# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 13 11:50:34 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 8-butyl-1-methyl-7-(2-methylphenyl)-1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCn1c(cn2c1nc3N(C)C(=O)NC(=O)c23)c4ccccc4C
#
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
 L87  L87  8-butyl-1-methyl-7-(2-methylphenyl)-1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione  ligand  47  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L87
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
 L87  O2   O  O     0  -0.488  -6.1152  -0.2538  -0.0592
 L87  C17  C  CR6   0   0.687  -4.9341   0.0356  -0.0320
 L87  N4   N  NR16  0  -0.740  -4.5102   1.3154  -0.3232
 L87  N5   N  NR6   0  -0.590  -3.9482  -0.8701   0.2848
 L87  C18  C  CH3   0  -0.533  -4.2702  -2.2478   0.6160
 L87  C2   C  CR56  0   0.446  -2.6421  -0.4683   0.2959
 L87  C3   C  CR56  0   0.111  -2.2825   0.8367  -0.0069
 L87  C16  C  CR6   0   0.524  -3.2166   1.8372  -0.3438
 L87  O3   O  O     0  -0.474  -3.0016   3.0059  -0.6235
 L87  N1   N  N     0  -0.524  -1.5996  -1.2597   0.5893
 L87  C1   C  CR55  0   0.764  -0.5724  -0.4223   0.4662
 L87  N2   N  N     0  -0.560  -0.9064   0.8350   0.1113
 L87  N3   N  NR5   0  -0.556   0.7614  -0.4822   0.6043
 L87  C6   C  CH2   0  -0.322   1.5203  -1.6995   0.8284
 L87  C7   C  CH2   0  -0.425   1.9924  -2.3379  -0.4693
 L87  C8   C  CH2   0  -0.427   2.8176  -3.5922  -0.2114
 L87  C9   C  CH3   0  -0.661   3.2932  -4.2468  -1.5004
 L87  C5   C  CR5   0   0.226   1.2709   0.7778   0.2999
 L87  C4   C  CR15  0  -0.159   0.2320   1.6004   0.0001
 L87  C10  C  CR6   0  -0.003   2.7094   1.0734   0.3519
 L87  C11  C  CR6   0   0.082   3.4226   1.3730  -0.8164
 L87  C26  C  CH3   0  -0.741   2.7575   1.4143  -2.1616
 L87  C12  C  CR16  0  -0.296   4.7852   1.6417  -0.7045
 L87  C13  C  CR16  0  -0.239   5.4310   1.6123   0.5226
 L87  C14  C  CR16  0  -0.264   4.7184   1.3113   1.6748
 L87  C15  C  CR16  0  -0.271   3.3621   1.0441   1.5841
 L87  H1   H  HNR6  0   0.424  -5.2557   1.9612  -0.5500
 L87  H2   H  HCH3  0   0.271  -5.3415  -2.3914   0.5434
 L87  H3   H  HCH3  0   0.258  -3.7718  -2.9259  -0.0738
 L87  H4   H  HCH3  0   0.258  -3.9491  -2.4751   1.6305
 L87  H5   H  HCH2  0   0.270   2.3664  -1.4607   1.4727
 L87  H6   H  HCH2  0   0.274   0.8811  -2.3844   1.3858
 L87  H7   H  HCH2  0   0.233   1.1253  -2.5845  -1.0890
 L87  H8   H  HCH2  0   0.232   2.5900  -1.6167  -1.0357
 L87  H9   H  HCH2  0   0.221   3.6797  -3.3355   0.4113
 L87  H10  H  HCH2  0   0.223   2.2246  -4.3065   0.3674
 L87  H11  H  HCH3  0   0.231   3.8966  -5.1317  -1.2971
 L87  H12  H  HCH3  0   0.220   2.4493  -4.5570  -2.1194
 L87  H13  H  HCH3  0   0.220   3.8999  -3.5581  -2.0908
 L87  H14  H  HCR5  0   0.311   0.2251   2.6439  -0.2589
 L87  H15  H  HCH3  0   0.254   2.1998   2.3421  -2.2995
 L87  H16  H  HCH3  0   0.252   3.4950   1.3544  -2.9605
 L87  H17  H  HCH3  0   0.245   2.0480   0.5968  -2.2919
 L87  H18  H  HCR6  0   0.253   5.3511   1.8688  -1.6000
 L87  H19  H  HCR6  0   0.260   6.4919   1.8196   0.5777
 L87  H20  H  HCR6  0   0.260   5.2124   1.2884   2.6371
 L87  H21  H  HCR6  0   0.263   2.7975   0.8177   2.4806

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
 L87  C7   C8   single    1.523  0.020  1.523
 L87  C7   C6   single    1.521  0.020  1.521
 L87  C9   C8   single    1.522  0.020  1.522
 L87  C6   N3   single    1.452  0.020  1.452
 L87  C14  C15  aromatic  1.385  0.020  1.385
 L87  C14  C13  aromatic  1.388  0.020  1.388
 L87  C18  N5   single    1.453  0.020  1.453
 L87  N1   C1   aromatic  1.331  0.020  1.331
 L87  N1   C2   aromatic  1.341  0.020  1.341
 L87  N3   C1   aromatic  1.342  0.020  1.342
 L87  N3   C5   aromatic  1.393  0.020  1.393
 L87  C15  C10  aromatic  1.395  0.020  1.395
 L87  C13  C12  aromatic  1.387  0.020  1.387
 L87  C1   N2   aromatic  1.348  0.020  1.348
 L87  C10  C5   single    1.469  0.020  1.469
 L87  C10  C11  aromatic  1.401  0.020  1.401
 L87  C12  C11  aromatic  1.393  0.020  1.393
 L87  C5   C4   aromatic  1.359  0.020  1.359
 L87  C2   N5   single    1.367  0.020  1.367
 L87  C2   C3   aromatic  1.387  0.020  1.387
 L87  N5   C17  single    1.376  0.020  1.376
 L87  C11  C26  single    1.501  0.020  1.501
 L87  N2   C3   aromatic  1.381  0.020  1.381
 L87  N2   C4   aromatic  1.376  0.020  1.376
 L87  C3   C16  single    1.410  0.020  1.410
 L87  C17  O2   double    1.216  0.020  1.216
 L87  C17  N4   single    1.379  0.020  1.379
 L87  C16  N4   single    1.395  0.020  1.395
 L87  C16  O3   double    1.221  0.020  1.221
 L87  N4   H1   single    0.860  0.020  1.020
 L87  C18  H2   single    0.970  0.020  1.090
 L87  C18  H3   single    0.970  0.020  1.090
 L87  C18  H4   single    0.970  0.020  1.090
 L87  C6   H5   single    0.970  0.020  1.090
 L87  C6   H6   single    0.970  0.020  1.090
 L87  C7   H7   single    0.970  0.020  1.090
 L87  C7   H8   single    0.970  0.020  1.090
 L87  C8   H9   single    0.970  0.020  1.090
 L87  C8   H10  single    0.970  0.020  1.090
 L87  C9   H11  single    0.970  0.020  1.090
 L87  C9   H12  single    0.970  0.020  1.090
 L87  C9   H13  single    0.970  0.020  1.090
 L87  C4   H14  single    0.930  0.020  1.080
 L87  C26  H15  single    0.970  0.020  1.090
 L87  C26  H16  single    0.970  0.020  1.090
 L87  C26  H17  single    0.970  0.020  1.090
 L87  C12  H18  single    0.930  0.020  1.080
 L87  C13  H19  single    0.930  0.020  1.080
 L87  C14  H20  single    0.930  0.020  1.080
 L87  C15  H21  single    0.930  0.020  1.080

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
 L87  N5   C17  N4   116.06  3.000
 L87  N4   C17  O2   120.96  3.000
 L87  N5   C17  O2   122.98  3.000
 L87  H1   N4   C16  116.17  3.000
 L87  H1   N4   C17  114.39  3.000
 L87  C16  N4   C17  129.44  3.000
 L87  C2   N5   C18  119.25  3.000
 L87  C2   N5   C17  119.55  3.000
 L87  C18  N5   C17  121.19  3.000
 L87  H4   C18  H3   109.00  3.000
 L87  H4   C18  H2   109.07  3.000
 L87  H3   C18  H2   109.14  3.000
 L87  H4   C18  N5   110.19  3.000
 L87  H3   C18  N5   110.17  3.000
 L87  H2   C18  N5   109.24  3.000
 L87  N1   C2   C3   113.66  3.000
 L87  C3   C2   N5   121.51  3.000
 L87  N1   C2   N5   124.83  3.000
 L87  N2   C3   C16  132.96  3.000
 L87  C16  C3   C2   123.24  3.000
 L87  N2   C3   C2   103.80  3.000
 L87  O3   C16  C3   128.13  3.000
 L87  O3   C16  N4   121.66  3.000
 L87  C3   C16  N4   110.21  3.000
 L87  C1   N1   C2   102.03  3.000
 L87  N3   C1   N2   108.35  3.000
 L87  N2   C1   N1   114.82  3.000
 L87  N3   C1   N1   136.83  3.000
 L87  C4   N2   C1   109.57  3.000
 L87  C4   N2   C3   144.74  3.000
 L87  C1   N2   C3   105.69  3.000
 L87  C5   N3   C6   126.94  3.000
 L87  C5   N3   C1   107.50  3.000
 L87  C6   N3   C1   124.94  3.000
 L87  H6   C6   H5   106.89  3.000
 L87  H6   C6   C7   110.76  3.000
 L87  H5   C6   C7   110.81  3.000
 L87  H6   C6   N3   107.41  3.000
 L87  H5   C6   N3   108.26  3.000
 L87  C7   C6   N3   112.48  3.000
 L87  H8   C7   H7   106.75  3.000
 L87  H8   C7   C8   109.54  3.000
 L87  H7   C7   C8   109.86  3.000
 L87  H8   C7   C6   109.53  3.000
 L87  H7   C7   C6   109.38  3.000
 L87  C8   C7   C6   111.66  3.000
 L87  H10  C8   H9   106.21  3.000
 L87  H10  C8   C9   109.67  3.000
 L87  H9   C8   C9   109.68  3.000
 L87  H10  C8   C7   109.48  3.000
 L87  H9   C8   C7   109.27  3.000
 L87  C9   C8   C7   112.33  3.000
 L87  H13  C9   H12  107.60  3.000
 L87  H13  C9   H11  107.78  3.000
 L87  H12  C9   H11  107.64  3.000
 L87  H13  C9   C8   111.13  3.000
 L87  H12  C9   C8   111.16  3.000
 L87  H11  C9   C8   111.36  3.000
 L87  C10  C5   C4   129.38  3.000
 L87  C4   C5   N3   108.44  3.000
 L87  C10  C5   N3   122.17  3.000
 L87  H14  C4   C5   130.22  3.000
 L87  H14  C4   N2   123.63  3.000
 L87  C5   C4   N2   106.14  3.000
 L87  C15  C10  C11  120.19  3.000
 L87  C11  C10  C5   120.78  3.000
 L87  C15  C10  C5   119.02  3.000
 L87  C12  C11  C26  119.99  3.000
 L87  C26  C11  C10  121.84  3.000
 L87  C12  C11  C10  118.17  3.000
 L87  H17  C26  H16  108.17  3.000
 L87  H17  C26  H15  106.84  3.000
 L87  H16  C26  H15  107.47  3.000
 L87  H17  C26  C11  112.01  3.000
 L87  H16  C26  C11  110.85  3.000
 L87  H15  C26  C11  111.29  3.000
 L87  H18  C12  C13  119.50  3.000
 L87  H18  C12  C11  119.01  3.000
 L87  C13  C12  C11  121.49  3.000
 L87  H19  C13  C14  120.17  3.000
 L87  H19  C13  C12  119.83  3.000
 L87  C14  C13  C12  120.00  3.000
 L87  H20  C14  C15  120.08  3.000
 L87  H20  C14  C13  120.57  3.000
 L87  C15  C14  C13  119.35  3.000
 L87  H21  C15  C14  119.76  3.000
 L87  H21  C15  C10  119.44  3.000
 L87  C14  C15  C10  120.80  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
 L87  CONST_01  N3   C1   N1   C2   180.00   0.0  0
 L87  CONST_02  N2   C1   N1   C2     0.00   0.0  0
 L87  CONST_03  C1   N2   C3   C2     0.00   0.0  0
 L87  CONST_04  C4   N2   C3   C2   180.00   0.0  0
 L87  CONST_05  C1   N1   C2   C3     0.00   0.0  0
 L87  CONST_06  N1   C1   N2   C3     0.00   0.0  0
 L87  CONST_07  N3   C1   N2   C3   180.00   0.0  0
 L87  CONST_08  C5   C4   N2   C3   180.00   0.0  0
 L87  CONST_09  C5   N3   C1   N1   180.00   0.0  0
 L87  CONST_10  C4   N2   C1   N1   180.00   0.0  0
 L87  CONST_11  N2   C3   C2   N1     0.00   0.0  0
 L87  CONST_12  C10  C5   N3   C1   180.00   0.0  0
 L87  CONST_13  C4   C5   N3   C1     0.00   0.0  0
 L87  CONST_14  C5   C4   N2   C1     0.00   0.0  0
 L87  CONST_15  C5   N3   C1   N2     0.00   0.0  0
 L87  CONST_16  N3   C5   C4   N2     0.00   0.0  0
 L87  CONST_17  C10  C5   C4   N2   180.00   0.0  0
 L87  CONST_18  C4   N2   C1   N3     0.00   0.0  0
 L87  CONST_21  C14  C15  C10  C5   180.00   0.0  0
 L87  CONST_22  C12  C11  C10  C5   180.00   0.0  0
 L87  CONST_25  C13  C14  C15  C10    0.00   0.0  0
 L87  CONST_26  C13  C12  C11  C10    0.00   0.0  0
 L87  CONST_27  C14  C15  C10  C11    0.00   0.0  0
 L87  CONST_28  C14  C13  C12  C11    0.00   0.0  0
 L87  CONST_29  C15  C14  C13  C12    0.00   0.0  0
 L87  CONST_30  C15  C10  C11  C12    0.00   0.0  0
 L87  CONST_31  C2   N5   C17  N4     0.00   0.0  0
 L87  CONST_32  C16  N4   C17  N5     0.00   0.0  0
 L87  CONST_33  C6   N3   C1   N1     0.00   0.0  0
 L87  CONST_34  C6   N3   C1   N2   180.00   0.0  0
 L87  CONST_35  C10  C5   N3   C6     0.00   0.0  0
 L87  CONST_36  C4   C5   N3   C6   180.00   0.0  0
 L87  CONST_37  C26  C11  C10  C5     0.00   0.0  0
 L87  CONST_38  C15  C10  C11  C26  180.00   0.0  0
 L87  CONST_39  C13  C12  C11  C26  180.00   0.0  0
 L87  CONST_40  C2   N5   C17  O2   180.00   0.0  0
 L87  CONST_41  C16  N4   C17  O2   180.00   0.0  0
 L87  CONST_42  C18  N5   C17  N4   180.00   0.0  0
 L87  CONST_43  H14  C4   N2   C3     0.00   0.0  0
 L87  CONST_44  H21  C15  C10  C5     0.00   0.0  0
 L87  CONST_45  H20  C14  C15  C10  180.00   0.0  0
 L87  CONST_46  H18  C12  C11  C10  180.00   0.0  0
 L87  CONST_47  H19  C13  C12  C11  180.00   0.0  0
 L87  CONST_48  H1   N4   C17  N5   180.00   0.0  0
 L87  CONST_49  C18  N5   C17  O2     0.00   0.0  0
 L87  Var_01    C7   C6   N3   C1    91.54  30.0  2
 L87  Var_02    H2   C18  N5   C17    1.15  30.0  3
 L87  Var_03    H15  C26  C11  C10   78.01  30.0  2
 L87  Var_04    C8   C7   C6   N3   178.47  30.0  2
 L87  Var_05    C9   C8   C7   C6   179.76  30.0  3
 L87  Var_06    H11  C9   C8   C7   178.97  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
 L87  plan-1  C5   0.020
 L87  plan-1  C10  0.020
 L87  plan-1  C11  0.020
 L87  plan-1  C26  0.020
 L87  plan-1  C12  0.020
 L87  plan-1  C13  0.020
 L87  plan-1  C14  0.020
 L87  plan-1  C15  0.020
 L87  plan-1  H18  0.020
 L87  plan-1  H19  0.020
 L87  plan-1  H20  0.020
 L87  plan-1  H21  0.020
 L87  plan-2  O2   0.020
 L87  plan-2  C17  0.020
 L87  plan-2  N4   0.020
 L87  plan-2  N5   0.020
 L87  plan-2  C18  0.020
 L87  plan-2  C2   0.020
 L87  plan-2  C3   0.020
 L87  plan-2  C16  0.020
 L87  plan-2  O3   0.020
 L87  plan-2  N1   0.020
 L87  plan-2  C1   0.020
 L87  plan-2  N2   0.020
 L87  plan-2  N3   0.020
 L87  plan-2  C6   0.020
 L87  plan-2  C5   0.020
 L87  plan-2  C4   0.020
 L87  plan-2  C10  0.020
 L87  plan-2  H1   0.020
 L87  plan-2  H14  0.020

