# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 12:47:35 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  19  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  OH1   0  -0.575  -2.8599  -0.2330   0.0547
 HWA  CAE  C  C     0   0.539  -1.9646   0.7322   0.0555
 HWA  OAK  O  O     0  -0.446  -2.2318   1.9115   0.0811
 HWA  CAD  C  CR6   0   0.076  -0.5686   0.2541   0.0206
 HWA  NAC  N  NR16  0  -0.694   0.3623   1.2634   0.0165
 HWA  CAB  C  CR6   0   0.377   1.6821   1.0535  -0.0161
 HWA  CAA  C  CH3   0  -0.731   2.5617   2.2582  -0.0156
 HWA  CAG  C  CR16  0  -0.521   2.1664  -0.2312  -0.0482
 HWA  CAH  C  CR6   0   0.387   1.2957  -1.3485  -0.0454
 HWA  OAL  O  O     0  -0.524   1.6200  -2.5469  -0.0709
 HWA  CAI  C  CR6   0   0.230  -0.1386  -1.0383  -0.0081
 HWA  OAJ  O  OH1   0  -0.597  -0.9401  -2.0931  -0.0053
 HWA  H1   H  HOH1  0   0.493  -3.7518   0.1468   0.0777
 HWA  H2   H  HNR6  0   0.428   0.0085   2.2112   0.0415
 HWA  H3   H  HCH3  0   0.273   2.3972   2.8605   0.8787
 HWA  H4   H  HCH3  0   0.270   3.6083   1.9684  -0.0437
 HWA  H5   H  HCH3  0   0.273   2.3580   2.8898  -0.8812
 HWA  H6   H  HCR6  0   0.273   3.2359  -0.3896  -0.0753
 HWA  H7   H  HOH1  0   0.469  -0.3446  -2.8672  -0.0311

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  1.242  0.020  1.242
 HWA  OAJ  CAI  single  1.325  0.020  1.325
 HWA  CAH  CAI  single  1.468  0.020  1.468
 HWA  CAH  CAG  single  1.416  0.020  1.416
 HWA  CAI  CAD  double  1.362  0.020  1.362
 HWA  CAG  CAB  double  1.373  0.020  1.373
 HWA  OAK  CAE  double  1.209  0.020  1.209
 HWA  CAD  CAE  single  1.476  0.020  1.476
 HWA  CAD  NAC  single  1.373  0.020  1.373
 HWA  CAE  OAF  single  1.317  0.020  1.317
 HWA  CAB  NAC  single  1.337  0.020  1.337
 HWA  CAB  CAA  single  1.492  0.020  1.492
 HWA  OAF  H1   single  0.850  0.020  0.980
 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  H1   OAF  CAE  109.77  3.000
 HWA  CAD  CAE  OAK  121.69  3.000
 HWA  CAD  CAE  OAF  113.93  3.000
 HWA  OAK  CAE  OAF  124.38  3.000
 HWA  CAI  CAD  NAC  118.90  3.000
 HWA  NAC  CAD  CAE  113.77  3.000
 HWA  CAI  CAD  CAE  127.33  3.000
 HWA  H2   NAC  CAB  119.53  3.000
 HWA  H2   NAC  CAD  116.83  3.000
 HWA  CAB  NAC  CAD  123.64  3.000
 HWA  CAG  CAB  CAA  123.20  3.000
 HWA  CAA  CAB  NAC  117.09  3.000
 HWA  CAG  CAB  NAC  119.71  3.000
 HWA  H5   CAA  H4   108.30  3.000
 HWA  H5   CAA  H3   107.63  3.000
 HWA  H4   CAA  H3   108.29  3.000
 HWA  H5   CAA  CAB  110.94  3.000
 HWA  H4   CAA  CAB  110.65  3.000
 HWA  H3   CAA  CAB  110.93  3.000
 HWA  H6   CAG  CAH  119.50  3.000
 HWA  H6   CAG  CAB  119.10  3.000
 HWA  CAH  CAG  CAB  121.40  3.000
 HWA  CAI  CAH  OAL  117.36  3.000
 HWA  CAI  CAH  CAG  115.72  3.000
 HWA  OAL  CAH  CAG  126.91  3.000
 HWA  OAJ  CAI  CAH  115.02  3.000
 HWA  CAH  CAI  CAD  120.63  3.000
 HWA  OAJ  CAI  CAD  124.35  3.000
 HWA  H7   OAJ  CAI  105.19  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  CONST_01  H1   OAF  CAE  CAD  180.00   0.0  0
 HWA  Var_01    CAI  CAD  CAE  OAF   -0.16  30.0  2
 HWA  Var_02    H3   CAA  CAB  NAC   59.80  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
 HWA  plan-2  H1   0.020

