# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 04:23:14 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: N-[5-(2-amino-9H-purin-9-yl)pentyl]-4'-fluoro-4,5-dihydroxy[1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ncc2ncn(CCCCCNC(=O)c3cc(cc(O)c3O)c4ccc(F)cc4)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
 77H  77H  N-[5-(2-amino-9H-purin-9-yl)pentyl]-4'-fluoro-4,5-dihydroxy[1,1'-biphenyl]-3-carboxamide  ligand  56  33  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_77H
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
 77H  N3   N  N     0  -0.457  -7.6620   0.0750   2.2628
 77H  C4   C  CR16  0  -0.063  -8.2181   1.8024   0.4756
 77H  C5   C  CR56  0   0.508  -6.5940   0.1173   0.2501
 77H  C7   C  CR15  0   0.107  -6.7782  -0.8720   2.1827
 77H  C8   C  CR6   0   0.240   4.8111  -2.5194   0.0803
 77H  C13  C  CR6   0   0.328   6.0457  -1.8493   0.1468
 77H  C17  C  CR6   0   0.076   4.9837   1.7492  -0.1814
 77H  C20  C  CR16  0  -0.296   4.1418   2.4524  -1.0447
 77H  C21  C  CR16  0  -0.293   5.8979   2.4755   0.5837
 77H  C24  C  CR6   0   0.514   5.1230   4.5136  -0.3701
 77H  C26  C  CR16  0  -0.396   4.2020   3.8342  -1.1433
 77H  C1   C  CR56  0   0.024  -7.5704   0.7217   1.0510
 77H  C2   C  CR6   0  -0.147   3.6305  -1.7793  -0.0458
 77H  N6   N  NR5   0  -0.505  -6.1015  -0.9095   0.9917
 77H  C9   C  CR16  0  -0.408   3.7016  -0.3851  -0.1350
 77H  N10  N  N     0  -0.466  -7.9007   2.2035  -0.7430
 77H  C11  C  C     0   0.635   2.3510  -2.5342  -0.0807
 77H  C12  C  CR6   0   0.110   4.9155   0.2777  -0.0830
 77H  C14  C  CR6   0   0.531  -6.9370   1.5389  -1.4126
 77H  N15  N  N     0  -0.483  -6.2514   0.4826  -0.9701
 77H  C16  C  CR16  0  -0.410   6.0877  -0.4742   0.0640
 77H  O18  O  O     0  -0.548   2.3618  -3.7747  -0.1593
 77H  N19  N  NH1   0  -0.667   1.2069  -1.8608  -0.0144
 77H  O23  O  OH1   0  -0.633   7.1943  -2.5391   0.2776
 77H  C25  C  CR16  0  -0.396   5.9752   3.8570   0.4960
 77H  F27  F  F     0  -0.315   5.1934   5.8513  -0.4646
 77H  C29  C  CH2   0  -0.237  -0.0940  -2.5043  -0.0412
 77H  C30  C  CH2   0  -0.434  -3.6615  -1.1699   0.6920
 77H  C31  C  CH2   0  -0.479  -1.1808  -1.5118   0.3375
 77H  C32  C  CH2   0  -0.428  -2.5630  -2.1487   0.2985
 77H  N33  N  NH2   0  -0.825  -6.6185   2.0186  -2.6351
 77H  H1   H  HCR6  0   0.272  -8.9982   2.3505   0.9943
 77H  H2   H  HCR5  0   0.291  -6.5634  -1.5924   2.9590
 77H  H3   H  HCR6  0   0.266   3.4386   1.9179  -1.6710
 77H  H4   H  HCR6  0   0.266   6.5537   1.9624   1.2760
 77H  H5   H  HCR6  0   0.281   3.5523   4.3704  -1.8224
 77H  H6   H  HCH2  0   0.267  -5.0923  -2.6780   1.2893
 77H  H7   H  HCH2  0   0.263  -5.2354  -2.1840  -0.3892
 77H  H8   H  HCR6  0   0.252   2.8012   0.2059  -0.2393
 77H  H9   H  HCR6  0   0.270   7.0531   0.0177   0.0844
 77H  H10  H  HNH1  0   0.420   1.2208  -0.8583   0.0701
 77H  H11  H  HOH1  0   0.483   3.9113  -4.1603   0.0264
 77H  H12  H  HOH1  0   0.476   7.0183  -3.4883   0.2763
 77H  H13  H  HCR6  0   0.281   6.6838   4.4120   1.0964
 77H  H14  H  HCH2  0   0.240  -0.2897  -2.9114  -1.0373
 77H  H15  H  HCH2  0   0.243  -0.0944  -3.3441   0.6568
 77H  H16  H  HCH2  0   0.237  -3.6369  -0.3013   0.0282
 77H  H17  H  HCH2  0   0.235  -3.4867  -0.8026   1.7070
 77H  H18  H  HCH2  0   0.238  -0.9819  -1.1222   1.3405
 77H  H19  H  HCH2  0   0.236  -1.1532  -0.6583  -0.3475
 77H  H20  H  HCH2  0   0.227  -2.5853  -3.0134   0.9695
 77H  H21  H  HCH2  0   0.228  -2.7606  -2.5321  -0.7076
 77H  H22  H  HNH2  0   0.393  -7.2524   2.6615  -3.0766
 77H  H23  H  HNH2  0   0.393  -6.0595   1.4473  -3.2447
 77H  C28  C  CH2   0  -0.302  -5.0359  -1.8191   0.6196
 77H  O22  O  OH1   0  -0.645   4.8507  -3.8526   0.1449

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
 77H  N33  C14  single    1.351  0.020  1.351
 77H  N10  C14  aromatic  1.349  0.020  1.349
 77H  N10  C4   aromatic  1.322  0.020  1.322
 77H  C14  N15  aromatic  1.335  0.020  1.335
 77H  C4   C1   aromatic  1.385  0.020  1.385
 77H  N15  C5   aromatic  1.319  0.020  1.319
 77H  C1   C5   aromatic  1.400  0.020  1.400
 77H  C1   N3   aromatic  1.377  0.020  1.377
 77H  C5   N6   aromatic  1.359  0.020  1.359
 77H  N3   C7   aromatic  1.298  0.020  1.298
 77H  N6   C7   aromatic  1.370  0.020  1.370
 77H  N6   C28  single    1.450  0.020  1.450
 77H  O22  C8   single    1.335  0.020  1.335
 77H  C29  N19  single    1.452  0.020  1.452
 77H  C29  C31  single    1.520  0.020  1.520
 77H  C28  C30  single    1.522  0.020  1.522
 77H  N19  C11  single    1.329  0.020  1.329
 77H  O23  C13  single    1.346  0.020  1.346
 77H  C30  C32  single    1.523  0.020  1.523
 77H  C8   C13  aromatic  1.406  0.020  1.406
 77H  C8   C2   aromatic  1.399  0.020  1.399
 77H  C11  C2   single    1.486  0.020  1.486
 77H  C11  O18  double    1.243  0.020  1.243
 77H  C13  C16  aromatic  1.378  0.020  1.378
 77H  C2   C9   aromatic  1.399  0.020  1.399
 77H  C32  C31  single    1.522  0.020  1.522
 77H  C16  C12  aromatic  1.400  0.020  1.400
 77H  C9   C12  aromatic  1.384  0.020  1.384
 77H  C12  C17  single    1.476  0.020  1.476
 77H  C20  C17  aromatic  1.396  0.020  1.396
 77H  C20  C26  aromatic  1.387  0.020  1.387
 77H  C17  C21  aromatic  1.396  0.020  1.396
 77H  C26  C24  aromatic  1.381  0.020  1.381
 77H  C21  C25  aromatic  1.386  0.020  1.386
 77H  C24  C25  aromatic  1.381  0.020  1.381
 77H  C24  F27  single    1.343  0.020  1.343
 77H  C4   H1   single    0.930  0.020  1.080
 77H  C7   H2   single    0.930  0.020  1.080
 77H  C20  H3   single    0.930  0.020  1.080
 77H  C21  H4   single    0.930  0.020  1.080
 77H  C26  H5   single    0.930  0.020  1.080
 77H  C28  H6   single    0.970  0.020  1.090
 77H  C28  H7   single    0.970  0.020  1.090
 77H  C9   H8   single    0.930  0.020  1.080
 77H  C16  H9   single    0.930  0.020  1.080
 77H  N19  H10  single    0.860  0.020  1.020
 77H  O22  H11  single    0.850  0.020  0.980
 77H  O23  H12  single    0.850  0.020  0.980
 77H  C25  H13  single    0.930  0.020  1.080
 77H  C29  H14  single    0.970  0.020  1.090
 77H  C29  H15  single    0.970  0.020  1.090
 77H  C30  H16  single    0.970  0.020  1.090
 77H  C30  H17  single    0.970  0.020  1.090
 77H  C31  H18  single    0.970  0.020  1.090
 77H  C31  H19  single    0.970  0.020  1.090
 77H  C32  H20  single    0.970  0.020  1.090
 77H  C32  H21  single    0.970  0.020  1.090
 77H  N33  H22  single    0.890  0.020  1.040
 77H  N33  H23  single    0.890  0.020  1.040

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
 77H  C1   N3   C7   104.07  3.000
 77H  H1   C4   N10  117.39  3.000
 77H  H1   C4   C1   122.11  3.000
 77H  N10  C4   C1   120.50  3.000
 77H  N15  C5   N6   128.31  3.000
 77H  N6   C5   C1   105.47  3.000
 77H  N15  C5   C1   126.22  3.000
 77H  H2   C7   N6   120.53  3.000
 77H  H2   C7   N3   125.27  3.000
 77H  N6   C7   N3   114.20  3.000
 77H  O22  C8   C2   123.88  3.000
 77H  C2   C8   C13  119.54  3.000
 77H  O22  C8   C13  116.58  3.000
 77H  O23  C13  C16  119.41  3.000
 77H  C16  C13  C8   119.96  3.000
 77H  O23  C13  C8   120.63  3.000
 77H  C12  C17  C21  120.82  3.000
 77H  C21  C17  C20  118.15  3.000
 77H  C12  C17  C20  121.03  3.000
 77H  H3   C20  C26  118.62  3.000
 77H  H3   C20  C17  120.05  3.000
 77H  C26  C20  C17  121.32  3.000
 77H  H4   C21  C25  118.61  3.000
 77H  H4   C21  C17  120.03  3.000
 77H  C25  C21  C17  121.35  3.000
 77H  F27  C24  C25  119.04  3.000
 77H  F27  C24  C26  119.05  3.000
 77H  C25  C24  C26  121.92  3.000
 77H  H5   C26  C24  120.53  3.000
 77H  H5   C26  C20  120.82  3.000
 77H  C24  C26  C20  118.64  3.000
 77H  C5   C1   C4   115.17  3.000
 77H  C5   C1   N3   110.32  3.000
 77H  C4   C1   N3   134.52  3.000
 77H  C11  C2   C9   123.27  3.000
 77H  C9   C2   C8   119.34  3.000
 77H  C11  C2   C8   117.39  3.000
 77H  C28  N6   C7   127.10  3.000
 77H  C28  N6   C5   126.90  3.000
 77H  C7   N6   C5   105.94  3.000
 77H  H8   C9   C12  118.16  3.000
 77H  H8   C9   C2   120.54  3.000
 77H  C12  C9   C2   121.30  3.000
 77H  C14  N10  C4   118.67  3.000
 77H  N19  C11  O18  121.07  3.000
 77H  O18  C11  C2   120.07  3.000
 77H  N19  C11  C2   118.85  3.000
 77H  C16  C12  C9   118.75  3.000
 77H  C9   C12  C17  121.02  3.000
 77H  C16  C12  C17  120.23  3.000
 77H  N33  C14  N15  117.37  3.000
 77H  N15  C14  N10  126.33  3.000
 77H  N33  C14  N10  116.27  3.000
 77H  C14  N15  C5   113.11  3.000
 77H  H9   C16  C12  120.26  3.000
 77H  H9   C16  C13  118.61  3.000
 77H  C12  C16  C13  121.10  3.000
 77H  H10  N19  C29  117.10  3.000
 77H  H10  N19  C11  119.81  3.000
 77H  C29  N19  C11  123.09  3.000
 77H  H12  O23  C13  110.37  3.000
 77H  H13  C25  C24  120.55  3.000
 77H  H13  C25  C21  120.83  3.000
 77H  C24  C25  C21  118.62  3.000
 77H  H15  C29  H14  107.20  3.000
 77H  H15  C29  C31  110.05  3.000
 77H  H14  C29  C31  110.01  3.000
 77H  H15  C29  N19  109.23  3.000
 77H  H14  C29  N19  110.01  3.000
 77H  C31  C29  N19  110.29  3.000
 77H  H17  C30  H16  107.04  3.000
 77H  H17  C30  C32  109.90  3.000
 77H  H16  C30  C32  109.72  3.000
 77H  H17  C30  C28  109.38  3.000
 77H  H16  C30  C28  109.29  3.000
 77H  C32  C30  C28  111.40  3.000
 77H  H19  C31  H18  106.94  3.000
 77H  H19  C31  C32  109.45  3.000
 77H  H18  C31  C32  109.72  3.000
 77H  H19  C31  C29  109.59  3.000
 77H  H18  C31  C29  109.33  3.000
 77H  C32  C31  C29  111.70  3.000
 77H  H21  C32  H20  106.44  3.000
 77H  H21  C32  C31  109.51  3.000
 77H  H20  C32  C31  109.46  3.000
 77H  H21  C32  C30  109.42  3.000
 77H  H20  C32  C30  109.55  3.000
 77H  C31  C32  C30  112.30  3.000
 77H  H23  N33  H22  116.61  3.000
 77H  H23  N33  C14  118.55  3.000
 77H  H22  N33  C14  118.42  3.000
 77H  H7   C28  H6   107.15  3.000
 77H  H7   C28  C30  110.60  3.000
 77H  H6   C28  C30  110.70  3.000
 77H  H7   C28  N6   108.22  3.000
 77H  H6   C28  N6   107.37  3.000
 77H  C30  C28  N6   112.58  3.000
 77H  H11  O22  C8   105.95  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
 77H  CONST_01  N10  C4   C1   N3   180.00   0.0  0
 77H  CONST_02  N15  C5   C1   N3   180.00   0.0  0
 77H  CONST_03  N6   C5   C1   N3     0.00   0.0  0
 77H  CONST_04  C5   N6   C7   N3     0.00   0.0  0
 77H  CONST_05  N15  C14  N10  C4     0.00   0.0  0
 77H  CONST_06  N15  C5   C1   C4     0.00   0.0  0
 77H  CONST_07  N6   C5   C1   C4   180.00   0.0  0
 77H  CONST_08  C7   N3   C1   C4   180.00   0.0  0
 77H  CONST_09  N10  C14  N15  C5     0.00   0.0  0
 77H  CONST_10  N10  C4   C1   C5     0.00   0.0  0
 77H  CONST_11  C7   N3   C1   C5     0.00   0.0  0
 77H  CONST_12  N15  C5   N6   C7   180.00   0.0  0
 77H  CONST_13  C1   C5   N6   C7     0.00   0.0  0
 77H  CONST_14  C12  C16  C13  C8     0.00   0.0  0
 77H  CONST_15  C12  C9   C2   C8     0.00   0.0  0
 77H  CONST_16  C9   C2   C8   C13    0.00   0.0  0
 77H  CONST_17  C9   C12  C16  C13    0.00   0.0  0
 77H  CONST_18  C17  C12  C16  C13  180.00   0.0  0
 77H  CONST_19  C2   C9   C12  C17  180.00   0.0  0
 77H  CONST_20  C24  C26  C20  C17    0.00   0.0  0
 77H  CONST_21  C24  C25  C21  C17    0.00   0.0  0
 77H  CONST_24  C25  C21  C17  C20    0.00   0.0  0
 77H  CONST_25  C25  C24  C26  C20    0.00   0.0  0
 77H  CONST_28  C26  C20  C17  C21    0.00   0.0  0
 77H  CONST_29  C26  C24  C25  C21    0.00   0.0  0
 77H  CONST_30  C12  C17  C20  C26  180.00   0.0  0
 77H  CONST_31  C14  N10  C4   C1     0.00   0.0  0
 77H  CONST_32  C14  N15  C5   C1     0.00   0.0  0
 77H  CONST_33  N6   C7   N3   C1     0.00   0.0  0
 77H  CONST_34  C16  C13  C8   C2     0.00   0.0  0
 77H  CONST_35  C16  C12  C9   C2     0.00   0.0  0
 77H  CONST_36  C14  N15  C5   N6   180.00   0.0  0
 77H  CONST_37  C25  C21  C17  C12  180.00   0.0  0
 77H  CONST_38  C28  N6   C7   N3   180.00   0.0  0
 77H  CONST_39  N33  C14  N10  C4   180.00   0.0  0
 77H  CONST_40  N33  C14  N15  C5   180.00   0.0  0
 77H  CONST_41  C11  C2   C8   C13  180.00   0.0  0
 77H  CONST_42  F27  C24  C26  C20  180.00   0.0  0
 77H  CONST_43  F27  C24  C25  C21  180.00   0.0  0
 77H  CONST_44  N15  C5   N6   C28    0.00   0.0  0
 77H  CONST_45  C1   C5   N6   C28  180.00   0.0  0
 77H  CONST_46  O23  C13  C8   C2   180.00   0.0  0
 77H  CONST_47  O22  C8   C2   C9   180.00   0.0  0
 77H  CONST_48  C12  C9   C2   C11  180.00   0.0  0
 77H  CONST_49  O23  C13  C16  C12  180.00   0.0  0
 77H  CONST_50  O22  C8   C13  C16  180.00   0.0  0
 77H  CONST_51  H1   C4   C1   N3     0.00   0.0  0
 77H  CONST_52  H2   C7   N6   C5   180.00   0.0  0
 77H  CONST_53  H9   C16  C13  C8   180.00   0.0  0
 77H  CONST_54  H8   C9   C2   C8   180.00   0.0  0
 77H  CONST_55  H5   C26  C20  C17  180.00   0.0  0
 77H  CONST_56  H13  C25  C21  C17  180.00   0.0  0
 77H  CONST_57  H4   C21  C17  C20  180.00   0.0  0
 77H  CONST_58  H3   C20  C17  C21  180.00   0.0  0
 77H  CONST_60  H23  N33  C14  N10  180.00   0.0  0
 77H  CONST_61  C29  N19  C11  C2   180.00   0.0  0
 77H  CONST_62  H10  N19  C11  C2     0.00   0.0  0
 77H  CONST_63  C29  N19  C11  O18    0.00   0.0  0
 77H  Var_01    C30  C28  N6   C5    74.31  30.0  2
 77H  Var_02    N19  C11  C2   C8   170.86  30.0  2
 77H  Var_03    C32  C30  C28  N6   179.90  30.0  3
 77H  Var_04    C31  C32  C30  C28  178.88  30.0  3
 77H  Var_05    C31  C29  N19  C11  168.29  30.0  2
 77H  Var_06    C32  C31  C29  N19  179.11  30.0  3
 77H  Var_07    C30  C32  C31  C29  179.32  30.0  2

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
 77H  plan-1  C8   0.020
 77H  plan-1  C13  0.020
 77H  plan-1  C17  0.020
 77H  plan-1  C2   0.020
 77H  plan-1  C9   0.020
 77H  plan-1  C11  0.020
 77H  plan-1  C12  0.020
 77H  plan-1  C16  0.020
 77H  plan-1  O23  0.020
 77H  plan-1  H8   0.020
 77H  plan-1  H9   0.020
 77H  plan-1  O22  0.020
 77H  plan-2  C17  0.020
 77H  plan-2  C20  0.020
 77H  plan-2  C21  0.020
 77H  plan-2  C24  0.020
 77H  plan-2  C26  0.020
 77H  plan-2  C12  0.020
 77H  plan-2  C25  0.020
 77H  plan-2  F27  0.020
 77H  plan-2  H3   0.020
 77H  plan-2  H4   0.020
 77H  plan-2  H5   0.020
 77H  plan-2  H13  0.020
 77H  plan-3  N3   0.020
 77H  plan-3  C4   0.020
 77H  plan-3  C5   0.020
 77H  plan-3  C7   0.020
 77H  plan-3  C1   0.020
 77H  plan-3  N6   0.020
 77H  plan-3  N10  0.020
 77H  plan-3  C14  0.020
 77H  plan-3  N15  0.020
 77H  plan-3  N33  0.020
 77H  plan-3  H1   0.020
 77H  plan-3  H2   0.020
 77H  plan-3  C28  0.020
 77H  plan-4  C2   0.020
 77H  plan-4  C11  0.020
 77H  plan-4  O18  0.020
 77H  plan-4  N19  0.020
 77H  plan-4  C29  0.020
 77H  plan-4  H10  0.020
 77H  plan-5  C14  0.020
 77H  plan-5  N33  0.020
 77H  plan-5  H22  0.020
 77H  plan-5  H23  0.020

