data_26W # _chem_comp.id 26W _chem_comp.name "N-[(3R)-3-(4-ethylphenyl)butanoyl]-beta-D-glucopyranosylamine" _chem_comp.type SACCHARIDE _chem_comp.pdbx_type ATOMS _chem_comp.formula "C18 H27 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-03 _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 353.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 26W _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 4MI9 _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 26W C14 C14 C 0 1 N N N 40.633 27.375 34.960 -8.001 1.560 1.389 C14 26W 1 26W C13 C13 C 0 1 N N N 39.223 27.934 34.700 -7.880 0.229 0.645 C13 26W 2 26W C10 C10 C 0 1 Y N N 38.425 27.020 33.953 -6.446 0.010 0.237 C10 26W 3 26W C11 C11 C 0 1 Y N N 37.225 26.512 34.453 -5.578 -0.651 1.087 C11 26W 4 26W C12 C12 C 0 1 Y N N 36.457 25.628 33.684 -4.263 -0.851 0.713 C12 26W 5 26W C9 C9 C 0 1 Y N N 38.836 26.631 32.677 -5.998 0.465 -0.989 C9 26W 6 26W C8 C8 C 0 1 Y N N 38.082 25.739 31.912 -4.684 0.259 -1.366 C8 26W 7 26W C7 C7 C 0 1 Y N N 36.890 25.227 32.417 -3.814 -0.390 -0.511 C7 26W 8 26W C5 C5 C 0 1 N N R 36.110 24.323 31.641 -2.382 -0.615 -0.921 C5 26W 9 26W C6 C6 C 0 1 N N N 36.997 23.248 31.033 -2.086 -2.116 -0.940 C6 26W 10 26W C4 C4 C 0 1 N N N 35.385 25.114 30.589 -1.451 0.076 0.078 C4 26W 11 26W C2 C2 C 0 1 N N N 34.323 24.230 29.879 -0.026 -0.044 -0.398 C2 26W 12 26W O3 O3 O 0 1 N N N 33.222 24.090 30.406 0.221 -0.624 -1.434 O3 26W 13 26W N1 N1 N 0 1 N N N 34.632 23.729 28.669 0.975 0.494 0.328 N1 26W 14 26W "C1'" "C1'" C 0 1 N N R 33.606 22.982 27.900 2.360 0.378 -0.135 "C1'" 26W 15 26W "O5'" "O5'" O 0 1 N N N 33.570 21.555 28.161 2.976 -0.753 0.485 "O5'" 26W 16 26W "C5'" "C5'" C 0 1 N N R 32.399 20.975 27.537 4.329 -0.974 0.082 "C5'" 26W 17 26W "C6'" "C6'" C 0 1 N N N 32.270 19.522 27.962 4.873 -2.220 0.784 "C6'" 26W 18 26W "O6'" "O6'" O 0 1 N N N 33.340 18.775 27.352 4.153 -3.371 0.338 "O6'" 26W 19 26W "C4'" "C4'" C 0 1 N N S 32.475 21.149 25.959 5.179 0.240 0.464 "C4'" 26W 20 26W "O4'" "O4'" O 0 1 N N N 31.286 20.645 25.335 6.520 0.045 0.011 "O4'" 26W 21 26W "C3'" "C3'" C 0 1 N N S 32.697 22.589 25.554 4.592 1.492 -0.194 "C3'" 26W 22 26W "O3'" "O3'" O 0 1 N N N 33.054 22.640 24.146 5.336 2.641 0.216 "O3'" 26W 23 26W "C2'" "C2'" C 0 1 N N R 33.854 23.207 26.399 3.131 1.646 0.239 "C2'" 26W 24 26W "O2'" "O2'" O 0 1 N N N 33.975 24.588 26.128 2.552 2.771 -0.426 "O2'" 26W 25 26W H1 H1 H 0 1 N N N 41.217 28.107 35.537 -9.039 1.718 1.684 H1 26W 26 26W H2 H2 H 0 1 N N N 40.556 26.437 35.529 -7.370 1.538 2.277 H2 26W 27 26W H3 H3 H 0 1 N N N 41.134 27.182 34.000 -7.681 2.372 0.735 H3 26W 28 26W H4 H4 H 0 1 N N N 39.310 28.875 34.136 -8.200 -0.583 1.298 H4 26W 29 26W H5 H5 H 0 1 N N N 38.733 28.129 35.665 -8.511 0.250 -0.244 H5 26W 30 26W H6 H6 H 0 1 N N N 36.887 26.802 35.437 -5.929 -1.010 2.043 H6 26W 31 26W H7 H7 H 0 1 N N N 35.522 25.253 34.074 -3.585 -1.367 1.377 H7 26W 32 26W H8 H8 H 0 1 N N N 39.756 27.028 32.273 -6.676 0.982 -1.653 H8 26W 33 26W H9 H9 H 0 1 N N N 38.423 25.447 30.930 -4.334 0.619 -2.322 H9 26W 34 26W H10 H10 H 0 1 N N N 35.365 23.833 32.285 -2.219 -0.200 -1.916 H10 26W 35 26W H11 H11 H 0 1 N N N 37.507 22.695 31.836 -2.248 -2.531 0.055 H11 26W 36 26W H12 H12 H 0 1 N N N 36.380 22.553 30.444 -2.749 -2.608 -1.652 H12 26W 37 26W H13 H13 H 0 1 N N N 37.746 23.718 30.378 -1.050 -2.278 -1.237 H13 26W 38 26W H14 H14 H 0 1 N N N 36.110 25.477 29.845 -1.720 1.129 0.157 H14 26W 39 26W H15 H15 H 0 1 N N N 34.884 25.972 31.062 -1.549 -0.399 1.054 H15 26W 40 26W H16 H16 H 0 1 N N N 35.548 23.859 28.290 0.777 0.958 1.156 H16 26W 41 26W H17 H17 H 0 1 N N N 32.620 23.407 28.140 2.372 0.250 -1.217 H17 26W 42 26W H18 H18 H 0 1 N N N 31.504 21.513 27.883 4.367 -1.120 -0.998 H18 26W 43 26W H19 H19 H 0 1 N N N 31.301 19.122 27.630 5.930 -2.338 0.546 H19 26W 44 26W H20 H20 H 0 1 N N N 32.341 19.447 29.057 4.753 -2.111 1.862 H20 26W 45 26W H21 H21 H 0 1 N N N 33.275 17.862 27.607 4.445 -4.199 0.743 H21 26W 46 26W H22 H22 H 0 1 N N N 33.338 20.562 25.611 5.174 0.362 1.547 H22 26W 47 26W H23 H23 H 0 1 N N N 31.152 19.741 25.593 7.116 0.778 0.220 H23 26W 48 26W H24 H24 H 0 1 N N N 31.778 23.166 25.735 4.642 1.392 -1.279 H24 26W 49 26W H25 H25 H 0 1 N N N 33.194 23.543 23.887 5.018 3.472 -0.164 H25 26W 50 26W H26 H26 H 0 1 N N N 34.786 22.690 26.125 3.085 1.796 1.317 H26 26W 51 26W H27 H27 H 0 1 N N N 34.682 24.952 26.648 1.625 2.928 -0.199 H27 26W 52 # 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 26W "O3'" "C3'" SING N N 1 26W "O4'" "C4'" SING N N 2 26W "C3'" "C4'" SING N N 3 26W "C3'" "C2'" SING N N 4 26W "C4'" "C5'" SING N N 5 26W "O2'" "C2'" SING N N 6 26W "C2'" "C1'" SING N N 7 26W "O6'" "C6'" SING N N 8 26W "C5'" "C6'" SING N N 9 26W "C5'" "O5'" SING N N 10 26W "C1'" "O5'" SING N N 11 26W "C1'" N1 SING N N 12 26W N1 C2 SING N N 13 26W C2 O3 DOUB N N 14 26W C2 C4 SING N N 15 26W C4 C5 SING N N 16 26W C6 C5 SING N N 17 26W C5 C7 SING N N 18 26W C8 C7 DOUB Y N 19 26W C8 C9 SING Y N 20 26W C7 C12 SING Y N 21 26W C9 C10 DOUB Y N 22 26W C12 C11 DOUB Y N 23 26W C10 C11 SING Y N 24 26W C10 C13 SING N N 25 26W C13 C14 SING N N 26 26W C14 H1 SING N N 27 26W C14 H2 SING N N 28 26W C14 H3 SING N N 29 26W C13 H4 SING N N 30 26W C13 H5 SING N N 31 26W C11 H6 SING N N 32 26W C12 H7 SING N N 33 26W C9 H8 SING N N 34 26W C8 H9 SING N N 35 26W C5 H10 SING N N 36 26W C6 H11 SING N N 37 26W C6 H12 SING N N 38 26W C6 H13 SING N N 39 26W C4 H14 SING N N 40 26W C4 H15 SING N N 41 26W N1 H16 SING N N 42 26W "C1'" H17 SING N N 43 26W "C5'" H18 SING N N 44 26W "C6'" H19 SING N N 45 26W "C6'" H20 SING N N 46 26W "O6'" H21 SING N N 47 26W "C4'" H22 SING N N 48 26W "O4'" H23 SING N N 49 26W "C3'" H24 SING N N 50 26W "O3'" H25 SING N N 51 26W "C2'" H26 SING N N 52 26W "O2'" H27 SING N N 53 # 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 26W SMILES ACDLabs 12.01 "O=C(NC1OC(C(O)C(O)C1O)CO)CC(c2ccc(cc2)CC)C" 26W InChI InChI 1.03 "InChI=1S/C18H27NO6/c1-3-11-4-6-12(7-5-11)10(2)8-14(21)19-18-17(24)16(23)15(22)13(9-20)25-18/h4-7,10,13,15-18,20,22-24H,3,8-9H2,1-2H3,(H,19,21)/t10-,13-,15-,16+,17-,18-/m1/s1" 26W InChIKey InChI 1.03 HOHFTRIQTPLVFO-JJLIPNPMSA-N 26W SMILES_CANONICAL CACTVS 3.385 "CCc1ccc(cc1)[C@H](C)CC(=O)N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O" 26W SMILES CACTVS 3.385 "CCc1ccc(cc1)[CH](C)CC(=O)N[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O" 26W SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1ccc(cc1)[C@H](C)CC(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 26W SMILES "OpenEye OEToolkits" 1.7.6 "CCc1ccc(cc1)C(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 26W "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3R)-3-(4-ethylphenyl)butanoyl]-beta-D-glucopyranosylamine" 26W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-3-(4-ethylphenyl)-N-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 26W "Create component" 2013-09-03 RCSB 26W "Initial release" 2014-07-23 RCSB #