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 
# 
