# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 18:54:08 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 4-phenyl-3-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]-2,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1Nc2n[nH]c(c3sc(nc3)c4cccnc4)c2C(=C1)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
 55G  55G  4-phenyl-3-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]-2,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one  ligand  40  27  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_55G
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
 55G  O    O  O     0  -0.489  -6.3185  -0.2883   0.3614
 55G  C1   C  CR6   0   0.538  -5.1289  -0.0197   0.2533
 55G  C14  C  CR16  0  -0.534  -4.0786  -1.0335   0.2220
 55G  C13  C  CR6   0   0.201  -2.7572  -0.7524   0.1046
 55G  C15  C  CR6   0   0.005  -1.7380  -1.8185   0.1453
 55G  C20  C  CR16  0  -0.281  -0.6977  -1.7548   1.0715
 55G  C19  C  CR16  0  -0.229   0.2667  -2.7486   1.1090
 55G  C18  C  CR16  0  -0.258   0.2086  -3.8102   0.2144
 55G  C17  C  CR16  0  -0.241  -0.8264  -3.8806  -0.7077
 55G  C16  C  CR16  0  -0.290  -1.8005  -2.8917  -0.7389
 55G  C3   C  CR56  0  -0.252  -2.3907   0.6229  -0.0375
 55G  C4   C  CR5   0   0.486  -1.2198   1.3538  -0.2321
 55G  N2   N  NR15  0  -0.499  -1.5979   2.6402  -0.2338
 55G  N3   N  N     0  -0.281  -2.9120   2.8321  -0.0840
 55G  C2   C  CR56  0   0.526  -3.3908   1.6130   0.0268
 55G  N1   N  NR16  0  -0.739  -4.7046   1.2850   0.1776
 55G  C5   C  CR5   0  -0.385   0.1511   0.9376  -0.4331
 55G  S    S  S2    0   0.279   1.4653   1.5901   0.4677
 55G  C7   C  CR5   0   0.036   2.5460   0.5428  -0.3844
 55G  N4   N  N     0  -0.385   1.9588  -0.2282  -1.2503
 55G  C6   C  CR15  0   0.022   0.6238  -0.0163  -1.2862
 55G  C8   C  CR6   0  -0.007   3.9823   0.5272  -0.1303
 55G  C12  C  CR16  0  -0.162   4.7746  -0.4981  -0.6452
 55G  C11  C  CR16  0  -0.311   6.1318  -0.4871  -0.3853
 55G  C10  C  CR16  0  -0.059   6.6547   0.5443   0.3829
 55G  N5   N  N     0  -0.395   5.9122   1.5290   0.8754
 55G  C9   C  CR16  0  -0.097   4.6138   1.5183   0.6203
 55G  H1   H  HCR6  0   0.272  -4.4098  -2.0564   0.3444
 55G  H2   H  HCR6  0   0.260  -0.6486  -0.9313   1.7729
 55G  H3   H  HCR6  0   0.259   1.0669  -2.6926   1.8350
 55G  H4   H  HCR6  0   0.260   0.9684  -4.5803   0.2369
 55G  H5   H  HCR6  0   0.260  -0.8761  -4.7045  -1.4071
 55G  H6   H  HCR6  0   0.258  -2.5984  -2.9417  -1.4692
 55G  H7   H  HNR5  0   0.434  -1.0034   3.4392  -0.3976
 55G  H8   H  HNR6  0   0.416  -5.4011   2.0173   0.2153
 55G  H9   H  HCR5  0   0.283   0.0019  -0.5852  -1.9625
 55G  H10  H  HCR6  0   0.278   4.3279  -1.2908  -1.2300
 55G  H11  H  HCR6  0   0.280   6.7777  -1.2658  -0.7658
 55G  H12  H  HCR6  0   0.275   7.7142   0.5756   0.6089
 55G  H13  H  HCR6  0   0.264   4.0457   2.3492   1.0288

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
 55G  O    C1   double    1.224  0.020  1.224
 55G  C18  C19  aromatic  1.389  0.020  1.389
 55G  C18  C17  aromatic  1.388  0.020  1.388
 55G  C19  C20  aromatic  1.385  0.020  1.385
 55G  C14  C1   single    1.460  0.020  1.460
 55G  C14  C13  double    1.356  0.020  1.356
 55G  C17  C16  aromatic  1.388  0.020  1.388
 55G  C20  C15  aromatic  1.394  0.020  1.394
 55G  C1   N1   single    1.374  0.020  1.374
 55G  C16  C15  aromatic  1.392  0.020  1.392
 55G  C15  C13  single    1.475  0.020  1.475
 55G  C13  C3   single    1.430  0.020  1.430
 55G  N1   C2   single    1.362  0.020  1.362
 55G  C3   C2   aromatic  1.409  0.020  1.409
 55G  C3   C4   aromatic  1.394  0.020  1.394
 55G  C2   N3   aromatic  1.314  0.020  1.314
 55G  C4   C5   single    1.447  0.020  1.447
 55G  C4   N2   aromatic  1.341  0.020  1.341
 55G  N3   N2   aromatic  1.337  0.020  1.337
 55G  C5   C6   aromatic  1.364  0.020  1.364
 55G  C5   S    aromatic  1.722  0.020  1.722
 55G  C6   N4   aromatic  1.352  0.020  1.352
 55G  N4   C7   aromatic  1.300  0.020  1.300
 55G  S    C7   aromatic  1.729  0.020  1.729
 55G  C7   C8   single    1.459  0.020  1.459
 55G  C12  C8   aromatic  1.394  0.020  1.394
 55G  C12  C11  aromatic  1.382  0.020  1.382
 55G  C8   C9   aromatic  1.395  0.020  1.395
 55G  C11  C10  aromatic  1.388  0.020  1.388
 55G  C9   N5   aromatic  1.323  0.020  1.323
 55G  C10  N5   aromatic  1.328  0.020  1.328
 55G  C14  H1   single    0.930  0.020  1.080
 55G  C20  H2   single    0.930  0.020  1.080
 55G  C19  H3   single    0.930  0.020  1.080
 55G  C18  H4   single    0.930  0.020  1.080
 55G  C17  H5   single    0.930  0.020  1.080
 55G  C16  H6   single    0.930  0.020  1.080
 55G  N2   H7   single    0.860  0.020  1.020
 55G  N1   H8   single    0.860  0.020  1.020
 55G  C6   H9   single    0.930  0.020  1.080
 55G  C12  H10  single    0.930  0.020  1.080
 55G  C11  H11  single    0.930  0.020  1.080
 55G  C10  H12  single    0.930  0.020  1.080
 55G  C9   H13  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
 55G  N1   C1   C14  115.85  3.000
 55G  N1   C1   O    120.88  3.000
 55G  C14  C1   O    123.27  3.000
 55G  H1   C14  C13  120.26  3.000
 55G  H1   C14  C1   115.71  3.000
 55G  C13  C14  C1   123.98  3.000
 55G  C3   C13  C15  121.37  3.000
 55G  C3   C13  C14  117.23  3.000
 55G  C15  C13  C14  121.39  3.000
 55G  C16  C15  C20  119.38  3.000
 55G  C16  C15  C13  120.57  3.000
 55G  C20  C15  C13  120.05  3.000
 55G  H2   C20  C19  119.77  3.000
 55G  H2   C20  C15  119.92  3.000
 55G  C19  C20  C15  120.31  3.000
 55G  H3   C19  C18  120.17  3.000
 55G  H3   C19  C20  119.73  3.000
 55G  C18  C19  C20  120.10  3.000
 55G  H4   C18  C17  120.09  3.000
 55G  H4   C18  C19  120.06  3.000
 55G  C17  C18  C19  119.85  3.000
 55G  H5   C17  C16  119.71  3.000
 55G  H5   C17  C18  120.16  3.000
 55G  C16  C17  C18  120.13  3.000
 55G  H6   C16  C17  119.95  3.000
 55G  H6   C16  C15  119.81  3.000
 55G  C17  C16  C15  120.22  3.000
 55G  C2   C3   C4   103.54  3.000
 55G  C4   C3   C13  137.16  3.000
 55G  C2   C3   C13  119.30  3.000
 55G  C5   C4   N2   122.89  3.000
 55G  N2   C4   C3   105.45  3.000
 55G  C5   C4   C3   131.65  3.000
 55G  H7   N2   N3   118.92  3.000
 55G  H7   N2   C4   126.42  3.000
 55G  N3   N2   C4   114.52  3.000
 55G  C2   N3   N2   103.56  3.000
 55G  N1   C2   N3   125.73  3.000
 55G  N3   C2   C3   112.92  3.000
 55G  N1   C2   C3   121.36  3.000
 55G  H8   N1   C2   119.59  3.000
 55G  H8   N1   C1   118.22  3.000
 55G  C2   N1   C1   122.17  3.000
 55G  C6   C5   S    109.13  3.000
 55G  S    C5   C4   122.79  3.000
 55G  C6   C5   C4   128.06  3.000
 55G  C7   S    C5    89.41  3.000
 55G  C8   C7   N4   123.68  3.000
 55G  C8   C7   S    122.41  3.000
 55G  N4   C7   S    113.91  3.000
 55G  C6   N4   C7   111.76  3.000
 55G  H9   C6   N4   120.15  3.000
 55G  H9   C6   C5   124.05  3.000
 55G  N4   C6   C5   115.79  3.000
 55G  C9   C8   C12  117.65  3.000
 55G  C9   C8   C7   122.14  3.000
 55G  C12  C8   C7   120.21  3.000
 55G  H10  C12  C11  120.87  3.000
 55G  H10  C12  C8   120.26  3.000
 55G  C11  C12  C8   118.87  3.000
 55G  H11  C11  C10  120.33  3.000
 55G  H11  C11  C12  120.99  3.000
 55G  C10  C11  C12  118.68  3.000
 55G  H12  C10  N5   116.60  3.000
 55G  H12  C10  C11  120.34  3.000
 55G  N5   C10  C11  123.06  3.000
 55G  C9   N5   C10  118.11  3.000
 55G  H13  C9   N5   115.75  3.000
 55G  H13  C9   C8   120.61  3.000
 55G  N5   C9   C8   123.63  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
 55G  CONST_01  C18  C19  C20  C15     0.00   0.0  0
 55G  CONST_02  C18  C17  C16  C15     0.00   0.0  0
 55G  CONST_03  C17  C18  C19  C20     0.00   0.0  0
 55G  CONST_04  C17  C16  C15  C20     0.00   0.0  0
 55G  CONST_05  C16  C17  C18  C19     0.00   0.0  0
 55G  CONST_06  C16  C15  C20  C19     0.00   0.0  0
 55G  CONST_07  N2   N3   C2   C3      0.00   0.0  0
 55G  CONST_10  N3   N2   C4   C3      0.00   0.0  0
 55G  CONST_11  N3   C2   C3   C4      0.00   0.0  0
 55G  CONST_12  N4   C6   C5   C4    180.00   0.0  0
 55G  CONST_13  C7   S    C5   C4    180.00   0.0  0
 55G  CONST_14  C2   N3   N2   C4      0.00   0.0  0
 55G  CONST_15  C2   C3   C4   N2      0.00   0.0  0
 55G  CONST_18  C5   C4   N2   N3    180.00   0.0  0
 55G  CONST_19  C5   C4   C3   C2    180.00   0.0  0
 55G  CONST_20  C7   N4   C6   C5      0.00   0.0  0
 55G  CONST_21  N4   C7   S    C5      0.00   0.0  0
 55G  CONST_22  C8   C7   S    C5    180.00   0.0  0
 55G  CONST_23  N4   C6   C5   S       0.00   0.0  0
 55G  CONST_24  C6   N4   C7   S       0.00   0.0  0
 55G  CONST_25  C12  C8   C7   S     180.00   0.0  0
 55G  CONST_26  C9   C8   C7   S       0.00   0.0  0
 55G  CONST_27  C6   C5   S    C7      0.00   0.0  0
 55G  CONST_28  C11  C12  C8   C7    180.00   0.0  0
 55G  CONST_29  N5   C9   C8   C7    180.00   0.0  0
 55G  CONST_30  C12  C8   C7   N4      0.00   0.0  0
 55G  CONST_31  C9   C8   C7   N4    180.00   0.0  0
 55G  CONST_32  C8   C7   N4   C6    180.00   0.0  0
 55G  CONST_33  C10  C11  C12  C8      0.00   0.0  0
 55G  CONST_34  C10  N5   C9   C8      0.00   0.0  0
 55G  CONST_35  N5   C9   C8   C12     0.00   0.0  0
 55G  CONST_36  N5   C10  C11  C12     0.00   0.0  0
 55G  CONST_37  C9   C8   C12  C11     0.00   0.0  0
 55G  CONST_38  C9   N5   C10  C11     0.00   0.0  0
 55G  CONST_39  C19  C20  C15  C13   180.00   0.0  0
 55G  CONST_40  C17  C16  C15  C13   180.00   0.0  0
 55G  CONST_41  C5   C4   C3   C13     0.00   0.0  0
 55G  CONST_42  C2   N1   C1   C14     0.00   0.0  0
 55G  CONST_43  C2   N1   C1   O     180.00   0.0  0
 55G  CONST_44  H2   C20  C15  C13     0.00   0.0  0
 55G  CONST_45  H6   C16  C15  C13     0.00   0.0  0
 55G  CONST_46  H3   C19  C20  C15   180.00   0.0  0
 55G  CONST_47  H5   C17  C16  C15   180.00   0.0  0
 55G  CONST_48  H4   C18  C19  C20   180.00   0.0  0
 55G  CONST_49  H7   N2   C4   C3    180.00   0.0  0
 55G  CONST_50  H9   C6   C5   C4      0.00   0.0  0
 55G  CONST_51  H10  C12  C8   C7      0.00   0.0  0
 55G  CONST_52  H13  C9   C8   C7      0.00   0.0  0
 55G  CONST_53  H11  C11  C12  C8    180.00   0.0  0
 55G  CONST_54  H12  C10  C11  C12   180.00   0.0  0
 55G  CONST_55  H8   N1   C1   C14   180.00   0.0  0
 55G  Var_01    C20  C15  C13  C14  -124.47  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
 55G  plan-1  C4   0.020
 55G  plan-1  C5   0.020
 55G  plan-1  S    0.020
 55G  plan-1  C7   0.020
 55G  plan-1  N4   0.020
 55G  plan-1  C6   0.020
 55G  plan-1  C8   0.020
 55G  plan-1  H9   0.020
 55G  plan-2  C13  0.020
 55G  plan-2  C15  0.020
 55G  plan-2  C20  0.020
 55G  plan-2  C19  0.020
 55G  plan-2  C18  0.020
 55G  plan-2  C17  0.020
 55G  plan-2  C16  0.020
 55G  plan-2  H2   0.020
 55G  plan-2  H3   0.020
 55G  plan-2  H4   0.020
 55G  plan-2  H5   0.020
 55G  plan-2  H6   0.020
 55G  plan-3  C7   0.020
 55G  plan-3  C8   0.020
 55G  plan-3  C12  0.020
 55G  plan-3  C11  0.020
 55G  plan-3  C10  0.020
 55G  plan-3  N5   0.020
 55G  plan-3  C9   0.020
 55G  plan-3  H10  0.020
 55G  plan-3  H11  0.020
 55G  plan-3  H12  0.020
 55G  plan-3  H13  0.020
 55G  plan-4  O    0.020
 55G  plan-4  C1   0.020
 55G  plan-4  C14  0.020
 55G  plan-4  C13  0.020
 55G  plan-4  C15  0.020
 55G  plan-4  C3   0.020
 55G  plan-4  C4   0.020
 55G  plan-4  N2   0.020
 55G  plan-4  N3   0.020
 55G  plan-4  C2   0.020
 55G  plan-4  N1   0.020
 55G  plan-4  C5   0.020
 55G  plan-4  H1   0.020
 55G  plan-4  H7   0.020
 55G  plan-4  H8   0.020

