data_M08
# 
_chem_comp.id                                    M08 
_chem_comp.name                                  (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-phenyl-1,6-dioxa-2-azaspiro[4.5]dec-2-ene-8,9,10-triol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1R)-3'-phenylspiro[1,5-anhydro-D-glucitol-1,5'-isoxazoline]" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-08-24 
_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                        295.288 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M08 
_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        2QRH 
_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 
M08 C10 C10 C 0 1 Y N N 36.863 24.441 30.868 4.041  -0.052 -1.158 C10 M08 1  
M08 C11 C11 C 0 1 Y N N 37.634 24.874 31.953 5.406  -0.123 -0.975 C11 M08 2  
M08 C12 C12 C 0 1 Y N N 37.006 25.346 33.103 5.952  0.109  0.275  C12 M08 3  
M08 C13 C13 C 0 1 Y N N 35.612 25.391 33.177 5.134  0.412  1.349  C13 M08 4  
M08 C14 C14 C 0 1 Y N N 34.842 24.955 32.095 3.767  0.486  1.179  C14 M08 5  
M08 C9  C9  C 0 1 Y N N 35.468 24.478 30.941 3.209  0.254  -0.079 C9  M08 6  
M08 C8  C8  C 0 1 N N N 34.702 24.054 29.852 1.747  0.331  -0.269 C8  M08 7  
M08 C7  C7  C 0 1 N N N 35.231 23.345 28.612 0.726  0.652  0.809  C7  M08 8  
M08 N1  N1  N 0 1 N N N 33.389 24.224 29.709 1.117  0.143  -1.380 N1  M08 9  
M08 O7  O7  O 0 1 N N N 32.903 23.702 28.473 -0.285 0.291  -1.250 O7  M08 10 
M08 C1  C1  C 0 1 N N R 33.957 22.926 27.883 -0.598 0.219  0.150  C1  M08 11 
M08 O5  O5  O 0 1 N N N 33.725 21.512 28.120 -1.642 1.121  0.486  O5  M08 12 
M08 C5  C5  C 0 1 N N R 32.497 21.023 27.524 -2.899 0.819  -0.126 C5  M08 13 
M08 C6  C6  C 0 1 N N N 32.319 19.565 27.967 -3.941 1.849  0.312  C6  M08 14 
M08 O6  O6  O 0 1 N N N 33.306 18.760 27.313 -3.577 3.138  -0.188 O6  M08 15 
M08 C4  C4  C 0 1 N N S 32.590 21.196 25.993 -3.350 -0.579 0.305  C4  M08 16 
M08 O4  O4  O 0 1 N N N 31.394 20.724 25.364 -4.585 -0.901 -0.338 O4  M08 17 
M08 C3  C3  C 0 1 N N S 32.832 22.663 25.611 -2.282 -1.601 -0.096 C3  M08 18 
M08 O3  O3  O 0 1 N N N 33.033 22.746 24.194 -2.668 -2.900 0.357  O3  M08 19 
M08 C2  C2  C 0 1 N N R 34.055 23.225 26.367 -0.949 -1.207 0.552  C2  M08 20 
M08 O2  O2  O 0 1 N N N 34.188 24.639 26.134 0.078  -2.096 0.107  O2  M08 21 
M08 H10 H10 H 0 1 N N N 37.347 24.078 29.973 3.616  -0.229 -2.136 H10 M08 22 
M08 H11 H11 H 0 1 N N N 38.712 24.842 31.899 6.050  -0.359 -1.809 H11 M08 23 
M08 H12 H12 H 0 1 N N N 37.600 25.679 33.942 7.021  0.052  0.414  H12 M08 24 
M08 H13 H13 H 0 1 N N N 35.130 25.762 34.069 5.566  0.591  2.322  H13 M08 25 
M08 H14 H14 H 0 1 N N N 33.764 24.987 32.151 3.129  0.723  2.018  H14 M08 26 
M08 H71 1H7 H 0 1 N N N 35.852 22.476 28.875 0.919  0.071  1.710  H71 M08 27 
M08 H72 2H7 H 0 1 N N N 35.887 23.981 28.000 0.721  1.719  1.031  H72 M08 28 
M08 H5  H5  H 0 1 N N N 31.610 21.585 27.852 -2.792 0.849  -1.210 H5  M08 29 
M08 H61 1H6 H 0 1 N N N 31.313 19.214 27.692 -4.918 1.569  -0.082 H61 M08 30 
M08 H62 2H6 H 0 1 N N N 32.438 19.489 29.058 -3.984 1.882  1.401  H62 M08 31 
M08 HO6 HO6 H 0 1 N N N 33.030 18.582 26.422 -4.195 3.842  0.052  HO6 M08 32 
M08 H4  H4  H 0 1 N N N 33.445 20.601 25.641 -3.487 -0.600 1.386  H4  M08 33 
M08 HO4 HO4 H 0 1 N N N 30.712 20.619 26.017 -5.307 -0.292 -0.131 HO4 M08 34 
M08 H3  H3  H 0 1 N N N 31.956 23.266 25.893 -2.172 -1.609 -1.180 H3  M08 35 
M08 HO3 HO3 H 0 1 N N N 32.191 22.764 23.755 -3.509 -3.210 -0.007 HO3 M08 36 
M08 H2  H2  H 0 1 N N N 34.955 22.724 25.981 -1.039 -1.268 1.637  H2  M08 37 
M08 HO2 HO2 H 0 1 N N N 34.217 25.096 26.966 -0.082 -3.024 0.327  HO2 M08 38 
# 
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 
M08 O3  C3  SING Y N 1  
M08 O4  C4  SING Y N 2  
M08 C3  C4  SING N N 3  
M08 C3  C2  SING Y N 4  
M08 C4  C5  SING N N 5  
M08 O2  C2  SING Y N 6  
M08 C2  C1  SING N N 7  
M08 O6  C6  SING N N 8  
M08 C5  C6  SING Y N 9  
M08 C5  O5  SING N N 10 
M08 C1  O5  SING Y N 11 
M08 C1  O7  SING N N 12 
M08 C1  C7  SING N N 13 
M08 O7  N1  SING N N 14 
M08 C7  C8  SING N N 15 
M08 N1  C8  DOUB N N 16 
M08 C8  C9  SING N N 17 
M08 C10 C9  DOUB N N 18 
M08 C10 C11 SING N N 19 
M08 C9  C14 SING N N 20 
M08 C11 C12 DOUB N N 21 
M08 C14 C13 DOUB N N 22 
M08 C12 C13 SING N N 23 
M08 C10 H10 SING N N 24 
M08 C11 H11 SING N N 25 
M08 C12 H12 SING N N 26 
M08 C13 H13 SING N N 27 
M08 C14 H14 SING N N 28 
M08 C7  H71 SING N N 29 
M08 C7  H72 SING N N 30 
M08 C5  H5  SING N N 31 
M08 C6  H61 SING N N 32 
M08 C6  H62 SING N N 33 
M08 O6  HO6 SING N N 34 
M08 C4  H4  SING N N 35 
M08 O4  HO4 SING N N 36 
M08 C3  H3  SING N N 37 
M08 O3  HO3 SING N N 38 
M08 C2  H2  SING N N 39 
M08 O2  HO2 SING N N 40 
# 
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 
M08 SMILES           ACDLabs              10.04 N=2OC1(OC(C(O)C(O)C1O)CO)CC=2c3ccccc3                                                                                               
M08 InChI            InChI                1.02b InChI=1/C14H17NO6/c16-7-10-11(17)12(18)13(19)14(20-10)6-9(15-21-14)8-4-2-1-3-5-8/h1-5,10-13,16-19H,6-7H2/t10-,11-,12+,13-,14-/m1/s1 
M08 InChIKey         InChI                1.02b YLTDNVVQKRHCJP-RKQHYHRCBE                                                                                                           
M08 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@]2(CC(=NO2)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]1O                                                                          
M08 SMILES           CACTVS               3.341 OC[CH]1O[C]2(CC(=NO2)c3ccccc3)[CH](O)[CH](O)[CH]1O                                                                                  
M08 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C2=NO[C@]3(C2)[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O                                                                       
M08 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C2=NOC3(C2)C(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 
M08 "SYSTEMATIC NAME" ACDLabs              10.04 (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-phenyl-1,6-dioxa-2-azaspiro[4.5]dec-2-ene-8,9,10-triol 
M08 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5R,6R,7S,8S,9R)-9-(hydroxymethyl)-3-phenyl-1,10-dioxa-2-azaspiro[4.5]dec-2-ene-6,7,8-triol  
# 
