# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 25 00:31:01 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  35  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   0.277  -2.8388  -1.5308  -0.1039
 QUJ  C3   C  CR16  0  -0.351  -2.5568  -2.8847  -0.0455
 QUJ  C4   C  CR16  0  -0.242  -1.2369  -3.3410   0.0545
 QUJ  C5   C  CR16  0  -0.346  -0.1701  -2.4770   0.1011
 QUJ  C6   C  CR66  0  -0.007  -0.4188  -1.0923   0.0549
 QUJ  C8   C  CR6   0   0.476   0.6182  -0.1139   0.1041
 QUJ  C9   C  CR16  0  -0.444   0.2879   1.2197   0.0620
 QUJ  C10  C  CR6   0   0.079  -1.0725   1.5672  -0.0221
 QUJ  O    O  O     0  -0.430  -0.5881   3.8952  -0.0291
 QUJ  C    C  C     0   0.521  -1.4203   3.0205  -0.0519
 QUJ  N11  N  N     0  -0.451  -2.0498   0.7039  -0.0743
 QUJ  C7   C  CR66  0   0.146  -1.7447  -0.6070  -0.0427
 QUJ  N    N  NH2   0  -0.844  -4.1012  -1.0455  -0.2578
 QUJ  OB   O  O2    0  -0.452   1.8550  -0.5885   0.1910
 QUJ  CG   C  CH2   0  -0.163   2.9561   0.3142   0.2144
 QUJ  CD   C  CH1   0  -0.282   4.2444  -0.4882   0.2627
 QUJ  CE2  C  CH3   0  -0.655   4.3990  -1.3936  -0.9540
 QUJ  CE1  C  CH3   0  -0.662   5.4170   0.4818   0.3725
 QUJ  H1   H  HCR6  0   0.261  -3.3684  -3.6006  -0.0826
 QUJ  H2   H  HCR6  0   0.259  -1.0616  -4.4085   0.0947
 QUJ  H3   H  HCR6  0   0.253   0.8391  -2.8553   0.1754
 QUJ  H4   H  HCR6  0   0.296   1.0341   1.9988   0.0961
 QUJ  H6   H  HNH2  0   0.387  -4.2364  -0.0694  -0.0504
 QUJ  H7   H  HNH2  0   0.387  -4.8657  -1.6450   0.0034
 QUJ  H8   H  HCH2  0   0.227   2.9411   0.9455  -0.6822
 QUJ  H9   H  HCH2  0   0.241   2.8803   0.9684   1.0901
 QUJ  H10  H  HCH1  0   0.236   4.2255  -1.1072   1.1662
 QUJ  H11  H  HCH3  0   0.216   4.4185  -0.8070  -1.8759
 QUJ  H12  H  HCH3  0   0.231   5.3354  -1.9507  -0.9001
 QUJ  H13  H  HCH3  0   0.235   3.5908  -2.1200  -1.0364
 QUJ  H14  H  HCH3  0   0.232   5.3392   1.1126   1.2593
 QUJ  H15  H  HCH3  0   0.238   6.3606  -0.0608   0.4335
 QUJ  H16  H  HCH3  0   0.221   5.4685   1.1354  -0.5011
 QUJ  OXT  O  OH1   0  -0.580  -2.7208   3.2423  -0.1028
 QUJ  H5   H  HOH1  0   0.487  -2.8856   4.1972  -0.1178

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  1.400  0.020  1.400
 QUJ  C4   C5   aromatic  1.374  0.020  1.374
 QUJ  C3   C2   aromatic  1.384  0.020  1.384
 QUJ  CE1  CD   single    1.526  0.020  1.526
 QUJ  C5   C6   aromatic  1.408  0.020  1.408
 QUJ  C2   N    single    1.361  0.020  1.361
 QUJ  C2   C7   aromatic  1.433  0.020  1.433
 QUJ  C6   C7   aromatic  1.415  0.020  1.415
 QUJ  C6   C8   aromatic  1.427  0.020  1.427
 QUJ  C7   N11  aromatic  1.346  0.020  1.346
 QUJ  OB   C8   single    1.328  0.020  1.328
 QUJ  OB   CG   single    1.424  0.020  1.424
 QUJ  C8   C9   aromatic  1.374  0.020  1.374
 QUJ  N11  C10  aromatic  1.305  0.020  1.305
 QUJ  C9   C10  aromatic  1.407  0.020  1.407
 QUJ  C10  C    single    1.495  0.020  1.495
 QUJ  CG   CD   single    1.518  0.020  1.518
 QUJ  CD   CE2  single    1.525  0.020  1.525
 QUJ  C    O    double    1.208  0.020  1.208
 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  single    1.320  0.020  1.320
 QUJ  OXT  H5   single    0.850  0.020  0.980

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   118.88  3.000
 QUJ  C7   C2   C3   118.24  3.000
 QUJ  N    C2   C3   122.85  3.000
 QUJ  H1   C3   C4   119.57  3.000
 QUJ  H1   C3   C2   119.51  3.000
 QUJ  C4   C3   C2   120.92  3.000
 QUJ  H2   C4   C5   119.56  3.000
 QUJ  H2   C4   C3   118.47  3.000
 QUJ  C5   C4   C3   121.97  3.000
 QUJ  H3   C5   C6   120.78  3.000
 QUJ  H3   C5   C4   120.50  3.000
 QUJ  C6   C5   C4   118.72  3.000
 QUJ  C7   C6   C8   116.63  3.000
 QUJ  C8   C6   C5   123.03  3.000
 QUJ  C7   C6   C5   120.34  3.000
 QUJ  OB   C8   C9   124.94  3.000
 QUJ  C9   C8   C6   119.32  3.000
 QUJ  OB   C8   C6   115.74  3.000
 QUJ  H4   C9   C10  119.49  3.000
 QUJ  H4   C9   C8   122.22  3.000
 QUJ  C10  C9   C8   118.29  3.000
 QUJ  N11  C10  C    117.91  3.000
 QUJ  C    C10  C9   117.80  3.000
 QUJ  N11  C10  C9   124.28  3.000
 QUJ  OXT  C    O    123.92  3.000
 QUJ  OXT  C    C10  113.16  3.000
 QUJ  O    C    C10  122.92  3.000
 QUJ  C7   N11  C10  118.26  3.000
 QUJ  N11  C7   C6   123.22  3.000
 QUJ  N11  C7   C2   116.97  3.000
 QUJ  C6   C7   C2   119.81  3.000
 QUJ  H7   N    H6   114.97  3.000
 QUJ  H7   N    C2   117.58  3.000
 QUJ  H6   N    C2   116.54  3.000
 QUJ  CG   OB   C8   119.66  3.000
 QUJ  H9   CG   H8   107.98  3.000
 QUJ  H9   CG   CD   110.41  3.000
 QUJ  H8   CG   CD   109.99  3.000
 QUJ  H9   CG   OB   109.76  3.000
 QUJ  H8   CG   OB   109.93  3.000
 QUJ  CD   CG   OB   108.76  3.000
 QUJ  H10  CD   CE1  108.25  3.000
 QUJ  H10  CD   CE2  108.93  3.000
 QUJ  CE1  CD   CE2  110.92  3.000
 QUJ  H10  CD   CG   108.07  3.000
 QUJ  CE2  CD   CG   111.99  3.000
 QUJ  CE1  CD   CG   108.56  3.000
 QUJ  H13  CE2  H12  107.46  3.000
 QUJ  H13  CE2  H11  107.89  3.000
 QUJ  H12  CE2  H11  107.49  3.000
 QUJ  H13  CE2  CD   112.39  3.000
 QUJ  H12  CE2  CD   110.54  3.000
 QUJ  H11  CE2  CD   110.87  3.000
 QUJ  H16  CE1  H15  107.57  3.000
 QUJ  H16  CE1  H14  107.91  3.000
 QUJ  H15  CE1  H14  107.70  3.000
 QUJ  H16  CE1  CD   111.05  3.000
 QUJ  H15  CE1  CD   110.66  3.000
 QUJ  H14  CE1  CD   111.79  3.000
 QUJ  H5   OXT  C    109.49  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  CONST_33  H5   OXT  C    C10   180.00   0.0  0
 QUJ  Var_01    O    C    C10  C9      1.25  30.0  2
 QUJ  Var_02    CD   CG   OB   C8   -177.82  30.0  3
 QUJ  Var_03    CE1  CD   CG   OB   -176.63  30.0  3
 QUJ  Var_04    H14  CE1  CD   CG     58.62  30.0  3
 QUJ  Var_05    H11  CE2  CD   CG     60.34  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
 QUJ  plan-3  H5   0.020

