# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 24 21:08:27 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: (8S)-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7,8-dihydroquinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)c1cc(nc2[C@@H](O)CC=Cc12)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
 QUA  QUA  '(8S)-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7,8-dihydroquinoline-2-carboxylic acid'  ligand  30  17  .  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_QUA
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
 QUA  O12   O  O     0  -0.433   4.9445  -0.3242  -0.3419
 QUA  C11   C  C     0   0.522   4.5043   0.2450  -1.3119
 QUA  C2    C  CR6   0   0.081   3.0510   0.5117  -1.5093
 QUA  N1    N  N     0  -0.422   2.6767   1.1450  -2.6134
 QUA  C3    C  CR16  0  -0.349   2.1543   0.0943  -0.5371
 QUA  C9    C  CR6   0   0.164   1.3931   1.3958  -2.7845
 QUA  C4    C  CR6   0   0.190   0.7997   0.3450  -0.7008
 QUA  C8    C  CH1   0  -0.079   0.9811   2.0393  -4.0901
 QUA  C10   C  CR6   0   0.039   0.4011   1.0201  -1.8625
 QUA  O16   O  OH1   0  -0.655   0.7043   1.0320  -5.0438
 QUA  C7    C  CH2   0  -0.514  -0.1998   2.9728  -3.8765
 QUA  C13   C  CH1   0  -0.058  -0.2304  -0.1021   0.3221
 QUA  O15   O  OH1   0  -0.654  -1.0779  -1.0847  -0.2417
 QUA  C5    C  C1    0  -0.275  -0.9844   1.3941  -2.1427
 QUA  C14   C  CH3   0  -0.705   0.3545  -0.5627   1.6460
 QUA  C6    C  C1    0  -0.251  -1.2724   2.3145  -3.0684
 QUA  O1'   O  OH1   0  -0.583   5.2519   0.6965  -2.3026
 QUA  HC3   H  HCR6  0   0.279   2.5244  -0.4110   0.3431
 QUA  HC8   H  HCH1  0   0.265   1.8301   2.5998  -4.4835
 QUA  H16   H  HOH1  0   0.448  -0.1094   0.5819  -4.7895
 QUA  HC71  H  HCH2  0   0.271  -0.5861   3.3129  -4.8390
 QUA  HC72  H  HCH2  0   0.271   0.1392   3.8738  -3.3507
 QUA  H13   H  HCH1  0   0.249  -0.8803   0.7536   0.5264
 QUA  H15   H  HOH1  0   0.448  -0.5535  -1.8748  -0.4124
 QUA  HC5   H  H     0   0.268  -1.7807   0.9389  -1.5720
 QUA  H141  H  HCH3  0   0.240   0.9705   0.2118   2.1034
 QUA  H142  H  HCH3  0   0.232   0.9656  -1.4609   1.5362
 QUA  H143  H  HCH3  0   0.256  -0.4548  -0.7951   2.3376
 QUA  HC6   H  H     0   0.269  -2.3012   2.6121  -3.2283
 QUA  H1'   H  HOH1  0   0.487   6.1831   0.4974  -2.1230

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
 QUA  O12  C11   double    1.208  0.020  1.208
 QUA  C11  C2    single    1.491  0.020  1.491
 QUA  C11  O1'   single    1.321  0.020  1.321
 QUA  C2   N1    aromatic  1.327  0.020  1.327
 QUA  C2   C3    aromatic  1.387  0.020  1.387
 QUA  N1   C9    aromatic  1.319  0.020  1.319
 QUA  C3   C4    aromatic  1.387  0.020  1.387
 QUA  C3   HC3   single    0.930  0.020  1.080
 QUA  C9   C8    single    1.513  0.020  1.513
 QUA  C9   C10   aromatic  1.405  0.020  1.405
 QUA  C4   C10   aromatic  1.401  0.020  1.401
 QUA  C4   C13   single    1.519  0.020  1.519
 QUA  C8   O16   single    1.415  0.020  1.415
 QUA  C8   C7    single    1.520  0.020  1.520
 QUA  C8   HC8   single    0.970  0.020  1.090
 QUA  C10  C5    single    1.462  0.020  1.462
 QUA  O16  H16   single    0.850  0.020  0.980
 QUA  C7   C6    single    1.496  0.020  1.496
 QUA  C7   HC71  single    0.970  0.020  1.090
 QUA  C7   HC72  single    0.970  0.020  1.090
 QUA  C13  O15   single    1.415  0.020  1.415
 QUA  C13  C14   single    1.519  0.020  1.519
 QUA  C13  H13   single    0.970  0.020  1.090
 QUA  O15  H15   single    0.850  0.020  0.980
 QUA  C5   C6    double    1.337  0.020  1.337
 QUA  C5   HC5   single    0.930  0.020  1.080
 QUA  C14  H141  single    0.970  0.020  1.090
 QUA  C14  H142  single    0.970  0.020  1.090
 QUA  C14  H143  single    0.970  0.020  1.090
 QUA  C6   HC6   single    0.930  0.020  1.080
 QUA  O1'  H1'   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
 QUA  O1'   C11  C2    113.04  3.000
 QUA  O1'   C11  O12   123.87  3.000
 QUA  C2    C11  O12   123.09  3.000
 QUA  C3    C2   N1    123.00  3.000
 QUA  C3    C2   C11   118.93  3.000
 QUA  N1    C2   C11   118.07  3.000
 QUA  C9    N1   C2    118.25  3.000
 QUA  HC3   C3   C4    121.01  3.000
 QUA  HC3   C3   C2    119.36  3.000
 QUA  C4    C3   C2    119.62  3.000
 QUA  C10   C9   C8    119.19  3.000
 QUA  C10   C9   N1    123.43  3.000
 QUA  C8    C9   N1    117.25  3.000
 QUA  C13   C4   C10   120.47  3.000
 QUA  C13   C4   C3    121.97  3.000
 QUA  C10   C4   C3    117.55  3.000
 QUA  HC8   C8   C7    109.86  3.000
 QUA  HC8   C8   O16   105.96  3.000
 QUA  C7    C8   O16   112.34  3.000
 QUA  HC8   C8   C9    108.53  3.000
 QUA  C7    C8   C9    110.58  3.000
 QUA  O16   C8   C9    109.41  3.000
 QUA  C5    C10  C4    123.47  3.000
 QUA  C5    C10  C9    118.34  3.000
 QUA  C4    C10  C9    118.15  3.000
 QUA  H16   O16  C8    108.64  3.000
 QUA  HC72  C7   HC71  106.03  3.000
 QUA  HC72  C7   C6    108.92  3.000
 QUA  HC71  C7   C6    111.09  3.000
 QUA  HC72  C7   C8    109.37  3.000
 QUA  HC71  C7   C8    110.02  3.000
 QUA  C6    C7   C8    111.26  3.000
 QUA  H13   C13  C14   107.65  3.000
 QUA  H13   C13  O15   105.18  3.000
 QUA  C14   C13  O15   111.56  3.000
 QUA  H13   C13  C4    107.37  3.000
 QUA  C14   C13  C4    114.52  3.000
 QUA  O15   C13  C4    110.01  3.000
 QUA  H15   O15  C13   108.30  3.000
 QUA  HC5   C5   C6    119.81  3.000
 QUA  HC5   C5   C10   119.30  3.000
 QUA  C6    C5   C10   120.86  3.000
 QUA  H143  C14  H142  107.71  3.000
 QUA  H143  C14  H141  107.75  3.000
 QUA  H142  C14  H141  108.08  3.000
 QUA  H143  C14  C13   109.38  3.000
 QUA  H142  C14  C13   112.17  3.000
 QUA  H141  C14  C13   111.58  3.000
 QUA  HC6   C6   C5    119.75  3.000
 QUA  HC6   C6   C7    118.73  3.000
 QUA  C5    C6   C7    121.51  3.000
 QUA  H1'   O1'  C11   109.56  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
 QUA  CONST_01  C10  C9   N1   C2      0.00   0.0  0
 QUA  CONST_02  C10  C4   C3   C2      0.00   0.0  0
 QUA  CONST_03  C4   C3   C2   N1      0.00   0.0  0
 QUA  CONST_04  C4   C10  C9   N1      0.00   0.0  0
 QUA  CONST_05  C9   N1   C2   C3      0.00   0.0  0
 QUA  CONST_06  C9   C10  C4   C3      0.00   0.0  0
 QUA  CONST_07  C9   N1   C2   C11   180.00   0.0  0
 QUA  CONST_08  C4   C3   C2   C11   180.00   0.0  0
 QUA  CONST_09  C13  C4   C3   C2    180.00   0.0  0
 QUA  CONST_10  C13  C4   C10  C9    180.00   0.0  0
 QUA  CONST_11  C5   C10  C4   C13     0.00   0.0  0
 QUA  CONST_12  HC3  C3   C2   N1    180.00   0.0  0
 QUA  CONST_13  H1'  O1'  C11  C2    180.00   0.0  0
 QUA  Var_01    C6   C5   C10  C9    -15.00  30.0  1
 QUA  Var_02    C5   C6   C7   C8     30.81  30.0  1
 QUA  Var_03    C7   C6   C5   C10     1.54  30.0  1
 QUA  Var_04    N1   C2   C11  O12  -179.97  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 QUA  chir_01  C8   C9   O16  C7   negativ
 QUA  chir_02  C13  O15  C4   C14  positiv

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
 QUA  plan-1  O12  0.020
 QUA  plan-1  C11  0.020
 QUA  plan-1  C2   0.020
 QUA  plan-1  O1'  0.020
 QUA  plan-1  H1'  0.020
 QUA  plan-2  C11  0.020
 QUA  plan-2  C2   0.020
 QUA  plan-2  N1   0.020
 QUA  plan-2  C3   0.020
 QUA  plan-2  C9   0.020
 QUA  plan-2  C4   0.020
 QUA  plan-2  C8   0.020
 QUA  plan-2  C10  0.020
 QUA  plan-2  C13  0.020
 QUA  plan-2  C5   0.020
 QUA  plan-2  HC3  0.020

