data_S13
# 
_chem_comp.id                                    S13 
_chem_comp.name                                  (3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H21 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1R)-3'-(4-methylphenyl)-spiro[1,5-anhydro-D-glucitol-1,5'-isoxazoline]" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-04 
_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                        311.330 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S13 
_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        2QRQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
S13 C10  C10  C 0 1 Y N N 36.183 24.382 30.588 3.631  1.327  0.636  C10  S13 1  
S13 C11  C11  C 0 1 Y N N 36.872 24.834 31.718 4.983  1.052  0.712  C11  S13 2  
S13 C12  C12  C 0 1 Y N N 36.169 25.170 32.876 5.493  -0.083 0.109  C12  S13 3  
S13 C15  C15  C 0 1 N N N 36.919 25.670 34.118 6.968  -0.382 0.192  C15  S13 4  
S13 C13  C13  C 0 1 Y N N 34.784 25.040 32.914 4.650  -0.943 -0.570 C13  S13 5  
S13 C14  C14  C 0 1 Y N N 34.097 24.590 31.784 3.297  -0.668 -0.646 C14  S13 6  
S13 C9   C9   C 0 1 Y N N 34.793 24.251 30.621 2.788  0.467  -0.043 C9   S13 7  
S13 C8   C8   C 0 1 N N S 34.092 23.818 29.492 1.313  0.767  -0.126 C8   S13 8  
S13 C7   C7   C 0 1 N N N 34.673 23.114 28.265 0.517  -0.115 0.873  C7   S13 9  
S13 N1   N1   N 0 1 N N N 32.788 23.984 29.290 0.771  0.363  -1.444 N1   S13 10 
S13 O7   O7   O 0 1 N N N 32.357 23.460 28.026 -0.557 -0.225 -1.231 O7   S13 11 
S13 C1   C1   C 0 1 N N R 33.433 22.682 27.482 -0.858 -0.193 0.175  C1   S13 12 
S13 O5   O5   O 0 1 N N N 33.185 21.279 27.717 -1.632 0.956  0.497  O5   S13 13 
S13 C5   C5   C 0 1 N N R 31.999 20.772 27.042 -2.919 0.990  -0.127 C5   S13 14 
S13 C6   C6   C 0 1 N N N 31.859 19.310 27.469 -3.654 2.265  0.289  C6   S13 15 
S13 O6   O6   O 0 1 N N N 32.930 18.545 26.910 -2.957 3.405  -0.218 O6   S13 16 
S13 C4   C4   C 0 1 N N S 32.142 20.937 25.518 -3.728 -0.233 0.311  C4   S13 17 
S13 O4   O4   O 0 1 N N N 30.964 20.461 24.843 -4.997 -0.225 -0.347 O4   S13 18 
S13 C3   C3   C 0 1 N N S 32.409 22.407 25.153 -2.964 -1.506 -0.065 C3   S13 19 
S13 O3   O3   O 0 1 N N N 32.689 22.511 23.753 -3.684 -2.650 0.397  O3   S13 20 
S13 C2   C2   C 0 1 N N R 33.595 22.967 25.967 -1.581 -1.470 0.595  C2   S13 21 
S13 O2   O2   O 0 1 N N N 33.722 24.374 25.739 -0.823 -2.607 0.177  O2   S13 22 
S13 H10  H10  H 0 1 N N N 36.727 24.134 29.688 3.232  2.211  1.111  H10  S13 23 
S13 H11  H11  H 0 1 N N N 37.948 24.923 31.695 5.642  1.724  1.242  H11  S13 24 
S13 H151 1H15 H 0 0 N N N 37.986 25.790 33.879 7.167  -0.985 1.078  H151 S13 25 
S13 H152 2H15 H 0 0 N N N 36.503 26.639 34.432 7.278  -0.930 -0.698 H152 S13 26 
S13 H153 3H15 H 0 0 N N N 36.806 24.940 34.933 7.525  0.553  0.255  H153 S13 27 
S13 H13  H13  H 0 1 N N N 34.242 25.286 33.815 5.048  -1.829 -1.040 H13  S13 28 
S13 H14  H14  H 0 1 N N N 33.021 24.504 31.810 2.639  -1.340 -1.176 H14  S13 29 
S13 H8   H8   H 0 1 N N N 34.702 23.976 30.394 1.126  1.824  0.060  H8   S13 30 
S13 H71  1H7  H 0 1 N N N 35.291 22.250 28.550 0.966  -1.104 0.967  H71  S13 31 
S13 H72  2H7  H 0 1 N N N 35.343 23.761 27.680 0.437  0.370  1.846  H72  S13 32 
S13 HN1  HN1  H 0 1 N N N 32.586 24.963 29.313 1.386  -0.292 -1.903 HN1  S13 33 
S13 H5   H5   H 0 1 N N N 31.091 21.329 27.317 -2.797 0.978  -1.210 H5   S13 34 
S13 H61  1H6  H 0 1 N N N 30.898 18.913 27.109 -4.667 2.249  -0.114 H61  S13 35 
S13 H62  2H6  H 0 1 N N N 31.895 19.244 28.566 -3.698 2.321  1.377  H62  S13 36 
S13 HO6  HO6  H 0 1 N N N 32.753 18.375 25.992 -3.368 4.251  0.008  HO6  S13 37 
S13 H4   H4   H 0 1 N N N 33.001 20.334 25.188 -3.878 -0.203 1.390  H4   S13 38 
S13 HO4  HO4  H 0 1 N N N 30.259 20.356 25.471 -5.535 0.556  -0.156 HO4  S13 39 
S13 H3   H3   H 0 1 N N N 31.513 22.997 25.395 -2.851 -1.557 -1.148 H3   S13 40 
S13 HO3  HO3  H 0 1 N N N 31.873 22.534 23.267 -4.574 -2.732 0.026  HO3  S13 41 
S13 H2   H2   H 0 1 N N N 34.509 22.458 25.628 -1.694 -1.484 1.679  H2   S13 42 
S13 HO2  HO2  H 0 1 N N N 33.750 24.829 26.572 -1.227 -3.455 0.408  HO2  S13 43 
# 
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 
S13 O3  C3   SING Y N 1  
S13 O4  C4   SING Y N 2  
S13 C3  C4   SING N N 3  
S13 C3  C2   SING Y N 4  
S13 C4  C5   SING N N 5  
S13 O2  C2   SING Y N 6  
S13 C2  C1   SING N N 7  
S13 O6  C6   SING N N 8  
S13 C5  C6   SING N N 9  
S13 C5  O5   SING N N 10 
S13 C1  O5   SING N N 11 
S13 C1  O7   SING Y N 12 
S13 C1  C7   SING N N 13 
S13 O7  N1   SING Y N 14 
S13 C7  C8   SING N N 15 
S13 N1  C8   SING N N 16 
S13 C8  C9   SING N N 17 
S13 C10 C9   DOUB N N 18 
S13 C10 C11  SING N N 19 
S13 C9  C14  SING N N 20 
S13 C11 C12  DOUB N N 21 
S13 C14 C13  DOUB N N 22 
S13 C12 C13  SING N N 23 
S13 C12 C15  SING N N 24 
S13 C10 H10  SING N N 25 
S13 C11 H11  SING N N 26 
S13 C15 H151 SING N N 27 
S13 C15 H152 SING N N 28 
S13 C15 H153 SING N N 29 
S13 C13 H13  SING N N 30 
S13 C14 H14  SING N N 31 
S13 C8  H8   SING N N 32 
S13 C7  H71  SING N N 33 
S13 C7  H72  SING N N 34 
S13 N1  HN1  SING N N 35 
S13 C5  H5   SING N N 36 
S13 C6  H61  SING N N 37 
S13 C6  H62  SING N N 38 
S13 O6  HO6  SING N N 39 
S13 C4  H4   SING N N 40 
S13 O4  HO4  SING N N 41 
S13 C3  H3   SING N N 42 
S13 O3  HO3  SING N N 43 
S13 C2  H2   SING N N 44 
S13 O2  HO2  SING N N 45 
# 
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 
S13 SMILES           ACDLabs              10.04 O1C(C(O)C(O)C(O)C13ONC(c2ccc(cc2)C)C3)CO                                                                                                       
S13 InChI            InChI                1.02b InChI=1/C15H21NO6/c1-8-2-4-9(5-3-8)10-6-15(22-16-10)14(20)13(19)12(18)11(7-17)21-15/h2-5,10-14,16-20H,6-7H2,1H3/t10-,11+,12+,13-,14+,15+/m0/s1 
S13 InChIKey         InChI                1.02b HRCKGDOSPBFICB-MZHQWRCYBW                                                                                                                      
S13 SMILES_CANONICAL CACTVS               3.341 Cc1ccc(cc1)[C@@H]2C[C@]3(ON2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O                                                                                
S13 SMILES           CACTVS               3.341 Cc1ccc(cc1)[CH]2C[C]3(ON2)O[CH](CO)[CH](O)[CH](O)[CH]3O                                                                                        
S13 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)C2C[C@]3([C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)ON2                                                                                  
S13 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)C2CC3(C(C(C(C(O3)CO)O)O)O)ON2                                                                                                       
# 
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 
S13 "SYSTEMATIC NAME" ACDLabs              10.04 (3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol 
S13 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5R,6R,7S,8S,9R)-9-(hydroxymethyl)-3-(4-methylphenyl)-1,10-dioxa-2-azaspiro[4.5]decane-6,7,8-triol     
# 
