data_26Y # _chem_comp.id 26Y _chem_comp.name "N-{(2E)-3-[4-(propan-2-yl)phenyl]prop-2-enoyl}-beta-D-glucopyranosylamine" _chem_comp.type SACCHARIDE _chem_comp.pdbx_type ATOMS _chem_comp.formula "C18 H25 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-04 _chem_comp.pdbx_modified_date 2014-07-18 _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 351.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 26Y _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 4MIC _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 26Y C14 C14 C 0 1 N N N 39.553 28.848 34.769 8.369 1.058 0.240 C14 26Y 1 26Y C13 C13 C 0 1 N N N 39.759 27.328 34.691 7.598 0.239 -0.798 C13 26Y 2 26Y C15 C15 C 0 1 N N N 40.074 26.759 36.074 8.237 -1.144 -0.934 C15 26Y 3 26Y C10 C10 C 0 1 Y N N 38.618 26.755 34.110 6.165 0.090 -0.355 C10 26Y 4 26Y C9 C9 C 0 1 Y N N 38.645 26.556 32.733 5.878 -0.529 0.849 C9 26Y 5 26Y C8 C8 C 0 1 Y N N 37.555 26.009 32.076 4.569 -0.669 1.261 C8 26Y 6 26Y C11 C11 C 0 1 Y N N 37.466 26.409 34.830 5.144 0.576 -1.153 C11 26Y 7 26Y C12 C12 C 0 1 Y N N 36.372 25.858 34.160 3.831 0.444 -0.755 C12 26Y 8 26Y C7 C7 C 0 1 Y N N 36.410 25.645 32.779 3.532 -0.185 0.458 C7 26Y 9 26Y C6 C6 C 0 1 N N N 35.308 25.106 32.113 2.132 -0.331 0.890 C6 26Y 10 26Y C4 C4 C 0 1 N N N 35.450 24.454 30.724 1.135 0.137 0.114 C4 26Y 11 26Y C2 C2 C 0 1 N N N 34.233 23.893 29.973 -0.258 -0.009 0.544 C2 26Y 12 26Y O3 O3 O 0 1 N N N 33.094 23.959 30.434 -0.514 -0.552 1.602 O3 26Y 13 26Y N1 N1 N 0 1 N N N 34.533 23.338 28.792 -1.255 0.459 -0.233 N1 26Y 14 26Y "C1'" "C1'" C 0 1 N N R 33.507 22.741 27.923 -2.648 0.313 0.197 "C1'" 26Y 15 26Y "O5'" "O5'" O 0 1 N N N 33.426 21.311 28.179 -3.206 -0.866 -0.386 "O5'" 26Y 16 26Y "C5'" "C5'" C 0 1 N N R 32.330 20.742 27.446 -4.561 -1.118 -0.009 "C5'" 26Y 17 26Y "C6'" "C6'" C 0 1 N N N 32.227 19.262 27.782 -5.042 -2.413 -0.667 "C6'" 26Y 18 26Y "O6'" "O6'" O 0 1 N N N 33.481 18.660 27.405 -4.294 -3.515 -0.150 "O6'" 26Y 19 26Y "C4'" "C4'" C 0 1 N N S 32.488 20.978 25.910 -5.443 0.046 -0.470 "C4'" 26Y 20 26Y "O4'" "O4'" O 0 1 N N N 31.286 20.593 25.243 -6.789 -0.176 -0.045 "O4'" 26Y 21 26Y "C3'" "C3'" C 0 1 N N S 32.732 22.458 25.597 -4.919 1.348 0.145 "C3'" 26Y 22 26Y "O3'" "O3'" O 0 1 N N N 33.020 22.624 24.201 -5.691 2.449 -0.337 "O3'" 26Y 23 26Y "C2'" "C2'" C 0 1 N N R 33.883 22.976 26.466 -3.452 1.535 -0.255 "C2'" 26Y 24 26Y "O2'" "O2'" O 0 1 N N N 34.102 24.377 26.245 -2.932 2.709 0.373 "O2'" 26Y 25 26Y H1 H1 H 0 1 N N N 40.439 29.316 35.223 8.338 0.547 1.202 H1 26Y 26 26Y H2 H2 H 0 1 N N N 39.404 29.250 33.756 9.406 1.166 -0.080 H2 26Y 27 26Y H3 H3 H 0 1 N N N 38.668 29.067 35.384 7.914 2.043 0.337 H3 26Y 28 26Y H4 H4 H 0 1 N N N 40.630 27.142 34.046 7.630 0.750 -1.760 H4 26Y 29 26Y H5 H5 H 0 1 N N N 40.975 27.246 36.475 8.206 -1.655 0.029 H5 26Y 30 26Y H6 H6 H 0 1 N N N 39.226 26.945 36.749 7.688 -1.727 -1.673 H6 26Y 31 26Y H7 H7 H 0 1 N N N 40.248 25.676 35.994 9.274 -1.036 -1.254 H7 26Y 32 26Y H8 H8 H 0 1 N N N 39.525 26.831 32.171 6.680 -0.902 1.468 H8 26Y 33 26Y H9 H9 H 0 1 N N N 37.594 25.863 31.007 4.346 -1.152 2.201 H9 26Y 34 26Y H10 H10 H 0 1 N N N 37.425 26.568 35.897 5.377 1.061 -2.090 H10 26Y 35 26Y H11 H11 H 0 1 N N N 35.485 25.593 34.716 3.035 0.824 -1.378 H11 26Y 36 26Y H12 H12 H 0 1 N N N 34.336 25.147 32.581 1.905 -0.813 1.830 H12 26Y 37 26Y H13 H13 H 0 1 N N N 36.427 24.390 30.268 1.362 0.619 -0.825 H13 26Y 38 26Y H14 H14 H 0 1 N N N 35.486 23.329 28.491 -1.051 0.892 -1.076 H14 26Y 39 26Y H15 H15 H 0 1 N N N 32.533 23.213 28.122 -2.687 0.235 1.284 H15 26Y 40 26Y H16 H16 H 0 1 N N N 31.395 21.228 27.761 -4.625 -1.215 1.074 H16 26Y 41 26Y H17 H17 H 0 1 N N N 31.402 18.802 27.218 -6.100 -2.559 -0.452 H17 26Y 42 26Y H18 H18 H 0 1 N N N 32.053 19.130 28.860 -4.895 -2.348 -1.745 H18 26Y 43 26Y H19 H19 H 0 1 N N N 33.458 17.730 27.600 -4.546 -4.371 -0.524 H19 26Y 44 26Y H20 H20 H 0 1 N N N 33.341 20.386 25.546 -5.411 0.119 -1.557 H20 26Y 45 26Y H21 H21 H 0 1 N N N 31.106 19.677 25.418 -7.404 0.524 -0.303 H21 26Y 46 26Y H22 H22 H 0 1 N N N 31.823 23.021 25.856 -4.997 1.295 1.231 H22 26Y 47 26Y H23 H23 H 0 1 N N N 33.170 23.544 24.015 -5.413 3.307 0.012 H23 26Y 48 26Y H24 H24 H 0 1 N N N 34.794 22.405 26.232 -3.381 1.638 -1.338 H24 26Y 49 26Y H25 H25 H 0 1 N N N 34.818 24.676 26.793 -2.006 2.889 0.163 H25 26Y 50 # 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 26Y "O3'" "C3'" SING N N 1 26Y "O4'" "C4'" SING N N 2 26Y "C3'" "C4'" SING N N 3 26Y "C3'" "C2'" SING N N 4 26Y "C4'" "C5'" SING N N 5 26Y "O2'" "C2'" SING N N 6 26Y "C2'" "C1'" SING N N 7 26Y "O6'" "C6'" SING N N 8 26Y "C5'" "C6'" SING N N 9 26Y "C5'" "O5'" SING N N 10 26Y "C1'" "O5'" SING N N 11 26Y "C1'" N1 SING N N 12 26Y N1 C2 SING N N 13 26Y C2 O3 DOUB N N 14 26Y C2 C4 SING N N 15 26Y C4 C6 DOUB N E 16 26Y C8 C9 DOUB Y N 17 26Y C8 C7 SING Y N 18 26Y C6 C7 SING N N 19 26Y C9 C10 SING Y N 20 26Y C7 C12 DOUB Y N 21 26Y C10 C13 SING N N 22 26Y C10 C11 DOUB Y N 23 26Y C12 C11 SING Y N 24 26Y C13 C14 SING N N 25 26Y C13 C15 SING N N 26 26Y C14 H1 SING N N 27 26Y C14 H2 SING N N 28 26Y C14 H3 SING N N 29 26Y C13 H4 SING N N 30 26Y C15 H5 SING N N 31 26Y C15 H6 SING N N 32 26Y C15 H7 SING N N 33 26Y C9 H8 SING N N 34 26Y C8 H9 SING N N 35 26Y C11 H10 SING N N 36 26Y C12 H11 SING N N 37 26Y C6 H12 SING N N 38 26Y C4 H13 SING N N 39 26Y N1 H14 SING N N 40 26Y "C1'" H15 SING N N 41 26Y "C5'" H16 SING N N 42 26Y "C6'" H17 SING N N 43 26Y "C6'" H18 SING N N 44 26Y "O6'" H19 SING N N 45 26Y "C4'" H20 SING N N 46 26Y "O4'" H21 SING N N 47 26Y "C3'" H22 SING N N 48 26Y "O3'" H23 SING N N 49 26Y "C2'" H24 SING N N 50 26Y "O2'" H25 SING N N 51 # 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 26Y SMILES ACDLabs 12.01 "O=C(NC1OC(C(O)C(O)C1O)CO)\C=C\c2ccc(cc2)C(C)C" 26Y InChI InChI 1.03 "InChI=1S/C18H25NO6/c1-10(2)12-6-3-11(4-7-12)5-8-14(21)19-18-17(24)16(23)15(22)13(9-20)25-18/h3-8,10,13,15-18,20,22-24H,9H2,1-2H3,(H,19,21)/b8-5+/t13-,15-,16+,17-,18-/m1/s1" 26Y InChIKey InChI 1.03 OPYZIUIJGFRFFX-AWRGUQPNSA-N 26Y SMILES_CANONICAL CACTVS 3.385 "CC(C)c1ccc(/C=C/C(=O)N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1" 26Y SMILES CACTVS 3.385 "CC(C)c1ccc(C=CC(=O)N[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)cc1" 26Y SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)c1ccc(cc1)/C=C/C(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 26Y SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)c1ccc(cc1)C=CC(=O)NC2C(C(C(C(O2)CO)O)O)O" # 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 26Y "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2E)-3-[4-(propan-2-yl)phenyl]prop-2-enoyl}-beta-D-glucopyranosylamine" 26Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-N-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-3-(4-propan-2-ylphenyl)prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 26Y "Create component" 2013-09-04 RCSB 26Y "Initial release" 2014-07-23 RCSB #