# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 01:53:52 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 2-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazolo[1,5-a]pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1nn2ccccc2c1C(=O)Nc3c(F)c(F)c(c(F)c3F)c4ccccc4
#
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
 DUH  DUH  2-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazolo[1,5-a]pyridine-3-carboxamide  ligand  40  29  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_DUH
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
 DUH  C2   C  CR16  0  -0.243   6.6084  -0.1786  -1.2167
 DUH  C3   C  CR16  0  -0.276   5.2227  -0.2210  -1.1636
 DUH  C4   C  CR6   0   0.110   4.5499   0.2618  -0.0439
 DUH  C5   C  CR16  0  -0.277   5.2784   0.7876   1.0203
 DUH  C6   C  CR16  0  -0.243   6.6640   0.8301   0.9634
 DUH  C7   C  CR16  0  -0.255   7.3316   0.3472  -0.1543
 DUH  C10  C  CR6   0  -0.410   3.0735   0.2136   0.0146
 DUH  C11  C  CR6   0   0.417   2.2885   0.9259  -0.8800
 DUH  C12  C  CR6   0   0.407   0.9096   0.8916  -0.8265
 DUH  C13  C  CR6   0  -0.009   0.2524   0.1177   0.1199
 DUH  C14  C  CR6   0   0.400   1.0314  -0.6025   1.0139
 DUH  C15  C  CR6   0   0.420   2.4104  -0.5438   0.9673
 DUH  F16  F  F     0  -0.287   0.2026   1.6264  -1.6785
 DUH  F17  F  F     0  -0.288   2.8717   1.6911  -1.8019
 DUH  F18  F  F     0  -0.287   3.1108  -1.2640   1.8420
 DUH  F19  F  F     0  -0.288   0.4363  -1.3668   1.9278
 DUH  N20  N  NH1   0  -0.756  -1.1403   0.0720   0.1739
 DUH  C22  C  C     0   0.485  -1.8699  -0.4573  -0.8665
 DUH  O23  O  O     0  -0.456  -1.3243  -0.9099  -1.8563
 DUH  C25  C  CR5   0  -0.436  -3.3103  -0.4376  -0.6877
 DUH  C26  C  CR5   0   0.516  -4.2348  -1.2751  -1.3451
 DUH  N27  N  N     0  -0.342  -5.4814  -1.0470  -0.9931
 DUH  N28  N  N     0  -0.409  -5.4040  -0.0362  -0.1098
 DUH  C29  C  CR56  0   0.626  -4.1176   0.3825   0.1175
 DUH  C30  C  CR16  0  -0.427  -3.9262   1.4689   0.9899
 DUH  C31  C  CR16  0  -0.135  -5.0134   2.0406   1.5932
 DUH  C32  C  CR16  0  -0.388  -6.3128   1.5546   1.3428
 DUH  C33  C  CR16  0   0.043  -6.4872   0.5169   0.4798
 DUH  O34  O  OH1   0  -0.596  -3.9169  -2.2226  -2.2104
 DUH  H1   H  HCR6  0   0.263   7.1223  -0.5601  -2.0890
 DUH  H2   H  HCR6  0   0.261   4.6662  -0.6456  -1.9893
 DUH  H3   H  HCR6  0   0.261   4.7633   1.1790   1.8881
 DUH  H4   H  HCR6  0   0.263   7.2211   1.2429   1.7941
 DUH  H5   H  HCR6  0   0.262   8.4124   0.3800  -0.1972
 DUH  H6   H  HNH1  0   0.420  -1.5656   0.1231   1.0875
 DUH  H9   H  HCR6  0   0.278  -2.9334   1.8568   1.1636
 DUH  H10  H  HCR6  0   0.285  -4.8764   2.8783   2.2627
 DUH  H11  H  HCR6  0   0.287  -7.1754   1.9974   1.8171
 DUH  H12  H  HCR6  0   0.321  -7.4431   0.0891   0.2185
 DUH  H7   H  HOH1  0   0.483  -4.7138  -2.6950  -2.4856

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
 DUH  C2   C3   aromatic  1.387  0.020  1.387
 DUH  C2   C7   aromatic  1.389  0.020  1.389
 DUH  F17  C11  single    1.332  0.020  1.332
 DUH  C3   C4   aromatic  1.393  0.020  1.393
 DUH  C7   C6   aromatic  1.389  0.020  1.389
 DUH  C31  C30  aromatic  1.368  0.020  1.368
 DUH  C31  C32  aromatic  1.410  0.020  1.410
 DUH  C30  C29  aromatic  1.406  0.020  1.406
 DUH  F16  C12  single    1.329  0.020  1.329
 DUH  C11  C12  aromatic  1.380  0.020  1.380
 DUH  C11  C10  aromatic  1.387  0.020  1.387
 DUH  O23  C22  double    1.218  0.020  1.218
 DUH  C4   C10  single    1.478  0.020  1.478
 DUH  C4   C5   aromatic  1.393  0.020  1.393
 DUH  C32  C33  aromatic  1.361  0.020  1.361
 DUH  C12  C13  aromatic  1.388  0.020  1.388
 DUH  C10  C15  aromatic  1.386  0.020  1.386
 DUH  C6   C5   aromatic  1.387  0.020  1.387
 DUH  C29  C25  aromatic  1.405  0.020  1.405
 DUH  C29  N28  aromatic  1.372  0.020  1.372
 DUH  C22  C25  single    1.452  0.020  1.452
 DUH  C22  N20  single    1.377  0.020  1.377
 DUH  C13  N20  single    1.395  0.020  1.395
 DUH  C13  C14  aromatic  1.387  0.020  1.387
 DUH  C33  N28  aromatic  1.352  0.020  1.352
 DUH  C25  C26  aromatic  1.410  0.020  1.410
 DUH  C15  C14  aromatic  1.381  0.020  1.381
 DUH  C15  F18  single    1.332  0.020  1.332
 DUH  N28  N27  aromatic  1.345  0.020  1.345
 DUH  C14  F19  single    1.332  0.020  1.332
 DUH  C26  N27  aromatic  1.315  0.020  1.315
 DUH  C26  O34  single    1.322  0.020  1.322
 DUH  C2   H1   single    0.930  0.020  1.080
 DUH  C3   H2   single    0.930  0.020  1.080
 DUH  C5   H3   single    0.930  0.020  1.080
 DUH  C6   H4   single    0.930  0.020  1.080
 DUH  C7   H5   single    0.930  0.020  1.080
 DUH  N20  H6   single    0.890  0.020  1.040
 DUH  C30  H9   single    0.930  0.020  1.080
 DUH  C31  H10  single    0.930  0.020  1.080
 DUH  C32  H11  single    0.930  0.020  1.080
 DUH  C33  H12  single    0.930  0.020  1.080
 DUH  O34  H7   single    0.850  0.020  0.980

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
 DUH  H1   C2   C7   120.19  3.000
 DUH  H1   C2   C3   119.64  3.000
 DUH  C7   C2   C3   120.16  3.000
 DUH  H2   C3   C4   120.06  3.000
 DUH  H2   C3   C2   119.75  3.000
 DUH  C4   C3   C2   120.18  3.000
 DUH  C10  C4   C5   120.30  3.000
 DUH  C5   C4   C3   119.51  3.000
 DUH  C10  C4   C3   120.20  3.000
 DUH  H3   C5   C6   119.80  3.000
 DUH  H3   C5   C4   120.02  3.000
 DUH  C6   C5   C4   120.18  3.000
 DUH  H4   C6   C7   120.20  3.000
 DUH  H4   C6   C5   119.63  3.000
 DUH  C7   C6   C5   120.16  3.000
 DUH  H5   C7   C6   120.10  3.000
 DUH  H5   C7   C2   120.09  3.000
 DUH  C6   C7   C2   119.81  3.000
 DUH  C15  C10  C11  116.95  3.000
 DUH  C15  C10  C4   121.52  3.000
 DUH  C11  C10  C4   121.53  3.000
 DUH  F17  C11  C12  118.57  3.000
 DUH  C12  C11  C10  121.84  3.000
 DUH  F17  C11  C10  119.57  3.000
 DUH  F16  C12  C13  119.58  3.000
 DUH  C13  C12  C11  120.88  3.000
 DUH  F16  C12  C11  119.53  3.000
 DUH  N20  C13  C14  121.25  3.000
 DUH  C14  C13  C12  117.58  3.000
 DUH  N20  C13  C12  121.17  3.000
 DUH  F19  C14  C15  119.59  3.000
 DUH  F19  C14  C13  119.29  3.000
 DUH  C15  C14  C13  121.12  3.000
 DUH  F18  C15  C14  118.68  3.000
 DUH  F18  C15  C10  119.69  3.000
 DUH  C14  C15  C10  121.61  3.000
 DUH  H6   N20  C22  118.71  3.000
 DUH  H6   N20  C13  117.02  3.000
 DUH  C22  N20  C13  120.85  3.000
 DUH  C25  C22  O23  123.36  3.000
 DUH  C25  C22  N20  115.32  3.000
 DUH  O23  C22  N20  121.32  3.000
 DUH  C29  C25  C26  103.72  3.000
 DUH  C26  C25  C22  125.81  3.000
 DUH  C29  C25  C22  130.46  3.000
 DUH  O34  C26  N27  121.83  3.000
 DUH  O34  C26  C25  124.98  3.000
 DUH  N27  C26  C25  113.18  3.000
 DUH  N28  N27  C26  104.57  3.000
 DUH  C33  N28  C29  123.66  3.000
 DUH  C33  N28  N27  123.23  3.000
 DUH  C29  N28  N27  113.10  3.000
 DUH  C30  C29  N28  117.79  3.000
 DUH  N28  C29  C25  105.41  3.000
 DUH  C30  C29  C25  136.76  3.000
 DUH  H9   C30  C31  120.62  3.000
 DUH  H9   C30  C29  120.15  3.000
 DUH  C31  C30  C29  119.21  3.000
 DUH  H10  C31  C32  119.60  3.000
 DUH  H10  C31  C30  119.74  3.000
 DUH  C32  C31  C30  120.66  3.000
 DUH  H11  C32  C33  119.28  3.000
 DUH  H11  C32  C31  121.14  3.000
 DUH  C33  C32  C31  119.58  3.000
 DUH  H12  C33  C32  124.70  3.000
 DUH  H12  C33  N28  116.23  3.000
 DUH  C32  C33  N28  119.08  3.000
 DUH  H7   O34  C26  109.78  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
 DUH  CONST_01  C10  C4   C3   C2   180.00   0.0  0
 DUH  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 DUH  CONST_03  C5   C6   C7   C2     0.00   0.0  0
 DUH  CONST_04  C6   C7   C2   C3     0.00   0.0  0
 DUH  CONST_07  C6   C5   C4   C3     0.00   0.0  0
 DUH  CONST_08  C7   C2   C3   C4     0.00   0.0  0
 DUH  CONST_09  C12  C11  C10  C4   180.00   0.0  0
 DUH  CONST_10  C14  C15  C10  C4   180.00   0.0  0
 DUH  CONST_11  C7   C6   C5   C4     0.00   0.0  0
 DUH  CONST_14  C10  C4   C5   C6   180.00   0.0  0
 DUH  CONST_15  C13  C12  C11  C10    0.00   0.0  0
 DUH  CONST_16  C13  C14  C15  C10    0.00   0.0  0
 DUH  CONST_17  C14  C13  C12  C11    0.00   0.0  0
 DUH  CONST_18  C14  C15  C10  C11    0.00   0.0  0
 DUH  CONST_19  C15  C10  C11  C12    0.00   0.0  0
 DUH  CONST_20  C15  C14  C13  C12    0.00   0.0  0
 DUH  CONST_21  C31  C30  C29  C25  180.00   0.0  0
 DUH  CONST_22  C33  N28  C29  C25  180.00   0.0  0
 DUH  CONST_23  N27  N28  C29  C25    0.00   0.0  0
 DUH  CONST_24  N28  N27  C26  C25    0.00   0.0  0
 DUH  CONST_25  C30  C29  C25  C26  180.00   0.0  0
 DUH  CONST_26  N28  C29  C25  C26    0.00   0.0  0
 DUH  CONST_27  C29  N28  N27  C26    0.00   0.0  0
 DUH  CONST_28  C33  N28  N27  C26  180.00   0.0  0
 DUH  CONST_29  C30  C29  N28  N27  180.00   0.0  0
 DUH  CONST_30  C32  C33  N28  N27  180.00   0.0  0
 DUH  CONST_31  C29  C25  C26  N27    0.00   0.0  0
 DUH  CONST_32  C31  C30  C29  N28    0.00   0.0  0
 DUH  CONST_33  C31  C32  C33  N28    0.00   0.0  0
 DUH  CONST_34  C32  C31  C30  C29    0.00   0.0  0
 DUH  CONST_35  C32  C33  N28  C29    0.00   0.0  0
 DUH  CONST_36  C33  C32  C31  C30    0.00   0.0  0
 DUH  CONST_37  C33  N28  C29  C30    0.00   0.0  0
 DUH  CONST_38  F17  C11  C10  C4     0.00   0.0  0
 DUH  CONST_39  F18  C15  C10  C4     0.00   0.0  0
 DUH  CONST_40  F16  C12  C11  C10  180.00   0.0  0
 DUH  CONST_41  F19  C14  C15  C10  180.00   0.0  0
 DUH  CONST_42  N20  C13  C12  C11  180.00   0.0  0
 DUH  CONST_43  F18  C15  C10  C11  180.00   0.0  0
 DUH  CONST_44  F19  C14  C13  C12  180.00   0.0  0
 DUH  CONST_45  F17  C11  C12  C13  180.00   0.0  0
 DUH  CONST_46  F18  C15  C14  C13  180.00   0.0  0
 DUH  CONST_47  F16  C12  C13  C14  180.00   0.0  0
 DUH  CONST_48  F17  C11  C10  C15  180.00   0.0  0
 DUH  CONST_49  N20  C13  C14  C15  180.00   0.0  0
 DUH  CONST_50  C30  C29  C25  C22    0.00   0.0  0
 DUH  CONST_51  N28  C29  C25  C22  180.00   0.0  0
 DUH  CONST_52  N27  C26  C25  C22  180.00   0.0  0
 DUH  CONST_53  O34  C26  N27  N28  180.00   0.0  0
 DUH  CONST_54  O34  C26  C25  C29  180.00   0.0  0
 DUH  CONST_55  H4   C6   C7   C2   180.00   0.0  0
 DUH  CONST_56  H5   C7   C2   C3   180.00   0.0  0
 DUH  CONST_57  H3   C5   C4   C3   180.00   0.0  0
 DUH  CONST_58  H1   C2   C3   C4   180.00   0.0  0
 DUH  CONST_59  H2   C3   C4   C5   180.00   0.0  0
 DUH  CONST_60  H9   C30  C29  C25    0.00   0.0  0
 DUH  CONST_61  H12  C33  N28  N27    0.00   0.0  0
 DUH  CONST_62  H11  C32  C33  N28  180.00   0.0  0
 DUH  CONST_63  H10  C31  C30  C29  180.00   0.0  0
 DUH  CONST_64  C25  C22  N20  C13  180.00   0.0  0
 DUH  CONST_68  O23  C22  N20  C13    0.00   0.0  0
 DUH  Var_01    C29  C25  C22  N20   23.52  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
 DUH  plan-1  C2   0.020
 DUH  plan-1  C3   0.020
 DUH  plan-1  C4   0.020
 DUH  plan-1  C5   0.020
 DUH  plan-1  C6   0.020
 DUH  plan-1  C7   0.020
 DUH  plan-1  C10  0.020
 DUH  plan-1  H1   0.020
 DUH  plan-1  H2   0.020
 DUH  plan-1  H3   0.020
 DUH  plan-1  H4   0.020
 DUH  plan-1  H5   0.020
 DUH  plan-2  C4   0.020
 DUH  plan-2  C10  0.020
 DUH  plan-2  C11  0.020
 DUH  plan-2  C12  0.020
 DUH  plan-2  C13  0.020
 DUH  plan-2  C14  0.020
 DUH  plan-2  C15  0.020
 DUH  plan-2  F16  0.020
 DUH  plan-2  F17  0.020
 DUH  plan-2  F18  0.020
 DUH  plan-2  F19  0.020
 DUH  plan-2  N20  0.020
 DUH  plan-3  C22  0.020
 DUH  plan-3  C25  0.020
 DUH  plan-3  C26  0.020
 DUH  plan-3  N27  0.020
 DUH  plan-3  N28  0.020
 DUH  plan-3  C29  0.020
 DUH  plan-3  C30  0.020
 DUH  plan-3  C31  0.020
 DUH  plan-3  C32  0.020
 DUH  plan-3  C33  0.020
 DUH  plan-3  O34  0.020
 DUH  plan-3  H9   0.020
 DUH  plan-3  H10  0.020
 DUH  plan-3  H11  0.020
 DUH  plan-3  H12  0.020
 DUH  plan-4  C13  0.020
 DUH  plan-4  N20  0.020
 DUH  plan-4  C22  0.020
 DUH  plan-4  O23  0.020
 DUH  plan-4  C25  0.020
 DUH  plan-4  H6   0.020

