# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 19:41:54 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 6-(cyclohexylmethoxy)-N-[4-(ethylsulfonyl)phenyl]-9H-purin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[S](=O)(=O)c1ccc(Nc2nc3[nH]cnc3c(OCC4CCCCC4)n2)cc1
#
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
 55S  55S  6-(cyclohexylmethoxy)-N-[4-(ethylsulfonyl)phenyl]-9H-purin-2-amine  ligand  54  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_55S
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
 55S  C4   C  CR16  0  -0.347   1.7962   3.2494   0.1663
 55S  C14  C  CH2   0  -0.433  -2.8040  -5.4264  -1.1154
 55S  C5   C  CR6   0   0.389   0.8010   2.2627   0.0708
 55S  C6   C  CR6   0   0.603  -1.6992   2.0336   0.1729
 55S  C11  C  CH2   0  -0.154  -1.6549  -1.9930   0.2831
 55S  C7   C  CR56  0   0.489  -3.9015   2.1540   0.1787
 55S  C8   C  CR15  0   0.101  -6.0035   1.5502   0.1795
 55S  C9   C  CR56  0  -0.049  -4.0462   0.7681   0.1558
 55S  C10  C  CR6   0   0.546  -2.8458   0.0525   0.1559
 55S  C12  C  CH1   0  -0.280  -1.9802  -3.4727   0.2605
 55S  C13  C  CH2   0  -0.415  -2.5365  -3.9244  -1.0902
 55S  N1   N  N     0  -0.496  -2.7607   2.8290   0.1869
 55S  N2   N  NR15  0  -0.652  -5.1710   2.6326   0.1937
 55S  C3   C  CR16  0  -0.223   3.1306   2.9308   0.0442
 55S  N3   N  N     0  -0.437  -5.3723   0.4144   0.1575
 55S  O1   O  OS    0  -0.677   5.9442   2.4009  -0.7157
 55S  O    O  OS    0  -0.677   5.3149   0.0199  -1.2192
 55S  C1   C  CH2   0  -0.586   5.7207   0.7073   1.2987
 55S  C    C  CH3   0  -0.673   7.1909   0.3250   1.3084
 55S  C2   C  CR6   0  -0.205   3.5022   1.6095  -0.1798
 55S  C19  C  CR16  0  -0.221   2.5334   0.6201  -0.2737
 55S  C18  C  CR16  0  -0.308   1.1929   0.9349  -0.1448
 55S  N    N  NH1   0  -0.771  -0.5006   2.6994   0.1801
 55S  N4   N  N     0  -0.532  -1.6961   0.6981   0.1643
 55S  O2   O  O2    0  -0.453  -2.8809  -1.2619   0.1566
 55S  C17  C  CH2   0  -0.425  -0.7239  -4.2723   0.6117
 55S  C16  C  CH2   0  -0.432  -0.9940  -5.7736   0.5915
 55S  C15  C  CH2   0  -0.430  -1.5524  -6.2200  -0.7552
 55S  H1   H  HCR6  0   0.282   1.5136   4.2815   0.3341
 55S  H3   H  HCH2  0   0.228  -3.1710  -5.7208  -2.1016
 55S  H4   H  HCH2  0   0.242  -1.1654  -1.7132   1.2202
 55S  H5   H  HCH2  0   0.228  -0.9797  -1.7378  -0.5394
 55S  H6   H  HCR5  0   0.291  -7.0759   1.6698   0.1872
 55S  H7   H  HCH1  0   0.228  -2.7314  -3.6704   1.0361
 55S  H8   H  HCH2  0   0.208  -1.8058  -3.6759  -1.8699
 55S  H9   H  HCH2  0   0.234  -3.4514  -3.3791  -1.3335
 55S  H10  H  HNR5  0   0.427  -5.4515   3.6013   0.2140
 55S  H11  H  HCR6  0   0.283   3.8721   3.7145   0.1174
 55S  H13  H  HCH2  0   0.297   5.5174   1.5545   1.9549
 55S  H14  H  HCH2  0   0.296   5.0813  -0.1230   1.6014
 55S  H15  H  HCH3  0   0.249   7.3933  -0.5175   0.6496
 55S  H16  H  HCH3  0   0.249   7.8243   1.1598   1.0139
 55S  H17  H  HCH3  0   0.265   7.4723   0.0336   2.3189
 55S  H18  H  HCR6  0   0.280   2.8103  -0.4098  -0.4568
 55S  H19  H  HCR6  0   0.311   0.4560   0.1543  -0.2194
 55S  H20  H  HNH1  0   0.415  -0.6143   3.7003   0.2443
 55S  H21  H  HCH2  0   0.212   0.0686  -4.0367  -0.1089
 55S  H22  H  HCH2  0   0.232  -0.3511  -3.9730   1.5954
 55S  H23  H  HCH2  0   0.229  -0.0774  -6.3198   0.8266
 55S  H24  H  HCH2  0   0.211  -1.7141  -6.0191   1.3798
 55S  H25  H  HCH2  0   0.227  -1.7726  -7.2902  -0.7389
 55S  H26  H  HCH2  0   0.209  -0.7931  -6.0688  -1.5300
 55S  S    S  S     0   1.206   5.2053   1.1914  -0.3482
 55S  H2   H  HCH2  0   0.210  -3.6015  -5.6652  -0.4030

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
 55S  O    S    double    1.464  0.020  1.464
 55S  C3   C4   aromatic  1.377  0.020  1.377
 55S  C3   C2   aromatic  1.391  0.020  1.391
 55S  C4   C5   aromatic  1.405  0.020  1.405
 55S  S    C1   single    1.792  0.020  1.792
 55S  S    C2   single    1.762  0.020  1.762
 55S  S    O1   double    1.464  0.020  1.464
 55S  C1   C    single    1.519  0.020  1.519
 55S  C2   C19  aromatic  1.388  0.020  1.388
 55S  C5   N    single    1.377  0.020  1.377
 55S  C5   C18  aromatic  1.401  0.020  1.401
 55S  N    C6   single    1.371  0.020  1.371
 55S  C6   N1   aromatic  1.326  0.020  1.326
 55S  C6   N4   aromatic  1.336  0.020  1.336
 55S  C19  C18  aromatic  1.383  0.020  1.383
 55S  N1   C7   aromatic  1.325  0.020  1.325
 55S  N4   C10  aromatic  1.319  0.020  1.319
 55S  C7   N2   aromatic  1.357  0.020  1.357
 55S  C7   C9   aromatic  1.394  0.020  1.394
 55S  N2   C8   aromatic  1.366  0.020  1.366
 55S  C10  C9   aromatic  1.397  0.020  1.397
 55S  C10  O2   single    1.315  0.020  1.315
 55S  C9   N3   aromatic  1.373  0.020  1.373
 55S  C11  O2   single    1.433  0.020  1.433
 55S  C11  C12  single    1.515  0.020  1.515
 55S  C8   N3   aromatic  1.300  0.020  1.300
 55S  C13  C12  single    1.529  0.020  1.529
 55S  C13  C14  single    1.526  0.020  1.526
 55S  C12  C17  single    1.530  0.020  1.530
 55S  C14  C15  single    1.525  0.020  1.525
 55S  C17  C16  single    1.526  0.020  1.526
 55S  C15  C16  single    1.525  0.020  1.525
 55S  C4   H1   single    0.930  0.020  1.080
 55S  C14  H2   single    0.970  0.020  1.090
 55S  C14  H3   single    0.970  0.020  1.090
 55S  C11  H4   single    0.970  0.020  1.090
 55S  C11  H5   single    0.970  0.020  1.090
 55S  C8   H6   single    0.930  0.020  1.080
 55S  C12  H7   single    0.970  0.020  1.090
 55S  C13  H8   single    0.970  0.020  1.090
 55S  C13  H9   single    0.970  0.020  1.090
 55S  N2   H10  single    0.860  0.020  1.020
 55S  C3   H11  single    0.930  0.020  1.080
 55S  C1   H13  single    0.970  0.020  1.090
 55S  C1   H14  single    0.970  0.020  1.090
 55S  C    H15  single    0.970  0.020  1.090
 55S  C    H16  single    0.970  0.020  1.090
 55S  C    H17  single    0.970  0.020  1.090
 55S  C19  H18  single    0.930  0.020  1.080
 55S  C18  H19  single    0.930  0.020  1.080
 55S  N    H20  single    0.860  0.020  1.020
 55S  C17  H21  single    0.970  0.020  1.090
 55S  C17  H22  single    0.970  0.020  1.090
 55S  C16  H23  single    0.970  0.020  1.090
 55S  C16  H24  single    0.970  0.020  1.090
 55S  C15  H25  single    0.970  0.020  1.090
 55S  C15  H26  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
 55S  H1   C4   C3   119.14  3.000
 55S  H1   C4   C5   119.67  3.000
 55S  C3   C4   C5   121.19  3.000
 55S  H3   C14  H2   106.48  3.000
 55S  H3   C14  C15  110.40  3.000
 55S  H2   C14  C15  109.29  3.000
 55S  H3   C14  C13  109.82  3.000
 55S  H2   C14  C13  109.36  3.000
 55S  C15  C14  C13  111.37  3.000
 55S  N    C5   C18  125.24  3.000
 55S  C18  C5   C4   118.55  3.000
 55S  N    C5   C4   116.19  3.000
 55S  N4   C6   N    118.92  3.000
 55S  N4   C6   N1   126.98  3.000
 55S  N    C6   N1   114.10  3.000
 55S  H5   C11  H4   107.96  3.000
 55S  H5   C11  O2   110.03  3.000
 55S  H4   C11  O2   109.15  3.000
 55S  H5   C11  C12  110.43  3.000
 55S  H4   C11  C12  111.02  3.000
 55S  O2   C11  C12  108.25  3.000
 55S  N2   C7   N1   128.73  3.000
 55S  N2   C7   C9   104.70  3.000
 55S  N1   C7   C9   126.57  3.000
 55S  H6   C8   N3   125.43  3.000
 55S  H6   C8   N2   121.19  3.000
 55S  N3   C8   N2   113.38  3.000
 55S  N3   C9   C10  134.27  3.000
 55S  N3   C9   C7   110.89  3.000
 55S  C10  C9   C7   114.84  3.000
 55S  O2   C10  N4   120.84  3.000
 55S  O2   C10  C9   119.27  3.000
 55S  N4   C10  C9   119.88  3.000
 55S  H7   C12  C17  107.80  3.000
 55S  H7   C12  C13  108.78  3.000
 55S  C17  C12  C13  110.31  3.000
 55S  H7   C12  C11  108.20  3.000
 55S  C17  C12  C11  109.31  3.000
 55S  C13  C12  C11  112.32  3.000
 55S  H9   C13  H8   106.65  3.000
 55S  H9   C13  C12  110.73  3.000
 55S  H8   C13  C12  108.58  3.000
 55S  H9   C13  C14  109.93  3.000
 55S  H8   C13  C14  109.14  3.000
 55S  C12  C13  C14  111.66  3.000
 55S  C7   N1   C6   112.54  3.000
 55S  H10  N2   C8   126.30  3.000
 55S  H10  N2   C7   126.80  3.000
 55S  C8   N2   C7   106.90  3.000
 55S  H11  C3   C2   121.08  3.000
 55S  H11  C3   C4   119.39  3.000
 55S  C2   C3   C4   119.53  3.000
 55S  C9   N3   C8   104.13  3.000
 55S  H14  C1   H13  108.36  3.000
 55S  H14  C1   C    111.96  3.000
 55S  H13  C1   C    111.84  3.000
 55S  H14  C1   S    106.98  3.000
 55S  H13  C1   S    106.83  3.000
 55S  C    C1   S    110.62  3.000
 55S  H17  C    H16  107.82  3.000
 55S  H17  C    H15  107.85  3.000
 55S  H16  C    H15  108.76  3.000
 55S  H17  C    C1   108.88  3.000
 55S  H16  C    C1   111.62  3.000
 55S  H15  C    C1   111.77  3.000
 55S  C19  C2   S    119.95  3.000
 55S  C19  C2   C3   120.11  3.000
 55S  S    C2   C3   119.94  3.000
 55S  H18  C19  C18  118.72  3.000
 55S  H18  C19  C2   120.75  3.000
 55S  C18  C19  C2   120.53  3.000
 55S  H19  C18  C19  119.48  3.000
 55S  H19  C18  C5   120.44  3.000
 55S  C19  C18  C5   120.08  3.000
 55S  H20  N    C6   112.54  3.000
 55S  H20  N    C5   115.21  3.000
 55S  C6   N    C5   132.20  3.000
 55S  C10  N4   C6   119.18  3.000
 55S  C10  O2   C11  119.16  3.000
 55S  H22  C17  H21  106.61  3.000
 55S  H22  C17  C16  109.97  3.000
 55S  H21  C17  C16  109.31  3.000
 55S  H22  C17  C12  110.07  3.000
 55S  H21  C17  C12  109.28  3.000
 55S  C16  C17  C12  111.46  3.000
 55S  H24  C16  H23  106.53  3.000
 55S  H24  C16  C15  109.22  3.000
 55S  H23  C16  C15  110.55  3.000
 55S  H24  C16  C17  109.11  3.000
 55S  H23  C16  C17  109.91  3.000
 55S  C15  C16  C17  111.38  3.000
 55S  H26  C15  H25  106.58  3.000
 55S  H26  C15  C16  109.30  3.000
 55S  H25  C15  C16  110.32  3.000
 55S  H26  C15  C14  109.27  3.000
 55S  H25  C15  C14  110.35  3.000
 55S  C16  C15  C14  110.91  3.000
 55S  C2   S    C1   104.73  3.000
 55S  C2   S    O    108.61  3.000
 55S  C1   S    O    108.00  3.000
 55S  C2   S    O1   108.41  3.000
 55S  C1   S    O1   107.98  3.000
 55S  O    S    O1   118.29  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
 55S  CONST_01  C19  C2   C3   C4      0.00   0.0  0
 55S  CONST_02  C19  C18  C5   C4      0.00   0.0  0
 55S  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 55S  CONST_04  C2   C19  C18  C5      0.00   0.0  0
 55S  CONST_05  N2   C7   N1   C6    180.00   0.0  0
 55S  CONST_06  C9   C7   N1   C6      0.00   0.0  0
 55S  CONST_07  C9   C10  N4   C6      0.00   0.0  0
 55S  CONST_08  N4   C6   N1   C7      0.00   0.0  0
 55S  CONST_09  N3   C8   N2   C7      0.00   0.0  0
 55S  CONST_10  N4   C10  C9   C7      0.00   0.0  0
 55S  CONST_11  C8   N3   C9   C7      0.00   0.0  0
 55S  CONST_12  N1   C7   N2   C8    180.00   0.0  0
 55S  CONST_13  C9   C7   N2   C8      0.00   0.0  0
 55S  CONST_14  C10  C9   N3   C8    180.00   0.0  0
 55S  CONST_15  N2   C8   N3   C9      0.00   0.0  0
 55S  CONST_16  N1   C6   N4   C10     0.00   0.0  0
 55S  CONST_17  N1   C7   C9   C10     0.00   0.0  0
 55S  CONST_18  N2   C7   C9   C10   180.00   0.0  0
 55S  CONST_19  N3   C9   C7   N1    180.00   0.0  0
 55S  CONST_20  N3   C9   C7   N2      0.00   0.0  0
 55S  CONST_21  C18  C5   C4   C3      0.00   0.0  0
 55S  CONST_22  C18  C19  C2   C3      0.00   0.0  0
 55S  CONST_23  N4   C10  C9   N3    180.00   0.0  0
 55S  CONST_24  S    C2   C3   C4    180.00   0.0  0
 55S  CONST_25  O2   C10  N4   C6    180.00   0.0  0
 55S  CONST_26  N    C6   N1   C7    180.00   0.0  0
 55S  CONST_27  O2   C10  C9   C7    180.00   0.0  0
 55S  CONST_28  N    C6   N4   C10   180.00   0.0  0
 55S  CONST_29  N    C5   C4   C3    180.00   0.0  0
 55S  CONST_30  O2   C10  C9   N3      0.00   0.0  0
 55S  CONST_31  C18  C19  C2   S     180.00   0.0  0
 55S  CONST_32  N    C5   C18  C19   180.00   0.0  0
 55S  CONST_33  H19  C18  C5   C4    180.00   0.0  0
 55S  CONST_34  H11  C3   C4   C5    180.00   0.0  0
 55S  CONST_35  H18  C19  C18  C5    180.00   0.0  0
 55S  CONST_36  H6   C8   N2   C7    180.00   0.0  0
 55S  CONST_37  H10  N2   C7   C9    180.00   0.0  0
 55S  CONST_38  H1   C4   C3   C2    180.00   0.0  0
 55S  Var_01    C17  C16  C15  C14   -55.42  30.0  1
 55S  Var_02    C15  C14  C13  C12   -55.68  30.0  1
 55S  Var_03    C15  C16  C17  C12    56.06  30.0  1
 55S  Var_04    C16  C15  C14  C13    55.16  30.0  1
 55S  Var_05    C6   N    C5   C4   -177.94  30.0  2
 55S  Var_06    N1   C6   N    C5   -174.38  30.0  2
 55S  Var_07    N4   C10  O2   C11     5.35  30.0  3
 55S  Var_08    C12  C11  O2   C10   179.78  30.0  2
 55S  Var_09    O    S    C2   C3   -150.80  30.0  2
 55S  Var_10    C2   S    C1   C    -179.57  30.0  1
 55S  Var_11    H15  C    C1   S     -60.78  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
 55S  chir_01  C12  C11  C13  C17  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
 55S  plan-1  C4   0.020
 55S  plan-1  C5   0.020
 55S  plan-1  C3   0.020
 55S  plan-1  C2   0.020
 55S  plan-1  C19  0.020
 55S  plan-1  C18  0.020
 55S  plan-1  N    0.020
 55S  plan-1  H1   0.020
 55S  plan-1  H11  0.020
 55S  plan-1  H18  0.020
 55S  plan-1  H19  0.020
 55S  plan-1  S    0.020
 55S  plan-2  C6   0.020
 55S  plan-2  C7   0.020
 55S  plan-2  C8   0.020
 55S  plan-2  C9   0.020
 55S  plan-2  C10  0.020
 55S  plan-2  N1   0.020
 55S  plan-2  N2   0.020
 55S  plan-2  N3   0.020
 55S  plan-2  N    0.020
 55S  plan-2  N4   0.020
 55S  plan-2  O2   0.020
 55S  plan-2  H6   0.020
 55S  plan-2  H10  0.020

