# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 05:31:09 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 6-[(1~{R})-1-[8-fluoranyl-6-(3-methyl-1,2-oxazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl]-1,6-naphthyridin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](N1C=Cc2ncccc2C1=O)c3nnc4n3cc(cc4F)c5onc(C)c5
#
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
 5SZ  5SZ  6-[(1~{R})-1-[8-fluoranyl-6-(3-methyl-1,2-oxazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl]-1,6-naphthyridin-5-one  ligand  44  29  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_5SZ
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
 5SZ  C20  C  CH3   0  -0.737  -4.7719   3.9384  -1.9804
 5SZ  C18  C  CR5   0   0.253  -3.8925   2.9521  -1.3015
 5SZ  C19  C  CR15  0  -0.518  -3.9563   1.5355  -1.3762
 5SZ  N6   N  N     0  -0.162  -2.9164   3.3304  -0.5277
 5SZ  O2   O  O     0  -0.357  -2.3155   2.1925  -0.0757
 5SZ  C7   C  CR5   0   0.489  -2.9363   1.1254  -0.5840
 5SZ  C1   C  CR6   0  -0.123  -2.4333  -0.1900  -0.2275
 5SZ  C2   C  CR16  0  -0.375  -3.1194  -1.3481  -0.7162
 5SZ  C3   C  CR6   0   0.519  -2.6699  -2.5758  -0.3901
 5SZ  F1   F  F     0  -0.279  -3.2684  -3.6844  -0.8031
 5SZ  C4   C  CR16  0   0.046  -1.3292  -0.3243   0.5533
 5SZ  N1   N  N     0  -0.577  -0.8915  -1.5856   0.8476
 5SZ  C5   C  CR56  0   0.301  -1.5171  -2.7282   0.4171
 5SZ  N2   N  N     0  -0.329  -0.8829  -3.7876   0.8558
 5SZ  N3   N  N     0  -0.295   0.1645  -3.3431   1.5684
 5SZ  C6   C  CR5   0   0.467   0.1748  -2.0400   1.5738
 5SZ  C8   C  CH1   0  -0.274   1.1892  -1.1559   2.2160
 5SZ  C9   C  CH3   0  -0.637   2.0767  -1.9074   3.1959
 5SZ  N4   N  NR6   0  -0.542   1.9828  -0.4833   1.1729
 5SZ  C10  C  CR16  0   0.048   2.6914  -1.2668   0.2947
 5SZ  C11  C  CR16  0  -0.427   3.4812  -0.7584  -0.6653
 5SZ  C14  C  CR66  0   0.332   3.6009   0.6610  -0.7849
 5SZ  N5   N  N     0  -0.439   4.3890   1.1714  -1.7426
 5SZ  C15  C  CR16  0  -0.061   4.4806   2.4817  -1.8348
 5SZ  C16  C  CR16  0  -0.328   3.8069   3.3742  -0.9957
 5SZ  C17  C  CR16  0  -0.140   2.9953   2.8590  -0.0120
 5SZ  C13  C  CR66  0  -0.166   2.8815   1.4719   0.1068
 5SZ  C12  C  CR6   0   0.571   2.0230   0.8964   1.1398
 5SZ  O1   O  O     0  -0.480   1.3687   1.5742   1.9202
 5SZ  H1   H  HCH3  0   0.263  -5.8138   3.7721  -1.7088
 5SZ  H2   H  HCH3  0   0.261  -4.5017   4.9570  -1.7108
 5SZ  H3   H  HCH3  0   0.264  -4.6951   3.8347  -3.0627
 5SZ  H4   H  HCR5  0   0.287  -4.6566   0.9422  -1.9388
 5SZ  H5   H  HCR6  0   0.304  -3.9979  -1.2460  -1.3390
 5SZ  H6   H  HCR6  0   0.319  -0.7798   0.5037   0.9754
 5SZ  H7   H  HCH1  0   0.325   0.6714  -0.3676   2.7635
 5SZ  H8   H  HCH3  0   0.261   1.4682  -2.3526   3.9810
 5SZ  H9   H  HCH3  0   0.243   2.6474  -2.7022   2.7182
 5SZ  H10  H  HCH3  0   0.261   2.7725  -1.2104   3.6594
 5SZ  H11  H  HCR6  0   0.321   2.5689  -2.3339   0.4165
 5SZ  H12  H  HCR6  0   0.280   4.0165  -1.4111  -1.3384
 5SZ  H13  H  HCR6  0   0.275   5.1246   2.8650  -2.6188
 5SZ  H14  H  HCR6  0   0.279   3.9281   4.4399  -1.1275
 5SZ  H15  H  HCR6  0   0.280   2.4528   3.5100   0.6600

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
 5SZ  C9   C8   single    1.521  0.020  1.521
 5SZ  C8   C6   single    1.491  0.020  1.491
 5SZ  C8   N4   single    1.473  0.020  1.473
 5SZ  N3   C6   aromatic  1.303  0.020  1.303
 5SZ  N3   N2   aromatic  1.343  0.020  1.343
 5SZ  C6   N1   aromatic  1.368  0.020  1.368
 5SZ  N4   C10  single    1.374  0.020  1.374
 5SZ  N4   C12  single    1.381  0.020  1.381
 5SZ  O1   C12  double    1.223  0.020  1.223
 5SZ  C10  C11  double    1.343  0.020  1.343
 5SZ  C12  C13  single    1.461  0.020  1.461
 5SZ  N2   C5   aromatic  1.310  0.020  1.310
 5SZ  N1   C4   aromatic  1.367  0.020  1.367
 5SZ  N1   C5   aromatic  1.372  0.020  1.372
 5SZ  C11  C14  single    1.429  0.020  1.429
 5SZ  C4   C1   aromatic  1.359  0.020  1.359
 5SZ  C5   C3   aromatic  1.416  0.020  1.416
 5SZ  C13  C14  aromatic  1.404  0.020  1.404
 5SZ  C13  C17  aromatic  1.397  0.020  1.397
 5SZ  C14  N5   aromatic  1.341  0.020  1.341
 5SZ  C17  C16  aromatic  1.375  0.020  1.375
 5SZ  O2   C7   aromatic  1.335  0.020  1.335
 5SZ  O2   N6   aromatic  1.364  0.020  1.364
 5SZ  C3   F1   single    1.326  0.020  1.326
 5SZ  C3   C2   aromatic  1.347  0.020  1.347
 5SZ  C1   C7   single    1.453  0.020  1.453
 5SZ  C1   C2   aromatic  1.432  0.020  1.432
 5SZ  N5   C15  aromatic  1.317  0.020  1.317
 5SZ  C16  C15  aromatic  1.398  0.020  1.398
 5SZ  C7   C19  aromatic  1.355  0.020  1.355
 5SZ  N6   C18  aromatic  1.302  0.020  1.302
 5SZ  C19  C18  aromatic  1.420  0.020  1.420
 5SZ  C18  C20  single    1.486  0.020  1.486
 5SZ  C20  H1   single    0.970  0.020  1.090
 5SZ  C20  H2   single    0.970  0.020  1.090
 5SZ  C20  H3   single    0.970  0.020  1.090
 5SZ  C19  H4   single    0.930  0.020  1.080
 5SZ  C2   H5   single    0.930  0.020  1.080
 5SZ  C4   H6   single    0.930  0.020  1.080
 5SZ  C8   H7   single    0.970  0.020  1.090
 5SZ  C9   H8   single    0.970  0.020  1.090
 5SZ  C9   H9   single    0.970  0.020  1.090
 5SZ  C9   H10  single    0.970  0.020  1.090
 5SZ  C10  H11  single    0.930  0.020  1.080
 5SZ  C11  H12  single    0.930  0.020  1.080
 5SZ  C15  H13  single    0.930  0.020  1.080
 5SZ  C16  H14  single    0.930  0.020  1.080
 5SZ  C17  H15  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
 5SZ  H3   C20  H2   108.53  3.000
 5SZ  H3   C20  H1   107.48  3.000
 5SZ  H2   C20  H1   108.58  3.000
 5SZ  H3   C20  C18  110.42  3.000
 5SZ  H2   C20  C18  111.19  3.000
 5SZ  H1   C20  C18  110.54  3.000
 5SZ  N6   C18  C19  110.78  3.000
 5SZ  C19  C18  C20  127.71  3.000
 5SZ  N6   C18  C20  121.51  3.000
 5SZ  H4   C19  C7   128.93  3.000
 5SZ  H4   C19  C18  127.34  3.000
 5SZ  C7   C19  C18  103.73  3.000
 5SZ  O2   N6   C18  106.55  3.000
 5SZ  C7   O2   N6   109.62  3.000
 5SZ  C1   C7   O2   117.99  3.000
 5SZ  C1   C7   C19  132.70  3.000
 5SZ  O2   C7   C19  109.31  3.000
 5SZ  C4   C1   C2   120.35  3.000
 5SZ  C2   C1   C7   118.86  3.000
 5SZ  C4   C1   C7   120.79  3.000
 5SZ  H5   C2   C3   119.76  3.000
 5SZ  H5   C2   C1   120.61  3.000
 5SZ  C3   C2   C1   119.64  3.000
 5SZ  C5   C3   F1   117.07  3.000
 5SZ  F1   C3   C2   122.41  3.000
 5SZ  C5   C3   C2   120.52  3.000
 5SZ  H6   C4   N1   117.42  3.000
 5SZ  H6   C4   C1   124.21  3.000
 5SZ  N1   C4   C1   118.36  3.000
 5SZ  C6   N1   C5   104.21  3.000
 5SZ  C5   N1   C4   123.70  3.000
 5SZ  C6   N1   C4   132.09  3.000
 5SZ  N2   C5   N1   110.34  3.000
 5SZ  N1   C5   C3   117.43  3.000
 5SZ  N2   C5   C3   132.24  3.000
 5SZ  N3   N2   C5   106.72  3.000
 5SZ  C6   N3   N2   109.84  3.000
 5SZ  C8   C6   N3   126.87  3.000
 5SZ  N3   C6   N1   108.90  3.000
 5SZ  C8   C6   N1   124.20  3.000
 5SZ  H7   C8   N4   106.33  3.000
 5SZ  H7   C8   C9   108.11  3.000
 5SZ  N4   C8   C9   111.56  3.000
 5SZ  H7   C8   C6   108.77  3.000
 5SZ  N4   C8   C6   109.41  3.000
 5SZ  C9   C8   C6   112.43  3.000
 5SZ  H10  C9   H9   108.61  3.000
 5SZ  H10  C9   H8   108.19  3.000
 5SZ  H9   C9   H8   108.11  3.000
 5SZ  H10  C9   C8   109.33  3.000
 5SZ  H9   C9   C8   112.58  3.000
 5SZ  H8   C9   C8   109.92  3.000
 5SZ  C12  N4   C10  122.65  3.000
 5SZ  C12  N4   C8   119.27  3.000
 5SZ  C10  N4   C8   118.04  3.000
 5SZ  H11  C10  C11  121.39  3.000
 5SZ  H11  C10  N4   115.63  3.000
 5SZ  C11  C10  N4   122.98  3.000
 5SZ  H12  C11  C14  120.43  3.000
 5SZ  H12  C11  C10  120.56  3.000
 5SZ  C14  C11  C10  119.01  3.000
 5SZ  C13  C14  N5   122.34  3.000
 5SZ  N5   C14  C11  119.13  3.000
 5SZ  C13  C14  C11  118.53  3.000
 5SZ  C15  N5   C14  118.01  3.000
 5SZ  H13  C15  C16  119.63  3.000
 5SZ  H13  C15  N5   116.33  3.000
 5SZ  C16  C15  N5   124.04  3.000
 5SZ  H14  C16  C17  121.52  3.000
 5SZ  H14  C16  C15  120.16  3.000
 5SZ  C17  C16  C15  118.32  3.000
 5SZ  H15  C17  C13  120.26  3.000
 5SZ  H15  C17  C16  120.99  3.000
 5SZ  C13  C17  C16  118.75  3.000
 5SZ  C12  C13  C17  119.94  3.000
 5SZ  C17  C13  C14  118.55  3.000
 5SZ  C12  C13  C14  121.51  3.000
 5SZ  O1   C12  C13  123.16  3.000
 5SZ  C13  C12  N4   115.32  3.000
 5SZ  O1   C12  N4   121.52  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
 5SZ  CONST_01  C7   O2   N6   C18    0.00   0.0  0
 5SZ  CONST_02  O2   C7   C19  C18    0.00   0.0  0
 5SZ  CONST_03  C1   C7   C19  C18  180.00   0.0  0
 5SZ  CONST_04  N6   O2   C7   C19    0.00   0.0  0
 5SZ  CONST_05  C4   C1   C7   C19  180.00   0.0  0
 5SZ  CONST_06  C2   C1   C7   C19    0.00   0.0  0
 5SZ  CONST_07  O2   N6   C18  C19    0.00   0.0  0
 5SZ  CONST_08  C1   C7   O2   N6   180.00   0.0  0
 5SZ  CONST_09  C7   C19  C18  N6     0.00   0.0  0
 5SZ  CONST_10  C4   C1   C7   O2     0.00   0.0  0
 5SZ  CONST_11  C2   C1   C7   O2   180.00   0.0  0
 5SZ  CONST_12  N1   C4   C1   C7   180.00   0.0  0
 5SZ  CONST_13  C3   C2   C1   C7   180.00   0.0  0
 5SZ  CONST_14  C6   N1   C4   C1   180.00   0.0  0
 5SZ  CONST_15  C5   N1   C4   C1     0.00   0.0  0
 5SZ  CONST_16  C5   C3   C2   C1     0.00   0.0  0
 5SZ  CONST_17  N2   C5   C3   C2   180.00   0.0  0
 5SZ  CONST_18  N1   C5   C3   C2     0.00   0.0  0
 5SZ  CONST_19  N1   C4   C1   C2     0.00   0.0  0
 5SZ  CONST_20  N3   N2   C5   C3   180.00   0.0  0
 5SZ  CONST_21  C6   N1   C5   C3   180.00   0.0  0
 5SZ  CONST_22  C4   N1   C5   C3     0.00   0.0  0
 5SZ  CONST_23  C4   C1   C2   C3     0.00   0.0  0
 5SZ  CONST_24  N3   C6   N1   C4   180.00   0.0  0
 5SZ  CONST_25  N2   C5   N1   C4   180.00   0.0  0
 5SZ  CONST_26  N2   N3   C6   N1     0.00   0.0  0
 5SZ  CONST_27  N3   N2   C5   N1     0.00   0.0  0
 5SZ  CONST_28  C6   N3   N2   C5     0.00   0.0  0
 5SZ  CONST_29  N3   C6   N1   C5     0.00   0.0  0
 5SZ  CONST_30  C6   N1   C5   N2     0.00   0.0  0
 5SZ  CONST_31  C16  C17  C13  C14    0.00   0.0  0
 5SZ  CONST_32  C16  C15  N5   C14    0.00   0.0  0
 5SZ  CONST_33  C17  C13  C14  N5     0.00   0.0  0
 5SZ  CONST_34  C17  C16  C15  N5     0.00   0.0  0
 5SZ  CONST_35  C13  C14  N5   C15    0.00   0.0  0
 5SZ  CONST_36  C13  C17  C16  C15    0.00   0.0  0
 5SZ  CONST_37  C13  C12  N4   C10    0.00   0.0  0
 5SZ  CONST_38  O2   N6   C18  C20  180.00   0.0  0
 5SZ  CONST_39  C7   C19  C18  C20  180.00   0.0  0
 5SZ  CONST_40  F1   C3   C2   C1   180.00   0.0  0
 5SZ  CONST_41  N2   C5   C3   F1     0.00   0.0  0
 5SZ  CONST_42  N1   C5   C3   F1   180.00   0.0  0
 5SZ  CONST_43  C8   C6   N1   C4     0.00   0.0  0
 5SZ  CONST_44  C8   C6   N1   C5   180.00   0.0  0
 5SZ  CONST_45  C8   C6   N3   N2   180.00   0.0  0
 5SZ  CONST_46  C13  C12  N4   C8   180.00   0.0  0
 5SZ  CONST_47  O1   C12  N4   C10  180.00   0.0  0
 5SZ  CONST_48  H4   C19  C18  N6   180.00   0.0  0
 5SZ  CONST_49  H6   C4   C1   C7     0.00   0.0  0
 5SZ  CONST_50  H5   C2   C1   C7     0.00   0.0  0
 5SZ  CONST_51  H15  C17  C13  C14  180.00   0.0  0
 5SZ  CONST_52  H13  C15  N5   C14  180.00   0.0  0
 5SZ  CONST_53  H14  C16  C15  N5   180.00   0.0  0
 5SZ  CONST_54  O1   C12  N4   C8     0.00   0.0  0
 5SZ  Var_01    H1   C20  C18  C19   57.63  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 5SZ  chir_01  C8  C9  C6  N4  positiv

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
 5SZ  plan-1  C20  0.020
 5SZ  plan-1  C18  0.020
 5SZ  plan-1  C19  0.020
 5SZ  plan-1  N6   0.020
 5SZ  plan-1  O2   0.020
 5SZ  plan-1  C7   0.020
 5SZ  plan-1  C1   0.020
 5SZ  plan-1  H4   0.020
 5SZ  plan-2  C7   0.020
 5SZ  plan-2  C1   0.020
 5SZ  plan-2  C2   0.020
 5SZ  plan-2  C3   0.020
 5SZ  plan-2  F1   0.020
 5SZ  plan-2  C4   0.020
 5SZ  plan-2  N1   0.020
 5SZ  plan-2  C5   0.020
 5SZ  plan-2  N2   0.020
 5SZ  plan-2  N3   0.020
 5SZ  plan-2  C6   0.020
 5SZ  plan-2  C8   0.020
 5SZ  plan-2  H5   0.020
 5SZ  plan-2  H6   0.020
 5SZ  plan-3  C8   0.020
 5SZ  plan-3  N4   0.020
 5SZ  plan-3  C10  0.020
 5SZ  plan-3  C11  0.020
 5SZ  plan-3  C14  0.020
 5SZ  plan-3  N5   0.020
 5SZ  plan-3  C15  0.020
 5SZ  plan-3  C16  0.020
 5SZ  plan-3  C17  0.020
 5SZ  plan-3  C13  0.020
 5SZ  plan-3  C12  0.020
 5SZ  plan-3  O1   0.020
 5SZ  plan-3  H11  0.020
 5SZ  plan-3  H12  0.020
 5SZ  plan-3  H13  0.020
 5SZ  plan-3  H14  0.020
 5SZ  plan-3  H15  0.020

