# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 06:14:11 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 6-(1H-pyrazolo[3,4-b]pyridin-5-yl)-4-pyridin-4-yl-quinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [nH]1ncc2cc(cnc12)c3ccc4nccc(c5ccncc5)c4c3
#
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
 LXX  LXX  6-(1H-pyrazolo[3,4-b]pyridin-5-yl)-4-pyridin-4-yl-quinoline  ligand  38  25  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LXX
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
 LXX  C1   C  CR15  0  -0.129  -5.5957   0.4049   0.7256
 LXX  N2   N  N     0  -0.220  -6.3051  -0.6095   0.3006
 LXX  N3   N  NR15  0  -0.516  -5.4912  -1.3885  -0.4183
 LXX  C4   C  CR56  0   0.528  -4.2380  -0.8927  -0.4742
 LXX  N5   N  N     0  -0.417  -3.1884  -1.4103  -1.1033
 LXX  C6   C  CR16  0  -0.096  -2.0793  -0.7116  -0.9843
 LXX  C7   C  CR6   0  -0.025  -1.9474   0.4976  -0.2593
 LXX  C8   C  CR16  0  -0.249  -3.0648   1.0143   0.3759
 LXX  C9   C  CR56  0  -0.102  -4.2548   0.2993   0.2698
 LXX  C10  C  CR6   0   0.103  -0.6424   1.1795  -0.1955
 LXX  C11  C  CR16  0  -0.308  -0.5767   2.5939  -0.2418
 LXX  C12  C  CR16  0  -0.277   0.6230   3.2434  -0.2069
 LXX  C13  C  CR66  0   0.192   1.8344   2.5215  -0.1179
 LXX  N14  N  N     0  -0.429   2.9954   3.2162  -0.1176
 LXX  C15  C  CR16  0  -0.069   4.1117   2.5433  -0.0517
 LXX  C16  C  CR16  0  -0.382   4.1774   1.1396   0.0385
 LXX  C17  C  CR6   0   0.186   3.0187   0.4084   0.0611
 LXX  C18  C  CR6   0   0.105   3.0813  -1.0615   0.1931
 LXX  C19  C  CR16  0  -0.356   3.7915  -1.8276  -0.7248
 LXX  C20  C  CR16  0  -0.055   3.8519  -3.2015  -0.5464
 LXX  N21  N  N     0  -0.404   3.2696  -3.8365   0.4632
 LXX  C22  C  CR16  0  -0.055   2.5973  -3.1022   1.3422
 LXX  C23  C  CR16  0  -0.363   2.4715  -1.7249   1.2540
 LXX  C24  C  CR66  0   0.087   1.7827   1.1060  -0.0415
 LXX  C25  C  CR16  0  -0.421   0.5269   0.4636  -0.0938
 LXX  H1   H  HCR5  0   0.273  -6.0440   1.1752   1.3338
 LXX  HN3  H  HNR5  0   0.420  -5.8422  -2.2311  -0.8451
 LXX  H6   H  HCR6  0   0.269  -1.2152  -1.1039  -1.5100
 LXX  H8   H  HCR6  0   0.274  -3.0117   1.9308   0.9506
 LXX  H11  H  HCR6  0   0.265  -1.4893   3.1690  -0.3345
 LXX  H12  H  HCR6  0   0.267   0.6706   4.3230  -0.2632
 LXX  H15  H  HCR6  0   0.270   5.0323   3.1169  -0.0581
 LXX  H16  H  HCR6  0   0.275   5.1424   0.6561   0.1143
 LXX  H19  H  HCR6  0   0.275   4.2813  -1.3681  -1.5729
 LXX  H20  H  HCR6  0   0.269   4.3963  -3.8132  -1.2569
 LXX  H22  H  HCR6  0   0.270   2.1324  -3.6330   2.1652
 LXX  H23  H  HCR6  0   0.282   1.9208  -1.1837   2.0121
 LXX  H25  H  HCR6  0   0.264   0.4853  -0.6163  -0.0445

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
 LXX  C1   N2   aromatic  1.309  0.020  1.309
 LXX  C1   C9   aromatic  1.420  0.020  1.420
 LXX  N2   N3   aromatic  1.336  0.020  1.336
 LXX  N3   C4   aromatic  1.349  0.020  1.349
 LXX  C4   N5   aromatic  1.329  0.020  1.329
 LXX  C4   C9   aromatic  1.405  0.020  1.405
 LXX  N5   C6   aromatic  1.316  0.020  1.316
 LXX  C6   C7   aromatic  1.416  0.020  1.416
 LXX  C7   C8   aromatic  1.385  0.020  1.385
 LXX  C7   C10  single    1.474  0.020  1.474
 LXX  C8   C9   aromatic  1.392  0.020  1.392
 LXX  C10  C11  aromatic  1.417  0.020  1.417
 LXX  C10  C25  aromatic  1.375  0.020  1.375
 LXX  C11  C12  aromatic  1.365  0.020  1.365
 LXX  C12  C13  aromatic  1.413  0.020  1.413
 LXX  C13  N14  aromatic  1.353  0.020  1.353
 LXX  C13  C24  aromatic  1.418  0.020  1.418
 LXX  N14  C15  aromatic  1.305  0.020  1.305
 LXX  C15  C16  aromatic  1.408  0.020  1.408
 LXX  C16  C17  aromatic  1.370  0.020  1.370
 LXX  C17  C18  single    1.477  0.020  1.477
 LXX  C17  C24  aromatic  1.423  0.020  1.423
 LXX  C18  C19  aromatic  1.391  0.020  1.391
 LXX  C18  C23  aromatic  1.392  0.020  1.392
 LXX  C19  C20  aromatic  1.387  0.020  1.387
 LXX  C20  N21  aromatic  1.327  0.020  1.327
 LXX  N21  C22  aromatic  1.328  0.020  1.328
 LXX  C22  C23  aromatic  1.386  0.020  1.386
 LXX  C24  C25  aromatic  1.411  0.020  1.411
 LXX  C1   H1   single    0.930  0.020  1.080
 LXX  N3   HN3  single    0.860  0.020  1.020
 LXX  C6   H6   single    0.930  0.020  1.080
 LXX  C8   H8   single    0.930  0.020  1.080
 LXX  C11  H11  single    0.930  0.020  1.080
 LXX  C12  H12  single    0.930  0.020  1.080
 LXX  C15  H15  single    0.930  0.020  1.080
 LXX  C16  H16  single    0.930  0.020  1.080
 LXX  C19  H19  single    0.930  0.020  1.080
 LXX  C20  H20  single    0.930  0.020  1.080
 LXX  C22  H22  single    0.930  0.020  1.080
 LXX  C23  H23  single    0.930  0.020  1.080
 LXX  C25  H25  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
 LXX  H1   C1   C9   128.78  3.000
 LXX  H1   C1   N2   120.74  3.000
 LXX  C9   C1   N2   110.48  3.000
 LXX  N3   N2   C1   107.24  3.000
 LXX  HN3  N3   C4   127.84  3.000
 LXX  HN3  N3   N2   120.21  3.000
 LXX  C4   N3   N2   111.95  3.000
 LXX  C9   C4   N5   126.20  3.000
 LXX  C9   C4   N3   106.19  3.000
 LXX  N5   C4   N3   127.62  3.000
 LXX  C6   N5   C4   114.58  3.000
 LXX  H6   C6   C7   118.86  3.000
 LXX  H6   C6   N5   115.81  3.000
 LXX  C7   C6   N5   125.32  3.000
 LXX  C10  C7   C8   121.46  3.000
 LXX  C10  C7   C6   119.98  3.000
 LXX  C8   C7   C6   118.56  3.000
 LXX  H8   C8   C9   121.12  3.000
 LXX  H8   C8   C7   121.29  3.000
 LXX  C9   C8   C7   117.58  3.000
 LXX  C8   C9   C4   117.76  3.000
 LXX  C8   C9   C1   138.10  3.000
 LXX  C4   C9   C1   104.14  3.000
 LXX  C25  C10  C11  118.87  3.000
 LXX  C25  C10  C7   121.02  3.000
 LXX  C11  C10  C7   120.10  3.000
 LXX  H11  C11  C12  119.36  3.000
 LXX  H11  C11  C10  119.61  3.000
 LXX  C12  C11  C10  121.01  3.000
 LXX  H12  C12  C13  118.38  3.000
 LXX  H12  C12  C11  120.81  3.000
 LXX  C13  C12  C11  120.80  3.000
 LXX  C24  C13  N14  122.94  3.000
 LXX  C24  C13  C12  118.81  3.000
 LXX  N14  C13  C12  118.25  3.000
 LXX  C15  N14  C13  117.98  3.000
 LXX  H15  C15  C16  119.20  3.000
 LXX  H15  C15  N14  116.93  3.000
 LXX  C16  C15  N14  123.86  3.000
 LXX  H16  C16  C17  120.97  3.000
 LXX  H16  C16  C15  119.44  3.000
 LXX  C17  C16  C15  119.57  3.000
 LXX  C24  C17  C18  122.07  3.000
 LXX  C24  C17  C16  118.15  3.000
 LXX  C18  C17  C16  119.78  3.000
 LXX  C23  C18  C19  117.66  3.000
 LXX  C23  C18  C17  121.59  3.000
 LXX  C19  C18  C17  120.72  3.000
 LXX  H19  C19  C20  120.13  3.000
 LXX  H19  C19  C18  120.97  3.000
 LXX  C20  C19  C18  118.89  3.000
 LXX  H20  C20  N21  116.67  3.000
 LXX  H20  C20  C19  119.77  3.000
 LXX  N21  C20  C19  123.56  3.000
 LXX  C22  N21  C20  117.45  3.000
 LXX  H22  C22  C23  119.73  3.000
 LXX  H22  C22  N21  116.67  3.000
 LXX  C23  C22  N21  123.60  3.000
 LXX  H23  C23  C22  119.92  3.000
 LXX  H23  C23  C18  121.23  3.000
 LXX  C22  C23  C18  118.84  3.000
 LXX  C25  C24  C17  123.53  3.000
 LXX  C25  C24  C13  118.99  3.000
 LXX  C17  C24  C13  117.47  3.000
 LXX  H25  C25  C24  119.14  3.000
 LXX  H25  C25  C10  119.37  3.000
 LXX  C24  C25  C10  121.49  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
 LXX  CONST_01  C4   N3   N2   C1     0.00  0.0  0
 LXX  CONST_02  N3   C4   C9   C1     0.00  0.0  0
 LXX  CONST_03  N5   C4   C9   C1   180.00  0.0  0
 LXX  CONST_04  C7   C8   C9   C1   180.00  0.0  0
 LXX  CONST_05  C4   C9   C1   N2     0.00  0.0  0
 LXX  CONST_06  C8   C9   C1   N2   180.00  0.0  0
 LXX  CONST_07  N5   C4   N3   N2   180.00  0.0  0
 LXX  CONST_08  C9   C4   N3   N2     0.00  0.0  0
 LXX  CONST_09  C9   C1   N2   N3     0.00  0.0  0
 LXX  CONST_10  C6   N5   C4   N3   180.00  0.0  0
 LXX  CONST_11  C8   C9   C4   N3   180.00  0.0  0
 LXX  CONST_12  C7   C6   N5   C4     0.00  0.0  0
 LXX  CONST_13  C7   C8   C9   C4     0.00  0.0  0
 LXX  CONST_14  C8   C9   C4   N5     0.00  0.0  0
 LXX  CONST_15  C8   C7   C6   N5     0.00  0.0  0
 LXX  CONST_16  C10  C7   C6   N5   180.00  0.0  0
 LXX  CONST_17  C9   C4   N5   C6     0.00  0.0  0
 LXX  CONST_18  C9   C8   C7   C6     0.00  0.0  0
 LXX  CONST_21  C12  C11  C10  C7   180.00  0.0  0
 LXX  CONST_22  C24  C25  C10  C7   180.00  0.0  0
 LXX  CONST_25  C10  C7   C8   C9   180.00  0.0  0
 LXX  CONST_26  C13  C12  C11  C10    0.00  0.0  0
 LXX  CONST_27  C13  C24  C25  C10    0.00  0.0  0
 LXX  CONST_28  C17  C24  C25  C10  180.00  0.0  0
 LXX  CONST_29  C24  C25  C10  C11    0.00  0.0  0
 LXX  CONST_30  N14  C13  C12  C11  180.00  0.0  0
 LXX  CONST_31  C24  C13  C12  C11    0.00  0.0  0
 LXX  CONST_32  C25  C10  C11  C12    0.00  0.0  0
 LXX  CONST_33  C15  N14  C13  C12  180.00  0.0  0
 LXX  CONST_34  C17  C24  C13  C12  180.00  0.0  0
 LXX  CONST_35  C25  C24  C13  C12    0.00  0.0  0
 LXX  CONST_36  C16  C15  N14  C13    0.00  0.0  0
 LXX  CONST_37  C16  C17  C24  C13    0.00  0.0  0
 LXX  CONST_38  C18  C17  C24  C13  180.00  0.0  0
 LXX  CONST_39  C17  C24  C13  N14    0.00  0.0  0
 LXX  CONST_40  C25  C24  C13  N14  180.00  0.0  0
 LXX  CONST_41  C17  C16  C15  N14    0.00  0.0  0
 LXX  CONST_42  C24  C13  N14  C15    0.00  0.0  0
 LXX  CONST_43  C18  C17  C16  C15  180.00  0.0  0
 LXX  CONST_44  C24  C17  C16  C15    0.00  0.0  0
 LXX  CONST_47  C25  C24  C17  C16  180.00  0.0  0
 LXX  CONST_48  C20  C19  C18  C17  180.00  0.0  0
 LXX  CONST_49  C22  C23  C18  C17  180.00  0.0  0
 LXX  CONST_50  C25  C24  C17  C18    0.00  0.0  0
 LXX  CONST_51  N21  C20  C19  C18    0.00  0.0  0
 LXX  CONST_52  N21  C22  C23  C18    0.00  0.0  0
 LXX  CONST_54  C22  C23  C18  C19    0.00  0.0  0
 LXX  CONST_55  C22  N21  C20  C19    0.00  0.0  0
 LXX  CONST_56  C23  C18  C19  C20    0.00  0.0  0
 LXX  CONST_57  C23  C22  N21  C20    0.00  0.0  0
 LXX  CONST_59  HN3  N3   N2   C1   180.00  0.0  0
 LXX  CONST_60  H8   C8   C9   C1     0.00  0.0  0
 LXX  CONST_61  H1   C1   N2   N3   180.00  0.0  0
 LXX  CONST_62  H6   C6   N5   C4   180.00  0.0  0
 LXX  CONST_63  H11  C11  C10  C7     0.00  0.0  0
 LXX  CONST_64  H25  C25  C10  C7     0.00  0.0  0
 LXX  CONST_65  H12  C12  C11  C10  180.00  0.0  0
 LXX  CONST_66  H15  C15  N14  C13  180.00  0.0  0
 LXX  CONST_67  H16  C16  C15  N14  180.00  0.0  0
 LXX  CONST_68  H19  C19  C18  C17    0.00  0.0  0
 LXX  CONST_69  H23  C23  C18  C17    0.00  0.0  0
 LXX  CONST_70  H20  C20  C19  C18  180.00  0.0  0
 LXX  CONST_71  H22  C22  C23  C18  180.00  0.0  0

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
 LXX  plan-1  C17  0.020
 LXX  plan-1  C18  0.020
 LXX  plan-1  C19  0.020
 LXX  plan-1  C20  0.020
 LXX  plan-1  N21  0.020
 LXX  plan-1  C22  0.020
 LXX  plan-1  C23  0.020
 LXX  plan-1  H19  0.020
 LXX  plan-1  H20  0.020
 LXX  plan-1  H22  0.020
 LXX  plan-1  H23  0.020
 LXX  plan-2  C1   0.020
 LXX  plan-2  N2   0.020
 LXX  plan-2  N3   0.020
 LXX  plan-2  C4   0.020
 LXX  plan-2  N5   0.020
 LXX  plan-2  C6   0.020
 LXX  plan-2  C7   0.020
 LXX  plan-2  C8   0.020
 LXX  plan-2  C9   0.020
 LXX  plan-2  C10  0.020
 LXX  plan-2  H1   0.020
 LXX  plan-2  HN3  0.020
 LXX  plan-2  H6   0.020
 LXX  plan-2  H8   0.020
 LXX  plan-3  C7   0.020
 LXX  plan-3  C10  0.020
 LXX  plan-3  C11  0.020
 LXX  plan-3  C12  0.020
 LXX  plan-3  C13  0.020
 LXX  plan-3  N14  0.020
 LXX  plan-3  C15  0.020
 LXX  plan-3  C16  0.020
 LXX  plan-3  C17  0.020
 LXX  plan-3  C18  0.020
 LXX  plan-3  C24  0.020
 LXX  plan-3  C25  0.020
 LXX  plan-3  H11  0.020
 LXX  plan-3  H12  0.020
 LXX  plan-3  H15  0.020
 LXX  plan-3  H16  0.020
 LXX  plan-3  H25  0.020

