# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 13:26:30 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: 3-hydroxy-6-methyl-4-oxo-1,4-dihydropyridine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC(=O)C(=C(N1)C(O)=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
 HWA  HWA  '3-hydroxy-6-methyl-4-oxo-1,4-dihydropyridine-2-carboxylic acid'  ligand  18  12  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HWA
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
 HWA  OAF  O  OC    -1  -0.679  -2.8988  -0.0255  -0.2589
 HWA  CAE  C  C      0   0.350  -2.0113   0.7629   0.0856
 HWA  OAK  O  O      0  -0.365  -2.1172   1.9813   0.3729
 HWA  CAD  C  CR6    0  -0.007  -0.5889   0.2708   0.0463
 HWA  NAC  N  NR16   0  -0.593   0.3408   1.2733   0.0446
 HWA  CAB  C  CR6    0   0.247   1.6467   1.0906   0.0032
 HWA  CAA  C  CH3    0  -0.687   2.5242   2.3077   0.0252
 HWA  CAG  C  CR16   0  -0.412   2.1531  -0.1891  -0.0459
 HWA  CAH  C  CR6    0   0.299   1.2920  -1.3300  -0.0345
 HWA  OAL  O  O      0  -0.518   1.6643  -2.5206  -0.0314
 HWA  CAI  C  CR6    0   0.090  -0.1354  -1.0287   0.0077
 HWA  OAJ  O  OH1    0  -0.558  -0.9528  -2.0915   0.0090
 HWA  H2   H  HNR6   0   0.393  -0.0589   2.2014   0.1395
 HWA  H3   H  HCH3   0   0.278   2.4201   2.7967   0.9984
 HWA  H4   H  HCH3   0   0.247   3.5672   2.0216  -0.0989
 HWA  H5   H  HCH3   0   0.239   2.2559   3.0343  -0.7424
 HWA  H6   H  HCR6   0   0.256   3.2113  -0.3530  -0.0791
 HWA  H7   H  HOH1   0   0.421  -0.3717  -2.8678   0.0029

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
 HWA  OAL  CAH  double  1.248  0.020  1.248
 HWA  OAJ  CAI  single  1.341  0.020  1.341
 HWA  CAH  CAI  single  1.460  0.020  1.460
 HWA  CAH  CAG  single  1.429  0.020  1.429
 HWA  CAI  CAD  double  1.377  0.020  1.377
 HWA  CAG  CAB  double  1.377  0.020  1.377
 HWA  OAK  CAE  deloc   1.256  0.020  1.256
 HWA  CAD  CAE  single  1.506  0.020  1.506
 HWA  CAD  NAC  single  1.367  0.020  1.367
 HWA  CAE  OAF  deloc   1.236  0.020  1.236
 HWA  CAB  NAC  single  1.319  0.020  1.319
 HWA  CAB  CAA  single  1.501  0.020  1.501
 HWA  NAC  H2   single  0.860  0.020  1.020
 HWA  CAA  H3   single  0.970  0.020  1.090
 HWA  CAA  H4   single  0.970  0.020  1.090
 HWA  CAA  H5   single  0.970  0.020  1.090
 HWA  CAG  H6   single  0.930  0.020  1.080
 HWA  OAJ  H7   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
 HWA  CAD  CAE  OAK  113.74  3.000
 HWA  CAD  CAE  OAF  117.56  3.000
 HWA  OAK  CAE  OAF  128.45  3.000
 HWA  CAI  CAD  NAC  117.90  3.000
 HWA  NAC  CAD  CAE  113.75  3.000
 HWA  CAI  CAD  CAE  128.34  3.000
 HWA  H2   NAC  CAB  121.29  3.000
 HWA  H2   NAC  CAD  113.74  3.000
 HWA  CAB  NAC  CAD  124.86  3.000
 HWA  CAG  CAB  CAA  122.63  3.000
 HWA  CAA  CAB  NAC  117.78  3.000
 HWA  CAG  CAB  NAC  119.59  3.000
 HWA  H5   CAA  H4   109.31  3.000
 HWA  H5   CAA  H3   107.75  3.000
 HWA  H4   CAA  H3   108.06  3.000
 HWA  H5   CAA  CAB  112.72  3.000
 HWA  H4   CAA  CAB  110.20  3.000
 HWA  H3   CAA  CAB  108.66  3.000
 HWA  H6   CAG  CAH  118.24  3.000
 HWA  H6   CAG  CAB  120.42  3.000
 HWA  CAH  CAG  CAB  121.33  3.000
 HWA  CAI  CAH  OAL  119.26  3.000
 HWA  CAI  CAH  CAG  115.13  3.000
 HWA  OAL  CAH  CAG  125.59  3.000
 HWA  OAJ  CAI  CAH  115.64  3.000
 HWA  CAH  CAI  CAD  121.18  3.000
 HWA  OAJ  CAI  CAD  123.18  3.000
 HWA  H7   OAJ  CAI  105.62  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
 HWA  Var_01  CAI  CAD  CAE  OAF  -18.29  30.0  2
 HWA  Var_02  H3   CAA  CAB  NAC   66.59  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
 HWA  plan-1  CAE  0.020
 HWA  plan-1  CAD  0.020
 HWA  plan-1  NAC  0.020
 HWA  plan-1  CAB  0.020
 HWA  plan-1  CAA  0.020
 HWA  plan-1  CAG  0.020
 HWA  plan-1  CAH  0.020
 HWA  plan-1  OAL  0.020
 HWA  plan-1  CAI  0.020
 HWA  plan-1  OAJ  0.020
 HWA  plan-1  H2   0.020
 HWA  plan-1  H6   0.020
 HWA  plan-2  OAF  0.020
 HWA  plan-2  CAE  0.020
 HWA  plan-2  OAK  0.020
 HWA  plan-2  CAD  0.020

