# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 22:16:35 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 2-[1-(3-fluoro-4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]-7-methyl-1,7-naphthyridin-8(7H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=Cc2ccc(nc2C1=O)c3cn(nn3)c4ccc(O)c(F)c4
#
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
 C9J  C9J  2-[1-(3-fluoro-4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]-7-methyl-1,7-naphthyridin-8(7H)-one  ligand  37  25  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C9J
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
 C9J  C4   C  CR16  0  -0.200   3.6849   2.2842   0.3517
 C9J  C5   C  CR16  0  -0.273   2.3235   2.4266   0.3578
 C9J  C6   C  CR6   0   0.170   1.5207   1.2853   0.1698
 C9J  N1   N  NR5   0  -0.387  -2.0401   1.0212   0.0767
 C9J  C7   C  CR5   0   0.125   0.0662   1.3836   0.1615
 C9J  C8   C  CR15  0  -0.056  -0.8606   0.3792   0.0295
 C9J  N2   N  N     0  -0.087  -1.8640   2.3310   0.2280
 C9J  C9   C  CR6   0   0.351  -3.3406   0.4772  -0.0135
 C9J  C10  C  CR16  0  -0.274  -4.3155   1.1317  -0.7511
 C9J  C11  C  CR16  0  -0.343  -5.5893   0.5959  -0.8331
 C9J  C12  C  CR6   0   0.239  -5.9053  -0.5996  -0.1966
 C9J  N3   N  N     0  -0.311  -0.6029   2.5535   0.2765
 C9J  C13  C  CR6   0   0.452  -4.8975  -1.2306   0.5287
 C9J  C14  C  CR16  0  -0.443  -3.6282  -0.7123   0.6406
 C9J  C15  C  CR66  0  -0.017   3.3558  -0.0575  -0.0178
 C9J  N4   N  N     0  -0.432   2.0311   0.0846  -0.0093
 C9J  N    N  NR6   0  -0.523   5.2274  -1.5586  -0.2345
 C9J  C    C  CH3   0  -0.519   5.7660  -2.8956  -0.4391
 C9J  O    O  OH1   0  -0.619  -7.1472  -1.0907  -0.3058
 C9J  C1   C  CR16  0   0.039   6.0806  -0.5019  -0.0643
 C9J  C16  C  CR6   0   0.541   3.8570  -1.4268  -0.2275
 C9J  C2   C  CR16  0  -0.457   5.6489   0.7586   0.1288
 C9J  C3   C  CR66  0   0.205   4.2463   1.0103   0.1567
 C9J  F    F  F     0  -0.315  -5.1957  -2.3824   1.1530
 C9J  O1   O  O     0  -0.473   3.1321  -2.3949  -0.3872
 C9J  H1   H  HCR6  0   0.277   4.3304   3.1414   0.4958
 C9J  H2   H  HCR6  0   0.278   1.8677   3.3956   0.5069
 C9J  H3   H  HCR5  0   0.322  -0.7661  -0.6837  -0.1085
 C9J  H4   H  HCR6  0   0.287  -4.0870   2.0538  -1.2666
 C9J  H5   H  HCR6  0   0.290  -6.3516   1.1023  -1.4104
 C9J  H6   H  HCR6  0   0.311  -2.8906  -1.2271   1.2430
 C9J  H7   H  HCH3  0   0.257   6.8496  -2.8497  -0.3952
 C9J  H8   H  HCH3  0   0.260   5.4126  -3.5751   0.3337
 C9J  H9   H  HCH3  0   0.260   5.4709  -3.2868  -1.4111
 C9J  H10  H  HOH1  0   0.481  -7.2513  -1.9047   0.2008
 C9J  H11  H  HCR6  0   0.308   7.1330  -0.7428  -0.0959
 C9J  H12  H  HCR6  0   0.276   6.3605   1.5608   0.2573

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
 C9J  F    C13  single    1.344  0.020  1.344
 C9J  O    C12  single    1.340  0.020  1.340
 C9J  C13  C12  aromatic  1.393  0.020  1.393
 C9J  C13  C14  aromatic  1.376  0.020  1.376
 C9J  C12  C11  aromatic  1.391  0.020  1.391
 C9J  C14  C9   aromatic  1.388  0.020  1.388
 C9J  C11  C10  aromatic  1.384  0.020  1.384
 C9J  C9   C10  aromatic  1.387  0.020  1.387
 C9J  C9   N1   single    1.413  0.020  1.413
 C9J  N2   N1   aromatic  1.330  0.020  1.330
 C9J  N2   N3   aromatic  1.282  0.020  1.282
 C9J  N1   C8   aromatic  1.344  0.020  1.344
 C9J  N3   C7   aromatic  1.353  0.020  1.353
 C9J  C8   C7   aromatic  1.373  0.020  1.373
 C9J  C7   C6   single    1.458  0.020  1.458
 C9J  C6   N4   aromatic  1.317  0.020  1.317
 C9J  C6   C5   aromatic  1.408  0.020  1.408
 C9J  N4   C15  aromatic  1.332  0.020  1.332
 C9J  O1   C16  double    1.220  0.020  1.220
 C9J  C5   C4   aromatic  1.369  0.020  1.369
 C9J  C15  C16  single    1.473  0.020  1.473
 C9J  C15  C3   aromatic  1.401  0.020  1.401
 C9J  C16  N    single    1.377  0.020  1.377
 C9J  C4   C3   aromatic  1.406  0.020  1.406
 C9J  C3   C2   single    1.425  0.020  1.425
 C9J  N    C    single    1.456  0.020  1.456
 C9J  N    C1   single    1.369  0.020  1.369
 C9J  C2   C1   double    1.346  0.020  1.346
 C9J  C4   H1   single    0.930  0.020  1.080
 C9J  C5   H2   single    0.930  0.020  1.080
 C9J  C8   H3   single    0.930  0.020  1.080
 C9J  C10  H4   single    0.930  0.020  1.080
 C9J  C11  H5   single    0.930  0.020  1.080
 C9J  C14  H6   single    0.930  0.020  1.080
 C9J  C    H7   single    0.970  0.020  1.090
 C9J  C    H8   single    0.970  0.020  1.090
 C9J  C    H9   single    0.970  0.020  1.090
 C9J  O    H10  single    0.850  0.020  0.980
 C9J  C1   H11  single    0.930  0.020  1.080
 C9J  C2   H12  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
 C9J  H1   C4   C3   119.86  3.000
 C9J  H1   C4   C5   120.66  3.000
 C9J  C3   C4   C5   119.47  3.000
 C9J  H2   C5   C6   120.30  3.000
 C9J  H2   C5   C4   120.87  3.000
 C9J  C6   C5   C4   118.83  3.000
 C9J  N4   C6   C7   116.58  3.000
 C9J  N4   C6   C5   122.43  3.000
 C9J  C7   C6   C5   121.00  3.000
 C9J  C9   N1   N2   120.55  3.000
 C9J  N2   N1   C8   110.99  3.000
 C9J  C9   N1   C8   128.46  3.000
 C9J  N3   C7   C8   107.88  3.000
 C9J  C8   C7   C6   128.66  3.000
 C9J  N3   C7   C6   123.46  3.000
 C9J  H3   C8   C7   132.50  3.000
 C9J  H3   C8   N1   123.61  3.000
 C9J  C7   C8   N1   103.86  3.000
 C9J  N3   N2   N1   107.79  3.000
 C9J  C14  C9   C10  120.64  3.000
 C9J  C10  C9   N1   119.96  3.000
 C9J  C14  C9   N1   119.40  3.000
 C9J  H4   C10  C11  119.76  3.000
 C9J  H4   C10  C9   120.52  3.000
 C9J  C11  C10  C9   119.72  3.000
 C9J  H5   C11  C12  119.10  3.000
 C9J  H5   C11  C10  119.92  3.000
 C9J  C12  C11  C10  120.97  3.000
 C9J  O    C12  C13  123.17  3.000
 C9J  C13  C12  C11  117.60  3.000
 C9J  O    C12  C11  119.23  3.000
 C9J  N2   N3   C7   109.47  3.000
 C9J  F    C13  C14  119.34  3.000
 C9J  C14  C13  C12  122.64  3.000
 C9J  F    C13  C12  118.02  3.000
 C9J  H6   C14  C13  119.66  3.000
 C9J  H6   C14  C9   121.92  3.000
 C9J  C13  C14  C9   118.42  3.000
 C9J  C3   C15  C16  120.65  3.000
 C9J  C3   C15  N4   123.35  3.000
 C9J  C16  C15  N4   116.00  3.000
 C9J  C15  N4   C6   118.92  3.000
 C9J  C16  N    C1   123.09  3.000
 C9J  C1   N    C    119.73  3.000
 C9J  C16  N    C    117.18  3.000
 C9J  H9   C    H8   108.77  3.000
 C9J  H9   C    H7   108.78  3.000
 C9J  H8   C    H7   108.78  3.000
 C9J  H9   C    N    110.81  3.000
 C9J  H8   C    N    110.70  3.000
 C9J  H7   C    N    108.95  3.000
 C9J  H10  O    C12  111.50  3.000
 C9J  H11  C1   C2   121.71  3.000
 C9J  H11  C1   N    115.56  3.000
 C9J  C2   C1   N    122.73  3.000
 C9J  O1   C16  N    120.99  3.000
 C9J  N    C16  C15  115.37  3.000
 C9J  O1   C16  C15  123.64  3.000
 C9J  H12  C2   C3   121.00  3.000
 C9J  H12  C2   C1   120.08  3.000
 C9J  C3   C2   C1   118.93  3.000
 C9J  C2   C3   C15  119.24  3.000
 C9J  C2   C3   C4   123.76  3.000
 C9J  C15  C3   C4   117.01  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
 C9J  CONST_01  C7   C6   C5   C4   180.00   0.0  0
 C9J  CONST_02  N4   C6   C5   C4     0.00   0.0  0
 C9J  CONST_03  N4   C15  C3   C4     0.00   0.0  0
 C9J  CONST_04  N3   C7   C6   C5     0.00   0.0  0
 C9J  CONST_05  C8   C7   C6   C5   180.00   0.0  0
 C9J  CONST_06  C15  N4   C6   C5     0.00   0.0  0
 C9J  CONST_07  C15  C3   C4   C5     0.00   0.0  0
 C9J  CONST_08  N2   N3   C7   C6   180.00   0.0  0
 C9J  CONST_09  N1   C8   C7   C6   180.00   0.0  0
 C9J  CONST_10  C3   C15  N4   C6     0.00   0.0  0
 C9J  CONST_11  C3   C4   C5   C6     0.00   0.0  0
 C9J  CONST_12  C13  C14  C9   N1   180.00   0.0  0
 C9J  CONST_13  C11  C10  C9   N1   180.00   0.0  0
 C9J  CONST_14  C7   N3   N2   N1     0.00   0.0  0
 C9J  CONST_15  N3   C7   C8   N1     0.00   0.0  0
 C9J  CONST_16  C9   N1   C8   C7   180.00   0.0  0
 C9J  CONST_17  N2   N1   C8   C7     0.00   0.0  0
 C9J  CONST_18  C15  N4   C6   C7   180.00   0.0  0
 C9J  CONST_21  N3   N2   N1   C8     0.00   0.0  0
 C9J  CONST_22  N2   N3   C7   C8     0.00   0.0  0
 C9J  CONST_23  N4   C6   C7   C8     0.00   0.0  0
 C9J  CONST_26  C12  C13  C14  C9     0.00   0.0  0
 C9J  CONST_27  C12  C11  C10  C9     0.00   0.0  0
 C9J  CONST_28  N3   N2   N1   C9   180.00   0.0  0
 C9J  CONST_29  C13  C12  C11  C10    0.00   0.0  0
 C9J  CONST_30  C13  C14  C9   C10    0.00   0.0  0
 C9J  CONST_31  C14  C13  C12  C11    0.00   0.0  0
 C9J  CONST_32  C14  C9   C10  C11    0.00   0.0  0
 C9J  CONST_33  N4   C6   C7   N3   180.00   0.0  0
 C9J  CONST_34  C1   N    C16  C15    0.00   0.0  0
 C9J  CONST_35  F    C13  C14  C9   180.00   0.0  0
 C9J  CONST_36  O    C12  C11  C10  180.00   0.0  0
 C9J  CONST_37  F    C13  C12  C11  180.00   0.0  0
 C9J  CONST_38  O    C12  C13  C14  180.00   0.0  0
 C9J  CONST_39  C    N    C16  C15  180.00   0.0  0
 C9J  CONST_40  O1   C16  N    C1   180.00   0.0  0
 C9J  CONST_41  H3   C8   C7   C6     0.00   0.0  0
 C9J  CONST_42  H1   C4   C5   C6   180.00   0.0  0
 C9J  CONST_43  H6   C14  C9   N1     0.00   0.0  0
 C9J  CONST_44  H4   C10  C9   N1     0.00   0.0  0
 C9J  CONST_45  H2   C5   C6   C7     0.00   0.0  0
 C9J  CONST_46  H5   C11  C10  C9   180.00   0.0  0
 C9J  CONST_47  O1   C16  N    C      0.00   0.0  0
 C9J  Var_01    H7   C    N    C1     1.63  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
 C9J  plan-1  C6   0.020
 C9J  plan-1  N1   0.020
 C9J  plan-1  C7   0.020
 C9J  plan-1  C8   0.020
 C9J  plan-1  N2   0.020
 C9J  plan-1  C9   0.020
 C9J  plan-1  N3   0.020
 C9J  plan-1  H3   0.020
 C9J  plan-2  N1   0.020
 C9J  plan-2  C9   0.020
 C9J  plan-2  C10  0.020
 C9J  plan-2  C11  0.020
 C9J  plan-2  C12  0.020
 C9J  plan-2  C13  0.020
 C9J  plan-2  C14  0.020
 C9J  plan-2  O    0.020
 C9J  plan-2  F    0.020
 C9J  plan-2  H4   0.020
 C9J  plan-2  H5   0.020
 C9J  plan-2  H6   0.020
 C9J  plan-3  C4   0.020
 C9J  plan-3  C5   0.020
 C9J  plan-3  C6   0.020
 C9J  plan-3  C7   0.020
 C9J  plan-3  C15  0.020
 C9J  plan-3  N4   0.020
 C9J  plan-3  N    0.020
 C9J  plan-3  C    0.020
 C9J  plan-3  C1   0.020
 C9J  plan-3  C16  0.020
 C9J  plan-3  C2   0.020
 C9J  plan-3  C3   0.020
 C9J  plan-3  O1   0.020
 C9J  plan-3  H1   0.020
 C9J  plan-3  H2   0.020
 C9J  plan-3  H11  0.020
 C9J  plan-3  H12  0.020

