# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 04:59:50 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: N-{2-[2-(6-amino-9H-purin-9-yl)ethoxy]ethyl}-4'-fluoro-4,5-dihydroxy[1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ncnc2n(CCOCCNC(=O)c3cc(cc(O)c3O)c4ccc(F)cc4)cnc12
#
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
 77N  77N  N-{2-[2-(6-amino-9H-purin-9-yl)ethoxy]ethyl}-4'-fluoro-4,5-dihydroxy[1,1'-biphenyl]-3-carboxamide  ligand  54  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_77N
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
 77N  N3   N  N     0  -0.453   6.0473  -0.4765   0.4944
 77N  C4   C  CR56  0   0.477   3.8709   0.1635   0.4226
 77N  C6   C  CR15  0   0.109   5.2643  -1.4763   0.7807
 77N  C7   C  CR6   0   0.240  -4.7864  -1.3269   0.0297
 77N  C8   C  CR16  0  -0.393  -2.5995  -0.3412  -0.2435
 77N  C10  C  CR6   0   0.452   5.3860   1.9183  -0.0731
 77N  C13  C  CR6   0   0.327  -5.2963  -0.0555   0.3463
 77N  C15  C  CR16  0  -0.408  -4.4621   1.0433   0.3425
 77N  C17  C  CR6   0   0.076  -2.2287   2.1062  -0.0313
 77N  C20  C  CR16  0  -0.290  -1.2511   2.2149  -1.0212
 77N  C21  C  CR16  0  -0.293  -2.3546   3.1488   0.8878
 77N  C28  C  CR16  0  -0.397  -1.5327   4.2642   0.8289
 77N  C1   C  CR56  0  -0.002   5.1882   0.5669   0.2654
 77N  C2   C  CR6   0  -0.143  -3.4220  -1.4715  -0.2323
 77N  N5   N  NR5   0  -0.500   3.9376  -1.1555   0.7594
 77N  C9   C  C     0   0.615  -2.9121  -2.8358  -0.5222
 77N  N11  N  N     0  -0.439   2.7846   0.9204   0.2834
 77N  C12  C  CR6   0   0.108  -3.1027   0.9182   0.0316
 77N  N14  N  N     0  -0.473   4.3055   2.6934  -0.2157
 77N  C16  C  CR16  0   0.041   3.0976   2.1630  -0.0333
 77N  O18  O  O     0  -0.533  -3.6908  -3.7449  -0.8392
 77N  N19  N  NH1   0  -0.648  -1.5968  -3.0270  -0.4251
 77N  N22  N  NH2   0  -0.817   6.5983   2.4436  -0.2669
 77N  O24  O  OH1   0  -0.633  -6.6032   0.1071   0.6261
 77N  C25  C  CR6   0   0.512  -0.5756   4.3294  -0.1650
 77N  C27  C  CR16  0  -0.398  -0.4213   3.3222  -1.0968
 77N  F29  F  F     0  -0.315   0.2292   5.4027  -0.2275
 77N  O30  O  O2    0  -0.495   1.1130  -3.3173   0.0040
 77N  C31  C  CH2   0  -0.301  -0.9212  -4.2712  -0.7257
 77N  C32  C  CH2   0  -0.132   2.2851  -2.6112  -0.3085
 77N  C33  C  CH2   0  -0.183   0.5152  -3.9700  -1.0949
 77N  H1   H  HCR5  0   0.294   5.5914  -2.4762   1.0263
 77N  H2   H  HCR6  0   0.233  -1.5497  -0.4367  -0.4893
 77N  H3   H  HCR6  0   0.269  -4.8896   2.0174   0.5486
 77N  H4   H  HCR6  0   0.265  -1.1440   1.4372  -1.7664
 77N  H5   H  HCR6  0   0.266  -3.0916   3.0883   1.6784
 77N  H6   H  HCH2  0   0.282   3.1291  -2.8274   1.6703
 77N  H7   H  HCH2  0   0.275   2.0339  -1.4581   1.4945
 77N  H8   H  HCR6  0   0.282  -1.6321   5.0640   1.5508
 77N  H9   H  HCR6  0   0.239   2.2645   2.8461  -0.1609
 77N  H10  H  HNH1  0   0.399  -1.0355  -2.3235   0.0273
 77N  H11  H  HNH2  0   0.409   7.4268   1.9074  -0.0775
 77N  H12  H  HNH2  0   0.402   6.7006   3.4326  -0.4166
 77N  H13  H  HOH1  0   0.481  -5.1909  -3.1202  -0.3515
 77N  H14  H  HOH1  0   0.476  -7.0689  -0.7350   0.5460
 77N  H15  H  HCR6  0   0.284   0.3239   3.4016  -1.8774
 77N  H16  H  HCH2  0   0.253  -0.9639  -4.9550   0.1269
 77N  H17  H  HCH2  0   0.263  -1.4110  -4.7625  -1.5654
 77N  H18  H  HCH2  0   0.220   2.0778  -1.8036  -1.0234
 77N  H19  H  HCH2  0   0.218   3.0409  -3.2644  -0.7635
 77N  H20  H  HCH2  0   0.224   0.5353  -3.3302  -1.9865
 77N  H21  H  HCH2  0   0.241   1.0406  -4.9001  -1.3391
 77N  C26  C  CH2   0  -0.356   2.8139  -2.0325   0.9949
 77N  O23  O  OH1   0  -0.631  -5.6641  -2.3334   0.0084

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
 77N  N14  C16  aromatic  1.332  0.020  1.332
 77N  N14  C10  aromatic  1.337  0.020  1.337
 77N  C16  N11  aromatic  1.320  0.020  1.320
 77N  N22  C10  single    1.335  0.020  1.335
 77N  C10  C1   aromatic  1.407  0.020  1.407
 77N  N11  C4   aromatic  1.331  0.020  1.331
 77N  C1   C4   aromatic  1.387  0.020  1.387
 77N  C1   N3   aromatic  1.371  0.020  1.371
 77N  C4   N5   aromatic  1.363  0.020  1.363
 77N  N3   C6   aromatic  1.302  0.020  1.302
 77N  N5   C6   aromatic  1.365  0.020  1.365
 77N  N5   C26  single    1.445  0.020  1.445
 77N  O23  C7   single    1.336  0.020  1.336
 77N  C26  C32  single    1.521  0.020  1.521
 77N  C32  O30  single    1.404  0.020  1.404
 77N  C31  N19  single    1.447  0.020  1.447
 77N  C31  C33  single    1.513  0.020  1.513
 77N  O24  C13  single    1.346  0.020  1.346
 77N  N19  C9   single    1.333  0.020  1.333
 77N  C7   C13  aromatic  1.406  0.020  1.406
 77N  C7   C2   aromatic  1.397  0.020  1.397
 77N  C13  C15  aromatic  1.380  0.020  1.380
 77N  C9   O18  double    1.238  0.020  1.238
 77N  C9   C2   single    1.485  0.020  1.485
 77N  C2   C8   aromatic  1.398  0.020  1.398
 77N  O30  C33  single    1.411  0.020  1.411
 77N  C15  C12  aromatic  1.400  0.020  1.400
 77N  C8   C12  aromatic  1.384  0.020  1.384
 77N  C12  C17  single    1.476  0.020  1.476
 77N  C20  C17  aromatic  1.396  0.020  1.396
 77N  C20  C27  aromatic  1.386  0.020  1.386
 77N  C17  C21  aromatic  1.396  0.020  1.396
 77N  C27  C25  aromatic  1.381  0.020  1.381
 77N  C21  C28  aromatic  1.387  0.020  1.387
 77N  C25  C28  aromatic  1.381  0.020  1.381
 77N  C25  F29  single    1.343  0.020  1.343
 77N  C6   H1   single    0.930  0.020  1.080
 77N  C8   H2   single    0.930  0.020  1.080
 77N  C15  H3   single    0.930  0.020  1.080
 77N  C20  H4   single    0.930  0.020  1.080
 77N  C21  H5   single    0.930  0.020  1.080
 77N  C26  H6   single    0.970  0.020  1.090
 77N  C26  H7   single    0.970  0.020  1.090
 77N  C28  H8   single    0.930  0.020  1.080
 77N  C16  H9   single    0.930  0.020  1.080
 77N  N19  H10  single    0.860  0.020  1.020
 77N  N22  H11  single    0.860  0.020  1.020
 77N  N22  H12  single    0.860  0.020  1.020
 77N  O23  H13  single    0.850  0.020  0.980
 77N  O24  H14  single    0.850  0.020  0.980
 77N  C27  H15  single    0.930  0.020  1.080
 77N  C31  H16  single    0.970  0.020  1.090
 77N  C31  H17  single    0.970  0.020  1.090
 77N  C32  H18  single    0.970  0.020  1.090
 77N  C32  H19  single    0.970  0.020  1.090
 77N  C33  H20  single    0.970  0.020  1.090
 77N  C33  H21  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
 77N  C1   N3   C6   104.14  3.000
 77N  N11  C4   N5   128.02  3.000
 77N  N5   C4   C1   105.25  3.000
 77N  N11  C4   C1   126.72  3.000
 77N  H1   C6   N5   121.02  3.000
 77N  H1   C6   N3   125.36  3.000
 77N  N5   C6   N3   113.62  3.000
 77N  O23  C7   C2   124.12  3.000
 77N  C2   C7   C13  119.35  3.000
 77N  O23  C7   C13  116.53  3.000
 77N  H2   C8   C12  118.56  3.000
 77N  H2   C8   C2   120.08  3.000
 77N  C12  C8   C2   121.36  3.000
 77N  N22  C10  N14  119.34  3.000
 77N  N22  C10  C1   122.71  3.000
 77N  N14  C10  C1   117.95  3.000
 77N  O24  C13  C15  119.43  3.000
 77N  C15  C13  C7   120.02  3.000
 77N  O24  C13  C7   120.53  3.000
 77N  H3   C15  C12  120.37  3.000
 77N  H3   C15  C13  118.48  3.000
 77N  C12  C15  C13  121.10  3.000
 77N  C12  C17  C21  121.32  3.000
 77N  C21  C17  C20  118.17  3.000
 77N  C12  C17  C20  120.51  3.000
 77N  H4   C20  C27  118.51  3.000
 77N  H4   C20  C17  120.11  3.000
 77N  C27  C20  C17  121.36  3.000
 77N  H5   C21  C28  118.65  3.000
 77N  H5   C21  C17  120.04  3.000
 77N  C28  C21  C17  121.30  3.000
 77N  H8   C28  C25  120.58  3.000
 77N  H8   C28  C21  120.79  3.000
 77N  C25  C28  C21  118.63  3.000
 77N  C10  C1   C4   116.12  3.000
 77N  C4   C1   N3   110.79  3.000
 77N  C10  C1   N3   133.08  3.000
 77N  C9   C2   C8   122.63  3.000
 77N  C8   C2   C7   119.51  3.000
 77N  C9   C2   C7   117.85  3.000
 77N  C26  N5   C6   127.64  3.000
 77N  C26  N5   C4   126.14  3.000
 77N  C6   N5   C4   106.19  3.000
 77N  N19  C9   O18  122.28  3.000
 77N  O18  C9   C2   120.56  3.000
 77N  N19  C9   C2   117.16  3.000
 77N  C16  N11  C4   111.52  3.000
 77N  C17  C12  C15  120.83  3.000
 77N  C17  C12  C8   120.58  3.000
 77N  C15  C12  C8   118.58  3.000
 77N  C16  N14  C10  119.16  3.000
 77N  H9   C16  N14  115.44  3.000
 77N  H9   C16  N11  116.03  3.000
 77N  N14  C16  N11  128.53  3.000
 77N  H10  N19  C31  115.70  3.000
 77N  H10  N19  C9   118.85  3.000
 77N  C31  N19  C9   124.67  3.000
 77N  H12  N22  H11  117.98  3.000
 77N  H12  N22  C10  120.05  3.000
 77N  H11  N22  C10  120.75  3.000
 77N  H14  O24  C13  110.22  3.000
 77N  F29  C25  C27  118.98  3.000
 77N  F29  C25  C28  119.11  3.000
 77N  C27  C25  C28  121.91  3.000
 77N  H15  C27  C25  120.69  3.000
 77N  H15  C27  C20  120.69  3.000
 77N  C25  C27  C20  118.62  3.000
 77N  C33  O30  C32  114.40  3.000
 77N  H17  C31  H16  107.55  3.000
 77N  H17  C31  C33  109.18  3.000
 77N  H16  C31  C33  110.59  3.000
 77N  H17  C31  N19  109.75  3.000
 77N  H16  C31  N19  110.93  3.000
 77N  C33  C31  N19  108.82  3.000
 77N  H19  C32  H18  107.32  3.000
 77N  H19  C32  O30  111.58  3.000
 77N  H18  C32  O30  110.93  3.000
 77N  H19  C32  C26  110.01  3.000
 77N  H18  C32  C26  110.10  3.000
 77N  O30  C32  C26  106.92  3.000
 77N  H21  C33  H20  107.76  3.000
 77N  H21  C33  C31  109.91  3.000
 77N  H20  C33  C31  109.36  3.000
 77N  H21  C33  O30  111.28  3.000
 77N  H20  C33  O30  110.81  3.000
 77N  C31  C33  O30  107.71  3.000
 77N  H7   C26  H6   107.90  3.000
 77N  H7   C26  C32  110.14  3.000
 77N  H6   C26  C32  110.74  3.000
 77N  H7   C26  N5   108.15  3.000
 77N  H6   C26  N5   108.60  3.000
 77N  C32  C26  N5   111.20  3.000
 77N  H13  O23  C7   106.97  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
 77N  CONST_01  N14  C10  C1   N3    180.00   0.0  0
 77N  CONST_02  N11  C4   C1   N3    180.00   0.0  0
 77N  CONST_03  N5   C4   C1   N3      0.00   0.0  0
 77N  CONST_04  C4   N5   C6   N3      0.00   0.0  0
 77N  CONST_05  N14  C16  N11  C4      0.00   0.0  0
 77N  CONST_06  N14  C10  C1   C4      0.00   0.0  0
 77N  CONST_07  C6   N3   C1   C4      0.00   0.0  0
 77N  CONST_08  C10  C1   N3   C6    180.00   0.0  0
 77N  CONST_09  N11  C4   N5   C6    180.00   0.0  0
 77N  CONST_10  C1   C4   N5   C6      0.00   0.0  0
 77N  CONST_11  C12  C15  C13  C7      0.00   0.0  0
 77N  CONST_12  C12  C8   C2   C7      0.00   0.0  0
 77N  CONST_13  C13  C7   C2   C8      0.00   0.0  0
 77N  CONST_14  C13  C15  C12  C8      0.00   0.0  0
 77N  CONST_17  N11  C16  N14  C10     0.00   0.0  0
 77N  CONST_18  N11  C4   C1   C10     0.00   0.0  0
 77N  CONST_19  N5   C4   C1   C10   180.00   0.0  0
 77N  CONST_20  C17  C12  C15  C13   180.00   0.0  0
 77N  CONST_21  C2   C7   C13  C15     0.00   0.0  0
 77N  CONST_22  C2   C8   C12  C15     0.00   0.0  0
 77N  CONST_25  C2   C8   C12  C17   180.00   0.0  0
 77N  CONST_26  C25  C27  C20  C17     0.00   0.0  0
 77N  CONST_27  C25  C28  C21  C17     0.00   0.0  0
 77N  CONST_28  C28  C21  C17  C20     0.00   0.0  0
 77N  CONST_29  C28  C25  C27  C20     0.00   0.0  0
 77N  CONST_30  C27  C20  C17  C21     0.00   0.0  0
 77N  CONST_31  C27  C25  C28  C21     0.00   0.0  0
 77N  CONST_32  C12  C17  C21  C28   180.00   0.0  0
 77N  CONST_33  C16  N14  C10  C1      0.00   0.0  0
 77N  CONST_34  C16  N11  C4   C1      0.00   0.0  0
 77N  CONST_35  N5   C6   N3   C1      0.00   0.0  0
 77N  CONST_36  C16  N11  C4   N5    180.00   0.0  0
 77N  CONST_37  C27  C20  C17  C12   180.00   0.0  0
 77N  CONST_38  N22  C10  C1   N3      0.00   0.0  0
 77N  CONST_39  C26  N5   C6   N3    180.00   0.0  0
 77N  CONST_40  N22  C10  C1   C4    180.00   0.0  0
 77N  CONST_41  O23  C7   C2   C8    180.00   0.0  0
 77N  CONST_42  C9   C2   C7   C13   180.00   0.0  0
 77N  CONST_43  O23  C7   C13  C15   180.00   0.0  0
 77N  CONST_44  F29  C25  C27  C20   180.00   0.0  0
 77N  CONST_45  F29  C25  C28  C21   180.00   0.0  0
 77N  CONST_46  N11  C4   N5   C26     0.00   0.0  0
 77N  CONST_47  C1   C4   N5   C26   180.00   0.0  0
 77N  CONST_48  O24  C13  C7   C2    180.00   0.0  0
 77N  CONST_49  C12  C8   C2   C9    180.00   0.0  0
 77N  CONST_50  O24  C13  C15  C12   180.00   0.0  0
 77N  CONST_51  N22  C10  N14  C16   180.00   0.0  0
 77N  CONST_52  H9   C16  N11  C4    180.00   0.0  0
 77N  CONST_53  H1   C6   N5   C4    180.00   0.0  0
 77N  CONST_54  H3   C15  C13  C7    180.00   0.0  0
 77N  CONST_55  H2   C8   C2   C7    180.00   0.0  0
 77N  CONST_56  H15  C27  C20  C17   180.00   0.0  0
 77N  CONST_57  H8   C28  C21  C17   180.00   0.0  0
 77N  CONST_58  H5   C21  C17  C20   180.00   0.0  0
 77N  CONST_59  H4   C20  C17  C21   180.00   0.0  0
 77N  CONST_60  H11  N22  C10  C1      0.00   0.0  0
 77N  CONST_61  H12  N22  C10  C1    180.00   0.0  0
 77N  CONST_62  C31  N19  C9   C2    180.00   0.0  0
 77N  CONST_63  H10  N19  C9   C2      0.00   0.0  0
 77N  CONST_64  C31  N19  C9   O18     0.00   0.0  0
 77N  Var_01    C32  C26  N5   C4     84.37  30.0  2
 77N  Var_02    N19  C9   C2   C7   -162.92  30.0  2
 77N  Var_03    O30  C32  C26  N5   -173.34  30.0  3
 77N  Var_04    C33  C31  N19  C9    155.24  30.0  2
 77N  Var_05    O30  C33  C31  N19    59.34  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
 77N  plan-1  C7   0.020
 77N  plan-1  C8   0.020
 77N  plan-1  C13  0.020
 77N  plan-1  C15  0.020
 77N  plan-1  C17  0.020
 77N  plan-1  C2   0.020
 77N  plan-1  C9   0.020
 77N  plan-1  C12  0.020
 77N  plan-1  O24  0.020
 77N  plan-1  H2   0.020
 77N  plan-1  H3   0.020
 77N  plan-1  O23  0.020
 77N  plan-2  C17  0.020
 77N  plan-2  C20  0.020
 77N  plan-2  C21  0.020
 77N  plan-2  C28  0.020
 77N  plan-2  C12  0.020
 77N  plan-2  C25  0.020
 77N  plan-2  C27  0.020
 77N  plan-2  F29  0.020
 77N  plan-2  H4   0.020
 77N  plan-2  H5   0.020
 77N  plan-2  H8   0.020
 77N  plan-2  H15  0.020
 77N  plan-3  N3   0.020
 77N  plan-3  C4   0.020
 77N  plan-3  C6   0.020
 77N  plan-3  C10  0.020
 77N  plan-3  C1   0.020
 77N  plan-3  N5   0.020
 77N  plan-3  N11  0.020
 77N  plan-3  N14  0.020
 77N  plan-3  C16  0.020
 77N  plan-3  N22  0.020
 77N  plan-3  H1   0.020
 77N  plan-3  H9   0.020
 77N  plan-3  C26  0.020
 77N  plan-4  C2   0.020
 77N  plan-4  C9   0.020
 77N  plan-4  O18  0.020
 77N  plan-4  N19  0.020
 77N  plan-4  C31  0.020
 77N  plan-4  H10  0.020
 77N  plan-5  C10  0.020
 77N  plan-5  N22  0.020
 77N  plan-5  H11  0.020
 77N  plan-5  H12  0.020

