# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 05:48:27 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: (3E)-4-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}-2-iminobut-3-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ncc(CO[P](O)(O)=O)c(/C=C/C(=N)C(O)=O)c1O
#
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
 FOO  FOO  '(3E)-4-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}-2-iminobut-3-enoic acid'  ligand  34  21  .  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_FOO
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
 FOO  N1    N  N     0  -0.405  -1.2660  -1.1082   4.7629
 FOO  C2    C  CR6   0   0.134   0.0468  -1.2689   4.8417
 FOO  C2A   C  CH3   0  -0.783   0.6745  -1.3489   6.1998
 FOO  C3    C  CR6   0   0.266   0.8322  -1.3665   3.6864
 FOO  O3    O  OH1   0  -0.608   2.1647  -1.5332   3.7241
 FOO  C4    C  CR6   0   0.036   0.2372  -1.2679   2.4295
 FOO  C5    C  CR6   0   0.004  -1.1537  -1.1124   2.3715
 FOO  C6    C  CR16  0  -0.128  -1.8439  -1.0414   3.5726
 FOO  C5A   C  CH2   0  -0.283  -1.9288  -1.0774   1.0884
 FOO  O4P   O  O2    0  -0.592  -1.9693   0.2708   0.6011
 FOO  P     P  P     0   1.456  -2.3447   0.6566  -0.9087
 FOO  O1P   O  OH1   0  -0.748  -3.8577   0.1508  -1.0011
 FOO  O2P   O  O     0  -0.711  -2.1087   2.0978  -1.1286
 FOO  O3P   O  OH1   0  -0.790  -1.5868  -0.3442  -1.8700
 FOO  N     N  N     0  -0.615   1.0781  -0.3093  -2.0888
 FOO  CA    C  C     0   0.215   1.7286  -0.6307  -1.0500
 FOO  C     C  C     0   0.496   3.1566  -1.1285  -1.1875
 FOO  OXT   O  OH1   0  -0.563   3.8011  -1.1250  -0.0443
 FOO  CB    C  C1    0  -0.277   1.0633  -0.4860   0.2493
 FOO  O     O  O     0  -0.412   3.6120  -1.4526  -2.2512
 FOO  C7    C  C1    0  -0.237   1.0889  -1.3803   1.2361
 FOO  H6    H  HCR6  0   0.264  -2.9240  -0.9357   3.5663
 FOO  H2A1  H  HCH3  0   0.261   1.4370  -0.5799   6.3455
 FOO  H2A2  H  HCH3  0   0.274  -0.0849  -1.2133   6.9658
 FOO  H2A3  H  HCH3  0   0.261   1.1482  -2.3188   6.3732
 FOO  H3    H  HOH1  0   0.490   2.4784  -1.6698   4.6254
 FOO  H7    H  H     0   0.289   1.7370  -2.2488   1.1836
 FOO  H5A1  H  HCH2  0   0.256  -1.4795  -1.7425   0.3489
 FOO  H5A2  H  HCH2  0   0.266  -2.9490  -1.4204   1.2731
 FOO  H1P   H  HOH1  0   0.499  -4.3328   0.4540  -1.7860
 FOO  H3P   H  HOH1  0   0.505  -0.5941  -0.2128  -2.0006
 FOO  H     H  H     0   0.385   1.5997  -0.4404  -2.9529
 FOO  HB    H  H     0   0.299   0.4370   0.3926   0.3348
 FOO  HA    H  HOH1  0   0.499   4.7131  -1.4359  -0.1621

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
 FOO  N1   C2    aromatic  1.325  0.020  1.325
 FOO  N1   C6    aromatic  1.325  0.020  1.325
 FOO  C2   C2A   single    1.498  0.020  1.498
 FOO  C2   C3    aromatic  1.400  0.020  1.400
 FOO  C2A  H2A1  single    0.970  0.020  1.090
 FOO  C2A  H2A2  single    0.970  0.020  1.090
 FOO  C2A  H2A3  single    0.970  0.020  1.090
 FOO  C3   O3    single    1.343  0.020  1.343
 FOO  C3   C4    aromatic  1.394  0.020  1.394
 FOO  O3   H3    single    0.850  0.020  0.980
 FOO  C4   C5    aromatic  1.401  0.020  1.401
 FOO  C4   C7    single    1.470  0.020  1.470
 FOO  C5   C6    aromatic  1.387  0.020  1.387
 FOO  C5   C5A   single    1.499  0.020  1.499
 FOO  C6   H6    single    0.930  0.020  1.080
 FOO  C5A  O4P   single    1.434  0.020  1.434
 FOO  C5A  H5A1  single    0.970  0.020  1.090
 FOO  C5A  H5A2  single    0.970  0.020  1.090
 FOO  O4P  P     single    1.603  0.020  1.603
 FOO  P    O1P   single    1.598  0.020  1.598
 FOO  P    O2P   double    1.477  0.020  1.477
 FOO  P    O3P   single    1.581  0.020  1.581
 FOO  O1P  H1P   single    0.850  0.020  0.980
 FOO  O3P  H3P   single    0.850  0.020  0.980
 FOO  N    CA    double    1.267  0.020  1.267
 FOO  N    H     single    0.860  0.020  1.020
 FOO  CA   C     single    1.518  0.020  1.518
 FOO  CA   CB    single    1.467  0.020  1.467
 FOO  C    OXT   single    1.312  0.020  1.312
 FOO  C    O     double    1.202  0.020  1.202
 FOO  OXT  HA    single    0.850  0.020  0.980
 FOO  CB   C7    double    1.332  0.020  1.332
 FOO  CB   HB    single    0.930  0.020  1.080
 FOO  C7   H7    single    0.930  0.020  1.080

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
 FOO  C6    N1   C2    119.46  3.000
 FOO  C3    C2   C2A   120.60  3.000
 FOO  C3    C2   N1    121.00  3.000
 FOO  C2A   C2   N1    118.39  3.000
 FOO  H2A3  C2A  H2A2  107.55  3.000
 FOO  H2A3  C2A  H2A1  107.51  3.000
 FOO  H2A2  C2A  H2A1  107.80  3.000
 FOO  H2A3  C2A  C2    111.89  3.000
 FOO  H2A2  C2A  C2    109.84  3.000
 FOO  H2A1  C2A  C2    112.06  3.000
 FOO  C4    C3   O3    117.22  3.000
 FOO  C4    C3   C2    119.97  3.000
 FOO  O3    C3   C2    122.80  3.000
 FOO  H3    O3   C3    111.51  3.000
 FOO  C7    C4   C5    123.36  3.000
 FOO  C7    C4   C3    118.63  3.000
 FOO  C5    C4   C3    117.97  3.000
 FOO  C5A   C5   C6    118.85  3.000
 FOO  C5A   C5   C4    123.46  3.000
 FOO  C6    C5   C4    117.64  3.000
 FOO  H6    C6   C5    119.68  3.000
 FOO  H6    C6   N1    116.38  3.000
 FOO  C5    C6   N1    123.94  3.000
 FOO  H5A2  C5A  H5A1  107.93  3.000
 FOO  H5A2  C5A  O4P   109.05  3.000
 FOO  H5A1  C5A  O4P   110.75  3.000
 FOO  H5A2  C5A  C5    109.32  3.000
 FOO  H5A1  C5A  C5    110.66  3.000
 FOO  O4P   C5A  C5    109.10  3.000
 FOO  P     O4P  C5A   123.57  3.000
 FOO  O3P   P    O2P   116.79  3.000
 FOO  O3P   P    O1P   102.61  3.000
 FOO  O2P   P    O1P   116.84  3.000
 FOO  O3P   P    O4P   107.94  3.000
 FOO  O2P   P    O4P   109.74  3.000
 FOO  O1P   P    O4P   101.54  3.000
 FOO  H1P   O1P  P     114.41  3.000
 FOO  H3P   O3P  P     117.87  3.000
 FOO  H     N    CA    113.59  3.000
 FOO  CB    CA   C     122.62  3.000
 FOO  CB    CA   N     117.93  3.000
 FOO  C     CA   N     119.45  3.000
 FOO  O     C    OXT   125.85  3.000
 FOO  O     C    CA    121.67  3.000
 FOO  OXT   C    CA    112.46  3.000
 FOO  HA    OXT  C     110.79  3.000
 FOO  HB    CB   C7    119.84  3.000
 FOO  HB    CB   CA    114.36  3.000
 FOO  C7    CB   CA    125.54  3.000
 FOO  H7    C7   CB    120.87  3.000
 FOO  H7    C7   C4    116.52  3.000
 FOO  CB    C7   C4    122.61  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
 FOO  CONST_01  C4    C3   C2   N1      0.00   0.0  0
 FOO  CONST_02  C4    C5   C6   N1      0.00   0.0  0
 FOO  CONST_03  C5    C6   N1   C2      0.00   0.0  0
 FOO  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 FOO  CONST_05  C6    N1   C2   C3      0.00   0.0  0
 FOO  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 FOO  CONST_07  O3    C3   C2   N1    180.00   0.0  0
 FOO  CONST_08  C5A   C5   C6   N1    180.00   0.0  0
 FOO  CONST_09  C7    C4   C3   C2    180.00   0.0  0
 FOO  CONST_10  C6    N1   C2   C2A   180.00   0.0  0
 FOO  CONST_11  C4    C3   C2   C2A   180.00   0.0  0
 FOO  CONST_12  C5A   C5   C4   C3    180.00   0.0  0
 FOO  CONST_13  C5    C4   C3   O3    180.00   0.0  0
 FOO  CONST_14  C7    C4   C5   C6    180.00   0.0  0
 FOO  CONST_15  H6    C6   N1   C2    180.00   0.0  0
 FOO  CONST_16  HA    OXT  C    CA    180.00   0.0  0
 FOO  Var_01    CB    C7   C4   C3   -129.01  30.0  2
 FOO  Var_02    O4P   C5A  C5   C4    -87.53  30.0  2
 FOO  Var_03    H2A1  C2A  C2   N1   -122.27  30.0  2
 FOO  Var_04    CA    CB   C7   C4   -170.41   0.0  2
 FOO  Var_05    O1P   P    O4P  C5A    63.70  30.0  3
 FOO  Var_06    OXT   C    CA   N     165.12  30.0  2
 FOO  Var_07    C7    CB   CA   N     135.78  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
 FOO  plan-1  N1   0.020
 FOO  plan-1  C2   0.020
 FOO  plan-1  C2A  0.020
 FOO  plan-1  C3   0.020
 FOO  plan-1  O3   0.020
 FOO  plan-1  C4   0.020
 FOO  plan-1  C5   0.020
 FOO  plan-1  C6   0.020
 FOO  plan-1  C5A  0.020
 FOO  plan-1  C7   0.020
 FOO  plan-1  H6   0.020
 FOO  plan-2  CA   0.020
 FOO  plan-2  C    0.020
 FOO  plan-2  OXT  0.020
 FOO  plan-2  O    0.020
 FOO  plan-2  HA   0.020
 FOO  plan-3  N    0.020
 FOO  plan-3  CA   0.020
 FOO  plan-3  C    0.020
 FOO  plan-3  CB   0.020
 FOO  plan-3  H    0.020
 FOO  plan-4  C4   0.020
 FOO  plan-4  CA   0.020
 FOO  plan-4  CB   0.020
 FOO  plan-4  C7   0.020
 FOO  plan-4  H7   0.020
 FOO  plan-4  HB   0.020

