data_DL8
# 
_chem_comp.id                                    DL8 
_chem_comp.name                                  N-[(4-PHENYL-1H-1,2,3-TRIAZOL-1-YL)ACETYL]-BETA-D-GLUCOPYRANOSYLAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-29 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        364.353 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DL8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
DL8 C12 C12 C 0 1 Y N N 37.477 27.069 34.371 6.311  -0.035 -1.211 C12 DL8 1  
DL8 C13 C13 C 0 1 Y N N 38.145 28.095 35.041 7.574  0.523  -1.211 C13 DL8 2  
DL8 C14 C14 C 0 1 Y N N 39.083 28.875 34.364 8.022  1.226  -0.107 C14 DL8 3  
DL8 C15 C15 C 0 1 Y N N 39.358 28.622 33.022 7.208  1.374  1.002  C15 DL8 4  
DL8 C16 C16 C 0 1 Y N N 38.693 27.594 32.355 5.944  0.820  1.012  C16 DL8 5  
DL8 C11 C11 C 0 1 Y N N 37.750 26.816 33.025 5.488  0.111  -0.097 C11 DL8 6  
DL8 C10 C10 C 0 1 Y N N 37.085 25.790 32.356 4.129  -0.486 -0.092 C10 DL8 7  
DL8 C9  C9  C 0 1 Y N N 37.336 25.342 31.132 3.212  -0.429 0.918  C9  DL8 8  
DL8 N4  N4  N 0 1 Y N N 36.066 25.061 32.816 3.551  -1.188 -1.084 N4  DL8 9  
DL8 N3  N3  N 0 1 Y N N 35.731 24.241 31.951 2.372  -1.539 -0.710 N3  DL8 10 
DL8 N2  N2  N 0 1 Y N N 36.445 24.377 30.950 2.129  -1.108 0.478  N2  DL8 11 
DL8 C8  C8  C 0 1 N N N 36.356 23.588 29.709 0.886  -1.314 1.226  C8  DL8 12 
DL8 C7  C7  C 0 1 N N N 34.914 23.454 29.188 -0.280 -0.824 0.408  C7  DL8 13 
DL8 O7  O7  O 0 1 N N N 33.942 23.878 29.818 -0.092 -0.348 -0.692 O7  DL8 14 
DL8 N1  N1  N 0 1 N N N 34.834 22.844 28.008 -1.533 -0.913 0.898  N1  DL8 15 
DL8 C1  C1  C 0 1 N N R 33.536 22.591 27.350 -2.667 -0.437 0.102  C1  DL8 16 
DL8 O5  O5  O 0 1 N N N 33.277 21.179 27.585 -2.982 0.905  0.479  O5  DL8 17 
DL8 C5  C5  C 0 1 N N R 32.053 20.701 26.991 -4.064 1.479  -0.258 C5  DL8 18 
DL8 C6  C6  C 0 1 N N N 31.863 19.238 27.415 -4.292 2.918  0.209  C6  DL8 19 
DL8 O6  O6  O 0 1 N N N 32.952 18.446 26.908 -3.149 3.712  -0.117 O6  DL8 20 
DL8 C4  C4  C 0 1 N N S 32.162 20.869 25.461 -5.334 0.658  -0.020 C4  DL8 21 
DL8 O4  O4  O 0 1 N N N 30.980 20.375 24.818 -6.403 1.196  -0.801 O4  DL8 22 
DL8 C3  C3  C 0 1 N N S 32.405 22.347 25.095 -5.078 -0.794 -0.434 C3  DL8 23 
DL8 O3  O3  O 0 1 N N N 32.638 22.461 23.687 -6.234 -1.584 -0.147 O3  DL8 24 
DL8 C2  C2  C 0 1 N N R 33.622 22.906 25.850 -3.881 -1.335 0.354  C2  DL8 25 
DL8 O2  O2  O 0 1 N N N 33.733 24.321 25.661 -3.587 -2.665 -0.075 O2  DL8 26 
DL8 H12 H12 H 0 1 N N N 36.747 26.469 34.895 5.961  -0.580 -2.075 H12 DL8 27 
DL8 H13 H13 H 0 1 N N N 37.936 28.285 36.083 8.213  0.410  -2.074 H13 DL8 28 
DL8 H14 H14 H 0 1 N N N 39.595 29.674 34.880 9.011  1.660  -0.111 H14 DL8 29 
DL8 H15 H15 H 0 1 N N N 40.087 29.223 32.498 7.563  1.923  1.861  H15 DL8 30 
DL8 H16 H16 H 0 1 N N N 38.909 27.400 31.315 5.310  0.936  1.878  H16 DL8 31 
DL8 H9  H9  H 0 1 N N N 38.093 25.685 30.442 3.329  0.059  1.874  H9  DL8 32 
DL8 H81 1H8 H 0 1 N N N 36.958 24.088 28.936 0.761  -2.376 1.436  H81 DL8 33 
DL8 H82 2H8 H 0 1 N N N 36.725 22.576 29.931 0.930  -0.761 2.164  H82 DL8 34 
DL8 HN1 HN1 H 0 1 N N N 35.675 22.549 27.555 -1.683 -1.294 1.778  HN1 DL8 35 
DL8 H1  H1  H 0 1 N N N 32.729 23.225 27.745 -2.406 -0.465 -0.956 H1  DL8 36 
DL8 H5  H5  H 0 1 N N N 31.172 21.268 27.327 -3.822 1.476  -1.321 H5  DL8 37 
DL8 H61 1H6 H 0 1 N N N 31.843 19.174 28.513 -5.172 3.326  -0.289 H61 DL8 38 
DL8 H62 2H6 H 0 1 N N N 30.914 18.859 27.008 -4.447 2.931  1.288  H62 DL8 39 
DL8 HO6 HO6 H 0 1 N N N 32.814 18.271 25.984 -3.224 4.638  0.150  HO6 DL8 40 
DL8 H4  H4  H 0 1 N N N 33.021 20.281 25.105 -5.600 0.696  1.036  H4  DL8 41 
DL8 HO4 HO4 H 0 1 N N N 30.291 20.266 25.462 -7.240 0.723  -0.700 HO4 DL8 42 
DL8 H3  H3  H 0 1 N N N 31.513 22.924 25.380 -4.863 -0.837 -1.501 H3  DL8 43 
DL8 HO3 HO3 H 0 1 N N N 31.806 22.486 23.229 -6.142 -2.517 -0.384 HO3 DL8 44 
DL8 H2  H2  H 0 1 N N N 34.518 22.418 25.438 -4.116 -1.338 1.418  H2  DL8 45 
DL8 HO2 HO2 H 0 1 N N N 33.758 24.753 26.507 -2.835 -3.069 0.379  HO2 DL8 46 
# 
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 
DL8 C12 C11 DOUB Y N 1  
DL8 C12 C13 SING Y N 2  
DL8 C12 H12 SING N N 3  
DL8 C13 C14 DOUB Y N 4  
DL8 C13 H13 SING N N 5  
DL8 C14 C15 SING Y N 6  
DL8 C14 H14 SING N N 7  
DL8 C15 C16 DOUB Y N 8  
DL8 C15 H15 SING N N 9  
DL8 C16 C11 SING Y N 10 
DL8 C16 H16 SING N N 11 
DL8 C11 C10 SING N N 12 
DL8 C10 C9  DOUB Y N 13 
DL8 C10 N4  SING Y N 14 
DL8 C9  N2  SING Y N 15 
DL8 C9  H9  SING N N 16 
DL8 N4  N3  DOUB Y N 17 
DL8 N3  N2  SING Y N 18 
DL8 N2  C8  SING N N 19 
DL8 C8  C7  SING N N 20 
DL8 C8  H81 SING N N 21 
DL8 C8  H82 SING N N 22 
DL8 C7  N1  SING N N 23 
DL8 C7  O7  DOUB N N 24 
DL8 N1  C1  SING N N 25 
DL8 N1  HN1 SING N N 26 
DL8 C1  C2  SING N N 27 
DL8 C1  O5  SING N N 28 
DL8 C1  H1  SING N N 29 
DL8 O5  C5  SING N N 30 
DL8 C5  C4  SING N N 31 
DL8 C5  C6  SING N N 32 
DL8 C5  H5  SING N N 33 
DL8 C6  O6  SING N N 34 
DL8 C6  H61 SING N N 35 
DL8 C6  H62 SING N N 36 
DL8 O6  HO6 SING N N 37 
DL8 C4  O4  SING N N 38 
DL8 C4  C3  SING N N 39 
DL8 C4  H4  SING N N 40 
DL8 O4  HO4 SING N N 41 
DL8 C3  O3  SING N N 42 
DL8 C3  C2  SING N N 43 
DL8 C3  H3  SING N N 44 
DL8 O3  HO3 SING N N 45 
DL8 C2  O2  SING N N 46 
DL8 C2  H2  SING N N 47 
DL8 O2  HO2 SING N N 48 
# 
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 
DL8 SMILES           ACDLabs              10.04 O=C(NC1OC(C(O)C(O)C1O)CO)Cn3nnc(c2ccccc2)c3                                                                                                                                
DL8 InChI            InChI                1.02b InChI=1/C16H20N4O6/c21-8-11-13(23)14(24)15(25)16(26-11)17-12(22)7-20-6-10(18-19-20)9-4-2-1-3-5-9/h1-6,11,13-16,21,23-25H,7-8H2,(H,17,22)/t11-,13-,14+,15-,16-/m1/s1/f/h17H 
DL8 InChIKey         InChI                1.02b NWFJPPOXTYDHDB-VLHRRIMODW                                                                                                                                                  
DL8 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](NC(=O)Cn2cc(nn2)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]1O                                                                                                         
DL8 SMILES           CACTVS               3.341 OC[CH]1O[CH](NC(=O)Cn2cc(nn2)c3ccccc3)[CH](O)[CH](O)[CH]1O                                                                                                                 
DL8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cn(nn2)CC(=O)N[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O                                                                                                      
DL8 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cn(nn2)CC(=O)NC3C(C(C(C(O3)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 
DL8 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(4-phenyl-1H-1,2,3-triazol-1-yl)acetyl]-beta-D-glucopyranosylamine                                      
DL8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(4-phenyl-1,2,3-triazol-1-yl)-N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]ethanamide 
# 
