# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 02:33:33 2021
#   Inital geometry file: a 97 line input string
#   Ligand name: 6-azanyl-2-(2-methoxyethoxy)-9-(pyridin-3-ylmethyl)-7~{H}-purin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCOc1nc(N)c2NC(=O)N(Cc3cccnc3)c2n1
#
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
 EWX  EWX  6-azanyl-2-(2-methoxyethoxy)-9-(pyridin-3-ylmethyl)-7~{H}-purin-8-one  ligand  39  23  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EWX
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
 EWX  O    O  O     0  -0.494  11.0750  -29.3800  15.5703
 EWX  C4   C  CR5   0   0.660  11.6264  -28.7131  14.7153
 EWX  N2   N  NR15  0  -0.751  11.1349  -27.6380  14.0328
 EWX  C    C  CR56  0   0.154  12.0831  -27.1754  13.1321
 EWX  N3   N  NR5   0  -0.558  12.9171  -28.9040  14.2382
 EWX  C8   C  CH2   0  -0.428  13.7852  -29.9819  14.6599
 EWX  C9   C  CR6   0   0.036  13.5791  -31.2244  13.8382
 EWX  C13  C  CR16  0  -0.089  12.7738  -32.2578  14.3029
 EWX  N5   N  N     0  -0.403  12.5331  -33.3712  13.6217
 EWX  C12  C  CR16  0  -0.066  13.0952  -33.5000  12.4260
 EWX  C11  C  CR16  0  -0.321  13.9159  -32.5323  11.8643
 EWX  C10  C  CR16  0  -0.183  14.1612  -31.3750  12.5846
 EWX  C1   C  CR56  0   0.517  13.1913  -27.9841  13.2667
 EWX  N    N  N     0  -0.520  14.3153  -27.8764  12.5775
 EWX  C3   C  CR6   0   0.574  14.2852  -26.8764  11.7113
 EWX  N1   N  N     0  -0.504  13.2948  -26.0296  11.4863
 EWX  C2   C  CR6   0   0.474  12.1616  -26.1520  12.1890
 EWX  N4   N  NH2   0  -0.827  11.1782  -25.2632  11.9670
 EWX  O1   O  O2    0  -0.458  15.3486  -26.6597  10.9390
 EWX  C5   C  CH2   0  -0.235  16.4888  -27.5040  11.0700
 EWX  C6   C  CH2   0  -0.167  17.3674  -27.1415  12.2429
 EWX  O2   O  O2    0  -0.484  17.8686  -25.8416  12.0675
 EWX  C7   C  CH3   0  -0.395  18.6936  -25.4371  13.1292
 EWX  H1   H  HNR5  0   0.422  10.2077  -27.2750  14.1830
 EWX  H2   H  HCH2  0   0.292  13.5896  -30.1814  15.7129
 EWX  H3   H  HCH2  0   0.294  14.8136  -29.6312  14.5804
 EWX  H4   H  HCR6  0   0.261  12.3026  -32.1741  15.2776
 EWX  H5   H  HCR6  0   0.266  12.8850  -34.4173  11.8872
 EWX  H6   H  HCR6  0   0.273  14.3519  -32.6879  10.8873
 EWX  H7   H  HCR6  0   0.280  14.7948  -30.5959  12.1780
 EWX  H8   H  HNH2  0   0.402  11.2483  -24.6730  11.1552
 EWX  H9   H  HNH2  0   0.406  10.2488  -25.4324  12.3102
 EWX  H10  H  HCH2  0   0.247  16.1954  -28.5520  11.1498
 EWX  H11  H  HCH2  0   0.256  17.0401  -27.3790  10.1374
 EWX  H12  H  HCH2  0   0.215  16.8114  -27.2288  13.1854
 EWX  H13  H  HCH2  0   0.213  18.1811  -27.8803  12.2841
 EWX  H14  H  HCH3  0   0.234  19.0521  -24.4310  12.9137
 EWX  H15  H  HCH3  0   0.204  18.1551  -25.4147  14.0844
 EWX  H16  H  HCH3  0   0.204  19.5631  -26.0945  13.2505

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
 EWX  O1   C5   single    1.425  0.020  1.425
 EWX  O1   C3   single    1.332  0.020  1.332
 EWX  C5   C6   single    1.510  0.020  1.510
 EWX  N1   C3   aromatic  1.322  0.020  1.322
 EWX  N1   C2   aromatic  1.339  0.020  1.339
 EWX  C3   N    aromatic  1.323  0.020  1.323
 EWX  O2   C6   single    1.404  0.020  1.404
 EWX  O2   C7   single    1.404  0.020  1.404
 EWX  C11  C12  aromatic  1.388  0.020  1.388
 EWX  C11  C10  aromatic  1.385  0.020  1.385
 EWX  N4   C2   single    1.344  0.020  1.344
 EWX  C12  N5   aromatic  1.327  0.020  1.327
 EWX  C2   C    aromatic  1.394  0.020  1.394
 EWX  N    C1   aromatic  1.323  0.020  1.323
 EWX  C10  C9   aromatic  1.390  0.020  1.390
 EWX  N5   C13  aromatic  1.327  0.020  1.327
 EWX  C    C1   aromatic  1.379  0.020  1.379
 EWX  C    N2   single    1.387  0.020  1.387
 EWX  C1   N3   single    1.366  0.020  1.366
 EWX  C9   C13  aromatic  1.390  0.020  1.390
 EWX  C9   C8   single    1.504  0.020  1.504
 EWX  N2   C4   single    1.365  0.020  1.365
 EWX  N3   C8   single    1.447  0.020  1.447
 EWX  N3   C4   single    1.389  0.020  1.389
 EWX  C4   O    double    1.216  0.020  1.216
 EWX  N2   H1   single    0.860  0.020  1.020
 EWX  C8   H2   single    0.970  0.020  1.090
 EWX  C8   H3   single    0.970  0.020  1.090
 EWX  C13  H4   single    0.930  0.020  1.080
 EWX  C12  H5   single    0.930  0.020  1.080
 EWX  C11  H6   single    0.930  0.020  1.080
 EWX  C10  H7   single    0.930  0.020  1.080
 EWX  N4   H8   single    0.890  0.020  1.040
 EWX  N4   H9   single    0.890  0.020  1.040
 EWX  C5   H10  single    0.970  0.020  1.090
 EWX  C5   H11  single    0.970  0.020  1.090
 EWX  C6   H12  single    0.970  0.020  1.090
 EWX  C6   H13  single    0.970  0.020  1.090
 EWX  C7   H14  single    0.970  0.020  1.090
 EWX  C7   H15  single    0.970  0.020  1.090
 EWX  C7   H16  single    0.970  0.020  1.090

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
 EWX  N3   C4   N2   105.73  3.000
 EWX  N3   C4   O    125.96  3.000
 EWX  N2   C4   O    128.31  3.000
 EWX  H1   N2   C    127.29  3.000
 EWX  H1   N2   C4   122.75  3.000
 EWX  C    N2   C4   109.95  3.000
 EWX  C2   C    C1   116.84  3.000
 EWX  C1   C    N2   106.88  3.000
 EWX  C2   C    N2   136.28  3.000
 EWX  C1   N3   C8   126.06  3.000
 EWX  C8   N3   C4   124.03  3.000
 EWX  C1   N3   C4   109.77  3.000
 EWX  H3   C8   H2   107.40  3.000
 EWX  H3   C8   C9   110.82  3.000
 EWX  H2   C8   C9   110.63  3.000
 EWX  H3   C8   N3   107.77  3.000
 EWX  H2   C8   N3   108.08  3.000
 EWX  C9   C8   N3   111.97  3.000
 EWX  C10  C9   C13  117.61  3.000
 EWX  C13  C9   C8   120.73  3.000
 EWX  C10  C9   C8   121.65  3.000
 EWX  H4   C13  N5   116.53  3.000
 EWX  H4   C13  C9   119.61  3.000
 EWX  N5   C13  C9   123.86  3.000
 EWX  C12  N5   C13  117.83  3.000
 EWX  H5   C12  C11  120.22  3.000
 EWX  H5   C12  N5   116.59  3.000
 EWX  C11  C12  N5   123.19  3.000
 EWX  H6   C11  C10  121.25  3.000
 EWX  H6   C11  C12  120.26  3.000
 EWX  C10  C11  C12  118.49  3.000
 EWX  H7   C10  C11  120.61  3.000
 EWX  H7   C10  C9   120.36  3.000
 EWX  C11  C10  C9   119.03  3.000
 EWX  N    C1   N3   126.59  3.000
 EWX  N3   C1   C    107.65  3.000
 EWX  N    C1   C    125.76  3.000
 EWX  C3   N    C1   112.53  3.000
 EWX  O1   C3   N1   113.28  3.000
 EWX  N1   C3   N    127.76  3.000
 EWX  O1   C3   N    118.96  3.000
 EWX  C2   N1   C3   119.08  3.000
 EWX  N4   C2   N1   118.17  3.000
 EWX  N4   C2   C    123.78  3.000
 EWX  N1   C2   C    118.03  3.000
 EWX  H9   N4   H8   116.02  3.000
 EWX  H9   N4   C2   120.59  3.000
 EWX  H8   N4   C2   118.05  3.000
 EWX  C5   O1   C3   119.29  3.000
 EWX  H11  C5   H10  107.97  3.000
 EWX  H11  C5   C6   110.03  3.000
 EWX  H10  C5   C6   109.29  3.000
 EWX  H11  C5   O1   104.95  3.000
 EWX  H10  C5   O1   111.15  3.000
 EWX  C6   C5   O1   113.26  3.000
 EWX  H13  C6   H12  106.80  3.000
 EWX  H13  C6   O2   111.25  3.000
 EWX  H12  C6   O2   111.20  3.000
 EWX  H13  C6   C5   107.36  3.000
 EWX  H12  C6   C5   110.68  3.000
 EWX  O2   C6   C5   109.45  3.000
 EWX  C7   O2   C6   112.46  3.000
 EWX  H16  C7   H15  107.77  3.000
 EWX  H16  C7   H14  108.33  3.000
 EWX  H15  C7   H14  108.36  3.000
 EWX  H16  C7   O2   112.13  3.000
 EWX  H15  C7   O2   112.08  3.000
 EWX  H14  C7   O2   108.05  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
 EWX  CONST_01  C3   N1   C2   C      0.00   0.0  0
 EWX  CONST_02  C3   N    C1   C      0.00   0.0  0
 EWX  CONST_03  C12  C11  C10  C9     0.00   0.0  0
 EWX  CONST_04  C12  N5   C13  C9     0.00   0.0  0
 EWX  CONST_05  C11  C12  N5   C13    0.00   0.0  0
 EWX  CONST_06  C11  C10  C9   C13    0.00   0.0  0
 EWX  CONST_07  C10  C11  C12  N5     0.00   0.0  0
 EWX  CONST_08  C10  C9   C13  N5     0.00   0.0  0
 EWX  CONST_09  N1   C3   N    C1     0.00   0.0  0
 EWX  CONST_10  N1   C2   C    C1     0.00   0.0  0
 EWX  CONST_11  C2   N1   C3   N      0.00   0.0  0
 EWX  CONST_12  C2   C    C1   N      0.00   0.0  0
 EWX  CONST_13  C1   C    N2   C4     0.00   0.0  0
 EWX  CONST_14  C    C1   N3   C4     0.00   0.0  0
 EWX  CONST_15  N3   C1   C    N2     0.00   0.0  0
 EWX  CONST_16  C1   N3   C4   N2     0.00   0.0  0
 EWX  CONST_17  N3   C4   N2   C      0.00   0.0  0
 EWX  CONST_18  N4   C2   C    N2     0.00   0.0  0
 EWX  CONST_19  C11  C10  C9   C8   180.00   0.0  0
 EWX  CONST_20  N5   C13  C9   C8   180.00   0.0  0
 EWX  CONST_21  O1   C3   N    C1   180.00   0.0  0
 EWX  CONST_22  N4   C2   C    C1   180.00   0.0  0
 EWX  CONST_23  N4   C2   N1   C3   180.00   0.0  0
 EWX  CONST_24  O1   C3   N1   C2   180.00   0.0  0
 EWX  CONST_25  C    N2   C4   O    180.00   0.0  0
 EWX  CONST_26  C1   N3   C4   O    180.00   0.0  0
 EWX  CONST_27  C8   N3   C4   N2   180.00   0.0  0
 EWX  CONST_28  C8   N3   C1   C    180.00   0.0  0
 EWX  CONST_29  H6   C11  C10  C9   180.00   0.0  0
 EWX  CONST_30  H5   C12  N5   C13  180.00   0.0  0
 EWX  CONST_31  H7   C10  C9   C13  180.00   0.0  0
 EWX  CONST_32  H4   C13  N5   C12  180.00   0.0  0
 EWX  CONST_33  H1   N2   C4   N3   180.00   0.0  0
 EWX  CONST_34  C8   N3   C4   O      0.00   0.0  0
 EWX  CONST_35  H8   N4   C2   C    180.00   0.0  0
 EWX  Var_01    C9   C8   N3   C4    87.35  30.0  3
 EWX  Var_02    C10  C9   C8   N3    80.72  30.0  2
 EWX  Var_03    C6   C5   O1   C3   -79.95  30.0  3
 EWX  Var_04    O2   C6   C5   O1   -62.06  30.0  3
 EWX  Var_05    H14  C7   O2   C6   179.19  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
 EWX  plan-1  C8   0.020
 EWX  plan-1  C9   0.020
 EWX  plan-1  C13  0.020
 EWX  plan-1  N5   0.020
 EWX  plan-1  C12  0.020
 EWX  plan-1  C11  0.020
 EWX  plan-1  C10  0.020
 EWX  plan-1  H4   0.020
 EWX  plan-1  H5   0.020
 EWX  plan-1  H6   0.020
 EWX  plan-1  H7   0.020
 EWX  plan-2  O    0.020
 EWX  plan-2  C4   0.020
 EWX  plan-2  N2   0.020
 EWX  plan-2  C    0.020
 EWX  plan-2  N3   0.020
 EWX  plan-2  C8   0.020
 EWX  plan-2  C1   0.020
 EWX  plan-2  N    0.020
 EWX  plan-2  C3   0.020
 EWX  plan-2  N1   0.020
 EWX  plan-2  C2   0.020
 EWX  plan-2  N4   0.020
 EWX  plan-2  O1   0.020
 EWX  plan-2  H1   0.020
 EWX  plan-3  C2   0.020
 EWX  plan-3  N4   0.020
 EWX  plan-3  H8   0.020
 EWX  plan-3  H9   0.020

