# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 02:00:08 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 8-azanyl-4-(2-methylpropoxy)quinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)COc1cc(nc2c(N)cccc12)C(O)=O
#
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
 QUJ  QUJ  '8-azanyl-4-(2-methylpropoxy)quinoline-2-carboxylic acid'  ligand  34  19  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QUJ
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
 QUJ  C2   C  CR6    0   0.263  -2.8359  -1.5634  -0.0807
 QUJ  C3   C  CR16   0  -0.354  -2.5506  -2.9148  -0.0192
 QUJ  C4   C  CR16   0  -0.250  -1.2266  -3.3675   0.0794
 QUJ  C5   C  CR16   0  -0.348  -0.1680  -2.4959   0.1197
 QUJ  C6   C  CR66   0  -0.019  -0.4256  -1.1094   0.0708
 QUJ  C8   C  CR6    0   0.469   0.6004  -0.1207   0.1149
 QUJ  C9   C  CR16   0  -0.464   0.2555   1.2071   0.0725
 QUJ  C10  C  CR6    0   0.021  -1.1070   1.5657  -0.0070
 QUJ  O    O  O      0  -0.587  -0.5357   3.8558  -0.0044
 QUJ  C    C  C      0   0.388  -1.4872   3.0511  -0.0366
 QUJ  N11  N  N      0  -0.456  -2.0695   0.6814  -0.0552
 QUJ  C7   C  CR66   0   0.136  -1.7503  -0.6298  -0.0236
 QUJ  N    N  NH2    0  -0.847  -4.1050  -1.0793  -0.2371
 QUJ  OB   O  O2     0  -0.458   1.8468  -0.5873   0.1980
 QUJ  CG   C  CH2    0  -0.155   2.9345   0.3266   0.2212
 QUJ  CD   C  CH1    0  -0.281   4.2333  -0.4592   0.2694
 QUJ  CE2  C  CH3    0  -0.654   4.3989  -1.3627  -0.9476
 QUJ  CE1  C  CH3    0  -0.662   5.3952   0.5234   0.3802
 QUJ  H1   H  HCR6   0   0.253  -3.3598  -3.6342  -0.0535
 QUJ  H2   H  HCR6   0   0.251  -1.0451  -4.4340   0.1213
 QUJ  H3   H  HCR6   0   0.246   0.8448  -2.8661   0.1922
 QUJ  H4   H  HCR6   0   0.276   0.9928   1.9948   0.1030
 QUJ  H6   H  HNH2   0   0.380  -4.2206  -0.1022  -0.0191
 QUJ  H7   H  HNH2   0   0.380  -4.8591  -1.6678   0.0752
 QUJ  H8   H  HCH2   0   0.220   2.9142   0.9596  -0.6746
 QUJ  H9   H  HCH2   0   0.235   2.8531   0.9824   1.0957
 QUJ  H10  H  HCH1   0   0.233   4.2217  -1.0798   1.1721
 QUJ  H11  H  HCH3   0   0.216   4.4023  -0.7763  -1.8700
 QUJ  H12  H  HCH3   0   0.230   5.3462  -1.9017  -0.8988
 QUJ  H13  H  HCH3   0   0.235   3.6036  -2.1038  -1.0246
 QUJ  H14  H  HCH3   0   0.231   5.3084   1.1545   1.2660
 QUJ  H15  H  HCH3   0   0.237   6.3450  -0.0082   0.4428
 QUJ  H16  H  HCH3   0   0.220   5.4405   1.1771  -0.4938
 QUJ  OXT  O  OC    -1  -0.586  -2.6976   3.3159  -0.0899

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
 QUJ  C4   C3   aromatic  1.403  0.020  1.403
 QUJ  C4   C5   aromatic  1.372  0.020  1.372
 QUJ  C3   C2   aromatic  1.383  0.020  1.383
 QUJ  CE1  CD   single    1.526  0.020  1.526
 QUJ  C5   C6   aromatic  1.411  0.020  1.411
 QUJ  C2   N    single    1.367  0.020  1.367
 QUJ  C2   C7   aromatic  1.433  0.020  1.433
 QUJ  C6   C7   aromatic  1.412  0.020  1.412
 QUJ  C6   C8   aromatic  1.426  0.020  1.426
 QUJ  C7   N11  aromatic  1.350  0.020  1.350
 QUJ  OB   C8   single    1.333  0.020  1.333
 QUJ  OB   CG   single    1.421  0.020  1.421
 QUJ  C8   C9   aromatic  1.373  0.020  1.373
 QUJ  N11  C10  aromatic  1.308  0.020  1.308
 QUJ  C9   C10  aromatic  1.411  0.020  1.411
 QUJ  C10  C    single    1.534  0.020  1.534
 QUJ  CG   CD   single    1.519  0.020  1.519
 QUJ  CD   CE2  single    1.525  0.020  1.525
 QUJ  C    O    deloc     1.247  0.020  1.247
 QUJ  C3   H1   single    0.930  0.020  1.080
 QUJ  C4   H2   single    0.930  0.020  1.080
 QUJ  C5   H3   single    0.930  0.020  1.080
 QUJ  C9   H4   single    0.930  0.020  1.080
 QUJ  N    H6   single    0.890  0.020  1.040
 QUJ  N    H7   single    0.890  0.020  1.040
 QUJ  CG   H8   single    0.970  0.020  1.090
 QUJ  CG   H9   single    0.970  0.020  1.090
 QUJ  CD   H10  single    0.970  0.020  1.090
 QUJ  CE2  H11  single    0.970  0.020  1.090
 QUJ  CE2  H12  single    0.970  0.020  1.090
 QUJ  CE2  H13  single    0.970  0.020  1.090
 QUJ  CE1  H14  single    0.970  0.020  1.090
 QUJ  CE1  H15  single    0.970  0.020  1.090
 QUJ  CE1  H16  single    0.970  0.020  1.090
 QUJ  C    OXT  deloc     1.240  0.020  1.240

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
 QUJ  N    C2   C7   118.49  3.000
 QUJ  C7   C2   C3   118.61  3.000
 QUJ  N    C2   C3   122.87  3.000
 QUJ  H1   C3   C4   119.54  3.000
 QUJ  H1   C3   C2   119.57  3.000
 QUJ  C4   C3   C2   120.88  3.000
 QUJ  H2   C4   C5   119.69  3.000
 QUJ  H2   C4   C3   118.61  3.000
 QUJ  C5   C4   C3   121.70  3.000
 QUJ  H3   C5   C6   120.66  3.000
 QUJ  H3   C5   C4   120.50  3.000
 QUJ  C6   C5   C4   118.84  3.000
 QUJ  C7   C6   C8   116.21  3.000
 QUJ  C8   C6   C5   123.30  3.000
 QUJ  C7   C6   C5   120.49  3.000
 QUJ  OB   C8   C9   125.12  3.000
 QUJ  C9   C8   C6   119.29  3.000
 QUJ  OB   C8   C6   115.59  3.000
 QUJ  H4   C9   C10  118.41  3.000
 QUJ  H4   C9   C8   122.24  3.000
 QUJ  C10  C9   C8   119.35  3.000
 QUJ  N11  C10  C    118.14  3.000
 QUJ  C    C10  C9   119.11  3.000
 QUJ  N11  C10  C9   122.74  3.000
 QUJ  OXT  C    O    127.46  3.000
 QUJ  OXT  C    C10  116.72  3.000
 QUJ  O    C    C10  115.82  3.000
 QUJ  C7   N11  C10  118.81  3.000
 QUJ  N11  C7   C6   123.60  3.000
 QUJ  N11  C7   C2   116.92  3.000
 QUJ  C6   C7   C2   119.48  3.000
 QUJ  H7   N    H6   114.45  3.000
 QUJ  H7   N    C2   116.94  3.000
 QUJ  H6   N    C2   115.15  3.000
 QUJ  CG   OB   C8   119.43  3.000
 QUJ  H9   CG   H8   107.75  3.000
 QUJ  H9   CG   CD   110.35  3.000
 QUJ  H8   CG   CD   109.90  3.000
 QUJ  H9   CG   OB   109.94  3.000
 QUJ  H8   CG   OB   110.09  3.000
 QUJ  CD   CG   OB   108.80  3.000
 QUJ  H10  CD   CE1  108.24  3.000
 QUJ  H10  CD   CE2  108.86  3.000
 QUJ  CE1  CD   CE2  110.91  3.000
 QUJ  H10  CD   CG   108.07  3.000
 QUJ  CE2  CD   CG   111.97  3.000
 QUJ  CE1  CD   CG   108.68  3.000
 QUJ  H13  CE2  H12  107.51  3.000
 QUJ  H13  CE2  H11  107.90  3.000
 QUJ  H12  CE2  H11  107.46  3.000
 QUJ  H13  CE2  CD   112.34  3.000
 QUJ  H12  CE2  CD   110.57  3.000
 QUJ  H11  CE2  CD   110.86  3.000
 QUJ  H16  CE1  H15  107.55  3.000
 QUJ  H16  CE1  H14  107.86  3.000
 QUJ  H15  CE1  H14  107.74  3.000
 QUJ  H16  CE1  CD   111.03  3.000
 QUJ  H15  CE1  CD   110.71  3.000
 QUJ  H14  CE1  CD   111.77  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
 QUJ  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 QUJ  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 QUJ  CONST_03  C8   C6   C7   C2    180.00   0.0  0
 QUJ  CONST_04  C10  N11  C7   C2    180.00   0.0  0
 QUJ  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 QUJ  CONST_06  C6   C7   C2   C3      0.00   0.0  0
 QUJ  CONST_07  N11  C7   C2   C3    180.00   0.0  0
 QUJ  CONST_08  C7   C2   C3   C4      0.00   0.0  0
 QUJ  CONST_09  C7   C6   C5   C4      0.00   0.0  0
 QUJ  CONST_10  C8   C6   C5   C4    180.00   0.0  0
 QUJ  CONST_11  N11  C7   C6   C5    180.00   0.0  0
 QUJ  CONST_12  C9   C8   C6   C5    180.00   0.0  0
 QUJ  CONST_13  C10  N11  C7   C6      0.00   0.0  0
 QUJ  CONST_14  C10  C9   C8   C6      0.00   0.0  0
 QUJ  CONST_15  N11  C7   C6   C8      0.00   0.0  0
 QUJ  CONST_16  N11  C10  C9   C8      0.00   0.0  0
 QUJ  CONST_17  C7   C6   C8   C9      0.00   0.0  0
 QUJ  CONST_18  C7   N11  C10  C9      0.00   0.0  0
 QUJ  CONST_19  N    C2   C3   C4    180.00   0.0  0
 QUJ  CONST_20  OB   C8   C6   C5      0.00   0.0  0
 QUJ  CONST_21  N    C2   C7   C6    180.00   0.0  0
 QUJ  CONST_22  C    C10  C9   C8    180.00   0.0  0
 QUJ  CONST_23  OB   C8   C9   C10   180.00   0.0  0
 QUJ  CONST_24  C7   N11  C10  C     180.00   0.0  0
 QUJ  CONST_25  N    C2   C7   N11     0.00   0.0  0
 QUJ  CONST_26  OB   C8   C6   C7    180.00   0.0  0
 QUJ  CONST_27  H2   C4   C3   C2    180.00   0.0  0
 QUJ  CONST_28  H3   C5   C4   C3    180.00   0.0  0
 QUJ  CONST_29  H1   C3   C4   C5    180.00   0.0  0
 QUJ  CONST_30  H4   C9   C8   C6    180.00   0.0  0
 QUJ  Var_01    O    C    C10  C9      0.89  30.0  2
 QUJ  Var_02    CD   CG   OB   C8   -178.03  30.0  3
 QUJ  Var_03    CE1  CD   CG   OB   -176.59  30.0  3
 QUJ  Var_04    H14  CE1  CD   CG     58.45  30.0  3
 QUJ  Var_05    H11  CE2  CD   CG     59.88  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
 QUJ  plan-1  C2   0.020
 QUJ  plan-1  C3   0.020
 QUJ  plan-1  C4   0.020
 QUJ  plan-1  C5   0.020
 QUJ  plan-1  C6   0.020
 QUJ  plan-1  C8   0.020
 QUJ  plan-1  C9   0.020
 QUJ  plan-1  C10  0.020
 QUJ  plan-1  C    0.020
 QUJ  plan-1  N11  0.020
 QUJ  plan-1  C7   0.020
 QUJ  plan-1  N    0.020
 QUJ  plan-1  OB   0.020
 QUJ  plan-1  H1   0.020
 QUJ  plan-1  H2   0.020
 QUJ  plan-1  H3   0.020
 QUJ  plan-1  H4   0.020
 QUJ  plan-2  C2   0.020
 QUJ  plan-2  N    0.020
 QUJ  plan-2  H6   0.020
 QUJ  plan-2  H7   0.020
 QUJ  plan-3  C10  0.020
 QUJ  plan-3  O    0.020
 QUJ  plan-3  C    0.020
 QUJ  plan-3  OXT  0.020

