  CONST_21  C3    C4   N9   C10    0.00   0.0  0
 X8E  CONST_22  N5    C4   N9   C10  180.00   0.0  0
 X8E  CONST_23  N6    C7   N9   C10  180.00   0.0  0
 X8E  CONST_24  N6    N5   C4   C3   180.00   0.0  0
 X8E  CONST_25  C7    N9   C4   C3   180.00   0.0  0
 X8E  CONST_26  C7    N6   N5   C4     0.00   0.0  0
 X8E  CONST_27  N6    C7   N9   C4     0.00   0.0  0
 X8E  CONST_28  N5    C4   N9   C7     0.00   0.0  0
 X8E  CONST_29  N9    C7   N6   N5     0.00   0.0  0
 X8E  CONST_30  N9    C4   N5   N6     0.00   0.0  0
 X8E  CONST_31  O8    C7   N9   C10    0.00   0.0  0
 X8E  CONST_32  O8    C7   N9   C4   180.00   0.0  0
 X8E  CONST_33  O8    C7   N6   N5   180.00   0.0  0
 X8E  CONST_34  H15   C15  C14  C13  180.00   0.0  0
 X8E  CONST_35  H21   C21  C16  C17  180.00   0.0  0
 X8E  CONST_36  H17   C17  C16  C21  180.00   0.0  0
 X8E  CONST_37  H13   C13  C14  C15  180.00   0.0  0
 X8E  CONST_38  H20   C20  N19  C18  180.00   0.0  0
 X8E  CONST_39  H18   C18  N19  C20  180.00   0.0  0
 X8E  CONST_40  H12   C12  C13  C14  180.00   0.0  0
 X8E  CONST_41  H6    N6   N5   C4   180.00   0.0  0
 X8E  Var_01    H11C  C1   C2   C11   58.25  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
 X8E  plan-1  C17  0.020
 X8E  plan-1  C21  0.020
 X8E  plan-1  C18  0.020
 X8E  plan-1  C20  0.020
 X8E  plan-1  C14  0.020
 X8E  plan-1  C16  0.020
 X8E  plan-1  N19  0.020
 X8E  plan-1  H18  0.020
 X8E  plan-1  H21  0.020
 X8E  plan-1  H20  0.020
 X8E  plan-1  H17  0.020
 X8E  plan-2  C13  0.020
 X8E  plan-2  C12  0.020
 X8E  plan-2  C15  0.020
 X8E  plan-2  C14  0.020
 X8E  plan-2  C16  0.020
 X8E  plan-2  C11  0.020
 X8E  plan-2  C10  0.020
 X8E  plan-2  C3   0.020
 X8E  plan-2  C2   0.020
 X8E  plan-2  C4   0.020
 X8E  plan-2  C7   0.020
 X8E  plan-2  C1   0.020
 X8E  plan-2  N5   0.020
 X8E  plan-2  N6   0.020
 X8E  plan-2  N9   0.020
 X8E  plan-2  O8   0.020
 X8E  plan-2  H13  0.020
 X8E  plan-2  H12  0.020
 X8E  plan-2  H15  0.020
 X8E  plan-2  H3   0.020
 X8E  plan-2  H6   0.020

