data_TP3
# 
_chem_comp.id                                    TP3 
_chem_comp.name                                  "4-[[GLUTAMIC ACID]-CARBONYL]-BENZENE-SULFONYL-D-PROLINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H20 N2 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SP-722 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-06-13 
_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                        428.414 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TP3 
_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        1F4F 
_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 
TP3 C1   C1   C 0 1 N N N 16.083 13.517 30.251 -2.467 0.663  -4.957 C1   TP3 1  
TP3 C2   C2   C 0 1 N N N 17.453 13.873 30.897 -1.602 -0.611 -4.802 C2   TP3 2  
TP3 N3   N3   N 0 1 N N N 17.222 15.293 31.159 -0.325 -0.135 -4.240 N3   TP3 3  
TP3 C4   C4   C 0 1 N N R 16.291 15.927 30.234 -0.158 1.284  -4.584 C4   TP3 4  
TP3 C5   C5   C 0 1 N N N 15.895 14.731 29.317 -1.405 1.710  -5.387 C5   TP3 5  
TP3 C6   C6   C 0 1 N N N 16.625 17.198 29.452 1.078  1.461  -5.427 C6   TP3 6  
TP3 O7   O7   O 0 1 N N N 17.697 17.475 28.889 1.496  0.539  -6.087 O7   TP3 7  
TP3 O8   O8   O 0 1 N N N 15.660 18.030 29.384 1.715  2.642  -5.445 O8   TP3 8  
TP3 S9   S9   S 0 1 N N N 17.718 15.966 32.662 0.741  -1.046 -3.359 S9   TP3 9  
TP3 C10  C10  C 0 1 Y N N 16.554 15.403 33.873 0.210  -1.002 -1.680 C10  TP3 10 
TP3 O11  O11  O 0 1 N N N 19.117 15.463 33.136 1.973  -0.339 -3.394 O11  TP3 11 
TP3 O12  O12  O 0 1 N N N 17.638 17.555 32.613 0.550  -2.387 -3.790 O12  TP3 12 
TP3 C13  C13  C 0 1 Y N N 15.284 15.935 33.835 -0.722 -1.919 -1.228 C13  TP3 13 
TP3 C14  C14  C 0 1 Y N N 14.364 15.509 34.777 -1.141 -1.890 0.085  C14  TP3 14 
TP3 C15  C15  C 0 1 Y N N 14.761 14.544 35.722 -0.622 -0.934 0.959  C15  TP3 15 
TP3 C16  C16  C 0 1 Y N N 16.070 14.018 35.726 0.313  -0.009 0.496  C16  TP3 16 
TP3 C17  C17  C 0 1 Y N N 16.989 14.454 34.779 0.728  -0.052 -0.818 C17  TP3 17 
TP3 C18  C18  C 0 1 N N N 13.699 14.106 36.707 -1.067 -0.897 2.369  C18  TP3 18 
TP3 N19  N19  N 0 1 N N N 14.041 13.375 37.783 -0.564 0.027  3.210  N19  TP3 19 
TP3 C20  C20  C 0 1 N N S 12.954 12.827 38.639 -1.005 0.063  4.607  C20  TP3 20 
TP3 C21  C21  C 0 1 N N N 12.619 11.341 38.496 0.128  0.595  5.486  C21  TP3 21 
TP3 C22  C22  C 0 1 N N N 13.452 10.578 37.466 1.345  -0.323 5.359  C22  TP3 22 
TP3 C23  C23  C 0 1 N N N 13.431 9.067  37.661 2.462  0.200  6.225  C23  TP3 23 
TP3 O24  O24  O 0 1 N N N 12.499 14.167 36.409 -1.887 -1.701 2.768  O24  TP3 24 
TP3 C25  C25  C 0 1 N N N 13.498 13.236 40.052 -2.204 0.968  4.732  C25  TP3 25 
TP3 O26  O26  O 0 1 N N N 12.634 13.432 40.923 -3.035 0.755  5.582  O26  TP3 26 
TP3 O27  O27  O 0 1 N N N 14.734 13.343 40.193 -2.348 2.010  3.898  O27  TP3 27 
TP3 O28  O28  O 0 1 N N N 14.010 8.623  38.677 3.635  -0.449 6.272  O28  TP3 28 
TP3 O29  O29  O 0 1 N N N 12.871 8.329  36.830 2.301  1.204  6.877  O29  TP3 29 
TP3 HC11 1HC1 H 0 0 N N N 16.023 12.516 29.762 -3.222 0.532  -5.732 HC11 TP3 30 
TP3 HC12 2HC1 H 0 0 N N N 15.248 13.320 30.963 -2.927 0.941  -4.008 HC12 TP3 31 
TP3 HC21 1HC2 H 0 0 N N N 17.760 13.254 31.772 -1.438 -1.079 -5.773 HC21 TP3 32 
TP3 HC22 2HC2 H 0 0 N N N 18.359 13.623 30.298 -2.079 -1.313 -4.118 HC22 TP3 33 
TP3 HC41 1HC4 H 0 0 N N N 15.497 16.415 30.846 -0.078 1.883  -3.678 HC41 TP3 34 
TP3 HC51 1HC5 H 0 0 N N N 16.454 14.673 28.354 -1.218 1.650  -6.459 HC51 TP3 35 
TP3 HC52 2HC5 H 0 0 N N N 14.885 14.811 28.851 -1.718 2.715  -5.104 HC52 TP3 36 
TP3 HO81 1HO8 H 0 0 N N N 15.867 18.819 28.898 2.508  2.756  -5.985 HO81 TP3 37 
TP3 H131 1H13 H 0 0 N N N 15.011 16.682 33.070 -1.123 -2.658 -1.906 H131 TP3 38 
TP3 H141 1H14 H 0 0 N N N 13.343 15.926 34.774 -1.869 -2.606 0.437  H141 TP3 39 
TP3 H161 1H16 H 0 0 N N N 16.375 13.264 36.471 0.719  0.733  1.167  H161 TP3 40 
TP3 H171 1H17 H 0 0 N N N 18.020 14.063 34.747 1.456  0.660  -1.177 H171 TP3 41 
TP3 H191 1H19 H 0 0 N N N 15.041 13.246 37.937 0.089  0.668  2.891  H191 TP3 42 
TP3 H201 1H20 H 0 0 N N N 11.949 13.227 38.367 -1.274 -0.942 4.929  H201 TP3 43 
TP3 H211 1H21 H 0 0 N N N 12.683 10.837 39.488 -0.199 0.622  6.525  H211 TP3 44 
TP3 H212 2H21 H 0 0 N N N 11.532 11.212 38.280 0.397  1.601  5.164  H212 TP3 45 
TP3 H221 1H22 H 0 0 N N N 13.138 10.845 36.430 1.673  -0.350 4.320  H221 TP3 46 
TP3 H222 2H22 H 0 0 N N N 14.500 10.958 37.447 1.076  -1.329 5.682  H222 TP3 47 
TP3 H271 1H27 H 0 0 N N N 15.063 13.590 41.048 -3.117 2.590  3.978  H271 TP3 48 
TP3 H281 1H28 H 0 0 N N N 13.996 7.680  38.798 4.352  -0.113 6.828  H281 TP3 49 
# 
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 
TP3 C1  C2   SING N N 1  
TP3 C1  C5   SING N N 2  
TP3 C1  HC11 SING N N 3  
TP3 C1  HC12 SING N N 4  
TP3 C2  N3   SING N N 5  
TP3 C2  HC21 SING N N 6  
TP3 C2  HC22 SING N N 7  
TP3 N3  C4   SING N N 8  
TP3 N3  S9   SING N N 9  
TP3 C4  C5   SING N N 10 
TP3 C4  C6   SING N N 11 
TP3 C4  HC41 SING N N 12 
TP3 C5  HC51 SING N N 13 
TP3 C5  HC52 SING N N 14 
TP3 C6  O7   DOUB N N 15 
TP3 C6  O8   SING N N 16 
TP3 O8  HO81 SING N N 17 
TP3 S9  C10  SING N N 18 
TP3 S9  O11  DOUB N N 19 
TP3 S9  O12  DOUB N N 20 
TP3 C10 C13  DOUB Y N 21 
TP3 C10 C17  SING Y N 22 
TP3 C13 C14  SING Y N 23 
TP3 C13 H131 SING N N 24 
TP3 C14 C15  DOUB Y N 25 
TP3 C14 H141 SING N N 26 
TP3 C15 C16  SING Y N 27 
TP3 C15 C18  SING N N 28 
TP3 C16 C17  DOUB Y N 29 
TP3 C16 H161 SING N N 30 
TP3 C17 H171 SING N N 31 
TP3 C18 N19  SING N N 32 
TP3 C18 O24  DOUB N N 33 
TP3 N19 C20  SING N N 34 
TP3 N19 H191 SING N N 35 
TP3 C20 C21  SING N N 36 
TP3 C20 C25  SING N N 37 
TP3 C20 H201 SING N N 38 
TP3 C21 C22  SING N N 39 
TP3 C21 H211 SING N N 40 
TP3 C21 H212 SING N N 41 
TP3 C22 C23  SING N N 42 
TP3 C22 H221 SING N N 43 
TP3 C22 H222 SING N N 44 
TP3 C23 O28  SING N N 45 
TP3 C23 O29  DOUB N N 46 
TP3 C25 O26  DOUB N N 47 
TP3 C25 O27  SING N N 48 
TP3 O27 H271 SING N N 49 
TP3 O28 H281 SING N N 50 
# 
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 
TP3 SMILES           ACDLabs              10.04 O=C(O)C2N(S(=O)(=O)c1ccc(C(=O)NC(C(=O)O)CCC(=O)O)cc1)CCC2                                                                                                                                          
TP3 InChI            InChI                1.02b InChI=1/C17H20N2O9S/c20-14(21)8-7-12(16(23)24)18-15(22)10-3-5-11(6-4-10)29(27,28)19-9-1-2-13(19)17(25)26/h3-6,12-13H,1-2,7-9H2,(H,18,22)(H,20,21)(H,23,24)(H,25,26)/t12-,13+/m0/s1/f/h18,20,23,25H 
TP3 InChIKey         InChI                1.02b NDDOUBGQRWFVQM-HKHKCSPNDN                                                                                                                                                                          
TP3 SMILES_CANONICAL CACTVS               3.341 OC(=O)CC[C@H](NC(=O)c1ccc(cc1)[S](=O)(=O)N2CCC[C@@H]2C(O)=O)C(O)=O                                                                                                                                 
TP3 SMILES           CACTVS               3.341 OC(=O)CC[CH](NC(=O)c1ccc(cc1)[S](=O)(=O)N2CCC[CH]2C(O)=O)C(O)=O                                                                                                                                    
TP3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)S(=O)(=O)[N@]2CCC[C@@H]2C(=O)O                                                                                                                               
TP3 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)S(=O)(=O)N2CCCC2C(=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 
TP3 "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4-{[(2R)-2-carboxypyrrolidin-1-yl]sulfonyl}phenyl)carbonyl]-L-glutamic acid"             
TP3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(1S,2R)-2-carboxypyrrolidin-1-yl]sulfonylphenyl]carbonylamino]pentanedioic acid" 
# 
