# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 24 22:46:48 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 8-azanyl-4-(3-azanylpropoxy)quinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCCOc1cc(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
 QUK  QUK  '8-azanyl-4-(3-azanylpropoxy)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_QUK
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
 QUK  O    O  O     0  -0.430   0.5599  -3.8725   0.0027
 QUK  C    C  C     0   0.521   1.4342  -3.0395   0.0116
 QUK  C10  C  CR6   0   0.079   1.1569  -1.5708   0.0294
 QUK  N11  N  N     0  -0.451   2.1772  -0.7572   0.0391
 QUK  C7   C  CR66  0   0.146   1.9362   0.5672   0.0475
 QUK  C2   C  CR6   0   0.278   3.0770   1.4351   0.0553
 QUK  N    N  NH2   0  -0.845   4.3200   0.8857   0.1261
 QUK  C9   C  CR16  0  -0.444  -0.1870  -1.1558   0.0332
 QUK  C8   C  CR6   0   0.475  -0.4526   0.1928   0.0386
 QUK  C6   C  CR66  0  -0.005   0.6328   1.1186   0.0394
 QUK  C5   C  CR16  0  -0.346   0.4517   2.5145   0.0282
 QUK  C4   C  CR16  0  -0.242   1.5614   3.3240   0.0200
 QUK  C3   C  CR16  0  -0.350   2.8605   2.8018   0.0323
 QUK  OB   O  O2    0  -0.451  -1.6679   0.7289   0.0414
 QUK  CG   C  CH2   0  -0.182  -2.8102  -0.1230   0.0368
 QUK  CD   C  CH2   0  -0.469  -4.0451   0.7511   0.0320
 QUK  CE   C  CH2   0  -0.279  -5.3140  -0.0904   0.0274
 QUK  OXT  O  OH1   0  -0.580   2.7230  -3.3242   0.0062
 QUK  H1   H  HNH2  0   0.387   4.3927  -0.0935  -0.0965
 QUK  H2   H  HNH2  0   0.387   5.0970   1.4487  -0.1758
 QUK  H3   H  HCR6  0   0.296  -0.9721  -1.8968   0.0294
 QUK  H4   H  HCR6  0   0.252  -0.5397   2.9433   0.0218
 QUK  H5   H  HCR6  0   0.259   1.4367   4.3992   0.0054
 QUK  H6   H  HCR6  0   0.261   3.7075   3.4769   0.0295
 QUK  H7   H  HCH2  0   0.233  -2.7907  -0.7673  -0.8484
 QUK  H8   H  HCH2  0   0.233  -2.7980  -0.7675   0.9223
 QUK  H9   H  HCH2  0   0.237  -4.0459   1.4020   0.9098
 QUK  H10  H  HCH2  0   0.235  -4.0306   1.3947  -0.8528
 QUK  H11  H  HCH2  0   0.197  -5.2740  -0.7965  -0.8143
 QUK  H12  H  HCH2  0   0.221  -5.3454  -0.6975   0.9361
 QUK  H14  H  HOH1  0   0.487   2.8411  -4.2860  -0.0049
 QUK  N1   N  NH2   0  -0.799  -6.4897   0.7668   0.0106
 QUK  H13  H  HNH2  0   0.340  -6.5421   1.2397  -0.8837
 QUK  H15  H  HNH2  0   0.348  -7.3223   0.1941   0.0626

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
 QUK  O    C    double    1.208  0.020  1.208
 QUK  C    C10  single    1.495  0.020  1.495
 QUK  C10  C9   aromatic  1.407  0.020  1.407
 QUK  C10  N11  aromatic  1.305  0.020  1.305
 QUK  C9   C8   aromatic  1.375  0.020  1.375
 QUK  N11  C7   aromatic  1.346  0.020  1.346
 QUK  C8   OB   single    1.328  0.020  1.328
 QUK  C8   C6   aromatic  1.427  0.020  1.427
 QUK  CE   CD   single    1.523  0.020  1.523
 QUK  C7   C6   aromatic  1.415  0.020  1.415
 QUK  C7   C2   aromatic  1.433  0.020  1.433
 QUK  CG   OB   single    1.425  0.020  1.425
 QUK  CG   CD   single    1.513  0.020  1.513
 QUK  N    C2   single    1.361  0.020  1.361
 QUK  C6   C5   aromatic  1.408  0.020  1.408
 QUK  C2   C3   aromatic  1.384  0.020  1.384
 QUK  C5   C4   aromatic  1.374  0.020  1.374
 QUK  C3   C4   aromatic  1.400  0.020  1.400
 QUK  C    OXT  single    1.320  0.020  1.320
 QUK  N    H1   single    0.890  0.020  1.040
 QUK  N    H2   single    0.890  0.020  1.040
 QUK  C9   H3   single    0.930  0.020  1.080
 QUK  C5   H4   single    0.930  0.020  1.080
 QUK  C4   H5   single    0.930  0.020  1.080
 QUK  C3   H6   single    0.930  0.020  1.080
 QUK  CG   H7   single    0.970  0.020  1.090
 QUK  CG   H8   single    0.970  0.020  1.090
 QUK  CD   H9   single    0.970  0.020  1.090
 QUK  CD   H10  single    0.970  0.020  1.090
 QUK  CE   H11  single    0.970  0.020  1.090
 QUK  CE   H12  single    0.970  0.020  1.090
 QUK  OXT  H14  single    0.850  0.020  0.980
 QUK  CE   N1   single    1.455  0.020  1.455
 QUK  N1   H13  single    0.890  0.020  1.040
 QUK  N1   H15  single    0.890  0.020  1.040

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
 QUK  OXT  C    C10  113.15  3.000
 QUK  OXT  C    O    123.92  3.000
 QUK  C10  C    O    122.93  3.000
 QUK  C9   C10  N11  124.27  3.000
 QUK  N11  C10  C    117.88  3.000
 QUK  C9   C10  C    117.85  3.000
 QUK  C7   N11  C10  118.26  3.000
 QUK  C6   C7   C2   119.81  3.000
 QUK  C2   C7   N11  116.95  3.000
 QUK  C6   C7   N11  123.24  3.000
 QUK  C3   C2   N    122.85  3.000
 QUK  C3   C2   C7   118.25  3.000
 QUK  N    C2   C7   118.87  3.000
 QUK  H2   N    H1   114.98  3.000
 QUK  H2   N    C2   117.65  3.000
 QUK  H1   N    C2   116.55  3.000
 QUK  H3   C9   C8   122.20  3.000
 QUK  H3   C9   C10  119.50  3.000
 QUK  C8   C9   C10  118.30  3.000
 QUK  OB   C8   C6   115.73  3.000
 QUK  C6   C8   C9   119.32  3.000
 QUK  OB   C8   C9   124.95  3.000
 QUK  C5   C6   C8   123.07  3.000
 QUK  C5   C6   C7   120.32  3.000
 QUK  C8   C6   C7   116.60  3.000
 QUK  H4   C5   C4   120.50  3.000
 QUK  H4   C5   C6   120.78  3.000
 QUK  C4   C5   C6   118.72  3.000
 QUK  H5   C4   C3   118.52  3.000
 QUK  H5   C4   C5   119.49  3.000
 QUK  C3   C4   C5   121.99  3.000
 QUK  H6   C3   C4   119.54  3.000
 QUK  H6   C3   C2   119.55  3.000
 QUK  C4   C3   C2   120.90  3.000
 QUK  CG   OB   C8   119.48  3.000
 QUK  H8   CG   H7   107.89  3.000
 QUK  H8   CG   CD   110.59  3.000
 QUK  H7   CG   CD   110.60  3.000
 QUK  H8   CG   OB   109.90  3.000
 QUK  H7   CG   OB   109.88  3.000
 QUK  CD   CG   OB   107.99  3.000
 QUK  H10  CD   H9   107.41  3.000
 QUK  H10  CD   CE   109.49  3.000
 QUK  H9   CD   CE   109.33  3.000
 QUK  H10  CD   CG   109.36  3.000
 QUK  H9   CD   CG   110.01  3.000
 QUK  CE   CD   CG   111.16  3.000
 QUK  N1   CE   H12  108.28  3.000
 QUK  N1   CE   H11  113.51  3.000
 QUK  H12  CE   H11  106.30  3.000
 QUK  N1   CE   CD   110.35  3.000
 QUK  H12  CE   CD   109.17  3.000
 QUK  H11  CE   CD   109.08  3.000
 QUK  H14  OXT  C    109.46  3.000
 QUK  H15  N1   H13  105.48  3.000
 QUK  H15  N1   CE   109.32  3.000
 QUK  H13  N1   CE   109.09  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
 QUK  CONST_01  C6   C8   C9   C10     0.00   0.0  0
 QUK  CONST_02  C6   C7   N11  C10     0.00   0.0  0
 QUK  CONST_03  C2   C7   N11  C10   180.00   0.0  0
 QUK  CONST_04  C8   C9   C10  N11     0.00   0.0  0
 QUK  CONST_05  C8   C6   C7   N11     0.00   0.0  0
 QUK  CONST_06  C5   C6   C7   N11   180.00   0.0  0
 QUK  CONST_07  C3   C2   C7   N11   180.00   0.0  0
 QUK  CONST_08  C9   C10  N11  C7      0.00   0.0  0
 QUK  CONST_09  C9   C8   C6   C7      0.00   0.0  0
 QUK  CONST_10  C4   C5   C6   C7      0.00   0.0  0
 QUK  CONST_11  C4   C3   C2   C7      0.00   0.0  0
 QUK  CONST_12  C8   C6   C7   C2    180.00   0.0  0
 QUK  CONST_13  C5   C6   C7   C2      0.00   0.0  0
 QUK  CONST_14  C5   C4   C3   C2      0.00   0.0  0
 QUK  CONST_15  C5   C6   C8   C9    180.00   0.0  0
 QUK  CONST_16  C4   C5   C6   C8    180.00   0.0  0
 QUK  CONST_17  C3   C2   C7   C6      0.00   0.0  0
 QUK  CONST_18  C3   C4   C5   C6      0.00   0.0  0
 QUK  CONST_19  C8   C9   C10  C     180.00   0.0  0
 QUK  CONST_20  C7   N11  C10  C     180.00   0.0  0
 QUK  CONST_21  OB   C8   C9   C10   180.00   0.0  0
 QUK  CONST_22  N    C2   C7   N11     0.00   0.0  0
 QUK  CONST_23  OB   C8   C6   C7    180.00   0.0  0
 QUK  CONST_24  C6   C7   C2   N     180.00   0.0  0
 QUK  CONST_25  C4   C3   C2   N     180.00   0.0  0
 QUK  CONST_26  OB   C8   C6   C5      0.00   0.0  0
 QUK  CONST_27  H3   C9   C10  N11   180.00   0.0  0
 QUK  CONST_28  H4   C5   C6   C7    180.00   0.0  0
 QUK  CONST_29  H6   C3   C2   C7    180.00   0.0  0
 QUK  CONST_30  H5   C4   C3   C2    180.00   0.0  0
 QUK  CONST_33  H14  OXT  C    C10   180.00   0.0  0
 QUK  Var_01    C9   C10  C    O      -0.12  30.0  2
 QUK  Var_02    CD   CG   OB   C8   -179.63  30.0  1
 QUK  Var_03    CE   CD   CG   OB   -179.98  30.0  3
 QUK  Var_04    N1   CE   CD   CG   -179.49  30.0  1
 QUK  Var_05    H13  N1   CE   CD     68.41  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
 QUK  plan-1  C    0.020
 QUK  plan-1  C10  0.020
 QUK  plan-1  N11  0.020
 QUK  plan-1  C7   0.020
 QUK  plan-1  C2   0.020
 QUK  plan-1  N    0.020
 QUK  plan-1  C9   0.020
 QUK  plan-1  C8   0.020
 QUK  plan-1  C6   0.020
 QUK  plan-1  C5   0.020
 QUK  plan-1  C4   0.020
 QUK  plan-1  C3   0.020
 QUK  plan-1  OB   0.020
 QUK  plan-1  H3   0.020
 QUK  plan-1  H4   0.020
 QUK  plan-1  H5   0.020
 QUK  plan-1  H6   0.020
 QUK  plan-2  C2   0.020
 QUK  plan-2  N    0.020
 QUK  plan-2  H1   0.020
 QUK  plan-2  H2   0.020
 QUK  plan-3  O    0.020
 QUK  plan-3  C    0.020
 QUK  plan-3  C10  0.020
 QUK  plan-3  OXT  0.020
 QUK  plan-3  H14  0.020

