data_EPY # _chem_comp.id EPY _chem_comp.name 1-HYDROXY-2-S-GLUTATHIONYL-3-PARA-NITROPHENOXY-PROPANE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 N4 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-02-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 502.496 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EPY _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 1C72 _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 EPY S S S 0 1 N N N 88.265 59.068 45.078 -0.386 -0.545 0.128 S EPY 1 EPY C2A C2A C 0 1 N N R 90.390 58.910 46.526 2.285 -1.130 0.046 C2A EPY 2 EPY C3A C3A C 0 1 N N N 90.745 58.029 47.741 3.375 -2.078 -0.382 C3A EPY 3 EPY N4A N4A N 0 1 N N N 92.007 57.890 48.081 3.382 -3.347 0.073 N4A EPY 4 EPY C1A C1A C 0 1 N N N 89.183 58.445 46.061 0.927 -1.686 -0.387 C1A EPY 5 EPY C5A C5A C 0 1 N N N 92.813 58.951 48.757 4.442 -4.269 -0.343 C5A EPY 6 EPY C6A C6A C 0 1 N N N 93.935 58.418 49.565 4.221 -5.613 0.301 C6A EPY 7 EPY O6A O6A O 0 1 N N N 94.140 57.206 49.641 5.074 -6.620 0.062 O6A EPY 8 EPY O3A O3A O 0 1 N N N 89.891 57.216 48.073 4.246 -1.700 -1.137 O3A EPY 9 EPY O7A O7A O 0 1 N N N 94.707 59.186 50.197 3.275 -5.783 1.033 O7A EPY 10 EPY O6B O6B O 0 1 N N N 92.426 58.124 38.863 5.063 6.082 1.493 O6B EPY 11 EPY C6B C6B C 0 1 N N N 92.735 58.013 40.111 5.609 5.451 0.442 C6B EPY 12 EPY O7B O7B O 0 1 N N N 92.650 56.966 40.698 6.790 5.565 0.214 O7B EPY 13 EPY C5B C5B C 0 1 N N S 93.254 59.300 40.862 4.747 4.599 -0.455 C5B EPY 14 EPY N5B N5B N 0 1 N N N 93.382 60.442 39.820 5.418 4.417 -1.749 N5B EPY 15 EPY C4B C4B C 0 1 N N N 92.310 59.808 41.985 4.523 3.235 0.199 C4B EPY 16 EPY C3B C3B C 0 1 N N N 92.472 59.251 43.404 3.548 2.416 -0.650 C3B EPY 17 EPY C2B C2B C 0 1 N N N 91.205 59.422 44.258 3.327 1.072 -0.005 C2B EPY 18 EPY O2B O2B O 0 1 N N N 90.305 60.031 44.005 3.893 0.796 1.031 O2B EPY 19 EPY N1B N1B N 0 1 N N N 91.152 58.705 45.360 2.500 0.177 -0.581 N1B EPY 20 EPY C1C C1C C 0 1 N N S 87.696 60.303 45.716 -1.839 -1.432 -0.498 C1C EPY 21 EPY C3C C3C C 0 1 N N N 86.221 60.093 45.777 -1.989 -2.757 0.252 C3C EPY 22 EPY O2C O2C O 0 1 N N N 85.346 61.191 45.817 -2.270 -2.496 1.629 O2C EPY 23 EPY C2C C2C C 0 1 N N N 88.383 60.406 47.061 -3.090 -0.578 -0.281 C2C EPY 24 EPY O3C O3C O 0 1 N N N 87.655 61.059 48.082 -4.247 -1.323 -0.667 O3C EPY 25 EPY C4C C4C C 0 1 Y N N 87.996 60.955 49.373 -5.321 -0.518 -0.453 C4C EPY 26 EPY C9C C9C C 0 1 Y N N 88.063 62.119 50.295 -6.600 -0.975 -0.740 C9C EPY 27 EPY C8C C8C C 0 1 Y N N 88.357 62.002 51.573 -7.690 -0.155 -0.521 C8C EPY 28 EPY C7C C7C C 0 1 Y N N 88.666 60.727 52.123 -7.508 1.120 -0.018 C7C EPY 29 EPY C6C C6C C 0 1 Y N N 88.635 59.588 51.296 -6.235 1.577 0.268 C6C EPY 30 EPY C5C C5C C 0 1 Y N N 88.298 59.698 49.937 -5.142 0.759 0.057 C5C EPY 31 EPY N8C N8C N 1 1 N N N 89.033 60.608 53.430 -8.678 1.996 0.214 N8C EPY 32 EPY O8C O8C O -1 1 N N N 89.122 61.582 54.173 -9.799 1.594 -0.038 O8C EPY 33 EPY O9C O9C O 0 1 N N N 89.238 59.513 53.891 -8.518 3.120 0.657 O9C EPY 34 EPY H3A1 1H3A H 0 0 N N N 90.495 59.954 46.900 2.304 -1.021 1.130 H3A1 EPY 35 EPY HNA4 4HNA H 0 0 N N N 92.357 56.967 47.822 2.686 -3.649 0.676 HNA4 EPY 36 EPY H1A1 1H1A H 0 0 N N N 88.564 58.261 46.970 0.908 -1.795 -1.471 H1A1 EPY 37 EPY H1A2 2H1A H 0 0 N N N 89.389 57.422 45.668 0.766 -2.658 0.079 H1A2 EPY 38 EPY H5A1 1H5A H 0 0 N N N 93.180 59.698 48.016 4.423 -4.378 -1.428 H5A1 EPY 39 EPY H5A2 2H5A H 0 0 N N N 92.159 59.608 49.375 5.410 -3.873 -0.035 H5A2 EPY 40 EPY HOA6 6HOA H 0 0 N N N 94.859 56.864 50.159 4.932 -7.483 0.476 HOA6 EPY 41 EPY HOB6 6HOB H 0 0 N N N 92.493 58.950 38.399 5.616 6.629 2.069 HOB6 EPY 42 EPY H5B1 1H5B H 0 0 N N N 94.220 59.019 41.342 3.787 5.091 -0.610 H5B1 EPY 43 EPY HN51 1HN5 H 0 0 N N N 93.717 61.274 40.305 6.298 3.961 -1.558 HN51 EPY 44 EPY HN52 2HN5 H 0 0 N N N 92.516 60.606 39.306 4.860 3.761 -2.275 HN52 EPY 45 EPY H4B1 1H4B H 0 0 N N N 92.370 60.920 42.027 5.473 2.706 0.273 H4B1 EPY 46 EPY H4B2 2H4B H 0 0 N N N 91.253 59.659 41.660 4.106 3.374 1.197 H4B2 EPY 47 EPY H3B1 1H3B H 0 0 N N N 92.797 58.184 43.380 2.598 2.945 -0.724 H3B1 EPY 48 EPY H3B2 2H3B H 0 0 N N N 93.358 59.698 43.910 3.965 2.276 -1.648 H3B2 EPY 49 EPY HNB1 1HNB H 0 0 N N N 91.772 57.897 45.304 2.047 0.397 -1.410 HNB1 EPY 50 EPY H1C1 1H1C H 0 0 N N N 87.863 61.263 45.174 -1.713 -1.629 -1.562 H1C1 EPY 51 EPY H3C1 1H3C H 0 0 N N N 85.925 59.441 44.922 -2.808 -3.330 -0.183 H3C1 EPY 52 EPY H3C2 2H3C H 0 0 N N N 85.997 59.435 46.649 -1.064 -3.327 0.172 H3C2 EPY 53 EPY HOC2 2HOC H 0 0 N N N 84.406 61.057 45.855 -2.357 -3.355 2.064 HOC2 EPY 54 EPY H2C1 1H2C H 0 0 N N N 88.691 59.391 47.406 -3.167 -0.307 0.772 H2C1 EPY 55 EPY H2C2 2H2C H 0 0 N N N 89.380 60.889 46.939 -3.022 0.326 -0.886 H2C2 EPY 56 EPY H9C1 1H9C H 0 0 N N N 87.877 63.166 50.003 -6.742 -1.971 -1.133 H9C1 EPY 57 EPY H8C1 1H8C H 0 0 N N N 88.344 62.935 52.160 -8.685 -0.511 -0.744 H8C1 EPY 58 EPY H6C1 1H6C H 0 0 N N N 88.877 58.598 51.717 -6.095 2.574 0.660 H6C1 EPY 59 EPY H5C1 1H5C H 0 0 N N N 88.270 58.791 49.308 -4.148 1.117 0.280 H5C1 EPY 60 # 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 EPY S C1A SING N N 1 EPY S C1C SING N N 2 EPY C2A C3A SING N N 3 EPY C2A C1A SING N N 4 EPY C2A N1B SING N N 5 EPY C2A H3A1 SING N N 6 EPY C3A N4A SING N N 7 EPY C3A O3A DOUB N N 8 EPY N4A C5A SING N N 9 EPY N4A HNA4 SING N N 10 EPY C1A H1A1 SING N N 11 EPY C1A H1A2 SING N N 12 EPY C5A C6A SING N N 13 EPY C5A H5A1 SING N N 14 EPY C5A H5A2 SING N N 15 EPY C6A O6A SING N N 16 EPY C6A O7A DOUB N N 17 EPY O6A HOA6 SING N N 18 EPY O6B C6B SING N N 19 EPY O6B HOB6 SING N N 20 EPY C6B O7B DOUB N N 21 EPY C6B C5B SING N N 22 EPY C5B N5B SING N N 23 EPY C5B C4B SING N N 24 EPY C5B H5B1 SING N N 25 EPY N5B HN51 SING N N 26 EPY N5B HN52 SING N N 27 EPY C4B C3B SING N N 28 EPY C4B H4B1 SING N N 29 EPY C4B H4B2 SING N N 30 EPY C3B C2B SING N N 31 EPY C3B H3B1 SING N N 32 EPY C3B H3B2 SING N N 33 EPY C2B O2B DOUB N N 34 EPY C2B N1B SING N N 35 EPY N1B HNB1 SING N N 36 EPY C1C C3C SING N N 37 EPY C1C C2C SING N N 38 EPY C1C H1C1 SING N N 39 EPY C3C O2C SING N N 40 EPY C3C H3C1 SING N N 41 EPY C3C H3C2 SING N N 42 EPY O2C HOC2 SING N N 43 EPY C2C O3C SING N N 44 EPY C2C H2C1 SING N N 45 EPY C2C H2C2 SING N N 46 EPY O3C C4C SING N N 47 EPY C4C C9C DOUB Y N 48 EPY C4C C5C SING Y N 49 EPY C9C C8C SING Y N 50 EPY C9C H9C1 SING N N 51 EPY C8C C7C DOUB Y N 52 EPY C8C H8C1 SING N N 53 EPY C7C C6C SING Y N 54 EPY C7C N8C SING N N 55 EPY C6C C5C DOUB Y N 56 EPY C6C H6C1 SING N N 57 EPY C5C H5C1 SING N N 58 EPY N8C O8C SING N N 59 EPY N8C O9C DOUB 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 EPY SMILES ACDLabs 10.04 "O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSC(COc1ccc(cc1)[N+]([O-])=O)CO" EPY SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCC(=O)N[C@@H](CS[C@@H](CO)COc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" EPY SMILES CACTVS 3.341 "N[CH](CCC(=O)N[CH](CS[CH](CO)COc1ccc(cc1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O" EPY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[N+](=O)[O-])OC[C@H](CO)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N" EPY SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[N+](=O)[O-])OCC(CO)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N" EPY InChI InChI 1.03 "InChI=1S/C19H26N4O10S/c20-14(19(29)30)5-6-16(25)22-15(18(28)21-7-17(26)27)10-34-13(8-24)9-33-12-3-1-11(2-4-12)23(31)32/h1-4,13-15,24H,5-10,20H2,(H,21,28)(H,22,25)(H,26,27)(H,29,30)/t13-,14-,15-/m0/s1" EPY InChIKey InChI 1.03 YWXHXYSGHBAIBL-KKUMJFAQSA-N # 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 EPY "SYSTEMATIC NAME" ACDLabs 10.04 "L-gamma-glutamyl-S-{(1S)-2-hydroxy-1-[(4-nitrophenoxy)methyl]ethyl}-L-cysteinylglycine" EPY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[(2S)-1-hydroxy-3-(4-nitrophenoxy)propan-2-yl]sulfanyl-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EPY "Create component" 2000-02-10 RCSB EPY "Modify descriptor" 2011-06-04 RCSB #