data_PSR
# 
_chem_comp.id                                    PSR 
_chem_comp.name                                  "THIOBUTYRIC ACID S-{2-[3-(2-HYDROXY-3,3-DIMETHYL-4-PHOSPHONOOXY-BUTYRYLAMINO)-PROPIONYLAMINO]-ETHYL} ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H29 N2 O8 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-02-26 
_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                        428.438 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PSR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1L0I 
_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 
PSR O23  O23  O 0 1 N N N 25.404 -10.408 6.444  8.560  -0.096 -1.127 O23  PSR 1  
PSR P24  P24  P 0 1 N N N 24.033 -10.719 7.005  7.793  -1.412 -0.584 P24  PSR 2  
PSR O25  O25  O 0 1 N N N ?      ?       ?      8.576  -2.262 0.374  O25  PSR 3  
PSR O26  O26  O 0 1 N N N 23.900 -12.073 7.657  7.332  -2.161 -1.942 O26  PSR 4  
PSR O27  O27  O 0 1 N N N 23.619 -9.584  8.033  6.399  -0.834 -0.007 O27  PSR 5  
PSR C28  C28  C 0 1 N N N 23.789 -10.495 9.422  5.601  -0.020 -0.859 C28  PSR 6  
PSR C29  C29  C 0 1 N N N 23.790 -10.359 10.978 4.309  0.441  -0.140 C29  PSR 7  
PSR C30  C30  C 0 1 N N N 23.688 -11.772 11.635 3.488  -0.809 0.258  C30  PSR 8  
PSR C31  C31  C 0 1 N N N 25.153 -9.771  11.462 4.674  1.187  1.159  C31  PSR 9  
PSR C32  C32  C 0 1 N N S 22.636 -9.405  11.377 3.435  1.332  -1.071 C32  PSR 10 
PSR O33  O33  O 0 1 N N N 23.070 -8.031  11.339 3.084  0.605  -2.245 O33  PSR 11 
PSR C34  C34  C 0 1 N N N 21.945 -9.698  12.685 4.125  2.610  -1.544 C34  PSR 12 
PSR O35  O35  O 0 1 N N N 21.399 -10.781 12.870 4.840  2.639  -2.544 O35  PSR 13 
PSR N36  N36  N 0 1 N N N 21.992 -8.706  13.562 3.834  3.704  -0.745 N36  PSR 14 
PSR C37  C37  C 0 1 N N N 21.340 -8.654  14.933 4.349  5.028  -1.005 C37  PSR 15 
PSR C38  C38  C 0 1 N N N 20.283 -7.507  14.868 5.679  5.214  -0.288 C38  PSR 16 
PSR C39  C39  C 0 1 N N N 19.737 -7.311  13.457 5.559  5.038  1.215  C39  PSR 17 
PSR O40  O40  O 0 1 N N N 19.207 -8.274  12.884 4.499  4.776  1.778  O40  PSR 18 
PSR N41  N41  N 0 1 N N N 19.856 -5.948  13.188 6.780  5.211  1.849  N41  PSR 19 
PSR C42  C42  C 0 1 N N N 19.422 -5.472  11.810 6.944  5.100  3.280  C42  PSR 20 
PSR C43  C43  C 0 1 N N N 17.908 -5.337  11.804 7.277  3.685  3.733  C43  PSR 21 
PSR S1   S1   S 0 1 N N N 17.631 -4.747  10.202 8.802  3.058  2.964  S1   PSR 22 
PSR C1   C1   C 0 1 N N N 18.273 -3.125  9.745  8.831  1.421  3.625  C1   PSR 23 
PSR O1   O1   O 0 1 N N N 19.473 -2.903  9.959  7.971  0.992  4.383  O1   PSR 24 
PSR C2   C2   C 0 1 N N N 17.404 -2.173  8.947  10.028 0.620  3.151  C2   PSR 25 
PSR C3   C3   C 0 1 N N N 16.968 -0.996  9.890  10.050 -0.785 3.750  C3   PSR 26 
PSR C4   C4   C 0 1 N N N 16.108 -0.019  9.046  11.235 -1.589 3.242  C4   PSR 27 
PSR H231 1H23 H 0 0 N N N 26.242 -10.782 6.688  9.474  -0.188 -1.472 H231 PSR 28 
PSR H261 1H26 H 0 0 N N N 23.040 -12.268 8.009  7.994  -2.682 -2.444 H261 PSR 29 
PSR H281 1H28 H 0 0 N N N 24.772 -10.990 9.243  6.211  0.839  -1.157 H281 PSR 30 
PSR H282 2H28 H 0 0 N N N 23.011 -11.279 9.269  5.367  -0.603 -1.756 H282 PSR 31 
PSR H301 1H30 H 0 0 N N N 24.488 -12.460 11.274 2.538  -0.522 0.723  H301 PSR 32 
PSR H302 2H30 H 0 0 N N N 23.689 -11.675 12.746 4.027  -1.436 0.977  H302 PSR 33 
PSR H303 3H30 H 0 0 N N N 22.804 -12.343 11.265 3.259  -1.434 -0.613 H303 PSR 34 
PSR H311 1H31 H 0 0 N N N 25.394 -8.806  10.958 5.163  0.523  1.880  H311 PSR 35 
PSR H312 2H31 H 0 0 N N N 25.154 -9.674  12.573 3.779  1.592  1.644  H312 PSR 36 
PSR H313 3H31 H 0 0 N N N 26.020 -10.368 11.094 5.362  2.017  0.967  H313 PSR 37 
PSR H321 1H32 H 0 0 N N N 21.856 -9.595  10.603 2.499  1.595  -0.562 H321 PSR 38 
PSR H331 1H33 H 0 0 N N N 22.363 -7.446  11.584 3.634  0.957  -2.963 H331 PSR 39 
PSR H361 1H36 H 0 0 N N N 22.553 -7.952  13.166 3.210  3.591  0.048  H361 PSR 40 
PSR H371 1H37 H 0 0 N N N 22.070 -8.538  15.768 4.472  5.162  -2.085 H371 PSR 41 
PSR H372 2H37 H 0 0 N N N 20.915 -9.632  15.260 3.622  5.773  -0.666 H372 PSR 42 
PSR H381 1H38 H 0 0 N N N 20.694 -6.555  15.279 6.077  6.217  -0.487 H381 PSR 43 
PSR H382 2H38 H 0 0 N N N 19.459 -7.674  15.601 6.413  4.490  -0.663 H382 PSR 44 
PSR H411 1H41 H 0 0 N N N 20.226 -5.354  13.930 7.596  5.426  1.282  H411 PSR 45 
PSR H421 1H42 H 0 0 N N N 19.797 -6.130  10.992 7.765  5.771  3.553  H421 PSR 46 
PSR H422 2H42 H 0 0 N N N 19.937 -4.533  11.499 6.032  5.477  3.755  H422 PSR 47 
PSR H431 1H43 H 0 0 N N N 17.480 -4.714  12.624 7.393  3.640  4.820  H431 PSR 48 
PSR H432 2H43 H 0 0 N N N 17.345 -6.259  12.078 6.463  3.010  3.451  H432 PSR 49 
PSR HC21 1HC2 H 0 0 N N N 16.536 -2.683  8.468  9.990  0.551  2.057  HC21 PSR 50 
PSR HC22 2HC2 H 0 0 N N N 17.902 -1.815  8.016  10.942 1.154  3.438  HC22 PSR 51 
PSR HC31 1HC3 H 0 0 N N N 17.831 -0.496  10.390 10.096 -0.724 4.844  HC31 PSR 52 
PSR HC32 2HC3 H 0 0 N N N 16.449 -1.347  10.813 9.121  -1.312 3.501  HC32 PSR 53 
PSR HC41 1HC4 H 0 0 N N N 15.246 -0.519  8.546  11.229 -2.591 3.682  HC41 PSR 54 
PSR HC42 2HC4 H 0 0 N N N 15.798 0.817   9.716  11.198 -1.697 2.153  HC42 PSR 55 
PSR HC43 3HC4 H 0 0 N N N 16.627 0.332   8.124  12.180 -1.106 3.509  HC43 PSR 56 
# 
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 
PSR O23 P24  SING N N 1  
PSR O23 H231 SING N N 2  
PSR P24 O25  DOUB N N 3  
PSR P24 O26  SING N N 4  
PSR P24 O27  SING N N 5  
PSR O26 H261 SING N N 6  
PSR O27 C28  SING N N 7  
PSR C28 C29  SING N N 8  
PSR C28 H281 SING N N 9  
PSR C28 H282 SING N N 10 
PSR C29 C30  SING N N 11 
PSR C29 C31  SING N N 12 
PSR C29 C32  SING N N 13 
PSR C30 H301 SING N N 14 
PSR C30 H302 SING N N 15 
PSR C30 H303 SING N N 16 
PSR C31 H311 SING N N 17 
PSR C31 H312 SING N N 18 
PSR C31 H313 SING N N 19 
PSR C32 O33  SING N N 20 
PSR C32 C34  SING N N 21 
PSR C32 H321 SING N N 22 
PSR O33 H331 SING N N 23 
PSR C34 O35  DOUB N N 24 
PSR C34 N36  SING N N 25 
PSR N36 C37  SING N N 26 
PSR N36 H361 SING N N 27 
PSR C37 C38  SING N N 28 
PSR C37 H371 SING N N 29 
PSR C37 H372 SING N N 30 
PSR C38 C39  SING N N 31 
PSR C38 H381 SING N N 32 
PSR C38 H382 SING N N 33 
PSR C39 O40  DOUB N N 34 
PSR C39 N41  SING N N 35 
PSR N41 C42  SING N N 36 
PSR N41 H411 SING N N 37 
PSR C42 C43  SING N N 38 
PSR C42 H421 SING N N 39 
PSR C42 H422 SING N N 40 
PSR C43 S1   SING N N 41 
PSR C43 H431 SING N N 42 
PSR C43 H432 SING N N 43 
PSR S1  C1   SING N N 44 
PSR C1  O1   DOUB N N 45 
PSR C1  C2   SING N N 46 
PSR C2  C3   SING N N 47 
PSR C2  HC21 SING N N 48 
PSR C2  HC22 SING N N 49 
PSR C3  C4   SING N N 50 
PSR C3  HC31 SING N N 51 
PSR C3  HC32 SING N N 52 
PSR C4  HC41 SING N N 53 
PSR C4  HC42 SING N N 54 
PSR C4  HC43 SING N N 55 
# 
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 
PSR SMILES           ACDLabs              10.04 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)O)CCC                                                                                                                               
PSR InChI            InChI                1.02b InChI=1/C15H29N2O8PS/c1-4-5-12(19)27-9-8-16-11(18)6-7-17-14(21)13(20)15(2,3)10-25-26(22,23)24/h13,20H,4-10H2,1-3H3,(H,16,18)(H,17,21)(H2,22,23,24)/t13-/m1/s1/f/h16-17,22-23H 
PSR InChIKey         InChI                1.02b PZIQDUSGQUZEBS-VKAUKYAKDY                                                                                                                                                     
PSR SMILES_CANONICAL CACTVS               3.341 CCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P](O)(O)=O                                                                                                                        
PSR SMILES           CACTVS               3.341 CCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O                                                                                                                          
PSR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](C(C)(C)COP(=O)(O)O)O                                                                                                                           
PSR SMILES           "OpenEye OEToolkits" 1.5.0 CCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(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 
PSR "SYSTEMATIC NAME" ACDLabs              10.04 "S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] butanethioate"  
PSR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] butanethioate" 
# 
