data_160 # _chem_comp.id 160 _chem_comp.name "3-(3-{2-[(5-METHANESULFONYL-THIOPHENE-2-CARBONYL)-AMINO]-ETHYLDISULFANYLMETHYL}- BENZENESULFONYLAMINO)-4-OXO-PENTANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N2 O8 S5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-01-21 _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 580.738 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 160 _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 1NMQ _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 160 O35 O35 O 0 1 N N N -10.368 33.199 -10.170 4.412 -3.165 -1.049 O35 160 1 160 C18 C18 C 0 1 N N N -9.190 33.431 -10.384 4.313 -1.988 -0.755 C18 160 2 160 C19 C19 C 0 1 Y N N -8.735 34.848 -10.460 5.516 -1.203 -0.463 C19 160 3 160 S20 S20 S 0 1 Y N N -10.018 35.954 -10.320 5.653 0.518 -0.011 S20 160 4 160 C21 C21 C 0 1 Y N N -8.851 37.143 -10.473 7.378 0.610 0.141 C21 160 5 160 S24 S24 S 0 1 N N N -9.331 38.825 -10.434 8.365 2.004 0.573 S24 160 6 160 O33 O33 O 0 1 N N N -8.231 39.587 -9.809 9.524 1.406 1.138 O33 160 7 160 O34 O34 O 0 1 N N N -9.571 39.309 -11.807 7.472 2.797 1.343 O34 160 8 160 C25 C25 C 0 1 N N N -10.824 39.006 -9.485 8.724 2.769 -1.033 C25 160 9 160 C22 C22 C 0 1 Y N N -7.527 36.779 -10.630 7.783 -0.653 -0.153 C22 160 10 160 C23 C23 C 0 1 Y N N -7.461 35.396 -10.621 6.843 -1.604 -0.461 C23 160 11 160 N17 N17 N 0 1 N N N -8.326 32.435 -10.547 3.099 -1.407 -0.697 N17 160 12 160 C16 C16 C 0 1 N N N -8.826 31.114 -10.887 1.896 -2.192 -0.989 C16 160 13 160 C15 C15 C 0 1 N N N -9.007 30.229 -9.659 0.660 -1.301 -0.853 C15 160 14 160 S14 S14 S 0 1 N N N -7.381 29.840 -8.995 -0.828 -2.273 -1.214 S14 160 15 160 S13 S13 S 0 1 N N N -7.533 28.076 -8.014 -0.866 -3.491 0.435 S13 160 16 160 C12 C12 C 0 1 N N N -6.512 28.333 -6.541 -1.735 -2.411 1.605 C12 160 17 160 C8 C8 C 0 1 Y N N -6.409 29.814 -6.236 -3.177 -2.274 1.186 C8 160 18 160 C9 C9 C 0 1 Y N N -7.498 30.506 -5.711 -4.122 -3.163 1.662 C9 160 19 160 C10 C10 C 0 1 Y N N -7.388 31.870 -5.433 -5.444 -3.036 1.278 C10 160 20 160 C11 C11 C 0 1 Y N N -6.192 32.548 -5.684 -5.821 -2.021 0.420 C11 160 21 160 C7 C7 C 0 1 Y N N -5.220 30.492 -6.482 -3.552 -1.261 0.324 C7 160 22 160 C6 C6 C 0 1 Y N N -5.111 31.853 -6.212 -4.875 -1.131 -0.055 C6 160 23 160 S5 S5 S 0 1 N N N -3.624 32.663 -6.526 -5.355 0.163 -1.150 S5 160 24 160 O27 O27 O 0 1 N N N -3.898 33.996 -7.116 -4.175 0.535 -1.849 O27 160 25 160 O28 O28 O 0 1 N N N -2.795 31.852 -7.448 -6.567 -0.270 -1.753 O28 160 26 160 N4 N4 N 0 1 N N N -2.792 32.838 -5.044 -5.759 1.473 -0.221 N4 160 27 160 C3 C3 C 0 1 N N S -1.472 32.300 -4.942 -4.736 2.139 0.590 C3 160 28 160 C2 C2 C 0 1 N N N -1.428 31.271 -3.857 -4.769 1.588 1.992 C2 160 29 160 O26 O26 O 0 1 N N N -0.555 31.335 -3.013 -5.717 0.939 2.363 O26 160 30 160 C1 C1 C 0 1 N N N -2.462 30.184 -3.836 -3.618 1.846 2.930 C1 160 31 160 C29 C29 C 0 1 N N N -0.558 33.461 -4.593 -5.015 3.643 0.627 C29 160 32 160 C30 C30 C 0 1 N N N -0.005 34.106 -5.839 -4.862 4.217 -0.759 C30 160 33 160 O31 O31 O 0 1 N N N 0.270 33.423 -6.797 -5.060 5.528 -0.968 O31 160 34 160 O32 O32 O 0 1 N N N 0.212 35.420 -5.892 -4.561 3.497 -1.681 O32 160 35 160 H251 1H25 H 0 0 N N N -10.724 38.575 -8.461 7.790 3.053 -1.517 H251 160 36 160 H252 2H25 H 0 0 N N N -11.130 40.078 -9.460 9.340 3.656 -0.883 H252 160 37 160 H253 3H25 H 0 0 N N N -11.641 38.346 -9.860 9.258 2.058 -1.663 H253 160 38 160 H22 H22 H 0 1 N N N -6.674 37.470 -10.742 8.833 -0.907 -0.140 H22 160 39 160 H23 H23 H 0 1 N N N -6.529 34.815 -10.727 7.125 -2.619 -0.700 H23 160 40 160 H17 H17 H 0 1 N N N -7.342 32.670 -10.419 3.020 -0.469 -0.462 H17 160 41 160 H161 1H16 H 0 0 N N N -8.175 30.621 -11.646 1.825 -3.022 -0.286 H161 160 42 160 H162 2H16 H 0 0 N N N -9.769 31.181 -11.477 1.954 -2.581 -2.005 H162 160 43 160 H151 1H15 H 0 0 N N N -9.612 29.317 -9.873 0.731 -0.471 -1.556 H151 160 44 160 H152 2H15 H 0 0 N N N -9.683 30.685 -8.898 0.602 -0.912 0.164 H152 160 45 160 H121 1H12 H 0 0 N N N -5.509 27.855 -6.638 -1.264 -1.429 1.611 H121 160 46 160 H122 2H12 H 0 0 N N N -6.885 27.751 -5.666 -1.687 -2.844 2.604 H122 160 47 160 H9 H9 H 0 1 N N N -8.445 29.975 -5.516 -3.828 -3.956 2.334 H9 160 48 160 H10 H10 H 0 1 N N N -8.250 32.415 -5.013 -6.183 -3.731 1.650 H10 160 49 160 H11 H11 H 0 1 N N N -6.102 33.626 -5.467 -6.854 -1.922 0.120 H11 160 50 160 H7 H7 H 0 1 N N N -4.356 29.945 -6.895 -2.814 -0.566 -0.048 H7 160 51 160 H4 H4 H 0 1 N N N -3.366 32.456 -4.293 -6.672 1.800 -0.213 H4 160 52 160 H3 H3 H 0 1 N N N -1.157 31.812 -5.894 -3.754 1.963 0.152 H3 160 53 160 H11A 1H1 H 0 0 N N N -2.454 29.664 -4.822 -3.819 1.373 3.891 H11A 160 54 160 H12 2H1 H 0 1 N N N -2.429 29.417 -3.027 -2.703 1.433 2.505 H12 160 55 160 H13 3H1 H 0 1 N N N -3.474 30.653 -3.843 -3.500 2.921 3.072 H13 160 56 160 H291 1H29 H 0 0 N N N 0.254 33.150 -3.895 -6.031 3.816 0.981 H291 160 57 160 H292 2H29 H 0 0 N N N -1.069 34.204 -3.937 -4.308 4.127 1.300 H292 160 58 160 H31 H31 H 0 1 N N N 0.618 33.829 -7.582 -4.961 5.896 -1.857 H31 160 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 160 O35 C18 DOUB N N 1 160 C18 C19 SING N N 2 160 C18 N17 SING N N 3 160 C19 S20 SING Y N 4 160 C19 C23 DOUB Y N 5 160 S20 C21 SING Y N 6 160 C21 S24 SING N N 7 160 C21 C22 DOUB Y N 8 160 S24 O33 DOUB N N 9 160 S24 O34 DOUB N N 10 160 S24 C25 SING N N 11 160 C25 H251 SING N N 12 160 C25 H252 SING N N 13 160 C25 H253 SING N N 14 160 C22 C23 SING Y N 15 160 C22 H22 SING N N 16 160 C23 H23 SING N N 17 160 N17 C16 SING N N 18 160 N17 H17 SING N N 19 160 C16 C15 SING N N 20 160 C16 H161 SING N N 21 160 C16 H162 SING N N 22 160 C15 S14 SING N N 23 160 C15 H151 SING N N 24 160 C15 H152 SING N N 25 160 S14 S13 SING N N 26 160 S13 C12 SING N N 27 160 C12 C8 SING N N 28 160 C12 H121 SING N N 29 160 C12 H122 SING N N 30 160 C8 C9 DOUB Y N 31 160 C8 C7 SING Y N 32 160 C9 C10 SING Y N 33 160 C9 H9 SING N N 34 160 C10 C11 DOUB Y N 35 160 C10 H10 SING N N 36 160 C11 C6 SING Y N 37 160 C11 H11 SING N N 38 160 C7 C6 DOUB Y N 39 160 C7 H7 SING N N 40 160 C6 S5 SING N N 41 160 S5 O27 DOUB N N 42 160 S5 O28 DOUB N N 43 160 S5 N4 SING N N 44 160 N4 C3 SING N N 45 160 N4 H4 SING N N 46 160 C3 C2 SING N N 47 160 C3 C29 SING N N 48 160 C3 H3 SING N N 49 160 C2 O26 DOUB N N 50 160 C2 C1 SING N N 51 160 C1 H11A SING N N 52 160 C1 H12 SING N N 53 160 C1 H13 SING N N 54 160 C29 C30 SING N N 55 160 C29 H291 SING N N 56 160 C29 H292 SING N N 57 160 C30 O31 SING N N 58 160 C30 O32 DOUB N N 59 160 O31 H31 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 160 SMILES ACDLabs 10.04 "O=C(c1sc(cc1)S(=O)(=O)C)NCCSSCc2cccc(c2)S(=O)(=O)NC(C(=O)C)CC(=O)O" 160 SMILES_CANONICAL CACTVS 3.341 "CC(=O)[C@H](CC(O)=O)N[S](=O)(=O)c1cccc(CSSCCNC(=O)c2sc(cc2)[S](C)(=O)=O)c1" 160 SMILES CACTVS 3.341 "CC(=O)[CH](CC(O)=O)N[S](=O)(=O)c1cccc(CSSCCNC(=O)c2sc(cc2)[S](C)(=O)=O)c1" 160 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)[C@H](CC(=O)O)NS(=O)(=O)c1cccc(c1)CSSCCNC(=O)c2ccc(s2)S(=O)(=O)C" 160 SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)C(CC(=O)O)NS(=O)(=O)c1cccc(c1)CSSCCNC(=O)c2ccc(s2)S(=O)(=O)C" 160 InChI InChI 1.03 "InChI=1S/C20H24N2O8S5/c1-13(23)16(11-18(24)25)22-35(29,30)15-5-3-4-14(10-15)12-32-31-9-8-21-20(26)17-6-7-19(33-17)34(2,27)28/h3-7,10,16,22H,8-9,11-12H2,1-2H3,(H,21,26)(H,24,25)/t16-/m0/s1" 160 InChIKey InChI 1.03 VIJJMTFSKSTKFB-INIZCTEOSA-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 160 "SYSTEMATIC NAME" ACDLabs 10.04 "(3S)-3-({[3-({[2-({[5-(methylsulfonyl)thiophen-2-yl]carbonyl}amino)ethyl]disulfanyl}methyl)phenyl]sulfonyl}amino)-4-oxopentanoic acid" 160 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-[[3-[2-[(5-methylsulfonylthiophen-2-yl)carbonylamino]ethyldisulfanylmethyl]phenyl]sulfonylamino]-4-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 160 "Create component" 2003-01-21 RCSB 160 "Modify descriptor" 2011-06-04 RCSB #