# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 16:36:25 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: ~{N}2-[(1~{R},2~{S})-2-azanylcyclohexyl]-~{N}6-(3-chlorophenyl)-9-ethyl-purine-2,6-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1cnc2c(Nc3cccc(Cl)c3)nc(N[C@@H]4CCCC[C@@H]4N)nc12
#
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
 FC8  FC8  ~{N}2-[(1~{R},2~{S})-2-azanylcyclohexyl]-~{N}6-(3-chlorophenyl)-9-ethyl-purine-2,6-diamine  ligand  51  27  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FC8
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
 FC8  C4   C   CR56  0  -0.069  -1.2670  -2.2385   0.2046
 FC8  C14  C   CH2   0  -0.444   0.1568   2.9740   0.8335
 FC8  C5   C   CR6   0   0.530  -0.1659  -1.3791   0.0672
 FC8  C6   C   CR6   0   0.379   2.3253  -1.3166  -0.1630
 FC8  C11  C   CR16  0  -0.329   3.4224  -2.1858  -0.2007
 FC8  C7   C   CR16  0  -0.325   2.5446   0.0557  -0.3077
 FC8  C8   C   CR16  0  -0.253   3.8366   0.5280  -0.4849
 FC8  C9   C   CR16  0  -0.242   4.9310  -0.3217  -0.5239
 FC8  C10  C   CR6   0  -0.022   4.6951  -1.6800  -0.3784
 FC8  C12  C   CR6   0   0.586  -1.6340   0.3990   0.0270
 FC8  C13  C   CH1   0  -0.077  -0.7162   2.6591  -0.3833
 FC8  N1   N   NR5   0  -0.499  -3.4077  -2.6346   0.3696
 FC8  N2   N   N     0  -0.459  -1.3936  -3.6007   0.3155
 FC8  C3   C   CR15  0   0.097  -2.6765  -3.7909   0.4082
 FC8  N3   N   NH1   0  -0.776   1.0831  -1.9097   0.0162
 FC8  C1   C   CH3   0  -0.664  -5.4509  -2.2359  -0.9576
 FC8  C2   C   CH2   0  -0.314  -4.8522  -2.5099   0.4105
 FC8  CL1  CL  CL    0  -0.128   6.0322  -2.7841  -0.4213
 FC8  N4   N   N     0  -0.541  -0.3746  -0.0762  -0.0147
 FC8  N5   N   NH1   0  -0.655  -1.7873   1.7382  -0.0594
 FC8  C15  C   CH2   0  -0.428  -0.5984   3.7596   1.8985
 FC8  C16  C   CH2   0  -0.436  -1.1727   5.0479   1.3221
 FC8  C17  C   CH2   0  -0.436  -2.0540   4.7592   0.1131
 FC8  C18  C   CH1   0  -0.098  -1.3116   3.9543  -0.9515
 FC8  N6   N   NH2   0  -0.800  -2.2153   3.6465  -2.0481
 FC8  N7   N   N     0  -0.517  -2.7534  -0.3199   0.1478
 FC8  C19  C   CR56  0   0.503  -2.5102  -1.6198   0.2330
 FC8  H1   H   HCH2  0   0.240   0.5509   2.0462   1.2496
 FC8  H2   H   HCH2  0   0.217   1.0220   3.5538   0.4941
 FC8  H3   H   HCR6  0   0.290   3.2734  -3.2532  -0.0929
 FC8  H4   H   HCR6  0   0.320   1.7176   0.7443  -0.2841
 FC8  H5   H   HCR6  0   0.266   3.9919   1.5933  -0.5957
 FC8  H6   H   HCR6  0   0.277   5.9324   0.0599  -0.6643
 FC8  H7   H   HCH1  0   0.242  -0.0847   2.2101  -1.1599
 FC8  H8   H   HCR5  0   0.287  -3.1604  -4.7510   0.5141
 FC8  H9   H   HNH1  0   0.419   1.1023  -2.9165   0.0923
 FC8  H10  H   HCH3  0   0.235  -5.2292  -3.0447  -1.6537
 FC8  H11  H   HCH3  0   0.242  -6.5340  -2.1506  -0.8735
 FC8  H12  H   HCH3  0   0.237  -5.0721  -1.3040  -1.3768
 FC8  H13  H   HCH2  0   0.265  -5.2464  -3.4365   0.8260
 FC8  H14  H   HCH2  0   0.262  -5.1041  -1.7119   1.1088
 FC8  H15  H   HNH1  0   0.381  -2.7222   2.0376  -0.2900
 FC8  H16  H   HCH2  0   0.214  -1.4088   3.1437   2.3003
 FC8  H17  H   HCH2  0   0.229   0.0669   3.9794   2.7366
 FC8  H18  H   HCH2  0   0.230  -1.7457   5.5867   2.0801
 FC8  H19  H   HCH2  0   0.211  -0.3520   5.7104   1.0263
 FC8  H20  H   HCH2  0   0.215  -2.9513   4.2157   0.4273
 FC8  H21  H   HCH2  0   0.233  -2.4055   5.6953  -0.3311
 FC8  H22  H   HCH1  0   0.215  -0.4448   4.5547  -1.2705
 FC8  H23  H   HNH2  0   0.348  -2.5781   4.5076  -2.4382
 FC8  H24  H   HNH2  0   0.345  -1.7077   3.1925  -2.7982

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
 FC8  C3   N2   aromatic  1.300  0.020  1.300
 FC8  C3   N1   aromatic  1.369  0.020  1.369
 FC8  C2   N1   single    1.450  0.020  1.450
 FC8  C2   C1   single    1.518  0.020  1.518
 FC8  N2   C4   aromatic  1.372  0.020  1.372
 FC8  N1   C19  aromatic  1.362  0.020  1.362
 FC8  C4   C19  aromatic  1.389  0.020  1.389
 FC8  C4   C5   aromatic  1.404  0.020  1.404
 FC8  C19  N7   aromatic  1.325  0.020  1.325
 FC8  N7   C12  aromatic  1.336  0.020  1.336
 FC8  C5   N3   single    1.358  0.020  1.358
 FC8  C5   N4   aromatic  1.322  0.020  1.322
 FC8  N3   C6   single    1.388  0.020  1.388
 FC8  C12  N4   aromatic  1.347  0.020  1.347
 FC8  C12  N5   single    1.351  0.020  1.351
 FC8  C6   C7   aromatic  1.397  0.020  1.397
 FC8  C6   C11  aromatic  1.400  0.020  1.400
 FC8  C7   C8   aromatic  1.387  0.020  1.387
 FC8  C11  C10  aromatic  1.381  0.020  1.381
 FC8  N5   C13  single    1.449  0.020  1.449
 FC8  C8   C9   aromatic  1.386  0.020  1.386
 FC8  C10  C9   aromatic  1.386  0.020  1.386
 FC8  C10  CL1  single    1.735  0.020  1.735
 FC8  C13  C18  single    1.535  0.020  1.535
 FC8  C13  C14  single    1.530  0.020  1.530
 FC8  N6   C18  single    1.454  0.020  1.454
 FC8  C18  C17  single    1.527  0.020  1.527
 FC8  C14  C15  single    1.524  0.020  1.524
 FC8  C17  C16  single    1.524  0.020  1.524
 FC8  C15  C16  single    1.524  0.020  1.524
 FC8  C14  H1   single    0.970  0.020  1.090
 FC8  C14  H2   single    0.970  0.020  1.090
 FC8  C11  H3   single    0.930  0.020  1.080
 FC8  C7   H4   single    0.930  0.020  1.080
 FC8  C8   H5   single    0.930  0.020  1.080
 FC8  C9   H6   single    0.930  0.020  1.080
 FC8  C13  H7   single    0.970  0.020  1.090
 FC8  C3   H8   single    0.930  0.020  1.080
 FC8  N3   H9   single    0.860  0.020  1.020
 FC8  C1   H10  single    0.970  0.020  1.090
 FC8  C1   H11  single    0.970  0.020  1.090
 FC8  C1   H12  single    0.970  0.020  1.090
 FC8  C2   H13  single    0.970  0.020  1.090
 FC8  C2   H14  single    0.970  0.020  1.090
 FC8  N5   H15  single    0.890  0.020  1.040
 FC8  C15  H16  single    0.970  0.020  1.090
 FC8  C15  H17  single    0.970  0.020  1.090
 FC8  C16  H18  single    0.970  0.020  1.090
 FC8  C16  H19  single    0.970  0.020  1.090
 FC8  C17  H20  single    0.970  0.020  1.090
 FC8  C17  H21  single    0.970  0.020  1.090
 FC8  C18  H22  single    0.970  0.020  1.090
 FC8  N6   H23  single    0.890  0.020  1.040
 FC8  N6   H24  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
 FC8  C19  C4   N2   110.97  3.000
 FC8  C19  C4   C5   115.56  3.000
 FC8  N2   C4   C5   133.48  3.000
 FC8  H2   C14  H1   106.45  3.000
 FC8  H2   C14  C15  109.58  3.000
 FC8  H1   C14  C15  110.55  3.000
 FC8  H2   C14  C13  108.25  3.000
 FC8  H1   C14  C13  109.54  3.000
 FC8  C15  C14  C13  112.28  3.000
 FC8  N4   C5   N3   121.87  3.000
 FC8  N4   C5   C4   119.06  3.000
 FC8  N3   C5   C4   119.07  3.000
 FC8  N3   C6   C7   124.99  3.000
 FC8  C7   C6   C11  118.94  3.000
 FC8  N3   C6   C11  116.07  3.000
 FC8  H3   C11  C10  120.03  3.000
 FC8  H3   C11  C6   120.09  3.000
 FC8  C10  C11  C6   119.88  3.000
 FC8  H4   C7   C8   120.04  3.000
 FC8  H4   C7   C6   120.36  3.000
 FC8  C8   C7   C6   119.59  3.000
 FC8  H5   C8   C9   119.16  3.000
 FC8  H5   C8   C7   118.81  3.000
 FC8  C9   C8   C7   122.03  3.000
 FC8  H6   C9   C10  121.15  3.000
 FC8  H6   C9   C8   121.25  3.000
 FC8  C10  C9   C8   117.60  3.000
 FC8  CL1  C10  C9   119.33  3.000
 FC8  CL1  C10  C11  118.71  3.000
 FC8  C9   C10  C11  121.96  3.000
 FC8  N7   C12  N5   116.37  3.000
 FC8  N5   C12  N4   117.00  3.000
 FC8  N7   C12  N4   126.63  3.000
 FC8  H7   C13  C18  107.86  3.000
 FC8  H7   C13  N5   108.88  3.000
 FC8  C18  C13  N5   109.41  3.000
 FC8  H7   C13  C14  108.58  3.000
 FC8  C18  C13  C14  110.00  3.000
 FC8  N5   C13  C14  112.01  3.000
 FC8  C19  N1   C2   126.52  3.000
 FC8  C19  N1   C3   106.28  3.000
 FC8  C2   N1   C3   127.15  3.000
 FC8  C3   N2   C4   104.01  3.000
 FC8  H8   C3   N2   125.38  3.000
 FC8  H8   C3   N1   120.95  3.000
 FC8  N2   C3   N1   113.67  3.000
 FC8  H9   N3   C6   114.75  3.000
 FC8  H9   N3   C5   113.85  3.000
 FC8  C6   N3   C5   131.37  3.000
 FC8  H12  C1   H11  107.95  3.000
 FC8  H12  C1   H10  108.56  3.000
 FC8  H11  C1   H10  108.03  3.000
 FC8  H12  C1   C2   111.34  3.000
 FC8  H11  C1   C2   109.66  3.000
 FC8  H10  C1   C2   111.19  3.000
 FC8  H14  C2   H13  107.14  3.000
 FC8  H14  C2   C1   110.74  3.000
 FC8  H13  C2   C1   110.76  3.000
 FC8  H14  C2   N1   108.13  3.000
 FC8  H13  C2   N1   107.34  3.000
 FC8  C1   C2   N1   112.51  3.000
 FC8  C12  N4   C5   119.57  3.000
 FC8  H15  N5   C13  116.45  3.000
 FC8  H15  N5   C12  114.47  3.000
 FC8  C13  N5   C12  124.09  3.000
 FC8  H17  C15  H16  106.41  3.000
 FC8  H17  C15  C16  110.47  3.000
 FC8  H16  C15  C16  109.61  3.000
 FC8  H17  C15  C14  109.76  3.000
 FC8  H16  C15  C14  109.48  3.000
 FC8  C16  C15  C14  111.00  3.000
 FC8  H19  C16  H18  106.38  3.000
 FC8  H19  C16  C17  109.49  3.000
 FC8  H18  C16  C17  109.92  3.000
 FC8  H19  C16  C15  109.33  3.000
 FC8  H18  C16  C15  110.62  3.000
 FC8  C17  C16  C15  110.98  3.000
 FC8  H21  C17  H20  106.13  3.000
 FC8  H21  C17  C18  108.91  3.000
 FC8  H20  C17  C18  109.68  3.000
 FC8  H21  C17  C16  110.23  3.000
 FC8  H20  C17  C16  109.90  3.000
 FC8  C18  C17  C16  111.82  3.000
 FC8  H22  C18  N6   112.71  3.000
 FC8  H22  C18  C17  107.28  3.000
 FC8  N6   C18  C17  109.58  3.000
 FC8  H22  C18  C13  105.19  3.000
 FC8  C17  C18  C13  112.05  3.000
 FC8  N6   C18  C13  109.98  3.000
 FC8  H24  N6   H23  105.98  3.000
 FC8  H24  N6   C18  109.99  3.000
 FC8  H23  N6   C18  109.47  3.000
 FC8  C19  N7   C12  112.32  3.000
 FC8  N7   C19  N1   128.06  3.000
 FC8  N7   C19  C4   126.87  3.000
 FC8  N1   C19  C4   105.07  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
 FC8  CONST_01  N1   C3   N2   C4      0.00   0.0  0
 FC8  CONST_02  C3   N1   C19  C4      0.00   0.0  0
 FC8  CONST_03  C12  N7   C19  C4      0.00   0.0  0
 FC8  CONST_04  C12  N4   C5   C4      0.00   0.0  0
 FC8  CONST_05  C3   N2   C4   C5    180.00   0.0  0
 FC8  CONST_06  N1   C19  C4   C5    180.00   0.0  0
 FC8  CONST_07  N7   C19  C4   C5      0.00   0.0  0
 FC8  CONST_08  N7   C12  N4   C5      0.00   0.0  0
 FC8  CONST_09  C9   C8   C7   C6      0.00   0.0  0
 FC8  CONST_10  C9   C10  C11  C6      0.00   0.0  0
 FC8  CONST_11  C8   C7   C6   C11     0.00   0.0  0
 FC8  CONST_12  C8   C9   C10  C11     0.00   0.0  0
 FC8  CONST_13  C10  C11  C6   C7      0.00   0.0  0
 FC8  CONST_14  C10  C9   C8   C7      0.00   0.0  0
 FC8  CONST_15  N1   C19  N7   C12   180.00   0.0  0
 FC8  CONST_16  N2   C4   C19  N1      0.00   0.0  0
 FC8  CONST_17  C19  N1   C3   N2      0.00   0.0  0
 FC8  CONST_18  N7   C19  C4   N2    180.00   0.0  0
 FC8  CONST_19  N4   C5   C4   N2    180.00   0.0  0
 FC8  CONST_20  C19  C4   N2   C3      0.00   0.0  0
 FC8  CONST_21  N7   C19  N1   C3    180.00   0.0  0
 FC8  CONST_22  C19  C4   C5   N4      0.00   0.0  0
 FC8  CONST_23  C19  N7   C12  N4      0.00   0.0  0
 FC8  CONST_24  C2   N1   C19  C4    180.00   0.0  0
 FC8  CONST_25  N5   C12  N4   C5    180.00   0.0  0
 FC8  CONST_26  CL1  C10  C11  C6    180.00   0.0  0
 FC8  CONST_27  N3   C6   C7   C8    180.00   0.0  0
 FC8  CONST_28  CL1  C10  C9   C8    180.00   0.0  0
 FC8  CONST_29  N3   C6   C11  C10   180.00   0.0  0
 FC8  CONST_30  N3   C5   N4   C12   180.00   0.0  0
 FC8  CONST_31  C2   N1   C3   N2    180.00   0.0  0
 FC8  CONST_32  N3   C5   C4   N2      0.00   0.0  0
 FC8  CONST_33  C19  C4   C5   N3    180.00   0.0  0
 FC8  CONST_34  N7   C19  N1   C2      0.00   0.0  0
 FC8  CONST_35  C19  N7   C12  N5    180.00   0.0  0
 FC8  CONST_36  N7   C12  N5   C13   180.00   0.0  0
 FC8  CONST_37  N4   C12  N5   C13     0.00   0.0  0
 FC8  CONST_38  H8   C3   N2   C4    180.00   0.0  0
 FC8  CONST_39  H5   C8   C7   C6    180.00   0.0  0
 FC8  CONST_40  H4   C7   C6   C11   180.00   0.0  0
 FC8  CONST_41  H6   C9   C10  C11   180.00   0.0  0
 FC8  CONST_42  H3   C11  C6   C7    180.00   0.0  0
 FC8  Var_01    C17  C16  C15  C14    55.49  30.0  1
 FC8  Var_02    C16  C15  C14  C13   -56.44  30.0  1
 FC8  Var_03    C18  C17  C16  C15   -54.91  30.0  1
 FC8  Var_04    C6   N3   C5   C4    177.24  30.0  2
 FC8  Var_05    C7   C6   N3   C5      1.60  30.0  2
 FC8  Var_06    C1   C2   N1   C3   -102.34  30.0  2
 FC8  Var_07    H10  C1   C2   N1     60.61  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FC8  chir_01  C13  N5  C18  C14  negativ
 FC8  chir_02  C18  N6  C17  C13  negativ

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
 FC8  plan-1  C6   0.020
 FC8  plan-1  C11  0.020
 FC8  plan-1  C7   0.020
 FC8  plan-1  C8   0.020
 FC8  plan-1  C9   0.020
 FC8  plan-1  C10  0.020
 FC8  plan-1  N3   0.020
 FC8  plan-1  CL1  0.020
 FC8  plan-1  H3   0.020
 FC8  plan-1  H4   0.020
 FC8  plan-1  H5   0.020
 FC8  plan-1  H6   0.020
 FC8  plan-2  C4   0.020
 FC8  plan-2  C5   0.020
 FC8  plan-2  C12  0.020
 FC8  plan-2  N1   0.020
 FC8  plan-2  N2   0.020
 FC8  plan-2  C3   0.020
 FC8  plan-2  N3   0.020
 FC8  plan-2  C2   0.020
 FC8  plan-2  N4   0.020
 FC8  plan-2  N5   0.020
 FC8  plan-2  N7   0.020
 FC8  plan-2  C19  0.020
 FC8  plan-2  H8   0.020
 FC8  plan-3  C12  0.020
 FC8  plan-3  C13  0.020
 FC8  plan-3  N5   0.020
 FC8  plan-3  H15  0.020

