# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 02:44:50 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 8-azanyl-4-(2-hydroxy-2-oxoethyloxy)quinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc2c(OCC(O)=O)cc(nc12)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
 QVE  QVE  '8-azanyl-4-(2-hydroxy-2-oxoethyloxy)quinoline-2-carboxylic acid'  ligand  27  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_QVE
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
 QVE  O    O  O      0  -0.587  -0.6929  -3.8408   0.0037
 QVE  C    C  C      0   0.387  -1.6139  -3.0008   0.0193
 QVE  C10  C  CR6    0   0.020  -1.1772  -1.5306   0.0323
 QVE  N11  N  N      0  -0.457  -2.1079  -0.6111   0.0551
 QVE  C7   C  CR66   0   0.137  -1.7369   0.6874   0.0659
 QVE  C2   C  CR6    0   0.260  -2.7851   1.6636   0.0922
 QVE  N    N  NH2    0  -0.847  -4.0796   1.2290   0.1770
 QVE  C9   C  CR16   0  -0.464   0.2004  -1.2244   0.0201
 QVE  C8   C  CR6    0   0.469   0.5995   0.0897   0.0242
 QVE  OB   O  O2     0  -0.441   1.8593   0.5149   0.0100
 QVE  CG   C  CH2    0  -0.331   2.9140  -0.4313  -0.0062
 QVE  CD   C  C      0   0.383   4.2747   0.2858  -0.0123
 QVE  OE2  O  O      0  -0.588   4.2878   1.5244   0.0051
 QVE  OE1  O  OC    -1  -0.621   5.2448  -0.4962  -0.0344
 QVE  C6   C  CR66   0  -0.026  -0.3920   1.1149   0.0443
 QVE  C5   C  CR16   0  -0.347  -0.0760   2.4901   0.0393
 QVE  C4   C  CR16   0  -0.251  -1.0991   3.4039   0.0501
 QVE  C3   C  CR16   0  -0.354  -2.4434   3.0031   0.0753
 QVE  H2   H  HNH2   0   0.379  -4.7919   1.8553  -0.1595
 QVE  H3   H  HNH2   0   0.380  -4.2230   0.2638  -0.0748
 QVE  H4   H  HCR6   0   0.273   0.9081  -2.0389   0.0054
 QVE  H5   H  HCH2   0   0.233   2.8549  -1.0854   0.8717
 QVE  H6   H  HCH2   0   0.233   2.8395  -1.0733  -0.8917
 QVE  H8   H  HCR6   0   0.246   0.9551   2.8151   0.0241
 QVE  H9   H  HCR6   0   0.250  -0.8740   4.4630   0.0408
 QVE  H10  H  HCR6   0   0.252  -3.2247   3.7534   0.0876
 QVE  OXT  O  OC    -1  -0.587  -2.8346  -3.2212   0.0266

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
 QVE  N    C2   single    1.368  0.020  1.368
 QVE  O    C    deloc     1.247  0.020  1.247
 QVE  C2   C3   aromatic  1.383  0.020  1.383
 QVE  C2   C7   aromatic  1.433  0.020  1.433
 QVE  N11  C7   aromatic  1.350  0.020  1.350
 QVE  N11  C10  aromatic  1.308  0.020  1.308
 QVE  C    C10  single    1.534  0.020  1.534
 QVE  C3   C4   aromatic  1.403  0.020  1.403
 QVE  C7   C6   aromatic  1.411  0.020  1.411
 QVE  C10  C9   aromatic  1.411  0.020  1.411
 QVE  C4   C5   aromatic  1.372  0.020  1.372
 QVE  C6   C5   aromatic  1.411  0.020  1.411
 QVE  C6   C8   aromatic  1.426  0.020  1.426
 QVE  C9   C8   aromatic  1.373  0.020  1.373
 QVE  C8   OB   single    1.330  0.020  1.330
 QVE  CG   OB   single    1.417  0.020  1.417
 QVE  CG   CD   single    1.538  0.020  1.538
 QVE  OE2  CD   deloc     1.239  0.020  1.239
 QVE  CD   OE1  deloc     1.246  0.020  1.246
 QVE  N    H2   single    0.890  0.020  1.040
 QVE  N    H3   single    0.890  0.020  1.040
 QVE  C9   H4   single    0.930  0.020  1.080
 QVE  CG   H5   single    0.970  0.020  1.090
 QVE  CG   H6   single    0.970  0.020  1.090
 QVE  C5   H8   single    0.930  0.020  1.080
 QVE  C4   H9   single    0.930  0.020  1.080
 QVE  C3   H10  single    0.930  0.020  1.080
 QVE  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
 QVE  OXT  C    C10  116.78  3.000
 QVE  OXT  C    O    127.40  3.000
 QVE  C10  C    O    115.83  3.000
 QVE  C9   C10  N11  122.82  3.000
 QVE  C9   C10  C    119.07  3.000
 QVE  N11  C10  C    118.11  3.000
 QVE  C7   N11  C10  118.71  3.000
 QVE  C6   C7   C2   119.41  3.000
 QVE  C6   C7   N11  123.57  3.000
 QVE  C2   C7   N11  117.02  3.000
 QVE  C3   C2   N    122.85  3.000
 QVE  C3   C2   C7   118.63  3.000
 QVE  N    C2   C7   118.49  3.000
 QVE  H3   N    H2   114.32  3.000
 QVE  H3   N    C2   115.05  3.000
 QVE  H2   N    C2   116.82  3.000
 QVE  H4   C9   C8   122.12  3.000
 QVE  H4   C9   C10  118.47  3.000
 QVE  C8   C9   C10  119.42  3.000
 QVE  C6   C8   OB   115.40  3.000
 QVE  OB   C8   C9   125.54  3.000
 QVE  C6   C8   C9   119.06  3.000
 QVE  CG   OB   C8   119.46  3.000
 QVE  H6   CG   H5   107.08  3.000
 QVE  H6   CG   CD   109.26  3.000
 QVE  H5   CG   CD   109.21  3.000
 QVE  H6   CG   OB   110.47  3.000
 QVE  H5   CG   OB   110.44  3.000
 QVE  CD   CG   OB   110.32  3.000
 QVE  OE1  CD   OE2  128.27  3.000
 QVE  OE1  CD   CG   113.34  3.000
 QVE  OE2  CD   CG   118.39  3.000
 QVE  C5   C6   C8   123.01  3.000
 QVE  C8   C6   C7   116.42  3.000
 QVE  C5   C6   C7   120.58  3.000
 QVE  H8   C5   C4   120.74  3.000
 QVE  H8   C5   C6   120.43  3.000
 QVE  C4   C5   C6   118.83  3.000
 QVE  H9   C4   C3   118.60  3.000
 QVE  H9   C4   C5   119.77  3.000
 QVE  C3   C4   C5   121.63  3.000
 QVE  H10  C3   C4   119.56  3.000
 QVE  H10  C3   C2   119.52  3.000
 QVE  C4   C3   C2   120.92  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
 QVE  CONST_01  C2   C7   N11  C10   180.00   0.0  0
 QVE  CONST_02  C6   C7   N11  C10     0.00   0.0  0
 QVE  CONST_03  C6   C8   C9   C10     0.00   0.0  0
 QVE  CONST_04  C3   C2   C7   N11   180.00   0.0  0
 QVE  CONST_05  C5   C6   C7   N11   180.00   0.0  0
 QVE  CONST_06  C8   C6   C7   N11     0.00   0.0  0
 QVE  CONST_07  C8   C9   C10  N11     0.00   0.0  0
 QVE  CONST_08  C4   C3   C2   C7      0.00   0.0  0
 QVE  CONST_09  C9   C10  N11  C7      0.00   0.0  0
 QVE  CONST_10  C4   C5   C6   C7      0.00   0.0  0
 QVE  CONST_11  C9   C8   C6   C7      0.00   0.0  0
 QVE  CONST_12  C5   C4   C3   C2      0.00   0.0  0
 QVE  CONST_13  C5   C6   C7   C2      0.00   0.0  0
 QVE  CONST_14  C8   C6   C7   C2    180.00   0.0  0
 QVE  CONST_15  C5   C6   C8   C9    180.00   0.0  0
 QVE  CONST_16  C4   C5   C6   C8    180.00   0.0  0
 QVE  CONST_17  C3   C2   C7   C6      0.00   0.0  0
 QVE  CONST_18  C3   C4   C5   C6      0.00   0.0  0
 QVE  CONST_19  C7   N11  C10  C     180.00   0.0  0
 QVE  CONST_20  C8   C9   C10  C     180.00   0.0  0
 QVE  CONST_21  OB   C8   C9   C10   180.00   0.0  0
 QVE  CONST_22  N    C2   C7   N11     0.00   0.0  0
 QVE  CONST_23  OB   C8   C6   C7    180.00   0.0  0
 QVE  CONST_24  C4   C3   C2   N     180.00   0.0  0
 QVE  CONST_25  C6   C7   C2   N     180.00   0.0  0
 QVE  CONST_26  C5   C6   C8   OB      0.00   0.0  0
 QVE  CONST_27  H4   C9   C10  N11   180.00   0.0  0
 QVE  CONST_28  H10  C3   C2   C7    180.00   0.0  0
 QVE  CONST_29  H8   C5   C6   C7    180.00   0.0  0
 QVE  CONST_30  H9   C4   C3   C2    180.00   0.0  0
 QVE  Var_01    N11  C10  C    O    -179.69  30.0  2
 QVE  Var_02    C6   C8   OB   CG    179.80  30.0  3
 QVE  Var_03    CD   CG   OB   C8   -179.67  30.0  1
 QVE  Var_04    OE2  CD   CG   OB      0.43  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
 QVE  plan-1  C    0.020
 QVE  plan-1  C10  0.020
 QVE  plan-1  N11  0.020
 QVE  plan-1  C7   0.020
 QVE  plan-1  C2   0.020
 QVE  plan-1  N    0.020
 QVE  plan-1  C9   0.020
 QVE  plan-1  C8   0.020
 QVE  plan-1  OB   0.020
 QVE  plan-1  C6   0.020
 QVE  plan-1  C5   0.020
 QVE  plan-1  C4   0.020
 QVE  plan-1  C3   0.020
 QVE  plan-1  H4   0.020
 QVE  plan-1  H8   0.020
 QVE  plan-1  H9   0.020
 QVE  plan-1  H10  0.020
 QVE  plan-2  C2   0.020
 QVE  plan-2  N    0.020
 QVE  plan-2  H2   0.020
 QVE  plan-2  H3   0.020
 QVE  plan-3  O    0.020
 QVE  plan-3  C    0.020
 QVE  plan-3  C10  0.020
 QVE  plan-3  OXT  0.020
 QVE  plan-4  CG   0.020
 QVE  plan-4  CD   0.020
 QVE  plan-4  OE2  0.020
 QVE  plan-4  OE1  0.020

