data_PPJ
# 
_chem_comp.id                                    PPJ 
_chem_comp.name                                  N-(HYDROXY{3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)NORVALINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H19 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-09-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        362.272 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PPJ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1E5E 
_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 
PPJ N1   N1   N 0 1 Y N N 39.729 48.859 11.094 -1.081 7.687  0.938  N1   PPJ 1  
PPJ C2   C2   C 0 1 Y N N 38.689 49.712 11.200 -0.262 6.665  1.275  C2   PPJ 2  
PPJ C6   C6   C 0 1 Y N N 40.914 49.121 11.714 -1.608 7.648  -0.306 C6   PPJ 3  
PPJ C2A  C2A  C 0 1 N N N 37.608 49.791 10.306 0.314  6.719  2.652  C2A  PPJ 4  
PPJ C3   C3   C 0 1 Y N N 38.849 50.765 12.124 0.051  5.611  0.432  C3   PPJ 5  
PPJ O3   O3   O 0 1 N N N 37.892 51.654 12.109 0.883  4.615  0.837  O3   PPJ 6  
PPJ C4   C4   C 0 1 Y N N 39.987 50.918 12.922 -0.514 5.617  -0.831 C4   PPJ 7  
PPJ C4A  C4A  C 0 1 N N N 40.043 52.028 13.817 -0.211 4.519  -1.765 C4A  PPJ 8  
PPJ C5   C5   C 0 1 Y N N 41.104 50.117 12.685 -1.358 6.640  -1.224 C5   PPJ 9  
PPJ N    N    N 0 1 N N N 39.354 53.170 13.634 0.052  3.329  -1.354 N    PPJ 10 
PPJ C5A  C5A  C 0 1 N N N 42.255 50.059 13.536 -1.990 6.690  -2.572 C5A  PPJ 11 
PPJ OP4  OP4  O 0 1 N N N 41.944 49.444 14.629 -1.138 7.394  -3.469 OP4  PPJ 12 
PPJ P    P    P 0 1 N N N 42.820 49.913 15.874 -1.620 7.575  -5.001 P    PPJ 13 
PPJ OP1  OP1  O 0 1 N N N 42.354 48.969 17.071 -1.921 6.054  -5.462 OP1  PPJ 14 
PPJ OP2  OP2  O 0 1 N N N 42.529 51.417 16.164 -0.668 8.328  -5.883 OP2  PPJ 15 
PPJ OP3  OP3  O 0 1 N N N 44.377 49.716 15.609 -3.097 8.221  -4.867 OP3  PPJ 16 
PPJ CA   CA   C 0 1 N N S 39.318 54.207 14.518 0.324  2.395  -2.452 CA   PPJ 17 
PPJ CB   CB   C 0 1 N N N 40.534 54.719 15.167 1.821  2.387  -2.786 CB   PPJ 18 
PPJ C    C    C 0 1 N N N 38.460 55.272 14.107 -0.201 1.039  -2.036 C    PPJ 19 
PPJ CG   CG   C 0 1 N N S 41.601 55.428 14.415 2.750  1.911  -1.657 CG   PPJ 20 
PPJ CD   CD   C 0 1 N N N 41.463 56.858 14.645 4.203  1.908  -2.115 CD   PPJ 21 
PPJ O    O    O 0 1 N N N 37.897 55.172 12.957 -0.683 0.774  -0.942 O    PPJ 22 
PPJ OXT  OXT  O 0 1 N N N 37.876 56.049 14.980 -0.086 0.120  -3.030 OXT  PPJ 23 
PPJ OGL  OGL  O 0 1 N Y N 42.377 54.911 13.314 2.426  0.582  -1.262 OGL  PPJ 24 
PPJ HC6  HC6  H 0 1 N N N 41.767 48.491 11.412 -2.261 8.481  -0.548 HC6  PPJ 25 
PPJ H2A1 1H2A H 0 0 N N N 36.748 50.495 10.393 -0.288 6.114  3.340  H2A1 PPJ 26 
PPJ H2A2 2H2A H 0 0 N N N 38.044 49.944 9.291  1.344  6.343  2.665  H2A2 PPJ 27 
PPJ H2A3 3H2A H 0 0 N N N 37.174 48.766 10.239 0.345  7.749  3.028  H2A3 PPJ 28 
PPJ HO3  HO3  H 0 1 N N N 37.999 52.363 12.731 0.463  3.750  0.704  HO3  PPJ 29 
PPJ H4A  H4A  H 0 1 N N N 40.669 52.001 14.724 -0.223 4.768  -2.843 H4A  PPJ 30 
PPJ H5A1 1H5A H 0 0 N N N 43.134 49.600 13.027 -2.162 5.681  -2.973 H5A1 PPJ 31 
PPJ H5A2 2H5A H 0 0 N N N 42.691 51.067 13.726 -2.963 7.200  -2.537 H5A2 PPJ 32 
PPJ HA   HA   H 0 1 N N N 38.883 53.634 15.370 -0.254 2.731  -3.321 HA   PPJ 33 
PPJ HCB  HCB  H 0 1 N N N 41.011 53.868 15.708 2.109  3.407  -3.075 HCB  PPJ 34 
PPJ HB1  1HB  H 0 1 N N N 40.215 55.382 16.005 1.980  1.747  -3.663 HB1  PPJ 35 
PPJ HCG  HCG  H 0 1 N N N 42.538 54.926 14.751 2.662  2.559  -0.778 HCG  PPJ 36 
PPJ HC1  1HC  H 0 1 N N N 42.263 57.390 14.080 4.528  2.925  -2.360 HC1  PPJ 37 
PPJ HC2  2HC  H 0 1 N N N 40.443 57.233 14.395 4.326  1.311  -3.026 HC2  PPJ 38 
PPJ HC3  3HC  H 0 1 N N N 41.461 57.117 15.729 4.864  1.508  -1.340 HC3  PPJ 39 
PPJ HXT  HXT  H 0 1 N N N 37.305 56.757 14.706 -0.418 -0.777 -2.812 HXT  PPJ 40 
PPJ HGL  HGL  H 0 1 N N N 43.059 55.364 12.833 3.131  0.292  -0.661 HGL  PPJ 41 
PPJ HO1  HO1  H 0 1 N N N 44.537 49.677 14.673 -3.574 8.486  -5.681 HO1  PPJ 42 
PPJ HO2  HO2  H 0 1 N N N 42.261 48.078 16.755 -2.146 5.878  -6.400 HO2  PPJ 43 
# 
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 
PPJ N1  C2   DOUB Y N 1  
PPJ N1  C6   SING Y N 2  
PPJ C2  C2A  SING N N 3  
PPJ C2  C3   SING Y N 4  
PPJ C6  C5   DOUB Y N 5  
PPJ C6  HC6  SING N N 6  
PPJ C2A H2A1 SING N N 7  
PPJ C2A H2A2 SING N N 8  
PPJ C2A H2A3 SING N N 9  
PPJ C3  O3   SING N N 10 
PPJ C3  C4   DOUB Y N 11 
PPJ O3  HO3  SING N N 12 
PPJ C4  C4A  SING N N 13 
PPJ C4  C5   SING Y N 14 
PPJ C4A N    DOUB N E 15 
PPJ C4A H4A  SING N N 16 
PPJ C5  C5A  SING N N 17 
PPJ N   CA   SING N N 18 
PPJ C5A OP4  SING N N 19 
PPJ C5A H5A1 SING N N 20 
PPJ C5A H5A2 SING N N 21 
PPJ OP4 P    SING N N 22 
PPJ P   OP1  SING N N 23 
PPJ P   OP2  DOUB N N 24 
PPJ P   OP3  SING N N 25 
PPJ CA  CB   SING N N 26 
PPJ CA  C    SING N N 27 
PPJ CA  HA   SING N N 28 
PPJ CB  CG   SING N N 29 
PPJ CB  HCB  SING N N 30 
PPJ CB  HB1  SING N N 31 
PPJ C   O    DOUB N N 32 
PPJ C   OXT  SING N N 33 
PPJ CG  CD   SING N N 34 
PPJ CG  OGL  SING N N 35 
PPJ CG  HCG  SING N N 36 
PPJ CD  HC1  SING N N 37 
PPJ CD  HC2  SING N N 38 
PPJ CD  HC3  SING N N 39 
PPJ OXT HXT  SING N N 40 
PPJ OGL HGL  SING N N 41 
PPJ HO1 OP3  SING N N 42 
PPJ HO2 OP1  SING N N 43 
# 
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 
PPJ SMILES           ACDLabs              10.04 O=C(O)C(/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)CC(O)C                                                                                                                                
PPJ InChI            InChI                1.02b InChI=1/C13H19N2O8P/c1-7(16)3-11(13(18)19)15-5-10-9(6-23-24(20,21)22)4-14-8(2)12(10)17/h4-5,7,11,16-17H,3,6H2,1-2H3,(H,18,19)(H2,20,21,22)/b15-5+/t7-,11-/m0/s1/f/h18,20-21H 
PPJ InChIKey         InChI                1.02b XZPXXYMXESJHME-MTQKBWBXDQ                                                                                                                                                    
PPJ SMILES_CANONICAL CACTVS               3.341 C[C@H](O)C[C@H](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O                                                                                                                        
PPJ SMILES           CACTVS               3.341 C[CH](O)C[CH](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O                                                                                                                          
PPJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)\C=N\[C@@H](C[C@H](C)O)C(=O)O)O                                                                                                                     
PPJ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CC(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 
PPJ "SYSTEMATIC NAME" ACDLabs              10.04 (E,4S)-4-hydroxy-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-L-norvaline         
PPJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4S)-4-hydroxy-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]pentanoic acid" 
# 
