# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 23:47:42 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 7-propyl-3-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]-1,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN1C(=O)C=Cc2c1[nH]nc2c3sc(nc3)c4cccnc4
#
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
 57X  57X  7-propyl-3-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]-1,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one  ligand  39  24  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_57X
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
 57X  C1   C  CR16  0  -0.451  -2.5813  -2.4058  -0.5587
 57X  C6   C  CR16  0  -0.187  -1.4523  -1.6631  -0.4721
 57X  C5   C  CR56  0  -0.201  -1.5756  -0.2656  -0.2843
 57X  C4   C  CR56  0   0.729  -2.8550   0.2684  -0.2242
 57X  C2   C  CR6   0   0.542  -3.9167  -1.8403  -0.4722
 57X  C9   C  CR5   0   0.276  -0.7280   0.8660  -0.1459
 57X  C10  C  CR5   0  -0.310   0.7184   0.9331  -0.1677
 57X  C14  C  CR15  0   0.009   1.5069   2.0150  -0.4405
 57X  C12  C  CR5   0   0.039   3.1235   0.5735  -0.0645
 57X  O24  O  O     0  -0.490  -4.9399  -2.5084  -0.5262
 57X  N3   N  NR6   0  -0.591  -3.9937  -0.4544  -0.3303
 57X  C21  C  CH2   0  -0.345  -5.2947   0.2016  -0.2401
 57X  C22  C  CH2   0  -0.434  -5.7795   0.3543   1.1955
 57X  C23  C  CH3   0  -0.668  -7.1103   1.0897   1.2493
 57X  N7   N  NR15  0  -0.524  -2.7231   1.5915  -0.0649
 57X  N8   N  N     0  -0.278  -1.4366   1.9660  -0.0091
 57X  N13  N  N     0  -0.389   2.8423   1.8020  -0.3782
 57X  S11  S  S2    0   0.244   1.7252  -0.4154   0.1895
 57X  C15  C  CR6   0  -0.008   4.4827   0.0611   0.0663
 57X  C20  C  CR16  0  -0.163   5.5745   0.9043  -0.1391
 57X  C19  C  CR16  0  -0.310   6.8502   0.3897  -0.0073
 57X  C18  C  CR16  0  -0.061   6.9977  -0.9494   0.3270
 57X  N17  N  N     0  -0.395   5.9674  -1.7637   0.5246
 57X  C16  C  CR16  0  -0.099   4.7474  -1.2679   0.3956
 57X  H1   H  HCR6  0   0.279  -2.5298  -3.4763  -0.6980
 57X  H2   H  HCR6  0   0.271  -0.4842  -2.1417  -0.5499
 57X  H3   H  HCR5  0   0.281   1.1282   2.9915  -0.7062
 57X  H4   H  HCH2  0   0.259  -5.2204   1.1726  -0.7347
 57X  H5   H  HCH2  0   0.281  -6.0037  -0.3843  -0.8208
 57X  H6   H  HCH2  0   0.241  -5.8805  -0.6354   1.6457
 57X  H7   H  HCH2  0   0.231  -5.0354   0.8940   1.7874
 57X  H8   H  HCH3  0   0.227  -7.8774   0.5654   0.6775
 57X  H9   H  HCH3  0   0.240  -7.4650   1.1762   2.2758
 57X  H10  H  HCH3  0   0.226  -7.0242   2.0985   0.8427
 57X  H11  H  HNR5  0   0.435  -3.4408   2.2912   0.0388
 57X  H12  H  HCR6  0   0.278   5.4210   1.9439  -0.3950
 57X  H13  H  HCR6  0   0.280   7.7200   1.0130  -0.1598
 57X  H14  H  HCR6  0   0.275   7.9858  -1.3800   0.4403
 57X  H15  H  HCR6  0   0.263   3.9346  -1.9688   0.5639

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
 57X  O24  C2   double    1.223  0.020  1.223
 57X  C1   C2   single    1.453  0.020  1.453
 57X  C1   C6   double    1.354  0.020  1.354
 57X  C2   N3   single    1.395  0.020  1.395
 57X  C6   C5   single    1.415  0.020  1.415
 57X  N3   C21  single    1.460  0.020  1.460
 57X  N3   C4   single    1.353  0.020  1.353
 57X  C22  C21  single    1.523  0.020  1.523
 57X  C22  C23  single    1.521  0.020  1.521
 57X  C5   C4   aromatic  1.388  0.020  1.388
 57X  C5   C9   aromatic  1.421  0.020  1.421
 57X  C14  N13  aromatic  1.354  0.020  1.354
 57X  C14  C10  aromatic  1.366  0.020  1.366
 57X  C4   N7   aromatic  1.339  0.020  1.339
 57X  N13  C12  aromatic  1.299  0.020  1.299
 57X  C10  C9   single    1.448  0.020  1.448
 57X  C10  S11  aromatic  1.720  0.020  1.720
 57X  C9   N8   aromatic  1.316  0.020  1.316
 57X  C12  C15  single    1.458  0.020  1.458
 57X  C12  S11  aromatic  1.731  0.020  1.731
 57X  N7   N8   aromatic  1.341  0.020  1.341
 57X  C15  C20  aromatic  1.395  0.020  1.395
 57X  C15  C16  aromatic  1.395  0.020  1.395
 57X  C20  C19  aromatic  1.382  0.020  1.382
 57X  C16  N17  aromatic  1.323  0.020  1.323
 57X  C19  C18  aromatic  1.388  0.020  1.388
 57X  N17  C18  aromatic  1.328  0.020  1.328
 57X  C1   H1   single    0.930  0.020  1.080
 57X  C6   H2   single    0.930  0.020  1.080
 57X  C14  H3   single    0.930  0.020  1.080
 57X  C21  H4   single    0.970  0.020  1.090
 57X  C21  H5   single    0.970  0.020  1.090
 57X  C22  H6   single    0.970  0.020  1.090
 57X  C22  H7   single    0.970  0.020  1.090
 57X  C23  H8   single    0.970  0.020  1.090
 57X  C23  H9   single    0.970  0.020  1.090
 57X  C23  H10  single    0.970  0.020  1.090
 57X  N7   H11  single    0.860  0.020  1.020
 57X  C20  H12  single    0.930  0.020  1.080
 57X  C19  H13  single    0.930  0.020  1.080
 57X  C18  H14  single    0.930  0.020  1.080
 57X  C16  H15  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
 57X  H1   C1   C2   115.91  3.000
 57X  H1   C1   C6   120.78  3.000
 57X  C2   C1   C6   123.31  3.000
 57X  H2   C6   C5   121.59  3.000
 57X  H2   C6   C1   119.90  3.000
 57X  C5   C6   C1   118.51  3.000
 57X  C9   C5   C4   103.85  3.000
 57X  C9   C5   C6   138.36  3.000
 57X  C4   C5   C6   117.78  3.000
 57X  N7   C4   N3   128.32  3.000
 57X  N7   C4   C5   107.13  3.000
 57X  N3   C4   C5   124.54  3.000
 57X  N3   C2   O24  120.06  3.000
 57X  N3   C2   C1   116.32  3.000
 57X  O24  C2   C1   123.62  3.000
 57X  N8   C9   C10  120.05  3.000
 57X  N8   C9   C5   110.78  3.000
 57X  C10  C9   C5   129.16  3.000
 57X  S11  C10  C14  108.93  3.000
 57X  S11  C10  C9   123.03  3.000
 57X  C14  C10  C9   128.04  3.000
 57X  H3   C14  N13  119.95  3.000
 57X  H3   C14  C10  124.23  3.000
 57X  N13  C14  C10  115.82  3.000
 57X  C15  C12  S11  122.61  3.000
 57X  S11  C12  N13  113.63  3.000
 57X  C15  C12  N13  123.76  3.000
 57X  C21  N3   C2   120.12  3.000
 57X  C21  N3   C4   120.34  3.000
 57X  C2   N3   C4   119.49  3.000
 57X  H5   C21  H4   106.35  3.000
 57X  H5   C21  C22  110.47  3.000
 57X  H4   C21  C22  111.06  3.000
 57X  H5   C21  N3   107.81  3.000
 57X  H4   C21  N3   108.12  3.000
 57X  C22  C21  N3   112.77  3.000
 57X  H7   C22  H6   106.69  3.000
 57X  H7   C22  C23  109.73  3.000
 57X  H6   C22  C23  110.04  3.000
 57X  H7   C22  C21  110.07  3.000
 57X  H6   C22  C21  109.10  3.000
 57X  C23  C22  C21  111.11  3.000
 57X  H10  C23  H9   107.66  3.000
 57X  H10  C23  H8   107.73  3.000
 57X  H9   C23  H8   107.64  3.000
 57X  H10  C23  C22  111.39  3.000
 57X  H9   C23  C22  110.88  3.000
 57X  H8   C23  C22  111.36  3.000
 57X  H11  N7   N8   119.01  3.000
 57X  H11  N7   C4   128.91  3.000
 57X  N8   N7   C4   112.05  3.000
 57X  N7   N8   C9   106.19  3.000
 57X  C12  N13  C14  111.94  3.000
 57X  C12  S11  C10   89.69  3.000
 57X  C16  C15  C20  117.54  3.000
 57X  C16  C15  C12  122.20  3.000
 57X  C20  C15  C12  120.26  3.000
 57X  H12  C20  C19  120.76  3.000
 57X  H12  C20  C15  120.32  3.000
 57X  C19  C20  C15  118.91  3.000
 57X  H13  C19  C18  120.32  3.000
 57X  H13  C19  C20  120.97  3.000
 57X  C18  C19  C20  118.71  3.000
 57X  H14  C18  N17  116.63  3.000
 57X  H14  C18  C19  120.36  3.000
 57X  N17  C18  C19  123.02  3.000
 57X  C16  N17  C18  118.10  3.000
 57X  H15  C16  N17  115.66  3.000
 57X  H15  C16  C15  120.63  3.000
 57X  N17  C16  C15  123.72  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
 57X  CONST_01  N8   N7   C4   C5     0.00   0.0  0
 57X  CONST_04  N7   N8   C9   C5     0.00   0.0  0
 57X  CONST_05  C10  C9   C5   C4   180.00   0.0  0
 57X  CONST_06  N8   C9   C5   C4     0.00   0.0  0
 57X  CONST_07  C9   N8   N7   C4     0.00   0.0  0
 57X  CONST_08  N7   C4   C5   C9     0.00   0.0  0
 57X  CONST_09  N13  C14  C10  C9   180.00   0.0  0
 57X  CONST_10  C12  S11  C10  C9   180.00   0.0  0
 57X  CONST_11  C12  N13  C14  C10    0.00   0.0  0
 57X  CONST_12  N7   N8   C9   C10  180.00   0.0  0
 57X  CONST_13  N13  C12  S11  C10    0.00   0.0  0
 57X  CONST_14  C15  C12  S11  C10  180.00   0.0  0
 57X  CONST_15  C15  C12  N13  C14  180.00   0.0  0
 57X  CONST_16  S11  C12  N13  C14    0.00   0.0  0
 57X  CONST_18  C12  S11  C10  C14    0.00   0.0  0
 57X  CONST_19  C19  C20  C15  C12  180.00   0.0  0
 57X  CONST_20  N17  C16  C15  C12  180.00   0.0  0
 57X  CONST_22  S11  C10  C14  N13    0.00   0.0  0
 57X  CONST_23  C20  C15  C12  N13    0.00   0.0  0
 57X  CONST_24  C16  C15  C12  N13  180.00   0.0  0
 57X  CONST_25  C20  C15  C12  S11  180.00   0.0  0
 57X  CONST_26  C16  C15  C12  S11    0.00   0.0  0
 57X  CONST_27  C18  C19  C20  C15    0.00   0.0  0
 57X  CONST_28  C18  N17  C16  C15    0.00   0.0  0
 57X  CONST_29  N17  C16  C15  C20    0.00   0.0  0
 57X  CONST_30  N17  C18  C19  C20    0.00   0.0  0
 57X  CONST_31  C16  C15  C20  C19    0.00   0.0  0
 57X  CONST_32  C16  N17  C18  C19    0.00   0.0  0
 57X  CONST_33  C10  C9   C5   C6     0.00   0.0  0
 57X  CONST_34  C4   N3   C2   C1     0.00   0.0  0
 57X  CONST_35  C21  N3   C2   C1   180.00   0.0  0
 57X  CONST_36  O24  C2   N3   C4   180.00   0.0  0
 57X  CONST_37  H11  N7   C4   C5   180.00   0.0  0
 57X  CONST_38  H3   C14  C10  C9     0.00   0.0  0
 57X  CONST_39  H12  C20  C15  C12    0.00   0.0  0
 57X  CONST_40  H15  C16  C15  C12    0.00   0.0  0
 57X  CONST_41  H13  C19  C20  C15  180.00   0.0  0
 57X  CONST_42  H14  C18  C19  C20  180.00   0.0  0
 57X  CONST_43  C21  N3   C2   O24    0.00   0.0  0
 57X  Var_01    C22  C21  N3   C4   -86.03  30.0  3
 57X  Var_02    C23  C22  C21  N3   177.78  30.0  1
 57X  Var_03    H8   C23  C22  C21   58.84  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
 57X  plan-1  C9   0.020
 57X  plan-1  C10  0.020
 57X  plan-1  C14  0.020
 57X  plan-1  C12  0.020
 57X  plan-1  N13  0.020
 57X  plan-1  S11  0.020
 57X  plan-1  C15  0.020
 57X  plan-1  H3   0.020
 57X  plan-2  C12  0.020
 57X  plan-2  C15  0.020
 57X  plan-2  C20  0.020
 57X  plan-2  C19  0.020
 57X  plan-2  C18  0.020
 57X  plan-2  N17  0.020
 57X  plan-2  C16  0.020
 57X  plan-2  H12  0.020
 57X  plan-2  H13  0.020
 57X  plan-2  H14  0.020
 57X  plan-2  H15  0.020
 57X  plan-3  C1   0.020
 57X  plan-3  C6   0.020
 57X  plan-3  C5   0.020
 57X  plan-3  C4   0.020
 57X  plan-3  C2   0.020
 57X  plan-3  C9   0.020
 57X  plan-3  C10  0.020
 57X  plan-3  O24  0.020
 57X  plan-3  N3   0.020
 57X  plan-3  C21  0.020
 57X  plan-3  N7   0.020
 57X  plan-3  N8   0.020
 57X  plan-3  H1   0.020
 57X  plan-3  H2   0.020
 57X  plan-3  H11  0.020

