data_E9U
#

_chem_comp.id                                   E9U
_chem_comp.name                                 "(2~{S})-4-[(2~{R})-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]sulfanyl-2-[(~{E})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]butanoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H22 N3 O9 P S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-11-27
_chem_comp.pdbx_modified_date                   2020-10-02
_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                       451.389
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    E9U
_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       6LE4
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
E9U  N1   N1   N  0  1  Y  N  N   -7.241  -47.096  -24.131  -3.191   0.811  -3.091  N1   E9U   1  
E9U  C2   C1   C  0  1  Y  N  N   -6.095  -46.813  -24.771  -2.249   1.732  -3.090  C2   E9U   2  
E9U  C3   C2   C  0  1  Y  N  N   -5.443  -45.601  -24.586  -1.468   1.947  -1.964  C3   E9U   3  
E9U  N    N2   N  0  1  N  N  N   -4.321  -42.974  -24.240   0.037   2.252   0.433  N    E9U   4  
E9U  CA   C3   C  0  1  N  N  S   -3.552  -41.735  -24.084   0.834   2.440   1.648  CA   E9U   5  
E9U  C    C4   C  0  1  N  N  N   -2.150  -42.039  -24.538   0.661   3.852   2.148  C    E9U   6  
E9U  O    O1   O  0  1  N  N  N   -1.719  -43.294  -24.462   1.303   4.254   3.256  O    E9U   7  
E9U  CB   C5   C  0  1  N  N  N   -3.620  -41.259  -22.624   2.310   2.187   1.334  CB   E9U   8  
E9U  CG   C6   C  0  1  N  N  N   -2.691  -40.098  -22.256   2.504   0.720   0.946  CG   E9U   9  
E9U  SD   S1   S  0  1  N  N  N   -2.148  -40.351  -20.591   4.254   0.420   0.573  SD   E9U  10  
E9U  CE   C7   C  0  1  N  N  N   -3.299  -39.795  -19.360   4.283  -1.342   0.142  CE   E9U  11  
E9U  CZ   C8   C  0  1  N  N  R   -2.684  -38.854  -18.301   5.714  -1.758  -0.204  CZ   E9U  12  
E9U  CH   C9   C  0  1  N  N  N   -2.520  -39.559  -16.992   5.738  -3.222  -0.562  CH   E9U  13  
E9U  NH   N3   N  0  1  N  N  N   -1.337  -38.387  -18.693   6.192  -0.967  -1.346  NH   E9U  14  
E9U  C2A  C10  C  0  1  N  N  N   -5.535  -47.844  -25.702  -2.017   2.561  -4.326  C2A  E9U  15  
E9U  C4   C11  C  0  1  Y  N  N   -5.981  -44.648  -23.742  -1.697   1.165  -0.820  C4   E9U  16  
E9U  C4A  C12  C  0  1  N  N  N   -5.286  -43.346  -23.518  -0.894   1.355   0.404  C4A  E9U  17  
E9U  C5   C13  C  0  1  Y  N  N   -7.171  -44.973  -23.091  -2.710   0.200  -0.874  C5   E9U  18  
E9U  C5A  C14  C  0  1  N  N  N   -7.849  -44.013  -22.147  -3.003  -0.669   0.322  C5A  E9U  19  
E9U  C6   C15  C  0  1  Y  N  N   -7.782  -46.202  -23.302  -3.437   0.056  -2.038  C6   E9U  20  
E9U  O1P  O2   O  0  1  N  N  N   -7.542  -40.884  -22.351  -5.327  -1.869   2.301  O1P  E9U  21  
E9U  O2P  O3   O  0  1  N  N  N   -9.779  -40.975  -23.413  -3.543  -3.490   1.553  O2P  E9U  22  
E9U  O3   O4   O  0  1  N  N  N   -4.286  -45.352  -25.251  -0.498   2.897  -1.967  O3   E9U  23  
E9U  O3P  O5   O  0  1  N  N  N   -9.592  -41.674  -20.954  -5.752  -3.561   0.333  O3P  E9U  24  
E9U  O4P  O6   O  0  1  N  N  N   -8.728  -43.179  -22.884  -4.072  -1.564   0.011  O4P  E9U  25  
E9U  OT   O7   O  0  1  N  N  N   -1.396  -41.196  -24.995  -0.054   4.621   1.551  OT   E9U  26  
E9U  OX1  O8   O  0  1  N  N  N   -3.535  -40.235  -16.483   5.758  -3.560  -1.722  OX1  E9U  27  
E9U  OX2  O9   O  0  1  N  N  N   -1.456  -39.517  -16.393   5.738  -4.150   0.407  OX2  E9U  28  
E9U  P    P1   P  0  1  N  N  N   -8.938  -41.664  -22.415  -4.649  -2.640   1.060  P    E9U  29  
E9U  H1   H1   H  0  1  N  N  N   -3.978  -40.953  -24.730   0.500   1.740   2.414  H1   E9U  30  
E9U  H2   H2   H  0  1  N  N  N   -0.832  -43.345  -24.797   1.161   5.168   3.538  H2   E9U  31  
E9U  H3   H3   H  0  1  N  N  N   -4.653  -40.942  -22.421   2.620   2.826   0.507  H3   E9U  32  
E9U  H4   H4   H  0  1  N  N  N   -3.365  -42.113  -21.979   2.912   2.414   2.213  H4   E9U  33  
E9U  H5   H5   H  0  1  N  N  N   -1.825  -40.082  -22.934   2.194   0.082   1.773  H5   E9U  34  
E9U  H6   H6   H  0  1  N  N  N   -3.234  -39.145  -22.332   1.901   0.494   0.066  H6   E9U  35  
E9U  H7   H7   H  0  1  N  N  N   -4.115  -39.258  -19.867   3.929  -1.929   0.989  H7   E9U  36  
E9U  H8   H8   H  0  1  N  N  N   -3.706  -40.677  -18.844   3.636  -1.516  -0.717  H8   E9U  37  
E9U  H9   H9   H  0  1  N  N  N   -3.350  -37.989  -18.168   6.361  -1.584   0.655  H9   E9U  38  
E9U  H10  H10  H  0  1  N  N  N   -0.974  -37.782  -17.984   5.608  -1.112  -2.156  H10  E9U  39  
E9U  H11  H11  H  0  1  N  N  N   -0.730  -39.174  -18.802   6.246   0.013  -1.109  H11  E9U  40  
E9U  H13  H13  H  0  1  N  N  N   -6.194  -48.725  -25.714  -1.283   2.067  -4.963  H13  E9U  41  
E9U  H14  H14  H  0  1  N  N  N   -5.467  -47.424  -26.716  -2.955   2.671  -4.872  H14  E9U  42  
E9U  H15  H15  H  0  1  N  N  N   -4.532  -48.141  -25.360  -1.646   3.545  -4.040  H15  E9U  43  
E9U  H16  H16  H  0  1  N  N  N   -5.619  -42.705  -22.715  -1.084   0.744   1.274  H16  E9U  44  
E9U  H17  H17  H  0  1  N  N  N   -8.421  -44.577  -21.396  -2.113  -1.242   0.581  H17  E9U  45  
E9U  H18  H18  H  0  1  N  N  N   -7.091  -43.395  -21.643  -3.288  -0.041   1.166  H18  E9U  46  
E9U  H19  H19  H  0  1  N  N  N   -8.704  -46.436  -22.790  -4.220  -0.686  -2.087  H19  E9U  47  
E9U  H20  H20  H  0  1  N  N  N   -7.557  -40.156  -22.961  -6.062  -1.292   2.051  H20  E9U  48  
E9U  H21  H21  H  0  1  N  N  N   -3.967  -44.488  -25.019  -0.801   3.769  -1.678  H21  E9U  49  
E9U  H22  H22  H  0  1  N  N  N  -10.429  -41.225  -20.978  -6.143  -4.233   0.908  H22  E9U  50  
E9U  H23  H23  H  0  1  N  N  N   -1.525  -40.017  -15.588   5.754  -5.076   0.129  H23  E9U  51  
#   #
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
E9U  C2A  C2   SING  N  N   1  
E9U  O3   C3   SING  N  N   2  
E9U  OT   C    DOUB  N  N   3  
E9U  C2   C3   DOUB  Y  N   4  
E9U  C2   N1   SING  Y  N   5  
E9U  C3   C4   SING  Y  N   6  
E9U  C    O    SING  N  N   7  
E9U  C    CA   SING  N  N   8  
E9U  N    CA   SING  N  N   9  
E9U  N    C4A  DOUB  N  N  10  
E9U  N1   C6   DOUB  Y  N  11  
E9U  CA   CB   SING  N  N  12  
E9U  C4   C4A  SING  N  N  13  
E9U  C4   C5   DOUB  Y  N  14  
E9U  O2P  P    DOUB  N  N  15  
E9U  C6   C5   SING  Y  N  16  
E9U  C5   C5A  SING  N  N  17  
E9U  O4P  P    SING  N  N  18  
E9U  O4P  C5A  SING  N  N  19  
E9U  CB   CG   SING  N  N  20  
E9U  P    O1P  SING  N  N  21  
E9U  P    O3P  SING  N  N  22  
E9U  CG   SD   SING  N  N  23  
E9U  SD   CE   SING  N  N  24  
E9U  CE   CZ   SING  N  N  25  
E9U  NH   CZ   SING  N  N  26  
E9U  CZ   CH   SING  N  N  27  
E9U  CH   OX1  DOUB  N  N  28  
E9U  CH   OX2  SING  N  N  29  
E9U  CA   H1   SING  N  N  30  
E9U  O    H2   SING  N  N  31  
E9U  CB   H3   SING  N  N  32  
E9U  CB   H4   SING  N  N  33  
E9U  CG   H5   SING  N  N  34  
E9U  CG   H6   SING  N  N  35  
E9U  CE   H7   SING  N  N  36  
E9U  CE   H8   SING  N  N  37  
E9U  CZ   H9   SING  N  N  38  
E9U  NH   H10  SING  N  N  39  
E9U  NH   H11  SING  N  N  40  
E9U  C2A  H13  SING  N  N  41  
E9U  C2A  H14  SING  N  N  42  
E9U  C2A  H15  SING  N  N  43  
E9U  C4A  H16  SING  N  N  44  
E9U  C5A  H17  SING  N  N  45  
E9U  C5A  H18  SING  N  N  46  
E9U  C6   H19  SING  N  N  47  
E9U  O1P  H20  SING  N  N  48  
E9U  O3   H21  SING  N  N  49  
E9U  O3P  H22  SING  N  N  50  
E9U  OX2  H23  SING  N  N  51  
#   #
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
E9U  InChI             InChI                 1.03   "InChI=1S/C15H22N3O9PS/c1-8-13(19)10(9(4-17-8)6-27-28(24,25)26)5-18-12(15(22)23)2-3-29-7-11(16)14(20)21/h4-5,11-12,19H,2-3,6-7,16H2,1H3,(H,20,21)(H,22,23)(H2,24,25,26)/b18-5+/t11-,12-/m0/s1"  
E9U  InChIKey          InChI                 1.03   BNRWEPGYMATFEB-QIDXEYLZSA-N  
E9U  SMILES_CANONICAL  CACTVS                3.385  "Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@H](CCSC[C@H](N)C(O)=O)C(O)=O)c1O"  
E9U  SMILES            CACTVS                3.385  "Cc1ncc(CO[P](O)(O)=O)c(C=N[CH](CCSC[CH](N)C(O)=O)C(O)=O)c1O"  
E9U  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@@H](CCSC[C@@H](C(=O)O)N)C(=O)O)O"  
E9U  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CCSCC(C(=O)O)N)C(=O)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          E9U
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(2~{S})-4-[(2~{R})-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]sulfanyl-2-[(~{E})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]butanoic 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
E9U  "Create component"  2019-11-27  PDBJ  
E9U  "Initial release"   2020-10-07  RCSB  
##
