data_LEW # _chem_comp.id LEW _chem_comp.name 1-beta-D-glucopyranosyl-4-naphthalen-1-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 LEW _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 3G2L _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 LEW C18 C18 C 0 1 Y N N 36.665 26.687 29.724 -4.040 0.017 -0.175 C18 LEW 1 LEW C17 C17 C 0 1 Y N N 36.266 26.868 28.382 -3.835 -0.376 -1.505 C17 LEW 2 LEW C16 C16 C 0 1 Y N N 36.838 27.869 27.602 -4.906 -0.571 -2.324 C16 LEW 3 LEW C15 C15 C 0 1 Y N N 37.818 28.703 28.155 -6.206 -0.386 -1.859 C15 LEW 4 LEW C14 C14 C 0 1 Y N N 38.214 28.533 29.487 -6.442 -0.004 -0.574 C14 LEW 5 LEW C13 C13 C 0 1 Y N N 37.649 27.524 30.273 -5.361 0.205 0.299 C13 LEW 6 LEW C12 C12 C 0 1 Y N N 38.057 27.352 31.603 -5.569 0.593 1.635 C12 LEW 7 LEW C11 C11 C 0 1 Y N N 37.485 26.343 32.393 -4.505 0.785 2.463 C11 LEW 8 LEW C10 C10 C 0 1 Y N N 36.504 25.504 31.848 -3.202 0.604 2.012 C10 LEW 9 LEW C9 C9 C 0 1 Y N N 36.113 25.655 30.512 -2.952 0.223 0.706 C9 LEW 10 LEW C8 C8 C 0 1 Y N N 35.104 24.860 29.969 -1.560 0.032 0.235 C8 LEW 11 LEW C7 C7 C 0 1 Y N N 35.055 24.212 28.810 -0.417 0.187 0.967 C7 LEW 12 LEW N3 N3 N 0 1 Y N N 33.919 24.691 30.538 -1.168 -0.336 -0.998 N3 LEW 13 LEW N2 N2 N 0 1 Y N N 33.220 23.989 29.810 0.117 -0.396 -1.024 N2 LEW 14 LEW N1 N1 N 0 1 Y N N 33.836 23.680 28.789 0.605 -0.091 0.127 N1 LEW 15 LEW C1 C1 C 0 1 N N R 33.158 22.847 27.772 2.029 -0.055 0.470 C1 LEW 16 LEW O5 O5 O 0 1 N N N 33.205 21.442 28.070 2.674 0.977 -0.279 O5 LEW 17 LEW C5 C5 C 0 1 N N R 32.186 20.747 27.305 4.068 1.115 0.001 C5 LEW 18 LEW C6 C6 C 0 1 N N N 32.225 19.286 27.756 4.644 2.262 -0.833 C6 LEW 19 LEW O6 O6 O 0 1 N N N 33.391 18.620 27.236 4.051 3.495 -0.420 O6 LEW 20 LEW C4 C4 C 0 1 N N S 32.384 20.930 25.774 4.791 -0.187 -0.355 C4 LEW 21 LEW O4 O4 O 0 1 N N N 31.229 20.480 25.081 6.176 -0.070 -0.024 O4 LEW 22 LEW C3 C3 C 0 1 N N S 32.637 22.402 25.386 4.169 -1.340 0.439 C3 LEW 23 LEW O3 O3 O 0 1 N N N 33.099 22.497 24.038 4.787 -2.570 0.059 O3 LEW 24 LEW C2 C2 C 0 1 N N R 33.648 23.039 26.330 2.669 -1.405 0.134 C2 LEW 25 LEW O2 O2 O 0 1 N N N 33.817 24.434 26.024 2.065 -2.431 0.924 O2 LEW 26 LEW H17 H17 H 0 1 N N N 35.510 26.224 27.957 -2.832 -0.523 -1.879 H17 LEW 27 LEW H16 H16 H 0 1 N N N 36.528 28.002 26.576 -4.745 -0.873 -3.348 H16 LEW 28 LEW H15 H15 H 0 1 N N N 38.269 29.478 27.553 -7.038 -0.547 -2.528 H15 LEW 29 LEW H14 H14 H 0 1 N N N 38.962 29.187 29.911 -7.456 0.136 -0.227 H14 LEW 30 LEW H12 H12 H 0 1 N N N 38.814 27.998 32.021 -6.573 0.739 2.004 H12 LEW 31 LEW H11 H11 H 0 1 N N N 37.800 26.214 33.418 -4.676 1.083 3.486 H11 LEW 32 LEW H10 H10 H 0 1 N N N 36.049 24.739 32.460 -2.375 0.763 2.689 H10 LEW 33 LEW H7 H7 H 0 1 N N N 35.827 24.135 28.058 -0.345 0.475 2.006 H7 LEW 34 LEW H1 H1 H 0 1 N N N 32.123 23.217 27.829 2.141 0.145 1.536 H1 LEW 35 LEW H5 H5 H 0 1 N N N 31.187 21.166 27.495 4.207 1.331 1.060 H5 LEW 36 LEW H6 H6 H 0 1 N N N 32.252 19.251 28.855 5.723 2.311 -0.688 H6 LEW 37 LEW H6A H6A H 0 1 N N N 31.328 18.775 27.376 4.427 2.089 -1.887 H6A LEW 38 LEW HO6 HO6 H 0 1 N N N 33.283 18.473 26.304 4.370 4.267 -0.907 HO6 LEW 39 LEW H4 H4 H 0 1 N N N 33.268 20.339 25.495 4.686 -0.382 -1.423 H4 LEW 40 LEW HO4 HO4 H 0 1 N N N 30.510 20.380 25.694 6.696 -0.861 -0.223 HO4 LEW 41 LEW H3 H3 H 0 1 N N N 31.684 22.945 25.470 4.317 -1.170 1.505 H3 LEW 42 LEW HO3 HO3 H 0 1 N N N 32.354 22.518 23.448 4.441 -3.345 0.524 HO3 LEW 43 LEW H2 H2 H 0 1 N N N 34.629 22.556 26.209 2.522 -1.624 -0.924 H2 LEW 44 LEW HO2 HO2 H 0 1 N N N 33.854 24.933 26.831 2.426 -3.313 0.766 HO2 LEW 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 LEW C17 C18 DOUB Y N 1 LEW C18 C13 SING Y N 2 LEW C18 C9 SING Y N 3 LEW C16 C17 SING Y N 4 LEW C17 H17 SING N N 5 LEW C16 C15 DOUB Y N 6 LEW C16 H16 SING N N 7 LEW C15 C14 SING Y N 8 LEW C15 H15 SING N N 9 LEW C14 C13 DOUB Y N 10 LEW C14 H14 SING N N 11 LEW C13 C12 SING Y N 12 LEW C12 C11 DOUB Y N 13 LEW C12 H12 SING N N 14 LEW C10 C11 SING Y N 15 LEW C11 H11 SING N N 16 LEW C9 C10 DOUB Y N 17 LEW C10 H10 SING N N 18 LEW C8 C9 SING Y N 19 LEW C7 C8 DOUB Y N 20 LEW C8 N3 SING Y N 21 LEW N1 C7 SING Y N 22 LEW C7 H7 SING N N 23 LEW N2 N3 DOUB Y N 24 LEW N1 N2 SING Y N 25 LEW C1 N1 SING N N 26 LEW C2 C1 SING N N 27 LEW C1 O5 SING N N 28 LEW C1 H1 SING N N 29 LEW C5 O5 SING N N 30 LEW C4 C5 SING N N 31 LEW C5 C6 SING N N 32 LEW C5 H5 SING N N 33 LEW O6 C6 SING N N 34 LEW C6 H6 SING N N 35 LEW C6 H6A SING N N 36 LEW O6 HO6 SING N N 37 LEW O4 C4 SING N N 38 LEW C3 C4 SING N N 39 LEW C4 H4 SING N N 40 LEW O4 HO4 SING N N 41 LEW O3 C3 SING N N 42 LEW C3 C2 SING N N 43 LEW C3 H3 SING N N 44 LEW O3 HO3 SING N N 45 LEW O2 C2 SING N N 46 LEW C2 H2 SING N N 47 LEW 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 LEW SMILES ACDLabs 10.04 "n1nn(cc1c3c2ccccc2ccc3)C4OC(C(O)C(O)C4O)CO" LEW SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)n2cc(nn2)c3cccc4ccccc34" LEW SMILES CACTVS 3.341 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)n2cc(nn2)c3cccc4ccccc34" LEW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2c3cn(nn3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O" LEW SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2c3cn(nn3)C4C(C(C(C(O4)CO)O)O)O" LEW 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)12-7-3-5-10-4-1-2-6-11(10)12/h1-8,14-18,22-25H,9H2/t14-,15-,16+,17-,18-/m1/s1" LEW InChIKey InChI 1.03 ZQSWMZLNZOWSSB-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 LEW "SYSTEMATIC NAME" ACDLabs 10.04 1-beta-D-glucopyranosyl-4-naphthalen-1-yl-1H-1,2,3-triazole LEW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-naphthalen-1-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 LEW "Create component" 2009-02-05 RCSB LEW "Modify aromatic_flag" 2011-06-04 RCSB LEW "Modify descriptor" 2011-06-04 RCSB #