# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 15:07:18 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 6-phenyl-1-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(nc2n(Cc3ccncc3)ncc12)c4ccccc4
#
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
 HTJ  HTJ  '6-phenyl-1-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid'  ligand  38  25  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HTJ
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
 HTJ  C1   C  C1     0  -0.057   4.8524  -0.7254  -1.1078
 HTJ  C2   C  C1     0  -0.361   4.2551  -0.0953  -0.0272
 HTJ  C3   C  C      0   0.204   3.1768  -0.7109   0.5969
 HTJ  C4   C  C1     0  -0.367   2.7537  -1.9345   0.0965
 HTJ  C5   C  C1     0  -0.059   3.4193  -2.4821  -0.9907
 HTJ  N6   N  N      0  -0.406   4.4496  -1.8969  -1.5888
 HTJ  C7   C  CH2    0  -0.403   2.4666  -0.0513   1.7504
 HTJ  N8   N  NR5    0  -0.382   1.5719   0.9829   1.2910
 HTJ  C9   C  CR5    0   0.586   0.3323   0.8127   0.7728
 HTJ  C10  C  CR5    0  -0.148  -0.0976   2.0728   0.3235
 HTJ  C11  C  CR15   0  -0.129   0.9994   2.9271   0.6133
 HTJ  N12  N  N      0  -0.239   1.9743   2.2554   1.1742
 HTJ  N13  N  N      0  -0.464  -0.3347  -0.3286   0.7173
 HTJ  C14  C  C      0   0.241  -1.5399  -0.2520   0.1713
 HTJ  C15  C  C1     0  -0.416  -2.0760   0.9590  -0.3205
 HTJ  C16  C  C      0  -0.027  -1.3734   2.1453  -0.2517
 HTJ  C18  C  C      0   0.395  -1.9588   3.4509  -0.7809
 HTJ  O19  O  O      0  -0.575  -1.2428   4.4573  -0.6368
 HTJ  O20  O  OC    -1  -0.579  -3.0871   3.3850  -1.2979
 HTJ  C21  C  CR6    0   0.069  -2.3036  -1.5159   0.0822
 HTJ  C22  C  CR16   0  -0.292  -1.6317  -2.7402   0.1114
 HTJ  C23  C  CR16   0  -0.241  -2.3286  -3.9347   0.0269
 HTJ  C24  C  CR16   0  -0.262  -3.7139  -3.9307  -0.0810
 HTJ  C25  C  CR16   0  -0.237  -4.3935  -2.7206  -0.1022
 HTJ  C26  C  CR16   0  -0.322  -3.6954  -1.5242  -0.0237
 HTJ  H1   H  H      0   0.265   5.6970  -0.2615  -1.6048
 HTJ  H2   H  H      0   0.270   4.6315   0.8589   0.3188
 HTJ  H4   H  H      0   0.274   1.9176  -2.4586   0.5409
 HTJ  H5   H  H      0   0.265   3.1025  -3.4379  -1.3930
 HTJ  H7   H  HCH2   0   0.287   1.8854  -0.7835   2.3099
 HTJ  H7A  H  HCH2   0   0.296   3.1769   0.4090   2.4357
 HTJ  H11  H  HCR5   0   0.264   1.0961   3.9845   0.4331
 HTJ  H15  H  H      0   0.258  -3.0528   0.9659  -0.7826
 HTJ  H22  H  HCR6   0   0.263  -0.5531  -2.7538   0.1922
 HTJ  H23  H  HCR6   0   0.258  -1.7876  -4.8720   0.0434
 HTJ  H24  H  HCR6   0   0.259  -4.2595  -4.8631  -0.1468
 HTJ  H25  H  HCR6   0   0.260  -5.4731  -2.7048  -0.1743
 HTJ  H26  H  HCR6   0   0.255  -4.2529  -0.5966  -0.0259

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
 HTJ  C2   C1   aromatic  1.386  0.020  1.386
 HTJ  C1   N6   aromatic  1.329  0.020  1.329
 HTJ  C1   H1   single    0.930  0.020  1.080
 HTJ  C3   C2   aromatic  1.390  0.020  1.390
 HTJ  C2   H2   single    0.930  0.020  1.080
 HTJ  C7   C3   single    1.507  0.020  1.507
 HTJ  C3   C4   aromatic  1.388  0.020  1.388
 HTJ  C4   C5   aromatic  1.387  0.020  1.387
 HTJ  C4   H4   single    0.930  0.020  1.080
 HTJ  C5   N6   aromatic  1.327  0.020  1.327
 HTJ  C5   H5   single    0.930  0.020  1.080
 HTJ  N8   C7   single    1.443  0.020  1.443
 HTJ  C7   H7   single    0.970  0.020  1.090
 HTJ  C7   H7A  single    0.970  0.020  1.090
 HTJ  C9   N8   aromatic  1.354  0.020  1.354
 HTJ  N12  N8   aromatic  1.340  0.020  1.340
 HTJ  C10  C9   aromatic  1.405  0.020  1.405
 HTJ  N13  C9   aromatic  1.323  0.020  1.323
 HTJ  C16  C10  aromatic  1.401  0.020  1.401
 HTJ  C10  C11  aromatic  1.420  0.020  1.420
 HTJ  C11  N12  aromatic  1.310  0.020  1.310
 HTJ  C11  H11  single    0.930  0.020  1.080
 HTJ  C14  N13  aromatic  1.325  0.020  1.325
 HTJ  C15  C14  aromatic  1.413  0.020  1.413
 HTJ  C21  C14  single    1.479  0.020  1.479
 HTJ  C15  C16  aromatic  1.381  0.020  1.381
 HTJ  C15  H15  single    0.930  0.020  1.080
 HTJ  C18  C16  single    1.526  0.020  1.526
 HTJ  O19  C18  deloc     1.244  0.020  1.244
 HTJ  C18  O20  deloc     1.243  0.020  1.243
 HTJ  C26  C21  aromatic  1.396  0.020  1.396
 HTJ  C21  C22  aromatic  1.397  0.020  1.397
 HTJ  C23  C22  aromatic  1.386  0.020  1.386
 HTJ  C22  H22  single    0.930  0.020  1.080
 HTJ  C24  C23  aromatic  1.389  0.020  1.389
 HTJ  C23  H23  single    0.930  0.020  1.080
 HTJ  C25  C24  aromatic  1.388  0.020  1.388
 HTJ  C24  H24  single    0.930  0.020  1.080
 HTJ  C25  C26  aromatic  1.387  0.020  1.387
 HTJ  C25  H25  single    0.930  0.020  1.080
 HTJ  C26  H26  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
 HTJ  H1   C1   N6   116.57  3.000
 HTJ  H1   C1   C2   119.91  3.000
 HTJ  N6   C1   C2   123.53  3.000
 HTJ  H2   C2   C3   121.11  3.000
 HTJ  H2   C2   C1   120.00  3.000
 HTJ  C3   C2   C1   118.89  3.000
 HTJ  C7   C3   C4   121.22  3.000
 HTJ  C4   C3   C2   117.72  3.000
 HTJ  C7   C3   C2   121.04  3.000
 HTJ  H4   C4   C5   120.08  3.000
 HTJ  H4   C4   C3   120.96  3.000
 HTJ  C5   C4   C3   118.96  3.000
 HTJ  H5   C5   N6   116.63  3.000
 HTJ  H5   C5   C4   119.90  3.000
 HTJ  N6   C5   C4   123.47  3.000
 HTJ  C5   N6   C1   117.44  3.000
 HTJ  H7A  C7   H7   107.99  3.000
 HTJ  H7A  C7   N8   107.57  3.000
 HTJ  H7   C7   N8   108.33  3.000
 HTJ  H7A  C7   C3   111.06  3.000
 HTJ  H7   C7   C3   110.51  3.000
 HTJ  N8   C7   C3   111.25  3.000
 HTJ  N12  N8   C9   111.16  3.000
 HTJ  N12  N8   C7   121.49  3.000
 HTJ  C9   N8   C7   126.83  3.000
 HTJ  N13  C9   C10  127.29  3.000
 HTJ  N13  C9   N8   125.87  3.000
 HTJ  C10  C9   N8   106.84  3.000
 HTJ  C16  C10  C11  139.09  3.000
 HTJ  C11  C10  C9   103.76  3.000
 HTJ  C16  C10  C9   117.14  3.000
 HTJ  H11  C11  N12  120.55  3.000
 HTJ  H11  C11  C10  128.74  3.000
 HTJ  N12  C11  C10  110.71  3.000
 HTJ  C11  N12  N8   107.51  3.000
 HTJ  C14  N13  C9   115.20  3.000
 HTJ  C21  C14  C15  121.03  3.000
 HTJ  C21  C14  N13  116.41  3.000
 HTJ  C15  C14  N13  122.55  3.000
 HTJ  H15  C15  C16  118.42  3.000
 HTJ  H15  C15  C14  119.83  3.000
 HTJ  C16  C15  C14  121.74  3.000
 HTJ  C18  C16  C15  121.52  3.000
 HTJ  C18  C16  C10  122.42  3.000
 HTJ  C15  C16  C10  116.06  3.000
 HTJ  O20  C18  O19  127.87  3.000
 HTJ  O20  C18  C16  116.58  3.000
 HTJ  O19  C18  C16  115.56  3.000
 HTJ  C26  C21  C22  118.43  3.000
 HTJ  C22  C21  C14  119.95  3.000
 HTJ  C26  C21  C14  121.62  3.000
 HTJ  H22  C22  C23  119.69  3.000
 HTJ  H22  C22  C21  119.49  3.000
 HTJ  C23  C22  C21  120.82  3.000
 HTJ  H23  C23  C24  120.14  3.000
 HTJ  H23  C23  C22  119.62  3.000
 HTJ  C24  C23  C22  120.25  3.000
 HTJ  H24  C24  C25  120.22  3.000
 HTJ  H24  C24  C23  120.32  3.000
 HTJ  C25  C24  C23  119.46  3.000
 HTJ  H25  C25  C26  119.55  3.000
 HTJ  H25  C25  C24  120.15  3.000
 HTJ  C26  C25  C24  120.30  3.000
 HTJ  H26  C26  C25  118.67  3.000
 HTJ  H26  C26  C21  120.58  3.000
 HTJ  C25  C26  C21  120.74  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
 HTJ  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 HTJ  CONST_02  C4   C5   N6   C1     0.00   0.0  0
 HTJ  CONST_03  C5   N6   C1   C2     0.00   0.0  0
 HTJ  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 HTJ  CONST_05  N6   C1   C2   C3     0.00   0.0  0
 HTJ  CONST_06  N6   C5   C4   C3     0.00   0.0  0
 HTJ  CONST_07  C16  C10  C9   N8   180.00   0.0  0
 HTJ  CONST_08  C11  C10  C9   N8     0.00   0.0  0
 HTJ  CONST_09  C14  N13  C9   N8   180.00   0.0  0
 HTJ  CONST_10  C10  C11  N12  N8     0.00   0.0  0
 HTJ  CONST_11  C11  N12  N8   C9     0.00   0.0  0
 HTJ  CONST_12  C15  C16  C10  C9     0.00   0.0  0
 HTJ  CONST_13  N12  C11  C10  C9     0.00   0.0  0
 HTJ  CONST_14  C15  C14  N13  C9     0.00   0.0  0
 HTJ  CONST_15  C21  C14  N13  C9   180.00   0.0  0
 HTJ  CONST_16  N12  N8   C9   C10    0.00   0.0  0
 HTJ  CONST_17  C14  N13  C9   C10    0.00   0.0  0
 HTJ  CONST_18  C14  C15  C16  C10    0.00   0.0  0
 HTJ  CONST_19  N13  C9   C10  C11  180.00   0.0  0
 HTJ  CONST_20  C15  C16  C10  C11  180.00   0.0  0
 HTJ  CONST_21  N13  C9   N8   N12  180.00   0.0  0
 HTJ  CONST_22  C16  C10  C11  N12  180.00   0.0  0
 HTJ  CONST_23  C16  C10  C9   N13    0.00   0.0  0
 HTJ  CONST_24  C16  C15  C14  N13    0.00   0.0  0
 HTJ  CONST_27  C25  C26  C21  C14  180.00   0.0  0
 HTJ  CONST_28  C23  C22  C21  C14  180.00   0.0  0
 HTJ  CONST_31  C21  C14  C15  C16  180.00   0.0  0
 HTJ  CONST_32  C24  C25  C26  C21    0.00   0.0  0
 HTJ  CONST_33  C24  C23  C22  C21    0.00   0.0  0
 HTJ  CONST_34  C25  C26  C21  C22    0.00   0.0  0
 HTJ  CONST_35  C25  C24  C23  C22    0.00   0.0  0
 HTJ  CONST_36  C26  C21  C22  C23    0.00   0.0  0
 HTJ  CONST_37  C26  C25  C24  C23    0.00   0.0  0
 HTJ  CONST_38  C7   C3   C2   C1   180.00   0.0  0
 HTJ  CONST_39  C7   C3   C4   C5   180.00   0.0  0
 HTJ  CONST_40  C10  C9   N8   C7   180.00   0.0  0
 HTJ  CONST_41  N13  C9   N8   C7     0.00   0.0  0
 HTJ  CONST_42  C11  N12  N8   C7   180.00   0.0  0
 HTJ  CONST_43  C18  C16  C10  C9   180.00   0.0  0
 HTJ  CONST_44  C18  C16  C10  C11    0.00   0.0  0
 HTJ  CONST_45  C18  C16  C15  C14  180.00   0.0  0
 HTJ  CONST_46  H5   C5   N6   C1   180.00   0.0  0
 HTJ  CONST_47  H4   C4   C3   C2   180.00   0.0  0
 HTJ  CONST_48  H1   C1   C2   C3   180.00   0.0  0
 HTJ  CONST_49  H2   C2   C3   C4   180.00   0.0  0
 HTJ  CONST_50  H11  C11  N12  N8   180.00   0.0  0
 HTJ  CONST_51  H15  C15  C16  C10  180.00   0.0  0
 HTJ  CONST_52  H26  C26  C21  C14    0.00   0.0  0
 HTJ  CONST_53  H22  C22  C21  C14    0.00   0.0  0
 HTJ  CONST_54  H25  C25  C26  C21  180.00   0.0  0
 HTJ  CONST_55  H23  C23  C22  C21  180.00   0.0  0
 HTJ  CONST_56  H24  C24  C23  C22  180.00   0.0  0
 HTJ  Var_01    N8   C7   C3   C2    77.99  30.0  3
 HTJ  Var_02    C9   N8   C7   C3    79.67  30.0  1
 HTJ  Var_03    O19  C18  C16  C10   -1.83  30.0  2

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
 HTJ  plan-1  C1   0.020
 HTJ  plan-1  C2   0.020
 HTJ  plan-1  C3   0.020
 HTJ  plan-1  C4   0.020
 HTJ  plan-1  C5   0.020
 HTJ  plan-1  N6   0.020
 HTJ  plan-1  C7   0.020
 HTJ  plan-1  H1   0.020
 HTJ  plan-1  H2   0.020
 HTJ  plan-1  H4   0.020
 HTJ  plan-1  H5   0.020
 HTJ  plan-2  C14  0.020
 HTJ  plan-2  C21  0.020
 HTJ  plan-2  C22  0.020
 HTJ  plan-2  C23  0.020
 HTJ  plan-2  C24  0.020
 HTJ  plan-2  C25  0.020
 HTJ  plan-2  C26  0.020
 HTJ  plan-2  H22  0.020
 HTJ  plan-2  H23  0.020
 HTJ  plan-2  H24  0.020
 HTJ  plan-2  H25  0.020
 HTJ  plan-2  H26  0.020
 HTJ  plan-3  C7   0.020
 HTJ  plan-3  N8   0.020
 HTJ  plan-3  C9   0.020
 HTJ  plan-3  C10  0.020
 HTJ  plan-3  C11  0.020
 HTJ  plan-3  N12  0.020
 HTJ  plan-3  N13  0.020
 HTJ  plan-3  C14  0.020
 HTJ  plan-3  C15  0.020
 HTJ  plan-3  C16  0.020
 HTJ  plan-3  C18  0.020
 HTJ  plan-3  C21  0.020
 HTJ  plan-3  H11  0.020
 HTJ  plan-3  H15  0.020
 HTJ  plan-4  C16  0.020
 HTJ  plan-4  C18  0.020
 HTJ  plan-4  O19  0.020
 HTJ  plan-4  O20  0.020

