# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 23:21:10 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 2-[1-(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)cc4
#
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
 C9G  C9G  2-[1-(4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]-7-methyl-1,7-naphthyridin-8(7H)-one  ligand  37  24  .  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_C9G
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
 C9G  C4   C  CR16  0  -0.200   3.3146   2.3057  -0.3224
 C9G  C5   C  CR16  0  -0.273   1.9476   2.3750  -0.3292
 C9G  C6   C  CR6   0   0.168   1.2063   1.1887  -0.1681
 C9G  N1   N  NR5   0  -0.383  -2.3377   0.7445  -0.0815
 C9G  C7   C  CR5   0   0.124  -0.2513   1.2124  -0.1614
 C9G  C8   C  CR15  0  -0.060  -1.1278   0.1629  -0.0310
 C9G  N2   N  N     0  -0.090  -2.2268   2.0605  -0.2333
 C9G  C9   C  CR6   0   0.332  -3.6093   0.1310   0.0020
 C9G  C10  C  CR16  0  -0.277  -3.8361  -1.0768  -0.6391
 C9G  C11  C  CR16  0  -0.379  -5.0762  -1.6855  -0.5454
 C9G  C12  C  CR6   0   0.367  -6.1016  -1.0795   0.1773
 C9G  N3   N  N     0  -0.314  -0.9776   2.3470  -0.2782
 C9G  C13  C  CR16  0  -0.335  -5.8674   0.1410   0.8107
 C9G  C14  C  CR16  0  -0.264  -4.6245   0.7400   0.7290
 C9G  C15  C  CR66  0  -0.017   3.1104  -0.0582  -0.0059
 C9G  N4   N  N     0  -0.432   1.7799   0.0132  -0.0139
 C9G  N    N  NR6   0  -0.523   5.0600  -1.4603   0.1867
 C9G  C    C  CH3   0  -0.519   5.6695  -2.7702   0.3662
 C9G  O    O  OH1   0  -0.624  -7.3245  -1.6223   0.2954
 C9G  C1   C  CR16  0   0.038   5.8555  -0.3560   0.0410
 C9G  C16  C  CR6   0   0.540   3.6845  -1.4030   0.1746
 C9G  C2   C  CR16  0  -0.456   5.3569   0.8831  -0.1279
 C9G  C3   C  CR66  0   0.204   3.9428   1.0593  -0.1544
 C9G  O1   O  O     0  -0.473   3.0128  -2.4128   0.3082
 C9G  H1   H  HCR6  0   0.276   3.9134   3.1991  -0.4461
 C9G  H2   H  HCR6  0   0.278   1.4403   3.3211  -0.4579
 C9G  H3   H  HCR5  0   0.320  -0.9819  -0.8938   0.1088
 C9G  H4   H  HCR6  0   0.289  -3.0575  -1.5469  -1.2256
 C9G  H5   H  HCR6  0   0.285  -5.2443  -2.6296  -1.0493
 C9G  H6   H  HCR6  0   0.277  -6.6580   0.6137   1.3788
 C9G  H7   H  HCR6  0   0.281  -4.4465   1.6778   1.2373
 C9G  H8   H  HCH3  0   0.260   5.3797  -3.4443  -0.4373
 C9G  H9   H  HCH3  0   0.257   6.7492  -2.6602   0.3572
 C9G  H10  H  HCH3  0   0.260   5.3698  -3.2080   1.3164
 C9G  H11  H  HOH1  0   0.479  -7.3727  -2.4567  -0.1851
 C9G  H12  H  HCR6  0   0.308   6.9192  -0.5407   0.0707
 C9G  H13  H  HCR6  0   0.276   6.0247   1.7246  -0.2381

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
 C9G  C    N    single    1.456  0.020  1.456
 C9G  C1   N    single    1.369  0.020  1.369
 C9G  C1   C2   double    1.346  0.020  1.346
 C9G  N    C16  single    1.377  0.020  1.377
 C9G  C2   C3   single    1.425  0.020  1.425
 C9G  C16  O1   double    1.220  0.020  1.220
 C9G  C16  C15  single    1.473  0.020  1.473
 C9G  C3   C15  aromatic  1.401  0.020  1.401
 C9G  C3   C4   aromatic  1.406  0.020  1.406
 C9G  C15  N4   aromatic  1.332  0.020  1.332
 C9G  C4   C5   aromatic  1.369  0.020  1.369
 C9G  N4   C6   aromatic  1.317  0.020  1.317
 C9G  C5   C6   aromatic  1.408  0.020  1.408
 C9G  C6   C7   single    1.458  0.020  1.458
 C9G  N3   C7   aromatic  1.352  0.020  1.352
 C9G  N3   N2   aromatic  1.282  0.020  1.282
 C9G  C7   C8   aromatic  1.374  0.020  1.374
 C9G  N2   N1   aromatic  1.329  0.020  1.329
 C9G  C8   N1   aromatic  1.343  0.020  1.343
 C9G  N1   C9   single    1.414  0.020  1.414
 C9G  C10  C9   aromatic  1.386  0.020  1.386
 C9G  C10  C11  aromatic  1.385  0.020  1.385
 C9G  C9   C14  aromatic  1.389  0.020  1.389
 C9G  C11  C12  aromatic  1.393  0.020  1.393
 C9G  C14  C13  aromatic  1.382  0.020  1.382
 C9G  C12  C13  aromatic  1.395  0.020  1.395
 C9G  C12  O    single    1.343  0.020  1.343
 C9G  C4   H1   single    0.930  0.020  1.080
 C9G  C5   H2   single    0.930  0.020  1.080
 C9G  C8   H3   single    0.930  0.020  1.080
 C9G  C10  H4   single    0.930  0.020  1.080
 C9G  C11  H5   single    0.930  0.020  1.080
 C9G  C13  H6   single    0.930  0.020  1.080
 C9G  C14  H7   single    0.930  0.020  1.080
 C9G  C    H8   single    0.970  0.020  1.090
 C9G  C    H9   single    0.970  0.020  1.090
 C9G  C    H10  single    0.970  0.020  1.090
 C9G  O    H11  single    0.850  0.020  0.980
 C9G  C1   H12  single    0.930  0.020  1.080
 C9G  C2   H13  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
 C9G  H1   C4   C3   119.88  3.000
 C9G  H1   C4   C5   120.66  3.000
 C9G  C3   C4   C5   119.46  3.000
 C9G  H2   C5   C6   120.25  3.000
 C9G  H2   C5   C4   120.90  3.000
 C9G  C6   C5   C4   118.85  3.000
 C9G  N4   C6   C7   116.71  3.000
 C9G  C7   C6   C5   120.88  3.000
 C9G  N4   C6   C5   122.41  3.000
 C9G  C9   N1   N2   120.74  3.000
 C9G  C9   N1   C8   128.30  3.000
 C9G  N2   N1   C8   110.96  3.000
 C9G  N3   C7   C8   107.86  3.000
 C9G  C8   C7   C6   128.76  3.000
 C9G  N3   C7   C6   123.38  3.000
 C9G  H3   C8   C7   132.55  3.000
 C9G  H3   C8   N1   123.52  3.000
 C9G  C7   C8   N1   103.91  3.000
 C9G  N3   N2   N1   107.84  3.000
 C9G  C14  C9   C10  120.30  3.000
 C9G  C14  C9   N1   119.85  3.000
 C9G  C10  C9   N1   119.85  3.000
 C9G  H4   C10  C11  119.34  3.000
 C9G  H4   C10  C9   120.76  3.000
 C9G  C11  C10  C9   119.89  3.000
 C9G  H5   C11  C12  120.41  3.000
 C9G  H5   C11  C10  119.38  3.000
 C9G  C12  C11  C10  120.21  3.000
 C9G  O    C12  C13  117.81  3.000
 C9G  O    C12  C11  122.68  3.000
 C9G  C13  C12  C11  119.51  3.000
 C9G  N2   N3   C7   109.43  3.000
 C9G  H6   C13  C14  119.91  3.000
 C9G  H6   C13  C12  119.87  3.000
 C9G  C14  C13  C12  120.22  3.000
 C9G  H7   C14  C13  119.74  3.000
 C9G  H7   C14  C9   120.39  3.000
 C9G  C13  C14  C9   119.87  3.000
 C9G  C3   C15  C16  120.62  3.000
 C9G  C3   C15  N4   123.35  3.000
 C9G  C16  C15  N4   116.03  3.000
 C9G  C15  N4   C6   118.91  3.000
 C9G  C16  N    C1   123.11  3.000
 C9G  C16  N    C    117.18  3.000
 C9G  C1   N    C    119.71  3.000
 C9G  H10  C    H9   108.78  3.000
 C9G  H10  C    H8   108.80  3.000
 C9G  H9   C    H8   108.75  3.000
 C9G  H10  C    N    110.75  3.000
 C9G  H9   C    N    108.93  3.000
 C9G  H8   C    N    110.78  3.000
 C9G  H11  O    C12  110.58  3.000
 C9G  H12  C1   C2   121.71  3.000
 C9G  H12  C1   N    115.56  3.000
 C9G  C2   C1   N    122.73  3.000
 C9G  O1   C16  N    120.97  3.000
 C9G  O1   C16  C15  123.67  3.000
 C9G  N    C16  C15  115.36  3.000
 C9G  H13  C2   C3   121.02  3.000
 C9G  H13  C2   C1   120.06  3.000
 C9G  C3   C2   C1   118.92  3.000
 C9G  C2   C3   C15  119.27  3.000
 C9G  C15  C3   C4   117.01  3.000
 C9G  C2   C3   C4   123.72  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
 C9G  CONST_01  N4   C15  C3   C4      0.00   0.0  0
 C9G  CONST_02  N4   C6   C5   C4      0.00   0.0  0
 C9G  CONST_03  C7   C6   C5   C4    180.00   0.0  0
 C9G  CONST_04  C15  C3   C4   C5      0.00   0.0  0
 C9G  CONST_05  C15  N4   C6   C5      0.00   0.0  0
 C9G  CONST_06  N3   C7   C6   C5      0.00   0.0  0
 C9G  CONST_07  C8   C7   C6   C5    180.00   0.0  0
 C9G  CONST_08  C3   C15  N4   C6      0.00   0.0  0
 C9G  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 C9G  CONST_10  N2   N3   C7   C6    180.00   0.0  0
 C9G  CONST_11  N1   C8   C7   C6    180.00   0.0  0
 C9G  CONST_12  C7   N3   N2   N1      0.00   0.0  0
 C9G  CONST_13  N3   C7   C8   N1      0.00   0.0  0
 C9G  CONST_14  C11  C10  C9   N1    180.00   0.0  0
 C9G  CONST_15  C13  C14  C9   N1    180.00   0.0  0
 C9G  CONST_16  C15  N4   C6   C7    180.00   0.0  0
 C9G  CONST_17  N2   N1   C8   C7      0.00   0.0  0
 C9G  CONST_18  C9   N1   C8   C7    180.00   0.0  0
 C9G  CONST_19  N4   C6   C7   C8      0.00   0.0  0
 C9G  CONST_20  N2   N3   C7   C8      0.00   0.0  0
 C9G  CONST_21  N3   N2   N1   C8      0.00   0.0  0
 C9G  CONST_26  N3   N2   N1   C9    180.00   0.0  0
 C9G  CONST_27  C12  C11  C10  C9      0.00   0.0  0
 C9G  CONST_28  C12  C13  C14  C9      0.00   0.0  0
 C9G  CONST_29  C13  C14  C9   C10     0.00   0.0  0
 C9G  CONST_30  C13  C12  C11  C10     0.00   0.0  0
 C9G  CONST_31  C14  C9   C10  C11     0.00   0.0  0
 C9G  CONST_32  C14  C13  C12  C11     0.00   0.0  0
 C9G  CONST_33  N4   C6   C7   N3    180.00   0.0  0
 C9G  CONST_34  C1   N    C16  C15     0.00   0.0  0
 C9G  CONST_35  O    C12  C11  C10   180.00   0.0  0
 C9G  CONST_36  O    C12  C13  C14   180.00   0.0  0
 C9G  CONST_37  C    N    C16  C15   180.00   0.0  0
 C9G  CONST_38  O1   C16  N    C1    180.00   0.0  0
 C9G  CONST_39  H1   C4   C5   C6    180.00   0.0  0
 C9G  CONST_40  H3   C8   C7   C6      0.00   0.0  0
 C9G  CONST_41  H4   C10  C9   N1      0.00   0.0  0
 C9G  CONST_42  H7   C14  C9   N1      0.00   0.0  0
 C9G  CONST_43  H2   C5   C6   C7      0.00   0.0  0
 C9G  CONST_44  H5   C11  C10  C9    180.00   0.0  0
 C9G  CONST_45  H6   C13  C14  C9    180.00   0.0  0
 C9G  CONST_46  O1   C16  N    C       0.00   0.0  0
 C9G  Var_01    H8   C    N    C1   -119.52  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
 C9G  plan-1  C6   0.020
 C9G  plan-1  N1   0.020
 C9G  plan-1  C7   0.020
 C9G  plan-1  C8   0.020
 C9G  plan-1  N2   0.020
 C9G  plan-1  C9   0.020
 C9G  plan-1  N3   0.020
 C9G  plan-1  H3   0.020
 C9G  plan-2  N1   0.020
 C9G  plan-2  C9   0.020
 C9G  plan-2  C10  0.020
 C9G  plan-2  C11  0.020
 C9G  plan-2  C12  0.020
 C9G  plan-2  C13  0.020
 C9G  plan-2  C14  0.020
 C9G  plan-2  O    0.020
 C9G  plan-2  H4   0.020
 C9G  plan-2  H5   0.020
 C9G  plan-2  H6   0.020
 C9G  plan-2  H7   0.020
 C9G  plan-3  C4   0.020
 C9G  plan-3  C5   0.020
 C9G  plan-3  C6   0.020
 C9G  plan-3  C7   0.020
 C9G  plan-3  C15  0.020
 C9G  plan-3  N4   0.020
 C9G  plan-3  N    0.020
 C9G  plan-3  C    0.020
 C9G  plan-3  C1   0.020
 C9G  plan-3  C16  0.020
 C9G  plan-3  C2   0.020
 C9G  plan-3  C3   0.020
 C9G  plan-3  O1   0.020
 C9G  plan-3  H1   0.020
 C9G  plan-3  H2   0.020
 C9G  plan-3  H12  0.020
 C9G  plan-3  H13  0.020

