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                    2024-09-27 
_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 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 N 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 N 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 N 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 N N N 11.739 -138.413 13.556 -0.383 0.014  -0.665 C7   049 4  
049 C8   C8   C 0 1 N N N 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 N N N 12.012 -140.521 12.703 -2.503 -0.609 0.501  C10  049 6  
049 O21  O21  O 0 1 N N N 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 N N N 12.154 -138.997 12.283 -1.862 -0.327 -0.859 C9   049 8  
049 C12  C12  C 0 1 N N N 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 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 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 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 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 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 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 N 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 N 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 N 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 
049 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            049 
_pdbx_chem_comp_pcm.modified_residue_id                THR 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C9 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG1 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
