data_EA5
# 
_chem_comp.id                                    EA5 
_chem_comp.name                                  "(4S)-4-AMINO-5-[({3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)AMINO]PENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H22 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-07-18 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        363.303 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EA5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        2HP1 
_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 
EA5 P    P    P 0 1 N N N 6.118  18.549 -29.142 3.042  -3.049 0.061  P    EA5 1  
EA5 OP1  OP1  O 0 1 N N N 5.018  18.947 -28.229 1.760  -3.384 0.719  OP1  EA5 2  
EA5 OP2  OP2  O 0 1 N N N 7.236  17.739 -28.399 2.940  -3.378 -1.512 OP2  EA5 3  
EA5 OP3  OP3  O 0 1 N N N 7.035  19.521 -29.721 4.226  -3.920 0.716  OP3  EA5 4  
EA5 OP4  OP4  O 0 1 N N N 5.513  17.657 -30.307 3.354  -1.482 0.261  OP4  EA5 5  
EA5 C5A  C5A  C 0 1 N N N 6.332  17.071 -31.365 2.219  -0.768 -0.232 C5A  EA5 6  
EA5 C5   C5   C 0 1 Y N N 5.493  16.962 -32.643 2.449  0.713  -0.072 C5   EA5 7  
EA5 C6   C6   C 0 1 Y N N 4.973  15.741 -32.968 3.625  1.182  0.484  C6   EA5 8  
EA5 N1   N1   N 0 1 Y N N 4.219  15.615 -34.114 3.836  2.476  0.628  N1   EA5 9  
EA5 C2   C2   C 0 1 Y N N 3.967  16.698 -34.954 2.944  3.371  0.253  C2   EA5 10 
EA5 C2A  C2A  C 0 1 N N N 3.115  16.471 -36.215 3.235  4.838  0.441  C2A  EA5 11 
EA5 C3   C3   C 0 1 Y N N 4.489  17.948 -34.638 1.738  2.977  -0.307 C3   EA5 12 
EA5 O3   O3   O 0 1 N N N 4.249  19.055 -35.471 0.821  3.904  -0.691 O3   EA5 13 
EA5 C4   C4   C 0 1 Y N N 5.262  18.075 -33.465 1.484  1.620  -0.480 C4   EA5 14 
EA5 C4A  C4A  C 0 1 N N N 5.858  19.419 -33.077 0.190  1.148  -1.090 C4A  EA5 15 
EA5 N4A  N4A  N 0 1 N N N 5.692  20.550 -33.815 -0.807 0.948  -0.029 N4A  EA5 16 
EA5 N4   N4   N 0 1 N N N 5.872  23.511 -35.150 -3.304 1.484  1.158  N4   EA5 17 
EA5 CA   CA   C 0 1 N N S 6.884  22.606 -34.534 -3.124 0.261  0.365  CA   EA5 18 
EA5 C    C    C 0 1 N N N 6.301  21.794 -33.346 -2.038 0.490  -0.688 C    EA5 19 
EA5 CB   CB   C 0 1 N N N 8.162  23.422 -34.143 -4.440 -0.094 -0.330 CB   EA5 20 
EA5 CG   CG   C 0 1 N N N 8.379  23.792 -32.654 -5.494 -0.445 0.723  CG   EA5 21 
EA5 CD   CD   C 0 1 N N N 9.437  22.946 -31.934 -6.790 -0.795 0.039  CD   EA5 22 
EA5 OE1  OE1  O 0 1 N N N 9.711  21.791 -32.345 -7.863 -1.139 0.769  OE1  EA5 23 
EA5 OE2  OE2  O 0 1 N N N 9.991  23.436 -30.938 -6.864 -0.767 -1.167 OE2  EA5 24 
EA5 HOP1 HOP1 H 0 0 N N N 5.355  19.032 -27.345 ?      ?      ?      HOP1 EA5 25 
EA5 HOP2 HOP2 H 0 0 N N N 7.958  17.575 -28.995 3.794  -3.146 -1.902 HOP2 EA5 26 
EA5 H5A1 1H5A H 0 0 N N N 6.674  16.071 -31.059 1.333  -1.061 0.331  H5A1 EA5 27 
EA5 H5A2 2H5A H 0 0 N N N 7.208  17.710 -31.551 2.073  -1.001 -1.286 H5A2 EA5 28 
EA5 H6   H6   H 0 1 N N N 5.151  14.885 -32.334 4.381  0.480  0.803  H6   EA5 29 
EA5 H2A1 1H2A H 0 0 N N N 3.416  15.528 -36.696 3.733  5.226  -0.448 H2A1 EA5 30 
EA5 H2A2 2H2A H 0 0 N N N 3.268  17.305 -36.915 2.301  5.376  0.599  H2A2 EA5 31 
EA5 H2A3 3H2A H 0 0 N N N 2.053  16.417 -35.935 3.882  4.972  1.308  H2A3 EA5 32 
EA5 HO3  HO3  H 0 1 N N N 4.195  19.843 -34.943 0.245  4.060  0.070  HO3  EA5 33 
EA5 H4A1 1H4A H 0 0 N N N 6.936  19.230 -33.191 -0.174 1.896  -1.794 H4A1 EA5 34 
EA5 H4A2 2H4A H 0 0 N N N 5.424  19.652 -32.094 0.357  0.207  -1.614 H4A2 EA5 35 
EA5 HN4A HN4A H 0 0 N N N 6.087  20.362 -34.714 -0.478 0.179  0.536  HN4A EA5 36 
EA5 HN41 1HN4 H 0 0 N N N 6.314  24.362 -35.433 -2.393 1.737  1.511  HN41 EA5 37 
EA5 HN42 2HN4 H 0 0 N N N 5.155  23.714 -34.483 -3.577 2.211  0.513  HN42 EA5 38 
EA5 HA   HA   H 0 1 N N N 7.180  21.855 -35.281 -2.827 -0.557 1.021  HA   EA5 39 
EA5 H1   1H   H 0 1 N N N 7.118  21.547 -32.653 -2.373 1.247  -1.397 H1   EA5 40 
EA5 H2   2H   H 0 1 N N N 5.535  22.400 -32.840 -1.842 -0.442 -1.217 H2   EA5 41 
EA5 HB1  1HB  H 0 1 N N N 8.035  24.390 -34.650 -4.783 0.758  -0.917 HB1  EA5 42 
EA5 HB2  2HB  H 0 1 N N N 9.027  22.812 -34.443 -4.285 -0.950 -0.987 HB2  EA5 43 
EA5 HG1  1HG  H 0 1 N N N 7.424  23.606 -32.141 -5.151 -1.297 1.310  HG1  EA5 44 
EA5 HG2  2HG  H 0 1 N N N 8.703  24.842 -32.612 -5.650 0.410  1.380  HG2  EA5 45 
EA5 HOE2 HOE2 H 0 0 N N N 10.612 22.812 -30.581 ?      ?      ?      HOE2 EA5 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 
EA5 P   OP1  SING N N 1  
EA5 P   OP2  SING N N 2  
EA5 P   OP3  DOUB N N 3  
EA5 P   OP4  SING N N 4  
EA5 OP1 HOP1 SING N N 5  
EA5 OP2 HOP2 SING N N 6  
EA5 OP4 C5A  SING N N 7  
EA5 C5A C5   SING N N 8  
EA5 C5A H5A1 SING N N 9  
EA5 C5A H5A2 SING N N 10 
EA5 C5  C6   SING Y N 11 
EA5 C5  C4   DOUB Y N 12 
EA5 C6  N1   DOUB Y N 13 
EA5 C6  H6   SING N N 14 
EA5 N1  C2   SING Y N 15 
EA5 C2  C2A  SING N N 16 
EA5 C2  C3   DOUB Y N 17 
EA5 C2A H2A1 SING N N 18 
EA5 C2A H2A2 SING N N 19 
EA5 C2A H2A3 SING N N 20 
EA5 C3  O3   SING N N 21 
EA5 C3  C4   SING Y N 22 
EA5 O3  HO3  SING N N 23 
EA5 C4  C4A  SING N N 24 
EA5 C4A N4A  SING N N 25 
EA5 C4A H4A1 SING N N 26 
EA5 C4A H4A2 SING N N 27 
EA5 N4A C    SING N N 28 
EA5 N4A HN4A SING N N 29 
EA5 N4  CA   SING N N 30 
EA5 N4  HN41 SING N N 31 
EA5 N4  HN42 SING N N 32 
EA5 CA  C    SING N N 33 
EA5 CA  CB   SING N N 34 
EA5 CA  HA   SING N N 35 
EA5 C   H1   SING N N 36 
EA5 C   H2   SING N N 37 
EA5 CB  CG   SING N N 38 
EA5 CB  HB1  SING N N 39 
EA5 CB  HB2  SING N N 40 
EA5 CG  CD   SING N N 41 
EA5 CG  HG1  SING N N 42 
EA5 CG  HG2  SING N N 43 
EA5 CD  OE1  DOUB N N 44 
EA5 CD  OE2  SING N N 45 
EA5 OE2 HOE2 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 
EA5 SMILES           ACDLabs              10.04 "O=C(O)CCC(N)CNCc1c(cnc(c1O)C)COP(=O)(O)O"                                                                                                               
EA5 SMILES_CANONICAL CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(CNC[C@@H](N)CCC(O)=O)c1O"                                                                                                        
EA5 SMILES           CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(CNC[CH](N)CCC(O)=O)c1O"                                                                                                          
EA5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC[C@H](CCC(=O)O)N)O"                                                                                                         
EA5 SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNCC(CCC(=O)O)N)O"                                                                                                             
EA5 InChI            InChI                1.03  "InChI=1S/C13H22N3O7P/c1-8-13(19)11(6-15-5-10(14)2-3-12(17)18)9(4-16-8)7-23-24(20,21)22/h4,10,15,19H,2-3,5-7,14H2,1H3,(H,17,18)(H2,20,21,22)/t10-/m0/s1" 
EA5 InChIKey         InChI                1.03  DSCJVPXIMLLBAH-JTQLQIEISA-N                                                                                                                              
# 
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 
EA5 "SYSTEMATIC NAME" ACDLabs              10.04 "(4S)-4-amino-5-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]pentanoic acid" 
EA5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-amino-5-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]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 
EA5 "Create component"  2006-07-18 RCSB 
EA5 "Modify descriptor" 2011-06-04 RCSB 
# 
