data_049 # _chem_comp.id 049 _chem_comp.name "2-(acetylamino)-4,5-anhydro-1,2-dideoxy-4-methyl-1-phenyl-D-xylitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H19 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-18 _chem_comp.pdbx_modified_date 2012-02-24 _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 249.306 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 049 _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 3UN8 _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 049 C4 C4 C 0 1 Y N N 9.691 -133.980 13.704 3.676 0.046 1.276 C4 049 1 049 C5 C5 C 0 1 Y N N 9.691 -135.352 14.002 2.320 -0.215 1.202 C5 049 2 049 C6 C6 C 0 1 Y N N 10.789 -136.134 13.691 1.802 -0.871 0.101 C6 049 3 049 C7 C7 C 0 1 N N S 11.739 -138.413 13.556 -0.383 0.014 -0.665 C7 049 4 049 C8 C8 C 0 1 N N N 10.760 -137.534 13.868 0.325 -1.156 0.020 C8 049 5 049 C10 C10 C 0 1 N N R 12.012 -140.521 12.703 -2.503 -0.609 0.501 C10 049 6 049 O21 O21 O 0 1 N N N 13.329 -138.246 12.015 -1.978 -1.484 -1.690 O21 049 7 049 C9 C9 C 0 1 N N R 12.154 -138.997 12.283 -1.862 -0.327 -0.859 C9 049 8 049 C12 C12 C 0 1 N N N 13.190 -141.530 12.336 -3.747 -1.500 0.533 C12 049 9 049 O13 O13 O 0 1 N N N 12.906 -141.067 13.634 -2.470 -1.952 0.987 O13 049 10 049 C11 C11 C 0 1 N N N 10.601 -141.166 12.726 -2.411 0.523 1.526 C11 049 11 049 N22 N22 N 0 1 N N N 12.948 -138.108 14.369 -0.265 1.213 0.169 N22 049 12 049 C23 C23 C 0 1 N N N 13.284 -138.831 15.483 -0.500 2.429 -0.362 C23 049 13 049 C18 C18 C 0 1 N N N 14.701 -138.742 15.991 -0.261 3.669 0.461 C18 049 14 049 O49 O49 O 0 1 N N N 12.521 -139.601 16.042 -0.903 2.526 -1.501 O49 049 15 049 C3 C3 C 0 1 Y N N 10.840 -133.377 13.146 4.512 -0.345 0.248 C3 049 16 049 C2 C2 C 0 1 Y N N 11.967 -134.153 12.869 3.993 -0.995 -0.856 C2 049 17 049 C1 C1 C 0 1 Y N N 11.955 -135.513 13.141 2.640 -1.266 -0.925 C1 049 18 049 H4 H4 H 0 1 N N N 8.812 -133.385 13.902 4.081 0.559 2.136 H4 049 19 049 H5 H5 H 0 1 N N N 8.830 -135.799 14.476 1.666 0.094 2.004 H5 049 20 049 H7 H7 H 0 1 N N N 11.383 -139.315 14.076 0.078 0.200 -1.635 H7 049 21 049 H8 H8 H 0 1 N N N 10.579 -137.680 14.943 0.161 -2.067 -0.555 H8 049 22 049 H8A H8A H 0 1 N N N 9.882 -137.874 13.299 -0.076 -1.285 1.026 H8A 049 23 049 HO21 HO21 H 0 0 N N N 13.709 -138.534 11.193 -1.548 -2.272 -1.330 HO21 049 24 049 H9 H9 H 0 1 N N N 11.391 -138.787 11.519 -2.370 0.513 -1.334 H9 049 25 049 H12 H12 H 0 1 N N N 12.972 -142.569 12.049 -4.506 -1.285 1.284 H12 049 26 049 H12A H12A H 0 0 N N N 14.083 -141.180 11.797 -4.116 -1.890 -0.415 H12A 049 27 049 H11 H11 H 0 1 N N N 10.683 -142.218 13.037 -1.461 0.455 2.057 H11 049 28 049 H11A H11A H 0 0 N N N 9.961 -140.623 13.437 -2.472 1.483 1.014 H11A 049 29 049 H11B H11B H 0 0 N N N 10.158 -141.114 11.721 -3.232 0.437 2.237 H11B 049 30 049 HN22 HN22 H 0 0 N N N 13.536 -137.348 14.092 -0.017 1.131 1.103 HN22 049 31 049 H18 H18 H 0 1 N N N 14.831 -139.430 16.840 0.766 4.007 0.320 H18 049 32 049 H18A H18A H 0 0 N N N 15.397 -139.019 15.186 -0.949 4.453 0.144 H18A 049 33 049 H18B H18B H 0 0 N N N 14.909 -137.713 16.318 -0.428 3.444 1.514 H18B 049 34 049 H3 H3 H 0 1 N N N 10.847 -132.318 12.934 5.571 -0.141 0.306 H3 049 35 049 H2 H2 H 0 1 N N N 12.847 -133.695 12.443 4.647 -1.300 -1.660 H2 049 36 049 H1 H1 H 0 1 N N N 12.833 -136.108 12.936 2.234 -1.775 -1.788 H1 049 37 # 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 049 C3 C4 DOUB Y N 1 049 C4 C5 SING Y N 2 049 C4 H4 SING N N 3 049 C6 C5 DOUB Y N 4 049 C5 H5 SING N N 5 049 C1 C6 SING Y N 6 049 C6 C8 SING N N 7 049 C9 C7 SING N N 8 049 C7 C8 SING N N 9 049 C7 N22 SING N N 10 049 C7 H7 SING N N 11 049 C8 H8 SING N N 12 049 C8 H8A SING N N 13 049 C9 C10 SING N N 14 049 C12 C10 SING N N 15 049 C10 C11 SING N N 16 049 C10 O13 SING N N 17 049 O21 C9 SING N N 18 049 O21 HO21 SING N N 19 049 C9 H9 SING N N 20 049 C12 O13 SING N N 21 049 C12 H12 SING N N 22 049 C12 H12A SING N N 23 049 C11 H11 SING N N 24 049 C11 H11A SING N N 25 049 C11 H11B SING N N 26 049 N22 C23 SING N N 27 049 N22 HN22 SING N N 28 049 C23 C18 SING N N 29 049 C23 O49 DOUB N N 30 049 C18 H18 SING N N 31 049 C18 H18A SING N N 32 049 C18 H18B SING N N 33 049 C2 C3 SING Y N 34 049 C3 H3 SING N N 35 049 C2 C1 DOUB Y N 36 049 C2 H2 SING N N 37 049 C1 H1 SING N N 38 # 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 049 SMILES ACDLabs 12.01 "O=C(NC(C(O)C1(OC1)C)Cc2ccccc2)C" 049 InChI InChI 1.03 "InChI=1S/C14H19NO3/c1-10(16)15-12(13(17)14(2)9-18-14)8-11-6-4-3-5-7-11/h3-7,12-13,17H,8-9H2,1-2H3,(H,15,16)/t12-,13+,14+/m0/s1" 049 InChIKey InChI 1.03 JMHXNXJFBFTKHQ-BFHYXJOUSA-N 049 SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H](Cc1ccccc1)[C@@H](O)[C@@]2(C)CO2" 049 SMILES CACTVS 3.370 "CC(=O)N[CH](Cc1ccccc1)[CH](O)[C]2(C)CO2" 049 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H](Cc1ccccc1)[C@H]([C@]2(CO2)C)O" 049 SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC(Cc1ccccc1)C(C2(CO2)C)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 049 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(acetylamino)-4,5-anhydro-1,2-dideoxy-4-methyl-1-phenyl-D-xylitol" 049 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(1R,2S)-1-[(2R)-2-methyloxiran-2-yl]-1-oxidanyl-3-phenyl-propan-2-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 049 "Create component" 2011-11-18 RCSB #