# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 23:05:26 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: N-[4-(phenylsulfonyl)benzyl]-2H-pyrazolo[3,4-b]pyridine-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(NCc1ccc(cc1)[S](=O)(=O)c2ccccc2)c3cnc4n[nH]cc4c3
#
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
 20R  20R  N-[4-(phenylsulfonyl)benzyl]-2H-pyrazolo[3,4-b]pyridine-5-carboxamide  ligand  44  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_20R
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
 20R  C1   C  CR16  0  -0.235  -6.6069   2.3689   0.8102
 20R  C2   C  CR16  0  -0.240  -5.6748   2.9751  -0.0221
 20R  C3   C  CR16  0  -0.234  -4.8021   2.2009  -0.7721
 20R  C4   C  CR6   0  -0.167  -4.8767   0.8177  -0.6715
 20R  C5   C  CR16  0  -0.235  -5.8061   0.1977   0.1532
 20R  C6   C  CR16  0  -0.240  -6.6728   0.9843   0.8970
 20R  S7   S  S     0   1.223  -3.7567  -0.1824  -1.6170
 20R  O8   O  OS    0  -0.652  -4.3659  -1.4973  -1.7930
 20R  O9   O  OS    0  -0.652  -3.3472   0.5839  -2.7901
 20R  C10  C  CR6   0  -0.188  -2.3506  -0.3628  -0.5569
 20R  C11  C  CR16  0  -0.221  -1.3207   0.5661  -0.6246
 20R  C12  C  CR16  0  -0.268  -0.2330   0.4310   0.2213
 20R  C13  C  CR6   0   0.122  -0.1610  -0.6241   1.1260
 20R  C14  C  CR16  0  -0.293  -1.2002  -1.5481   1.1694
 20R  C15  C  CR16  0  -0.218  -2.2988  -1.4249   0.3350
 20R  C16  C  CH2   0  -0.341   0.9932  -0.7525   2.0880
 20R  N17  N  NH1   0  -0.663   2.2520  -0.3121   1.5421
 20R  C18  C  C     0   0.552   2.8732  -1.0122   0.5736
 20R  O19  O  O     0  -0.474   2.4046  -2.0454   0.1195
 20R  C20  C  CR6   0  -0.157   4.1690  -0.4649   0.0833
 20R  C21  C  CR16  0  -0.206   5.0688  -1.3268  -0.4956
 20R  C22  C  CR56  0  -0.124   6.2747  -0.7764  -0.9426
 20R  C23  C  CR15  0  -0.005   7.4409  -1.2380  -1.5480
 20R  N24  N  NR15  0  -0.388   8.1998  -0.1568  -1.7037
 20R  N25  N  N     0  -0.300   7.6772   0.9854  -1.2731
 20R  C27  C  CR56  0   0.375   6.4890   0.6238  -0.7990
 20R  N28  N  N     0  -0.416   5.5919   1.4722  -0.2593
 20R  C29  C  CR16  0  -0.085   4.4857   0.9250   0.1610
 20R  H1   H  HCR6  0   0.274  -7.2871   2.9783   1.3902
 20R  H2   H  HCR6  0   0.275  -5.6285   4.0533  -0.0940
 20R  H3   H  HCR6  0   0.283  -4.0817   2.6767  -1.4239
 20R  H4   H  HCR6  0   0.283  -5.8643  -0.8803   0.2186
 20R  H5   H  HCR6  0   0.275  -7.4038   0.5123   1.5395
 20R  H6   H  HCR6  0   0.282  -1.3540   1.3891  -1.3256
 20R  H7   H  HCR6  0   0.259   0.5688   1.1555   0.1650
 20R  H8   H  HCR6  0   0.267  -1.1533  -2.3817   1.8591
 20R  H9   H  HCR6  0   0.282  -3.0927  -2.1581   0.3815
 20R  H10  H  HCH2  0   0.289   0.7917  -0.1360   2.9651
 20R  H11  H  HCH2  0   0.264   1.0635  -1.7842   2.4403
 20R  H12  H  HNH1  0   0.414   2.7274   0.4423   2.0076
 20R  H13  H  HCR6  0   0.276   4.8556  -2.3838  -0.5893
 20R  H14  H  HCR5  0   0.307   7.7626  -2.2178  -1.8587
 20R  H15  H  HNR5  0   0.441   9.1215  -0.1444  -2.1172
 20R  H16  H  HCR6  0   0.262   3.7526   1.6122   0.5725

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
 20R  C6   C1   aromatic  1.389  0.020  1.389
 20R  C6   C5   aromatic  1.387  0.020  1.387
 20R  C1   C2   aromatic  1.389  0.020  1.389
 20R  C5   C4   aromatic  1.389  0.020  1.389
 20R  C2   C3   aromatic  1.387  0.020  1.387
 20R  C4   C3   aromatic  1.389  0.020  1.389
 20R  C4   S7   single    1.774  0.020  1.774
 20R  O9   S7   double    1.460  0.020  1.460
 20R  S7   O8   double    1.460  0.020  1.460
 20R  S7   C10  single    1.770  0.020  1.770
 20R  C11  C10  aromatic  1.389  0.020  1.389
 20R  C11  C12  aromatic  1.385  0.020  1.385
 20R  C10  C15  aromatic  1.388  0.020  1.388
 20R  C12  C13  aromatic  1.392  0.020  1.392
 20R  C15  C14  aromatic  1.385  0.020  1.385
 20R  C13  C14  aromatic  1.391  0.020  1.391
 20R  C13  C16  single    1.508  0.020  1.508
 20R  C16  N17  single    1.441  0.020  1.441
 20R  O19  C18  double    1.222  0.020  1.222
 20R  N17  C18  single    1.347  0.020  1.347
 20R  C18  C20  single    1.490  0.020  1.490
 20R  C20  C29  aromatic  1.428  0.020  1.428
 20R  C20  C21  aromatic  1.374  0.020  1.374
 20R  C29  N28  aromatic  1.304  0.020  1.304
 20R  C21  C22  aromatic  1.399  0.020  1.399
 20R  N28  C27  aromatic  1.348  0.020  1.348
 20R  C22  C27  aromatic  1.424  0.020  1.424
 20R  C22  C23  aromatic  1.393  0.020  1.393
 20R  C27  N25  aromatic  1.329  0.020  1.329
 20R  N25  N24  aromatic  1.328  0.020  1.328
 20R  C23  N24  aromatic  1.330  0.020  1.330
 20R  C1   H1   single    0.930  0.020  1.080
 20R  C2   H2   single    0.930  0.020  1.080
 20R  C3   H3   single    0.930  0.020  1.080
 20R  C5   H4   single    0.930  0.020  1.080
 20R  C6   H5   single    0.930  0.020  1.080
 20R  C11  H6   single    0.930  0.020  1.080
 20R  C12  H7   single    0.930  0.020  1.080
 20R  C14  H8   single    0.930  0.020  1.080
 20R  C15  H9   single    0.930  0.020  1.080
 20R  C16  H10  single    0.970  0.020  1.090
 20R  C16  H11  single    0.970  0.020  1.090
 20R  N17  H12  single    0.860  0.020  1.020
 20R  C21  H13  single    0.930  0.020  1.080
 20R  C23  H14  single    0.930  0.020  1.080
 20R  N24  H15  single    0.860  0.020  1.020
 20R  C29  H16  single    0.930  0.020  1.080

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
 20R  H1   C1   C6   119.88  3.000
 20R  H1   C1   C2   119.83  3.000
 20R  C6   C1   C2   120.29  3.000
 20R  H2   C2   C3   119.58  3.000
 20R  H2   C2   C1   120.24  3.000
 20R  C3   C2   C1   120.18  3.000
 20R  H3   C3   C4   121.16  3.000
 20R  H3   C3   C2   119.96  3.000
 20R  C4   C3   C2   118.88  3.000
 20R  S7   C4   C5   119.16  3.000
 20R  S7   C4   C3   119.27  3.000
 20R  C5   C4   C3   121.57  3.000
 20R  H4   C5   C6   119.95  3.000
 20R  H4   C5   C4   121.13  3.000
 20R  C6   C5   C4   118.92  3.000
 20R  H5   C6   C5   119.57  3.000
 20R  H5   C6   C1   120.28  3.000
 20R  C5   C6   C1   120.15  3.000
 20R  C10  S7   O9   108.17  3.000
 20R  C10  S7   O8   108.17  3.000
 20R  O9   S7   O8   119.54  3.000
 20R  C10  S7   C4   103.87  3.000
 20R  O8   S7   C4   107.97  3.000
 20R  O9   S7   C4   108.02  3.000
 20R  C15  C10  C11  121.04  3.000
 20R  C15  C10  S7   119.50  3.000
 20R  C11  C10  S7   119.46  3.000
 20R  H6   C11  C12  119.64  3.000
 20R  H6   C11  C10  121.18  3.000
 20R  C12  C11  C10  119.18  3.000
 20R  H7   C12  C13  120.20  3.000
 20R  H7   C12  C11  119.01  3.000
 20R  C13  C12  C11  120.79  3.000
 20R  C16  C13  C14  119.69  3.000
 20R  C16  C13  C12  121.25  3.000
 20R  C14  C13  C12  119.02  3.000
 20R  H8   C14  C15  119.11  3.000
 20R  H8   C14  C13  119.92  3.000
 20R  C15  C14  C13  120.97  3.000
 20R  H9   C15  C14  119.73  3.000
 20R  H9   C15  C10  121.27  3.000
 20R  C14  C15  C10  119.00  3.000
 20R  H11  C16  H10  106.64  3.000
 20R  H11  C16  N17  110.76  3.000
 20R  H10  C16  N17  107.05  3.000
 20R  H11  C16  C13  109.60  3.000
 20R  H10  C16  C13  108.87  3.000
 20R  N17  C16  C13  113.63  3.000
 20R  H12  N17  C18  120.31  3.000
 20R  H12  N17  C16  117.82  3.000
 20R  C18  N17  C16  121.09  3.000
 20R  C20  C18  O19  121.46  3.000
 20R  C20  C18  N17  116.55  3.000
 20R  O19  C18  N17  122.00  3.000
 20R  C29  C20  C21  119.23  3.000
 20R  C21  C20  C18  118.55  3.000
 20R  C29  C20  C18  122.19  3.000
 20R  H13  C21  C22  121.76  3.000
 20R  H13  C21  C20  121.34  3.000
 20R  C22  C21  C20  116.90  3.000
 20R  C27  C22  C23  104.11  3.000
 20R  C23  C22  C21  136.91  3.000
 20R  C27  C22  C21  118.98  3.000
 20R  H14  C23  N24  122.36  3.000
 20R  H14  C23  C22  132.62  3.000
 20R  N24  C23  C22  105.02  3.000
 20R  H15  N24  N25  118.77  3.000
 20R  H15  N24  C23  125.33  3.000
 20R  N25  N24  C23  115.89  3.000
 20R  C27  N25  N24  103.50  3.000
 20R  N28  C27  N25  124.51  3.000
 20R  N25  C27  C22  111.48  3.000
 20R  N28  C27  C22  124.01  3.000
 20R  C29  N28  C27  115.45  3.000
 20R  H16  C29  N28  115.43  3.000
 20R  H16  C29  C20  119.14  3.000
 20R  N28  C29  C20  125.40  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
 20R  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 20R  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 20R  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 20R  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 20R  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 20R  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 20R  CONST_07  C13  C12  C11  C10    0.00   0.0  0
 20R  CONST_08  C13  C14  C15  C10    0.00   0.0  0
 20R  CONST_09  C14  C15  C10  C11    0.00   0.0  0
 20R  CONST_10  C14  C13  C12  C11    0.00   0.0  0
 20R  CONST_11  C15  C10  C11  C12    0.00   0.0  0
 20R  CONST_12  C15  C14  C13  C12    0.00   0.0  0
 20R  CONST_13  C27  N28  C29  C20    0.00   0.0  0
 20R  CONST_14  C27  C22  C21  C20    0.00   0.0  0
 20R  CONST_15  C23  C22  C21  C20  180.00   0.0  0
 20R  CONST_16  N28  C29  C20  C21    0.00   0.0  0
 20R  CONST_17  N28  C27  C22  C21    0.00   0.0  0
 20R  CONST_18  N25  C27  C22  C21  180.00   0.0  0
 20R  CONST_19  N24  C23  C22  C21  180.00   0.0  0
 20R  CONST_20  C29  C20  C21  C22    0.00   0.0  0
 20R  CONST_21  C29  N28  C27  C22    0.00   0.0  0
 20R  CONST_22  N24  N25  C27  C22    0.00   0.0  0
 20R  CONST_23  N25  N24  C23  C22    0.00   0.0  0
 20R  CONST_24  N28  C27  C22  C23  180.00   0.0  0
 20R  CONST_25  N25  C27  C22  C23    0.00   0.0  0
 20R  CONST_26  C27  N25  N24  C23    0.00   0.0  0
 20R  CONST_27  N28  C27  N25  N24  180.00   0.0  0
 20R  CONST_28  C27  C22  C23  N24    0.00   0.0  0
 20R  CONST_29  C29  N28  C27  N25  180.00   0.0  0
 20R  CONST_30  S7   C4   C3   C2   180.00   0.0  0
 20R  CONST_31  S7   C4   C5   C6   180.00   0.0  0
 20R  CONST_32  C12  C11  C10  S7   180.00   0.0  0
 20R  CONST_33  C14  C15  C10  S7   180.00   0.0  0
 20R  CONST_34  C16  C13  C12  C11  180.00   0.0  0
 20R  CONST_35  C16  C13  C14  C15  180.00   0.0  0
 20R  CONST_36  N28  C29  C20  C18  180.00   0.0  0
 20R  CONST_37  C22  C21  C20  C18  180.00   0.0  0
 20R  CONST_38  H4   C5   C6   C1   180.00   0.0  0
 20R  CONST_39  H3   C3   C2   C1   180.00   0.0  0
 20R  CONST_40  H5   C6   C1   C2   180.00   0.0  0
 20R  CONST_41  H1   C1   C2   C3   180.00   0.0  0
 20R  CONST_42  H2   C2   C3   C4   180.00   0.0  0
 20R  CONST_43  H7   C12  C11  C10  180.00   0.0  0
 20R  CONST_44  H8   C14  C15  C10  180.00   0.0  0
 20R  CONST_45  H9   C15  C10  C11  180.00   0.0  0
 20R  CONST_46  H6   C11  C12  C13  180.00   0.0  0
 20R  CONST_47  H16  C29  C20  C21  180.00   0.0  0
 20R  CONST_48  H14  C23  C22  C21    0.00   0.0  0
 20R  CONST_49  H15  N24  C23  C22  180.00   0.0  0
 20R  CONST_50  H13  C21  C22  C23    0.00   0.0  0
 20R  CONST_51  C20  C18  N17  C16  180.00   0.0  0
 20R  CONST_52  H12  N17  C18  C20    0.00   0.0  0
 20R  CONST_53  O19  C18  N17  C16    0.00   0.0  0
 20R  Var_01    C10  S7   C4   C3    88.98  30.0  2
 20R  Var_02    C11  C10  S7   C4   -89.95  30.0  2
 20R  Var_03    N17  C16  C13  C12  -35.10  30.0  2
 20R  Var_04    C29  C20  C18  N17  -25.90  30.0  2
 20R  Var_05    C18  N17  C16  C13  -69.99  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
 20R  plan-1  C1   0.020
 20R  plan-1  C2   0.020
 20R  plan-1  C3   0.020
 20R  plan-1  C4   0.020
 20R  plan-1  C5   0.020
 20R  plan-1  C6   0.020
 20R  plan-1  S7   0.020
 20R  plan-1  H1   0.020
 20R  plan-1  H2   0.020
 20R  plan-1  H3   0.020
 20R  plan-1  H4   0.020
 20R  plan-1  H5   0.020
 20R  plan-2  S7   0.020
 20R  plan-2  C10  0.020
 20R  plan-2  C11  0.020
 20R  plan-2  C12  0.020
 20R  plan-2  C13  0.020
 20R  plan-2  C14  0.020
 20R  plan-2  C15  0.020
 20R  plan-2  C16  0.020
 20R  plan-2  H6   0.020
 20R  plan-2  H7   0.020
 20R  plan-2  H8   0.020
 20R  plan-2  H9   0.020
 20R  plan-3  C18  0.020
 20R  plan-3  C20  0.020
 20R  plan-3  C21  0.020
 20R  plan-3  C22  0.020
 20R  plan-3  C23  0.020
 20R  plan-3  N24  0.020
 20R  plan-3  N25  0.020
 20R  plan-3  C27  0.020
 20R  plan-3  N28  0.020
 20R  plan-3  C29  0.020
 20R  plan-3  H13  0.020
 20R  plan-3  H14  0.020
 20R  plan-3  H15  0.020
 20R  plan-3  H16  0.020
 20R  plan-4  C16  0.020
 20R  plan-4  N17  0.020
 20R  plan-4  C18  0.020
 20R  plan-4  O19  0.020
 20R  plan-4  C20  0.020
 20R  plan-4  H12  0.020

