data_GL4
# 
_chem_comp.id                                    GL4 
_chem_comp.name                                  8,9,10-TRIHYDROXY-7-HYDROXYMETHYL-2-THIOXO-6-OXA-1,3-DIAZA-SPIRO[4.5]DECAN-4-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H12 N2 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-12-04 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        264.256 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GL4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1HLF 
_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 
GL4 C1  C1  C 0 1 N N S 33.914 22.747 27.816 -0.071 -0.379 -0.411 C1  GL4 1  
GL4 C2  C2  C 0 1 N N R 33.959 23.109 26.294 -1.441 -0.643 0.205  C2  GL4 2  
GL4 O2  O2  O 0 1 N N N 34.023 24.530 26.110 -2.461 -0.158 -0.669 O2  GL4 3  
GL4 C3  C3  C 0 1 N N S 32.684 22.562 25.568 -1.533 0.081  1.554  C3  GL4 4  
GL4 O3  O3  O 0 1 N N N 32.874 22.729 24.170 -2.743 -0.290 2.217  O3  GL4 5  
GL4 C4  C4  C 0 1 N N S 32.465 21.048 25.897 -0.327 -0.325 2.409  C4  GL4 6  
GL4 O4  O4  O 0 1 N N N 31.270 20.605 25.320 -0.318 0.439  3.616  O4  GL4 7  
GL4 C5  C5  C 0 1 N N R 32.426 20.823 27.461 0.956  -0.054 1.622  C5  GL4 8  
GL4 C6  C6  C 0 1 N N N 32.342 19.366 27.842 2.167  -0.411 2.485  C6  GL4 9  
GL4 O6  O6  O 0 1 N N N 33.452 18.697 27.285 3.367  -0.156 1.753  O6  GL4 10 
GL4 O5  O5  O 0 1 N N N 33.631 21.360 28.065 0.970  -0.845 0.435  O5  GL4 11 
GL4 N2  N2  N 0 1 N N N 35.242 23.145 28.375 0.020  -1.008 -1.736 N2  GL4 12 
GL4 C8  C8  C 0 1 N N N 35.032 24.094 29.283 0.213  -0.010 -2.620 C8  GL4 13 
GL4 S8  S8  S 0 1 N N N 36.311 24.734 30.171 0.380  -0.252 -4.306 S8  GL4 14 
GL4 N1  N1  N 0 1 N N N 33.758 24.460 29.473 0.258  1.190  -2.032 N1  GL4 15 
GL4 C7  C7  C 0 1 N N N 33.047 23.677 28.630 0.098  1.096  -0.695 C7  GL4 16 
GL4 O7  O7  O 0 1 N N N 31.821 23.749 28.605 0.092  2.003  0.108  O7  GL4 17 
GL4 H2  H2  H 0 1 N N N 34.872 22.639 25.858 -1.571 -1.714 0.358  H2  GL4 18 
GL4 HO2 HO2 H 0 1 N N N 34.050 24.749 25.186 -3.308 -0.345 -0.242 HO2 GL4 19 
GL4 H3  H3  H 0 1 N N N 31.782 23.120 25.913 -1.521 1.159  1.391  H3  GL4 20 
GL4 HO3 HO3 H 0 1 N N N 32.100 22.397 23.729 -2.759 0.186  3.057  HO3 GL4 21 
GL4 H4  H4  H 0 1 N N N 33.315 20.462 25.475 -0.392 -1.386 2.650  H4  GL4 22 
GL4 HO4 HO4 H 0 1 N N N 31.137 19.685 25.519 0.453  0.152  4.122  HO4 GL4 23 
GL4 H5  H5  H 0 1 N N N 31.510 21.342 27.828 1.001  1.001  1.354  H5  GL4 24 
GL4 H61 1H6 H 0 1 N N N 32.258 19.214 28.943 2.123  -1.467 2.754  H61 GL4 25 
GL4 H62 2H6 H 0 1 N N N 31.370 18.901 27.551 2.159  0.194  3.391  H62 GL4 26 
GL4 HO6 HO6 H 0 1 N N N 33.399 17.779 27.525 4.104  -0.394 2.331  HO6 GL4 27 
GL4 HN2 HN2 H 0 1 N N N 35.906 23.426 27.654 -0.045 -1.955 -1.934 HN2 GL4 28 
GL4 HN1 HN1 H 0 1 N N N 33.408 25.172 30.113 0.389  2.025  -2.507 HN1 GL4 29 
# 
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 
GL4 C1 C2  SING N N 1  
GL4 C1 O5  SING N N 2  
GL4 C1 N2  SING N N 3  
GL4 C1 C7  SING N N 4  
GL4 C2 O2  SING N N 5  
GL4 C2 C3  SING N N 6  
GL4 C2 H2  SING N N 7  
GL4 O2 HO2 SING N N 8  
GL4 C3 O3  SING N N 9  
GL4 C3 C4  SING N N 10 
GL4 C3 H3  SING N N 11 
GL4 O3 HO3 SING N N 12 
GL4 C4 O4  SING N N 13 
GL4 C4 C5  SING N N 14 
GL4 C4 H4  SING N N 15 
GL4 O4 HO4 SING N N 16 
GL4 C5 C6  SING N N 17 
GL4 C5 O5  SING N N 18 
GL4 C5 H5  SING N N 19 
GL4 C6 O6  SING N N 20 
GL4 C6 H61 SING N N 21 
GL4 C6 H62 SING N N 22 
GL4 O6 HO6 SING N N 23 
GL4 N2 C8  SING N N 24 
GL4 N2 HN2 SING N N 25 
GL4 C8 S8  DOUB N N 26 
GL4 C8 N1  SING N N 27 
GL4 N1 C7  SING N N 28 
GL4 N1 HN1 SING N N 29 
GL4 C7 O7  DOUB N N 30 
# 
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 
GL4 SMILES           ACDLabs              10.04 O=C2NC(=S)NC21OC(C(O)C(O)C1O)CO                                                                                                  
GL4 InChI            InChI                1.02b InChI=1/C8H12N2O6S/c11-1-2-3(12)4(13)5(14)8(16-2)6(15)9-7(17)10-8/h2-5,11-14H,1H2,(H2,9,10,15,17)/t2-,3-,4+,5-,8+/m1/s1/f/h9-10H 
GL4 InChIKey         InChI                1.02b OEWLGQKSTDZKFN-NBFZRJOVDL                                                                                                        
GL4 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@]2(NC(=S)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O                                                                            
GL4 SMILES           CACTVS               3.341 OC[CH]1O[C]2(NC(=S)NC2=O)[CH](O)[CH](O)[CH]1O                                                                                    
GL4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@@H]1[C@H]([C@@H]([C@H]([C@]2(O1)C(=O)NC(=S)N2)O)O)O)O                                                                       
GL4 SMILES           "OpenEye OEToolkits" 1.5.0 C(C1C(C(C(C2(O1)C(=O)NC(=S)N2)O)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 
GL4 "SYSTEMATIC NAME" ACDLabs              10.04 (5S,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-2-thioxo-6-oxa-1,3-diazaspiro[4.5]decan-4-one       
GL4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5S,6R,7S,8S,9R)-6,7,8-trihydroxy-9-(hydroxymethyl)-2-sulfanylidene-10-oxa-1,3-diazaspiro[4.5]decan-4-one 
# 
