# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 05:33:36 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: (2E)-2-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]pent-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC/C=C(/N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(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
 FEV  FEV  '(2E)-2-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]pent-2-enoic acid'  ligand  40  23  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FEV
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
 FEV  OAL  O  OH1   0  -0.726  -5.5311  -0.7807  -0.5401
 FEV  PAK  P  P     0   1.458  -4.1419  -1.4781  -0.2005
 FEV  OAN  O  OH1   0  -0.738  -4.0904  -1.7514   1.3719
 FEV  OAM  O  O     0  -0.705  -3.7833  -2.7074  -0.9301
 FEV  OAJ  O  O2    0  -0.589  -3.2259  -0.1947  -0.4710
 FEV  CAI  C  CH2   0  -0.222  -1.8163  -0.2918  -0.3183
 FEV  CAA  C  CR6   0  -0.068  -1.2384   1.0827  -0.1199
 FEV  CAB  C  CR16  0  -0.142  -2.0298   2.2122  -0.1066
 FEV  NAC  N  N     0  -0.398  -1.5438   3.4439   0.0637
 FEV  CAD  C  CR6   0   0.132  -0.2518   3.6317   0.2301
 FEV  CAH  C  CH3   0  -0.719   0.2578   5.0253   0.4249
 FEV  CAE  C  CR6   0   0.296   0.6458   2.5453   0.2314
 FEV  OAG  O  OH1   0  -0.622   1.9347   2.8070   0.4058
 FEV  CAF  C  CR6   0  -0.016   0.1494   1.2465   0.0527
 FEV  CAO  C  C1    0   0.047   1.0462   0.0978   0.0637
 FEV  NAP  N  N     0  -0.530   2.3050   0.2635   0.2117
 FEV  CAQ  C  C     0   0.213   3.2490  -0.7628   0.2278
 FEV  CAR  C  C     0   0.467   2.7966  -2.1758   0.4122
 FEV  OAU  O  OH1   0  -0.572   3.4682  -3.0321  -0.3365
 FEV  OAT  O  O     0  -0.431   1.9084  -2.4935   1.1646
 FEV  CAS  C  C1    0  -0.228   4.5413  -0.4026   0.1628
 FEV  CAV  C  CH2   0  -0.492   5.7699  -1.2456   0.1817
 FEV  CAW  C  CH3   0  -0.665   6.3551  -1.4104  -1.2233
 FEV  H1   H  HOH1  0   0.506  -6.2812  -1.3898  -0.5714
 FEV  H2   H  HOH1  0   0.497  -4.3596  -1.0160   1.9389
 FEV  H3   H  HCH2  0   0.254  -1.5629  -0.9243   0.5393
 FEV  H4   H  HCH2  0   0.272  -1.3894  -0.7607  -1.2093
 FEV  H5   H  HCR6  0   0.263  -3.1015   2.1437  -0.2338
 FEV  H6   H  HCH3  0   0.250   0.7319   5.1443   1.4010
 FEV  H7   H  HCH3  0   0.249   1.0051   5.2906  -0.3247
 FEV  H8   H  HCH3  0   0.249  -0.5653   5.7328   0.3557
 FEV  H9   H  HOH1  0   0.480   2.4226   1.9407   0.3772
 FEV  H10  H  H     0   0.259   0.6015  -0.8857  -0.0668
 FEV  H11  H  HOH1  0   0.489   3.1801  -3.9392  -0.1470
 FEV  H12  H  H     0   0.277   4.7166   0.6663   0.0800
 FEV  H13  H  HCH2  0   0.252   6.5044  -0.7372   0.8108
 FEV  H14  H  HCH2  0   0.247   5.5970  -2.2227   0.6285
 FEV  H15  H  HCH3  0   0.236   7.2901  -1.9688  -1.1789
 FEV  H16  H  HCH3  0   0.238   5.6662  -1.9509  -1.8711
 FEV  H17  H  HCH3  0   0.234   6.5657  -0.4443  -1.6828

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
 FEV  CAH  CAD  single    1.497  0.020  1.497
 FEV  CAD  NAC  aromatic  1.316  0.020  1.316
 FEV  CAD  CAE  aromatic  1.409  0.020  1.409
 FEV  OAG  CAE  single    1.327  0.020  1.327
 FEV  NAC  CAB  aromatic  1.335  0.020  1.335
 FEV  CAE  CAF  aromatic  1.402  0.020  1.402
 FEV  OAT  CAR  double    1.207  0.020  1.207
 FEV  CAB  CAA  aromatic  1.379  0.020  1.379
 FEV  CAR  OAU  single    1.321  0.020  1.321
 FEV  CAR  CAQ  single    1.495  0.020  1.495
 FEV  CAF  CAO  single    1.457  0.020  1.457
 FEV  CAF  CAA  aromatic  1.408  0.020  1.408
 FEV  NAP  CAO  double    1.278  0.020  1.278
 FEV  NAP  CAQ  single    1.394  0.020  1.394
 FEV  CAA  CAI  single    1.504  0.020  1.504
 FEV  CAQ  CAS  double    1.343  0.020  1.343
 FEV  CAI  OAJ  single    1.421  0.020  1.421
 FEV  CAS  CAV  single    1.490  0.020  1.490
 FEV  OAM  PAK  double    1.474  0.020  1.474
 FEV  OAJ  PAK  single    1.600  0.020  1.600
 FEV  CAV  CAW  single    1.531  0.020  1.531
 FEV  PAK  OAN  single    1.597  0.020  1.597
 FEV  PAK  OAL  single    1.591  0.020  1.591
 FEV  OAL  H1   single    0.850  0.020  0.980
 FEV  OAN  H2   single    0.850  0.020  0.980
 FEV  CAI  H3   single    0.970  0.020  1.090
 FEV  CAI  H4   single    0.970  0.020  1.090
 FEV  CAB  H5   single    0.930  0.020  1.080
 FEV  CAH  H6   single    0.970  0.020  1.090
 FEV  CAH  H7   single    0.970  0.020  1.090
 FEV  CAH  H8   single    0.970  0.020  1.090
 FEV  OAG  H9   single    0.850  0.020  0.980
 FEV  CAO  H10  single    0.930  0.020  1.080
 FEV  OAU  H11  single    0.850  0.020  0.980
 FEV  CAS  H12  single    0.930  0.020  1.080
 FEV  CAV  H13  single    0.970  0.020  1.090
 FEV  CAV  H14  single    0.970  0.020  1.090
 FEV  CAW  H15  single    0.970  0.020  1.090
 FEV  CAW  H16  single    0.970  0.020  1.090
 FEV  CAW  H17  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
 FEV  H1   OAL  PAK  114.09  3.000
 FEV  OAJ  PAK  OAM  116.49  3.000
 FEV  OAJ  PAK  OAN  106.58  3.000
 FEV  OAM  PAK  OAN  109.69  3.000
 FEV  OAN  PAK  OAL  108.26  3.000
 FEV  OAJ  PAK  OAL   96.44  3.000
 FEV  OAM  PAK  OAL  118.19  3.000
 FEV  H2   OAN  PAK  116.00  3.000
 FEV  CAI  OAJ  PAK  119.67  3.000
 FEV  H4   CAI  H3   107.46  3.000
 FEV  H4   CAI  CAA  110.44  3.000
 FEV  H3   CAI  CAA  109.60  3.000
 FEV  H4   CAI  OAJ  109.20  3.000
 FEV  H3   CAI  OAJ  110.67  3.000
 FEV  CAA  CAI  OAJ  109.44  3.000
 FEV  CAF  CAA  CAB  117.98  3.000
 FEV  CAF  CAA  CAI  120.07  3.000
 FEV  CAB  CAA  CAI  121.94  3.000
 FEV  H5   CAB  NAC  115.74  3.000
 FEV  H5   CAB  CAA  121.05  3.000
 FEV  NAC  CAB  CAA  123.22  3.000
 FEV  CAD  NAC  CAB  120.34  3.000
 FEV  CAE  CAD  CAH  120.06  3.000
 FEV  CAE  CAD  NAC  121.02  3.000
 FEV  CAH  CAD  NAC  118.92  3.000
 FEV  H8   CAH  H7   108.44  3.000
 FEV  H8   CAH  H6   108.34  3.000
 FEV  H7   CAH  H6   106.87  3.000
 FEV  H8   CAH  CAD  109.87  3.000
 FEV  H7   CAH  CAD  111.73  3.000
 FEV  H6   CAH  CAD  111.45  3.000
 FEV  CAF  CAE  OAG  122.92  3.000
 FEV  CAF  CAE  CAD  119.25  3.000
 FEV  OAG  CAE  CAD  117.83  3.000
 FEV  H9   OAG  CAE  107.52  3.000
 FEV  CAO  CAF  CAE  120.76  3.000
 FEV  CAO  CAF  CAA  121.05  3.000
 FEV  CAE  CAF  CAA  118.19  3.000
 FEV  H10  CAO  NAP  122.27  3.000
 FEV  H10  CAO  CAF  117.41  3.000
 FEV  NAP  CAO  CAF  120.32  3.000
 FEV  CAQ  NAP  CAO  124.93  3.000
 FEV  CAS  CAQ  CAR  123.40  3.000
 FEV  CAS  CAQ  NAP  116.96  3.000
 FEV  CAR  CAQ  NAP  119.48  3.000
 FEV  OAT  CAR  OAU  123.85  3.000
 FEV  OAU  CAR  CAQ  112.88  3.000
 FEV  OAT  CAR  CAQ  123.26  3.000
 FEV  H11  OAU  CAR  110.14  3.000
 FEV  H12  CAS  CAV  115.12  3.000
 FEV  H12  CAS  CAQ  115.01  3.000
 FEV  CAV  CAS  CAQ  129.87  3.000
 FEV  H14  CAV  H13  106.75  3.000
 FEV  H14  CAV  CAW  109.93  3.000
 FEV  H13  CAV  CAW  108.76  3.000
 FEV  H14  CAV  CAS  112.47  3.000
 FEV  H13  CAV  CAS  107.36  3.000
 FEV  CAW  CAV  CAS  111.37  3.000
 FEV  H17  CAW  H16  108.13  3.000
 FEV  H17  CAW  H15  107.78  3.000
 FEV  H16  CAW  H15  108.22  3.000
 FEV  H17  CAW  CAV  111.42  3.000
 FEV  H16  CAW  CAV  110.95  3.000
 FEV  H15  CAW  CAV  110.23  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
 FEV  CONST_01  CAD  NAC  CAB  CAA     0.00   0.0  0
 FEV  CONST_02  CAD  CAE  CAF  CAA     0.00   0.0  0
 FEV  CONST_03  CAE  CAD  NAC  CAB     0.00   0.0  0
 FEV  CONST_04  CAE  CAF  CAA  CAB     0.00   0.0  0
 FEV  CONST_05  CAF  CAE  CAD  NAC     0.00   0.0  0
 FEV  CONST_06  CAF  CAA  CAB  NAC     0.00   0.0  0
 FEV  CONST_07  NAC  CAB  CAA  CAI   180.00   0.0  0
 FEV  CONST_08  CAE  CAF  CAA  CAI   180.00   0.0  0
 FEV  CONST_09  OAG  CAE  CAF  CAA   180.00   0.0  0
 FEV  CONST_10  CAH  CAD  NAC  CAB   180.00   0.0  0
 FEV  CONST_11  CAO  CAF  CAA  CAB   180.00   0.0  0
 FEV  CONST_12  OAG  CAE  CAD  NAC   180.00   0.0  0
 FEV  CONST_13  CAO  CAF  CAE  CAD   180.00   0.0  0
 FEV  CONST_14  CAF  CAE  CAD  CAH   180.00   0.0  0
 FEV  CONST_15  H5   CAB  NAC  CAD   180.00   0.0  0
 FEV  CONST_16  H11  OAU  CAR  CAQ   180.00   0.0  0
 FEV  Var_01    CAB  CAA  CAI  OAJ    -0.20  30.0  2
 FEV  Var_02    NAP  CAO  CAF  CAA   179.49  30.0  2
 FEV  Var_03    H6   CAH  CAD  NAC   117.65  30.0  2
 FEV  Var_04    CAA  CAI  OAJ  PAK  -159.21  30.0  1
 FEV  Var_05    CAV  CAS  CAQ  NAP   178.88   0.0  2
 FEV  Var_06    CAR  CAQ  NAP  CAO   -15.43  30.0  3
 FEV  Var_07    OAT  CAR  CAQ  NAP   -38.79  30.0  2
 FEV  Var_08    CAW  CAV  CAS  CAQ   102.09  30.0  3
 FEV  Var_09    H15  CAW  CAV  CAS   175.95  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
 FEV  plan-1  CAI  0.020
 FEV  plan-1  CAA  0.020
 FEV  plan-1  CAB  0.020
 FEV  plan-1  NAC  0.020
 FEV  plan-1  CAD  0.020
 FEV  plan-1  CAH  0.020
 FEV  plan-1  CAE  0.020
 FEV  plan-1  OAG  0.020
 FEV  plan-1  CAF  0.020
 FEV  plan-1  CAO  0.020
 FEV  plan-1  H5   0.020
 FEV  plan-2  CAQ  0.020
 FEV  plan-2  CAR  0.020
 FEV  plan-2  OAU  0.020
 FEV  plan-2  OAT  0.020
 FEV  plan-2  H11  0.020
 FEV  plan-3  CAF  0.020
 FEV  plan-3  CAO  0.020
 FEV  plan-3  NAP  0.020
 FEV  plan-3  CAQ  0.020
 FEV  plan-3  H10  0.020
 FEV  plan-4  NAP  0.020
 FEV  plan-4  CAQ  0.020
 FEV  plan-4  CAR  0.020
 FEV  plan-4  CAS  0.020
 FEV  plan-4  CAV  0.020
 FEV  plan-4  H12  0.020

