# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 11:31:28 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: ~{N}-[6-[3,4-bis(oxidanyl)phenyl]-1~{H}-pyrazolo[3,4-b]pyridin-3-yl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1n[nH]c2nc(ccc12)c3ccc(O)c(O)c3
#
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
 B4K  B4K  ~{N}-[6-[3,4-bis(oxidanyl)phenyl]-1~{H}-pyrazolo[3,4-b]pyridin-3-yl]ethanamide  ligand  33  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_B4K
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
 B4K  C10  C  CR6   0   0.244  -0.8163  -0.3580   0.0070
 B4K  C13  C  CR56  0  -0.178   1.9215  -0.3340   0.0349
 B4K  C15  C  CR16  0  -0.338  -3.0324  -1.5200   0.1736
 B4K  C17  C  CR6   0   0.254  -5.0909  -0.2821  -0.0009
 B4K  C21  C  CR16  0  -0.383  -2.9770   0.8538  -0.1715
 B4K  C01  C  CH3   0  -0.792   6.7048  -1.2339  -0.1745
 B4K  O03  O  O     0  -0.456   5.9857   1.0351   0.0494
 B4K  N04  N  NH1   0  -0.724   4.3917  -0.5798   0.0187
 B4K  C05  C  CR5   0   0.438   3.2445   0.1819   0.1508
 B4K  N06  N  N     0  -0.249   3.2263   1.4632   0.4091
 B4K  N07  N  NR15  0  -0.543   1.9305   1.8223   0.4698
 B4K  C08  C  CR56  0   0.548   1.1018   0.7845   0.2533
 B4K  N09  N  N     0  -0.468  -0.2229   0.8019   0.2494
 B4K  C11  C  CR16  0  -0.357  -0.0890  -1.5473  -0.2475
 B4K  C12  C  CR16  0  -0.187   1.2872  -1.5462  -0.2325
 B4K  C14  C  CR6   0   0.055  -2.2927  -0.3541  -0.0021
 B4K  C16  C  CR16  0  -0.356  -4.4197  -1.4807   0.1755
 B4K  C19  C  CR6   0   0.321  -4.3574   0.9013  -0.1780
 B4K  O20  O  OH1   0  -0.634  -4.9703   2.0902  -0.3553
 B4K  H1   H  HCR6  0   0.255  -2.5458  -2.4719   0.3360
 B4K  H2   H  HCR6  0   0.263  -2.4222   1.7732  -0.3073
 B4K  H3   H  HCH3  0   0.255   6.2776  -2.2333  -0.2232
 B4K  H4   H  HCH3  0   0.274   7.2865  -1.0639  -1.0803
 B4K  H5   H  HCH3  0   0.274   7.3948  -1.1949   0.6679
 B4K  H6   H  HNH1  0   0.422   4.2438  -1.5727  -0.0663
 B4K  H8   H  HCR6  0   0.271  -0.6141  -2.4618  -0.4800
 B4K  H9   H  HCR6  0   0.269   1.8382  -2.4558  -0.4357
 B4K  H10  H  HCR6  0   0.279  -4.9833  -2.3946   0.3238
 B4K  H11  H  HOH1  0   0.485  -6.8615  -1.0060   0.1463
 B4K  H12  H  HOH1  0   0.473  -5.9285   1.9860  -0.3276
 B4K  H7   H  HNR5  0   0.416   1.6858   2.7831   0.6446
 B4K  O18  O  OH1   0  -0.637  -6.4335  -0.1581  -0.0156
 B4K  C02  C  C     0   0.505   5.6809  -0.1384  -0.0257

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
 B4K  O18  C17  single    1.348  0.020  1.348
 B4K  O20  C19  single    1.349  0.020  1.349
 B4K  C17  C19  aromatic  1.404  0.020  1.404
 B4K  C17  C16  aromatic  1.385  0.020  1.385
 B4K  C19  C21  aromatic  1.381  0.020  1.381
 B4K  C16  C15  aromatic  1.388  0.020  1.388
 B4K  C21  C14  aromatic  1.398  0.020  1.398
 B4K  C15  C14  aromatic  1.392  0.020  1.392
 B4K  C14  C10  single    1.477  0.020  1.477
 B4K  C10  C11  aromatic  1.417  0.020  1.417
 B4K  C10  N09  aromatic  1.325  0.020  1.325
 B4K  C11  C12  aromatic  1.376  0.020  1.376
 B4K  N09  C08  aromatic  1.325  0.020  1.325
 B4K  C12  C13  aromatic  1.394  0.020  1.394
 B4K  C08  C13  aromatic  1.404  0.020  1.404
 B4K  C08  N07  aromatic  1.346  0.020  1.346
 B4K  C13  C05  aromatic  1.425  0.020  1.425
 B4K  O03  C02  double    1.215  0.020  1.215
 B4K  N07  N06  aromatic  1.346  0.020  1.346
 B4K  C05  N06  aromatic  1.307  0.020  1.307
 B4K  C05  N04  single    1.383  0.020  1.383
 B4K  C02  N04  single    1.363  0.020  1.363
 B4K  C02  C01  single    1.507  0.020  1.507
 B4K  C15  H1   single    0.930  0.020  1.080
 B4K  C21  H2   single    0.930  0.020  1.080
 B4K  C01  H3   single    0.970  0.020  1.090
 B4K  C01  H4   single    0.970  0.020  1.090
 B4K  C01  H5   single    0.970  0.020  1.090
 B4K  N04  H6   single    0.860  0.020  1.020
 B4K  C11  H8   single    0.930  0.020  1.080
 B4K  C12  H9   single    0.930  0.020  1.080
 B4K  C16  H10  single    0.930  0.020  1.080
 B4K  O18  H11  single    0.850  0.020  0.980
 B4K  O20  H12  single    0.850  0.020  0.980
 B4K  N07  H7   single    0.860  0.020  1.020

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
 B4K  C14  C10  C11  120.95  3.000
 B4K  C11  C10  N09  122.52  3.000
 B4K  C14  C10  N09  116.52  3.000
 B4K  C12  C13  C08  117.20  3.000
 B4K  C08  C13  C05  103.95  3.000
 B4K  C12  C13  C05  138.85  3.000
 B4K  H1   C15  C16  118.33  3.000
 B4K  H1   C15  C14  121.14  3.000
 B4K  C16  C15  C14  120.51  3.000
 B4K  C19  C17  O18  116.20  3.000
 B4K  C19  C17  C16  119.51  3.000
 B4K  O18  C17  C16  124.29  3.000
 B4K  H2   C21  C19  118.84  3.000
 B4K  H2   C21  C14  119.87  3.000
 B4K  C19  C21  C14  121.28  3.000
 B4K  H5   C01  H4   107.39  3.000
 B4K  H5   C01  H3   108.43  3.000
 B4K  H4   C01  H3   108.41  3.000
 B4K  H5   C01  C02  109.14  3.000
 B4K  H4   C01  C02  109.35  3.000
 B4K  H3   C01  C02  113.91  3.000
 B4K  H6   N04  C05  115.40  3.000
 B4K  H6   N04  C02  117.08  3.000
 B4K  C05  N04  C02  127.52  3.000
 B4K  N06  C05  N04  124.76  3.000
 B4K  N04  C05  C13  124.26  3.000
 B4K  N06  C05  C13  110.98  3.000
 B4K  N07  N06  C05  106.49  3.000
 B4K  H7   N07  C08  127.90  3.000
 B4K  H7   N07  N06  119.76  3.000
 B4K  C08  N07  N06  112.32  3.000
 B4K  N09  C08  N07  127.31  3.000
 B4K  N07  C08  C13  106.26  3.000
 B4K  N09  C08  C13  126.43  3.000
 B4K  C08  N09  C10  115.90  3.000
 B4K  H8   C11  C12  119.30  3.000
 B4K  H8   C11  C10  119.99  3.000
 B4K  C12  C11  C10  120.70  3.000
 B4K  H9   C12  C11  120.41  3.000
 B4K  H9   C12  C13  122.34  3.000
 B4K  C11  C12  C13  117.24  3.000
 B4K  C21  C14  C15  118.60  3.000
 B4K  C15  C14  C10  121.90  3.000
 B4K  C21  C14  C10  119.49  3.000
 B4K  H10  C16  C17  119.68  3.000
 B4K  H10  C16  C15  119.74  3.000
 B4K  C17  C16  C15  120.58  3.000
 B4K  O20  C19  C21  119.01  3.000
 B4K  C21  C19  C17  119.51  3.000
 B4K  O20  C19  C17  121.48  3.000
 B4K  H12  O20  C19  110.63  3.000
 B4K  H11  O18  C17  111.08  3.000
 B4K  N04  C02  O03  123.23  3.000
 B4K  N04  C02  C01  114.23  3.000
 B4K  O03  C02  C01  122.54  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
 B4K  CONST_01  C19  C21  C14  C10  180.00   0.0  0
 B4K  CONST_02  C16  C15  C14  C10  180.00   0.0  0
 B4K  CONST_03  C13  C12  C11  C10    0.00   0.0  0
 B4K  CONST_04  C13  C08  N09  C10    0.00   0.0  0
 B4K  CONST_05  N07  C08  N09  C10  180.00   0.0  0
 B4K  CONST_06  N06  N07  C08  C13    0.00   0.0  0
 B4K  CONST_07  N07  N06  C05  C13    0.00   0.0  0
 B4K  CONST_08  C19  C17  C16  C15    0.00   0.0  0
 B4K  CONST_09  C19  C21  C14  C15    0.00   0.0  0
 B4K  CONST_12  C14  C21  C19  C17    0.00   0.0  0
 B4K  CONST_13  C14  C15  C16  C17    0.00   0.0  0
 B4K  CONST_14  C16  C17  C19  C21    0.00   0.0  0
 B4K  CONST_15  C16  C15  C14  C21    0.00   0.0  0
 B4K  CONST_18  C11  C12  C13  C05  180.00   0.0  0
 B4K  CONST_19  N09  C08  C13  C05  180.00   0.0  0
 B4K  CONST_20  N07  C08  C13  C05    0.00   0.0  0
 B4K  CONST_21  C08  N07  N06  C05    0.00   0.0  0
 B4K  CONST_22  N09  C08  N07  N06  180.00   0.0  0
 B4K  CONST_23  C12  C13  C05  N06  180.00   0.0  0
 B4K  CONST_24  C08  C13  C05  N06    0.00   0.0  0
 B4K  CONST_25  C12  C13  C08  N07  180.00   0.0  0
 B4K  CONST_26  C14  C10  N09  C08  180.00   0.0  0
 B4K  CONST_27  C11  C10  N09  C08    0.00   0.0  0
 B4K  CONST_28  C11  C12  C13  C08    0.00   0.0  0
 B4K  CONST_29  C12  C11  C10  N09    0.00   0.0  0
 B4K  CONST_30  C12  C13  C08  N09    0.00   0.0  0
 B4K  CONST_31  C14  C10  C11  C12  180.00   0.0  0
 B4K  CONST_32  O18  C17  C16  C15  180.00   0.0  0
 B4K  CONST_33  O18  C17  C19  C21  180.00   0.0  0
 B4K  CONST_34  C12  C13  C05  N04    0.00   0.0  0
 B4K  CONST_35  C08  C13  C05  N04  180.00   0.0  0
 B4K  CONST_36  N07  N06  C05  N04  180.00   0.0  0
 B4K  CONST_37  O20  C19  C21  C14  180.00   0.0  0
 B4K  CONST_38  O20  C19  C17  C16  180.00   0.0  0
 B4K  CONST_39  H2   C21  C14  C10    0.00   0.0  0
 B4K  CONST_40  H1   C15  C14  C10    0.00   0.0  0
 B4K  CONST_41  H9   C12  C11  C10  180.00   0.0  0
 B4K  CONST_42  H8   C11  C12  C13  180.00   0.0  0
 B4K  CONST_43  H7   N07  C08  C13  180.00   0.0  0
 B4K  CONST_44  H10  C16  C15  C14  180.00   0.0  0
 B4K  CONST_45  C02  N04  C05  C13  180.00   0.0  0
 B4K  CONST_46  N06  C05  N04  C02    0.00   0.0  0
 B4K  CONST_47  H6   N04  C05  C13    0.00   0.0  0
 B4K  CONST_48  C05  N04  C02  C01  180.00   0.0  0
 B4K  CONST_49  C05  N04  C02  O03    0.00   0.0  0
 B4K  Var_01    H3   C01  C02  O03  179.71  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
 B4K  plan-1  C10  0.020
 B4K  plan-1  C15  0.020
 B4K  plan-1  C17  0.020
 B4K  plan-1  C21  0.020
 B4K  plan-1  C14  0.020
 B4K  plan-1  C16  0.020
 B4K  plan-1  C19  0.020
 B4K  plan-1  O20  0.020
 B4K  plan-1  H1   0.020
 B4K  plan-1  H2   0.020
 B4K  plan-1  H10  0.020
 B4K  plan-1  O18  0.020
 B4K  plan-2  C10  0.020
 B4K  plan-2  C13  0.020
 B4K  plan-2  N04  0.020
 B4K  plan-2  C05  0.020
 B4K  plan-2  N06  0.020
 B4K  plan-2  N07  0.020
 B4K  plan-2  C08  0.020
 B4K  plan-2  N09  0.020
 B4K  plan-2  C11  0.020
 B4K  plan-2  C12  0.020
 B4K  plan-2  C14  0.020
 B4K  plan-2  H8   0.020
 B4K  plan-2  H9   0.020
 B4K  plan-2  H7   0.020
 B4K  plan-3  C01  0.020
 B4K  plan-3  O03  0.020
 B4K  plan-3  N04  0.020
 B4K  plan-3  C05  0.020
 B4K  plan-3  H6   0.020
 B4K  plan-3  C02  0.020

