# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:32:34 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: 8-butyl-1-methyl-7-(5-methyl-1H-indazol-4-yl)-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)c4c(C)ccc5[nH]ncc45
#
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
 L90  L90  8-butyl-1-methyl-7-(5-methyl-1H-indazol-4-yl)-1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione  ligand  50  29  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L90
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
 L90  O3   O  O     0  -0.474  -3.2981  -2.8095  -1.2883
 L90  C16  C  CR6   0   0.523  -3.5417  -1.7552  -0.7230
 L90  N4   N  NR16  0  -0.744  -4.8493  -1.3582  -0.4468
 L90  C3   C  CR56  0   0.101  -2.6281  -0.7855  -0.2616
 L90  N2   N  N     0  -0.559  -1.2486  -0.7162  -0.2853
 L90  C4   C  CR15  0  -0.159  -0.0987  -1.3478  -0.6999
 L90  C5   C  CR5   0   0.209   0.9301  -0.5488  -0.3137
 L90  N3   N  NR5   0  -0.560   0.4051   0.5601   0.3457
 L90  C6   C  CH2   0  -0.322   1.1191   1.7470   0.7816
 L90  C7   C  CH2   0  -0.425   1.1908   2.8142  -0.3005
 L90  C8   C  CH2   0  -0.428   1.9187   4.0604   0.1883
 L90  C9   C  CH3   0  -0.662   1.9858   5.1470  -0.8750
 L90  C1   C  CR55  0   0.771  -0.9318   0.4394   0.3321
 L90  N1   N  N     0  -0.529  -1.9730   1.1502   0.7564
 L90  C2   C  CR56  0   0.448  -3.0087   0.3816   0.3856
 L90  N5   N  NR6   0  -0.590  -4.3285   0.6695   0.5993
 L90  C18  C  CH3   0  -0.534  -4.7439   1.8926   1.2660
 L90  C17  C  CR6   0   0.704  -5.2950  -0.2088   0.1714
 L90  O2   O  O     0  -0.490  -6.4806   0.0094   0.3314
 L90  C10  C  CR6   0  -0.019   2.3723  -0.7593  -0.4718
 L90  C15  C  CR56  0  -0.080   3.1575  -1.0396   0.6627
 L90  C29  C  CR15  0  -0.162   2.9084  -1.1856   2.0531
 L90  N28  N  N     0  -0.220   4.0179  -1.4572   2.6959
 L90  N27  N  NR15  0  -0.544   4.9912  -1.4995   1.7880
 L90  C14  C  CR56  0   0.411   4.5371  -1.2566   0.5364
 L90  C13  C  CR16  0  -0.279   5.1758  -1.2089  -0.7062
 L90  C12  C  CR16  0  -0.308   4.3864  -0.9356  -1.7972
 L90  C11  C  CR6   0   0.043   2.9918  -0.7040  -1.7099
 L90  C26  C  CH3   0  -0.739   2.2244  -0.4095  -2.9679
 L90  H1   H  HNR6  0   0.424  -5.5786  -2.0000  -0.7316
 L90  H2   H  HCR5  0   0.311  -0.0875  -2.2955  -1.2078
 L90  H3   H  HCH2  0   0.272   0.6116   2.1270   1.6690
 L90  H4   H  HCH2  0   0.272   2.1182   1.4439   1.0921
 L90  H5   H  HCH2  0   0.232   1.7022   2.4087  -1.1792
 L90  H6   H  HCH2  0   0.233   0.1778   3.0790  -0.6170
 L90  H7   H  HCH2  0   0.223   1.4157   4.4465   1.0796
 L90  H8   H  HCH2  0   0.222   2.9314   3.7905   0.5013
 L90  H9   H  HCH3  0   0.220   0.9873   5.4606  -1.1836
 L90  H10  H  HCH3  0   0.231   2.5107   6.0295  -0.5085
 L90  H11  H  HCH3  0   0.220   2.5123   4.7970  -1.7648
 L90  H12  H  HCH3  0   0.259  -5.3154   2.5261   0.5906
 L90  H13  H  HCH3  0   0.260  -5.3493   1.6642   2.1402
 L90  H14  H  HCH3  0   0.270  -3.8566   2.4293   1.5848
 L90  H15  H  HCR5  0   0.266   1.9722  -1.1024   2.5843
 L90  H17  H  HCR6  0   0.276   6.2396  -1.3749  -0.8106
 L90  H18  H  HCR6  0   0.259   4.8503  -0.8860  -2.7746
 L90  H19  H  HCH3  0   0.254   1.7304  -1.3030  -3.3535
 L90  H20  H  HCH3  0   0.246   1.4496   0.3397  -2.8071
 L90  H21  H  HCH3  0   0.251   2.8882  -0.0429  -3.7498
 L90  H16  H  HNR5  0   0.419   5.9352  -1.6994   2.0760

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
 L90  O3   C16  double    1.221  0.020  1.221
 L90  N4   C16  single    1.394  0.020  1.394
 L90  N4   C17  single    1.379  0.020  1.379
 L90  C16  C3   single    1.410  0.020  1.410
 L90  O2   C17  double    1.216  0.020  1.216
 L90  C17  N5   single    1.374  0.020  1.374
 L90  C3   N2   aromatic  1.381  0.020  1.381
 L90  C3   C2   aromatic  1.388  0.020  1.388
 L90  C4   N2   aromatic  1.376  0.020  1.376
 L90  C4   C5   aromatic  1.359  0.020  1.359
 L90  C26  C11  single    1.503  0.020  1.503
 L90  N2   C1   aromatic  1.348  0.020  1.348
 L90  N5   C2   single    1.368  0.020  1.368
 L90  N5   C18  single    1.454  0.020  1.454
 L90  C2   N1   aromatic  1.342  0.020  1.342
 L90  C11  C12  aromatic  1.416  0.020  1.416
 L90  C11  C10  aromatic  1.385  0.020  1.385
 L90  C5   C10  single    1.466  0.020  1.466
 L90  C5   N3   aromatic  1.393  0.020  1.393
 L90  C12  C13  aromatic  1.374  0.020  1.374
 L90  C10  C15  aromatic  1.408  0.020  1.408
 L90  C1   N1   aromatic  1.330  0.020  1.330
 L90  C1   N3   aromatic  1.342  0.020  1.342
 L90  C13  C14  aromatic  1.398  0.020  1.398
 L90  C15  C14  aromatic  1.402  0.020  1.402
 L90  C15  C29  aromatic  1.420  0.020  1.420
 L90  N3   C6   single    1.452  0.020  1.452
 L90  C14  N27  aromatic  1.353  0.020  1.353
 L90  C29  N28  aromatic  1.311  0.020  1.311
 L90  N27  N28  aromatic  1.332  0.020  1.332
 L90  C6   C7   single    1.522  0.020  1.522
 L90  C8   C9   single    1.522  0.020  1.522
 L90  C8   C7   single    1.524  0.020  1.524
 L90  N4   H1   single    0.860  0.020  1.020
 L90  C4   H2   single    0.930  0.020  1.080
 L90  C6   H3   single    0.970  0.020  1.090
 L90  C6   H4   single    0.970  0.020  1.090
 L90  C7   H5   single    0.970  0.020  1.090
 L90  C7   H6   single    0.970  0.020  1.090
 L90  C8   H7   single    0.970  0.020  1.090
 L90  C8   H8   single    0.970  0.020  1.090
 L90  C9   H9   single    0.970  0.020  1.090
 L90  C9   H10  single    0.970  0.020  1.090
 L90  C9   H11  single    0.970  0.020  1.090
 L90  C18  H12  single    0.970  0.020  1.090
 L90  C18  H13  single    0.970  0.020  1.090
 L90  C18  H14  single    0.970  0.020  1.090
 L90  C29  H15  single    0.930  0.020  1.080
 L90  C13  H17  single    0.930  0.020  1.080
 L90  C12  H18  single    0.930  0.020  1.080
 L90  C26  H19  single    0.970  0.020  1.090
 L90  C26  H20  single    0.970  0.020  1.090
 L90  C26  H21  single    0.970  0.020  1.090
 L90  N27  H16  single    0.860  0.020  1.020

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
 L90  C3   C16  N4   110.31  3.000
 L90  C3   C16  O3   128.04  3.000
 L90  N4   C16  O3   121.66  3.000
 L90  H1   N4   C17  114.94  3.000
 L90  H1   N4   C16  116.07  3.000
 L90  C17  N4   C16  129.00  3.000
 L90  C2   C3   N2   103.86  3.000
 L90  C2   C3   C16  123.60  3.000
 L90  N2   C3   C16  132.53  3.000
 L90  C1   N2   C4   109.58  3.000
 L90  C1   N2   C3   105.66  3.000
 L90  C4   N2   C3   144.76  3.000
 L90  H2   C4   C5   130.14  3.000
 L90  H2   C4   N2   123.75  3.000
 L90  C5   C4   N2   106.10  3.000
 L90  C10  C5   N3   122.42  3.000
 L90  N3   C5   C4   108.50  3.000
 L90  C10  C5   C4   129.04  3.000
 L90  C1   N3   C6   124.49  3.000
 L90  C6   N3   C5   127.41  3.000
 L90  C1   N3   C5   107.39  3.000
 L90  H4   C6   H3   106.97  3.000
 L90  H4   C6   C7   110.78  3.000
 L90  H3   C6   C7   110.87  3.000
 L90  H4   C6   N3   108.01  3.000
 L90  H3   C6   N3   107.47  3.000
 L90  C7   C6   N3   112.52  3.000
 L90  H6   C7   H5   106.86  3.000
 L90  H6   C7   C8   109.71  3.000
 L90  H5   C7   C8   109.71  3.000
 L90  H6   C7   C6   109.39  3.000
 L90  H5   C7   C6   109.46  3.000
 L90  C8   C7   C6   111.59  3.000
 L90  H8   C8   H7   106.24  3.000
 L90  H8   C8   C9   109.59  3.000
 L90  H7   C8   C9   109.73  3.000
 L90  H8   C8   C7   109.41  3.000
 L90  H7   C8   C7   109.29  3.000
 L90  C9   C8   C7   112.39  3.000
 L90  H11  C9   H10  107.54  3.000
 L90  H11  C9   H9   107.64  3.000
 L90  H10  C9   H9   107.64  3.000
 L90  H11  C9   C8   111.21  3.000
 L90  H10  C9   C8   111.37  3.000
 L90  H9   C9   C8   111.25  3.000
 L90  N1   C1   N3   136.74  3.000
 L90  N3   C1   N2   108.41  3.000
 L90  N1   C1   N2   114.85  3.000
 L90  C2   N1   C1   102.11  3.000
 L90  N5   C2   N1   125.52  3.000
 L90  N1   C2   C3   113.51  3.000
 L90  N5   C2   C3   120.96  3.000
 L90  C17  N5   C18  118.66  3.000
 L90  C18  N5   C2   121.64  3.000
 L90  C17  N5   C2   119.70  3.000
 L90  H14  C18  H13  108.85  3.000
 L90  H14  C18  H12  108.90  3.000
 L90  H13  C18  H12  109.20  3.000
 L90  H14  C18  N5   108.50  3.000
 L90  H13  C18  N5   110.55  3.000
 L90  H12  C18  N5   110.81  3.000
 L90  O2   C17  N5   122.00  3.000
 L90  N5   C17  N4   116.42  3.000
 L90  O2   C17  N4   121.58  3.000
 L90  C11  C10  C15  118.60  3.000
 L90  C15  C10  C5   119.36  3.000
 L90  C11  C10  C5   122.04  3.000
 L90  C14  C15  C29  104.17  3.000
 L90  C29  C15  C10  135.37  3.000
 L90  C14  C15  C10  120.46  3.000
 L90  H15  C29  N28  120.58  3.000
 L90  H15  C29  C15  128.75  3.000
 L90  N28  C29  C15  110.67  3.000
 L90  N27  N28  C29  106.91  3.000
 L90  H16  N27  C14  127.92  3.000
 L90  H16  N27  N28  119.77  3.000
 L90  C14  N27  N28  112.31  3.000
 L90  C13  C14  N27  132.45  3.000
 L90  N27  C14  C15  105.94  3.000
 L90  C13  C14  C15  121.62  3.000
 L90  H17  C13  C12  121.26  3.000
 L90  H17  C13  C14  121.99  3.000
 L90  C12  C13  C14  116.75  3.000
 L90  H18  C12  C11  118.02  3.000
 L90  H18  C12  C13  118.66  3.000
 L90  C11  C12  C13  123.31  3.000
 L90  C26  C11  C12  118.90  3.000
 L90  C12  C11  C10  119.26  3.000
 L90  C26  C11  C10  121.84  3.000
 L90  H21  C26  H20  107.93  3.000
 L90  H21  C26  H19  107.33  3.000
 L90  H20  C26  H19  107.05  3.000
 L90  H21  C26  C11  110.83  3.000
 L90  H20  C26  C11  111.98  3.000
 L90  H19  C26  C11  111.50  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
 L90  CONST_01  C5   C4   N2   C3    180.00   0.0  0
 L90  CONST_02  N1   C1   N2   C3      0.00   0.0  0
 L90  CONST_03  N3   C1   N2   C3    180.00   0.0  0
 L90  CONST_04  C1   N1   C2   C3      0.00   0.0  0
 L90  CONST_05  N1   C2   C3   N2      0.00   0.0  0
 L90  CONST_06  C10  C5   C4   N2    180.00   0.0  0
 L90  CONST_07  N3   C5   C4   N2      0.00   0.0  0
 L90  CONST_08  C2   N1   C1   N2      0.00   0.0  0
 L90  CONST_09  C5   N3   C1   N2      0.00   0.0  0
 L90  CONST_10  C2   C3   N2   C4    180.00   0.0  0
 L90  CONST_11  N1   C1   N2   C4    180.00   0.0  0
 L90  CONST_12  N3   C1   N2   C4      0.00   0.0  0
 L90  CONST_15  C1   N3   C5   C4      0.00   0.0  0
 L90  CONST_16  C1   N2   C4   C5      0.00   0.0  0
 L90  CONST_17  C12  C11  C10  C5    180.00   0.0  0
 L90  CONST_18  C14  C15  C10  C5    180.00   0.0  0
 L90  CONST_19  C29  C15  C10  C5      0.00   0.0  0
 L90  CONST_20  N1   C1   N3   C5    180.00   0.0  0
 L90  CONST_23  C2   N1   C1   N3    180.00   0.0  0
 L90  CONST_24  C2   C3   N2   C1      0.00   0.0  0
 L90  CONST_25  C10  C5   N3   C1    180.00   0.0  0
 L90  CONST_26  C13  C12  C11  C10     0.00   0.0  0
 L90  CONST_27  C13  C14  C15  C10     0.00   0.0  0
 L90  CONST_28  N27  C14  C15  C10   180.00   0.0  0
 L90  CONST_29  N28  C29  C15  C10   180.00   0.0  0
 L90  CONST_30  C12  C11  C10  C15     0.00   0.0  0
 L90  CONST_31  C12  C13  C14  C15     0.00   0.0  0
 L90  CONST_32  N28  N27  C14  C15     0.00   0.0  0
 L90  CONST_33  N27  N28  C29  C15     0.00   0.0  0
 L90  CONST_34  C11  C10  C15  C29   180.00   0.0  0
 L90  CONST_35  C13  C14  C15  C29   180.00   0.0  0
 L90  CONST_36  N27  C14  C15  C29     0.00   0.0  0
 L90  CONST_37  C14  N27  N28  C29     0.00   0.0  0
 L90  CONST_38  C14  C15  C29  N28     0.00   0.0  0
 L90  CONST_39  C13  C14  N27  N28   180.00   0.0  0
 L90  CONST_40  C12  C13  C14  N27   180.00   0.0  0
 L90  CONST_41  C11  C12  C13  C14     0.00   0.0  0
 L90  CONST_42  C11  C10  C15  C14     0.00   0.0  0
 L90  CONST_43  N5   C17  N4   C16     0.00   0.0  0
 L90  CONST_44  C2   N5   C17  N4      0.00   0.0  0
 L90  CONST_45  C17  N4   C16  C3      0.00   0.0  0
 L90  CONST_46  C6   N3   C1   N2    180.00   0.0  0
 L90  CONST_47  C6   N3   C5   C4    180.00   0.0  0
 L90  CONST_48  C26  C11  C10  C5      0.00   0.0  0
 L90  CONST_49  C10  C5   N3   C6      0.00   0.0  0
 L90  CONST_50  N1   C1   N3   C6      0.00   0.0  0
 L90  CONST_51  C26  C11  C10  C15   180.00   0.0  0
 L90  CONST_52  C26  C11  C12  C13   180.00   0.0  0
 L90  CONST_53  C17  N4   C16  O3    180.00   0.0  0
 L90  CONST_54  O2   C17  N4   C16   180.00   0.0  0
 L90  CONST_55  C18  N5   C17  N4    180.00   0.0  0
 L90  CONST_56  O2   C17  N5   C2    180.00   0.0  0
 L90  CONST_57  H2   C4   N2   C3      0.00   0.0  0
 L90  CONST_58  H18  C12  C11  C10   180.00   0.0  0
 L90  CONST_59  H15  C29  C15  C10     0.00   0.0  0
 L90  CONST_60  H17  C13  C14  C15   180.00   0.0  0
 L90  CONST_61  H16  N27  C14  C15   180.00   0.0  0
 L90  CONST_62  H1   N4   C16  C3    180.00   0.0  0
 L90  CONST_63  O2   C17  N5   C18     0.00   0.0  0
 L90  Var_01    C7   C6   N3   C5     87.75  30.0  2
 L90  Var_02    H12  C18  N5   C2    115.77  30.0  3
 L90  Var_03    H19  C26  C11  C10   -81.80  30.0  2
 L90  Var_04    C8   C7   C6   N3    178.83  30.0  3
 L90  Var_05    C9   C8   C7   C6   -179.29  30.0  1
 L90  Var_06    H9   C9   C8   C7     59.99  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
 L90  plan-1  C5   0.020
 L90  plan-1  C10  0.020
 L90  plan-1  C15  0.020
 L90  plan-1  C29  0.020
 L90  plan-1  N28  0.020
 L90  plan-1  N27  0.020
 L90  plan-1  C14  0.020
 L90  plan-1  C13  0.020
 L90  plan-1  C12  0.020
 L90  plan-1  C11  0.020
 L90  plan-1  C26  0.020
 L90  plan-1  H15  0.020
 L90  plan-1  H17  0.020
 L90  plan-1  H18  0.020
 L90  plan-1  H16  0.020
 L90  plan-2  O3   0.020
 L90  plan-2  C16  0.020
 L90  plan-2  N4   0.020
 L90  plan-2  C3   0.020
 L90  plan-2  N2   0.020
 L90  plan-2  C4   0.020
 L90  plan-2  C5   0.020
 L90  plan-2  N3   0.020
 L90  plan-2  C6   0.020
 L90  plan-2  C1   0.020
 L90  plan-2  N1   0.020
 L90  plan-2  C2   0.020
 L90  plan-2  N5   0.020
 L90  plan-2  C18  0.020
 L90  plan-2  C17  0.020
 L90  plan-2  O2   0.020
 L90  plan-2  C10  0.020
 L90  plan-2  H1   0.020
 L90  plan-2  H2   0.020

