data_PFM
# 
_chem_comp.id                                    PFM 
_chem_comp.name                                  1-AMINO-7-(2-METHYL-3-OXIDO-5-((PHOSPHONOXY)METHYL)-4-PYRIDOXAL-5-OXO-6-HEPTENATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PYRIDOXYLIDENE-PROPEN-1-YL-3-ALANINE-5-PHOSPHATE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        374.283 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PFM 
_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   N 
_chem_comp.pdbx_model_coordinates_db_code        2OAT 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PFM N    N    N 0 1 N N N 17.300 6.885  -5.244 -1.305 1.192  -4.312 N    PFM 1  
PFM CA   CA   C 0 1 N N S 17.291 7.972  -4.250 -0.237 0.764  -5.226 CA   PFM 2  
PFM C    C    C 0 1 N N N 17.420 9.397  -4.767 -0.842 0.311  -6.530 C    PFM 3  
PFM OA   OA   O 0 1 N N N 16.813 10.264 -4.077 -1.949 -0.173 -6.546 OA   PFM 4  
PFM OB   OB   O 0 1 N N N 18.098 9.768  -5.758 -0.152 0.448  -7.673 OB   PFM 5  
PFM CB   CB   C 0 1 N N N 18.415 7.727  -3.229 0.539  -0.393 -4.595 CB   PFM 6  
PFM CG   CG   C 0 1 N N N 18.125 8.428  -1.903 1.144  0.059  -3.291 CG   PFM 7  
PFM CD   CD   C 0 1 N N N 18.690 7.614  -0.721 0.899  -0.623 -2.168 CD   PFM 8  
PFM OE   OE   O 0 1 N N N 19.038 6.318  -1.089 0.195  -1.784 -2.218 OE   PFM 9  
PFM C4B  C4B  C 0 1 N N N 18.925 8.153  0.474  1.391  -0.117 -0.879 C4B  PFM 10 
PFM C4A  C4A  C 0 1 N N N 18.039 8.872  1.190  1.144  -0.804 0.250  C4A  PFM 11 
PFM C4   C4   C 0 1 Y N N 18.220 9.457  2.377  1.637  -0.298 1.541  C4   PFM 12 
PFM C3   C3   C 0 1 Y N N 19.253 9.160  3.258  3.012  -0.101 1.765  C3   PFM 13 
PFM O3   O3   O 0 1 N N N 20.256 8.299  2.855  3.917  -0.380 0.791  O3   PFM 14 
PFM C2   C2   C 0 1 Y N N 19.319 9.749  4.490  3.427  0.372  2.998  C2   PFM 15 
PFM C2A  C2A  C 0 1 N N N 20.462 9.470  5.488  4.897  0.583  3.257  C2A  PFM 16 
PFM N1   N1   N 0 1 Y N N 18.357 10.654 4.892  2.552  0.645  3.947  N1   PFM 17 
PFM C6   C6   C 0 1 Y N N 17.330 10.972 4.018  1.255  0.479  3.775  C6   PFM 18 
PFM C5   C5   C 0 1 Y N N 17.262 10.399 2.779  0.750  0.007  2.582  C5   PFM 19 
PFM C5A  C5A  C 0 1 N N N 16.173 10.843 1.783  -0.734 -0.177 2.400  C5A  PFM 20 
PFM P    P    P 0 1 N N N 13.998 9.975  0.555  -2.985 -0.018 3.335  P    PFM 21 
PFM OP1  OP1  O 0 1 N N N 13.609 11.433 0.445  -3.236 -1.441 3.018  OP1  PFM 22 
PFM OP2  OP2  O 0 1 N N N 14.690 9.483  -0.711 -3.813 0.392  4.653  OP2  PFM 23 
PFM OP3  OP3  O 0 1 N N N 12.904 9.044  1.023  -3.455 0.898  2.098  OP3  PFM 24 
PFM OP4  OP4  O 0 1 N N N 15.105 9.891  1.752  -1.412 0.203  3.599  OP4  PFM 25 
PFM HN1  1HN  H 0 1 N N N 17.213 5.929  -4.897 -0.867 1.385  -3.424 HN1  PFM 26 
PFM HN2  2HN  H 0 1 N N N 18.139 6.960  -5.819 -1.904 0.392  -4.172 HN2  PFM 27 
PFM HA   HA   H 0 1 N N N 16.266 7.922  -3.812 0.439  1.599  -5.409 HA   PFM 28 
PFM HOB  HOB  H 0 1 N N N 18.178 10.657 -6.080 -0.541 0.157  -8.509 HOB  PFM 29 
PFM HB1  1HB  H 0 1 N N N 18.604 6.637  -3.082 1.332  -0.710 -5.273 HB1  PFM 30 
PFM HB2  2HB  H 0 1 N N N 19.409 8.021  -3.637 -0.137 -1.227 -4.411 HB2  PFM 31 
PFM HG   HG   H 0 1 N N N 17.584 9.385  -1.812 1.776  0.935  -3.264 HG   PFM 32 
PFM HOE  HOE  H 0 1 N N N 19.386 5.816  -0.361 0.828  -2.486 -2.422 HOE  PFM 33 
PFM H4B  H4B  H 0 1 N N N 19.928 7.991  0.902  1.950  0.805  -0.839 H4B  PFM 34 
PFM H4A  H4A  H 0 1 N N N 17.036 8.997  0.747  0.585  -1.727 0.210  H4A  PFM 35 
PFM HO3  HO3  H 0 1 N N N 20.962 8.096  3.457  4.030  0.429  0.274  HO3  PFM 36 
PFM H2A1 1H2A H 0 0 N N N 20.515 9.950  6.492  5.328  -0.329 3.668  H2A1 PFM 37 
PFM H2A2 2H2A H 0 0 N N N 20.511 8.366  5.640  5.398  0.833  2.322  H2A2 PFM 38 
PFM H2A3 3H2A H 0 0 N N N 21.423 9.680  4.963  5.026  1.398  3.968  H2A3 PFM 39 
PFM H6   H6   H 0 1 N N N 16.551 11.695 4.314  0.577  0.717  4.582  H6   PFM 40 
PFM H5A1 1H5A H 0 0 N N N 15.804 11.872 2.002  -1.079 0.445  1.575  H5A1 PFM 41 
PFM H5A2 2H5A H 0 0 N N N 16.591 11.029 0.766  -0.946 -1.223 2.179  H5A2 PFM 42 
PFM HOP2 2HOP H 0 0 N N N 14.934 8.567  -0.641 -4.748 0.245  4.452  HOP2 PFM 43 
PFM HOP3 3HOP H 0 0 N N N 13.148 8.128  1.092  -3.274 1.815  2.344  HOP3 PFM 44 
# 
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 
PFM N   CA   SING N N 1  
PFM N   HN1  SING N N 2  
PFM N   HN2  SING N N 3  
PFM CA  C    SING N N 4  
PFM CA  CB   SING N N 5  
PFM CA  HA   SING N N 6  
PFM C   OA   DOUB N N 7  
PFM C   OB   SING N N 8  
PFM OB  HOB  SING N N 9  
PFM CB  CG   SING N N 10 
PFM CB  HB1  SING N N 11 
PFM CB  HB2  SING N N 12 
PFM CG  CD   DOUB N Z 13 
PFM CG  HG   SING N N 14 
PFM CD  OE   SING N N 15 
PFM CD  C4B  SING N N 16 
PFM OE  HOE  SING N N 17 
PFM C4B C4A  DOUB N E 18 
PFM C4B H4B  SING N N 19 
PFM C4A C4   SING N N 20 
PFM C4A H4A  SING N N 21 
PFM C4  C3   DOUB Y N 22 
PFM C4  C5   SING Y N 23 
PFM C3  O3   SING N N 24 
PFM C3  C2   SING Y N 25 
PFM O3  HO3  SING N N 26 
PFM C2  C2A  SING N N 27 
PFM C2  N1   DOUB Y N 28 
PFM C2A H2A1 SING N N 29 
PFM C2A H2A2 SING N N 30 
PFM C2A H2A3 SING N N 31 
PFM N1  C6   SING Y N 32 
PFM C6  C5   DOUB Y N 33 
PFM C6  H6   SING N N 34 
PFM C5  C5A  SING N N 35 
PFM C5A OP4  SING N N 36 
PFM C5A H5A1 SING N N 37 
PFM C5A H5A2 SING N N 38 
PFM P   OP1  DOUB N N 39 
PFM P   OP2  SING N N 40 
PFM P   OP3  SING N N 41 
PFM P   OP4  SING N N 42 
PFM OP2 HOP2 SING N N 43 
PFM OP3 HOP3 SING N N 44 
# 
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 
PFM SMILES           ACDLabs              10.04 O=C(O)C(N)C/C=C(\O)/C=C/c1c(cnc(c1O)C)COP(=O)(O)O                                                                                                                                 
PFM InChI            InChI                1.02b InChI=1/C14H19N2O8P/c1-8-13(18)11(9(6-16-8)7-24-25(21,22)23)4-2-10(17)3-5-12(15)14(19)20/h2-4,6,12,17-18H,5,7,15H2,1H3,(H,19,20)(H2,21,22,23)/b4-2+,10-3-/t12-/m0/s1/f/h19,21-22H 
PFM InChIKey         InChI                1.02b FKVMVCAAQIJMAO-VKGUXICYDU                                                                                                                                                         
PFM SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(/C=C/C(O)=C/C[C@H](N)C(O)=O)c1O                                                                                                                            
PFM SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=CC(O)=CC[CH](N)C(O)=O)c1O                                                                                                                                
PFM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)\C=C\C(=C\C[C@@H](C(=O)O)N)\O)O                                                                                                                          
PFM SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=CC(=CCC(C(=O)O)N)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 
PFM "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,4Z,6E)-2-amino-5-hydroxy-7-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}hepta-4,6-dienoic acid" 
PFM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4Z,6E)-2-amino-5-hydroxy-7-[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]hepta-4,6-dienoic acid"   
# 
