data_SKY
# 
_chem_comp.id                                    SKY 
_chem_comp.name                                  1-beta-D-glucopyranosyl-4-naphthalen-2-yl-1H-1,2,3-triazole 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-02-05 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        357.361 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SKY 
_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        3G2K 
_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 
SKY C10 C10 C 0 1 Y N N 36.306 25.351 32.486 -3.677 0.206  0.837  C10 SKY 1  
SKY C11 C11 C 0 1 Y N N 37.431 25.757 33.212 -5.035 0.084  0.506  C11 SKY 2  
SKY C12 C12 C 0 1 Y N N 37.285 26.361 34.467 -6.041 0.342  1.454  C12 SKY 3  
SKY C13 C13 C 0 1 Y N N 38.418 26.764 35.185 -7.349 0.214  1.100  C13 SKY 4  
SKY C14 C14 C 0 1 Y N N 39.696 26.569 34.652 -7.708 -0.169 -0.191 C14 SKY 5  
SKY C15 C15 C 0 1 Y N N 39.840 25.966 33.399 -6.761 -0.427 -1.135 C15 SKY 6  
SKY C16 C16 C 0 1 Y N N 38.710 25.558 32.680 -5.400 -0.306 -0.807 C16 SKY 7  
SKY C17 C17 C 0 1 Y N N 38.852 24.957 31.427 -4.399 -0.565 -1.760 C17 SKY 8  
SKY C18 C18 C 0 1 Y N N 37.726 24.551 30.705 -3.090 -0.440 -1.419 C18 SKY 9  
SKY C9  C9  C 0 1 Y N N 36.443 24.746 31.228 -2.717 -0.050 -0.123 C9  SKY 10 
SKY C8  C8  C 0 1 Y N N 35.300 24.349 30.518 -1.279 0.078  0.222  C8  SKY 11 
SKY C7  C7  C 0 1 Y N N 35.211 23.679 29.361 -0.218 -0.050 -0.628 C7  SKY 12 
SKY N3  N3  N 0 1 Y N N 34.038 24.574 30.891 -0.759 0.349  1.433  N3  SKY 13 
SKY N2  N2  N 0 1 Y N N 33.266 24.101 30.052 0.523  0.379  1.336  N2  SKY 14 
SKY N1  N1  N 0 1 Y N N 33.899 23.574 29.130 0.888  0.147  0.124  N1  SKY 15 
SKY C1  C1  C 0 1 N N R 33.166 22.923 28.019 2.271  0.105  -0.360 C1  SKY 16 
SKY O5  O5  O 0 1 N N N 33.214 21.489 28.264 2.956  -0.990 0.250  O5  SKY 17 
SKY C5  C5  C 0 1 N N R 32.155 20.841 27.514 4.313  -1.139 -0.174 C5  SKY 18 
SKY C6  C6  C 0 1 N N N 32.112 19.373 27.956 4.934  -2.353 0.518  C6  SKY 19 
SKY O6  O6  O 0 1 N N N 33.276 18.684 27.480 4.270  -3.541 0.083  O6  SKY 20 
SKY C4  C4  C 0 1 N N S 32.368 21.009 25.982 5.102  0.120  0.196  C4  SKY 21 
SKY O4  O4  O 0 1 N N N 31.201 20.558 25.298 6.445  -0.002 -0.277 O4  SKY 22 
SKY C3  C3  C 0 1 N N S 32.663 22.474 25.585 4.439  1.339  -0.452 C3  SKY 23 
SKY O3  O3  O 0 1 N N N 33.171 22.520 24.243 5.126  2.526  -0.052 O3  SKY 24 
SKY C2  C2  C 0 1 N N R 33.658 23.129 26.573 2.978  1.414  0.004  C2  SKY 25 
SKY O2  O2  O 0 1 N N N 33.824 24.524 26.301 2.329  2.505  -0.652 O2  SKY 26 
SKY H10 H10 H 0 1 N N N 35.320 25.505 32.899 -3.384 0.503  1.834  H10 SKY 27 
SKY H12 H12 H 0 1 N N N 36.300 26.516 34.881 -5.777 0.640  2.458  H12 SKY 28 
SKY H13 H13 H 0 1 N N N 38.304 27.227 36.154 -8.120 0.413  1.830  H13 SKY 29 
SKY H14 H14 H 0 1 N N N 40.568 26.883 35.206 -8.753 -0.263 -0.446 H14 SKY 30 
SKY H15 H15 H 0 1 N N N 40.826 25.814 32.984 -7.055 -0.724 -2.130 H15 SKY 31 
SKY H17 H17 H 0 1 N N N 39.838 24.805 31.013 -4.670 -0.863 -2.762 H17 SKY 32 
SKY H18 H18 H 0 1 N N N 37.847 24.084 29.739 -2.326 -0.641 -2.156 H18 SKY 33 
SKY H7  H7  H 0 1 N N N 36.020 23.306 28.750 -0.255 -0.265 -1.686 H7  SKY 34 
SKY H1  H1  H 0 1 N N N 32.177 23.404 28.042 2.273  -0.021 -1.442 H1  SKY 35 
SKY H5  H5  H 0 1 N N N 31.181 21.308 27.722 4.342  -1.281 -1.255 H5  SKY 36 
SKY H6  H6  H 0 1 N N N 32.085 19.325 29.055 5.992  -2.414 0.264  H6  SKY 37 
SKY H6A H6A H 0 1 N N N 31.213 18.896 27.538 4.825  -2.251 1.598  H6A SKY 38 
SKY HO6 HO6 H 0 1 N N N 33.194 18.532 26.546 4.613  -4.352 0.482  HO6 SKY 39 
SKY H4  H4  H 0 1 N N N 33.245 20.409 25.697 5.107  0.241  1.279  H4  SKY 40 
SKY HO4 HO4 H 0 1 N N N 30.489 20.458 25.918 7.004  0.761  -0.077 HO4 SKY 41 
SKY H3  H3  H 0 1 N N N 31.725 23.047 25.631 4.478  1.241  -1.537 H3  SKY 42 
SKY HO3 HO3 H 0 1 N N N 32.446 22.530 23.630 4.758  3.338  -0.426 HO3 SKY 43 
SKY H2  H2  H 0 1 N N N 34.638 22.645 26.446 2.940  1.561  1.083  H2  SKY 44 
SKY HO2 HO2 H 0 1 N N N 33.861 25.005 27.120 2.729  3.367  -0.470 HO2 SKY 45 
# 
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 
SKY C9  C10 DOUB Y N 1  
SKY C10 C11 SING Y N 2  
SKY C10 H10 SING N N 3  
SKY C16 C11 DOUB Y N 4  
SKY C11 C12 SING Y N 5  
SKY C12 C13 DOUB Y N 6  
SKY C12 H12 SING N N 7  
SKY C14 C13 SING Y N 8  
SKY C13 H13 SING N N 9  
SKY C15 C14 DOUB Y N 10 
SKY C14 H14 SING N N 11 
SKY C16 C15 SING Y N 12 
SKY C15 H15 SING N N 13 
SKY C17 C16 SING Y N 14 
SKY C18 C17 DOUB Y N 15 
SKY C17 H17 SING N N 16 
SKY C18 C9  SING Y N 17 
SKY C18 H18 SING N N 18 
SKY C8  C9  SING Y N 19 
SKY C7  C8  DOUB Y N 20 
SKY C8  N3  SING Y N 21 
SKY N1  C7  SING Y N 22 
SKY C7  H7  SING N N 23 
SKY N2  N3  DOUB Y N 24 
SKY N1  N2  SING Y N 25 
SKY C1  N1  SING N N 26 
SKY C2  C1  SING N N 27 
SKY C1  O5  SING N N 28 
SKY C1  H1  SING N N 29 
SKY C5  O5  SING N N 30 
SKY C4  C5  SING N N 31 
SKY C5  C6  SING N N 32 
SKY C5  H5  SING N N 33 
SKY O6  C6  SING N N 34 
SKY C6  H6  SING N N 35 
SKY C6  H6A SING N N 36 
SKY O6  HO6 SING N N 37 
SKY O4  C4  SING N N 38 
SKY C3  C4  SING N N 39 
SKY C4  H4  SING N N 40 
SKY O4  HO4 SING N N 41 
SKY O3  C3  SING N N 42 
SKY C3  C2  SING N N 43 
SKY C3  H3  SING N N 44 
SKY O3  HO3 SING N N 45 
SKY O2  C2  SING N N 46 
SKY C2  H2  SING N N 47 
SKY 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 
SKY SMILES           ACDLabs              10.04 "n1nn(cc1c3cc2ccccc2cc3)C4OC(C(O)C(O)C4O)CO"                                                                                                             
SKY SMILES_CANONICAL CACTVS               3.341 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)n2cc(nn2)c3ccc4ccccc4c3"                                                                                       
SKY SMILES           CACTVS               3.341 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)n2cc(nn2)c3ccc4ccccc4c3"                                                                                              
SKY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)c3cn(nn3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O"                                                                                   
SKY SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)c3cn(nn3)C4C(C(C(C(O4)CO)O)O)O"                                                                                                         
SKY InChI            InChI                1.03  "InChI=1S/C18H19N3O5/c22-9-14-15(23)16(24)17(25)18(26-14)21-8-13(19-20-21)12-6-5-10-3-1-2-4-11(10)7-12/h1-8,14-18,22-25H,9H2/t14-,15-,16+,17-,18-/m1/s1" 
SKY InChIKey         InChI                1.03  BQMXQDYTYFMQSE-UYTYNIKBSA-N                                                                                                                              
# 
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 
SKY "SYSTEMATIC NAME" ACDLabs              10.04 1-beta-D-glucopyranosyl-4-naphthalen-2-yl-1H-1,2,3-triazole                                    
SKY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-naphthalen-2-yl-1,2,3-triazol-1-yl)oxane-3,4,5-triol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
SKY "Create component"     2009-02-05 RCSB 
SKY "Modify aromatic_flag" 2011-06-04 RCSB 
SKY "Modify descriptor"    2011-06-04 RCSB 
# 
