# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 04:36:46 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 2-fluoranyl-5-[2-[4-(4-methyl-1,2,4-triazol-3-yl)piperidin-1-yl]pyridin-3-yl]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cnnc1C2CCN(CC2)c3ncccc3c4ccc(F)nc4
#
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
 S77  S77  2-fluoranyl-5-[2-[4-(4-methyl-1,2,4-triazol-3-yl)piperidin-1-yl]pyridin-3-yl]pyridine  ligand  44  25  .  2021-08-23  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_S77
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
 S77  C18  C  CH3   0  -0.534  -4.8210   0.2662  -1.5634
 S77  N2   N  NR5   0  -0.451  -4.6712  -0.2563  -0.2231
 S77  C13  C  CR15  0   0.060  -5.5057  -1.1107   0.4097
 S77  N5   N  N     0  -0.331  -5.0598  -1.3829   1.5996
 S77  N4   N  N     0  -0.346  -3.9010  -0.6953   1.7618
 S77  C4   C  CR5   0   0.490  -3.6715  -0.0234   0.6662
 S77  C3   C  CH1   0  -0.374  -2.4955   0.8500   0.3955
 S77  C9   C  CH2   0  -0.427  -1.4785   0.1640  -0.5245
 S77  C7   C  CH2   0  -0.312  -0.2845   1.0733  -0.7567
 S77  C8   C  CH2   0  -0.416  -1.7988   1.2845   1.6811
 S77  C6   C  CH2   0  -0.293  -0.5934   2.1622   1.3796
 S77  N1   N  NT    0  -0.496   0.3315   1.4579   0.5078
 S77  C1   C  CR6   0   0.457   1.6428   1.9081   0.4699
 S77  N3   N  N     0  -0.449   1.8943   3.1186   0.9507
 S77  C14  C  CR16  0  -0.065   3.1346   3.5935   0.9248
 S77  C15  C  CR16  0  -0.343   4.1993   2.9014   0.3839
 S77  C10  C  CR16  0  -0.187   3.9527   1.6184  -0.0877
 S77  C2   C  CR6   0  -0.030   2.6769   1.0801  -0.0286
 S77  C5   C  CR6   0  -0.092   2.4656  -0.3289  -0.4121
 S77  C12  C  CR16  0  -0.159   2.9461  -0.8396  -1.6184
 S77  C17  C  CR16  0  -0.450   2.7689  -2.1761  -1.9264
 S77  C16  C  CR6   0   0.574   2.1050  -2.9413  -0.9856
 S77  F    F  F     0  -0.301   1.9006  -4.2378  -1.2352
 S77  N6   N  N     0  -0.422   1.6502  -2.5079   0.1558
 S77  C11  C  CR16  0  -0.047   1.8270  -1.2223   0.4422
 S77  H1   H  HCH3  0   0.267  -4.1860  -0.2699  -2.2659
 S77  H2   H  HCH3  0   0.279  -5.8564   0.1571  -1.8734
 S77  H3   H  HCH3  0   0.267  -4.5662   1.3230  -1.5877
 S77  H4   H  HCR5  0   0.298  -6.4121  -1.4901  -0.0356
 S77  H5   H  HCH1  0   0.259  -2.8486   1.7551  -0.1156
 S77  H6   H  HCH2  0   0.239  -1.1500  -0.7750  -0.0702
 S77  H7   H  HCH2  0   0.251  -1.9226  -0.0821  -1.4915
 S77  H8   H  HCH2  0   0.267   0.4381   0.5660  -1.3918
 S77  H9   H  HCH2  0   0.232  -0.6115   1.9701  -1.3047
 S77  H10  H  HCH2  0   0.246  -2.4900   1.8398   2.3181
 S77  H11  H  HCH2  0   0.233  -1.4753   0.4058   2.2438
 S77  H12  H  HCH2  0   0.211  -0.9230   3.1114   0.9336
 S77  H13  H  HCH2  0   0.252  -0.0874   2.4116   2.3105
 S77  H14  H  HCR6  0   0.261   3.2785   4.5808   1.3498
 S77  H15  H  HCR6  0   0.266   5.1907   3.3309   0.3609
 S77  H16  H  HCR6  0   0.269   4.7700   1.0144  -0.4633
 S77  H17  H  HCR6  0   0.283   3.4493  -0.1909  -2.3242
 S77  H18  H  HCR6  0   0.293   3.1256  -2.6003  -2.8541
 S77  H19  H  HCR6  0   0.273   1.4424  -0.8868   1.3970

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
 S77  C13  N5   aromatic  1.299  0.020  1.299
 S77  C13  N2   aromatic  1.352  0.020  1.352
 S77  N5   N4   aromatic  1.357  0.020  1.357
 S77  C18  N2   single    1.446  0.020  1.446
 S77  N2   C4   aromatic  1.358  0.020  1.358
 S77  N4   C4   aromatic  1.306  0.020  1.306
 S77  C4   C3   single    1.490  0.020  1.490
 S77  C3   C8   single    1.525  0.020  1.525
 S77  C3   C9   single    1.533  0.020  1.533
 S77  C8   C6   single    1.521  0.020  1.521
 S77  C9   C7   single    1.519  0.020  1.519
 S77  C6   N1   single    1.453  0.020  1.453
 S77  C7   N1   single    1.458  0.020  1.458
 S77  N1   C1   single    1.387  0.020  1.387
 S77  F    C16  single    1.336  0.020  1.336
 S77  C17  C16  aromatic  1.383  0.020  1.383
 S77  C17  C12  aromatic  1.383  0.020  1.383
 S77  C16  N6   aromatic  1.303  0.020  1.303
 S77  C1   N3   aromatic  1.327  0.020  1.327
 S77  C1   C2   aromatic  1.415  0.020  1.415
 S77  C12  C5   aromatic  1.395  0.020  1.395
 S77  N6   C11  aromatic  1.329  0.020  1.329
 S77  C5   C11  aromatic  1.391  0.020  1.391
 S77  C5   C2   single    1.475  0.020  1.475
 S77  N3   C14  aromatic  1.328  0.020  1.328
 S77  C2   C10  aromatic  1.386  0.020  1.386
 S77  C14  C15  aromatic  1.380  0.020  1.380
 S77  C10  C15  aromatic  1.389  0.020  1.389
 S77  C18  H1   single    0.970  0.020  1.090
 S77  C18  H2   single    0.970  0.020  1.090
 S77  C18  H3   single    0.970  0.020  1.090
 S77  C13  H4   single    0.930  0.020  1.080
 S77  C3   H5   single    0.970  0.020  1.090
 S77  C9   H6   single    0.970  0.020  1.090
 S77  C9   H7   single    0.970  0.020  1.090
 S77  C7   H8   single    0.970  0.020  1.090
 S77  C7   H9   single    0.970  0.020  1.090
 S77  C8   H10  single    0.970  0.020  1.090
 S77  C8   H11  single    0.970  0.020  1.090
 S77  C6   H12  single    0.970  0.020  1.090
 S77  C6   H13  single    0.970  0.020  1.090
 S77  C14  H14  single    0.930  0.020  1.080
 S77  C15  H15  single    0.930  0.020  1.080
 S77  C10  H16  single    0.930  0.020  1.080
 S77  C12  H17  single    0.930  0.020  1.080
 S77  C17  H18  single    0.930  0.020  1.080
 S77  C11  H19  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
 S77  H3   C18  H2   108.34  3.000
 S77  H3   C18  H1   109.13  3.000
 S77  H2   C18  H1   108.81  3.000
 S77  H3   C18  N2   110.34  3.000
 S77  H2   C18  N2   109.08  3.000
 S77  H1   C18  N2   111.09  3.000
 S77  C4   N2   C13  104.85  3.000
 S77  C4   N2   C18  128.40  3.000
 S77  C13  N2   C18  126.75  3.000
 S77  H4   C13  N5   126.34  3.000
 S77  H4   C13  N2   123.21  3.000
 S77  N5   C13  N2   110.44  3.000
 S77  N4   N5   C13  107.23  3.000
 S77  C4   N4   N5   108.09  3.000
 S77  C3   C4   N4   126.37  3.000
 S77  C3   C4   N2   124.24  3.000
 S77  N4   C4   N2   109.39  3.000
 S77  H5   C3   C8   107.73  3.000
 S77  H5   C3   C9   107.63  3.000
 S77  C8   C3   C9   109.28  3.000
 S77  H5   C3   C4   108.30  3.000
 S77  C9   C3   C4   111.73  3.000
 S77  C8   C3   C4   111.98  3.000
 S77  H7   C9   H6   107.25  3.000
 S77  H7   C9   C7   108.62  3.000
 S77  H6   C9   C7   109.96  3.000
 S77  H7   C9   C3   111.24  3.000
 S77  H6   C9   C3   109.52  3.000
 S77  C7   C9   C3   110.20  3.000
 S77  H9   C7   H8   106.66  3.000
 S77  H9   C7   N1   110.02  3.000
 S77  H8   C7   N1   110.41  3.000
 S77  H9   C7   C9   109.29  3.000
 S77  H8   C7   C9   109.42  3.000
 S77  N1   C7   C9   110.95  3.000
 S77  H11  C8   H10  107.22  3.000
 S77  H11  C8   C6   109.36  3.000
 S77  H10  C8   C6   108.89  3.000
 S77  H11  C8   C3   109.89  3.000
 S77  H10  C8   C3   110.33  3.000
 S77  C6   C8   C3   111.04  3.000
 S77  H13  C6   H12  106.77  3.000
 S77  H13  C6   N1   109.17  3.000
 S77  H12  C6   N1   111.47  3.000
 S77  H13  C6   C8   109.33  3.000
 S77  H12  C6   C8   109.94  3.000
 S77  N1   C6   C8   110.10  3.000
 S77  C1   N1   C6   117.44  3.000
 S77  C1   N1   C7   117.47  3.000
 S77  C6   N1   C7   112.29  3.000
 S77  C2   C1   N3   121.53  3.000
 S77  C2   C1   N1   120.70  3.000
 S77  N3   C1   N1   117.74  3.000
 S77  C14  N3   C1   119.75  3.000
 S77  H14  C14  C15  120.51  3.000
 S77  H14  C14  N3   116.21  3.000
 S77  C15  C14  N3   123.28  3.000
 S77  H15  C15  C10  121.52  3.000
 S77  H15  C15  C14  121.12  3.000
 S77  C10  C15  C14  117.34  3.000
 S77  H16  C10  C2   119.51  3.000
 S77  H16  C10  C15  119.91  3.000
 S77  C2   C10  C15  120.51  3.000
 S77  C5   C2   C10  119.45  3.000
 S77  C10  C2   C1   117.40  3.000
 S77  C5   C2   C1   123.07  3.000
 S77  C11  C5   C12  116.99  3.000
 S77  C11  C5   C2   121.28  3.000
 S77  C12  C5   C2   121.67  3.000
 S77  H17  C12  C17  119.56  3.000
 S77  H17  C12  C5   120.29  3.000
 S77  C17  C12  C5   120.15  3.000
 S77  H18  C17  C16  121.69  3.000
 S77  H18  C17  C12  121.89  3.000
 S77  C16  C17  C12  116.41  3.000
 S77  N6   C16  F    115.66  3.000
 S77  N6   C16  C17  125.43  3.000
 S77  F    C16  C17  118.91  3.000
 S77  C11  N6   C16  117.66  3.000
 S77  H19  C11  N6   116.27  3.000
 S77  H19  C11  C5   120.37  3.000
 S77  N6   C11  C5   123.36  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
 S77  CONST_01  N4   N5   C13  N2      0.00   0.0  0
 S77  CONST_02  N5   N4   C4   N2      0.00   0.0  0
 S77  CONST_03  C4   N4   N5   C13     0.00   0.0  0
 S77  CONST_04  N4   C4   N2   C13     0.00   0.0  0
 S77  CONST_05  C4   N2   C13  N5      0.00   0.0  0
 S77  CONST_06  C15  C14  N3   C1      0.00   0.0  0
 S77  CONST_09  C15  C10  C2   C1      0.00   0.0  0
 S77  CONST_10  C5   C2   C1   N3    180.00   0.0  0
 S77  CONST_11  C10  C2   C1   N3      0.00   0.0  0
 S77  CONST_12  C10  C15  C14  N3      0.00   0.0  0
 S77  CONST_13  C2   C1   N3   C14     0.00   0.0  0
 S77  CONST_14  C2   C10  C15  C14     0.00   0.0  0
 S77  CONST_15  C5   C2   C10  C15   180.00   0.0  0
 S77  CONST_18  C17  C12  C5   C2    180.00   0.0  0
 S77  CONST_19  N6   C11  C5   C2    180.00   0.0  0
 S77  CONST_20  C16  C17  C12  C5      0.00   0.0  0
 S77  CONST_21  C16  N6   C11  C5      0.00   0.0  0
 S77  CONST_22  N6   C16  C17  C12     0.00   0.0  0
 S77  CONST_23  N6   C11  C5   C12     0.00   0.0  0
 S77  CONST_24  C11  N6   C16  C17     0.00   0.0  0
 S77  CONST_25  C11  C5   C12  C17     0.00   0.0  0
 S77  CONST_26  C3   C4   N2   C13   180.00   0.0  0
 S77  CONST_27  C3   C4   N4   N5    180.00   0.0  0
 S77  CONST_28  C14  N3   C1   N1    180.00   0.0  0
 S77  CONST_29  C5   C2   C1   N1      0.00   0.0  0
 S77  CONST_30  C10  C2   C1   N1    180.00   0.0  0
 S77  CONST_31  N5   C13  N2   C18   180.00   0.0  0
 S77  CONST_32  N4   C4   N2   C18   180.00   0.0  0
 S77  CONST_33  C3   C4   N2   C18     0.00   0.0  0
 S77  CONST_34  F    C16  C17  C12   180.00   0.0  0
 S77  CONST_35  C11  N6   C16  F     180.00   0.0  0
 S77  CONST_36  H4   C13  N5   N4    180.00   0.0  0
 S77  CONST_37  H14  C14  N3   C1    180.00   0.0  0
 S77  CONST_38  H16  C10  C2   C1    180.00   0.0  0
 S77  CONST_39  H15  C15  C14  N3    180.00   0.0  0
 S77  CONST_40  H17  C12  C5   C2      0.00   0.0  0
 S77  CONST_41  H19  C11  C5   C2      0.00   0.0  0
 S77  CONST_42  H18  C17  C12  C5    180.00   0.0  0
 S77  Var_01    N1   C6   C8   C3    -57.07  30.0  1
 S77  Var_02    N1   C7   C9   C3     56.67  30.0  1
 S77  Var_03    C6   N1   C7   C9    -59.58  30.0  1
 S77  Var_04    C8   C6   N1   C7     59.17  30.0  1
 S77  Var_05    N3   C1   N1   C7    122.37  30.0  2
 S77  Var_06    H1   C18  N2   C13  -100.46  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
 S77  chir_01  C3  C4  C8  C9  negativ

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
 S77  plan-1  C18  0.020
 S77  plan-1  N2   0.020
 S77  plan-1  C13  0.020
 S77  plan-1  N5   0.020
 S77  plan-1  N4   0.020
 S77  plan-1  C4   0.020
 S77  plan-1  C3   0.020
 S77  plan-1  H4   0.020
 S77  plan-2  N1   0.020
 S77  plan-2  C1   0.020
 S77  plan-2  N3   0.020
 S77  plan-2  C14  0.020
 S77  plan-2  C15  0.020
 S77  plan-2  C10  0.020
 S77  plan-2  C2   0.020
 S77  plan-2  C5   0.020
 S77  plan-2  H14  0.020
 S77  plan-2  H15  0.020
 S77  plan-2  H16  0.020
 S77  plan-3  C2   0.020
 S77  plan-3  C5   0.020
 S77  plan-3  C12  0.020
 S77  plan-3  C17  0.020
 S77  plan-3  C16  0.020
 S77  plan-3  F    0.020
 S77  plan-3  N6   0.020
 S77  plan-3  C11  0.020
 S77  plan-3  H17  0.020
 S77  plan-3  H18  0.020
 S77  plan-3  H19  0.020

