# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 22 17:07:18 2019
#
#   Inital geometry file: a 94 line input string
#   Ligand name: (E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-L-alanine
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: C[C@H](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
F0G        F0G '(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-L-alanine' ligand 33 21 .
2019-03-22 2019-03-22
;
CIF prepared directly in eLBOW
;
#
data_comp_F0G
#
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
F0G         N1     N   N      0  -0.154    0.9715   -3.1275    0.0989
F0G         C2     C   CR6    0  -0.133   -0.3805   -3.2251    0.2310
F0G         C2A    C   CH3    0  -0.127   -1.0179   -4.5621    0.4080
F0G         C3     C   CR6    0   0.048   -1.2192   -2.0847    0.2050
F0G         O3     O   OH1    0  -0.294   -2.5620   -2.3254    0.3847
F0G         C4     C   CR6    0  -0.125   -0.6480   -0.8015    0.0219
F0G         C4A    C   C1     0  -0.027   -1.5056    0.3974    0.0250
F0G         C5     C   CR6    0  -0.060    0.7410   -0.7100   -0.1049
F0G         C6     C   CR16   0  -0.108    1.5034   -1.9137   -0.0520
F0G         C5A    C   CH2    0   0.087    1.4904    0.5936   -0.2557
F0G         O4P    O   O2     0  -0.725    2.5821    0.4948   -1.0784
F0G         O1P    O   OP    -1  -1.254    3.8882    1.5007    0.8431
F0G         O2P    O   OP    -1  -1.246    4.3345   -0.8794    0.0588
F0G         O3P    O   O      0  -1.241    5.0245    1.0974   -1.4085
F0G         N      N   N      0  -0.178   -2.5231    0.5314   -0.7517
F0G         CA     C   CH1    0  -0.117   -3.4043    1.6692   -0.6126
F0G         C      C   C      0   0.340   -4.7094    1.3520    0.2039
F0G         CB     C   CH3    0  -0.176   -3.8085    2.2237   -1.9765
F0G         OXT    O   OC    -1  -0.605   -5.6458    2.2020    0.1229
F0G         O      O   O      0  -0.569   -4.7698    0.3205    0.9270
F0G         P10    P   P      0   2.509    4.1390    0.5708   -0.3150
F0G         H1     H   HCH3   0   0.058   -1.6285   -4.5596    1.3452
F0G         H2     H   HCH3   0   0.056   -1.7078   -4.7606   -0.4497
F0G         H3     H   HCH3   0   0.056   -0.2685   -5.3875    0.4664
F0G         H4     H   HOH1   0   0.260   -3.0402   -1.4784    0.4379
F0G         H5     H   H      0   0.098   -1.1866    1.1572    0.7751
F0G         H6     H   HCR6   0   0.282    2.6341   -1.8011   -0.1267
F0G         H7     H   HCH2   0   0.015    0.7699    1.3541   -0.6839
F0G         H8     H   HCH2   0   0.102    1.8019    0.9323    0.7804
F0G         H11    H   HCH1   0   0.053   -2.9127    2.5151   -0.0376
F0G         H12    H   HCH3   0   0.040   -2.9241    2.6281   -2.5245
F0G         H13    H   HCH3   0   0.061   -4.2851    1.4327   -2.6024
F0G         H14    H   HCH3   0   0.076   -4.5497    3.0435   -1.8147
#
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
F0G   C2A     C2    single        1.492 0.020     1.492
F0G   N1      C2    aromatic      1.362 0.020     1.362
F0G   N1      C6    aromatic      1.334 0.020     1.334
F0G   C2      C3    aromatic      1.416 0.020     1.416
F0G   C6      C5    aromatic      1.426 0.020     1.426
F0G   C3      O3    single        1.376 0.020     1.376
F0G   C3      C4    aromatic      1.416 0.020     1.416
F0G   C5      C4    aromatic      1.398 0.020     1.398
F0G   C5      C5A   single        1.511 0.020     1.511
F0G   C4      C4A   single        1.474 0.020     1.474
F0G   C5A     O4P   single        1.371 0.020     1.371
F0G   C4A     N     double        1.287 0.020     1.287
F0G   N       CA    single        1.446 0.020     1.446
F0G   O4P     P10   single        1.736 0.020     1.736
F0G   O       C     deloc         1.261 0.020     1.261
F0G   O3P     P10   deloc         1.502 0.020     1.502
F0G   CA      C     single        1.572 0.020     1.572
F0G   CA      CB    single        1.527 0.020     1.527
F0G   C       OXT   deloc         1.267 0.020     1.267
F0G   P10     O2P   deloc         1.510 0.020     1.510
F0G   P10     O1P   deloc         1.506 0.020     1.506
F0G   C2A     H1    single        0.970 0.020     1.090
F0G   C2A     H2    single        0.970 0.020     1.090
F0G   C2A     H3    single        0.970 0.020     1.090
F0G   O3      H4    single        0.850 0.020     0.980
F0G   C4A     H5    single        0.930 0.020     1.080
F0G   C6      H6    single        0.930 0.020     1.080
F0G   C5A     H7    single        0.970 0.020     1.090
F0G   C5A     H8    single        0.970 0.020     1.090
F0G   CA      H11   single        0.970 0.020     1.090
F0G   CB      H12   single        0.970 0.020     1.090
F0G   CB      H13   single        0.970 0.020     1.090
F0G   CB      H14   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
F0G   C6      N1      C2          118.17 3.000
F0G   C3      C2      C2A         118.10 3.000
F0G   C3      C2      N1          121.91 3.000
F0G   C2A     C2      N1          119.99 3.000
F0G   H3      C2A     H2          108.83 3.000
F0G   H3      C2A     H1          108.92 3.000
F0G   H2      C2A     H1          107.83 3.000
F0G   H3      C2A     C2          112.46 3.000
F0G   H2      C2A     C2          109.37 3.000
F0G   H1      C2A     C2          109.31 3.000
F0G   C4      C3      O3          124.67 3.000
F0G   C4      C3      C2          119.55 3.000
F0G   O3      C3      C2          115.77 3.000
F0G   H4      O3      C3          109.52 3.000
F0G   C5      C4      C4A         121.67 3.000
F0G   C4A     C4      C3          120.13 3.000
F0G   C5      C4      C3          118.15 3.000
F0G   H5      C4A     N           124.16 3.000
F0G   H5      C4A     C4          112.92 3.000
F0G   N       C4A     C4          122.91 3.000
F0G   C5A     C5      C6          117.83 3.000
F0G   C5A     C5      C4          123.94 3.000
F0G   C6      C5      C4          118.21 3.000
F0G   H6      C6      C5          116.43 3.000
F0G   H6      C6      N1          119.56 3.000
F0G   C5      C6      N1          124.00 3.000
F0G   H8      C5A     H7          108.66 3.000
F0G   H8      C5A     O4P         110.56 3.000
F0G   H7      C5A     O4P         109.17 3.000
F0G   H8      C5A     C5          107.63 3.000
F0G   H7      C5A     C5          107.57 3.000
F0G   O4P     C5A     C5          113.13 3.000
F0G   P10     O4P     C5A         116.57 3.000
F0G   CA      N       C4A         120.38 3.000
F0G   H11     CA      CB          107.26 3.000
F0G   H11     CA      C           104.30 3.000
F0G   CB      CA      C           108.51 3.000
F0G   H11     CA      N           111.80 3.000
F0G   CB      CA      N           111.18 3.000
F0G   C       CA      N           113.40 3.000
F0G   O       C       OXT         123.36 3.000
F0G   OXT     C       CA          116.42 3.000
F0G   O       C       CA          120.18 3.000
F0G   H14     CB      H13         108.55 3.000
F0G   H14     CB      H12         109.33 3.000
F0G   H13     CB      H12         108.66 3.000
F0G   H14     CB      CA          108.23 3.000
F0G   H13     CB      CA          110.91 3.000
F0G   H12     CB      CA          111.12 3.000
F0G   O3P     P10     O2P         116.12 3.000
F0G   O2P     P10     O1P         115.09 3.000
F0G   O3P     P10     O1P         116.19 3.000
F0G   O1P     P10     O4P         102.47 3.000
F0G   O2P     P10     O4P         100.54 3.000
F0G   O3P     P10     O4P         102.94 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
F0G CONST_01       C4      C3      C2      N1            0.72   0.0 0
F0G CONST_02       C4      C5      C6      N1            0.66   0.0 0
F0G CONST_03       C5      C6      N1      C2           -1.03   0.0 0
F0G CONST_04       C5      C4      C3      C2           -1.06   0.0 0
F0G CONST_05       C6      N1      C2      C3            0.32   0.0 0
F0G CONST_06       C6      C5      C4      C3            0.42   0.0 0
F0G CONST_07       O3      C3      C2      N1         -178.37   0.0 0
F0G CONST_08       C5A     C5      C6      N1          178.95   0.0 0
F0G CONST_09       C4A     C4      C3      C2         -178.53   0.0 0
F0G CONST_10       C6      N1      C2      C2A        -179.74   0.0 0
F0G CONST_11       C4      C3      C2      C2A        -179.22   0.0 0
F0G CONST_12       C5A     C5      C4      C3         -177.76   0.0 0
F0G CONST_13       C5      C4      C3      O3          177.94   0.0 0
F0G CONST_14       C6      C5      C4      C4A         177.85   0.0 0
F0G CONST_15       H6      C6      N1      C2          177.79   0.0 0
F0G Var_01         N       C4A     C4      C3          -54.74  30.0 2
F0G Var_02         O4P     C5A     C5      C4         -144.62  30.0 2
F0G Var_03         H1      C2A     C2      N1          124.05  30.0 2
F0G Var_04         O3P     P10     O4P     C5A        -153.63  30.0 3
#
loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
F0G chir_01   CA      N       C       CB    positiv
#
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
F0G plan-1     N1 0.020
F0G plan-1     C2 0.020
F0G plan-1    C2A 0.020
F0G plan-1     C3 0.020
F0G plan-1     O3 0.020
F0G plan-1     C4 0.020
F0G plan-1    C4A 0.020
F0G plan-1     C5 0.020
F0G plan-1     C6 0.020
F0G plan-1    C5A 0.020
F0G plan-1     H6 0.020
F0G plan-2     CA 0.020
F0G plan-2      C 0.020
F0G plan-2    OXT 0.020
F0G plan-2      O 0.020
F0G plan-3     C4 0.020
F0G plan-3    C4A 0.020
F0G plan-3      N 0.020
F0G plan-3     CA 0.020
F0G plan-3     H5 0.020
