data_PSZ
# 
_chem_comp.id                                    PSZ 
_chem_comp.name                                  "4-[({3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)AMINO]THIOPHENE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 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                     2007-06-12 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        374.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PSZ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
PSZ O1T  O1T  O 0 1 N N N 23.158 13.724 -13.865 6.706  -1.376 0.383  O1T  PSZ 1  
PSZ C3A  C3A  C 0 1 N N N 23.824 12.671 -13.994 5.605  -0.911 1.009  C3A  PSZ 2  
PSZ O2T  O2T  O 0 1 N N N 24.785 12.351 -14.732 5.574  -0.855 2.224  O2T  PSZ 3  
PSZ C2T  C2T  C 0 1 Y N N 23.382 11.573 -13.085 4.448  -0.473 0.227  C2T  PSZ 4  
PSZ S    S    S 0 1 Y N N 22.238 11.831 -11.803 4.336  -0.498 -1.528 S    PSZ 5  
PSZ C5T  C5T  C 0 1 Y N N 22.169 10.223 -11.164 2.757  0.144  -1.485 C5T  PSZ 6  
PSZ C4T  C4T  C 0 1 Y N N 23.057 9.551  -11.996 2.358  0.357  -0.221 C4T  PSZ 7  
PSZ C3T  C3T  C 0 1 Y N N 23.726 10.221 -13.028 3.280  0.015  0.744  C3T  PSZ 8  
PSZ N4A  N4A  N 0 1 N N N 23.296 8.130  -11.790 1.092  0.883  0.094  N4A  PSZ 9  
PSZ C4A  C4A  C 0 1 N N N 22.993 7.396  -13.030 0.151  1.221  -0.977 C4A  PSZ 10 
PSZ C4   C4   C 0 1 Y N N 24.229 6.661  -13.494 -1.121 1.761  -0.377 C4   PSZ 11 
PSZ C3   C3   C 0 1 Y N N 24.778 6.852  -14.855 -1.274 3.123  -0.138 C3   PSZ 12 
PSZ O3   O3   O 0 1 N N N 24.189 7.702  -15.742 -0.276 3.993  -0.444 O3   PSZ 13 
PSZ C2   C2   C 0 1 Y N N 25.996 6.084  -15.216 -2.461 3.581  0.416  C2   PSZ 14 
PSZ C2A  C2A  C 0 1 N N N 26.600 6.238  -16.587 -2.641 5.054  0.680  C2A  PSZ 15 
PSZ N1   N1   N 0 1 Y N N 26.560 5.252  -14.327 -3.432 2.741  0.713  N1   PSZ 16 
PSZ C6   C6   C 0 1 Y N N 26.080 5.060  -13.086 -3.320 1.445  0.499  C6   PSZ 17 
PSZ C5   C5   C 0 1 Y N N 24.946 5.713  -12.608 -2.169 0.914  -0.055 C5   PSZ 18 
PSZ C5A  C5A  C 0 1 N N N 24.453 5.458  -11.203 -2.055 -0.568 -0.300 C5A  PSZ 19 
PSZ O4P  O4P  O 0 1 N N N 23.077 5.083  -11.243 -3.260 -1.214 0.114  O4P  PSZ 20 
PSZ P    P    P 0 1 N N N 22.248 4.872  -9.879  -3.488 -2.803 -0.003 P    PSZ 21 
PSZ O3P  O3P  O 0 1 N N N 21.588 6.210  -9.644  -2.455 -3.567 0.967  O3P  PSZ 22 
PSZ O1P  O1P  O 0 1 N N N 23.306 4.512  -8.863  -4.997 -3.162 0.431  O1P  PSZ 23 
PSZ O2P  O2P  O 0 1 N N N 21.290 3.752  -10.205 -3.262 -3.232 -1.401 O2P  PSZ 24 
PSZ HO1T HO1T H 0 0 N N N 23.484 14.381 -14.468 7.417  -1.640 0.983  HO1T PSZ 25 
PSZ H5T  H5T  H 0 1 N N N 21.589 9.842  -10.337 2.157  0.352  -2.359 H5T  PSZ 26 
PSZ H3T  H3T  H 0 1 N N N 24.426 9.748  -13.701 3.099  0.126  1.803  H3T  PSZ 27 
PSZ HN4A HN4A H 0 0 N N N 24.254 7.986  -11.543 0.841  1.022  1.021  HN4A PSZ 28 
PSZ H4A1 1H4A H 0 0 N N N 22.186 6.673  -12.841 0.595  1.975  -1.626 H4A1 PSZ 29 
PSZ H4A2 2H4A H 0 0 N N N 22.674 8.105  -13.808 -0.073 0.327  -1.559 H4A2 PSZ 30 
PSZ HO3  HO3  H 0 1 N N N 24.052 8.546  -15.329 -0.325 4.349  -1.342 HO3  PSZ 31 
PSZ H2A1 1H2A H 0 0 N N N 25.798 6.276  -17.339 -3.078 5.530  -0.198 H2A1 PSZ 32 
PSZ H2A2 2H2A H 0 0 N N N 27.185 7.169  -16.628 -3.303 5.191  1.535  H2A2 PSZ 33 
PSZ H2A3 3H2A H 0 0 N N N 27.258 5.382  -16.796 -1.673 5.506  0.895  H2A3 PSZ 34 
PSZ H6   H6   H 0 1 N N N 26.595 4.371  -12.433 -4.138 0.789  0.757  H6   PSZ 35 
PSZ H5A1 1H5A H 0 0 N N N 25.041 4.647  -10.749 -1.892 -0.749 -1.362 H5A1 PSZ 36 
PSZ H5A2 2H5A H 0 0 N N N 24.567 6.373  -10.603 -1.215 -0.966 0.269  H5A2 PSZ 37 
PSZ HO3P HO3P H 0 0 N N N 21.449 6.336  -8.713  -2.546 -3.334 1.901  HO3P PSZ 38 
PSZ HO1P HO1P H 0 0 N N N 24.148 4.436  -9.296  -5.205 -4.106 0.385  HO1P PSZ 39 
# 
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 
PSZ O1T C3A  SING N N 1  
PSZ O1T HO1T SING N N 2  
PSZ C3A O2T  DOUB N N 3  
PSZ C3A C2T  SING N N 4  
PSZ C2T C3T  DOUB Y N 5  
PSZ C2T S    SING Y N 6  
PSZ S   C5T  SING Y N 7  
PSZ C5T C4T  DOUB Y N 8  
PSZ C5T H5T  SING N N 9  
PSZ C4T C3T  SING Y N 10 
PSZ C4T N4A  SING N N 11 
PSZ C3T H3T  SING N N 12 
PSZ N4A C4A  SING N N 13 
PSZ N4A HN4A SING N N 14 
PSZ C4A C4   SING N N 15 
PSZ C4A H4A1 SING N N 16 
PSZ C4A H4A2 SING N N 17 
PSZ C4  C3   SING Y N 18 
PSZ C4  C5   DOUB Y N 19 
PSZ C3  O3   SING N N 20 
PSZ C3  C2   DOUB Y N 21 
PSZ O3  HO3  SING N N 22 
PSZ C2  C2A  SING N N 23 
PSZ C2  N1   SING Y N 24 
PSZ C2A H2A1 SING N N 25 
PSZ C2A H2A2 SING N N 26 
PSZ C2A H2A3 SING N N 27 
PSZ N1  C6   DOUB Y N 28 
PSZ C6  C5   SING Y N 29 
PSZ C6  H6   SING N N 30 
PSZ C5  C5A  SING N N 31 
PSZ C5A O4P  SING N N 32 
PSZ C5A H5A1 SING N N 33 
PSZ C5A H5A2 SING N N 34 
PSZ O4P P    SING N N 35 
PSZ P   O2P  DOUB N N 36 
PSZ P   O3P  SING N N 37 
PSZ P   O1P  SING N N 38 
PSZ O3P HO3P SING N N 39 
PSZ O1P HO1P SING N N 40 
# 
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 
PSZ SMILES           ACDLabs              10.04 O=P(O)(O)OCc1c(c(O)c(nc1)C)CNc2cc(sc2)C(=O)O                                                                                                         
PSZ InChI            InChI                1.02b InChI=1/C13H15N2O7PS/c1-7-12(16)10(8(3-14-7)5-22-23(19,20)21)4-15-9-2-11(13(17)18)24-6-9/h2-3,6,15-16H,4-5H2,1H3,(H,17,18)(H2,19,20,21)/f/h17,19-20H 
PSZ InChIKey         InChI                1.02b SUKBSASAEROGCJ-FQLLCYBXCX                                                                                                                            
PSZ SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNc2csc(c2)C(O)=O)c1O                                                                                                         
PSZ SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNc2csc(c2)C(O)=O)c1O                                                                                                         
PSZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNc2cc(sc2)C(=O)O)O                                                                                                         
PSZ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNc2cc(sc2)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 
PSZ "SYSTEMATIC NAME" ACDLabs              10.04 "4-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]thiophene-2-carboxylic acid" 
PSZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]thiophene-2-carboxylic acid"     
# 
