# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 03:14:47 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  28  18  .  2022-07-25  2022-07-26
;
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  -0.597   1.7443  -2.6874   0.6193
 HNS  CAL  C  C      0   0.420   2.4848  -1.7035   0.4172
 HNS  OAD  O  OC    -1  -0.561   3.7207  -1.6670   0.3891
 HNS  CAQ  C  CR6    0   0.015   1.7384  -0.3985   0.1794
 HNS  NAK  N  NR16   0  -0.676   0.3794  -0.5198   0.2261
 HNS  CAO  C  CR6    0   0.191   2.2639   0.8356  -0.0608
 HNS  OAE  O  OH1    0  -0.617   3.5751   1.0881  -0.1333
 HNS  CAR  C  CR6    0   0.362   1.4037   1.9969  -0.2568
 HNS  OAC  O  O      0  -0.547   1.9429   3.1021  -0.4649
 HNS  CAJ  C  CR16   0  -0.515   0.0054   1.7495  -0.2014
 HNS  CAN  C  CR6    0   0.325  -0.4787   0.4887   0.0418
 HNS  CAP  C  CR6    0   0.009  -1.9237   0.1881   0.1212
 HNS  CAI  C  CR16   0  -0.268  -2.6919   0.8851   1.0514
 HNS  CAG  C  CR16   0  -0.262  -4.0516   0.6452   1.1712
 HNS  CAF  C  CR16   0  -0.241  -4.6507  -0.2965   0.3478
 HNS  CAH  C  CR16   0  -0.294  -3.8903  -0.9814  -0.5893
 HNS  CAM  C  CR6    0   0.085  -2.5221  -0.7575  -0.7241
 HNS  CAA  C  CH3    0  -0.750  -1.7443  -1.4979  -1.7766
 HNS  H2   H  HNR6   0   0.411   0.0594  -1.4559   0.4507
 HNS  H3   H  HOH1   0   0.455   3.6341   2.0461  -0.3038
 HNS  H4   H  HCR6   0   0.265  -0.6887   2.5633  -0.3622
 HNS  H5   H  HCR6   0   0.259  -2.2134   1.6142   1.6934
 HNS  H6   H  HCR6   0   0.260  -4.6361   1.1876   1.9023
 HNS  H7   H  HCR6   0   0.260  -5.7115  -0.4954   0.4281
 HNS  H8   H  HCR6   0   0.254  -4.3715  -1.7011  -1.2406
 HNS  H9   H  HCH3   0   0.248  -1.1390  -2.3027  -1.3552
 HNS  H10  H  HCH3   0   0.257  -2.4185  -1.9537  -2.5001
 HNS  H11  H  HCH3   0   0.250  -1.0690  -0.8380  -2.3218

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    1.247  0.020  1.247
 HNS  OAE  CAO  single    1.337  0.020  1.337
 HNS  CAR  CAO  single    1.458  0.020  1.458
 HNS  CAR  CAJ  single    1.421  0.020  1.421
 HNS  CAO  CAQ  double    1.363  0.020  1.363
 HNS  CAJ  CAN  double    1.372  0.020  1.372
 HNS  OAB  CAL  deloc     1.248  0.020  1.248
 HNS  CAQ  CAL  single    1.522  0.020  1.522
 HNS  CAQ  NAK  single    1.365  0.020  1.365
 HNS  CAL  OAD  deloc     1.237  0.020  1.237
 HNS  CAA  CAM  single    1.504  0.020  1.504
 HNS  CAN  NAK  single    1.337  0.020  1.337
 HNS  CAN  CAP  single    1.478  0.020  1.478
 HNS  CAM  CAP  aromatic  1.402  0.020  1.402
 HNS  CAM  CAH  aromatic  1.393  0.020  1.393
 HNS  CAP  CAI  aromatic  1.393  0.020  1.393
 HNS  CAH  CAF  aromatic  1.388  0.020  1.388
 HNS  CAI  CAG  aromatic  1.386  0.020  1.386
 HNS  CAF  CAG  aromatic  1.387  0.020  1.387
 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  117.47  3.000
 HNS  OAD  CAL  OAB  128.31  3.000
 HNS  CAQ  CAL  OAB  114.23  3.000
 HNS  CAO  CAQ  NAK  118.06  3.000
 HNS  NAK  CAQ  CAL  113.99  3.000
 HNS  CAO  CAQ  CAL  127.95  3.000
 HNS  H2   NAK  CAN  121.61  3.000
 HNS  H2   NAK  CAQ  113.81  3.000
 HNS  CAN  NAK  CAQ  124.55  3.000
 HNS  CAR  CAO  OAE  114.87  3.000
 HNS  CAR  CAO  CAQ  121.16  3.000
 HNS  OAE  CAO  CAQ  123.97  3.000
 HNS  H3   OAE  CAO  104.73  3.000
 HNS  CAJ  CAR  OAC  125.88  3.000
 HNS  CAJ  CAR  CAO  115.88  3.000
 HNS  OAC  CAR  CAO  118.24  3.000
 HNS  H4   CAJ  CAN  119.42  3.000
 HNS  H4   CAJ  CAR  119.65  3.000
 HNS  CAN  CAJ  CAR  120.93  3.000
 HNS  CAP  CAN  CAJ  122.77  3.000
 HNS  CAP  CAN  NAK  117.82  3.000
 HNS  CAJ  CAN  NAK  119.41  3.000
 HNS  CAM  CAP  CAI  120.29  3.000
 HNS  CAI  CAP  CAN  118.24  3.000
 HNS  CAM  CAP  CAN  121.46  3.000
 HNS  H5   CAI  CAG  119.92  3.000
 HNS  H5   CAI  CAP  119.27  3.000
 HNS  CAG  CAI  CAP  120.80  3.000
 HNS  H6   CAG  CAF  120.55  3.000
 HNS  H6   CAG  CAI  120.11  3.000
 HNS  CAF  CAG  CAI  119.34  3.000
 HNS  H7   CAF  CAH  119.77  3.000
 HNS  H7   CAF  CAG  120.27  3.000
 HNS  CAH  CAF  CAG  119.96  3.000
 HNS  H8   CAH  CAM  119.01  3.000
 HNS  H8   CAH  CAF  119.37  3.000
 HNS  CAM  CAH  CAF  121.62  3.000
 HNS  CAA  CAM  CAH  119.78  3.000
 HNS  CAH  CAM  CAP  117.98  3.000
 HNS  CAA  CAM  CAP  122.22  3.000
 HNS  H11  CAA  H10  107.73  3.000
 HNS  H11  CAA  H9   107.21  3.000
 HNS  H10  CAA  H9   106.94  3.000
 HNS  H11  CAA  CAM  111.86  3.000
 HNS  H10  CAA  CAM  110.54  3.000
 HNS  H9   CAA  CAM  112.31  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  Var_01    CAM  CAP  CAN  NAK  -58.41  30.0  2
 HNS  Var_02    CAO  CAQ  CAL  OAB  179.67  30.0  2
 HNS  Var_03    H9   CAA  CAM  CAP   77.11  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

