# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 04:20:34 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 3-hydroxy-6-(2-methylphenyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccccc1C2=CC(=O)C(=C(N2)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
 HNS  HNS  '3-hydroxy-6-(2-methylphenyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid'  ligand  29  18  .  2022-07-25  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_HNS
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
 HNS  OAB  O  O     0  -0.444   1.8889  -2.7023   0.6614
 HNS  CAL  C  C     0   0.535   2.4671  -1.6610   0.4518
 HNS  OAD  O  OH1   0  -0.574   3.7754  -1.5249   0.4302
 HNS  CAQ  C  CR6   0   0.079   1.7294  -0.4076   0.1958
 HNS  NAK  N  NR16  0  -0.698   0.3661  -0.5556   0.2381
 HNS  CAO  C  CR6   0   0.239   2.2506   0.8253  -0.0619
 HNS  OAE  O  OH1   0  -0.594   3.5465   1.0843  -0.1301
 HNS  CAR  C  CR6   0   0.383   1.3710   1.9788  -0.2877
 HNS  OAC  O  O     0  -0.517   1.9089   3.0738  -0.5113
 HNS  CAJ  C  CR16  0  -0.500  -0.0206   1.7109  -0.2370
 HNS  CAN  C  CR6   0   0.328  -0.4909   0.4492   0.0292
 HNS  CAP  C  CR6   0  -0.002  -1.9348   0.1429   0.1057
 HNS  CAI  C  CR16  0  -0.261  -2.7001   0.8153   1.0555
 HNS  CAG  C  CR16  0  -0.262  -4.0589   0.5687   1.1699
 HNS  CAF  C  CR16  0  -0.237  -4.6565  -0.3513   0.3210
 HNS  CAH  C  CR16  0  -0.293  -3.8971  -1.0094  -0.6357
 HNS  CAM  C  CR6   0   0.091  -2.5295  -0.7803  -0.7651
 HNS  CAA  C  CH3   0  -0.751  -1.7475  -1.4932  -1.8326
 HNS  H1   H  HOH1  0   0.494   4.1970  -2.3780   0.6163
 HNS  H2   H  HNR6  0   0.428   0.0152  -1.4691   0.4949
 HNS  H3   H  HOH1  0   0.471   3.6119   2.0401  -0.3202
 HNS  H4   H  HCR6  0   0.278  -0.7258   2.5101  -0.4182
 HNS  H5   H  HCR6  0   0.262  -2.2216   1.5285   1.7150
 HNS  H6   H  HCR6  0   0.262  -4.6438   1.0899   1.9156
 HNS  H7   H  HCR6  0   0.262  -5.7170  -0.5535   0.3966
 HNS  H8   H  HCR6  0   0.257  -4.3782  -1.7108  -1.3066
 HNS  H9   H  HCH3  0   0.251  -1.1619  -2.3216  -1.4292
 HNS  H10  H  HCH3  0   0.260  -2.4171  -1.9135  -2.5811
 HNS  H11  H  HCH3  0   0.252  -1.0547  -0.8256  -2.3458

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
 HNS  OAC  CAR  double    1.240  0.020  1.240
 HNS  OAE  CAO  single    1.323  0.020  1.323
 HNS  CAR  CAO  single    1.468  0.020  1.468
 HNS  CAR  CAJ  single    1.418  0.020  1.418
 HNS  CAO  CAQ  double    1.363  0.020  1.363
 HNS  CAJ  CAN  double    1.373  0.020  1.373
 HNS  OAB  CAL  double    1.209  0.020  1.209
 HNS  CAQ  CAL  single    1.477  0.020  1.477
 HNS  CAQ  NAK  single    1.372  0.020  1.372
 HNS  CAL  OAD  single    1.316  0.020  1.316
 HNS  CAA  CAM  single    1.503  0.020  1.503
 HNS  CAN  NAK  single    1.337  0.020  1.337
 HNS  CAN  CAP  single    1.478  0.020  1.478
 HNS  CAM  CAP  aromatic  1.401  0.020  1.401
 HNS  CAM  CAH  aromatic  1.393  0.020  1.393
 HNS  CAP  CAI  aromatic  1.393  0.020  1.393
 HNS  CAH  CAF  aromatic  1.387  0.020  1.387
 HNS  CAI  CAG  aromatic  1.386  0.020  1.386
 HNS  CAF  CAG  aromatic  1.387  0.020  1.387
 HNS  OAD  H1   single    0.850  0.020  0.980
 HNS  NAK  H2   single    0.860  0.020  1.020
 HNS  OAE  H3   single    0.850  0.020  0.980
 HNS  CAJ  H4   single    0.930  0.020  1.080
 HNS  CAI  H5   single    0.930  0.020  1.080
 HNS  CAG  H6   single    0.930  0.020  1.080
 HNS  CAF  H7   single    0.930  0.020  1.080
 HNS  CAH  H8   single    0.930  0.020  1.080
 HNS  CAA  H9   single    0.970  0.020  1.090
 HNS  CAA  H10  single    0.970  0.020  1.090
 HNS  CAA  H11  single    0.970  0.020  1.090

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
 HNS  CAQ  CAL  OAD  113.96  3.000
 HNS  OAD  CAL  OAB  124.57  3.000
 HNS  CAQ  CAL  OAB  121.47  3.000
 HNS  H1   OAD  CAL  109.77  3.000
 HNS  CAO  CAQ  NAK  118.91  3.000
 HNS  NAK  CAQ  CAL  113.55  3.000
 HNS  CAO  CAQ  CAL  127.55  3.000
 HNS  H2   NAK  CAN  119.72  3.000
 HNS  H2   NAK  CAQ  116.74  3.000
 HNS  CAN  NAK  CAQ  123.44  3.000
 HNS  CAR  CAO  OAE  115.15  3.000
 HNS  CAR  CAO  CAQ  120.71  3.000
 HNS  OAE  CAO  CAQ  124.14  3.000
 HNS  H3   OAE  CAO  105.50  3.000
 HNS  CAJ  CAR  OAC  126.78  3.000
 HNS  CAJ  CAR  CAO  115.72  3.000
 HNS  OAC  CAR  CAO  117.49  3.000
 HNS  H4   CAJ  CAN  119.24  3.000
 HNS  H4   CAJ  CAR  119.63  3.000
 HNS  CAN  CAJ  CAR  121.12  3.000
 HNS  CAP  CAN  CAJ  122.37  3.000
 HNS  CAP  CAN  NAK  117.54  3.000
 HNS  CAJ  CAN  NAK  120.09  3.000
 HNS  CAM  CAP  CAI  120.57  3.000
 HNS  CAI  CAP  CAN  118.17  3.000
 HNS  CAM  CAP  CAN  121.26  3.000
 HNS  H5   CAI  CAG  120.02  3.000
 HNS  H5   CAI  CAP  119.37  3.000
 HNS  CAG  CAI  CAP  120.60  3.000
 HNS  H6   CAG  CAF  120.56  3.000
 HNS  H6   CAG  CAI  120.09  3.000
 HNS  CAF  CAG  CAI  119.34  3.000
 HNS  H7   CAF  CAH  119.73  3.000
 HNS  H7   CAF  CAG  120.22  3.000
 HNS  CAH  CAF  CAG  120.05  3.000
 HNS  H8   CAH  CAM  119.01  3.000
 HNS  H8   CAH  CAF  119.41  3.000
 HNS  CAM  CAH  CAF  121.57  3.000
 HNS  CAA  CAM  CAH  119.92  3.000
 HNS  CAH  CAM  CAP  117.86  3.000
 HNS  CAA  CAM  CAP  122.20  3.000
 HNS  H11  CAA  H10  107.67  3.000
 HNS  H11  CAA  H9   107.32  3.000
 HNS  H10  CAA  H9   106.92  3.000
 HNS  H11  CAA  CAM  111.99  3.000
 HNS  H10  CAA  CAM  110.57  3.000
 HNS  H9   CAA  CAM  112.12  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
 HNS  CONST_01  CAF  CAH  CAM  CAP     0.00   0.0  0
 HNS  CONST_02  CAF  CAG  CAI  CAP     0.00   0.0  0
 HNS  CONST_03  CAH  CAM  CAP  CAI     0.00   0.0  0
 HNS  CONST_04  CAH  CAF  CAG  CAI     0.00   0.0  0
 HNS  CONST_05  CAM  CAP  CAI  CAG     0.00   0.0  0
 HNS  CONST_06  CAM  CAH  CAF  CAG     0.00   0.0  0
 HNS  CONST_07  CAH  CAM  CAP  CAN   180.00   0.0  0
 HNS  CONST_08  CAG  CAI  CAP  CAN   180.00   0.0  0
 HNS  CONST_09  CAA  CAM  CAP  CAN     0.00   0.0  0
 HNS  CONST_10  CAA  CAM  CAP  CAI   180.00   0.0  0
 HNS  CONST_11  CAA  CAM  CAH  CAF   180.00   0.0  0
 HNS  CONST_12  H5   CAI  CAP  CAN     0.00   0.0  0
 HNS  CONST_13  H8   CAH  CAM  CAP   180.00   0.0  0
 HNS  CONST_14  H6   CAG  CAI  CAP   180.00   0.0  0
 HNS  CONST_15  H7   CAF  CAG  CAI   180.00   0.0  0
 HNS  CONST_16  H1   OAD  CAL  CAQ   180.00   0.0  0
 HNS  Var_01    CAM  CAP  CAN  NAK   -61.14  30.0  2
 HNS  Var_02    CAO  CAQ  CAL  OAB  -179.52  30.0  2
 HNS  Var_03    H9   CAA  CAM  CAP    78.37  30.0  2

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
 HNS  plan-1  CAL  0.020
 HNS  plan-1  CAQ  0.020
 HNS  plan-1  NAK  0.020
 HNS  plan-1  CAO  0.020
 HNS  plan-1  OAE  0.020
 HNS  plan-1  CAR  0.020
 HNS  plan-1  OAC  0.020
 HNS  plan-1  CAJ  0.020
 HNS  plan-1  CAN  0.020
 HNS  plan-1  CAP  0.020
 HNS  plan-1  H2   0.020
 HNS  plan-1  H4   0.020
 HNS  plan-2  CAN  0.020
 HNS  plan-2  CAP  0.020
 HNS  plan-2  CAI  0.020
 HNS  plan-2  CAG  0.020
 HNS  plan-2  CAF  0.020
 HNS  plan-2  CAH  0.020
 HNS  plan-2  CAM  0.020
 HNS  plan-2  CAA  0.020
 HNS  plan-2  H5   0.020
 HNS  plan-2  H6   0.020
 HNS  plan-2  H7   0.020
 HNS  plan-2  H8   0.020
 HNS  plan-3  OAB  0.020
 HNS  plan-3  CAL  0.020
 HNS  plan-3  OAD  0.020
 HNS  plan-3  CAQ  0.020
 HNS  plan-3  H1   0.020

