data_S8Y # _chem_comp.id S8Y _chem_comp.name "5-[[[(1R)-2-(tert-butylamino)-2-oxidanylidene-1-phenyl-ethyl]carbamoyl-methyl-amino]methyl]-1,3-benzodioxole-4-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-14 _chem_comp.pdbx_modified_date 2014-09-05 _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 441.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S8Y _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 4CFD _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 S8Y C1 C1 C 0 1 Y N N -10.567 49.058 17.775 2.138 -3.932 -0.404 C1 S8Y 1 S8Y C2 C2 C 0 1 Y N N -10.880 49.954 16.781 2.434 -3.276 -1.585 C2 S8Y 2 S8Y C3 C3 C 0 1 Y N N -9.836 47.933 17.472 1.974 -3.211 0.764 C3 S8Y 3 S8Y C4 C4 C 0 1 Y N N -10.460 49.723 15.488 2.566 -1.900 -1.597 C4 S8Y 4 S8Y C5 C5 C 0 1 Y N N -9.419 47.702 16.181 2.105 -1.835 0.752 C5 S8Y 5 S8Y C6 C6 C 0 1 Y N N -11.119 44.132 10.480 -2.382 -0.328 1.079 C6 S8Y 6 S8Y C7 C7 C 0 1 Y N N -11.990 44.285 9.426 -3.166 -1.459 1.239 C7 S8Y 7 S8Y C8 C8 C 0 1 Y N N -12.675 45.126 12.005 -4.127 0.703 -0.214 C8 S8Y 8 S8Y C9 C9 C 0 1 Y N N -9.727 48.592 15.176 2.401 -1.180 -0.429 C9 S8Y 9 S8Y C10 C10 C 0 1 Y N N -11.436 44.544 11.764 -2.852 0.748 0.359 C10 S8Y 10 S8Y C11 C11 C 0 1 Y N N -13.201 44.866 9.682 -4.430 -1.520 0.678 C11 S8Y 11 S8Y C12 C12 C 0 1 Y N N -13.532 45.271 10.934 -4.919 -0.440 -0.052 C12 S8Y 12 S8Y C13 C13 C 0 1 N N N -13.137 45.602 13.332 -4.634 1.853 -0.984 C13 S8Y 13 S8Y C14 C14 C 0 1 N N N -9.942 49.195 12.785 3.913 0.698 0.068 C14 S8Y 14 S8Y C15 C15 C 0 1 N N N -8.655 46.113 12.753 0.289 1.161 -0.070 C15 S8Y 15 S8Y C16 C16 C 0 1 N N N -15.182 45.676 9.611 -6.607 -1.853 0.311 C16 S8Y 16 S8Y C17 C17 C 0 1 N N N -13.316 48.768 11.229 6.515 0.109 1.355 C17 S8Y 17 S8Y C18 C18 C 0 1 N N N -12.372 50.923 12.033 6.491 2.148 -0.088 C18 S8Y 18 S8Y C19 C19 C 0 1 N N N -11.235 49.662 10.208 7.414 0.002 -0.973 C19 S8Y 19 S8Y C20 C20 C 0 1 N N N -8.110 43.854 12.015 -0.338 2.042 2.113 C20 S8Y 20 S8Y C21 C21 C 0 1 N N N -10.401 44.306 12.830 -1.993 1.975 0.190 C21 S8Y 21 S8Y C22 C22 C 0 1 N N R -9.258 48.307 13.783 2.546 0.320 -0.442 C22 S8Y 22 S8Y C23 C23 C 0 1 N N N -12.027 49.540 11.498 6.344 0.626 -0.075 C23 S8Y 23 S8Y N24 N24 N 0 1 N N N -11.237 48.818 12.478 5.015 0.259 -0.571 N24 S8Y 24 S8Y N25 N25 N 0 1 N N N -9.573 46.948 13.379 1.521 0.917 0.419 N25 S8Y 25 S8Y N26 N26 N 0 1 N N N -9.075 44.812 12.513 -0.653 1.710 0.721 N26 S8Y 26 S8Y O27 O27 O 0 1 N N N -14.302 45.274 13.685 -5.391 2.789 -0.378 O27 S8Y 27 S8Y O28 O28 O 0 1 N N N -12.340 46.305 13.996 -4.370 1.957 -2.166 O28 S8Y 28 S8Y O29 O29 O 0 1 N N N -9.374 50.177 12.335 4.020 1.396 1.054 O29 S8Y 29 S8Y O30 O30 O 0 1 N N N -7.536 46.472 12.412 0.028 0.885 -1.225 O30 S8Y 30 S8Y O31 O31 O 0 1 N N N -14.185 45.090 8.763 -5.379 -2.501 0.692 O31 S8Y 31 S8Y O32 O32 O 0 1 N N N -14.788 45.824 10.980 -6.171 -0.742 -0.495 O32 S8Y 32 S8Y H1 H1 H 0 1 N N N -10.893 49.236 18.789 2.031 -5.006 -0.395 H1 S8Y 33 S8Y H2 H2 H 0 1 N N N -11.455 50.839 17.012 2.563 -3.839 -2.497 H2 S8Y 34 S8Y H3 H3 H 0 1 N N N -9.588 47.227 18.251 1.742 -3.723 1.686 H3 S8Y 35 S8Y H4 H4 H 0 1 N N N -10.706 50.432 14.711 2.798 -1.388 -2.519 H4 S8Y 36 S8Y H5 H5 H 0 1 N N N -8.845 46.815 15.954 1.976 -1.272 1.664 H5 S8Y 37 S8Y H6 H6 H 0 1 N N N -10.157 43.676 10.300 -1.399 -0.288 1.524 H6 S8Y 38 S8Y H7 H7 H 0 1 N N N -11.726 43.958 8.431 -2.788 -2.298 1.805 H7 S8Y 39 S8Y H22 H22 H 0 1 N N N -8.172 48.470 13.727 2.424 0.688 -1.461 H22 S8Y 40 S8Y H211 H211 H 0 0 N N N -10.742 44.795 13.754 -1.921 2.225 -0.868 H211 S8Y 41 S8Y H212 H212 H 0 0 N N N -10.323 43.221 12.996 -2.440 2.809 0.731 H212 S8Y 42 S8Y H27 H27 H 0 1 N N N -14.490 45.643 14.540 -5.700 3.524 -0.924 H27 S8Y 43 S8Y H24 H24 H 0 1 N N N -11.639 48.029 12.943 4.929 -0.300 -1.359 H24 S8Y 44 S8Y H25 H25 H 0 1 N N N -10.492 46.597 13.559 1.730 1.137 1.340 H25 S8Y 45 S8Y H161 H161 H 0 0 N N N -15.427 46.673 9.215 -7.232 -2.528 -0.273 H161 S8Y 46 S8Y H162 H162 H 0 0 N N N -16.078 45.038 9.579 -7.143 -1.499 1.192 H162 S8Y 47 S8Y H171 H171 H 0 0 N N N -13.071 47.768 10.842 5.753 0.553 1.996 H171 S8Y 48 S8Y H172 H172 H 0 0 N N N -13.886 48.670 12.164 6.411 -0.975 1.365 H172 S8Y 49 S8Y H173 H173 H 0 0 N N N -13.920 49.310 10.487 7.504 0.382 1.724 H173 S8Y 50 S8Y H181 H181 H 0 0 N N N -11.445 51.483 12.228 7.479 2.422 0.281 H181 S8Y 51 S8Y H182 H182 H 0 0 N N N -12.977 51.463 11.290 6.369 2.516 -1.107 H182 S8Y 52 S8Y H183 H183 H 0 0 N N N -12.943 50.822 12.968 5.728 2.593 0.552 H183 S8Y 53 S8Y H191 H191 H 0 0 N N N -10.305 50.218 10.399 7.309 -1.083 -0.964 H191 S8Y 54 S8Y H192 H192 H 0 0 N N N -10.991 48.658 9.832 7.292 0.370 -1.992 H192 S8Y 55 S8Y H193 H193 H 0 0 N N N -11.835 50.198 9.459 8.402 0.275 -0.604 H193 S8Y 56 S8Y H201 H201 H 0 0 N N N -8.598 42.878 11.879 0.129 3.026 2.155 H201 S8Y 57 S8Y H202 H202 H 0 0 N N N -7.712 44.202 11.051 -1.256 2.050 2.701 H202 S8Y 58 S8Y H203 H203 H 0 0 N N N -7.286 43.754 12.737 0.346 1.297 2.519 H203 S8Y 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 S8Y C1 C2 SING Y N 1 S8Y C1 C3 DOUB Y N 2 S8Y C2 C4 DOUB Y N 3 S8Y C3 C5 SING Y N 4 S8Y C4 C9 SING Y N 5 S8Y C5 C9 DOUB Y N 6 S8Y C6 C7 SING Y N 7 S8Y C6 C10 DOUB Y N 8 S8Y C7 C11 DOUB Y N 9 S8Y C8 C10 SING Y N 10 S8Y C8 C12 DOUB Y N 11 S8Y C8 C13 SING N N 12 S8Y C9 C22 SING N N 13 S8Y C10 C21 SING N N 14 S8Y C11 C12 SING Y N 15 S8Y C11 O31 SING N N 16 S8Y C12 O32 SING N N 17 S8Y C13 O27 SING N N 18 S8Y C13 O28 DOUB N N 19 S8Y C14 C22 SING N N 20 S8Y C14 N24 SING N N 21 S8Y C14 O29 DOUB N N 22 S8Y C15 N25 SING N N 23 S8Y C15 N26 SING N N 24 S8Y C15 O30 DOUB N N 25 S8Y C16 O31 SING N N 26 S8Y C16 O32 SING N N 27 S8Y C17 C23 SING N N 28 S8Y C18 C23 SING N N 29 S8Y C19 C23 SING N N 30 S8Y C20 N26 SING N N 31 S8Y C21 N26 SING N N 32 S8Y C22 N25 SING N N 33 S8Y C23 N24 SING N N 34 S8Y C1 H1 SING N N 35 S8Y C2 H2 SING N N 36 S8Y C3 H3 SING N N 37 S8Y C4 H4 SING N N 38 S8Y C5 H5 SING N N 39 S8Y C6 H6 SING N N 40 S8Y C7 H7 SING N N 41 S8Y C22 H22 SING N N 42 S8Y C21 H211 SING N N 43 S8Y C21 H212 SING N N 44 S8Y O27 H27 SING N N 45 S8Y N24 H24 SING N N 46 S8Y N25 H25 SING N N 47 S8Y C16 H161 SING N N 48 S8Y C16 H162 SING N N 49 S8Y C17 H171 SING N N 50 S8Y C17 H172 SING N N 51 S8Y C17 H173 SING N N 52 S8Y C18 H181 SING N N 53 S8Y C18 H182 SING N N 54 S8Y C18 H183 SING N N 55 S8Y C19 H191 SING N N 56 S8Y C19 H192 SING N N 57 S8Y C19 H193 SING N N 58 S8Y C20 H201 SING N N 59 S8Y C20 H202 SING N N 60 S8Y C20 H203 SING N N 61 # 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 S8Y SMILES ACDLabs 12.01 "O=C(NC(C)(C)C)C(c1ccccc1)NC(=O)N(C)Cc2ccc3OCOc3c2C(=O)O" S8Y InChI InChI 1.03 "InChI=1S/C23H27N3O6/c1-23(2,3)25-20(27)18(14-8-6-5-7-9-14)24-22(30)26(4)12-15-10-11-16-19(32-13-31-16)17(15)21(28)29/h5-11,18H,12-13H2,1-4H3,(H,24,30)(H,25,27)(H,28,29)/t18-/m1/s1" S8Y InChIKey InChI 1.03 MTAQSNRDDITUHH-GOSISDBHSA-N S8Y SMILES_CANONICAL CACTVS 3.385 "CN(Cc1ccc2OCOc2c1C(O)=O)C(=O)N[C@@H](C(=O)NC(C)(C)C)c3ccccc3" S8Y SMILES CACTVS 3.385 "CN(Cc1ccc2OCOc2c1C(O)=O)C(=O)N[CH](C(=O)NC(C)(C)C)c3ccccc3" S8Y SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)(C)NC(=O)[C@@H](c1ccccc1)NC(=O)N(C)Cc2ccc3c(c2C(=O)O)OCO3" S8Y SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(C)NC(=O)C(c1ccccc1)NC(=O)N(C)Cc2ccc3c(c2C(=O)O)OCO3" # 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 S8Y "SYSTEMATIC NAME" ACDLabs 12.01 "5-{[{[(1R)-2-(tert-butylamino)-2-oxo-1-phenylethyl]carbamoyl}(methyl)amino]methyl}-1,3-benzodioxole-4-carboxylic acid" S8Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[[[(1R)-2-(tert-butylamino)-2-oxidanylidene-1-phenyl-ethyl]carbamoyl-methyl-amino]methyl]-1,3-benzodioxole-4-carboxylic 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 S8Y "Create component" 2013-11-14 EBI S8Y "Initial release" 2013-11-27 RCSB S8Y "Modify descriptor" 2014-09-05 RCSB #