data_FEJ
#

_chem_comp.id                                   FEJ
_chem_comp.name                                 
;(2S,3S)-3-hydroxy-2-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-4-methylpentanoic
 acid (non-preferred name)
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C14 H21 N2 O8 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(2S,3S)-isopropylserine"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-03-27
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       376.299
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    FEJ
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6CUT
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
FEJ  OAD  O1   O  0  1  N  N  N   0.839  -35.170  -10.182  -6.044   1.051   0.196  OAD  FEJ   1  
FEJ  PAP  P1   P  0  1  N  N  N   0.504  -33.833  -10.956  -4.527   1.494  -0.113  PAP  FEJ   2  
FEJ  OAE  O2   O  0  1  N  N  N   0.301  -32.748   -9.969  -4.440   2.105  -1.600  OAE  FEJ   3  
FEJ  OAQ  O3   O  0  1  N  N  N   1.492  -33.648  -12.045  -4.103   2.519   0.867  OAQ  FEJ   4  
FEJ  OAC  O4   O  0  1  N  N  N  -0.900  -34.173  -11.652  -3.560   0.212  -0.003  OAC  FEJ   5  
FEJ  CAB  C1   C  0  1  N  N  N  -1.686  -33.133  -12.246  -2.138   0.298  -0.120  CAB  FEJ   6  
FEJ  CAM  C2   C  0  1  Y  N  N  -1.801  -33.302  -13.643  -1.538  -1.076   0.031  CAM  FEJ   7  
FEJ  CAO  C3   C  0  1  Y  N  N  -1.303  -32.291  -14.466  -2.346  -2.172   0.247  CAO  FEJ   8  
FEJ  NAR  N1   N  0  1  Y  N  N  -1.383  -32.373  -15.861  -1.834  -3.381   0.382  NAR  FEJ   9  
FEJ  CAS  C4   C  0  1  Y  N  N  -1.950  -33.434  -16.442  -0.537  -3.603   0.317  CAS  FEJ  10  
FEJ  CAA  C5   C  0  1  N  N  N  -2.005  -33.472  -17.838  -0.014  -5.007   0.479  CAA  FEJ  11  
FEJ  CAT  C6   C  0  1  Y  N  N  -2.458  -34.459  -15.636   0.353  -2.560   0.102  CAT  FEJ  12  
FEJ  OAU  O5   O  0  1  N  N  N  -3.029  -35.527  -16.260   1.688  -2.794   0.036  OAU  FEJ  13  
FEJ  CAN  C7   C  0  1  Y  N  N  -2.419  -34.418  -14.229  -0.152  -1.259  -0.051  CAN  FEJ  14  
FEJ  CAL  C8   C  0  1  N  N  N  -2.898  -35.464  -13.417   0.752  -0.115  -0.282  CAL  FEJ  15  
FEJ  N    N2   N  0  1  N  N  N  -3.485  -36.560  -13.919   2.030  -0.304  -0.345  N    FEJ  16  
FEJ  CA   C9   C  0  1  N  N  S  -3.820  -37.755  -13.099   2.927   0.831  -0.575  CA   FEJ  17  
FEJ  C    C10  C  0  1  N  N  N  -4.383  -38.829  -14.043   3.708   0.606  -1.844  C    FEJ  18  
FEJ  OXT  O6   O  0  1  N  N  N  -4.194  -38.666  -15.267   3.900  -0.518  -2.243  OXT  FEJ  19  
FEJ  O    O7   O  0  1  N  N  N  -4.961  -39.801  -13.526   4.189   1.654  -2.530  O    FEJ  20  
FEJ  CB   C11  C  0  1  N  N  S  -4.769  -37.483  -11.903   3.895   0.962   0.603  CB   FEJ  21  
FEJ  OG   O8   O  0  1  N  N  N  -6.121  -37.431  -12.365   4.758   2.081   0.389  OG   FEJ  22  
FEJ  CG   C12  C  0  1  N  N  N  -4.678  -38.583  -10.798   3.102   1.169   1.895  CG   FEJ  23  
FEJ  CD2  C13  C  0  1  N  N  N  -5.274  -38.050   -9.485   4.062   1.185   3.086  CD2  FEJ  24  
FEJ  CD1  C14  C  0  1  N  N  N  -3.238  -39.071  -10.528   2.353   2.502   1.825  CD1  FEJ  25  
FEJ  H1   H1   H  0  1  N  N  N   1.602  -35.580  -10.572  -6.683   1.774   0.147  H1   FEJ  26  
FEJ  H2   H2   H  0  1  N  N  N   0.873  -32.019  -10.177  -4.704   1.488  -2.296  H2   FEJ  27  
FEJ  H3   H3   H  0  1  N  N  N  -1.208  -32.163  -12.042  -1.878   0.702  -1.099  H3   FEJ  28  
FEJ  H4   H4   H  0  1  N  N  N  -2.692  -33.147  -11.801  -1.748   0.953   0.659  H4   FEJ  29  
FEJ  H5   H5   H  0  1  N  N  N  -0.844  -31.423  -14.015  -3.417  -2.040   0.308  H5   FEJ  30  
FEJ  H6   H6   H  0  1  N  N  N  -1.542  -32.563  -18.249   0.037  -5.490  -0.497  H6   FEJ  31  
FEJ  H7   H7   H  0  1  N  N  N  -1.462  -34.356  -18.202   0.982  -4.975   0.921  H7   FEJ  32  
FEJ  H8   H8   H  0  1  N  N  N  -3.055  -33.527  -18.162  -0.682  -5.571   1.129  H8   FEJ  33  
FEJ  H9   H9   H  0  1  N  N  N  -3.333  -36.149  -15.610   2.010  -2.987  -0.856  H9   FEJ  34  
FEJ  H10  H10  H  0  1  N  N  N  -2.788  -35.380  -12.346   0.346   0.879  -0.398  H10  FEJ  35  
FEJ  H11  H11  H  0  1  N  N  N  -2.882  -38.149  -12.682   2.341   1.745  -0.666  H11  FEJ  36  
FEJ  H12  H12  H  0  1  N  N  N  -5.238  -40.404  -14.206   4.621   1.465  -3.375  H12  FEJ  37  
FEJ  H13  H13  H  0  1  N  N  N  -4.489  -36.519  -11.452   4.492   0.053   0.685  H13  FEJ  38  
FEJ  H14  H14  H  0  1  N  N  N  -6.701  -37.264  -11.631   4.293   2.925   0.306  H14  FEJ  39  
FEJ  H15  H15  H  0  1  N  N  N  -5.278  -39.445  -11.125   2.386   0.356   2.016  H15  FEJ  40  
FEJ  H16  H16  H  0  1  N  N  N  -5.208  -38.827   -8.710   4.778   1.998   2.965  H16  FEJ  41  
FEJ  H17  H17  H  0  1  N  N  N  -4.712  -37.161   -9.162   3.496   1.333   4.006  H17  FEJ  42  
FEJ  H18  H18  H  0  1  N  N  N  -6.328  -37.780   -9.644   4.595   0.236   3.136  H18  FEJ  43  
FEJ  H19  H19  H  0  1  N  N  N  -3.252  -39.841   -9.742   1.672   2.492   0.974  H19  FEJ  44  
FEJ  H20  H20  H  0  1  N  N  N  -2.816  -39.497  -11.450   1.784   2.648   2.743  H20  FEJ  45  
FEJ  H21  H21  H  0  1  N  N  N  -2.619  -38.223  -10.199   3.069   3.315   1.708  H21  FEJ  46  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
FEJ  CAA  CAS  SING  N  N   1  
FEJ  CAS  NAR  DOUB  Y  N   2  
FEJ  CAS  CAT  SING  Y  N   3  
FEJ  OAU  CAT  SING  N  N   4  
FEJ  NAR  CAO  SING  Y  N   5  
FEJ  CAT  CAN  DOUB  Y  N   6  
FEJ  OXT  C    DOUB  N  N   7  
FEJ  CAO  CAM  DOUB  Y  N   8  
FEJ  CAN  CAM  SING  Y  N   9  
FEJ  CAN  CAL  SING  N  N  10  
FEJ  C    O    SING  N  N  11  
FEJ  C    CA   SING  N  N  12  
FEJ  N    CAL  DOUB  N  N  13  
FEJ  N    CA   SING  N  N  14  
FEJ  CAM  CAB  SING  N  N  15  
FEJ  CA   CB   SING  N  N  16  
FEJ  OG   CB   SING  N  N  17  
FEJ  CAB  OAC  SING  N  N  18  
FEJ  OAQ  PAP  DOUB  N  N  19  
FEJ  CB   CG   SING  N  N  20  
FEJ  OAC  PAP  SING  N  N  21  
FEJ  PAP  OAD  SING  N  N  22  
FEJ  PAP  OAE  SING  N  N  23  
FEJ  CG   CD1  SING  N  N  24  
FEJ  CG   CD2  SING  N  N  25  
FEJ  OAD  H1   SING  N  N  26  
FEJ  OAE  H2   SING  N  N  27  
FEJ  CAB  H3   SING  N  N  28  
FEJ  CAB  H4   SING  N  N  29  
FEJ  CAO  H5   SING  N  N  30  
FEJ  CAA  H6   SING  N  N  31  
FEJ  CAA  H7   SING  N  N  32  
FEJ  CAA  H8   SING  N  N  33  
FEJ  OAU  H9   SING  N  N  34  
FEJ  CAL  H10  SING  N  N  35  
FEJ  CA   H11  SING  N  N  36  
FEJ  O    H12  SING  N  N  37  
FEJ  CB   H13  SING  N  N  38  
FEJ  OG   H14  SING  N  N  39  
FEJ  CG   H15  SING  N  N  40  
FEJ  CD2  H16  SING  N  N  41  
FEJ  CD2  H17  SING  N  N  42  
FEJ  CD2  H18  SING  N  N  43  
FEJ  CD1  H19  SING  N  N  44  
FEJ  CD1  H20  SING  N  N  45  
FEJ  CD1  H21  SING  N  N  46  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
FEJ  SMILES            ACDLabs               12.01  "OP(O)(=O)OCc1cnc(c(c1[C@H]=NC(C(C(C)C)O)C(O)=O)O)C"  
FEJ  InChI             InChI                 1.03   "InChI=1S/C14H21N2O8P/c1-7(2)12(17)11(14(19)20)16-5-10-9(6-24-25(21,22)23)4-15-8(3)13(10)18/h4-5,7,11-12,17-18H,6H2,1-3H3,(H,19,20)(H2,21,22,23)/b16-5+/t11-,12-/m0/s1"  
FEJ  InChIKey          InChI                 1.03   VDGFQULJGQPRGZ-BGTSGQOBSA-N  
FEJ  SMILES_CANONICAL  CACTVS                3.385  "CC(C)[C@H](O)[C@H](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O"  
FEJ  SMILES            CACTVS                3.385  "CC(C)[CH](O)[CH](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O"  
FEJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@@H]([C@H](C(C)C)O)C(=O)O)O"  
FEJ  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(C(C(C)C)O)C(=O)O)O"  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
FEJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2S,3S)-3-hydroxy-2-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-4-methylpentanoic acid (non-preferred name)"  
FEJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(2~{S},3~{S})-4-methyl-2-[(~{E})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3-oxidanyl-pentanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
FEJ  "Create component"  2018-03-27  RCSB  
FEJ  "Initial release"   2018-09-26  RCSB  
FEJ  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     FEJ
_pdbx_chem_comp_synonyms.name        "(2S,3S)-isopropylserine"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
