data_E8S # _chem_comp.id E8S _chem_comp.name "N~2~-[(2H-1,3-benzodioxol-5-yl)methyl]-N-hydroxy-N~2~-[(4-methoxyphenyl)sulfonyl]-3-thiophen-2-yl-D-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N2 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-13 _chem_comp.pdbx_modified_date 2018-08-03 _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 490.549 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E8S _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6BTQ _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 E8S C14 C1 C 0 1 Y N N 18.107 7.912 14.151 4.537 0.112 -1.111 C14 E8S 1 E8S O17 O1 O 0 1 N N N 20.832 4.080 15.699 0.447 -2.616 -0.734 O17 E8S 2 E8S N19 N1 N 0 1 N N N 21.946 6.170 16.339 -0.127 -0.239 -0.399 N19 E8S 3 E8S C23 C2 C 0 1 Y N N 24.313 6.434 15.517 -2.070 -0.824 0.933 C23 E8S 4 E8S C24 C3 C 0 1 Y N N 25.078 5.484 16.191 -2.538 -2.079 0.592 C24 E8S 5 E8S C28 C4 C 0 1 Y N N 26.955 6.940 16.166 -4.794 -1.324 0.887 C28 E8S 6 E8S C30 C5 C 0 1 N N N 28.183 8.792 16.017 -6.529 0.081 0.919 C30 E8S 7 E8S O33 O2 O 0 1 N N N 26.983 9.004 15.271 -5.391 0.752 1.481 O33 E8S 8 E8S C01 C6 C 0 1 N N N 17.784 8.194 10.550 6.934 -1.202 1.329 C01 E8S 9 E8S O05 O3 O 0 1 N N N 17.529 8.271 11.965 6.409 -0.409 0.262 O05 E8S 10 E8S C06 C7 C 0 1 Y N N 18.290 7.516 12.835 5.112 -0.623 -0.084 C06 E8S 11 E8S C07 C8 C 0 1 Y N N 19.142 6.463 12.537 4.361 -1.575 0.589 C07 E8S 12 E8S C09 C9 C 0 1 Y N N 19.825 5.818 13.551 3.043 -1.790 0.235 C09 E8S 13 E8S C11 C10 C 0 1 Y N N 19.643 6.220 14.864 2.472 -1.056 -0.789 C11 E8S 14 E8S C12 C11 C 0 1 Y N N 18.784 7.264 15.169 3.219 -0.107 -1.461 C12 E8S 15 E8S S16 S1 S 0 1 N N N 20.515 5.397 16.155 0.791 -1.333 -1.238 S16 E8S 16 E8S O18 O4 O 0 1 N N N 19.772 5.564 17.364 0.679 -0.982 -2.610 O18 E8S 17 E8S C20 C12 C 0 1 N N N 22.867 6.154 15.174 -0.587 -0.555 0.956 C20 E8S 18 E8S C26 C13 C 0 1 Y N N 26.406 5.722 16.524 -3.897 -2.331 0.569 C26 E8S 19 E8S O29 O5 O 0 1 N N N 28.232 7.412 16.384 -6.158 -1.310 0.939 O29 E8S 20 E8S C34 C14 C 0 1 Y N N 26.213 7.887 15.512 -4.322 -0.056 1.220 C34 E8S 21 E8S C35 C15 C 0 1 Y N N 24.894 7.659 15.179 -2.959 0.187 1.247 C35 E8S 22 E8S C37 C16 C 0 1 N N R 22.103 7.287 17.298 -0.479 1.044 -1.011 C37 E8S 23 E8S C39 C17 C 0 1 N N N 21.861 6.999 18.790 -0.334 2.160 0.025 C39 E8S 24 E8S C42 C18 C 0 1 Y N N 22.807 5.921 19.246 1.079 2.178 0.551 C42 E8S 25 E8S C43 C19 C 0 1 Y N N 24.039 6.072 19.822 2.076 2.909 0.050 C43 E8S 26 E8S C45 C20 C 0 1 Y N N 24.652 4.824 20.130 3.290 2.761 0.700 C45 E8S 27 E8S C47 C21 C 0 1 Y N N 23.883 3.778 19.790 3.278 1.911 1.727 C47 E8S 28 E8S S49 S2 S 0 1 Y N N 22.400 4.271 19.092 1.662 1.244 1.922 S49 E8S 29 E8S C50 C22 C 0 1 N N N 21.270 8.525 16.811 -1.903 0.994 -1.500 C50 E8S 30 E8S O51 O6 O 0 1 N N N 21.594 9.061 15.751 -2.520 -0.049 -1.463 O51 E8S 31 E8S N52 N2 N 0 1 N N N 20.250 8.950 17.541 -2.492 2.109 -1.977 N52 E8S 32 E8S O54 O7 O 0 1 N N N 19.509 10.044 17.112 -3.831 2.062 -2.436 O54 E8S 33 E8S H1 H1 H 0 1 N N N 17.436 8.726 14.382 5.119 0.857 -1.634 H1 E8S 34 E8S H2 H2 H 0 1 N N N 24.628 4.540 16.461 -1.840 -2.865 0.343 H2 E8S 35 E8S H3 H3 H 0 1 N N N 29.057 9.046 15.399 -7.419 0.249 1.525 H3 E8S 36 E8S H4 H4 H 0 1 N N N 28.178 9.419 16.921 -6.694 0.419 -0.104 H4 E8S 37 E8S H5 H5 H 0 1 N N N 17.088 8.857 10.015 6.355 -1.022 2.235 H5 E8S 38 E8S H6 H6 H 0 1 N N N 18.819 8.507 10.346 6.872 -2.257 1.062 H6 E8S 39 E8S H7 H7 H 0 1 N N N 17.640 7.159 10.207 7.976 -0.932 1.503 H7 E8S 40 E8S H8 H8 H 0 1 N N N 19.272 6.147 11.512 4.806 -2.148 1.389 H8 E8S 41 E8S H9 H9 H 0 1 N N N 20.497 5.005 13.321 2.457 -2.531 0.759 H9 E8S 42 E8S H10 H10 H 0 1 N N N 18.644 7.570 16.195 2.770 0.468 -2.257 H10 E8S 43 E8S H11 H11 H 0 1 N N N 22.529 6.918 14.458 -0.063 -1.439 1.320 H11 E8S 44 E8S H12 H12 H 0 1 N N N 22.811 5.161 14.705 -0.381 0.287 1.615 H12 E8S 45 E8S H13 H13 H 0 1 N N N 26.991 4.979 17.046 -4.260 -3.312 0.302 H13 E8S 46 E8S H14 H14 H 0 1 N N N 24.319 8.415 14.665 -2.591 1.169 1.504 H14 E8S 47 E8S H15 H15 H 0 1 N N N 23.154 7.603 17.228 0.187 1.240 -1.852 H15 E8S 48 E8S H16 H16 H 0 1 N N N 22.037 7.914 19.375 -0.560 3.120 -0.440 H16 E8S 49 E8S H17 H17 H 0 1 N N N 20.824 6.664 18.936 -1.026 1.984 0.849 H17 E8S 50 E8S H18 H18 H 0 1 N N N 24.495 7.030 20.021 1.947 3.566 -0.797 H18 E8S 51 E8S H19 H19 H 0 1 N N N 25.626 4.730 20.586 4.179 3.295 0.397 H19 E8S 52 E8S H20 H20 H 0 1 N N N 24.167 2.747 19.939 4.129 1.671 2.347 H20 E8S 53 E8S H21 H21 H 0 1 N N N 20.015 8.487 18.395 -1.998 2.943 -2.006 H21 E8S 54 E8S H22 H22 H 0 1 N N N 19.861 10.362 16.289 -4.166 2.909 -2.759 H22 E8S 55 # 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 E8S C01 O05 SING N N 1 E8S O05 C06 SING N N 2 E8S C07 C06 DOUB Y N 3 E8S C07 C09 SING Y N 4 E8S C06 C14 SING Y N 5 E8S C09 C11 DOUB Y N 6 E8S C14 C12 DOUB Y N 7 E8S C11 C12 SING Y N 8 E8S C11 S16 SING N N 9 E8S C20 C23 SING N N 10 E8S C20 N19 SING N N 11 E8S C35 C34 DOUB Y N 12 E8S C35 C23 SING Y N 13 E8S O33 C34 SING N N 14 E8S O33 C30 SING N N 15 E8S C34 C28 SING Y N 16 E8S C23 C24 DOUB Y N 17 E8S O17 S16 DOUB N N 18 E8S O51 C50 DOUB N N 19 E8S C30 O29 SING N N 20 E8S S16 N19 SING N N 21 E8S S16 O18 DOUB N N 22 E8S C28 O29 SING N N 23 E8S C28 C26 DOUB Y N 24 E8S C24 C26 SING Y N 25 E8S N19 C37 SING N N 26 E8S C50 C37 SING N N 27 E8S C50 N52 SING N N 28 E8S O54 N52 SING N N 29 E8S C37 C39 SING N N 30 E8S C39 C42 SING N N 31 E8S S49 C42 SING Y N 32 E8S S49 C47 SING Y N 33 E8S C42 C43 DOUB Y N 34 E8S C47 C45 DOUB Y N 35 E8S C43 C45 SING Y N 36 E8S C14 H1 SING N N 37 E8S C24 H2 SING N N 38 E8S C30 H3 SING N N 39 E8S C30 H4 SING N N 40 E8S C01 H5 SING N N 41 E8S C01 H6 SING N N 42 E8S C01 H7 SING N N 43 E8S C07 H8 SING N N 44 E8S C09 H9 SING N N 45 E8S C12 H10 SING N N 46 E8S C20 H11 SING N N 47 E8S C20 H12 SING N N 48 E8S C26 H13 SING N N 49 E8S C35 H14 SING N N 50 E8S C37 H15 SING N N 51 E8S C39 H16 SING N N 52 E8S C39 H17 SING N N 53 E8S C43 H18 SING N N 54 E8S C45 H19 SING N N 55 E8S C47 H20 SING N N 56 E8S N52 H21 SING N N 57 E8S O54 H22 SING N N 58 # 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 E8S SMILES ACDLabs 12.01 "c1cc(ccc1OC)S(=O)(N(C(Cc2cccs2)C(NO)=O)Cc4ccc3OCOc3c4)=O" E8S InChI InChI 1.03 "InChI=1S/C22H22N2O7S2/c1-29-16-5-7-18(8-6-16)33(27,28)24(13-15-4-9-20-21(11-15)31-14-30-20)19(22(25)23-26)12-17-3-2-10-32-17/h2-11,19,26H,12-14H2,1H3,(H,23,25)/t19-/m1/s1" E8S InChIKey InChI 1.03 PGEHBYYTLWHQOM-LJQANCHMSA-N E8S SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(Cc2ccc3OCOc3c2)[C@H](Cc4sccc4)C(=O)NO" E8S SMILES CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(Cc2ccc3OCOc3c2)[CH](Cc4sccc4)C(=O)NO" E8S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1)S(=O)(=O)N(Cc2ccc3c(c2)OCO3)[C@H](Cc4cccs4)C(=O)NO" E8S SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1)S(=O)(=O)N(Cc2ccc3c(c2)OCO3)C(Cc4cccs4)C(=O)NO" # 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 E8S "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-[(2H-1,3-benzodioxol-5-yl)methyl]-N-hydroxy-N~2~-[(4-methoxyphenyl)sulfonyl]-3-thiophen-2-yl-D-alaninamide" E8S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-[1,3-benzodioxol-5-ylmethyl-(4-methoxyphenyl)sulfonyl-amino]-~{N}-oxidanyl-3-thiophen-2-yl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E8S "Create component" 2017-12-13 RCSB E8S "Initial release" 2018-08-08 RCSB #