# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 14:37:26 2021
#   Inital geometry file: a 80 line input string
#   Ligand name: 3-methyl-4-phenyl-2,7-dihydropyrazolo[3,4-b]pyridin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]nc2NC(=O)C=C(c3ccccc3)c12
#
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
 QZ8  QZ8  3-methyl-4-phenyl-2,7-dihydropyrazolo[3,4-b]pyridin-6-one  ligand  28  17  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QZ8
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
 QZ8  C    C  CH3   0  -0.758  118.9731  -18.6924  4.4429
 QZ8  C1   C  CR5   0   0.351  117.5464  -18.7356  4.8539
 QZ8  C2   C  CR56  0  -0.226  116.5462  -17.7645  4.9326
 QZ8  N2   N  NR15  0  -0.474  116.9581  -19.8681  5.2457
 QZ8  N1   N  N     0  -0.307  115.6577  -19.7573  5.5656
 QZ8  C6   C  CR56  0   0.520  115.4132  -18.4832  5.3692
 QZ8  N    N  NR16  0  -0.733  114.2024  -17.8756  5.5272
 QZ8  C5   C  CR6   0   0.538  114.0054  -16.5469  5.2410
 QZ8  O    O  O     0  -0.497  112.9003  -16.0330  5.3743
 QZ8  C4   C  CR16  0  -0.546  115.1820  -15.8138  4.7927
 QZ8  C3   C  CR6   0   0.213  116.4127  -16.3706  4.6478
 QZ8  C7   C  CR6   0   0.031  117.5604  -15.5482  4.2171
 QZ8  C12  C  CR16  0  -0.293  118.7234  -15.5014  4.9845
 QZ8  C11  C  CR16  0  -0.241  119.7888  -14.7034  4.5960
 QZ8  C10  C  CR16  0  -0.259  119.7068  -13.9479  3.4331
 QZ8  C9   C  CR16  0  -0.242  118.5518  -13.9900  2.6637
 QZ8  C8   C  CR16  0  -0.292  117.4817  -14.7820  3.0557
 QZ8  H1   H  HCH3  0   0.267  119.6057  -18.3238  5.2510
 QZ8  H2   H  HCH3  0   0.271  119.3275  -19.6852  4.1677
 QZ8  H3   H  HCH3  0   0.267  119.1118  -18.0315  3.5902
 QZ8  H4   H  HNR5  0   0.427  117.3972  -20.7746  5.3018
 QZ8  H5   H  HNR6  0   0.412  113.4084  -18.4200  5.8367
 QZ8  H6   H  HCR6  0   0.267  115.0344  -14.7592  4.6009
 QZ8  H7   H  HCR6  0   0.263  118.7910  -16.0815  5.8965
 QZ8  H8   H  HCR6  0   0.261  120.6829  -14.6706  5.2047
 QZ8  H9   H  HCR6  0   0.261  120.5401  -13.3282  3.1282
 QZ8  H10  H  HCR6  0   0.261  118.4825  -13.4066  1.7548
 QZ8  H11  H  HCR6  0   0.259  116.5860  -14.8183  2.4483

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
 QZ8  C9   C8   aromatic  1.388  0.020  1.388
 QZ8  C9   C10  aromatic  1.388  0.020  1.388
 QZ8  C8   C7   aromatic  1.394  0.020  1.394
 QZ8  C10  C11  aromatic  1.389  0.020  1.389
 QZ8  C7   C3   single    1.476  0.020  1.476
 QZ8  C7   C12  aromatic  1.394  0.020  1.394
 QZ8  C11  C12  aromatic  1.387  0.020  1.387
 QZ8  C    C1   single    1.485  0.020  1.485
 QZ8  C3   C4   double    1.359  0.020  1.359
 QZ8  C3   C2   single    1.429  0.020  1.429
 QZ8  C4   C5   single    1.457  0.020  1.457
 QZ8  C2   C1   aromatic  1.396  0.020  1.396
 QZ8  C2   C6   aromatic  1.411  0.020  1.411
 QZ8  C1   N2   aromatic  1.335  0.020  1.335
 QZ8  C5   O    double    1.226  0.020  1.226
 QZ8  C5   N    single    1.373  0.020  1.373
 QZ8  C6   N    single    1.364  0.020  1.364
 QZ8  C6   N1   aromatic  1.312  0.020  1.312
 QZ8  N2   N1   aromatic  1.344  0.020  1.344
 QZ8  C    H1   single    0.970  0.020  1.090
 QZ8  C    H2   single    0.970  0.020  1.090
 QZ8  C    H3   single    0.970  0.020  1.090
 QZ8  N2   H4   single    0.860  0.020  1.020
 QZ8  N    H5   single    0.860  0.020  1.020
 QZ8  C4   H6   single    0.930  0.020  1.080
 QZ8  C12  H7   single    0.930  0.020  1.080
 QZ8  C11  H8   single    0.930  0.020  1.080
 QZ8  C10  H9   single    0.930  0.020  1.080
 QZ8  C9   H10  single    0.930  0.020  1.080
 QZ8  C8   H11  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
 QZ8  H3   C    H2   108.32  3.000
 QZ8  H3   C    H1   107.55  3.000
 QZ8  H2   C    H1   107.85  3.000
 QZ8  H3   C    C1   110.91  3.000
 QZ8  H2   C    C1   110.85  3.000
 QZ8  H1   C    C1   111.23  3.000
 QZ8  N2   C1   C2   104.94  3.000
 QZ8  N2   C1   C    121.95  3.000
 QZ8  C2   C1   C    133.11  3.000
 QZ8  C3   C2   C6   118.91  3.000
 QZ8  C6   C2   C1   103.79  3.000
 QZ8  C3   C2   C1   137.23  3.000
 QZ8  H4   N2   N1   118.82  3.000
 QZ8  H4   N2   C1   125.93  3.000
 QZ8  N1   N2   C1   115.24  3.000
 QZ8  C6   N1   N2   102.99  3.000
 QZ8  N    C6   N1   125.50  3.000
 QZ8  N1   C6   C2   113.03  3.000
 QZ8  N    C6   C2   121.45  3.000
 QZ8  H5   N    C5   118.16  3.000
 QZ8  H5   N    C6   119.52  3.000
 QZ8  C5   N    C6   122.29  3.000
 QZ8  C4   C5   O    123.40  3.000
 QZ8  O    C5   N    120.81  3.000
 QZ8  C4   C5   N    115.79  3.000
 QZ8  H6   C4   C3   120.27  3.000
 QZ8  H6   C4   C5   115.77  3.000
 QZ8  C3   C4   C5   123.93  3.000
 QZ8  C7   C3   C4   120.47  3.000
 QZ8  C4   C3   C2   117.59  3.000
 QZ8  C7   C3   C2   121.94  3.000
 QZ8  C8   C7   C12  119.17  3.000
 QZ8  C12  C7   C3   120.44  3.000
 QZ8  C8   C7   C3   120.37  3.000
 QZ8  H7   C12  C11  119.75  3.000
 QZ8  H7   C12  C7   119.84  3.000
 QZ8  C11  C12  C7   120.40  3.000
 QZ8  H8   C11  C10  120.22  3.000
 QZ8  H8   C11  C12  119.64  3.000
 QZ8  C10  C11  C12  120.14  3.000
 QZ8  H9   C10  C9   120.12  3.000
 QZ8  H9   C10  C11  120.11  3.000
 QZ8  C9   C10  C11  119.77  3.000
 QZ8  H10  C9   C8   119.70  3.000
 QZ8  H10  C9   C10  120.15  3.000
 QZ8  C8   C9   C10  120.15  3.000
 QZ8  H11  C8   C9   119.90  3.000
 QZ8  H11  C8   C7   119.72  3.000
 QZ8  C9   C8   C7   120.37  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
 QZ8  CONST_01  N1   C6   C2   C1     0.00   0.0  0
 QZ8  CONST_02  C6   N1   N2   C1     0.00   0.0  0
 QZ8  CONST_03  N1   N2   C1   C2     0.00   0.0  0
 QZ8  CONST_04  N2   N1   C6   C2     0.00   0.0  0
 QZ8  CONST_05  C6   C2   C1   N2     0.00   0.0  0
 QZ8  CONST_06  C10  C9   C8   C7     0.00   0.0  0
 QZ8  CONST_07  C10  C11  C12  C7     0.00   0.0  0
 QZ8  CONST_08  C9   C8   C7   C12    0.00   0.0  0
 QZ8  CONST_09  C9   C10  C11  C12    0.00   0.0  0
 QZ8  CONST_10  C8   C9   C10  C11    0.00   0.0  0
 QZ8  CONST_11  C8   C7   C12  C11    0.00   0.0  0
 QZ8  CONST_12  C9   C8   C7   C3   180.00   0.0  0
 QZ8  CONST_13  C11  C12  C7   C3   180.00   0.0  0
 QZ8  CONST_14  C4   C5   N    C6     0.00   0.0  0
 QZ8  CONST_15  C3   C2   C1   C      0.00   0.0  0
 QZ8  CONST_16  C6   C2   C1   C    180.00   0.0  0
 QZ8  CONST_17  N1   N2   C1   C    180.00   0.0  0
 QZ8  CONST_18  O    C5   N    C6   180.00   0.0  0
 QZ8  CONST_19  H4   N2   C1   C2   180.00   0.0  0
 QZ8  CONST_20  H11  C8   C7   C3     0.00   0.0  0
 QZ8  CONST_21  H7   C12  C7   C3     0.00   0.0  0
 QZ8  CONST_22  H10  C9   C8   C7   180.00   0.0  0
 QZ8  CONST_23  H8   C11  C12  C7   180.00   0.0  0
 QZ8  CONST_24  H9   C10  C11  C12  180.00   0.0  0
 QZ8  CONST_25  H5   N    C5   C4   180.00   0.0  0
 QZ8  Var_01    C8   C7   C3   C2   126.96  30.0  2
 QZ8  Var_02    H1   C    C1   C2    80.80  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
 QZ8  plan-1  C3   0.020
 QZ8  plan-1  C7   0.020
 QZ8  plan-1  C12  0.020
 QZ8  plan-1  C11  0.020
 QZ8  plan-1  C10  0.020
 QZ8  plan-1  C9   0.020
 QZ8  plan-1  C8   0.020
 QZ8  plan-1  H7   0.020
 QZ8  plan-1  H8   0.020
 QZ8  plan-1  H9   0.020
 QZ8  plan-1  H10  0.020
 QZ8  plan-1  H11  0.020
 QZ8  plan-2  C    0.020
 QZ8  plan-2  C1   0.020
 QZ8  plan-2  C2   0.020
 QZ8  plan-2  N2   0.020
 QZ8  plan-2  N1   0.020
 QZ8  plan-2  C6   0.020
 QZ8  plan-2  N    0.020
 QZ8  plan-2  C5   0.020
 QZ8  plan-2  O    0.020
 QZ8  plan-2  C4   0.020
 QZ8  plan-2  C3   0.020
 QZ8  plan-2  C7   0.020
 QZ8  plan-2  H4   0.020
 QZ8  plan-2  H5   0.020
 QZ8  plan-2  H6   0.020

