# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 20:49:00 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 9-butyl-8-(2-chloro-3,4,5-trimethoxybenzyl)-9H-purin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCn1c(Cc2cc(OC)c(OC)c(OC)c2Cl)nc3c(N)ncnc13
#
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
 PU8  PU8  9-butyl-8-(2-chloro-3,4,5-trimethoxybenzyl)-9H-purin-6-amine  ligand  52  28  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_PU8
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
 PU8  C19   C   CH3   0  -0.410   2.5742  -1.0975  -3.7384
 PU8  O3    O   O2    0  -0.473   1.5703  -1.4497  -2.7899
 PU8  C5    C   CR6   0   0.388   0.7698  -0.4287  -2.4153
 PU8  C6    C   CR6   0  -0.260   1.0638   0.3191  -1.2736
 PU8  C4    C   CR6   0   0.192  -0.3643  -0.1327  -3.1618
 PU8  O1    O   O2    0  -0.476  -0.6264  -0.8244  -4.2959
 PU8  C7    C   CH3   0  -0.414  -1.4593  -1.9635  -4.1142
 PU8  C3    C   CR6   0   0.350  -1.2151   0.9032  -2.7534
 PU8  O2    O   O2    0  -0.458  -2.2906   1.1165  -3.5254
 PU8  C8    C   CH3   0  -0.446  -3.2124   2.1142  -3.1309
 PU8  C2    C   CR16  0  -0.493  -0.9022   1.6309  -1.6128
 PU8  C1    C   CR6   0   0.219   0.2271   1.3402  -0.8499
 PU8  C9    C   CH2   0  -0.654   0.5083   2.1435   0.3964
 PU8  C10   C   CR5   0   0.485   0.4765   1.3617   1.6692
 PU8  N1    N   N     0  -0.459   1.4725   1.2936   2.5094
 PU8  C11   C   CR56  0  -0.003   1.0178   0.5031   3.5286
 PU8  C13   C   CR6   0   0.442   1.6024   0.0437   4.7219
 PU8  N5    N   NH2   0  -0.819   2.8537   0.3467   5.0775
 PU8  C12   C   CR56  0   0.477  -0.2839   0.0955   3.2863
 PU8  N4    N   N     0  -0.461  -1.0314  -0.6772   4.0729
 PU8  C14   C   CR16  0   0.032  -0.3774  -1.0436   5.1613
 PU8  N3    N   N     0  -0.475   0.8669  -0.7376   5.5216
 PU8  N2    N   NR5   0  -0.531  -0.6240   0.6586   2.0934
 PU8  C15   C   CH2   0  -0.319  -1.9222   0.5299   1.4590
 PU8  C16   C   CH2   0  -0.424  -2.0872  -0.7761   0.6957
 PU8  C17   C   CH2   0  -0.430  -3.4713  -0.8854   0.0699
 PU8  C18   C   CH3   0  -0.663  -3.6807  -2.2039  -0.6602
 PU8  CL    CL  CL    0  -0.094   2.5003  -0.0759  -0.3982
 PU8  H191  H   HCH3  0   0.244   3.1458  -2.0001  -3.9427
 PU8  H192  H   HCH3  0   0.229   2.1363  -0.7372  -4.6709
 PU8  H193  H   HCH3  0   0.224   3.2489  -0.3352  -3.3422
 PU8  H7C1  H   HCH3  0   0.245  -1.5616  -2.4426  -5.0858
 PU8  H7C2  H   HCH3  0   0.225  -1.0178  -2.6772  -3.4149
 PU8  H7C3  H   HCH3  0   0.223  -2.4528  -1.6830  -3.7569
 PU8  H8C1  H   HCH3  0   0.267  -4.0152   2.0991  -3.8631
 PU8  H8C2  H   HCH3  0   0.229  -3.6330   1.9100  -2.1426
 PU8  H8C3  H   HCH3  0   0.235  -2.7598   3.1088  -3.1243
 PU8  H2    H   HCR6  0   0.293  -1.5395   2.4423  -1.2855
 PU8  H9C1  H   HCH2  0   0.299  -0.2118   2.9641   0.4532
 PU8  H9C2  H   HCH2  0   0.298   1.4970   2.6014   0.3381
 PU8  H5N1  H   HNH2  0   0.401   3.2197   0.0320   5.9593
 PU8  H5N2  H   HNH2  0   0.409   3.4084   0.9815   4.5311
 PU8  H14   H   HCR6  0   0.247  -0.9198  -1.6778   5.8546
 PU8  H151  H   HCH2  0   0.268  -2.6781   0.6044   2.2424
 PU8  H152  H   HCH2  0   0.266  -2.0642   1.3855   0.8002
 PU8  H161  H   HCH2  0   0.235  -1.9268  -1.6124   1.3823
 PU8  H162  H   HCH2  0   0.232  -1.3217  -0.8495  -0.0828
 PU8  H171  H   HCH2  0   0.217  -3.6227  -0.0556  -0.6279
 PU8  H172  H   HCH2  0   0.223  -4.2338  -0.7719   0.8461
 PU8  H181  H   HCH3  0   0.231  -4.6697  -2.2521  -1.1163
 PU8  H182  H   HCH3  0   0.215  -2.9441  -2.3363  -1.4544
 PU8  H183  H   HCH3  0   0.222  -3.5871  -3.0518   0.0201

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
 PU8  C19  O3    single    1.425  0.020  1.425
 PU8  C19  H191  single    0.970  0.020  1.090
 PU8  C19  H192  single    0.970  0.020  1.090
 PU8  C19  H193  single    0.970  0.020  1.090
 PU8  O3   C5    single    1.350  0.020  1.350
 PU8  C5   C6    aromatic  1.396  0.020  1.396
 PU8  C5   C4    aromatic  1.390  0.020  1.390
 PU8  C6   C1    aromatic  1.387  0.020  1.387
 PU8  C6   CL    single    1.728  0.020  1.728
 PU8  C4   O1    single    1.354  0.020  1.354
 PU8  C4   C3    aromatic  1.401  0.020  1.401
 PU8  O1   C7    single    1.423  0.020  1.423
 PU8  C7   H7C1  single    0.970  0.020  1.090
 PU8  C7   H7C2  single    0.970  0.020  1.090
 PU8  C7   H7C3  single    0.970  0.020  1.090
 PU8  C3   O2    single    1.341  0.020  1.341
 PU8  C3   C2    aromatic  1.389  0.020  1.389
 PU8  O2   C8    single    1.414  0.020  1.414
 PU8  C8   H8C1  single    0.970  0.020  1.090
 PU8  C8   H8C2  single    0.970  0.020  1.090
 PU8  C8   H8C3  single    0.970  0.020  1.090
 PU8  C2   C1    aromatic  1.393  0.020  1.393
 PU8  C2   H2    single    0.930  0.020  1.080
 PU8  C1   C9    single    1.509  0.020  1.509
 PU8  C9   C10   single    1.494  0.020  1.494
 PU8  C9   H9C1  single    0.970  0.020  1.090
 PU8  C9   H9C2  single    0.970  0.020  1.090
 PU8  C10  N1    aromatic  1.305  0.020  1.305
 PU8  C10  N2    aromatic  1.373  0.020  1.373
 PU8  N1   C11   aromatic  1.368  0.020  1.368
 PU8  C11  C13   aromatic  1.406  0.020  1.406
 PU8  C11  C12   aromatic  1.385  0.020  1.385
 PU8  C13  N5    single    1.336  0.020  1.336
 PU8  C13  N3    aromatic  1.338  0.020  1.338
 PU8  N5   H5N1  single    0.860  0.020  1.020
 PU8  N5   H5N2  single    0.860  0.020  1.020
 PU8  C12  N4    aromatic  1.332  0.020  1.332
 PU8  C12  N2    aromatic  1.362  0.020  1.362
 PU8  N4   C14   aromatic  1.321  0.020  1.321
 PU8  C14  N3    aromatic  1.331  0.020  1.331
 PU8  C14  H14   single    0.930  0.020  1.080
 PU8  N2   C15   single    1.451  0.020  1.451
 PU8  C15  C16   single    1.522  0.020  1.522
 PU8  C15  H151  single    0.970  0.020  1.090
 PU8  C15  H152  single    0.970  0.020  1.090
 PU8  C16  C17   single    1.523  0.020  1.523
 PU8  C16  H161  single    0.970  0.020  1.090
 PU8  C16  H162  single    0.970  0.020  1.090
 PU8  C17  C18   single    1.522  0.020  1.522
 PU8  C17  H171  single    0.970  0.020  1.090
 PU8  C17  H172  single    0.970  0.020  1.090
 PU8  C18  H181  single    0.970  0.020  1.090
 PU8  C18  H182  single    0.970  0.020  1.090
 PU8  C18  H183  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
 PU8  H193  C19  H192  109.10  3.000
 PU8  H193  C19  H191  108.82  3.000
 PU8  H192  C19  H191  108.92  3.000
 PU8  H193  C19  O3    111.47  3.000
 PU8  H192  C19  O3    111.57  3.000
 PU8  H191  C19  O3    106.87  3.000
 PU8  C5    O3   C19   114.54  3.000
 PU8  C4    C5   C6    119.81  3.000
 PU8  C4    C5   O3    119.72  3.000
 PU8  C6    C5   O3    120.46  3.000
 PU8  CL    C6   C1    121.01  3.000
 PU8  CL    C6   C5    117.84  3.000
 PU8  C1    C6   C5    121.15  3.000
 PU8  C3    C4   O1    120.28  3.000
 PU8  C3    C4   C5    119.76  3.000
 PU8  O1    C4   C5    119.94  3.000
 PU8  C7    O1   C4    114.54  3.000
 PU8  H7C3  C7   H7C2  109.02  3.000
 PU8  H7C3  C7   H7C1  108.64  3.000
 PU8  H7C2  C7   H7C1  108.78  3.000
 PU8  H7C3  C7   O1    111.63  3.000
 PU8  H7C2  C7   O1    111.60  3.000
 PU8  H7C1  C7   O1    107.07  3.000
 PU8  C2    C3   O2    124.77  3.000
 PU8  C2    C3   C4    119.33  3.000
 PU8  O2    C3   C4    115.89  3.000
 PU8  C8    O2   C3    118.31  3.000
 PU8  H8C3  C8   H8C2  108.90  3.000
 PU8  H8C3  C8   H8C1  108.83  3.000
 PU8  H8C2  C8   H8C1  108.80  3.000
 PU8  H8C3  C8   O2    111.95  3.000
 PU8  H8C2  C8   O2    111.78  3.000
 PU8  H8C1  C8   O2    106.48  3.000
 PU8  H2    C2   C1    117.90  3.000
 PU8  H2    C2   C3    120.56  3.000
 PU8  C1    C2   C3    121.53  3.000
 PU8  C9    C1   C2    119.48  3.000
 PU8  C9    C1   C6    122.14  3.000
 PU8  C2    C1   C6    118.38  3.000
 PU8  H9C2  C9   H9C1  106.54  3.000
 PU8  H9C2  C9   C10   106.52  3.000
 PU8  H9C1  C9   C10   109.54  3.000
 PU8  H9C2  C9   C1    110.37  3.000
 PU8  H9C1  C9   C1    108.65  3.000
 PU8  C10   C9   C1    114.90  3.000
 PU8  N2    C10  N1    112.71  3.000
 PU8  N2    C10  C9    123.25  3.000
 PU8  N1    C10  C9    124.03  3.000
 PU8  C11   N1   C10   104.85  3.000
 PU8  C12   C11  C13   116.30  3.000
 PU8  C12   C11  N1    110.61  3.000
 PU8  C13   C11  N1    133.09  3.000
 PU8  N3    C13  N5    119.23  3.000
 PU8  N3    C13  C11   117.99  3.000
 PU8  N5    C13  C11   122.78  3.000
 PU8  H5N2  N5   H5N1  118.29  3.000
 PU8  H5N2  N5   C13   121.05  3.000
 PU8  H5N1  N5   C13   120.24  3.000
 PU8  N2    C12  N4    128.08  3.000
 PU8  N2    C12  C11   105.43  3.000
 PU8  N4    C12  C11   126.48  3.000
 PU8  C14   N4   C12   111.68  3.000
 PU8  H14   C14  N3    115.39  3.000
 PU8  H14   C14  N4    116.16  3.000
 PU8  N3    C14  N4    128.45  3.000
 PU8  C14   N3   C13   119.10  3.000
 PU8  C15   N2   C12   124.73  3.000
 PU8  C15   N2   C10   128.87  3.000
 PU8  C12   N2   C10   106.39  3.000
 PU8  H152  C15  H151  106.88  3.000
 PU8  H152  C15  C16   110.89  3.000
 PU8  H151  C15  C16   110.10  3.000
 PU8  H152  C15  N2    108.15  3.000
 PU8  H151  C15  N2    107.45  3.000
 PU8  C16   C15  N2    113.11  3.000
 PU8  H162  C16  H161  107.02  3.000
 PU8  H162  C16  C17   109.79  3.000
 PU8  H161  C16  C17   109.66  3.000
 PU8  H162  C16  C15   109.79  3.000
 PU8  H161  C16  C15   108.99  3.000
 PU8  C17   C16  C15   111.48  3.000
 PU8  H172  C17  H171  106.10  3.000
 PU8  H172  C17  C18   109.54  3.000
 PU8  H171  C17  C18   109.39  3.000
 PU8  H172  C17  C16   109.54  3.000
 PU8  H171  C17  C16   109.46  3.000
 PU8  C18   C17  C16   112.61  3.000
 PU8  H183  C18  H182  107.55  3.000
 PU8  H183  C18  H181  107.71  3.000
 PU8  H182  C18  H181  107.61  3.000
 PU8  H183  C18  C17   111.25  3.000
 PU8  H182  C18  C17   111.19  3.000
 PU8  H181  C18  C17   111.34  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
 PU8  CONST_01  C2    C1   C6   C5      0.00   0.0  0
 PU8  CONST_02  C2    C3   C4   C5      0.00   0.0  0
 PU8  CONST_03  C3    C4   C5   C6      0.00   0.0  0
 PU8  CONST_04  C3    C2   C1   C6      0.00   0.0  0
 PU8  CONST_05  C1    C6   C5   C4      0.00   0.0  0
 PU8  CONST_06  C1    C2   C3   C4      0.00   0.0  0
 PU8  CONST_07  C13   C11  N1   C10   180.00   0.0  0
 PU8  CONST_08  C12   C11  N1   C10     0.00   0.0  0
 PU8  CONST_09  C11   C12  N2   C10     0.00   0.0  0
 PU8  CONST_10  N4    C12  N2   C10   180.00   0.0  0
 PU8  CONST_11  C12   N2   C10  N1      0.00   0.0  0
 PU8  CONST_12  N3    C13  C11  N1    180.00   0.0  0
 PU8  CONST_13  N4    C12  C11  N1    180.00   0.0  0
 PU8  CONST_14  N2    C12  C11  N1      0.00   0.0  0
 PU8  CONST_15  N2    C10  N1   C11     0.00   0.0  0
 PU8  CONST_16  C14   N3   C13  C11     0.00   0.0  0
 PU8  CONST_17  C14   N4   C12  C11     0.00   0.0  0
 PU8  CONST_18  N4    C12  C11  C13     0.00   0.0  0
 PU8  CONST_19  N2    C12  C11  C13   180.00   0.0  0
 PU8  CONST_20  N4    C14  N3   C13     0.00   0.0  0
 PU8  CONST_21  N3    C13  C11  C12     0.00   0.0  0
 PU8  CONST_22  N3    C14  N4   C12     0.00   0.0  0
 PU8  CONST_23  N2    C12  N4   C14   180.00   0.0  0
 PU8  CONST_24  C1    C6   C5   O3    180.00   0.0  0
 PU8  CONST_25  C3    C4   C5   O3    180.00   0.0  0
 PU8  CONST_26  C9    C1   C6   C5    180.00   0.0  0
 PU8  CONST_27  O2    C3   C4   C5    180.00   0.0  0
 PU8  CONST_28  O1    C4   C5   C6    180.00   0.0  0
 PU8  CONST_29  CL    C6   C5   C4    180.00   0.0  0
 PU8  CONST_30  C2    C3   C4   O1    180.00   0.0  0
 PU8  CONST_31  C9    C1   C2   C3    180.00   0.0  0
 PU8  CONST_32  C1    C2   C3   O2    180.00   0.0  0
 PU8  CONST_33  CL    C6   C1   C2    180.00   0.0  0
 PU8  CONST_34  C11   N1   C10  C9    180.00   0.0  0
 PU8  CONST_35  C12   N2   C10  C9    180.00   0.0  0
 PU8  CONST_36  C15   N2   C10  N1    180.00   0.0  0
 PU8  CONST_37  N5    C13  C11  N1      0.00   0.0  0
 PU8  CONST_38  C15   N2   C12  C11   180.00   0.0  0
 PU8  CONST_39  C12   C11  C13  N5    180.00   0.0  0
 PU8  CONST_40  C14   N3   C13  N5    180.00   0.0  0
 PU8  CONST_41  C15   N2   C12  N4      0.00   0.0  0
 PU8  CONST_42  H2    C2   C1   C6    180.00   0.0  0
 PU8  CONST_43  H14   C14  N3   C13   180.00   0.0  0
 PU8  CONST_44  H5N1  N5   C13  C11   180.00   0.0  0
 PU8  CONST_45  H5N2  N5   C13  C11     0.00   0.0  0
 PU8  Var_01    C10   C9   C1   C6    -64.05  30.0  2
 PU8  Var_02    N1    C10  C9   C1    123.11  30.0  2
 PU8  Var_03    C6    C5   O3   C19   -93.87  30.0  2
 PU8  Var_04    C3    C4   O1   C7    -89.25  30.0  2
 PU8  Var_05    C2    C3   O2   C8     -2.84  30.0  2
 PU8  Var_06    C16   C15  N2   C10   100.06  30.0  2
 PU8  Var_07    C17   C16  C15  N2    178.80  30.0  3
 PU8  Var_08    H191  C19  O3   C5    179.50  30.0  3
 PU8  Var_09    H7C1  C7   O1   C4   -178.09  30.0  3
 PU8  Var_10    H8C1  C8   O2   C3   -177.98  30.0  3
 PU8  Var_11    C18   C17  C16  C15  -178.03  30.0  3
 PU8  Var_12    H181  C18  C17  C16  -178.88  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
 PU8  plan-1  O3    0.020
 PU8  plan-1  C5    0.020
 PU8  plan-1  C6    0.020
 PU8  plan-1  C4    0.020
 PU8  plan-1  O1    0.020
 PU8  plan-1  C3    0.020
 PU8  plan-1  O2    0.020
 PU8  plan-1  C2    0.020
 PU8  plan-1  C1    0.020
 PU8  plan-1  C9    0.020
 PU8  plan-1  CL    0.020
 PU8  plan-1  H2    0.020
 PU8  plan-2  C9    0.020
 PU8  plan-2  C10   0.020
 PU8  plan-2  N1    0.020
 PU8  plan-2  C11   0.020
 PU8  plan-2  C13   0.020
 PU8  plan-2  N5    0.020
 PU8  plan-2  C12   0.020
 PU8  plan-2  N4    0.020
 PU8  plan-2  C14   0.020
 PU8  plan-2  N3    0.020
 PU8  plan-2  N2    0.020
 PU8  plan-2  C15   0.020
 PU8  plan-2  H14   0.020
 PU8  plan-3  C13   0.020
 PU8  plan-3  N5    0.020
 PU8  plan-3  H5N1  0.020
 PU8  plan-3  H5N2  0.020

