# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 17:27:07 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  39  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  CR16  0  -0.057   4.8210  -0.7409  -1.2849
 HTJ  C2    C  CR16  0  -0.361   4.2707  -0.1272  -0.1701
 HTJ  C3    C  CR6   0   0.202   3.1651  -0.7085   0.4380
 HTJ  C4    C  CR16  0  -0.356   2.6664  -1.8825  -0.1103
 HTJ  C5    C  CR16  0  -0.058   3.2901  -2.4168  -1.2284
 HTJ  N6    N  N     0  -0.405   4.3472  -1.8647  -1.8117
 HTJ  C7    C  CH2   0  -0.409   2.5073  -0.0639   1.6300
 HTJ  N8    N  NR5   0  -0.379   1.5934   0.9784   1.2231
 HTJ  C9    C  CR56  0   0.604   0.3321   0.8168   0.7644
 HTJ  C10   C  CR56  0  -0.119  -0.1288   2.0894   0.3888
 HTJ  C11   C  CR15  0  -0.127   0.9706   2.9440   0.6574
 HTJ  N12   N  N     0  -0.225   1.9757   2.2558   1.1417
 HTJ  N13   N  N     0  -0.448  -0.3256  -0.3269   0.6876
 HTJ  C14   C  CR6   0   0.253  -1.5550  -0.2561   0.2072
 HTJ  C15   C  CR16  0  -0.388  -2.1441   0.9709  -0.1856
 HTJ  C16   C  CR6   0   0.002  -1.4402   2.1536  -0.1003
 HTJ  C18   C  C     0   0.526  -2.0194   3.4671  -0.4885
 HTJ  O19   O  O     0  -0.419  -1.4035   4.4994  -0.3989
 HTJ  O20   O  OH1   0  -0.586  -3.2603   3.3778  -0.9312
 HTJ  C21   C  CR6   0   0.069  -2.3051  -1.5257   0.1106
 HTJ  C22   C  CR16  0  -0.279  -1.9248  -2.6167   0.8954
 HTJ  C23   C  CR16  0  -0.239  -2.6121  -3.8170   0.8160
 HTJ  C24   C  CR16  0  -0.258  -3.6859  -3.9528  -0.0554
 HTJ  C25   C  CR16  0  -0.237  -4.0667  -2.8774  -0.8460
 HTJ  C26   C  CR16  0  -0.322  -3.3831  -1.6733  -0.7633
 HTJ  H1    H  HCR6  0   0.266   5.6860  -0.3038  -1.7711
 HTJ  H2    H  HCR6  0   0.271   4.7058   0.7867   0.2141
 HTJ  H4    H  HCR6  0   0.269   1.8033  -2.3759   0.3178
 HTJ  H5    H  HCR6  0   0.266   2.9161  -3.3340  -1.6694
 HTJ  H7    H  HCH2  0   0.293   1.9496  -0.8009   2.2066
 HTJ  H7A   H  HCH2  0   0.301   3.2458   0.3900   2.2885
 HTJ  H11   H  HCR5  0   0.273   1.0560   4.0088   0.5193
 HTJ  H15   H  HCR6  0   0.284  -3.1651   0.9750  -0.5362
 HTJ  HO20  H  HOH1  0   0.495  -3.5988   4.2556  -1.1646
 HTJ  H22   H  HCR6  0   0.257  -1.0892  -2.5189   1.5753
 HTJ  H23   H  HCR6  0   0.261  -2.3096  -4.6491   1.4384
 HTJ  H24   H  HCR6  0   0.262  -4.2208  -4.8914  -0.1192
 HTJ  H25   H  HCR6  0   0.263  -4.8960  -2.9736  -1.5341
 HTJ  H26   H  HCR6  0   0.257  -3.6882  -0.8570  -1.4051

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  1.389  0.020  1.389
 HTJ  C2   H2    single    0.930  0.020  1.080
 HTJ  C7   C3    single    1.506  0.020  1.506
 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  1.328  0.020  1.328
 HTJ  C5   H5    single    0.930  0.020  1.080
 HTJ  N8   C7    single    1.445  0.020  1.445
 HTJ  C7   H7    single    0.970  0.020  1.090
 HTJ  C7   H7A   single    0.970  0.020  1.090
 HTJ  C9   N8    aromatic  1.352  0.020  1.352
 HTJ  N12  N8    aromatic  1.336  0.020  1.336
 HTJ  C10  C9    aromatic  1.405  0.020  1.405
 HTJ  N13  C9    aromatic  1.322  0.020  1.322
 HTJ  C16  C10   aromatic  1.401  0.020  1.401
 HTJ  C10  C11   aromatic  1.418  0.020  1.418
 HTJ  C11  N12   aromatic  1.311  0.020  1.311
 HTJ  C11  H11   single    0.930  0.020  1.080
 HTJ  C14  N13   aromatic  1.322  0.020  1.322
 HTJ  C15  C14   aromatic  1.417  0.020  1.417
 HTJ  C21  C14   single    1.478  0.020  1.478
 HTJ  C15  C16   aromatic  1.379  0.020  1.379
 HTJ  C15  H15   single    0.930  0.020  1.080
 HTJ  C18  C16   single    1.487  0.020  1.487
 HTJ  O19  C18   double    1.205  0.020  1.205
 HTJ  C18  O20   single    1.321  0.020  1.321
 HTJ  O20  HO20  single    0.850  0.020  0.980
 HTJ  C26  C21   aromatic  1.396  0.020  1.396
 HTJ  C21  C22   aromatic  1.397  0.020  1.397
 HTJ  C23  C22   aromatic  1.385  0.020  1.385
 HTJ  C22  H22   single    0.930  0.020  1.080
 HTJ  C24  C23   aromatic  1.390  0.020  1.390
 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   116.60  3.000
 HTJ  H1    C1   C2   119.92  3.000
 HTJ  N6    C1   C2   123.48  3.000
 HTJ  H2    C2   C3   121.18  3.000
 HTJ  H2    C2   C1   119.96  3.000
 HTJ  C3    C2   C1   118.86  3.000
 HTJ  C7    C3   C4   121.16  3.000
 HTJ  C4    C3   C2   117.83  3.000
 HTJ  C7    C3   C2   120.99  3.000
 HTJ  H4    C4   C5   120.11  3.000
 HTJ  H4    C4   C3   121.04  3.000
 HTJ  C5    C4   C3   118.85  3.000
 HTJ  H5    C5   N6   116.60  3.000
 HTJ  H5    C5   C4   119.90  3.000
 HTJ  N6    C5   C4   123.49  3.000
 HTJ  C5    N6   C1   117.49  3.000
 HTJ  H7A   C7   H7   108.01  3.000
 HTJ  H7A   C7   N8   107.38  3.000
 HTJ  H7    C7   N8   108.26  3.000
 HTJ  H7A   C7   C3   111.15  3.000
 HTJ  H7    C7   C3   110.67  3.000
 HTJ  N8    C7   C3   111.23  3.000
 HTJ  N12   N8   C9   111.14  3.000
 HTJ  N12   N8   C7   121.74  3.000
 HTJ  C9    N8   C7   126.84  3.000
 HTJ  N13   C9   C10  127.25  3.000
 HTJ  N13   C9   N8   125.97  3.000
 HTJ  C10   C9   N8   106.77  3.000
 HTJ  C16   C10  C11  139.83  3.000
 HTJ  C11   C10  C9   103.94  3.000
 HTJ  C16   C10  C9   116.23  3.000
 HTJ  H11   C11  N12  120.37  3.000
 HTJ  H11   C11  C10  129.27  3.000
 HTJ  N12   C11  C10  110.37  3.000
 HTJ  C11   N12  N8   107.76  3.000
 HTJ  C14   N13  C9   115.95  3.000
 HTJ  C21   C14  C15  120.99  3.000
 HTJ  C21   C14  N13  116.73  3.000
 HTJ  C15   C14  N13  122.27  3.000
 HTJ  H15   C15  C16  119.97  3.000
 HTJ  H15   C15  C14  119.12  3.000
 HTJ  C16   C15  C14  120.89  3.000
 HTJ  C18   C16  C15  122.86  3.000
 HTJ  C18   C16  C10  119.74  3.000
 HTJ  C15   C16  C10  117.40  3.000
 HTJ  O20   C18  O19  124.26  3.000
 HTJ  O20   C18  C16  113.19  3.000
 HTJ  O19   C18  C16  122.55  3.000
 HTJ  HO20  O20  C18  110.34  3.000
 HTJ  C26   C21  C22  118.66  3.000
 HTJ  C22   C21  C14  119.75  3.000
 HTJ  C26   C21  C14  121.59  3.000
 HTJ  H22   C22  C23  119.84  3.000
 HTJ  H22   C22  C21  119.53  3.000
 HTJ  C23   C22  C21  120.63  3.000
 HTJ  H23   C23  C24  120.10  3.000
 HTJ  H23   C23  C22  119.64  3.000
 HTJ  C24   C23  C22  120.27  3.000
 HTJ  H24   C24  C25  120.19  3.000
 HTJ  H24   C24  C23  120.24  3.000
 HTJ  C25   C24  C23  119.57  3.000
 HTJ  H25   C25  C26  119.53  3.000
 HTJ  H25   C25  C24  120.24  3.000
 HTJ  C26   C25  C24  120.23  3.000
 HTJ  H26   C26  C25  118.72  3.000
 HTJ  H26   C26  C21  120.62  3.000
 HTJ  C25   C26  C21  120.65  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  CONST_57  HO20  O20  C18  C16  180.00   0.0  0
 HTJ  Var_01    N8    C7   C3   C2    82.22  30.0  2
 HTJ  Var_02    C9    N8   C7   C3    80.02  30.0  1
 HTJ  Var_03    O19   C18  C16  C10   -0.12  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
 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
 HTJ  plan-4  HO20  0.020

