data_4D1 # _chem_comp.id 4D1 _chem_comp.name "N-({(2E)-3-[4-(propan-2-yl)phenyl]prop-2-enoyl}carbamoyl)-beta-D-glucopyranosylamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-02 _chem_comp.pdbx_modified_date 2015-11-13 _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 394.419 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4D1 _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 4YI5 _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 4D1 C14 C1 C 0 1 Y N N 37.838 26.486 34.832 5.900 0.725 -1.168 C14 4D1 1 4D1 C5 C2 C 0 1 N N N 34.280 25.198 32.289 1.036 0.180 -0.631 C5 4D1 2 4D1 C11 C3 C 0 1 Y N N 37.180 27.751 37.240 6.360 -0.648 1.201 C11 4D1 3 4D1 C7 C4 C 0 1 N N N 35.538 25.612 33.070 2.407 -0.029 -0.167 C7 4D1 4 4D1 C8 C5 C 0 1 N N N 35.395 26.263 34.404 3.443 0.445 -0.889 C8 4D1 5 4D1 C9 C6 C 0 1 Y N N 36.484 26.683 35.178 4.823 0.236 -0.422 C9 4D1 6 4D1 C10 C7 C 0 1 Y N N 36.170 27.303 36.387 5.064 -0.455 0.770 C10 4D1 7 4D1 C12 C8 C 0 1 Y N N 38.525 27.565 36.910 7.420 -0.160 0.457 C12 4D1 8 4D1 C13 C9 C 0 1 Y N N 38.849 26.959 35.687 7.190 0.525 -0.724 C13 4D1 9 4D1 N1 N1 N 0 1 N N N 34.105 23.578 29.118 -2.298 -0.575 0.385 N1 4D1 10 4D1 C16 C10 C 0 1 N N N 39.973 29.404 37.289 9.611 -1.171 -0.114 C16 4D1 11 4D1 C15 C11 C 0 1 N N N 39.527 28.051 37.806 8.833 -0.375 0.935 C15 4D1 12 4D1 C17 C12 C 0 1 N N N 40.756 27.127 37.911 9.510 0.980 1.152 C17 4D1 13 4D1 O6 O1 O 0 1 N N N 33.150 25.473 32.720 0.829 0.781 -1.669 O6 4D1 14 4D1 N4 N2 N 0 1 N N N 34.595 24.633 31.104 0.001 -0.293 0.091 N4 4D1 15 4D1 C2 C13 C 0 1 N N N 33.636 24.148 30.240 -1.263 -0.101 -0.337 C2 4D1 16 4D1 O3 O2 O 0 1 N N N 32.435 24.149 30.493 -1.469 0.499 -1.374 O3 4D1 17 4D1 "C1'" C14 C 0 1 N N R 33.236 22.964 28.104 -3.672 -0.366 -0.080 "C1'" 4D1 18 4D1 "O5'" O3 O 0 1 N N N 33.236 21.539 28.374 -4.214 0.800 0.543 "O5'" 4D1 19 4D1 "C5'" C15 C 0 1 N N R 32.185 20.915 27.632 -5.548 1.112 0.137 "C5'" 4D1 20 4D1 "C6'" C16 C 0 1 N N N 32.051 19.437 27.971 -6.011 2.388 0.843 "C6'" 4D1 21 4D1 "O6'" O4 O 0 1 N N N 33.203 18.779 27.429 -5.215 3.491 0.403 "O6'" 4D1 22 4D1 "C4'" C17 C 0 1 N N S 32.427 21.111 26.080 -6.477 -0.045 0.513 "C4'" 4D1 23 4D1 "O4'" O5 O 0 1 N N N 31.287 20.595 25.354 -7.802 0.239 0.059 "O4'" 4D1 24 4D1 "C3'" C18 C 0 1 N N S 32.699 22.553 25.736 -5.972 -1.331 -0.148 "C3'" 4D1 25 4D1 "O3'" O6 O 0 1 N N N 33.176 22.604 24.378 -6.791 -2.430 0.256 "O3'" 4D1 26 4D1 "C2'" C19 C 0 1 N N R 33.771 23.155 26.696 -4.525 -1.582 0.287 "C2'" 4D1 27 4D1 "O2'" O7 O 0 1 N N N 33.949 24.552 26.434 -4.020 -2.740 -0.381 "O2'" 4D1 28 4D1 H1 H1 H 0 1 N N N 38.096 25.975 33.916 5.722 1.256 -2.092 H1 4D1 29 4D1 H2 H2 H 0 1 N N N 36.919 28.246 38.164 6.548 -1.181 2.121 H2 4D1 30 4D1 H3 H3 H 0 1 N N N 36.519 25.432 32.655 2.590 -0.562 0.754 H3 4D1 31 4D1 H4 H4 H 0 1 N N N 34.400 26.419 34.794 3.260 0.979 -1.810 H4 4D1 32 4D1 H5 H5 H 0 1 N N N 35.135 27.438 36.666 4.238 -0.836 1.352 H5 4D1 33 4D1 H6 H6 H 0 1 N N N 39.885 26.855 35.399 8.022 0.902 -1.299 H6 4D1 34 4D1 H7 H7 H 0 1 N N N 35.093 23.571 28.965 -2.134 -1.054 1.212 H7 4D1 35 4D1 H8 H8 H 0 1 N N N 40.747 29.814 37.954 9.625 -0.618 -1.053 H8 4D1 36 4D1 H9 H9 H 0 1 N N N 40.383 29.292 36.274 10.633 -1.327 0.232 H9 4D1 37 4D1 H10 H10 H 0 1 N N N 39.112 30.088 37.263 9.129 -2.137 -0.269 H10 4D1 38 4D1 H11 H11 H 0 1 N N N 39.101 28.179 38.812 8.818 -0.928 1.874 H11 4D1 39 4D1 H12 H12 H 0 1 N N N 41.483 27.561 38.614 8.955 1.548 1.899 H12 4D1 40 4D1 H13 H13 H 0 1 N N N 40.441 26.138 38.274 10.531 0.825 1.498 H13 4D1 41 4D1 H14 H14 H 0 1 N N N 41.222 27.023 36.920 9.524 1.533 0.213 H14 4D1 42 4D1 H15 H15 H 0 1 N N N 35.558 24.564 30.844 0.165 -0.772 0.918 H15 4D1 43 4D1 H16 H16 H 0 1 N N N 32.217 23.373 28.173 -3.673 -0.234 -1.162 H16 4D1 44 4D1 H17 H17 H 0 1 N N N 31.231 21.406 27.877 -5.574 1.263 -0.942 H17 4D1 45 4D1 H18 H18 H 0 1 N N N 31.135 19.027 27.521 -7.057 2.577 0.603 H18 4D1 46 4D1 H19 H19 H 0 1 N N N 32.016 19.301 29.062 -5.901 2.268 1.921 H19 4D1 47 4D1 H20 H20 H 0 1 N N N 33.157 17.850 27.620 -5.454 4.335 0.810 H20 4D1 48 4D1 H21 H21 H 0 1 N N N 33.316 20.522 25.812 -6.483 -0.171 1.596 H21 4D1 49 4D1 H22 H22 H 0 1 N N N 31.143 19.687 25.593 -8.445 -0.454 0.264 H22 4D1 50 4D1 H23 H23 H 0 1 N N N 31.770 23.134 25.836 -6.013 -1.224 -1.232 H23 4D1 51 4D1 H24 H24 H 0 1 N N N 33.355 23.506 24.138 -6.528 -3.279 -0.126 H24 4D1 52 4D1 H25 H25 H 0 1 N N N 34.716 22.605 26.577 -4.492 -1.739 1.365 H25 4D1 53 4D1 H26 H26 H 0 1 N N N 34.604 24.905 27.025 -3.106 -2.959 -0.152 H26 4D1 54 # 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 4D1 "O3'" "C3'" SING N N 1 4D1 "O4'" "C4'" SING N N 2 4D1 "C3'" "C4'" SING N N 3 4D1 "C3'" "C2'" SING N N 4 4D1 "C4'" "C5'" SING N N 5 4D1 "O2'" "C2'" SING N N 6 4D1 "C2'" "C1'" SING N N 7 4D1 "O6'" "C6'" SING N N 8 4D1 "C5'" "C6'" SING N N 9 4D1 "C5'" "O5'" SING N N 10 4D1 "C1'" "O5'" SING N N 11 4D1 "C1'" N1 SING N N 12 4D1 N1 C2 SING N N 13 4D1 C2 O3 DOUB N N 14 4D1 C2 N4 SING N N 15 4D1 N4 C5 SING N N 16 4D1 C5 O6 DOUB N N 17 4D1 C5 C7 SING N N 18 4D1 C7 C8 DOUB N E 19 4D1 C8 C9 SING N N 20 4D1 C14 C9 DOUB Y N 21 4D1 C14 C13 SING Y N 22 4D1 C9 C10 SING Y N 23 4D1 C13 C12 DOUB Y N 24 4D1 C10 C11 DOUB Y N 25 4D1 C12 C11 SING Y N 26 4D1 C12 C15 SING N N 27 4D1 C16 C15 SING N N 28 4D1 C15 C17 SING N N 29 4D1 C14 H1 SING N N 30 4D1 C11 H2 SING N N 31 4D1 C7 H3 SING N N 32 4D1 C8 H4 SING N N 33 4D1 C10 H5 SING N N 34 4D1 C13 H6 SING N N 35 4D1 N1 H7 SING N N 36 4D1 C16 H8 SING N N 37 4D1 C16 H9 SING N N 38 4D1 C16 H10 SING N N 39 4D1 C15 H11 SING N N 40 4D1 C17 H12 SING N N 41 4D1 C17 H13 SING N N 42 4D1 C17 H14 SING N N 43 4D1 N4 H15 SING N N 44 4D1 "C1'" H16 SING N N 45 4D1 "C5'" H17 SING N N 46 4D1 "C6'" H18 SING N N 47 4D1 "C6'" H19 SING N N 48 4D1 "O6'" H20 SING N N 49 4D1 "C4'" H21 SING N N 50 4D1 "O4'" H22 SING N N 51 4D1 "C3'" H23 SING N N 52 4D1 "O3'" H24 SING N N 53 4D1 "C2'" H25 SING N N 54 4D1 "O2'" H26 SING N N 55 # 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 4D1 SMILES ACDLabs 12.01 "c2c(\C=C\C(=O)NC(NC1OC(CO)C(O)C(C1O)O)=O)ccc(C(C)C)c2" 4D1 InChI InChI 1.03 "InChI=1S/C19H26N2O7/c1-10(2)12-6-3-11(4-7-12)5-8-14(23)20-19(27)21-18-17(26)16(25)15(24)13(9-22)28-18/h3-8,10,13,15-18,22,24-26H,9H2,1-2H3,(H2,20,21,23,27)/b8-5+/t13-,15-,16+,17-,18-/m1/s1" 4D1 InChIKey InChI 1.03 RIYKPZZUXJMBTL-AWRGUQPNSA-N 4D1 SMILES_CANONICAL CACTVS 3.385 "CC(C)c1ccc(/C=C/C(=O)NC(=O)N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1" 4D1 SMILES CACTVS 3.385 "CC(C)c1ccc(C=CC(=O)NC(=O)N[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)cc1" 4D1 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)c1ccc(cc1)/C=C/C(=O)NC(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 4D1 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)c1ccc(cc1)C=CC(=O)NC(=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 4D1 "SYSTEMATIC NAME" ACDLabs 12.01 "N-({(2E)-3-[4-(propan-2-yl)phenyl]prop-2-enoyl}carbamoyl)-beta-D-glucopyranosylamine" 4D1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(E)-N-[[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]carbamoyl]-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 4D1 "Create component" 2015-03-02 EBI 4D1 "Initial release" 2015-11-18 RCSB #