data_TP4
# 
_chem_comp.id                                    TP4 
_chem_comp.name                                  "N-[4-[[GLUTAMIC ACID]-CARBONYL]-BENZENE-SULFONYL-D-PROLINYL]-3-AMINO-PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 N3 O10 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SP-876 
_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                        499.492 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TP4 
_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        1F4G 
_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 
TP4 C1   C1   C 0 1 N N N 15.862 13.779 30.158 3.477  -1.848 -3.155 C1   TP4 1  
TP4 C2   C2   C 0 1 N N N 16.992 13.970 31.185 3.519  -0.309 -2.984 C2   TP4 2  
TP4 N3   N3   N 0 1 N N N 16.837 15.384 31.564 2.110  0.087  -2.784 N3   TP4 3  
TP4 C4   C4   C 0 1 N N R 15.829 16.088 30.734 1.246  -0.938 -3.386 C4   TP4 4  
TP4 C5   C5   C 0 1 N N N 15.759 15.163 29.493 2.165  -2.037 -3.960 C5   TP4 5  
TP4 C6   C6   C 0 1 N N N 16.161 17.586 30.422 0.422  -0.330 -4.492 C6   TP4 6  
TP4 O7   O7   O 0 1 N N N 17.360 17.892 30.370 0.818  0.659  -5.069 O7   TP4 7  
TP4 N8   N8   N 0 1 N N N 15.201 18.494 30.184 -0.755 -0.886 -4.838 N8   TP4 8  
TP4 S9   S9   S 0 1 N N N 17.096 15.863 33.193 1.594  1.460  -2.015 S9   TP4 9  
TP4 C10  C10  C 0 1 Y N N 16.053 15.027 34.330 1.481  1.090  -0.296 C10  TP4 10 
TP4 O11  O11  O 0 1 N N N 18.605 15.642 33.564 2.656  2.395  -2.140 O11  TP4 11 
TP4 O12  O12  O 0 1 N N N 16.669 17.375 33.268 0.258  1.669  -2.454 O12  TP4 12 
TP4 C13  C13  C 0 1 Y N N 14.699 15.139 34.075 2.556  1.347  0.534  C13  TP4 13 
TP4 C14  C14  C 0 1 Y N N 13.823 14.548 34.970 2.474  1.060  1.881  C14  TP4 14 
TP4 C15  C15  C 0 1 Y N N 14.338 13.884 36.104 1.303  0.510  2.405  C15  TP4 15 
TP4 C16  C16  C 0 1 Y N N 15.717 13.799 36.329 0.222  0.253  1.560  C16  TP4 16 
TP4 C17  C17  C 0 1 Y N N 16.605 14.386 35.431 0.315  0.549  0.216  C17  TP4 17 
TP4 C18  C18  C 0 1 N N N 13.349 13.227 37.048 1.209  0.199  3.847  C18  TP4 18 
TP4 N19  N19  N 0 1 N N N 13.821 12.721 38.201 0.077  -0.332 4.349  N19  TP4 19 
TP4 C20  C20  C 0 1 N N S 12.847 12.033 39.131 -0.016 -0.639 5.778  C20  TP4 20 
TP4 C21  C21  C 0 1 N N N 13.106 10.513 39.251 -1.470 -0.501 6.235  C21  TP4 21 
TP4 C22  C22  C 0 1 N N N 14.019 9.895  38.172 -1.948 0.930  5.989  C22  TP4 22 
TP4 C23  C23  C 0 1 N N N 14.672 8.631  38.746 -3.380 1.066  6.440  C23  TP4 23 
TP4 O24  O24  O 0 1 N N N 12.181 13.039 36.677 2.152  0.424  4.580  O24  TP4 24 
TP4 C25  C25  C 0 1 N N N 13.043 12.798 40.488 0.454  -2.050 6.021  C25  TP4 25 
TP4 O26  O26  O 0 1 N N N 12.132 12.746 41.315 0.969  -2.342 7.074  O26  TP4 26 
TP4 O27  O27  O 0 1 N N N 14.140 13.379 40.625 0.301  -2.982 5.066  O27  TP4 27 
TP4 O28  O28  O 0 1 N N N 15.184 8.640  39.887 -4.012 2.244  6.319  O28  TP4 28 
TP4 O29  O29  O 0 1 N N N 14.683 7.593  38.058 -3.958 0.115  6.909  O29  TP4 29 
TP4 C30  C30  C 0 1 N N N 15.270 19.948 30.037 -1.556 -0.295 -5.913 C30  TP4 30 
TP4 C31  C31  C 0 1 N N N 15.090 20.627 31.412 -2.835 -1.113 -6.104 C31  TP4 31 
TP4 C32  C32  C 0 1 N N N 15.430 22.125 31.254 -3.659 -0.504 -7.210 C32  TP4 32 
TP4 O33  O33  O 0 1 N N N 14.532 22.956 31.502 -4.832 -1.058 -7.555 O33  TP4 33 
TP4 O34  O34  O 0 1 N N N 16.581 22.408 30.877 -3.264 0.481  -7.785 O34  TP4 34 
TP4 HC11 1HC1 H 0 0 N N N 16.016 12.932 29.448 3.417  -2.347 -2.187 HC11 TP4 35 
TP4 HC12 2HC1 H 0 0 N N N 14.905 13.395 30.584 4.338  -2.202 -3.722 HC12 TP4 36 
TP4 HC21 1HC2 H 0 0 N N N 16.979 13.251 32.037 4.115  -0.040 -2.112 HC21 TP4 37 
TP4 HC22 2HC2 H 0 0 N N N 18.008 13.689 30.822 3.924  0.160  -3.880 HC22 TP4 38 
TP4 HC41 1HC4 H 0 0 N N N 14.847 16.221 31.245 0.590  -1.363 -2.626 HC41 TP4 39 
TP4 HC51 1HC5 H 0 0 N N N 16.511 15.370 28.696 1.742  -3.025 -3.782 HC51 TP4 40 
TP4 HC52 2HC5 H 0 0 N N N 14.874 15.313 28.831 2.339  -1.877 -5.024 HC52 TP4 41 
TP4 HN81 1HN8 H 0 0 N N N 14.302 18.017 30.104 -1.072 -1.678 -4.376 HN81 TP4 42 
TP4 H131 1H13 H 0 0 N N N 14.330 15.681 33.188 3.462  1.773  0.128  H131 TP4 43 
TP4 H141 1H14 H 0 0 N N N 12.737 14.605 34.783 3.315  1.261  2.530  H141 TP4 44 
TP4 H161 1H16 H 0 0 N N N 16.104 13.268 37.215 -0.686 -0.172 1.958  H161 TP4 45 
TP4 H171 1H17 H 0 0 N N N 17.696 14.345 35.584 -0.519 0.351  -0.438 H171 TP4 46 
TP4 H191 1H19 H 0 0 N N N 14.821 12.846 38.355 -0.675 -0.511 3.764  H191 TP4 47 
TP4 H201 1H20 H 0 0 N N N 11.795 12.078 38.763 0.608  0.053  6.341  H201 TP4 48 
TP4 H211 1H21 H 0 0 N N N 13.504 10.276 40.264 -2.095 -1.194 5.673  H211 TP4 49 
TP4 H212 2H21 H 0 0 N N N 12.135 9.965  39.284 -1.540 -0.730 7.299  H212 TP4 50 
TP4 H221 1H22 H 0 0 N N N 13.478 9.699  37.216 -1.323 1.624  6.552  H221 TP4 51 
TP4 H222 2H22 H 0 0 N N N 14.768 10.621 37.779 -1.878 1.159  4.926  H222 TP4 52 
TP4 H271 1H27 H 0 0 N N N 14.258 13.841 41.446 0.603  -3.887 5.222  H271 TP4 53 
TP4 H281 1H28 H 0 0 N N N 15.588 7.857  40.242 -4.931 2.331  6.608  H281 TP4 54 
TP4 H301 1H30 H 0 0 N N N 16.208 20.272 29.530 -0.981 -0.298 -6.839 H301 TP4 55 
TP4 H302 2H30 H 0 0 N N N 14.539 20.327 29.284 -1.817 0.730  -5.650 H302 TP4 56 
TP4 H311 1H31 H 0 0 N N N 14.077 20.458 31.846 -3.411 -1.110 -5.179 H311 TP4 57 
TP4 H312 2H31 H 0 0 N N N 15.682 20.133 32.217 -2.575 -2.138 -6.367 H312 TP4 58 
TP4 H331 1H33 H 0 0 N N N 14.741 23.877 31.404 -5.361 -0.668 -8.264 H331 TP4 59 
# 
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 
TP4 C1  C2   SING N N 1  
TP4 C1  C5   SING N N 2  
TP4 C1  HC11 SING N N 3  
TP4 C1  HC12 SING N N 4  
TP4 C2  N3   SING N N 5  
TP4 C2  HC21 SING N N 6  
TP4 C2  HC22 SING N N 7  
TP4 N3  C4   SING N N 8  
TP4 N3  S9   SING N N 9  
TP4 C4  C5   SING N N 10 
TP4 C4  C6   SING N N 11 
TP4 C4  HC41 SING N N 12 
TP4 C5  HC51 SING N N 13 
TP4 C5  HC52 SING N N 14 
TP4 C6  O7   DOUB N N 15 
TP4 C6  N8   SING N N 16 
TP4 N8  C30  SING N N 17 
TP4 N8  HN81 SING N N 18 
TP4 S9  C10  SING N N 19 
TP4 S9  O11  DOUB N N 20 
TP4 S9  O12  DOUB N N 21 
TP4 C10 C13  DOUB Y N 22 
TP4 C10 C17  SING Y N 23 
TP4 C13 C14  SING Y N 24 
TP4 C13 H131 SING N N 25 
TP4 C14 C15  DOUB Y N 26 
TP4 C14 H141 SING N N 27 
TP4 C15 C16  SING Y N 28 
TP4 C15 C18  SING N N 29 
TP4 C16 C17  DOUB Y N 30 
TP4 C16 H161 SING N N 31 
TP4 C17 H171 SING N N 32 
TP4 C18 N19  SING N N 33 
TP4 C18 O24  DOUB N N 34 
TP4 N19 C20  SING N N 35 
TP4 N19 H191 SING N N 36 
TP4 C20 C21  SING N N 37 
TP4 C20 C25  SING N N 38 
TP4 C20 H201 SING N N 39 
TP4 C21 C22  SING N N 40 
TP4 C21 H211 SING N N 41 
TP4 C21 H212 SING N N 42 
TP4 C22 C23  SING N N 43 
TP4 C22 H221 SING N N 44 
TP4 C22 H222 SING N N 45 
TP4 C23 O28  SING N N 46 
TP4 C23 O29  DOUB N N 47 
TP4 C25 O26  DOUB N N 48 
TP4 C25 O27  SING N N 49 
TP4 O27 H271 SING N N 50 
TP4 O28 H281 SING N N 51 
TP4 C30 C31  SING N N 52 
TP4 C30 H301 SING N N 53 
TP4 C30 H302 SING N N 54 
TP4 C31 C32  SING N N 55 
TP4 C31 H311 SING N N 56 
TP4 C31 H312 SING N N 57 
TP4 C32 O33  SING N N 58 
TP4 C32 O34  DOUB N N 59 
TP4 O33 H331 SING N N 60 
# 
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 
TP4 SMILES           ACDLabs              10.04 O=C(NCCC(=O)O)C2N(S(=O)(=O)c1ccc(C(=O)NC(C(=O)O)CCC(=O)O)cc1)CCC2 
TP4 InChI            InChI                1.02b 
InChI=1/C20H25N3O10S/c24-16(25)8-7-14(20(30)31)22-18(28)12-3-5-13(6-4-12)34(32,33)23-11-1-2-15(23)19(29)21-10-9-17(26)27/h3-6,14-15H,1-2,7-11H2,(H,21,29)(H,22,28)(H,24,25)(H,26,27)(H,30,31)/t14-,15+/m0/s1/f/h21-22,24,26,30H 
TP4 InChIKey         InChI                1.02b SRAHBOKVSSZEHQ-MRPVSNTRDS 
TP4 SMILES_CANONICAL CACTVS               3.341 OC(=O)CCNC(=O)[C@H]1CCCN1[S](=O)(=O)c2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O 
TP4 SMILES           CACTVS               3.341 OC(=O)CCNC(=O)[CH]1CCCN1[S](=O)(=O)c2ccc(cc2)C(=O)N[CH](CCC(O)=O)C(O)=O 
TP4 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)NCCC(=O)O 
TP4 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)S(=O)(=O)N2CCCC2C(=O)NCCC(=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 
TP4 "SYSTEMATIC NAME" ACDLabs              10.04 1-[(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)sulfonyl]-D-prolyl-beta-alanine                               
TP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(1S,2R)-2-(2-carboxyethylcarbamoyl)pyrrolidin-1-yl]sulfonylphenyl]carbonylamino]pentanedioic acid" 
# 
