# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:57:34 2022
#   Inital geometry file: a 75 line input string
#   Ligand name: 3-(8-hydroxyquinolin-3-yl)-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cnc2c(O)cccc2c1)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
 HQA  HQA  3-(8-hydroxyquinolin-3-yl)-L-alanine  L-peptide  28  17  .  2012-08-28  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_HQA
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
 HQA  OXT   O  OC    -1  -0.610  22.8388  43.0603   -3.4155
 HQA  C     C  C      0   0.403  21.8928  43.6626   -3.9603
 HQA  O     O  O      0  -0.595  20.7035  43.6883   -3.5908
 HQA  CA    C  CH1    0  -0.201  22.2660  44.5153   -5.1996
 HQA  N     N  NH2    0  -0.791  21.1028  44.8056   -6.0125
 HQA  C03   C  CH2    0  -0.529  23.0227  45.7682   -4.6936
 HQA  C04   C  CR6    0   0.049  23.5212  46.6166   -5.8184
 HQA  C05   C  CR16   0  -0.111  24.6970  46.2367   -6.5134
 HQA  N06   N  N      0  -0.410  25.1933  46.8690   -7.5386
 HQA  C07   C  CR66   0   0.121  24.5501  47.9714   -7.9854
 HQA  C08   C  CR6    0   0.309  25.0838  48.6690   -9.1078
 HQA  O09   O  OH1    0  -0.609  26.1989  48.1650   -9.6572
 HQA  C10   C  CR16   0  -0.401  24.4498  49.7977   -9.5699
 HQA  C11   C  CR16   0  -0.246  23.2783  50.2682   -8.9483
 HQA  C12   C  CR16   0  -0.344  22.7379  49.6182   -7.8731
 HQA  C13   C  CR66   0   0.105  23.3691  48.4569   -7.3753
 HQA  C14   C  CR16   0  -0.267  22.8688  47.7321   -6.2695
 HQA  HA    H  HCH1   0   0.212  22.9711  43.9361   -5.8068
 HQA  HN    H  HNH2   0   0.326  20.3754  45.1859   -5.4202
 HQA  HNA   H  HNH2   0   0.335  21.3156  45.5081   -6.7107
 HQA  H03   H  HCH2   0   0.240  22.3560  46.3515   -4.0521
 HQA  H03A  H  HCH2   0   0.242  23.8652  45.4442   -4.0781
 HQA  H05   H  HCR6   0   0.253  25.2398  45.3570   -6.1758
 HQA  HO09  H  HOH1   0   0.475  26.4776  48.7068  -10.4050
 HQA  H10   H  HCR6   0   0.270  24.8519  50.3332  -10.4227
 HQA  H11   H  HCR6   0   0.260  22.8050  51.1601   -9.3379
 HQA  H12   H  HCR6   0   0.253  21.8356  49.9790   -7.3957
 HQA  H14   H  HCR6   0   0.261  21.9666  48.0777   -5.7762

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
 HQA  C    OXT   deloc     1.247  0.020  1.247
 HQA  CA   C     single    1.525  0.021  1.525
 HQA  C    O     deloc     1.231  0.020  1.231
 HQA  N    CA    single    1.458  0.019  1.458
 HQA  CA   C03   single    1.549  0.020  1.549
 HQA  CA   HA    single    0.970  0.020  0.970
 HQA  N    HN    single    0.890  0.020  1.040
 HQA  N    HNA   single    0.890  0.020  1.040
 HQA  C04  C03   single    1.494  0.020  1.494
 HQA  C03  H03   single    0.970  0.020  1.090
 HQA  C03  H03A  single    0.970  0.020  1.090
 HQA  C14  C04   aromatic  1.369  0.020  1.369
 HQA  C05  C04   aromatic  1.418  0.020  1.418
 HQA  N06  C05   aromatic  1.303  0.020  1.303
 HQA  C05  H05   single    0.930  0.020  1.080
 HQA  C07  N06   aromatic  1.352  0.020  1.352
 HQA  C08  C07   aromatic  1.425  0.020  1.425
 HQA  C07  C13   aromatic  1.415  0.020  1.415
 HQA  C10  C08   aromatic  1.375  0.020  1.375
 HQA  O09  C08   single    1.341  0.020  1.341
 HQA  O09  HO09  single    0.850  0.020  0.980
 HQA  C10  C11   aromatic  1.407  0.020  1.407
 HQA  C10  H10   single    0.930  0.020  1.080
 HQA  C11  C12   aromatic  1.368  0.020  1.368
 HQA  C11  H11   single    0.930  0.020  1.080
 HQA  C12  C13   aromatic  1.412  0.020  1.412
 HQA  C12  H12   single    0.930  0.020  1.080
 HQA  C13  C14   aromatic  1.414  0.020  1.414
 HQA  C14  H14   single    0.930  0.020  1.080

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
 HQA  CA    C    O    120.80  1.700
 HQA  O     C    OXT  127.21  3.000
 HQA  CA    C    OXT  115.63  3.000
 HQA  HA    CA   C03  107.10  3.000
 HQA  HA    CA   N    110.00  3.000
 HQA  C03   CA   N    114.43  3.000
 HQA  HA    CA   C    109.00  3.000
 HQA  C03   CA   C    107.55  3.000
 HQA  N     CA   C    111.00  2.800
 HQA  HNA   N    HN   107.08  3.000
 HQA  HNA   N    CA   110.92  3.000
 HQA  HN    N    CA   108.90  3.000
 HQA  H03A  C03  H03  107.33  3.000
 HQA  H03A  C03  C04  109.58  3.000
 HQA  H03   C03  C04  110.00  3.000
 HQA  H03A  C03  CA   108.72  3.000
 HQA  H03   C03  CA   108.98  3.000
 HQA  C04   C03  CA   112.11  3.000
 HQA  C14   C04  C05  116.88  3.000
 HQA  C05   C04  C03  119.57  3.000
 HQA  C14   C04  C03  123.49  3.000
 HQA  H05   C05  N06  116.54  3.000
 HQA  H05   C05  C04  118.60  3.000
 HQA  N06   C05  C04  124.87  3.000
 HQA  C07   N06  C05  118.33  3.000
 HQA  C13   C07  C08  118.95  3.000
 HQA  C13   C07  N06  122.29  3.000
 HQA  C08   C07  N06  118.76  3.000
 HQA  C10   C08  O09  123.66  3.000
 HQA  O09   C08  C07  116.74  3.000
 HQA  C10   C08  C07  119.60  3.000
 HQA  HO09  O09  C08  110.29  3.000
 HQA  H10   C10  C11  119.41  3.000
 HQA  H10   C10  C08  119.93  3.000
 HQA  C11   C10  C08  120.66  3.000
 HQA  H11   C11  C12  120.12  3.000
 HQA  H11   C11  C10  118.73  3.000
 HQA  C12   C11  C10  121.15  3.000
 HQA  H12   C12  C13  119.41  3.000
 HQA  H12   C12  C11  121.17  3.000
 HQA  C13   C12  C11  119.42  3.000
 HQA  C14   C13  C12  122.62  3.000
 HQA  C14   C13  C07  117.17  3.000
 HQA  C12   C13  C07  120.21  3.000
 HQA  H14   C14  C13  119.13  3.000
 HQA  H14   C14  C04  120.40  3.000
 HQA  C13   C14  C04  120.46  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
 HQA  CONST_01  C07  C13  C14  C04    0.00   0.0  0
 HQA  CONST_02  C12  C13  C14  C04  180.00   0.0  0
 HQA  CONST_03  C07  N06  C05  C04    0.00   0.0  0
 HQA  CONST_04  C13  C14  C04  C05    0.00   0.0  0
 HQA  CONST_05  C08  C07  N06  C05  180.00   0.0  0
 HQA  CONST_06  C13  C07  N06  C05    0.00   0.0  0
 HQA  CONST_07  C14  C04  C05  N06    0.00   0.0  0
 HQA  CONST_08  C10  C08  C07  N06  180.00   0.0  0
 HQA  CONST_09  C12  C13  C07  N06  180.00   0.0  0
 HQA  CONST_10  C14  C13  C07  N06    0.00   0.0  0
 HQA  CONST_11  C11  C10  C08  C07    0.00   0.0  0
 HQA  CONST_12  C11  C12  C13  C07    0.00   0.0  0
 HQA  CONST_13  C12  C13  C07  C08    0.00   0.0  0
 HQA  CONST_14  C14  C13  C07  C08  180.00   0.0  0
 HQA  CONST_15  C12  C11  C10  C08    0.00   0.0  0
 HQA  CONST_16  C13  C07  C08  C10    0.00   0.0  0
 HQA  CONST_17  C13  C12  C11  C10    0.00   0.0  0
 HQA  CONST_18  C14  C13  C12  C11  180.00   0.0  0
 HQA  CONST_19  C13  C14  C04  C03  180.00   0.0  0
 HQA  CONST_20  N06  C05  C04  C03  180.00   0.0  0
 HQA  CONST_21  O09  C08  C07  N06    0.00   0.0  0
 HQA  CONST_22  C13  C07  C08  O09  180.00   0.0  0
 HQA  CONST_23  C11  C10  C08  O09  180.00   0.0  0
 HQA  CONST_24  H14  C14  C04  C05  180.00   0.0  0
 HQA  CONST_25  H05  C05  N06  C07  180.00   0.0  0
 HQA  CONST_26  H10  C10  C08  C07  180.00   0.0  0
 HQA  CONST_27  H12  C12  C13  C07  180.00   0.0  0
 HQA  CONST_28  H11  C11  C10  C08  180.00   0.0  0
 HQA  Var_01    C14  C04  C03  CA    98.26  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
 HQA  chir_01  CA  C  N  C03  negativ

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
 HQA  plan-1  C03  0.020
 HQA  plan-1  C04  0.020
 HQA  plan-1  C05  0.020
 HQA  plan-1  N06  0.020
 HQA  plan-1  C07  0.020
 HQA  plan-1  C08  0.020
 HQA  plan-1  O09  0.020
 HQA  plan-1  C10  0.020
 HQA  plan-1  C11  0.020
 HQA  plan-1  C12  0.020
 HQA  plan-1  C13  0.020
 HQA  plan-1  C14  0.020
 HQA  plan-1  H05  0.020
 HQA  plan-1  H10  0.020
 HQA  plan-1  H11  0.020
 HQA  plan-1  H12  0.020
 HQA  plan-1  H14  0.020
 HQA  plan-2  OXT  0.020
 HQA  plan-2  C    0.020
 HQA  plan-2  O    0.020
 HQA  plan-2  CA   0.020

