# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 12:59:30 2022
#   Inital geometry file: a 109 line input string
#   Ligand name: N~8~-(2-chlorophenyl)-N~2~-(2,6-difluorophenyl)-9-ethyl-9H-purine-2,8-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1c(Nc2ccccc2Cl)nc3cnc(Nc4c(F)cccc4F)nc13
#
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
 LID  LID  N~8~-(2-chlorophenyl)-N~2~-(2,6-difluorophenyl)-9-ethyl-9H-purine-2,8-diamine  ligand  43  28  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LID
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
 LID  C5    C   CR6   0   0.571   2.4233  -0.3208   0.1970
 LID  C8    C   CR5   0   0.739  -1.8977  -0.0300   0.1106
 LID  C10   C   CH2   0  -0.371  -1.3258  -2.4548   0.6614
 LID  N12   N   NH1   0  -0.825  -3.2310  -0.2759   0.1666
 LID  C13   C   CR6   0   0.441  -4.2814   0.5691  -0.1566
 LID  C15   C   CR6   0  -0.012   4.8588  -0.2204   0.1631
 LID  C17   C   CR16  0  -0.431   6.9816  -0.0021  -1.0088
 LID  C20   C   CR6   0   0.542   5.2377   0.8640   0.9487
 LID  C21   C   CR16  0  -0.319  -4.1194   1.8870  -0.5903
 LID  C22   C   CR16  0  -0.238  -5.2220   2.6682  -0.9000
 LID  C24   C   CR16  0  -0.211  -6.6898   0.8612  -0.3555
 LID  C16   C   CR6   0   0.524   5.7640  -0.6225  -0.8126
 LID  C18   C   CR16  0  -0.235   7.3042   1.0871  -0.2132
 LID  C19   C   CR16  0  -0.436   6.4308   1.5329   0.7694
 LID  F27   F   F     0  -0.298   4.4082   1.2561   1.9178
 LID  N14   N   NH1   0  -0.740   3.6546  -0.8934   0.3612
 LID  N6    N   N     0  -0.461   2.3780   0.9593  -0.1626
 LID  N4    N   N     0  -0.485   1.3820  -1.1290   0.4188
 LID  C3    C   CR56  0   0.506   0.2255  -0.5307   0.2529
 LID  N7    N   NR5   0  -0.574  -1.0211  -1.0589   0.4020
 LID  C11   C   CH3   0  -0.657  -1.6542  -3.2270  -0.6060
 LID  C2    C   CR56  0   0.096   0.0324   0.8075  -0.1137
 LID  C1    C   CR16  0  -0.081   1.1861   1.5330  -0.3162
 LID  N9    N   N     0  -0.531  -1.3120   1.0925  -0.1927
 LID  C23   C   CR16  0  -0.281  -6.5093   2.1678  -0.7833
 LID  C25   C   CR6   0  -0.150  -5.5914   0.0786  -0.0516
 LID  CL26  CL  CL    0  -0.118  -5.8542  -1.5616   0.4620
 LID  H101  H   HCH2  0   0.272  -2.1359  -2.5166   1.3900
 LID  H102  H   HCH2  0   0.288  -0.4507  -2.8787   1.1509
 LID  H12   H   HNH1  0   0.410  -3.5022  -1.1693   0.5471
 LID  H17   H   HCR6  0   0.287   7.6565  -0.3589  -1.7751
 LID  H21   H   HCR6  0   0.302  -3.1255   2.2942  -0.6837
 LID  H22   H   HCR6  0   0.265  -5.0620   3.6850  -1.2332
 LID  H24   H   HCR6  0   0.282  -7.6839   0.4464  -0.2587
 LID  H18   H   HCR6  0   0.280   8.2495   1.5918  -0.3565
 LID  H19   H   HCR6  0   0.286   6.6800   2.3757   1.4000
 LID  H14   H   HNH1  0   0.405   3.6736  -1.8973   0.4469
 LID  H111  H   HCH3  0   0.245  -0.8228  -3.1883  -1.3087
 LID  H112  H   HCH3  0   0.251  -1.8441  -4.2706  -0.3590
 LID  H113  H   HCH3  0   0.229  -2.5412  -2.8377  -1.1071
 LID  H1    H   HCR6  0   0.270   1.1711   2.5773  -0.6090
 LID  H23   H   HCR6  0   0.266  -7.3682   2.7801  -1.0210
 LID  F28   F   F     0  -0.301   5.4277  -1.6662  -1.5798

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
 LID  C5   N14   single    1.368  0.020  1.368
 LID  C5   N6    aromatic  1.330  0.020  1.330
 LID  C5   N4    aromatic  1.337  0.020  1.337
 LID  C8   N12   single    1.357  0.020  1.357
 LID  C8   N7    aromatic  1.383  0.020  1.383
 LID  C8   N9    aromatic  1.302  0.020  1.302
 LID  C10  N7    single    1.452  0.020  1.452
 LID  C10  C11   single    1.520  0.020  1.520
 LID  C10  H101  single    0.970  0.020  1.090
 LID  C10  H102  single    0.970  0.020  1.090
 LID  N12  C13   single    1.386  0.020  1.386
 LID  N12  H12   single    0.860  0.020  1.020
 LID  C13  C21   aromatic  1.397  0.020  1.397
 LID  C13  C25   aromatic  1.403  0.020  1.403
 LID  C15  C20   aromatic  1.392  0.020  1.392
 LID  C15  C16   aromatic  1.390  0.020  1.390
 LID  C15  N14   single    1.394  0.020  1.394
 LID  C17  C16   aromatic  1.381  0.020  1.381
 LID  C17  C18   aromatic  1.387  0.020  1.387
 LID  C17  H17   single    0.930  0.020  1.080
 LID  C20  C19   aromatic  1.380  0.020  1.380
 LID  C20  F27   single    1.335  0.020  1.335
 LID  C21  C22   aromatic  1.386  0.020  1.386
 LID  C21  H21   single    0.930  0.020  1.080
 LID  C22  C23   aromatic  1.386  0.020  1.386
 LID  C22  H22   single    0.930  0.020  1.080
 LID  C24  C23   aromatic  1.387  0.020  1.387
 LID  C24  C25   aromatic  1.383  0.020  1.383
 LID  C24  H24   single    0.930  0.020  1.080
 LID  F28  C16   single    1.338  0.020  1.338
 LID  C18  C19   aromatic  1.388  0.020  1.388
 LID  C18  H18   single    0.930  0.020  1.080
 LID  C19  H19   single    0.930  0.020  1.080
 LID  N14  H14   single    0.860  0.020  1.020
 LID  N6   C1    aromatic  1.332  0.020  1.332
 LID  N4   C3    aromatic  1.313  0.020  1.313
 LID  C3   N7    aromatic  1.362  0.020  1.362
 LID  C3   C2    aromatic  1.401  0.020  1.401
 LID  C11  H111  single    0.970  0.020  1.090
 LID  C11  H112  single    0.970  0.020  1.090
 LID  C11  H113  single    0.970  0.020  1.090
 LID  C2   C1    aromatic  1.378  0.020  1.378
 LID  C2   N9    aromatic  1.377  0.020  1.377
 LID  C1   H1    single    0.930  0.020  1.080
 LID  C23  H23   single    0.930  0.020  1.080
 LID  C25  CL26  single    1.739  0.020  1.739

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
 LID  N4    C5   N6    126.88  3.000
 LID  N4    C5   N14   115.35  3.000
 LID  N6    C5   N14   117.77  3.000
 LID  N9    C8   N7    113.92  3.000
 LID  N9    C8   N12   127.43  3.000
 LID  N7    C8   N12   118.64  3.000
 LID  H102  C10  H101  105.93  3.000
 LID  H102  C10  C11   110.54  3.000
 LID  H101  C10  C11   111.57  3.000
 LID  H102  C10  N7    106.61  3.000
 LID  H101  C10  N7    109.23  3.000
 LID  C11   C10  N7    112.63  3.000
 LID  H12   N12  C13   115.11  3.000
 LID  H12   N12  C8    116.13  3.000
 LID  C13   N12  C8    128.64  3.000
 LID  C25   C13  C21   117.48  3.000
 LID  C25   C13  N12   118.49  3.000
 LID  C21   C13  N12   124.03  3.000
 LID  N14   C15  C16   121.51  3.000
 LID  N14   C15  C20   122.09  3.000
 LID  C16   C15  C20   116.37  3.000
 LID  H17   C17  C18   121.35  3.000
 LID  H17   C17  C16   120.19  3.000
 LID  C18   C17  C16   118.46  3.000
 LID  F27   C20  C19   119.31  3.000
 LID  F27   C20  C15   118.01  3.000
 LID  C19   C20  C15   122.68  3.000
 LID  H21   C21  C22   120.07  3.000
 LID  H21   C21  C13   119.35  3.000
 LID  C22   C21  C13   120.58  3.000
 LID  H22   C22  C23   120.17  3.000
 LID  H22   C22  C21   118.73  3.000
 LID  C23   C22  C21   121.09  3.000
 LID  H24   C24  C25   119.57  3.000
 LID  H24   C24  C23   120.57  3.000
 LID  C25   C24  C23   119.85  3.000
 LID  F28   C16  C17   119.38  3.000
 LID  F28   C16  C15   117.66  3.000
 LID  C17   C16  C15   122.96  3.000
 LID  H18   C18  C19   119.61  3.000
 LID  H18   C18  C17   119.60  3.000
 LID  C19   C18  C17   120.79  3.000
 LID  H19   C19  C18   121.19  3.000
 LID  H19   C19  C20   120.08  3.000
 LID  C18   C19  C20   118.72  3.000
 LID  H14   N14  C15   118.48  3.000
 LID  H14   N14  C5    116.37  3.000
 LID  C15   N14  C5    123.96  3.000
 LID  C1    N6   C5    118.44  3.000
 LID  C3    N4   C5    112.94  3.000
 LID  C2    C3   N7    105.84  3.000
 LID  C2    C3   N4    126.16  3.000
 LID  N7    C3   N4    128.00  3.000
 LID  C3    N7   C10   125.76  3.000
 LID  C3    N7   C8    105.58  3.000
 LID  C10   N7   C8    128.31  3.000
 LID  H113  C11  H112  107.72  3.000
 LID  H113  C11  H111  108.16  3.000
 LID  H112  C11  H111  108.27  3.000
 LID  H113  C11  C10   112.17  3.000
 LID  H112  C11  C10   109.60  3.000
 LID  H111  C11  C10   110.79  3.000
 LID  N9    C2   C1    134.45  3.000
 LID  N9    C2   C3    110.33  3.000
 LID  C1    C2   C3    115.21  3.000
 LID  H1    C1   C2    122.35  3.000
 LID  H1    C1   N6    117.28  3.000
 LID  C2    C1   N6    120.37  3.000
 LID  C2    N9   C8    104.32  3.000
 LID  H23   C23  C24   119.87  3.000
 LID  H23   C23  C22   120.99  3.000
 LID  C24   C23  C22   119.15  3.000
 LID  CL26  C25  C24   118.61  3.000
 LID  CL26  C25  C13   119.55  3.000
 LID  C24   C25  C13   121.84  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
 LID  CONST_01  C2    C1   N6   C5      0.00   0.0  0
 LID  CONST_02  N7    C3   N4   C5    180.00   0.0  0
 LID  CONST_03  C2    C3   N4   C5      0.00   0.0  0
 LID  CONST_04  N4    C3   N7   C8    180.00   0.0  0
 LID  CONST_05  C2    C3   N7   C8      0.00   0.0  0
 LID  CONST_06  C3    C2   N9   C8      0.00   0.0  0
 LID  CONST_07  C1    C2   N9   C8    180.00   0.0  0
 LID  CONST_08  C23   C22  C21  C13     0.00   0.0  0
 LID  CONST_09  C23   C24  C25  C13     0.00   0.0  0
 LID  CONST_10  C18   C19  C20  C15     0.00   0.0  0
 LID  CONST_11  C18   C17  C16  C15     0.00   0.0  0
 LID  CONST_12  C20   C15  C16  C17     0.00   0.0  0
 LID  CONST_13  C20   C19  C18  C17     0.00   0.0  0
 LID  CONST_14  C24   C25  C13  C21     0.00   0.0  0
 LID  CONST_15  C24   C23  C22  C21     0.00   0.0  0
 LID  CONST_16  C25   C13  C21  C22     0.00   0.0  0
 LID  CONST_17  C25   C24  C23  C22     0.00   0.0  0
 LID  CONST_18  C19   C20  C15  C16     0.00   0.0  0
 LID  CONST_19  C19   C18  C17  C16     0.00   0.0  0
 LID  CONST_20  C3    N4   C5   N6      0.00   0.0  0
 LID  CONST_21  C3    C2   C1   N6      0.00   0.0  0
 LID  CONST_22  N9    C2   C1   N6    180.00   0.0  0
 LID  CONST_23  C1    N6   C5   N4      0.00   0.0  0
 LID  CONST_24  C1    C2   C3   N4      0.00   0.0  0
 LID  CONST_25  N9    C2   C3   N4    180.00   0.0  0
 LID  CONST_26  N9    C8   N7   C3      0.00   0.0  0
 LID  CONST_27  C2    N9   C8   N7      0.00   0.0  0
 LID  CONST_28  C1    C2   C3   N7    180.00   0.0  0
 LID  CONST_29  N9    C2   C3   N7      0.00   0.0  0
 LID  CONST_30  N9    C8   N7   C10   180.00   0.0  0
 LID  CONST_31  N4    C3   N7   C10     0.00   0.0  0
 LID  CONST_32  C2    C3   N7   C10   180.00   0.0  0
 LID  CONST_33  C3    N7   C8   N12   180.00   0.0  0
 LID  CONST_34  C2    N9   C8   N12   180.00   0.0  0
 LID  CONST_35  C22   C21  C13  N12   180.00   0.0  0
 LID  CONST_36  C24   C25  C13  N12   180.00   0.0  0
 LID  CONST_37  N14   C15  C16  C17   180.00   0.0  0
 LID  CONST_38  F28   C16  C15  C20   180.00   0.0  0
 LID  CONST_39  CL26  C25  C13  C21   180.00   0.0  0
 LID  CONST_40  C18   C17  C16  F28   180.00   0.0  0
 LID  CONST_41  F27   C20  C15  C16   180.00   0.0  0
 LID  CONST_42  F27   C20  C19  C18   180.00   0.0  0
 LID  CONST_43  N14   C15  C20  C19   180.00   0.0  0
 LID  CONST_44  C1    N6   C5   N14   180.00   0.0  0
 LID  CONST_45  C3    N4   C5   N14   180.00   0.0  0
 LID  CONST_46  CL26  C25  C24  C23   180.00   0.0  0
 LID  CONST_47  H1    C1   N6   C5    180.00   0.0  0
 LID  CONST_48  H22   C22  C21  C13   180.00   0.0  0
 LID  CONST_49  H24   C24  C25  C13   180.00   0.0  0
 LID  CONST_50  H19   C19  C20  C15   180.00   0.0  0
 LID  CONST_51  H17   C17  C16  C15   180.00   0.0  0
 LID  CONST_52  H18   C18  C19  C20   180.00   0.0  0
 LID  CONST_53  H23   C23  C22  C21   180.00   0.0  0
 LID  CONST_54  H21   C21  C22  C23   180.00   0.0  0
 LID  Var_01    C20   C15  N14  C5     63.81  30.0  2
 LID  Var_02    C21   C13  N12  C8     -1.34  30.0  2
 LID  Var_03    N7    C8   N12  C13  -175.86  30.0  1
 LID  Var_04    N6    C5   N14  C15    -0.59  30.0  2
 LID  Var_05    C11   C10  N7   C8     76.17  30.0  2
 LID  Var_06    H111  C11  C10  N7     58.87  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
 LID  plan-1  N12   0.020
 LID  plan-1  C13   0.020
 LID  plan-1  C21   0.020
 LID  plan-1  C22   0.020
 LID  plan-1  C24   0.020
 LID  plan-1  C23   0.020
 LID  plan-1  C25   0.020
 LID  plan-1  CL26  0.020
 LID  plan-1  H21   0.020
 LID  plan-1  H22   0.020
 LID  plan-1  H24   0.020
 LID  plan-1  H23   0.020
 LID  plan-2  C15   0.020
 LID  plan-2  C17   0.020
 LID  plan-2  C20   0.020
 LID  plan-2  C16   0.020
 LID  plan-2  C18   0.020
 LID  plan-2  C19   0.020
 LID  plan-2  F27   0.020
 LID  plan-2  N14   0.020
 LID  plan-2  H17   0.020
 LID  plan-2  H18   0.020
 LID  plan-2  H19   0.020
 LID  plan-2  F28   0.020
 LID  plan-3  C5    0.020
 LID  plan-3  C8    0.020
 LID  plan-3  C10   0.020
 LID  plan-3  N12   0.020
 LID  plan-3  N14   0.020
 LID  plan-3  N6    0.020
 LID  plan-3  N4    0.020
 LID  plan-3  C3    0.020
 LID  plan-3  N7    0.020
 LID  plan-3  C2    0.020
 LID  plan-3  C1    0.020
 LID  plan-3  N9    0.020
 LID  plan-3  H1    0.020

