# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 10:33:52 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 6-(4-benzoylphenyl)-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)c4ccc(cc4)C(=O)c5ccccc5
#
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
 H90  H90  '6-(4-benzoylphenyl)-1-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid'  ligand  50  33  .  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_H90
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
 H90  C1   C  CR16   0  -0.057   5.8339   3.1827   1.3226
 H90  C2   C  CR16   0  -0.366   5.6615   2.4171   0.1788
 H90  C3   C  CR6    0   0.210   4.3732   2.1774  -0.2805
 H90  C4   C  CR16   0  -0.369   3.3183   2.7253   0.4390
 H90  C5   C  CR16   0  -0.057   3.5965   3.4762   1.5707
 H90  N6   N  N      0  -0.408   4.8278   3.7063   2.0130
 H90  C7   C  CH2    0  -0.409   4.1236   1.3123  -1.4884
 H90  N8   N  NR5    0  -0.382   3.9317  -0.0659  -1.1066
 H90  C9   C  CR56   0   0.590   2.7693  -0.6613  -0.7479
 H90  C10  C  CR56   0  -0.144   3.0951  -1.9544  -0.3008
 H90  C11  C  CR15   0  -0.127   4.5094  -2.0070  -0.4227
 H90  N12  N  N      0  -0.235   4.9757  -0.8756  -0.8898
 H90  N13  N  N      0  -0.469   1.5646  -0.1205  -0.8174
 H90  C14  C  CR6    0   0.248   0.5708  -0.9020  -0.4205
 H90  C15  C  CR16   0  -0.415   0.7769  -2.2143   0.0551
 H90  C16  C  CR6    0  -0.026   2.0389  -2.7709   0.1223
 H90  C18  C  C      0   0.397   2.2557  -4.1902   0.6387
 H90  O19  O  OC    -1  -0.578   1.2401  -4.8124   0.9928
 H90  O20  O  O      0  -0.574   3.4355  -4.5825   0.6510
 H90  C21  C  CR6    0   0.070  -0.7869  -0.3174  -0.4821
 H90  C22  C  CR16   0  -0.283  -0.9482   1.0700  -0.5390
 H90  C23  C  CR16   0  -0.255  -2.2067   1.6354  -0.5980
 H90  C24  C  CR6    0  -0.048  -3.3472   0.8316  -0.5787
 H90  C25  C  CR16   0  -0.259  -3.1925  -0.5519  -0.5331
 H90  C26  C  CR16   0  -0.311  -1.9290  -1.1180  -0.4952
 H90  C27  C  C      0   0.363  -4.6855   1.4691  -0.6864
 H90  O27  O  O      0  -0.389  -4.8215   2.5092  -1.3004
 H90  C28  C  CR6    0  -0.037  -5.8540   0.8219  -0.0337
 H90  C29  C  CR16   0  -0.281  -5.7253   0.1171   1.1627
 H90  C30  C  CR16   0  -0.240  -6.8462  -0.4134   1.7852
 H90  C31  C  CR16   0  -0.247  -8.0992  -0.2603   1.2081
 H90  C32  C  CR16   0  -0.244  -8.2342   0.4398   0.0142
 H90  C33  C  CR16   0  -0.270  -7.1202   0.9909  -0.5962
 H90  H1   H  HCR6   0   0.266   6.8328   3.3796   1.6956
 H90  H2   H  HCR6   0   0.270   6.5239   2.0204  -0.3412
 H90  H4   H  HCR6   0   0.280   2.2930   2.5705   0.1281
 H90  H5   H  HCR6   0   0.266   2.7856   3.9116   2.1441
 H90  H7   H  HCH2   0   0.290   3.2312   1.6407  -2.0196
 H90  H7A  H  HCH2   0   0.295   4.9621   1.3568  -2.1817
 H90  H11  H  HCR5   0   0.265   5.1760  -2.8201  -0.1897
 H90  H15  H  HCR6   0   0.260  -0.0628  -2.8016   0.3972
 H90  H22  H  HCR6   0   0.275  -0.0770   1.7101  -0.5333
 H90  H23  H  HCR6   0   0.265  -2.3049   2.7123  -0.6385
 H90  H25  H  HCR6   0   0.275  -4.0571  -1.2020  -0.5541
 H90  H26  H  HCR6   0   0.262  -1.8469  -2.1963  -0.4934
 H90  H29  H  HCR6   0   0.272  -4.7553  -0.0006   1.6281
 H90  H30  H  HCR6   0   0.266  -6.7388  -0.9475   2.7198
 H90  H31  H  HCR6   0   0.267  -8.9719  -0.6834   1.6883
 H90  H32  H  HCR6   0   0.265  -9.2102   0.5593  -0.4369
 H90  H33  H  HCR6   0   0.264  -7.2302   1.5422  -1.5210

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
 H90  C2   C1   aromatic  1.387  0.020  1.387
 H90  C1   N6   aromatic  1.328  0.020  1.328
 H90  C1   H1   single    0.930  0.020  1.080
 H90  C3   C2   aromatic  1.389  0.020  1.389
 H90  C2   H2   single    0.930  0.020  1.080
 H90  C7   C3   single    1.507  0.020  1.507
 H90  C3   C4   aromatic  1.390  0.020  1.390
 H90  C4   C5   aromatic  1.386  0.020  1.386
 H90  C4   H4   single    0.930  0.020  1.080
 H90  C5   N6   aromatic  1.328  0.020  1.328
 H90  C5   H5   single    0.930  0.020  1.080
 H90  N8   C7   single    1.443  0.020  1.443
 H90  C7   H7   single    0.970  0.020  1.090
 H90  C7   H7A  single    0.970  0.020  1.090
 H90  C9   N8   aromatic  1.354  0.020  1.354
 H90  N12  N8   aromatic  1.339  0.020  1.339
 H90  C10  C9   aromatic  1.406  0.020  1.406
 H90  N13  C9   aromatic  1.322  0.020  1.322
 H90  C16  C10  aromatic  1.401  0.020  1.401
 H90  C10  C11  aromatic  1.420  0.020  1.420
 H90  C11  N12  aromatic  1.310  0.020  1.310
 H90  C11  H11  single    0.930  0.020  1.080
 H90  C14  N13  aromatic  1.325  0.020  1.325
 H90  C15  C14  aromatic  1.411  0.020  1.411
 H90  C21  C14  single    1.479  0.020  1.479
 H90  C15  C16  aromatic  1.381  0.020  1.381
 H90  C15  H15  single    0.930  0.020  1.080
 H90  C18  C16  single    1.526  0.020  1.526
 H90  O20  C18  deloc     1.243  0.020  1.243
 H90  C18  O19  deloc     1.243  0.020  1.243
 H90  C26  C21  aromatic  1.395  0.020  1.395
 H90  C21  C22  aromatic  1.398  0.020  1.398
 H90  C23  C22  aromatic  1.381  0.020  1.381
 H90  C22  H22  single    0.930  0.020  1.080
 H90  C24  C23  aromatic  1.395  0.020  1.395
 H90  C23  H23  single    0.930  0.020  1.080
 H90  C25  C24  aromatic  1.393  0.020  1.393
 H90  C27  C24  single    1.486  0.020  1.486
 H90  C25  C26  aromatic  1.385  0.020  1.385
 H90  C25  H25  single    0.930  0.020  1.080
 H90  C26  H26  single    0.930  0.020  1.080
 H90  O27  C27  double    1.215  0.020  1.215
 H90  C27  C28  single    1.487  0.020  1.487
 H90  C29  C28  aromatic  1.395  0.020  1.395
 H90  C28  C33  aromatic  1.396  0.020  1.396
 H90  C29  C30  aromatic  1.388  0.020  1.388
 H90  C29  H29  single    0.930  0.020  1.080
 H90  C30  C31  aromatic  1.388  0.020  1.388
 H90  C30  H30  single    0.930  0.020  1.080
 H90  C31  C32  aromatic  1.390  0.020  1.390
 H90  C31  H31  single    0.930  0.020  1.080
 H90  C33  C32  aromatic  1.385  0.020  1.385
 H90  C32  H32  single    0.930  0.020  1.080
 H90  C33  H33  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
 H90  H1   C1   N6   116.58  3.000
 H90  H1   C1   C2   119.90  3.000
 H90  N6   C1   C2   123.52  3.000
 H90  H2   C2   C3   121.13  3.000
 H90  H2   C2   C1   119.96  3.000
 H90  C3   C2   C1   118.90  3.000
 H90  C7   C3   C4   121.05  3.000
 H90  C4   C3   C2   117.71  3.000
 H90  C7   C3   C2   121.20  3.000
 H90  H4   C4   C5   120.13  3.000
 H90  H4   C4   C3   120.93  3.000
 H90  C5   C4   C3   118.94  3.000
 H90  H5   C5   N6   116.59  3.000
 H90  H5   C5   C4   119.93  3.000
 H90  N6   C5   C4   123.48  3.000
 H90  C5   N6   C1   117.44  3.000
 H90  H7A  C7   H7   107.94  3.000
 H90  H7A  C7   N8   108.05  3.000
 H90  H7   C7   N8   107.94  3.000
 H90  H7A  C7   C3   111.07  3.000
 H90  H7   C7   C3   110.71  3.000
 H90  N8   C7   C3   111.00  3.000
 H90  N12  N8   C9   111.13  3.000
 H90  N12  N8   C7   121.11  3.000
 H90  C9   N8   C7   127.17  3.000
 H90  N13  C9   C10  127.14  3.000
 H90  N13  C9   N8   126.03  3.000
 H90  C10  C9   N8   106.83  3.000
 H90  C16  C10  C11  139.04  3.000
 H90  C11  C10  C9   103.74  3.000
 H90  C16  C10  C9   117.22  3.000
 H90  H11  C11  N12  120.59  3.000
 H90  H11  C11  C10  128.73  3.000
 H90  N12  C11  C10  110.68  3.000
 H90  C11  N12  N8   107.61  3.000
 H90  C14  N13  C9   115.23  3.000
 H90  C21  C14  C15  121.04  3.000
 H90  C21  C14  N13  116.28  3.000
 H90  C15  C14  N13  122.68  3.000
 H90  H15  C15  C16  118.42  3.000
 H90  H15  C15  C14  119.92  3.000
 H90  C16  C15  C14  121.66  3.000
 H90  C18  C16  C15  121.41  3.000
 H90  C18  C16  C10  122.51  3.000
 H90  C15  C16  C10  116.07  3.000
 H90  O20  C18  O19  127.93  3.000
 H90  O19  C18  C16  116.50  3.000
 H90  O20  C18  C16  115.57  3.000
 H90  C26  C21  C22  118.35  3.000
 H90  C22  C21  C14  119.99  3.000
 H90  C26  C21  C14  121.67  3.000
 H90  H22  C22  C23  119.49  3.000
 H90  H22  C22  C21  119.63  3.000
 H90  C23  C22  C21  120.88  3.000
 H90  H23  C23  C24  119.98  3.000
 H90  H23  C23  C22  119.45  3.000
 H90  C24  C23  C22  120.56  3.000
 H90  C27  C24  C25  121.90  3.000
 H90  C27  C24  C23  119.20  3.000
 H90  C25  C24  C23  118.80  3.000
 H90  H25  C25  C26  118.94  3.000
 H90  H25  C25  C24  120.49  3.000
 H90  C26  C25  C24  120.55  3.000
 H90  H26  C26  C25  118.48  3.000
 H90  H26  C26  C21  120.67  3.000
 H90  C25  C26  C21  120.84  3.000
 H90  C28  C27  O27  120.42  3.000
 H90  C28  C27  C24  119.29  3.000
 H90  O27  C27  C24  120.29  3.000
 H90  C33  C28  C29  119.38  3.000
 H90  C33  C28  C27  118.90  3.000
 H90  C29  C28  C27  121.61  3.000
 H90  H29  C29  C30  119.31  3.000
 H90  H29  C29  C28  120.43  3.000
 H90  C30  C29  C28  120.24  3.000
 H90  H30  C30  C31  120.22  3.000
 H90  H30  C30  C29  119.75  3.000
 H90  C31  C30  C29  120.04  3.000
 H90  H31  C31  C32  119.97  3.000
 H90  H31  C31  C30  120.02  3.000
 H90  C32  C31  C30  120.01  3.000
 H90  H32  C32  C33  119.87  3.000
 H90  H32  C32  C31  120.08  3.000
 H90  C33  C32  C31  120.05  3.000
 H90  H33  C33  C32  119.84  3.000
 H90  H33  C33  C28  119.89  3.000
 H90  C32  C33  C28  120.26  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
 H90  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 H90  CONST_02  C4   C5   N6   C1      0.00   0.0  0
 H90  CONST_03  C5   N6   C1   C2      0.00   0.0  0
 H90  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 H90  CONST_05  N6   C1   C2   C3      0.00   0.0  0
 H90  CONST_06  N6   C5   C4   C3      0.00   0.0  0
 H90  CONST_07  C16  C10  C9   N8    180.00   0.0  0
 H90  CONST_08  C11  C10  C9   N8      0.00   0.0  0
 H90  CONST_09  C14  N13  C9   N8    180.00   0.0  0
 H90  CONST_10  C10  C11  N12  N8      0.00   0.0  0
 H90  CONST_11  C11  N12  N8   C9      0.00   0.0  0
 H90  CONST_12  C15  C16  C10  C9      0.00   0.0  0
 H90  CONST_13  N12  C11  C10  C9      0.00   0.0  0
 H90  CONST_14  C15  C14  N13  C9      0.00   0.0  0
 H90  CONST_15  C21  C14  N13  C9    180.00   0.0  0
 H90  CONST_16  N12  N8   C9   C10     0.00   0.0  0
 H90  CONST_17  C14  N13  C9   C10     0.00   0.0  0
 H90  CONST_18  C14  C15  C16  C10     0.00   0.0  0
 H90  CONST_19  N13  C9   C10  C11   180.00   0.0  0
 H90  CONST_20  C15  C16  C10  C11   180.00   0.0  0
 H90  CONST_21  N13  C9   N8   N12   180.00   0.0  0
 H90  CONST_22  C16  C10  C11  N12   180.00   0.0  0
 H90  CONST_23  C16  C10  C9   N13     0.00   0.0  0
 H90  CONST_24  C16  C15  C14  N13     0.00   0.0  0
 H90  CONST_27  C25  C26  C21  C14   180.00   0.0  0
 H90  CONST_28  C23  C22  C21  C14   180.00   0.0  0
 H90  CONST_31  C21  C14  C15  C16   180.00   0.0  0
 H90  CONST_32  C24  C25  C26  C21     0.00   0.0  0
 H90  CONST_33  C24  C23  C22  C21     0.00   0.0  0
 H90  CONST_34  C25  C26  C21  C22     0.00   0.0  0
 H90  CONST_35  C25  C24  C23  C22     0.00   0.0  0
 H90  CONST_36  C26  C21  C22  C23     0.00   0.0  0
 H90  CONST_37  C26  C25  C24  C23     0.00   0.0  0
 H90  CONST_38  C31  C30  C29  C28     0.00   0.0  0
 H90  CONST_39  C31  C32  C33  C28     0.00   0.0  0
 H90  CONST_40  C32  C33  C28  C29     0.00   0.0  0
 H90  CONST_41  C32  C31  C30  C29     0.00   0.0  0
 H90  CONST_42  C33  C28  C29  C30     0.00   0.0  0
 H90  CONST_43  C33  C32  C31  C30     0.00   0.0  0
 H90  CONST_44  C7   C3   C2   C1    180.00   0.0  0
 H90  CONST_45  C7   C3   C4   C5    180.00   0.0  0
 H90  CONST_46  C10  C9   N8   C7    180.00   0.0  0
 H90  CONST_47  N13  C9   N8   C7      0.00   0.0  0
 H90  CONST_48  C11  N12  N8   C7    180.00   0.0  0
 H90  CONST_49  C18  C16  C10  C9    180.00   0.0  0
 H90  CONST_50  C18  C16  C10  C11     0.00   0.0  0
 H90  CONST_51  C18  C16  C15  C14   180.00   0.0  0
 H90  CONST_52  C27  C24  C23  C22   180.00   0.0  0
 H90  CONST_53  C27  C24  C25  C26   180.00   0.0  0
 H90  CONST_54  C30  C29  C28  C27   180.00   0.0  0
 H90  CONST_55  C32  C33  C28  C27   180.00   0.0  0
 H90  CONST_56  H5   C5   N6   C1    180.00   0.0  0
 H90  CONST_57  H4   C4   C3   C2    180.00   0.0  0
 H90  CONST_58  H1   C1   C2   C3    180.00   0.0  0
 H90  CONST_59  H2   C2   C3   C4    180.00   0.0  0
 H90  CONST_60  H11  C11  N12  N8    180.00   0.0  0
 H90  CONST_61  H15  C15  C16  C10   180.00   0.0  0
 H90  CONST_62  H26  C26  C21  C14     0.00   0.0  0
 H90  CONST_63  H22  C22  C21  C14     0.00   0.0  0
 H90  CONST_64  H25  C25  C26  C21   180.00   0.0  0
 H90  CONST_65  H23  C23  C22  C21   180.00   0.0  0
 H90  CONST_66  H30  C30  C29  C28   180.00   0.0  0
 H90  CONST_67  H32  C32  C33  C28   180.00   0.0  0
 H90  CONST_68  H33  C33  C28  C29   180.00   0.0  0
 H90  CONST_69  H31  C31  C30  C29   180.00   0.0  0
 H90  CONST_70  H29  C29  C30  C31   180.00   0.0  0
 H90  Var_01    N8   C7   C3   C2     91.09  30.0  2
 H90  Var_02    C9   N8   C7   C3     87.36  30.0  2
 H90  Var_03    C28  C27  C24  C23  -150.18  30.0  2
 H90  Var_04    C29  C28  C27  C24    33.63  30.0  2
 H90  Var_05    O20  C18  C16  C10    -0.51  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
 H90  plan-1  C1   0.020
 H90  plan-1  C2   0.020
 H90  plan-1  C3   0.020
 H90  plan-1  C4   0.020
 H90  plan-1  C5   0.020
 H90  plan-1  N6   0.020
 H90  plan-1  C7   0.020
 H90  plan-1  H1   0.020
 H90  plan-1  H2   0.020
 H90  plan-1  H4   0.020
 H90  plan-1  H5   0.020
 H90  plan-2  C14  0.020
 H90  plan-2  C21  0.020
 H90  plan-2  C22  0.020
 H90  plan-2  C23  0.020
 H90  plan-2  C24  0.020
 H90  plan-2  C25  0.020
 H90  plan-2  C26  0.020
 H90  plan-2  C27  0.020
 H90  plan-2  H22  0.020
 H90  plan-2  H23  0.020
 H90  plan-2  H25  0.020
 H90  plan-2  H26  0.020
 H90  plan-3  C27  0.020
 H90  plan-3  C28  0.020
 H90  plan-3  C29  0.020
 H90  plan-3  C30  0.020
 H90  plan-3  C31  0.020
 H90  plan-3  C32  0.020
 H90  plan-3  C33  0.020
 H90  plan-3  H29  0.020
 H90  plan-3  H30  0.020
 H90  plan-3  H31  0.020
 H90  plan-3  H32  0.020
 H90  plan-3  H33  0.020
 H90  plan-4  C7   0.020
 H90  plan-4  N8   0.020
 H90  plan-4  C9   0.020
 H90  plan-4  C10  0.020
 H90  plan-4  C11  0.020
 H90  plan-4  N12  0.020
 H90  plan-4  N13  0.020
 H90  plan-4  C14  0.020
 H90  plan-4  C15  0.020
 H90  plan-4  C16  0.020
 H90  plan-4  C18  0.020
 H90  plan-4  C21  0.020
 H90  plan-4  H11  0.020
 H90  plan-4  H15  0.020
 H90  plan-5  C24  0.020
 H90  plan-5  C27  0.020
 H90  plan-5  O27  0.020
 H90  plan-5  C28  0.020
 H90  plan-6  C16  0.020
 H90  plan-6  C18  0.020
 H90  plan-6  O19  0.020
 H90  plan-6  O20  0.020

