# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 03:37:40 2021
#   Inital geometry file: a 117 line input string
#   Ligand name: 6-ethyl-1-(4-fluorophenyl)-3-pentan-3-yl-pyrazolo[3,4-b]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)c1nn(c2ccc(F)cc2)c3nc(CC)cc(C(O)=O)c13
#
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
 T06  T06  '6-ethyl-1-(4-fluorophenyl)-3-pentan-3-yl-pyrazolo[3,4-b]pyridine-4-carboxylic acid'  ligand  48  26  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_T06
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
 T06  C01  C  CR6   0   0.280  11.5982  -12.1241  -29.9619
 T06  C02  C  CR16  0  -0.382  12.1119  -12.0065  -28.6559
 T06  C03  C  CR6   0  -0.003  13.4366  -12.2908  -28.3832
 T06  C04  C  CR56  0  -0.109  14.2537  -12.6679  -29.4581
 T06  C06  C  CR56  0   0.551  13.6207  -12.7359  -30.7129
 T06  C07  C  CR5   0   0.274  15.6298  -12.9679  -29.7333
 T06  C09  C  CH2   0  -0.498  10.1531  -11.8293  -30.2455
 T06  C10  C  C     0   0.464  13.9076  -12.2755  -26.9694
 T06  C11  C  CH1   0  -0.332  16.8090  -12.9617  -28.8094
 T06  C13  C  CH3   0  -0.665   9.9750  -10.7410  -31.3002
 T06  C14  C  CH2   0  -0.421  18.0284  -13.6853  -29.3842
 T06  C15  C  CH2   0  -0.430  17.1440  -11.5157  -28.3958
 T06  C16  C  CH3   0  -0.665  17.8430  -15.1907  -29.5175
 T06  C17  C  CH3   0  -0.671  17.6708  -10.6381  -29.5227
 T06  C20  C  CR16  0  -0.284  15.5681  -12.8970  -33.8062
 T06  C21  C  CR16  0  -0.405  15.4962  -13.0477  -35.1815
 T06  C22  C  CR6   0   0.523  14.3258  -13.5224  -35.7411
 T06  C24  C  CR16  0  -0.409  13.2340  -13.8612  -34.9671
 T06  C25  C  CR16  0  -0.276  13.3143  -13.7234  -33.5898
 T06  C26  C  CR6   0   0.336  14.4792  -13.2336  -33.0071
 T06  N05  N  N     0  -0.438  12.3501  -12.4910  -30.9838
 T06  N08  N  N     0  -0.261  15.7746  -13.2033  -31.0096
 T06  N12  N  NR5   0  -0.499  14.5795  -13.0832  -31.6127
 T06  O18  O  OH1   0  -0.579  13.4227  -11.2488  -26.2942
 T06  O19  O  O     0  -0.413  14.6217  -13.1230  -26.4981
 T06  H1   H  HCR6  0   0.281  11.4387  -11.7140  -27.8620
 T06  H2   H  HCH2  0   0.247   9.6524  -11.5411  -29.3202
 T06  H3   H  HCH2  0   0.255   9.6708  -12.7499  -30.5856
 T06  H4   H  HCH1  0   0.256  16.5145  -13.4894  -27.8995
 T06  H5   H  HCH3  0   0.237   8.9169  -10.5578  -31.4843
 T06  H6   H  HCH3  0   0.228  10.4264   -9.8023  -30.9782
 T06  H7   H  HCH3  0   0.232  10.4359  -11.0316  -32.2432
 T06  H8   H  HCH2  0   0.225  18.8685  -13.4886  -28.7116
 T06  H9   H  HCH2  0   0.225  18.3044  -13.2597  -30.3508
 T06  H10  H  HCH2  0   0.232  17.8814  -11.5596  -27.5898
 T06  H11  H  HCH2  0   0.224  16.2585  -11.0428  -27.9626
 T06  H12  H  HCH3  0   0.227  18.7619  -15.6678  -29.8606
 T06  H13  H  HCH3  0   0.216  17.5781  -15.6431  -28.5597
 T06  H14  H  HCH3  0   0.225  17.0585  -15.4401  -30.2315
 T06  H15  H  HCH3  0   0.233  17.8476   -9.6235  -29.1647
 T06  H16  H  HCH3  0   0.225  18.6148  -11.0124  -29.9201
 T06  H17  H  HCH3  0   0.223  16.9659  -10.5743  -30.3531
 T06  H18  H  HCR6  0   0.284  16.4749  -12.5173  -33.3574
 T06  H19  H  HCR6  0   0.286  16.3398  -12.7860  -35.8063
 T06  H20  H  HCR6  0   0.286  12.3308  -14.2416  -35.4250
 T06  H21  H  HCR6  0   0.285  12.4662  -14.0011  -32.9826
 T06  H22  H  HOH1  0   0.494  13.6974  -11.2973  -25.3652
 T06  F23  F  F     0  -0.314  14.2486  -13.6606  -37.0739

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
 T06  F23  C22  single    1.342  0.020  1.342
 T06  C22  C21  aromatic  1.381  0.020  1.381
 T06  C22  C24  aromatic  1.381  0.020  1.381
 T06  C21  C20  aromatic  1.385  0.020  1.385
 T06  C24  C25  aromatic  1.387  0.020  1.387
 T06  C20  C26  aromatic  1.392  0.020  1.392
 T06  C25  C26  aromatic  1.392  0.020  1.392
 T06  C26  N12  single    1.406  0.020  1.406
 T06  N12  N08  aromatic  1.344  0.020  1.344
 T06  N12  C06  aromatic  1.360  0.020  1.360
 T06  C13  C09  single    1.526  0.020  1.526
 T06  N08  C07  aromatic  1.306  0.020  1.306
 T06  N05  C06  aromatic  1.322  0.020  1.322
 T06  N05  C01  aromatic  1.321  0.020  1.321
 T06  C06  C04  aromatic  1.407  0.020  1.407
 T06  C09  C01  single    1.502  0.020  1.502
 T06  C01  C02  aromatic  1.408  0.020  1.408
 T06  C07  C04  aromatic  1.435  0.020  1.435
 T06  C07  C11  single    1.498  0.020  1.498
 T06  C04  C03  aromatic  1.402  0.020  1.402
 T06  C17  C15  single    1.522  0.020  1.522
 T06  C16  C14  single    1.523  0.020  1.523
 T06  C14  C11  single    1.530  0.020  1.530
 T06  C11  C15  single    1.541  0.020  1.541
 T06  C02  C03  aromatic  1.382  0.020  1.382
 T06  C03  C10  single    1.490  0.020  1.490
 T06  C10  O19  double    1.204  0.020  1.204
 T06  C10  O18  single    1.321  0.020  1.321
 T06  C02  H1   single    0.930  0.020  1.080
 T06  C09  H2   single    0.970  0.020  1.090
 T06  C09  H3   single    0.970  0.020  1.090
 T06  C11  H4   single    0.970  0.020  1.090
 T06  C13  H5   single    0.970  0.020  1.090
 T06  C13  H6   single    0.970  0.020  1.090
 T06  C13  H7   single    0.970  0.020  1.090
 T06  C14  H8   single    0.970  0.020  1.090
 T06  C14  H9   single    0.970  0.020  1.090
 T06  C15  H10  single    0.970  0.020  1.090
 T06  C15  H11  single    0.970  0.020  1.090
 T06  C16  H12  single    0.970  0.020  1.090
 T06  C16  H13  single    0.970  0.020  1.090
 T06  C16  H14  single    0.970  0.020  1.090
 T06  C17  H15  single    0.970  0.020  1.090
 T06  C17  H16  single    0.970  0.020  1.090
 T06  C17  H17  single    0.970  0.020  1.090
 T06  C20  H18  single    0.930  0.020  1.080
 T06  C21  H19  single    0.930  0.020  1.080
 T06  C24  H20  single    0.930  0.020  1.080
 T06  C25  H21  single    0.930  0.020  1.080
 T06  O18  H22  single    0.850  0.020  0.980

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
 T06  N05  C01  C09  117.14  3.000
 T06  C09  C01  C02  120.65  3.000
 T06  N05  C01  C02  122.21  3.000
 T06  H1   C02  C03  120.50  3.000
 T06  H1   C02  C01  118.45  3.000
 T06  C03  C02  C01  121.03  3.000
 T06  C10  C03  C04  123.09  3.000
 T06  C10  C03  C02  119.21  3.000
 T06  C04  C03  C02  117.57  3.000
 T06  C07  C04  C06  104.49  3.000
 T06  C07  C04  C03  139.66  3.000
 T06  C06  C04  C03  115.76  3.000
 T06  N12  C06  N05  126.10  3.000
 T06  N05  C06  C04  127.31  3.000
 T06  N12  C06  C04  106.57  3.000
 T06  N08  C07  C11  121.08  3.000
 T06  C11  C07  C04  129.47  3.000
 T06  N08  C07  C04  109.36  3.000
 T06  H3   C09  H2   106.48  3.000
 T06  H3   C09  C13  109.51  3.000
 T06  H2   C09  C13  110.14  3.000
 T06  H3   C09  C01  108.53  3.000
 T06  H2   C09  C01  109.47  3.000
 T06  C13  C09  C01  112.51  3.000
 T06  O19  C10  O18  124.37  3.000
 T06  O18  C10  C03  112.14  3.000
 T06  O19  C10  C03  123.47  3.000
 T06  H4   C11  C15  106.76  3.000
 T06  H4   C11  C14  107.42  3.000
 T06  C15  C11  C14  111.80  3.000
 T06  H4   C11  C07  107.43  3.000
 T06  C15  C11  C07  109.91  3.000
 T06  C14  C11  C07  113.18  3.000
 T06  H7   C13  H6   108.07  3.000
 T06  H7   C13  H5   108.03  3.000
 T06  H6   C13  H5   107.89  3.000
 T06  H7   C13  C09  111.03  3.000
 T06  H6   C13  C09  111.19  3.000
 T06  H5   C13  C09  110.49  3.000
 T06  H9   C14  H8   106.26  3.000
 T06  H9   C14  C16  109.80  3.000
 T06  H8   C14  C16  108.97  3.000
 T06  H9   C14  C11  110.48  3.000
 T06  H8   C14  C11  107.22  3.000
 T06  C16  C14  C11  113.79  3.000
 T06  H11  C15  H10  105.76  3.000
 T06  H11  C15  C17  108.91  3.000
 T06  H10  C15  C17  109.59  3.000
 T06  H11  C15  C11  109.65  3.000
 T06  H10  C15  C11  107.87  3.000
 T06  C17  C15  C11  114.68  3.000
 T06  H14  C16  H13  107.78  3.000
 T06  H14  C16  H12  107.48  3.000
 T06  H13  C16  H12  107.40  3.000
 T06  H14  C16  C14  111.79  3.000
 T06  H13  C16  C14  111.25  3.000
 T06  H12  C16  C14  110.93  3.000
 T06  H17  C17  H16  107.57  3.000
 T06  H17  C17  H15  107.47  3.000
 T06  H16  C17  H15  107.38  3.000
 T06  H17  C17  C15  111.94  3.000
 T06  H16  C17  C15  111.80  3.000
 T06  H15  C17  C15  110.46  3.000
 T06  H18  C20  C26  120.20  3.000
 T06  H18  C20  C21  119.60  3.000
 T06  C26  C20  C21  120.20  3.000
 T06  H19  C21  C22  120.65  3.000
 T06  H19  C21  C20  120.43  3.000
 T06  C22  C21  C20  118.91  3.000
 T06  F23  C22  C24  119.07  3.000
 T06  C24  C22  C21  121.82  3.000
 T06  F23  C22  C21  119.11  3.000
 T06  H20  C24  C25  120.25  3.000
 T06  H20  C24  C22  120.62  3.000
 T06  C25  C24  C22  119.12  3.000
 T06  H21  C25  C26  120.85  3.000
 T06  H21  C25  C24  119.19  3.000
 T06  C26  C25  C24  119.96  3.000
 T06  N12  C26  C25  120.84  3.000
 T06  N12  C26  C20  119.19  3.000
 T06  C25  C26  C20  119.97  3.000
 T06  C06  N05  C01  116.11  3.000
 T06  N12  N08  C07  108.89  3.000
 T06  N08  N12  C26  119.92  3.000
 T06  N08  N12  C06  110.66  3.000
 T06  C26  N12  C06  129.29  3.000
 T06  H22  O18  C10  110.29  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
 T06  CONST_01  N12  C06  N05  C01   180.00   0.0  0
 T06  CONST_02  C04  C06  N05  C01     0.00   0.0  0
 T06  CONST_03  C04  C03  C02  C01     0.00   0.0  0
 T06  CONST_04  C06  N05  C01  C02     0.00   0.0  0
 T06  CONST_05  C06  C04  C03  C02     0.00   0.0  0
 T06  CONST_06  C07  C04  C03  C02   180.00   0.0  0
 T06  CONST_07  N12  C06  C04  C03   180.00   0.0  0
 T06  CONST_08  N05  C06  C04  C03     0.00   0.0  0
 T06  CONST_09  N08  C07  C04  C03   180.00   0.0  0
 T06  CONST_10  N05  C01  C02  C03     0.00   0.0  0
 T06  CONST_11  C26  N12  C06  C04   180.00   0.0  0
 T06  CONST_12  N08  N12  C06  C04     0.00   0.0  0
 T06  CONST_13  N12  N08  C07  C04     0.00   0.0  0
 T06  CONST_16  C07  N08  N12  C06     0.00   0.0  0
 T06  CONST_17  N08  C07  C04  C06     0.00   0.0  0
 T06  CONST_18  C26  N12  N08  C07   180.00   0.0  0
 T06  CONST_19  N12  C06  C04  C07     0.00   0.0  0
 T06  CONST_20  N05  C06  C04  C07   180.00   0.0  0
 T06  CONST_21  C24  C22  C21  C20     0.00   0.0  0
 T06  CONST_22  C24  C25  C26  C20     0.00   0.0  0
 T06  CONST_24  C25  C24  C22  C21     0.00   0.0  0
 T06  CONST_25  C25  C26  C20  C21     0.00   0.0  0
 T06  CONST_26  N12  C26  C20  C21   180.00   0.0  0
 T06  CONST_27  C26  C20  C21  C22     0.00   0.0  0
 T06  CONST_28  C26  C25  C24  C22     0.00   0.0  0
 T06  CONST_29  N12  C26  C25  C24   180.00   0.0  0
 T06  CONST_31  N05  C06  N12  C26     0.00   0.0  0
 T06  CONST_32  N08  N12  C06  N05   180.00   0.0  0
 T06  CONST_33  C10  C03  C02  C01   180.00   0.0  0
 T06  CONST_34  C11  C07  C04  C03     0.00   0.0  0
 T06  CONST_35  C09  C01  C02  C03   180.00   0.0  0
 T06  CONST_36  C09  C01  N05  C06   180.00   0.0  0
 T06  CONST_37  C11  C07  C04  C06   180.00   0.0  0
 T06  CONST_38  C10  C03  C04  C06   180.00   0.0  0
 T06  CONST_39  C10  C03  C04  C07     0.00   0.0  0
 T06  CONST_40  N12  N08  C07  C11   180.00   0.0  0
 T06  CONST_41  F23  C22  C21  C20   180.00   0.0  0
 T06  CONST_42  F23  C22  C24  C25   180.00   0.0  0
 T06  CONST_43  H1   C02  C03  C04   180.00   0.0  0
 T06  CONST_44  H21  C25  C26  C20   180.00   0.0  0
 T06  CONST_45  H20  C24  C22  C21   180.00   0.0  0
 T06  CONST_46  H18  C20  C21  C22   180.00   0.0  0
 T06  CONST_47  H19  C21  C22  C24   180.00   0.0  0
 T06  CONST_48  H22  O18  C10  C03   180.00   0.0  0
 T06  Var_01    C13  C09  C01  C02   122.65  30.0  2
 T06  Var_02    O19  C10  C03  C02   135.72  30.0  2
 T06  Var_03    C14  C11  C07  C04   164.83  30.0  2
 T06  Var_04    C16  C14  C11  C07   -68.17  30.0  1
 T06  Var_05    C17  C15  C11  C07   -67.72  30.0  3
 T06  Var_06    H5   C13  C09  C01   179.68  30.0  3
 T06  Var_07    H12  C16  C14  C11  -175.80  30.0  3
 T06  Var_08    H15  C17  C15  C11   177.78  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
 T06  plan-1  C20  0.020
 T06  plan-1  C21  0.020
 T06  plan-1  C22  0.020
 T06  plan-1  C24  0.020
 T06  plan-1  C25  0.020
 T06  plan-1  C26  0.020
 T06  plan-1  N12  0.020
 T06  plan-1  H18  0.020
 T06  plan-1  H19  0.020
 T06  plan-1  H20  0.020
 T06  plan-1  H21  0.020
 T06  plan-1  F23  0.020
 T06  plan-2  C01  0.020
 T06  plan-2  C02  0.020
 T06  plan-2  C03  0.020
 T06  plan-2  C04  0.020
 T06  plan-2  C06  0.020
 T06  plan-2  C07  0.020
 T06  plan-2  C09  0.020
 T06  plan-2  C10  0.020
 T06  plan-2  C11  0.020
 T06  plan-2  C26  0.020
 T06  plan-2  N05  0.020
 T06  plan-2  N08  0.020
 T06  plan-2  N12  0.020
 T06  plan-2  H1   0.020
 T06  plan-3  C03  0.020
 T06  plan-3  C10  0.020
 T06  plan-3  O18  0.020
 T06  plan-3  O19  0.020
 T06  plan-3  H22  0.020

