# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 17:29:36 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 4-{[6-(cyclohexylmethoxy)-9H-purin-2-yl]amino}benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[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
 4SP  4SP  4-{[6-(cyclohexylmethoxy)-9H-purin-2-yl]amino}benzenesulfonamide  ligand  50  28  .  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_4SP
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
 4SP  C2    C  CR6   0   0.604  -2.0453  -0.0866  -1.6110
 4SP  C8    C  CR15  0   0.101  -1.1385   0.0725  -5.8434
 4SP  C10   C  CH2   0  -0.152   1.9135   0.4082  -1.1406
 4SP  C11   C  CH1   0  -0.281   3.4212   0.4628  -1.2801
 4SP  C12   C  CH2   0  -0.424   4.0327   0.7066   0.1011
 4SP  C13   C  CH2   0  -0.431   5.5560   0.7445   0.0482
 4SP  C14   C  CH2   0  -0.429   6.1221  -0.5275  -0.5721
 4SP  C15   C  CH2   0  -0.433   5.5200  -0.7795  -1.9497
 4SP  C16   C  CH2   0  -0.414   3.9953  -0.8105  -1.9020
 4SP  C19   C  CR16  0  -0.226  -1.0414   0.1061   2.7543
 4SP  C20   C  CR6   0  -0.239  -2.0844  -0.1934   3.6156
 4SP  C21   C  CR16  0  -0.204  -3.3460  -0.4921   3.1070
 4SP  C22   C  CR16  0  -0.349  -3.5481  -0.4872   1.7465
 4SP  N26   N  NC2   0  -0.886  -2.6975   1.0902   5.8406
 4SP  N1    N  N     0  -0.534  -0.7277   0.0799  -1.4733
 4SP  C6    C  CR6   0   0.549   0.0264   0.1811  -2.5502
 4SP  O6    O  O2    0  -0.453   1.3286   0.3362  -2.4470
 4SP  C5    C  CR56  0  -0.051  -0.5608   0.1216  -3.8168
 4SP  N7    N  N     0  -0.437  -0.0798   0.1963  -5.1002
 4SP  N9    N  NR15  0  -0.652  -2.2901  -0.0797  -5.1253
 4SP  C4    C  CR56  0   0.489  -1.9442  -0.0511  -3.8136
 4SP  N3    N  N     0  -0.496  -2.7250  -0.1604  -2.7478
 4SP  N2    N  NH1   0  -0.771  -2.8175  -0.2081  -0.4846
 4SP  C17   C  CR6   0   0.388  -2.5009  -0.1893   0.8561
 4SP  C18   C  CR16  0  -0.309  -1.2407   0.1113   1.3840
 4SP  O24   O  OS    0  -0.657  -0.3924  -0.0771   5.5953
 4SP  O25   O  OS    0  -0.672  -2.4977  -1.3776   5.9383
 4SP  H8    H  HCR5  0   0.291  -1.1503   0.0837  -6.9223
 4SP  H101  H  HCH2  0   0.241   1.5391   1.2996  -0.6291
 4SP  H102  H  HCH2  0   0.227   1.6178  -0.4671  -0.5548
 4SP  H11   H  HCH1  0   0.228   3.6816   1.3162  -1.9194
 4SP  H121  H  HCH2  0   0.232   3.6505   1.6417   0.5207
 4SP  H122  H  HCH2  0   0.212   3.7168  -0.0927   0.7825
 4SP  H131  H  HCH2  0   0.211   5.8780   1.6118  -0.5385
 4SP  H132  H  HCH2  0   0.228   5.9557   0.8885   1.0549
 4SP  H141  H  HCH2  0   0.227   7.2108  -0.4633  -0.6405
 4SP  H142  H  HCH2  0   0.208   5.9018  -1.3772   0.0834
 4SP  H151  H  HCH2  0   0.210   5.8432   0.0111  -2.6360
 4SP  H152  H  HCH2  0   0.228   5.8962  -1.7185  -2.3629
 4SP  H161  H  HCH2  0   0.207   3.6655  -1.6734  -1.3099
 4SP  H162  H  HCH2  0   0.233   3.5997  -0.9576  -2.9095
 4SP  H19   H  HCR6  0   0.280  -0.0584   0.3426   3.1374
 4SP  H21   H  HCR6  0   0.284  -4.1728  -0.7280   3.7639
 4SP  H22   H  HCR6  0   0.282  -4.5308  -0.7249   1.3578
 4SP  H261  H  HNC2  0   0.417  -2.8813   1.0640   6.8394
 4SP  H262  H  HNC2  0   0.413  -2.2527   1.9676   5.5912
 4SP  H9    H  HNR5  0   0.427  -3.2181  -0.1937  -5.5037
 4SP  H2    H  HNH1  0   0.415  -3.7902  -0.3751  -0.6957
 4SP  H18   H  HCR6  0   0.311  -0.4181   0.3459   0.7311
 4SP  S23   S  S     0   1.358  -1.8227  -0.2263   5.3538

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
 4SP  C2   N1    aromatic  1.335  0.020  1.335
 4SP  C2   N3    aromatic  1.326  0.020  1.326
 4SP  C2   N2    single    1.371  0.020  1.371
 4SP  C8   N7    aromatic  1.299  0.020  1.299
 4SP  C8   N9    aromatic  1.366  0.020  1.366
 4SP  C8   H8    single    0.930  0.020  1.080
 4SP  C10  C11   single    1.515  0.020  1.515
 4SP  C10  O6    single    1.433  0.020  1.433
 4SP  C10  H101  single    0.970  0.020  1.090
 4SP  C10  H102  single    0.970  0.020  1.090
 4SP  C11  C12   single    1.530  0.020  1.530
 4SP  C11  C16   single    1.529  0.020  1.529
 4SP  C11  H11   single    0.970  0.020  1.090
 4SP  C12  C13   single    1.525  0.020  1.525
 4SP  C12  H121  single    0.970  0.020  1.090
 4SP  C12  H122  single    0.970  0.020  1.090
 4SP  C13  C14   single    1.524  0.020  1.524
 4SP  C13  H131  single    0.970  0.020  1.090
 4SP  C13  H132  single    0.970  0.020  1.090
 4SP  C14  C15   single    1.524  0.020  1.524
 4SP  C14  H141  single    0.970  0.020  1.090
 4SP  C14  H142  single    0.970  0.020  1.090
 4SP  C15  C16   single    1.526  0.020  1.526
 4SP  C15  H151  single    0.970  0.020  1.090
 4SP  C15  H152  single    0.970  0.020  1.090
 4SP  C16  H161  single    0.970  0.020  1.090
 4SP  C16  H162  single    0.970  0.020  1.090
 4SP  C19  C20   aromatic  1.385  0.020  1.385
 4SP  C19  C18   aromatic  1.385  0.020  1.385
 4SP  C19  H19   single    0.930  0.020  1.080
 4SP  C20  C21   aromatic  1.393  0.020  1.393
 4SP  C20  S23   single    1.758  0.020  1.758
 4SP  C21  C22   aromatic  1.375  0.020  1.375
 4SP  C21  H21   single    0.930  0.020  1.080
 4SP  C22  C17   aromatic  1.407  0.020  1.407
 4SP  C22  H22   single    0.930  0.020  1.080
 4SP  N26  S23   single    1.654  0.020  1.654
 4SP  N26  H261  single    0.890  0.020  1.040
 4SP  N26  H262  single    0.890  0.020  1.040
 4SP  N1   C6    aromatic  1.319  0.020  1.319
 4SP  C6   O6    single    1.315  0.020  1.315
 4SP  C6   C5    aromatic  1.397  0.020  1.397
 4SP  C5   N7    aromatic  1.373  0.020  1.373
 4SP  C5   C4    aromatic  1.394  0.020  1.394
 4SP  N9   C4    aromatic  1.357  0.020  1.357
 4SP  N9   H9    single    0.860  0.020  1.020
 4SP  C4   N3    aromatic  1.326  0.020  1.326
 4SP  N2   C17   single    1.378  0.020  1.378
 4SP  N2   H2    single    0.860  0.020  1.020
 4SP  C17  C18   aromatic  1.399  0.020  1.399
 4SP  C18  H18   single    0.930  0.020  1.080
 4SP  S23  O24   double    1.458  0.020  1.458
 4SP  S23  O25   double    1.457  0.020  1.457

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
 4SP  N2    C2   N3    114.24  3.000
 4SP  N2    C2   N1    118.82  3.000
 4SP  N3    C2   N1    126.94  3.000
 4SP  H8    C8   N9    121.18  3.000
 4SP  H8    C8   N7    125.44  3.000
 4SP  N9    C8   N7    113.38  3.000
 4SP  H102  C10  H101  108.01  3.000
 4SP  H102  C10  O6    109.73  3.000
 4SP  H101  C10  O6    109.12  3.000
 4SP  H102  C10  C11   110.31  3.000
 4SP  H101  C10  C11   110.75  3.000
 4SP  O6    C10  C11   108.90  3.000
 4SP  H11   C11  C16   108.76  3.000
 4SP  H11   C11  C12   107.88  3.000
 4SP  C16   C11  C12   110.47  3.000
 4SP  H11   C11  C10   108.53  3.000
 4SP  C16   C11  C10   112.40  3.000
 4SP  C12   C11  C10   108.68  3.000
 4SP  H122  C12  H121  106.50  3.000
 4SP  H122  C12  C13   109.12  3.000
 4SP  H121  C12  C13   109.94  3.000
 4SP  H122  C12  C11   109.24  3.000
 4SP  H121  C12  C11   110.05  3.000
 4SP  C13   C12  C11   111.83  3.000
 4SP  H132  C13  H131  106.35  3.000
 4SP  H132  C13  C14   110.43  3.000
 4SP  H131  C13  C14   109.49  3.000
 4SP  H132  C13  C12   109.68  3.000
 4SP  H131  C13  C12   109.39  3.000
 4SP  C14   C13  C12   111.37  3.000
 4SP  H142  C14  H141  106.46  3.000
 4SP  H142  C14  C15   109.46  3.000
 4SP  H141  C14  C15   110.28  3.000
 4SP  H142  C14  C13   109.21  3.000
 4SP  H141  C14  C13   110.27  3.000
 4SP  C15   C14  C13   111.04  3.000
 4SP  H152  C15  H151  106.36  3.000
 4SP  H152  C15  C16   109.78  3.000
 4SP  H151  C15  C16   109.21  3.000
 4SP  H152  C15  C14   110.35  3.000
 4SP  H151  C15  C14   109.29  3.000
 4SP  C16   C15  C14   111.70  3.000
 4SP  H162  C16  H161  106.44  3.000
 4SP  H162  C16  C15   109.62  3.000
 4SP  H161  C16  C15   109.47  3.000
 4SP  H162  C16  C11   110.56  3.000
 4SP  H161  C16  C11   108.82  3.000
 4SP  C15   C16  C11   111.78  3.000
 4SP  H19   C19  C18   118.73  3.000
 4SP  H19   C19  C20   120.76  3.000
 4SP  C18   C19  C20   120.51  3.000
 4SP  S23   C20  C21   119.47  3.000
 4SP  S23   C20  C19   120.44  3.000
 4SP  C21   C20  C19   120.08  3.000
 4SP  H21   C21  C22   119.27  3.000
 4SP  H21   C21  C20   121.15  3.000
 4SP  C22   C21  C20   119.58  3.000
 4SP  H22   C22  C17   119.66  3.000
 4SP  H22   C22  C21   119.18  3.000
 4SP  C17   C22  C21   121.17  3.000
 4SP  H262  N26  H261  110.08  3.000
 4SP  H262  N26  S23   112.58  3.000
 4SP  H261  N26  S23   111.38  3.000
 4SP  C6    N1   C2    119.32  3.000
 4SP  C5    C6   O6    119.47  3.000
 4SP  C5    C6   N1    119.78  3.000
 4SP  O6    C6   N1    120.74  3.000
 4SP  C6    O6   C10   118.77  3.000
 4SP  C4    C5   N7    110.89  3.000
 4SP  C4    C5   C6    114.84  3.000
 4SP  N7    C5   C6    134.27  3.000
 4SP  C5    N7   C8    104.13  3.000
 4SP  H9    N9   C4    126.84  3.000
 4SP  H9    N9   C8    126.24  3.000
 4SP  C4    N9   C8    106.92  3.000
 4SP  N3    C4   N9    128.71  3.000
 4SP  N3    C4   C5    126.62  3.000
 4SP  N9    C4   C5    104.67  3.000
 4SP  C4    N3   C2    112.50  3.000
 4SP  H2    N2   C17   115.29  3.000
 4SP  H2    N2   C2    112.69  3.000
 4SP  C17   N2   C2    131.98  3.000
 4SP  C18   C17  N2    125.25  3.000
 4SP  C18   C17  C22   118.51  3.000
 4SP  N2    C17  C22   116.24  3.000
 4SP  H18   C18  C17   120.43  3.000
 4SP  H18   C18  C19   119.42  3.000
 4SP  C17   C18  C19   120.15  3.000
 4SP  O25   S23  O24   117.96  3.000
 4SP  O25   S23  N26   105.42  3.000
 4SP  O24   S23  N26   112.87  3.000
 4SP  O25   S23  C20   110.02  3.000
 4SP  O24   S23  C20   107.93  3.000
 4SP  N26   S23  C20   101.38  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
 4SP  CONST_01  C5    C6   N1   C2      0.00   0.0  0
 4SP  CONST_02  C5    C4   N3   C2      0.00   0.0  0
 4SP  CONST_03  N9    C4   N3   C2    180.00   0.0  0
 4SP  CONST_04  C6    C5   N7   C8    180.00   0.0  0
 4SP  CONST_05  C4    C5   N7   C8      0.00   0.0  0
 4SP  CONST_06  C5    C4   N9   C8      0.00   0.0  0
 4SP  CONST_07  N3    C4   N9   C8    180.00   0.0  0
 4SP  CONST_08  C22   C21  C20  C19     0.00   0.0  0
 4SP  CONST_09  C22   C17  C18  C19     0.00   0.0  0
 4SP  CONST_10  C17   C18  C19  C20     0.00   0.0  0
 4SP  CONST_11  C17   C22  C21  C20     0.00   0.0  0
 4SP  CONST_12  C18   C19  C20  C21     0.00   0.0  0
 4SP  CONST_13  C18   C17  C22  C21     0.00   0.0  0
 4SP  CONST_14  C4    N3   C2   N1      0.00   0.0  0
 4SP  CONST_15  N7    C5   C6   N1    180.00   0.0  0
 4SP  CONST_16  C4    C5   C6   N1      0.00   0.0  0
 4SP  CONST_17  N3    C2   N1   C6      0.00   0.0  0
 4SP  CONST_18  N9    C4   C5   C6    180.00   0.0  0
 4SP  CONST_19  N3    C4   C5   C6      0.00   0.0  0
 4SP  CONST_20  N9    C8   N7   C5      0.00   0.0  0
 4SP  CONST_21  C4    N9   C8   N7      0.00   0.0  0
 4SP  CONST_22  N9    C4   C5   N7      0.00   0.0  0
 4SP  CONST_23  N3    C4   C5   N7    180.00   0.0  0
 4SP  CONST_24  O6    C6   N1   C2    180.00   0.0  0
 4SP  CONST_25  N2    C17  C18  C19   180.00   0.0  0
 4SP  CONST_26  N2    C17  C22  C21   180.00   0.0  0
 4SP  CONST_27  S23   C20  C21  C22   180.00   0.0  0
 4SP  CONST_28  N2    C2   N1   C6    180.00   0.0  0
 4SP  CONST_29  N7    C5   C6   O6      0.00   0.0  0
 4SP  CONST_30  C4    C5   C6   O6    180.00   0.0  0
 4SP  CONST_31  N2    C2   N3   C4    180.00   0.0  0
 4SP  CONST_32  S23   C20  C19  C18   180.00   0.0  0
 4SP  CONST_33  H21   C21  C20  C19   180.00   0.0  0
 4SP  CONST_34  H18   C18  C19  C20   180.00   0.0  0
 4SP  CONST_35  H22   C22  C21  C20   180.00   0.0  0
 4SP  CONST_36  H19   C19  C20  C21   180.00   0.0  0
 4SP  CONST_37  H8    C8   N7   C5    180.00   0.0  0
 4SP  CONST_38  H9    N9   C4   C5    180.00   0.0  0
 4SP  Var_01    C14   C13  C12  C11   -55.67  30.0  1
 4SP  Var_02    C14   C15  C16  C11    55.06  30.0  1
 4SP  Var_03    C15   C14  C13  C12    55.03  30.0  1
 4SP  Var_04    C16   C15  C14  C13   -54.82  30.0  1
 4SP  Var_05    C22   C17  N2   C2   -173.50  30.0  2
 4SP  Var_06    C17   N2   C2   N1      0.26  30.0  2
 4SP  Var_07    N1    C6   O6   C10    -0.68  30.0  1
 4SP  Var_08    N26   S23  C20  C19   111.45  30.0  2
 4SP  Var_09    H261  N26  S23  C20   163.14  30.0  3
 4SP  Var_10    H101  C10  O6   C6    -63.95  30.0  1

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
 4SP  chir_01  C11  C10  C12  C16  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
 4SP  plan-1  C19  0.020
 4SP  plan-1  C20  0.020
 4SP  plan-1  C21  0.020
 4SP  plan-1  C22  0.020
 4SP  plan-1  N2   0.020
 4SP  plan-1  C17  0.020
 4SP  plan-1  C18  0.020
 4SP  plan-1  H19  0.020
 4SP  plan-1  H21  0.020
 4SP  plan-1  H22  0.020
 4SP  plan-1  H18  0.020
 4SP  plan-1  S23  0.020
 4SP  plan-2  C2   0.020
 4SP  plan-2  C8   0.020
 4SP  plan-2  N1   0.020
 4SP  plan-2  C6   0.020
 4SP  plan-2  O6   0.020
 4SP  plan-2  C5   0.020
 4SP  plan-2  N7   0.020
 4SP  plan-2  N9   0.020
 4SP  plan-2  C4   0.020
 4SP  plan-2  N3   0.020
 4SP  plan-2  N2   0.020
 4SP  plan-2  H8   0.020
 4SP  plan-2  H9   0.020

