# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 19:41:52 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  40  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  -0.089  -0.6019   0.6766   0.0969
 JED  C2   C   CR56  0   0.536  -1.6446   1.6203   0.1455
 JED  C3   C   CR6   0   0.243  -3.3004   0.1098   0.0788
 JED  O1   O   OH1   0  -0.580  -0.3480  -2.8450  -0.5033
 JED  O2   O   O     0  -0.405   0.9583  -1.6986   0.9054
 JED  C11  C   CR16  0  -0.282  -7.0056   0.5400  -0.4219
 JED  C12  C   CR16  0  -0.267  -5.6459   0.7950  -0.3841
 JED  C14  C   CR5   0   0.180   0.5860   1.4674   0.1005
 JED  C15  C   CR6   0   0.073   1.9951   1.0770  -0.0141
 JED  C16  C   CR16  0  -0.294   2.4079   0.1812  -0.9970
 JED  C17  C   CR16  0  -0.215   3.7439  -0.1559  -1.1404
 JED  C18  C   CR6   0  -0.120   4.6786   0.4140  -0.2883
 JED  C19  C   CR16  0  -0.219   4.2953   1.3160   0.6928
 JED  C20  C   CR16  0  -0.286   2.9539   1.6444   0.8206
 JED  C10  C   CR6   0   0.091  -7.5219  -0.6904  -0.0171
 JED  C4   C   CR16  0  -0.367  -2.3482  -0.9372   0.0328
 JED  C5   C   CR6   0  -0.008  -0.9971  -0.6686   0.0667
 JED  C6   C   C     0   0.460  -0.0141  -1.7787   0.2015
 JED  C7   C   CR6   0   0.052  -4.7470  -0.1802   0.0518
 JED  C8   C   CR16  0  -0.306  -5.2601  -1.4123   0.4576
 JED  C9   C   CR16  0  -0.279  -6.6233  -1.6588   0.4243
 JED  N1   N   N     0  -0.451  -2.9460   1.3810   0.1457
 JED  N2   N   NR15  0  -0.527  -1.0549   2.8309   0.2121
 JED  N3   N   N     0  -0.230   0.2710   2.7413   0.1779
 JED  BR1  BR  BR    0  -0.045   6.5013  -0.0436  -0.4704
 JED  H1   H   HOH1  0   0.495   0.2783  -3.5671  -0.3373
 JED  H2   H   HCR6  0   0.251  -7.6775   1.3117  -0.7784
 JED  H3   H   HCR6  0   0.255  -5.2752   1.7574  -0.7106
 JED  H4   H   HCH3  0   0.252  -9.4529  -0.6723   0.9197
 JED  H5   H   HCH3  0   0.246  -9.4987  -0.3813  -0.8122
 JED  H6   H   HCH3  0   0.246  -9.2144  -2.0095  -0.1948
 JED  H7   H   HCR6  0   0.266   1.6890  -0.2505  -1.6825
 JED  H8   H   HCR6  0   0.282   4.0408  -0.8488  -1.9161
 JED  H9   H   HCR6  0   0.281   5.0213   1.7618   1.3590
 JED  H10  H   HCR6  0   0.264   2.6558   2.3420   1.5925
 JED  H11  H   HCR6  0   0.285  -2.6914  -1.9605  -0.0130
 JED  H12  H   HCR6  0   0.255  -4.6039  -2.1911   0.8249
 JED  H13  H   HCR6  0   0.254  -6.9924  -2.6230   0.7523
 JED  H14  H   HNR5  0   0.424  -1.5023   3.7340   0.2424
 JED  C13  C   CH3   0  -0.722  -8.9979  -0.9541  -0.0324

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    1.499  0.020  1.499
 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   double    1.203  0.020  1.203
 JED  C12  C7   aromatic  1.396  0.020  1.396
 JED  C7   C3   single    1.476  0.020  1.476
 JED  C4   C3   aromatic  1.416  0.020  1.416
 JED  C4   C5   aromatic  1.378  0.020  1.378
 JED  C6   C5   single    1.489  0.020  1.489
 JED  C6   O1   single    1.321  0.020  1.321
 JED  C3   N1   aromatic  1.321  0.020  1.321
 JED  C5   C1   aromatic  1.402  0.020  1.402
 JED  N1   C2   aromatic  1.323  0.020  1.323
 JED  C1   C2   aromatic  1.407  0.020  1.407
 JED  C1   C14  aromatic  1.427  0.020  1.427
 JED  C2   N2   aromatic  1.348  0.020  1.348
 JED  C20  C19  aromatic  1.387  0.020  1.387
 JED  C20  C15  aromatic  1.392  0.020  1.392
 JED  C19  C18  aromatic  1.387  0.020  1.387
 JED  C14  C15  single    1.467  0.020  1.467
 JED  C14  N3   aromatic  1.315  0.020  1.315
 JED  C15  C16  aromatic  1.392  0.020  1.392
 JED  N2   N3   aromatic  1.329  0.020  1.329
 JED  C18  BR1  single    1.888  0.020  1.888
 JED  C18  C17  aromatic  1.387  0.020  1.387
 JED  C16  C17  aromatic  1.385  0.020  1.385
 JED  O1   H1   single    0.850  0.020  0.980
 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  140.01  3.000
 JED  C14  C1   C2   104.19  3.000
 JED  C5   C1   C2   115.80  3.000
 JED  N2   C2   N1   126.34  3.000
 JED  N2   C2   C1   106.25  3.000
 JED  N1   C2   C1   127.41  3.000
 JED  N1   C3   C7   116.93  3.000
 JED  N1   C3   C4   122.19  3.000
 JED  C7   C3   C4   120.89  3.000
 JED  H1   O1   C6   110.25  3.000
 JED  H2   C11  C10  119.63  3.000
 JED  H2   C11  C12  119.14  3.000
 JED  C10  C11  C12  121.23  3.000
 JED  H3   C12  C7   119.67  3.000
 JED  H3   C12  C11  119.50  3.000
 JED  C7   C12  C11  120.82  3.000
 JED  N3   C14  C15  119.53  3.000
 JED  N3   C14  C1   109.73  3.000
 JED  C15  C14  C1   130.70  3.000
 JED  C20  C15  C16  118.77  3.000
 JED  C16  C15  C14  120.75  3.000
 JED  C20  C15  C14  120.42  3.000
 JED  H7   C16  C17  118.53  3.000
 JED  H7   C16  C15  120.42  3.000
 JED  C17  C16  C15  121.03  3.000
 JED  H8   C17  C18  121.25  3.000
 JED  H8   C17  C16  119.66  3.000
 JED  C18  C17  C16  119.09  3.000
 JED  BR1  C18  C19  119.52  3.000
 JED  BR1  C18  C17  119.45  3.000
 JED  C19  C18  C17  121.03  3.000
 JED  H9   C19  C20  119.66  3.000
 JED  H9   C19  C18  121.22  3.000
 JED  C20  C19  C18  119.12  3.000
 JED  H10  C20  C19  119.00  3.000
 JED  H10  C20  C15  120.04  3.000
 JED  C19  C20  C15  120.95  3.000
 JED  C9   C10  C13  121.06  3.000
 JED  C9   C10  C11  117.81  3.000
 JED  C13  C10  C11  121.11  3.000
 JED  H11  C4   C5   119.82  3.000
 JED  H11  C4   C3   119.22  3.000
 JED  C5   C4   C3   120.96  3.000
 JED  C6   C5   C4   120.28  3.000
 JED  C6   C5   C1   121.82  3.000
 JED  C4   C5   C1   117.63  3.000
 JED  C5   C6   O2   122.47  3.000
 JED  C5   C6   O1   112.74  3.000
 JED  O2   C6   O1   124.77  3.000
 JED  C8   C7   C12  118.10  3.000
 JED  C12  C7   C3   119.98  3.000
 JED  C8   C7   C3   121.92  3.000
 JED  H12  C8   C9   118.45  3.000
 JED  H12  C8   C7   120.75  3.000
 JED  C9   C8   C7   120.79  3.000
 JED  H13  C9   C8   119.09  3.000
 JED  H13  C9   C10  119.67  3.000
 JED  C8   C9   C10  121.24  3.000
 JED  C3   N1   C2   115.96  3.000
 JED  H14  N2   N3   120.24  3.000
 JED  H14  N2   C2   127.71  3.000
 JED  N3   N2   C2   111.99  3.000
 JED  N2   N3   C14  107.81  3.000
 JED  H6   C13  H5   108.14  3.000
 JED  H6   C13  H4   107.28  3.000
 JED  H5   C13  H4   107.26  3.000
 JED  H6   C13  C10  111.56  3.000
 JED  H5   C13  C10  111.55  3.000
 JED  H4   C13  C10  110.84  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  CONST_64  H1   O1   C6   C5   180.00   0.0  0
 JED  Var_01    O2   C6   C5   C1    34.98  30.0  2
 JED  Var_02    H4   C13  C10  C11  -89.70  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  O1   0.020
 JED  plan-4  O2   0.020
 JED  plan-4  C5   0.020
 JED  plan-4  C6   0.020
 JED  plan-4  H1   0.020

