# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 20:38:33 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 3-(4-bromophenyl)-6-(4-methylphenyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1)c2cc(C(O)=O)c3c([nH]nc3c4ccc(Br)cc4)n2
#
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
 JED  JED  '3-(4-bromophenyl)-6-(4-methylphenyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid'  ligand  39  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JED
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
 JED  C1   C   CR56   0  -0.123  -0.6178   0.6856  -0.0224
 JED  C2   C   CR56   0   0.521  -1.6513   1.6278  -0.1707
 JED  C3   C   CR6    0   0.238  -3.3046   0.1289  -0.0236
 JED  C11  C   CR16   0  -0.282  -7.0286   0.5783   0.3463
 JED  C12  C   CR16   0  -0.271  -5.6691   0.8387   0.3198
 JED  C14  C   CR5    0   0.177   0.5775   1.4621  -0.1168
 JED  C15  C   CR6    0   0.078   1.9836   1.0517  -0.0991
 JED  C16  C   CR16   0  -0.285   2.4035  -0.1067  -0.7486
 JED  C17  C   CR16   0  -0.221   3.7415  -0.4654  -0.7768
 JED  C18  C   CR6    0  -0.122   4.6730   0.3457  -0.1451
 JED  C19  C   CR16   0  -0.220   4.2837   1.5069   0.5053
 JED  C20  C   CR16   0  -0.290   2.9412   1.8524   0.5210
 JED  C10  C   CR6    0   0.089  -7.5286  -0.6862   0.0378
 JED  C4   C   CR16   0  -0.407  -2.3573  -0.9045   0.1452
 JED  C5   C   CR6    0   0.001  -0.9998  -0.6485   0.1799
 JED  C6   C   C      0   0.340  -0.0318  -1.7667   0.5312
 JED  C7   C   CR6    0   0.048  -4.7537  -0.1622  -0.0108
 JED  C8   C   CR16   0  -0.308  -5.2524  -1.4254  -0.3295
 JED  C9   C   CR16   0  -0.281  -6.6150  -1.6790  -0.3077
 JED  N1   N   N      0  -0.470  -2.9559   1.3990  -0.1689
 JED  N2   N   NR15   0  -0.531  -1.0514   2.8300  -0.3050
 JED  N3   N   N      0  -0.246   0.2764   2.7319  -0.2804
 JED  BR1  BR  BR     0  -0.050   6.4990  -0.1364  -0.1750
 JED  H2   H   HCR6   0   0.249  -7.7142   1.3744   0.6129
 JED  H3   H   HCR6   0   0.250  -5.3109   1.8288   0.5680
 JED  H4   H   HCH3   0   0.251  -9.2919  -1.2643   1.1139
 JED  H5   H   HCH3   0   0.245  -9.5906  -0.0984  -0.1648
 JED  H6   H   HCH3   0   0.245  -9.2787  -1.7902  -0.5618
 JED  H7   H   HCR6   0   0.260   1.6909  -0.7347  -1.2666
 JED  H8   H   HCR6   0   0.279   4.0432  -1.3669  -1.2928
 JED  H9   H   HCR6   0   0.279   5.0068   2.1415   0.9998
 JED  H10  H   HCR6   0   0.261   2.6384   2.7561   1.0334
 JED  H11  H   HCR6   0   0.261  -2.7028  -1.9163   0.3066
 JED  H12  H   HCR6   0   0.252  -4.5809  -2.2232  -0.6202
 JED  H13  H   HCR6   0   0.251  -6.9725  -2.6671  -0.5720
 JED  H14  H   HNR5   0   0.416  -1.4899   3.7257  -0.4496
 JED  C13  C   CH3    0  -0.723  -8.9990  -0.9735   0.1028
 JED  O1   O   OC    -1  -0.588  -0.1247  -2.8078  -0.1402
 JED  O2   O   O      0  -0.570   0.7271  -1.5183   1.4803

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
 JED  C13  C10  single    1.500  0.020  1.500
 JED  C10  C9   aromatic  1.393  0.020  1.393
 JED  C10  C11  aromatic  1.394  0.020  1.394
 JED  C9   C8   aromatic  1.386  0.020  1.386
 JED  C11  C12  aromatic  1.384  0.020  1.384
 JED  C8   C7   aromatic  1.395  0.020  1.395
 JED  O2   C6   deloc     1.240  0.020  1.240
 JED  C12  C7   aromatic  1.396  0.020  1.396
 JED  C7   C3   single    1.478  0.020  1.478
 JED  C4   C3   aromatic  1.412  0.020  1.412
 JED  C4   C5   aromatic  1.382  0.020  1.382
 JED  C6   C5   single    1.520  0.020  1.520
 JED  C6   O1   deloc     1.242  0.020  1.242
 JED  C3   N1   aromatic  1.325  0.020  1.325
 JED  C5   C1   aromatic  1.402  0.020  1.402
 JED  N1   C2   aromatic  1.325  0.020  1.325
 JED  C1   C2   aromatic  1.406  0.020  1.406
 JED  C1   C14  aromatic  1.428  0.020  1.428
 JED  C2   N2   aromatic  1.350  0.020  1.350
 JED  C20  C19  aromatic  1.386  0.020  1.386
 JED  C20  C15  aromatic  1.394  0.020  1.394
 JED  C19  C18  aromatic  1.387  0.020  1.387
 JED  C14  C15  single    1.465  0.020  1.465
 JED  C14  N3   aromatic  1.315  0.020  1.315
 JED  C15  C16  aromatic  1.393  0.020  1.393
 JED  N2   N3   aromatic  1.332  0.020  1.332
 JED  C18  BR1  single    1.889  0.020  1.889
 JED  C18  C17  aromatic  1.387  0.020  1.387
 JED  C16  C17  aromatic  1.386  0.020  1.386
 JED  C11  H2   single    0.930  0.020  1.080
 JED  C12  H3   single    0.930  0.020  1.080
 JED  C13  H4   single    0.970  0.020  1.090
 JED  C13  H5   single    0.970  0.020  1.090
 JED  C13  H6   single    0.970  0.020  1.090
 JED  C16  H7   single    0.930  0.020  1.080
 JED  C17  H8   single    0.930  0.020  1.080
 JED  C19  H9   single    0.930  0.020  1.080
 JED  C20  H10  single    0.930  0.020  1.080
 JED  C4   H11  single    0.930  0.020  1.080
 JED  C8   H12  single    0.930  0.020  1.080
 JED  C9   H13  single    0.930  0.020  1.080
 JED  N2   H14  single    0.860  0.020  1.020

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
 JED  C5   C1   C14  138.99  3.000
 JED  C14  C1   C2   104.11  3.000
 JED  C5   C1   C2   116.90  3.000
 JED  N2   C2   N1   126.26  3.000
 JED  N2   C2   C1   106.29  3.000
 JED  N1   C2   C1   127.44  3.000
 JED  N1   C3   C7   116.60  3.000
 JED  N1   C3   C4   122.55  3.000
 JED  C7   C3   C4   120.83  3.000
 JED  H2   C11  C10  119.58  3.000
 JED  H2   C11  C12  119.19  3.000
 JED  C10  C11  C12  121.23  3.000
 JED  H3   C12  C7   119.56  3.000
 JED  H3   C12  C11  119.53  3.000
 JED  C7   C12  C11  120.91  3.000
 JED  N3   C14  C15  119.46  3.000
 JED  N3   C14  C1   109.97  3.000
 JED  C15  C14  C1   130.55  3.000
 JED  C20  C15  C16  118.57  3.000
 JED  C16  C15  C14  121.11  3.000
 JED  C20  C15  C14  120.25  3.000
 JED  H7   C16  C17  118.42  3.000
 JED  H7   C16  C15  120.50  3.000
 JED  C17  C16  C15  121.06  3.000
 JED  H8   C17  C18  121.15  3.000
 JED  H8   C17  C16  119.66  3.000
 JED  C18  C17  C16  119.19  3.000
 JED  BR1  C18  C19  119.51  3.000
 JED  BR1  C18  C17  119.51  3.000
 JED  C19  C18  C17  120.98  3.000
 JED  H9   C19  C20  119.73  3.000
 JED  H9   C19  C18  121.20  3.000
 JED  C20  C19  C18  119.07  3.000
 JED  H10  C20  C19  118.98  3.000
 JED  H10  C20  C15  119.89  3.000
 JED  C19  C20  C15  121.14  3.000
 JED  C9   C10  C13  121.16  3.000
 JED  C9   C10  C11  117.78  3.000
 JED  C13  C10  C11  121.05  3.000
 JED  H11  C4   C5   118.92  3.000
 JED  H11  C4   C3   119.23  3.000
 JED  C5   C4   C3   121.77  3.000
 JED  C6   C5   C4   119.68  3.000
 JED  C6   C5   C1   124.03  3.000
 JED  C4   C5   C1   116.12  3.000
 JED  C5   C6   O2   114.78  3.000
 JED  C5   C6   O1   116.36  3.000
 JED  O2   C6   O1   128.84  3.000
 JED  C8   C7   C12  117.96  3.000
 JED  C12  C7   C3   120.24  3.000
 JED  C8   C7   C3   121.80  3.000
 JED  H12  C8   C9   118.63  3.000
 JED  H12  C8   C7   120.46  3.000
 JED  C9   C8   C7   120.90  3.000
 JED  H13  C9   C8   119.16  3.000
 JED  H13  C9   C10  119.62  3.000
 JED  C8   C9   C10  121.22  3.000
 JED  C3   N1   C2   115.14  3.000
 JED  H14  N2   N3   120.13  3.000
 JED  H14  N2   C2   127.76  3.000
 JED  N3   N2   C2   112.06  3.000
 JED  N2   N3   C14  107.56  3.000
 JED  H6   C13  H5   108.23  3.000
 JED  H6   C13  H4   107.23  3.000
 JED  H5   C13  H4   107.19  3.000
 JED  H6   C13  C10  111.65  3.000
 JED  H5   C13  C10  111.58  3.000
 JED  H4   C13  C10  110.74  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
 JED  CONST_01  C3   C4   C5   C1     0.00   0.0  0
 JED  CONST_02  C3   N1   C2   C1     0.00   0.0  0
 JED  CONST_03  N3   N2   C2   C1     0.00   0.0  0
 JED  CONST_06  N2   N3   C14  C1     0.00   0.0  0
 JED  CONST_07  C7   C3   N1   C2   180.00   0.0  0
 JED  CONST_08  C4   C3   N1   C2     0.00   0.0  0
 JED  CONST_09  C4   C5   C1   C2     0.00   0.0  0
 JED  CONST_10  C15  C14  C1   C2   180.00   0.0  0
 JED  CONST_11  N3   C14  C1   C2     0.00   0.0  0
 JED  CONST_12  C14  N3   N2   C2     0.00   0.0  0
 JED  CONST_13  C9   C8   C7   C3   180.00   0.0  0
 JED  CONST_14  C11  C12  C7   C3   180.00   0.0  0
 JED  CONST_15  N2   C2   N1   C3   180.00   0.0  0
 JED  CONST_16  C8   C9   C10  C11    0.00   0.0  0
 JED  CONST_17  C8   C7   C12  C11    0.00   0.0  0
 JED  CONST_18  C9   C10  C11  C12    0.00   0.0  0
 JED  CONST_19  C9   C8   C7   C12    0.00   0.0  0
 JED  CONST_22  C4   C5   C1   C14  180.00   0.0  0
 JED  CONST_23  N1   C2   C1   C14  180.00   0.0  0
 JED  CONST_24  N2   C2   C1   C14    0.00   0.0  0
 JED  CONST_25  C19  C20  C15  C14  180.00   0.0  0
 JED  CONST_26  C17  C16  C15  C14  180.00   0.0  0
 JED  CONST_27  C18  C19  C20  C15    0.00   0.0  0
 JED  CONST_28  C5   C1   C14  C15    0.00   0.0  0
 JED  CONST_29  N2   N3   C14  C15  180.00   0.0  0
 JED  CONST_30  C18  C17  C16  C15    0.00   0.0  0
 JED  CONST_31  C19  C20  C15  C16    0.00   0.0  0
 JED  CONST_33  C19  C18  C17  C16    0.00   0.0  0
 JED  CONST_34  C20  C19  C18  C17    0.00   0.0  0
 JED  CONST_35  C20  C15  C16  C17    0.00   0.0  0
 JED  CONST_37  C7   C8   C9   C10    0.00   0.0  0
 JED  CONST_38  C7   C12  C11  C10    0.00   0.0  0
 JED  CONST_40  C7   C3   C4   C5   180.00   0.0  0
 JED  CONST_41  N1   C3   C4   C5     0.00   0.0  0
 JED  CONST_42  N1   C2   C1   C5     0.00   0.0  0
 JED  CONST_43  N2   C2   C1   C5   180.00   0.0  0
 JED  CONST_44  N3   C14  C1   C5   180.00   0.0  0
 JED  CONST_46  N3   N2   C2   N1   180.00   0.0  0
 JED  CONST_47  C6   C5   C1   C2   180.00   0.0  0
 JED  CONST_48  C6   C5   C4   C3   180.00   0.0  0
 JED  CONST_49  C13  C10  C11  C12  180.00   0.0  0
 JED  CONST_50  C8   C9   C10  C13  180.00   0.0  0
 JED  CONST_51  C6   C5   C1   C14    0.00   0.0  0
 JED  CONST_52  BR1  C18  C17  C16  180.00   0.0  0
 JED  CONST_53  BR1  C18  C19  C20  180.00   0.0  0
 JED  CONST_54  H11  C4   C5   C1   180.00   0.0  0
 JED  CONST_55  H14  N2   C2   C1   180.00   0.0  0
 JED  CONST_56  H12  C8   C7   C3     0.00   0.0  0
 JED  CONST_57  H3   C12  C7   C3     0.00   0.0  0
 JED  CONST_58  H13  C9   C10  C11  180.00   0.0  0
 JED  CONST_59  H10  C20  C15  C14    0.00   0.0  0
 JED  CONST_60  H7   C16  C15  C14    0.00   0.0  0
 JED  CONST_61  H9   C19  C20  C15  180.00   0.0  0
 JED  CONST_62  H8   C17  C16  C15  180.00   0.0  0
 JED  CONST_63  H2   C11  C12  C7   180.00   0.0  0
 JED  Var_01    O2   C6   C5   C1    50.22  30.0  2
 JED  Var_02    H4   C13  C10  C11  -86.43  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
 JED  plan-1  C14  0.020
 JED  plan-1  C15  0.020
 JED  plan-1  C16  0.020
 JED  plan-1  C17  0.020
 JED  plan-1  C18  0.020
 JED  plan-1  C19  0.020
 JED  plan-1  C20  0.020
 JED  plan-1  BR1  0.020
 JED  plan-1  H7   0.020
 JED  plan-1  H8   0.020
 JED  plan-1  H9   0.020
 JED  plan-1  H10  0.020
 JED  plan-2  C3   0.020
 JED  plan-2  C11  0.020
 JED  plan-2  C12  0.020
 JED  plan-2  C10  0.020
 JED  plan-2  C7   0.020
 JED  plan-2  C8   0.020
 JED  plan-2  C9   0.020
 JED  plan-2  H2   0.020
 JED  plan-2  H3   0.020
 JED  plan-2  H12  0.020
 JED  plan-2  H13  0.020
 JED  plan-2  C13  0.020
 JED  plan-3  C1   0.020
 JED  plan-3  C2   0.020
 JED  plan-3  C3   0.020
 JED  plan-3  C14  0.020
 JED  plan-3  C15  0.020
 JED  plan-3  C4   0.020
 JED  plan-3  C5   0.020
 JED  plan-3  C6   0.020
 JED  plan-3  C7   0.020
 JED  plan-3  N1   0.020
 JED  plan-3  N2   0.020
 JED  plan-3  N3   0.020
 JED  plan-3  H11  0.020
 JED  plan-3  H14  0.020
 JED  plan-4  C5   0.020
 JED  plan-4  C6   0.020
 JED  plan-4  O1   0.020
 JED  plan-4  O2   0.020

