data_SUB # _chem_comp.id SUB _chem_comp.name "3-PHENYL-2-{[4-(TOLUENE-4-SULFONYL)-THIOMORPHOLINE-3-CARBONYL]-AMINO}-PROPIONIC ACID ETHYL ESTER" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C23 H28 N2 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(3R)-4-(P-TOLUENESULFONYL)-1,4-THIAZANE-3-CARBOXYLIC ACID-L-PHENYLALANINE ETHYL ESTER" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-10-18 _chem_comp.pdbx_modified_date 2021-03-13 _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 476.609 _chem_comp.one_letter_code X _chem_comp.three_letter_code SUB _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 1J4H _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 SUB C1 C1 C 0 1 N N N -35.529 39.857 31.963 -0.236 0.373 0.952 C1 SUB 1 SUB N1 N1 N 0 1 N N N -34.515 39.056 32.635 -1.496 -0.072 1.130 N1 SUB 2 SUB C2 C2 C 0 1 N N S -33.624 39.771 33.578 -2.561 0.360 0.223 C2 SUB 3 SUB C3 C3 C 0 1 N N N -31.922 43.700 33.574 -4.642 3.545 0.462 C3 SUB 4 SUB C4 C4 C 0 1 N N N -32.945 39.034 34.928 -3.677 -0.686 0.211 C4 SUB 5 SUB C5 C5 C 0 1 Y N N -33.789 37.722 34.810 -3.154 -1.973 -0.373 C5 SUB 6 SUB C6 C6 C 0 1 Y N N -33.552 36.718 33.751 -2.585 -2.925 0.451 C6 SUB 7 SUB C7 C7 C 0 1 Y N N -34.356 35.490 33.706 -2.104 -4.105 -0.085 C7 SUB 8 SUB C8 C8 C 0 1 Y N N -35.394 35.249 34.709 -2.193 -4.333 -1.446 C8 SUB 9 SUB C9 C9 C 0 1 Y N N -35.624 36.248 35.747 -2.763 -3.381 -2.270 C9 SUB 10 SUB C10 C10 C 0 1 Y N N -34.822 37.442 35.771 -3.247 -2.202 -1.733 C10 SUB 11 SUB O1 O1 O 0 1 N N N -32.765 42.471 34.089 -4.108 2.273 0.009 O1 SUB 12 SUB O2 O2 O 0 1 N N N -32.273 41.021 31.954 -2.667 2.207 1.683 O2 SUB 13 SUB C11 C11 C 0 1 N N N -33.009 41.118 33.429 -3.115 1.681 0.692 C11 SUB 14 SUB C12 C12 C 0 1 N N N -31.790 45.296 33.797 -5.755 3.997 -0.486 C12 SUB 15 SUB C13 C13 C 0 1 N N N -37.389 37.630 32.380 2.896 -1.593 1.876 C13 SUB 16 SUB O3 O3 O 0 1 N N N -35.813 41.286 32.343 0.015 1.132 0.040 O3 SUB 17 SUB C14 C14 C 0 1 N N N -38.794 38.142 32.404 3.854 -0.509 2.377 C14 SUB 18 SUB S1 S1 S 0 1 N N N -38.696 39.676 32.628 2.961 0.606 3.496 S1 SUB 19 SUB C15 C15 C 0 1 N N N -38.022 40.057 31.113 1.630 1.152 2.387 C15 SUB 20 SUB C16 C16 C 0 1 N N R -36.458 39.372 30.975 0.860 -0.072 1.885 C16 SUB 21 SUB N2 N2 N 0 1 N N N -36.704 37.821 31.107 1.774 -0.967 1.173 N2 SUB 22 SUB S2 S2 S 0 1 N N N -36.586 37.293 29.471 1.536 -1.274 -0.437 S2 SUB 23 SUB C17 C17 C 0 1 Y N N -35.338 36.103 29.782 2.262 0.054 -1.339 C17 SUB 24 SUB C18 C18 C 0 1 Y N N -35.761 34.756 30.076 3.637 0.155 -1.434 C18 SUB 25 SUB C19 C19 C 0 1 Y N N -34.788 33.741 30.358 4.206 1.197 -2.142 C19 SUB 26 SUB C20 C20 C 0 1 Y N N -33.350 34.081 30.347 3.400 2.138 -2.755 C20 SUB 27 SUB C21 C21 C 0 1 Y N N -32.958 35.410 30.053 2.024 2.036 -2.661 C21 SUB 28 SUB C22 C22 C 0 1 Y N N -33.964 36.431 29.767 1.455 0.992 -1.956 C22 SUB 29 SUB O4 O4 O 0 1 N N N -36.243 38.238 28.439 2.326 -2.418 -0.732 O4 SUB 30 SUB O5 O5 O 0 1 N N N -37.798 36.412 29.580 0.135 -1.165 -0.648 O5 SUB 31 SUB C23 C23 C 0 1 N N N -32.277 33.053 30.648 4.020 3.274 -3.526 C23 SUB 32 SUB HN1 HN1 H 0 1 N N N -34.425 38.074 32.468 -1.697 -0.679 1.860 HN1 SUB 33 SUB H2 H2 H 0 1 N Y N -34.673 39.848 33.256 -2.158 0.473 -0.784 H2 SUB 34 SUB H31 1H3 H 0 1 N N N -32.515 43.808 32.654 -3.847 4.291 0.470 H31 SUB 35 SUB H32 2H3 H 0 1 N N N -30.910 43.378 33.861 -5.045 3.433 1.468 H32 SUB 36 SUB H41 1H4 H 0 1 N N N -32.992 39.582 35.881 -4.020 -0.863 1.231 H41 SUB 37 SUB H42 2H4 H 0 1 N N N -31.857 38.885 34.869 -4.508 -0.324 -0.394 H42 SUB 38 SUB H6 H6 H 0 1 N N N -32.786 36.888 33.009 -2.515 -2.748 1.514 H6 SUB 39 SUB H7 H7 H 0 1 N N N -34.180 34.761 32.929 -1.659 -4.849 0.559 H7 SUB 40 SUB H8 H8 H 0 1 N N N -35.982 34.344 34.681 -1.817 -5.255 -1.865 H8 SUB 41 SUB H9 H9 H 0 1 N N N -36.391 36.092 36.492 -2.832 -3.558 -3.333 H9 SUB 42 SUB H10 H10 H 0 1 N N N -35.005 38.166 36.551 -3.692 -1.458 -2.377 H10 SUB 43 SUB H121 1H12 H 0 0 N N N -32.655 45.802 33.344 -5.352 4.109 -1.493 H121 SUB 44 SUB H122 2H12 H 0 0 N N N -30.865 45.657 33.324 -6.550 3.251 -0.495 H122 SUB 45 SUB H123 3H12 H 0 0 N N N -31.760 45.515 34.875 -6.156 4.952 -0.147 H123 SUB 46 SUB H131 1H13 H 0 0 N N N -37.442 36.545 32.553 3.425 -2.259 1.194 H131 SUB 47 SUB H132 2H13 H 0 0 N N N -36.820 38.166 33.154 2.519 -2.166 2.724 H132 SUB 48 SUB H141 1H14 H 0 0 N N N -39.380 37.660 33.201 4.239 0.057 1.529 H141 SUB 49 SUB H142 2H14 H 0 0 N N N -39.301 37.923 31.453 4.682 -0.975 2.911 H142 SUB 50 SUB H151 1H15 H 0 0 N N N -37.946 41.150 31.017 2.059 1.685 1.539 H151 SUB 51 SUB H152 2H15 H 0 0 N N N -38.666 39.654 30.318 0.953 1.812 2.929 H152 SUB 52 SUB H16 H16 H 0 1 N N N -35.983 39.649 30.022 0.423 -0.599 2.734 H16 SUB 53 SUB H18 H18 H 0 1 N N N -36.813 34.511 30.084 4.267 -0.580 -0.956 H18 SUB 54 SUB H19 H19 H 0 1 N N N -35.105 32.732 30.578 5.281 1.276 -2.216 H19 SUB 55 SUB H21 H21 H 0 1 N N N -31.910 35.670 30.040 1.394 2.771 -3.140 H21 SUB 56 SUB H22 H22 H 0 1 N N N -33.655 37.441 29.543 0.381 0.912 -1.882 H22 SUB 57 SUB H231 1H23 H 0 0 N N N -32.744 32.144 31.055 4.153 2.977 -4.567 H231 SUB 58 SUB H232 2H23 H 0 0 N N N -31.571 33.465 31.385 3.367 4.146 -3.477 H232 SUB 59 SUB H233 3H23 H 0 0 N N N -31.737 32.804 29.723 4.989 3.522 -3.092 H233 SUB 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 SUB C1 N1 SING N N 1 SUB C1 O3 DOUB N N 2 SUB C1 C16 SING N N 3 SUB N1 C2 SING N N 4 SUB N1 HN1 SING N N 5 SUB C2 C4 SING N N 6 SUB C2 C11 SING N N 7 SUB C2 H2 SING N N 8 SUB C3 O1 SING N N 9 SUB C3 C12 SING N N 10 SUB C3 H31 SING N N 11 SUB C3 H32 SING N N 12 SUB C4 C5 SING N N 13 SUB C4 H41 SING N N 14 SUB C4 H42 SING N N 15 SUB C5 C6 DOUB Y N 16 SUB C5 C10 SING Y N 17 SUB C6 C7 SING Y N 18 SUB C6 H6 SING N N 19 SUB C7 C8 DOUB Y N 20 SUB C7 H7 SING N N 21 SUB C8 C9 SING Y N 22 SUB C8 H8 SING N N 23 SUB C9 C10 DOUB Y N 24 SUB C9 H9 SING N N 25 SUB C10 H10 SING N N 26 SUB O1 C11 SING N N 27 SUB O2 C11 DOUB N N 28 SUB C12 H121 SING N N 29 SUB C12 H122 SING N N 30 SUB C12 H123 SING N N 31 SUB C13 C14 SING N N 32 SUB C13 N2 SING N N 33 SUB C13 H131 SING N N 34 SUB C13 H132 SING N N 35 SUB C14 S1 SING N N 36 SUB C14 H141 SING N N 37 SUB C14 H142 SING N N 38 SUB S1 C15 SING N N 39 SUB C15 C16 SING N N 40 SUB C15 H151 SING N N 41 SUB C15 H152 SING N N 42 SUB C16 N2 SING N N 43 SUB C16 H16 SING N N 44 SUB N2 S2 SING N N 45 SUB S2 C17 SING N N 46 SUB S2 O4 DOUB N N 47 SUB S2 O5 DOUB N N 48 SUB C17 C18 DOUB Y N 49 SUB C17 C22 SING Y N 50 SUB C18 C19 SING Y N 51 SUB C18 H18 SING N N 52 SUB C19 C20 DOUB Y N 53 SUB C19 H19 SING N N 54 SUB C20 C21 SING Y N 55 SUB C20 C23 SING N N 56 SUB C21 C22 DOUB Y N 57 SUB C21 H21 SING N N 58 SUB C22 H22 SING N N 59 SUB C23 H231 SING N N 60 SUB C23 H232 SING N N 61 SUB C23 H233 SING N N 62 # # 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 SUB SMILES ACDLabs 10.04 "O=S(=O)(N2C(C(=O)NC(C(=O)OCC)Cc1ccccc1)CSCC2)c3ccc(cc3)C" SUB SMILES_CANONICAL CACTVS 3.341 "CCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]2CSCCN2[S](=O)(=O)c3ccc(C)cc3" SUB SMILES CACTVS 3.341 "CCOC(=O)[CH](Cc1ccccc1)NC(=O)[CH]2CSCCN2[S](=O)(=O)c3ccc(C)cc3" SUB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOC(=O)C(Cc1ccccc1)NC(=O)[C@@H]2CSCC[N@]2S(=O)(=O)c3ccc(cc3)C" SUB SMILES "OpenEye OEToolkits" 1.5.0 "CCOC(=O)C(Cc1ccccc1)NC(=O)C2CSCCN2S(=O)(=O)c3ccc(cc3)C" SUB InChI InChI 1.03 "InChI=1S/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/t20-,21-/m0/s1" SUB InChIKey InChI 1.03 NDDSSAGSYFVBTG-SFTDATJTSA-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 SUB "SYSTEMATIC NAME" ACDLabs 10.04 "ethyl N-({(3R)-4-[(4-methylphenyl)sulfonyl]thiomorpholin-3-yl}carbonyl)-L-phenylalaninate" SUB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl 2-[[(3R,4R)-4-(4-methylphenyl)sulfonylthiomorpholin-3-yl]carbonylamino]-3-phenyl-propanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SUB "Create component" 2001-10-18 RCSB SUB "Modify descriptor" 2011-06-04 RCSB SUB "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SUB _pdbx_chem_comp_synonyms.name "(3R)-4-(P-TOLUENESULFONYL)-1,4-THIAZANE-3-CARBOXYLIC ACID-L-PHENYLALANINE ETHYL ESTER" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##