# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 02:13:02 2021
#   Inital geometry file: a 104 line input string
#   Ligand name: 6-azanyl-2-butoxy-9-(phenylmethyl)-7~{H}-purin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOc1nc(N)c2NC(=O)N(Cc3ccccc3)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
 EWL  EWL  6-azanyl-2-butoxy-9-(phenylmethyl)-7~{H}-purin-8-one  ligand  42  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_EWL
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
 EWL  O    O  O     0  -0.501  11.1463  -29.3575  15.5436
 EWL  C4   C  CR5   0   0.661  11.7068  -28.7262  14.6666
 EWL  N3   N  NR5   0  -0.560  12.9861  -28.9578  14.1781
 EWL  C9   C  CH2   0  -0.416  13.8611  -30.0249  14.6151
 EWL  C10  C  CR6   0   0.129  13.8721  -31.1817  13.6498
 EWL  C11  C  CR16  0  -0.294  12.8074  -32.0793  13.6127
 EWL  C12  C  CR16  0  -0.242  12.8055  -33.1313  12.7080
 EWL  C13  C  CR16  0  -0.265  13.8717  -33.2991  11.8323
 EWL  C15  C  CR16  0  -0.244  14.9374  -32.4103  11.8662
 EWL  C14  C  CR16  0  -0.291  14.9343  -31.3551  12.7696
 EWL  C1   C  CR56  0   0.514  13.2704  -28.0626  13.1870
 EWL  N    N  N     0  -0.504  14.3918  -27.9915  12.4910
 EWL  C3   C  CR6   0   0.572  14.3758  -27.0129  11.6003
 EWL  N1   N  N     0  -0.506  13.4004  -26.1497  11.3649
 EWL  C2   C  CR6   0   0.469  12.2722  -26.2313  12.0807
 EWL  N4   N  NH2   0  -0.828  11.3082  -25.3198  11.8519
 EWL  C    C  CR56  0   0.146  12.1780  -27.2331  13.0441
 EWL  N2   N  NR15  0  -0.752  11.2296  -27.6577  13.9634
 EWL  O1   O  O2    0  -0.463  15.4336  -26.8425  10.8111
 EWL  C5   C  CH2   0  -0.200  16.5532  -27.7221  10.9464
 EWL  C6   C  CH2   0  -0.457  17.4683  -27.3541  12.0983
 EWL  C7   C  CH2   0  -0.418  18.0747  -25.9599  11.9887
 EWL  C8   C  CH3   0  -0.662  19.0291  -25.6564  13.1350
 EWL  H1   H  HCH2  0   0.288  13.5226  -30.3417  15.6008
 EWL  H2   H  HCH2  0   0.285  14.8643  -29.6146  14.7314
 EWL  H3   H  HCR6  0   0.252  11.9776  -31.9568  14.2987
 EWL  H4   H  HCR6  0   0.257  11.9734  -33.8230  12.6888
 EWL  H5   H  HCR6  0   0.258  13.8718  -34.1216  11.1289
 EWL  H6   H  HCR6  0   0.256  15.7713  -32.5364  11.1877
 EWL  H7   H  HCR6  0   0.252  15.7611  -30.6558  12.7864
 EWL  H8   H  HNH2  0   0.400  11.3821  -24.7609  11.0183
 EWL  H9   H  HNH2  0   0.404  10.3747  -25.4738  12.1915
 EWL  H10  H  HNR5  0   0.421  10.3152  -27.2672  14.1222
 EWL  H11  H  HCH2  0   0.242  16.2108  -28.7546  11.0373
 EWL  H12  H  HCH2  0   0.242  17.0876  -27.6287   9.9996
 EWL  H13  H  HCH2  0   0.233  16.9383  -27.4649  13.0477
 EWL  H14  H  HCH2  0   0.228  18.2719  -28.0979  12.1101
 EWL  H15  H  HCH2  0   0.213  18.6047  -25.8713  11.0351
 EWL  H16  H  HCH2  0   0.220  17.2817  -25.2080  11.9697
 EWL  H17  H  HCH3  0   0.228  19.4711  -24.6644  13.0358
 EWL  H18  H  HCH3  0   0.217  18.5133  -25.6923  14.0964
 EWL  H19  H  HCH3  0   0.217  19.8459  -26.3798  13.1735

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
 EWL  O1   C5   single    1.430  0.020  1.430
 EWL  O1   C3   single    1.331  0.020  1.331
 EWL  C5   C6   single    1.517  0.020  1.517
 EWL  N1   C3   aromatic  1.324  0.020  1.324
 EWL  N1   C2   aromatic  1.339  0.020  1.339
 EWL  C3   N    aromatic  1.323  0.020  1.323
 EWL  C15  C13  aromatic  1.388  0.020  1.388
 EWL  C15  C14  aromatic  1.389  0.020  1.389
 EWL  C13  C12  aromatic  1.390  0.020  1.390
 EWL  C7   C6   single    1.524  0.020  1.524
 EWL  C7   C8   single    1.522  0.020  1.522
 EWL  N4   C2   single    1.346  0.020  1.346
 EWL  C2   C    aromatic  1.393  0.020  1.393
 EWL  N    C1   aromatic  1.322  0.020  1.322
 EWL  C14  C10  aromatic  1.390  0.020  1.390
 EWL  C12  C11  aromatic  1.387  0.020  1.387
 EWL  C    C1   aromatic  1.379  0.020  1.379
 EWL  C    N2   single    1.387  0.020  1.387
 EWL  C1   N3   single    1.365  0.020  1.365
 EWL  C10  C11  aromatic  1.393  0.020  1.393
 EWL  C10  C9   single    1.507  0.020  1.507
 EWL  N2   C4   single    1.365  0.020  1.365
 EWL  N3   C9   single    1.448  0.020  1.448
 EWL  N3   C4   single    1.389  0.020  1.389
 EWL  C4   O    double    1.217  0.020  1.217
 EWL  C9   H1   single    0.970  0.020  1.090
 EWL  C9   H2   single    0.970  0.020  1.090
 EWL  C11  H3   single    0.930  0.020  1.080
 EWL  C12  H4   single    0.930  0.020  1.080
 EWL  C13  H5   single    0.930  0.020  1.080
 EWL  C15  H6   single    0.930  0.020  1.080
 EWL  C14  H7   single    0.930  0.020  1.080
 EWL  N4   H8   single    0.890  0.020  1.040
 EWL  N4   H9   single    0.890  0.020  1.040
 EWL  N2   H10  single    0.860  0.020  1.020
 EWL  C5   H11  single    0.970  0.020  1.090
 EWL  C5   H12  single    0.970  0.020  1.090
 EWL  C6   H13  single    0.970  0.020  1.090
 EWL  C6   H14  single    0.970  0.020  1.090
 EWL  C7   H15  single    0.970  0.020  1.090
 EWL  C7   H16  single    0.970  0.020  1.090
 EWL  C8   H17  single    0.970  0.020  1.090
 EWL  C8   H18  single    0.970  0.020  1.090
 EWL  C8   H19  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
 EWL  N2   C4   N3   105.74  3.000
 EWL  N3   C4   O    126.23  3.000
 EWL  N2   C4   O    128.02  3.000
 EWL  C1   N3   C9   125.21  3.000
 EWL  C9   N3   C4   125.00  3.000
 EWL  C1   N3   C4   109.74  3.000
 EWL  H2   C9   H1   107.39  3.000
 EWL  H2   C9   C10  110.53  3.000
 EWL  H1   C9   C10  111.02  3.000
 EWL  H2   C9   N3   108.12  3.000
 EWL  H1   C9   N3   107.44  3.000
 EWL  C10  C9   N3   112.15  3.000
 EWL  C14  C10  C11  119.12  3.000
 EWL  C11  C10  C9   120.42  3.000
 EWL  C14  C10  C9   120.46  3.000
 EWL  H3   C11  C12  119.83  3.000
 EWL  H3   C11  C10  119.70  3.000
 EWL  C12  C11  C10  120.47  3.000
 EWL  H4   C12  C13  120.10  3.000
 EWL  H4   C12  C11  119.82  3.000
 EWL  C13  C12  C11  120.08  3.000
 EWL  H5   C13  C15  120.16  3.000
 EWL  H5   C13  C12  120.09  3.000
 EWL  C15  C13  C12  119.75  3.000
 EWL  H6   C15  C14  119.86  3.000
 EWL  H6   C15  C13  120.10  3.000
 EWL  C14  C15  C13  120.04  3.000
 EWL  H7   C14  C15  119.92  3.000
 EWL  H7   C14  C10  119.53  3.000
 EWL  C15  C14  C10  120.54  3.000
 EWL  C    C1   N    125.81  3.000
 EWL  C    C1   N3   107.74  3.000
 EWL  N    C1   N3   126.45  3.000
 EWL  C3   N    C1   112.58  3.000
 EWL  O1   C3   N1   113.38  3.000
 EWL  N1   C3   N    127.65  3.000
 EWL  O1   C3   N    118.96  3.000
 EWL  C2   N1   C3   119.09  3.000
 EWL  C    C2   N4   123.78  3.000
 EWL  C    C2   N1   118.08  3.000
 EWL  N4   C2   N1   118.12  3.000
 EWL  H9   N4   H8   115.67  3.000
 EWL  H9   N4   C2   120.25  3.000
 EWL  H8   N4   C2   117.66  3.000
 EWL  N2   C    C2   136.43  3.000
 EWL  N2   C    C1   106.78  3.000
 EWL  C2   C    C1   116.79  3.000
 EWL  H10  N2   C    127.34  3.000
 EWL  H10  N2   C4   122.67  3.000
 EWL  C    N2   C4   109.99  3.000
 EWL  C5   O1   C3   119.18  3.000
 EWL  H12  C5   H11  107.88  3.000
 EWL  H12  C5   C6   110.04  3.000
 EWL  H11  C5   C6   110.83  3.000
 EWL  H12  C5   O1   104.40  3.000
 EWL  H11  C5   O1   110.12  3.000
 EWL  C6   C5   O1   113.26  3.000
 EWL  H14  C6   H13  106.12  3.000
 EWL  H14  C6   C7   109.28  3.000
 EWL  H13  C6   C7   110.37  3.000
 EWL  H14  C6   C5   106.63  3.000
 EWL  H13  C6   C5   110.03  3.000
 EWL  C7   C6   C5   114.04  3.000
 EWL  H16  C7   H15  106.29  3.000
 EWL  H16  C7   C8   109.32  3.000
 EWL  H15  C7   C8   109.66  3.000
 EWL  H16  C7   C6   109.99  3.000
 EWL  H15  C7   C6   109.22  3.000
 EWL  C8   C7   C6   112.19  3.000
 EWL  H19  C8   H18  107.50  3.000
 EWL  H19  C8   H17  107.62  3.000
 EWL  H18  C8   H17  107.55  3.000
 EWL  H19  C8   C7   111.32  3.000
 EWL  H18  C8   C7   111.12  3.000
 EWL  H17  C8   C7   111.53  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
 EWL  CONST_01  C13  C15  C14  C10     0.00   0.0  0
 EWL  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 EWL  CONST_03  C15  C13  C12  C11     0.00   0.0  0
 EWL  CONST_04  C15  C14  C10  C11     0.00   0.0  0
 EWL  CONST_05  C14  C15  C13  C12     0.00   0.0  0
 EWL  CONST_06  C14  C10  C11  C12     0.00   0.0  0
 EWL  CONST_07  N1   C3   N    C1      0.00   0.0  0
 EWL  CONST_08  N1   C2   C    C1      0.00   0.0  0
 EWL  CONST_09  C2   N1   C3   N       0.00   0.0  0
 EWL  CONST_10  C2   C    C1   N       0.00   0.0  0
 EWL  CONST_11  C    C2   N1   C3      0.00   0.0  0
 EWL  CONST_12  C    C1   N    C3      0.00   0.0  0
 EWL  CONST_13  C1   C    N2   C4      0.00   0.0  0
 EWL  CONST_14  C    C1   N3   C4      0.00   0.0  0
 EWL  CONST_15  N2   C    C1   N3      0.00   0.0  0
 EWL  CONST_16  C    N2   C4   N3      0.00   0.0  0
 EWL  CONST_17  N2   C4   N3   C1      0.00   0.0  0
 EWL  CONST_18  C15  C14  C10  C9    180.00   0.0  0
 EWL  CONST_19  C12  C11  C10  C9    180.00   0.0  0
 EWL  CONST_20  O1   C3   N    C1    180.00   0.0  0
 EWL  CONST_21  N4   C2   C    C1    180.00   0.0  0
 EWL  CONST_22  N4   C2   N1   C3    180.00   0.0  0
 EWL  CONST_23  O1   C3   N1   C2    180.00   0.0  0
 EWL  CONST_24  N2   C    C2   N4      0.00   0.0  0
 EWL  CONST_25  C    N2   C4   O     180.00   0.0  0
 EWL  CONST_26  C1   N3   C4   O     180.00   0.0  0
 EWL  CONST_27  C    C1   N3   C9    180.00   0.0  0
 EWL  CONST_28  N2   C4   N3   C9    180.00   0.0  0
 EWL  CONST_29  H6   C15  C14  C10   180.00   0.0  0
 EWL  CONST_30  H4   C12  C11  C10   180.00   0.0  0
 EWL  CONST_31  H5   C13  C12  C11   180.00   0.0  0
 EWL  CONST_32  H7   C14  C10  C11   180.00   0.0  0
 EWL  CONST_33  H3   C11  C12  C13   180.00   0.0  0
 EWL  CONST_34  H10  N2   C4   N3    180.00   0.0  0
 EWL  CONST_35  C9   N3   C4   O       0.00   0.0  0
 EWL  CONST_36  H8   N4   C2   N1      0.00   0.0  0
 EWL  Var_01    C10  C9   N3   C4    100.93  30.0  3
 EWL  Var_02    C14  C10  C9   N3    102.41  30.0  3
 EWL  Var_03    C6   C5   O1   C3    -80.51  30.0  3
 EWL  Var_04    C7   C6   C5   O1    -60.05  30.0  3
 EWL  Var_05    C8   C7   C6   C5   -177.65  30.0  2
 EWL  Var_06    H17  C8   C7   C6    178.91  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
 EWL  plan-1  C9   0.020
 EWL  plan-1  C10  0.020
 EWL  plan-1  C11  0.020
 EWL  plan-1  C12  0.020
 EWL  plan-1  C13  0.020
 EWL  plan-1  C15  0.020
 EWL  plan-1  C14  0.020
 EWL  plan-1  H3   0.020
 EWL  plan-1  H4   0.020
 EWL  plan-1  H5   0.020
 EWL  plan-1  H6   0.020
 EWL  plan-1  H7   0.020
 EWL  plan-2  O    0.020
 EWL  plan-2  C4   0.020
 EWL  plan-2  N3   0.020
 EWL  plan-2  C9   0.020
 EWL  plan-2  C1   0.020
 EWL  plan-2  N    0.020
 EWL  plan-2  C3   0.020
 EWL  plan-2  N1   0.020
 EWL  plan-2  C2   0.020
 EWL  plan-2  N4   0.020
 EWL  plan-2  C    0.020
 EWL  plan-2  N2   0.020
 EWL  plan-2  O1   0.020
 EWL  plan-2  H10  0.020
 EWL  plan-3  C2   0.020
 EWL  plan-3  N4   0.020
 EWL  plan-3  H8   0.020
 EWL  plan-3  H9   0.020

