data_E1O
# 
_chem_comp.id                                    E1O 
_chem_comp.name                                  "(2R)-2-[(E)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3-sulfanyl-propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N2 O7 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-10-02 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        350.285 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E1O 
_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        6L0S 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
E1O C6  C1  C 0 1 Y N N N N N -0.554 -8.082 -2.832 1.816  2.208  0.034  C6  E1O 1  
E1O C5  C2  C 0 1 Y N N N N N -0.530 -7.295 -1.674 1.120  1.018  -0.030 C5  E1O 2  
E1O N1  N1  N 0 1 Y N N N N N 0.098  -7.702 -4.001 1.184  3.365  0.082  N1  E1O 3  
E1O C2  C3  C 0 1 Y N N N N N 0.788  -6.549 -4.046 -0.131 3.446  0.071  C2  E1O 4  
E1O C4  C4  C 0 1 Y N N N N N 0.184  -6.069 -1.698 -0.279 1.050  -0.049 C4  E1O 5  
E1O SG  S1  S 0 1 N N N N N N 2.949  -6.441 2.682  -3.016 -1.499 2.528  SG  E1O 6  
E1O CB  C5  C 0 1 N N N N N N 3.283  -5.092 1.502  -4.039 -1.487 1.030  CB  E1O 7  
E1O CA  C6  C 0 1 N N R N N N 2.115  -4.219 1.001  -3.139 -1.385 -0.202 CA  E1O 8  
E1O C   C7  C 0 1 N N N N N N 2.777  -2.865 0.614  -3.989 -1.375 -1.446 C   E1O 9  
E1O O   O1  O 0 1 N N N N N N 3.533  -2.333 1.465  -4.793 -2.415 -1.718 O   E1O 10 
E1O N   N2  N 0 1 N N N N N N 1.572  -4.913 -0.187 -2.358 -0.147 -0.135 N   E1O 11 
E1O OXT O2  O 0 1 N N N N N N 2.627  -2.421 -0.553 -3.947 -0.431 -2.199 OXT E1O 12 
E1O O3P O3  O 0 1 N N N N N N -1.533 -6.119 1.977  4.271  -2.003 -1.498 O3P E1O 13 
E1O P   P1  P 0 1 N N N N N N -2.664 -6.924 1.508  4.357  -1.236 -0.085 P   E1O 14 
E1O O1P O4  O 0 1 N N N N N N -3.966 -6.269 1.346  4.088  -2.193 1.012  O1P E1O 15 
E1O O2P O5  O 0 1 N N N N N N -2.665 -8.364 1.855  5.830  -0.611 0.098  O2P E1O 16 
E1O O4P O6  O 0 1 N N N N N N -2.257 -6.963 -0.064 3.264  -0.055 -0.047 O4P E1O 17 
E1O C5A C8  C 0 1 N N N N N N -1.200 -7.802 -0.531 1.856  -0.296 -0.079 C5A E1O 18 
E1O C2A C9  C 0 1 N N N N N N 1.432  -6.204 -5.252 -0.793 4.798  0.128  C2A E1O 19 
E1O C3  C10 C 0 1 Y N N N N N 0.836  -5.738 -2.900 -0.913 2.301  0.008  C3  E1O 20 
E1O O3  O7  O 0 1 N N N N N N 1.546  -4.572 -2.967 -2.267 2.391  -0.003 O3  E1O 21 
E1O C4A C11 C 0 1 N N N N N N 0.308  -5.236 -0.563 -1.066 -0.197 -0.117 C4A E1O 22 
E1O H1  H1  H 0 1 N N N N N N -1.097 -9.015 -2.817 2.896  2.191  0.050  H1  E1O 23 
E1O H2  H2  H 0 1 N N N N N N 4.136  -6.938 2.868  -3.925 -1.592 3.515  H2  E1O 24 
E1O H3  H3  H 0 1 N N N N N N 3.745  -5.549 0.615  -4.620 -2.408 0.980  H3  E1O 25 
E1O H4  H4  H 0 1 N N N N N N 4.005  -4.416 1.984  -4.715 -0.633 1.059  H4  E1O 26 
E1O H5  H5  H 0 1 N N N N N N 1.356  -4.079 1.785  -2.463 -2.239 -0.231 H5  E1O 27 
E1O H6  H6  H 0 1 N N N N N N 3.951  -1.570 1.084  -5.319 -2.363 -2.528 H6  E1O 28 
E1O H7  H7  H 0 1 N N N N N N -1.819 -5.224 2.121  4.437  -1.436 -2.263 H7  E1O 29 
E1O H8  H8  H 0 1 N N N N N N -3.561 -8.672 1.926  6.540  -1.268 0.085  H8  E1O 30 
E1O H9  H9  H 0 1 N N N N N N -1.624 -8.785 -0.785 1.572  -0.903 0.781  H9  E1O 31 
E1O H10 H10 H 0 1 N N N N N N -0.465 -7.918 0.279  1.598  -0.823 -0.997 H10 E1O 32 
E1O H11 H11 H 0 1 N N N N N N 1.250  -6.987 -6.003 -0.942 5.173  -0.885 H11 E1O 33 
E1O H12 H12 H 0 1 N N N N N N 1.035  -5.246 -5.618 -1.758 4.710  0.628  H12 E1O 34 
E1O H13 H13 H 0 1 N N N N N N 2.514  -6.109 -5.076 -0.159 5.490  0.683  H13 E1O 35 
E1O H14 H14 H 0 1 N N N N N N 1.498  -4.123 -2.131 -2.650 2.459  -0.889 H14 E1O 36 
E1O H15 H15 H 0 1 N N N N N N -0.556 -4.876 -0.024 -0.562 -1.152 -0.153 H15 E1O 37 
# 
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 
E1O C2A C2  SING N N 1  
E1O C2  N1  DOUB Y N 2  
E1O C2  C3  SING Y N 3  
E1O N1  C6  SING Y N 4  
E1O O3  C3  SING N N 5  
E1O C3  C4  DOUB Y N 6  
E1O C6  C5  DOUB Y N 7  
E1O C4  C5  SING Y N 8  
E1O C4  C4A SING N N 9  
E1O C5  C5A SING N N 10 
E1O C4A N   DOUB N N 11 
E1O OXT C   DOUB N N 12 
E1O C5A O4P SING N N 13 
E1O N   CA  SING N N 14 
E1O O4P P   SING N N 15 
E1O C   CA  SING N N 16 
E1O C   O   SING N N 17 
E1O CA  CB  SING N N 18 
E1O O1P P   DOUB N N 19 
E1O CB  SG  SING N N 20 
E1O P   O2P SING N N 21 
E1O P   O3P SING N N 22 
E1O C6  H1  SING N N 23 
E1O SG  H2  SING N N 24 
E1O CB  H3  SING N N 25 
E1O CB  H4  SING N N 26 
E1O CA  H5  SING N N 27 
E1O O   H6  SING N N 28 
E1O O3P H7  SING N N 29 
E1O O2P H8  SING N N 30 
E1O C5A H9  SING N N 31 
E1O C5A H10 SING N N 32 
E1O C2A H11 SING N N 33 
E1O C2A H12 SING N N 34 
E1O C2A H13 SING N N 35 
E1O O3  H14 SING N N 36 
E1O C4A H15 SING N N 37 
# 
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 
E1O InChI            InChI                1.03  "InChI=1S/C11H15N2O7PS/c1-6-10(14)8(3-13-9(5-22)11(15)16)7(2-12-6)4-20-21(17,18)19/h2-3,9,14,22H,4-5H2,1H3,(H,15,16)(H2,17,18,19)/b13-3+/t9-/m0/s1" 
E1O InChIKey         InChI                1.03  NUTWYOJHALJXFM-BIMOUXMDSA-N                                                                                                                         
E1O SMILES_CANONICAL CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@H](CS)C(O)=O)c1O"                                                                                                    
E1O SMILES           CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c(C=N[CH](CS)C(O)=O)c1O"                                                                                                      
E1O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@@H](CS)C(=O)O)O"                                                                                                  
E1O SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CS)C(=O)O)O"                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           E1O 
_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~{R})-2-[(~{E})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3-sulfanyl-propanoic 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 
E1O "Create component" 2019-10-02 PDBJ 
E1O "Initial release"  2020-09-23 RCSB 
E1O "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            E1O 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C4A 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
