# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 20:00:35 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 4-[5-(2,6-dioxo-1,2,3,6-tetrahydropyridin-4-yl)-1H-1,2,4-triazol-3-yl]-6-oxo-1,6-dihydropyridine-2-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1CC(=CC(=O)N1)c2[nH]nc(n2)C3=CC(=O)NC(=C3)C#N
#
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
 FYO  FYO  4-[5-(2,6-dioxo-1,2,3,6-tetrahydropyridin-4-yl)-1H-1,2,4-triazol-3-yl]-6-oxo-1,6-dihydropyridine-2-carbonitrile  ligand  30  22  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FYO
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
 FYO  NAA   N  NS    0  -0.211   6.6443   1.8781   0.0335
 FYO  OAB   O  O     0  -0.428  -5.9062   1.7442   0.0194
 FYO  OAC   O  O     0  -0.433  -4.8242  -2.6267  -0.0480
 FYO  CAE   C  CSP   0   0.062   5.7147   1.2006   0.0218
 FYO  CAF   C  C1    0  -0.440  -3.6047   1.2588  -0.0005
 FYO  CAG   C  CH2   0  -0.663  -2.9770  -1.1330  -0.0430
 FYO  CAH   C  CR16  0  -0.505   2.4244  -1.3502  -0.0004
 FYO  CAI   C  CR16  0  -0.382   3.3129   0.8927   0.0013
 FYO  NAJ   N  NR15  0  -0.486  -0.7076   1.8859  -0.0207
 FYO  NAK   N  NH1   0  -0.710  -5.3282  -0.4359  -0.0249
 FYO  NAL   N  NR16  0  -0.726   4.7680  -0.9801   0.0152
 FYO  NAM   N  N     0  -0.468  -0.2590  -0.2289  -0.0150
 FYO  NAN   N  N     0  -0.234   0.6109   1.8264  -0.0162
 FYO  CAO   C  C     0   0.587  -5.0274   0.9098  -0.0006
 FYO  CAP   C  C     0   0.573  -4.4399  -1.4795  -0.0380
 FYO  CAQ   C  CR6   0   0.565   3.7536  -1.9175   0.0101
 FYO  CAR   C  CR6   0   0.394   4.5589   0.3638   0.0118
 FYO  CAS   C  C     0   0.089  -2.6535   0.3223  -0.0204
 FYO  CAT   C  CR6   0   0.159   2.2090  -0.0078  -0.0043
 FYO  CAU   C  CR5   0   0.552  -1.2362   0.6510  -0.0194
 FYO  CAV   C  CR5   0   0.349   0.8522   0.5308  -0.0126
 FYO  HAF   H  H     0   0.284  -3.3931   2.3196   0.0175
 FYO  HAG   H  HCH2  0   0.327  -2.5137  -1.6317   0.8129
 FYO  HAGA  H  HCH2  0   0.327  -2.5305  -1.6001  -0.9259
 FYO  HAH   H  HCR6  0   0.287   1.5963  -2.0457  -0.0037
 FYO  HAI   H  HCR6  0   0.303   3.1760   1.9629  -0.0005
 FYO  HNAK  H  HNH1  0   0.424  -6.3136  -0.6760  -0.0270
 FYO  HNAL  H  HNR6  0   0.437   5.7166  -1.3343   0.0242
 FYO  HNAJ  H  HNR5  0   0.447  -1.1706   2.7841  -0.0238
 FYO  OAD   O  O     0  -0.482   4.0060  -3.1132   0.0137

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
 FYO  CAE  NAA   triple    1.150  0.020  1.150
 FYO  OAB  CAO   double    1.212  0.020  1.212
 FYO  OAC  CAP   double    1.210  0.020  1.210
 FYO  CAQ  OAD   double    1.222  0.020  1.222
 FYO  CAR  CAE   single    1.427  0.020  1.427
 FYO  CAO  CAF   single    1.465  0.020  1.465
 FYO  CAF  CAS   double    1.335  0.020  1.335
 FYO  CAF  HAF   single    0.930  0.020  1.080
 FYO  CAP  CAG   single    1.503  0.020  1.503
 FYO  CAG  CAS   single    1.491  0.020  1.491
 FYO  CAG  HAG   single    0.970  0.020  1.090
 FYO  CAG  HAGA  single    0.970  0.020  1.090
 FYO  CAT  CAH   double    1.360  0.020  1.360
 FYO  CAH  CAQ   single    1.445  0.020  1.445
 FYO  CAH  HAH   single    0.930  0.020  1.080
 FYO  CAT  CAI   single    1.425  0.020  1.425
 FYO  CAI  CAR   double    1.354  0.020  1.354
 FYO  CAI  HAI   single    0.930  0.020  1.080
 FYO  CAU  NAJ   aromatic  1.343  0.020  1.343
 FYO  NAJ  NAN   aromatic  1.320  0.020  1.320
 FYO  NAK  CAO   single    1.379  0.020  1.379
 FYO  NAK  CAP   single    1.371  0.020  1.371
 FYO  NAK  HNAK  single    0.860  0.020  1.020
 FYO  CAQ  NAL   single    1.381  0.020  1.381
 FYO  CAR  NAL   single    1.360  0.020  1.360
 FYO  NAL  HNAL  single    0.860  0.020  1.020
 FYO  CAU  NAM   aromatic  1.315  0.020  1.315
 FYO  NAM  CAV   aromatic  1.346  0.020  1.346
 FYO  NAN  CAV   aromatic  1.318  0.020  1.318
 FYO  CAS  CAU   single    1.455  0.020  1.455
 FYO  CAV  CAT   single    1.460  0.020  1.460
 FYO  NAJ  HNAJ  single    0.860  0.020  1.020

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
 FYO  CAR   CAE  NAA  180.00  3.000
 FYO  HAF   CAF  CAS  123.28  3.000
 FYO  HAF   CAF  CAO  115.06  3.000
 FYO  CAS   CAF  CAO  121.66  3.000
 FYO  HAGA  CAG  HAG  105.30  3.000
 FYO  HAGA  CAG  CAS  109.90  3.000
 FYO  HAG   CAG  CAS  109.96  3.000
 FYO  HAGA  CAG  CAP  107.54  3.000
 FYO  HAG   CAG  CAP  107.73  3.000
 FYO  CAS   CAG  CAP  115.85  3.000
 FYO  HAH   CAH  CAT  120.91  3.000
 FYO  HAH   CAH  CAQ  116.86  3.000
 FYO  CAT   CAH  CAQ  122.23  3.000
 FYO  HAI   CAI  CAT  121.91  3.000
 FYO  HAI   CAI  CAR  120.29  3.000
 FYO  CAT   CAI  CAR  117.79  3.000
 FYO  HNAJ  NAJ  CAU  129.56  3.000
 FYO  HNAJ  NAJ  NAN  119.85  3.000
 FYO  CAU   NAJ  NAN  110.59  3.000
 FYO  HNAK  NAK  CAP  116.70  3.000
 FYO  HNAK  NAK  CAO  116.29  3.000
 FYO  CAP   NAK  CAO  127.00  3.000
 FYO  HNAL  NAL  CAR  119.32  3.000
 FYO  HNAL  NAL  CAQ  116.78  3.000
 FYO  CAR   NAL  CAQ  123.89  3.000
 FYO  CAV   NAM  CAU  103.64  3.000
 FYO  CAV   NAN  NAJ  103.13  3.000
 FYO  NAK   CAO  CAF  116.38  3.000
 FYO  NAK   CAO  OAB  120.93  3.000
 FYO  CAF   CAO  OAB  122.70  3.000
 FYO  NAK   CAP  CAG  117.08  3.000
 FYO  NAK   CAP  OAC  121.08  3.000
 FYO  CAG   CAP  OAC  121.84  3.000
 FYO  NAL   CAQ  CAH  114.15  3.000
 FYO  NAL   CAQ  OAD  120.82  3.000
 FYO  CAH   CAQ  OAD  125.03  3.000
 FYO  NAL   CAR  CAI  121.85  3.000
 FYO  NAL   CAR  CAE  117.05  3.000
 FYO  CAI   CAR  CAE  121.10  3.000
 FYO  CAU   CAS  CAG  115.59  3.000
 FYO  CAU   CAS  CAF  122.38  3.000
 FYO  CAG   CAS  CAF  122.03  3.000
 FYO  CAV   CAT  CAI  119.14  3.000
 FYO  CAV   CAT  CAH  120.77  3.000
 FYO  CAI   CAT  CAH  120.09  3.000
 FYO  CAS   CAU  NAM  124.94  3.000
 FYO  CAS   CAU  NAJ  126.23  3.000
 FYO  NAM   CAU  NAJ  108.83  3.000
 FYO  CAT   CAV  NAN  122.20  3.000
 FYO  CAT   CAV  NAM  123.99  3.000
 FYO  NAN   CAV  NAM  113.81  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
 FYO  CONST_01  CAV   NAM  CAU  NAJ    0.00   0.0  0
 FYO  CONST_02  NAM   CAV  NAN  NAJ    0.00   0.0  0
 FYO  CONST_03  NAN   NAJ  CAU  NAM    0.00   0.0  0
 FYO  CONST_04  CAU   NAM  CAV  NAN    0.00   0.0  0
 FYO  CONST_05  CAV   NAN  NAJ  CAU    0.00   0.0  0
 FYO  CONST_06  CAT   CAV  NAN  NAJ  180.00   0.0  0
 FYO  CONST_07  CAS   CAU  NAJ  NAN  180.00   0.0  0
 FYO  CONST_08  CAV   NAM  CAU  CAS  180.00   0.0  0
 FYO  CONST_09  CAU   NAM  CAV  CAT  180.00   0.0  0
 FYO  CONST_10  CAP   NAK  CAO  CAF    0.00   0.0  0
 FYO  CONST_11  CAR   NAL  CAQ  CAH    0.00   0.0  0
 FYO  CONST_12  CAP   NAK  CAO  OAB  180.00   0.0  0
 FYO  CONST_13  CAR   NAL  CAQ  OAD  180.00   0.0  0
 FYO  CONST_14  HNAJ  NAJ  CAU  NAM  180.00   0.0  0
 FYO  CONST_15  HNAK  NAK  CAO  CAF  180.00   0.0  0
 FYO  CONST_16  HNAL  NAL  CAQ  CAH  180.00   0.0  0
 FYO  Var_01    CAP   CAG  CAS  CAF   -0.17  30.0  1
 FYO  Var_02    NAJ   CAU  CAS  CAF   -1.13  30.0  2
 FYO  Var_03    CAO   NAK  CAP  CAG   -0.79  30.0  1
 FYO  Var_04    CAO   CAF  CAS  CAG   -0.04  30.0  1
 FYO  Var_05    NAM   CAV  CAT  CAH    0.09  30.0  2
 FYO  Var_06    CAS   CAF  CAO  NAK   -0.13  30.0  1
 FYO  Var_07    CAS   CAG  CAP  NAK    0.54  30.0  1

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
 FYO  plan-1  NAJ   0.020
 FYO  plan-1  NAM   0.020
 FYO  plan-1  NAN   0.020
 FYO  plan-1  CAS   0.020
 FYO  plan-1  CAT   0.020
 FYO  plan-1  CAU   0.020
 FYO  plan-1  CAV   0.020
 FYO  plan-1  HNAJ  0.020
 FYO  plan-2  NAA   0.020
 FYO  plan-2  CAE   0.020
 FYO  plan-2  CAH   0.020
 FYO  plan-2  CAI   0.020
 FYO  plan-2  NAL   0.020
 FYO  plan-2  CAQ   0.020
 FYO  plan-2  CAR   0.020
 FYO  plan-2  CAT   0.020
 FYO  plan-2  CAV   0.020
 FYO  plan-2  HAH   0.020
 FYO  plan-2  HAI   0.020
 FYO  plan-2  HNAL  0.020
 FYO  plan-2  OAD   0.020
 FYO  plan-3  OAB   0.020
 FYO  plan-3  CAF   0.020
 FYO  plan-3  NAK   0.020
 FYO  plan-3  CAO   0.020
 FYO  plan-3  CAP   0.020
 FYO  plan-3  HNAK  0.020
 FYO  plan-4  OAC   0.020
 FYO  plan-4  CAG   0.020
 FYO  plan-4  NAK   0.020
 FYO  plan-4  CAP   0.020

