data_M09
# 
_chem_comp.id                                    M09 
_chem_comp.name                                  (3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-nitrophenyl)-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                               "C14 H18 N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1R)-3'-(4-nitrophenyl)-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                        342.301 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M09 
_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        2QRM 
_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 
M09 C10 C10 C 0  1 Y N N 36.678 24.502 31.192 -2.926 1.448  -0.555 C10 M09 1  
M09 C11 C11 C 0  1 Y N N 37.342 24.956 32.340 -4.285 1.204  -0.625 C11 M09 2  
M09 C12 C12 C 0  1 Y N N 36.609 25.456 33.424 -4.814 0.069  -0.040 C12 M09 3  
M09 N2  N2  N 1  1 N N N 37.218 25.898 34.535 -6.269 -0.191 -0.115 N2  M09 4  
M09 O9  O9  O 0  1 N N N 38.619 26.110 34.557 -7.000 0.594  -0.691 O9  M09 5  
M09 O8  O8  O -1 1 N N N 36.458 26.160 35.710 -6.736 -1.191 0.401  O8  M09 6  
M09 C13 C13 C 0  1 Y N N 35.216 25.498 33.352 -3.985 -0.822 0.614  C13 M09 7  
M09 C14 C14 C 0  1 Y N N 34.557 25.044 32.209 -2.626 -0.578 0.684  C14 M09 8  
M09 C9  C9  C 0  1 Y N N 35.278 24.543 31.128 -2.096 0.554  0.094  C9  M09 9  
M09 C8  C8  C 0  1 N N S 34.584 24.112 29.989 -0.614 0.820  0.170  C8  M09 10 
M09 C7  C7  C 0  1 N N N 35.179 23.432 28.760 0.153  -0.054 -0.857 C7  M09 11 
M09 N1  N1  N 0  1 N N N 33.271 24.252 29.782 -0.068 0.373  1.473  N1  M09 12 
M09 O7  O7  O 0  1 N N N 32.850 23.743 28.511 1.244  -0.238 1.233  O7  M09 13 
M09 C1  C1  C 0  1 N N R 33.942 22.976 27.979 1.533  -0.179 -0.175 C1  M09 14 
M09 O5  O5  O 0  1 N N N 33.710 21.573 28.234 2.329  0.961  -0.477 O5  M09 15 
M09 C5  C5  C 0  1 N N R 32.516 21.051 27.585 3.621  0.952  0.136  C5  M09 16 
M09 C6  C6  C 0  1 N N N 32.373 19.583 28.001 4.381  2.221  -0.257 C6  M09 17 
M09 O6  O6  O 0  1 N N N 33.411 18.813 27.389 3.713  3.363  0.284  O6  M09 18 
M09 C4  C4  C 0  1 N N S 32.624 21.222 26.050 4.400  -0.277 -0.339 C4  M09 19 
M09 O4  O4  O 0  1 N N N 31.413 20.789 25.424 5.675  -0.313 0.306  O4  M09 20 
M09 C3  C3  C 0  1 N N S 32.912 22.673 25.656 3.612  -1.542 0.013  C3  M09 21 
M09 O3  O3  O 0  1 N N N 33.181 22.721 24.244 4.303  -2.690 -0.483 O3  M09 22 
M09 C2  C2  C 0  1 N N R 34.111 23.224 26.456 2.224  -1.460 -0.632 C2  M09 23 
M09 O2  O2  O 0  1 N N N 34.303 24.619 26.170 1.445  -2.590 -0.235 O2  M09 24 
M09 H10 H10 H 0  1 N N N 37.245 24.120 30.356 -2.512 2.335  -1.013 H10 M09 25 
M09 H11 H11 H 0  1 N N N 38.420 24.920 32.389 -4.933 1.901  -1.137 H11 M09 26 
M09 H13 H13 H 0  1 N N N 34.646 25.883 34.184 -4.398 -1.709 1.071  H13 M09 27 
M09 H14 H14 H 0  1 N N N 33.479 25.081 32.162 -1.978 -1.275 1.195  H14 M09 28 
M09 H8  H8  H 0  1 N N N 35.177 24.317 30.892 -0.405 1.878  0.009  H8  M09 29 
M09 H71 1H7 H 0  1 N N N 35.819 22.582 29.037 -0.318 -1.030 -0.970 H71 M09 30 
M09 H72 2H7 H 0  1 N N N 35.833 24.097 28.177 0.235  0.453  -1.819 H72 M09 31 
M09 HN1 HN1 H 0  1 N N N 33.048 25.226 29.820 -0.694 -0.280 1.923  HN1 M09 32 
M09 H5  H5  H 0  1 N N N 31.616 21.603 27.895 3.510  0.916  1.219  H5  M09 33 
M09 H61 1H6 H 0  1 N N N 31.393 19.203 27.676 5.396  2.173  0.136  H61 M09 34 
M09 H62 2H6 H 0  1 N N N 32.451 19.502 29.095 4.415  2.302  -1.344 H62 M09 35 
M09 HO6 HO6 H 0  1 N N N 33.186 18.642 26.482 4.141  4.205  0.074  HO6 M09 36 
M09 H4  H4  H 0  1 N N N 33.467 20.603 25.707 4.540  -0.224 -1.419 H4  M09 37 
M09 HO4 HO4 H 0  1 N N N 30.733 20.693 26.081 6.227  0.461  0.129  HO4 M09 38 
M09 H3  H3  H 0  1 N N N 32.039 23.300 25.888 3.507  -1.617 1.096  H3  M09 39 
M09 HO3 HO3 H 0  1 N N N 32.361 22.732 23.765 5.193  -2.800 -0.122 HO3 M09 40 
M09 H2  H2  H 0  1 N N N 35.013 22.680 26.140 2.327  -1.451 -1.717 H2  M09 41 
M09 HO2 HO2 H 0  1 N N N 34.345 25.107 26.984 1.828  -3.441 -0.489 HO2 M09 42 
# 
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 
M09 O3  C3  SING Y N 1  
M09 O4  C4  SING N N 2  
M09 C3  C4  SING Y N 3  
M09 C3  C2  SING N N 4  
M09 C4  C5  SING N N 5  
M09 O2  C2  SING N N 6  
M09 C2  C1  SING N N 7  
M09 O6  C6  SING Y N 8  
M09 C5  C6  SING N N 9  
M09 C5  O5  SING Y N 10 
M09 C1  O5  SING N N 11 
M09 C1  O7  SING Y N 12 
M09 C1  C7  SING Y N 13 
M09 O7  N1  SING N N 14 
M09 C7  C8  SING N N 15 
M09 N1  C8  SING N N 16 
M09 C8  C9  SING N N 17 
M09 C9  C10 DOUB N N 18 
M09 C9  C14 SING N N 19 
M09 C10 C11 SING N N 20 
M09 C14 C13 DOUB N N 21 
M09 C11 C12 DOUB N N 22 
M09 C13 C12 SING N N 23 
M09 C12 N2  SING N N 24 
M09 N2  O9  DOUB N N 25 
M09 N2  O8  SING N N 26 
M09 C10 H10 SING N N 27 
M09 C11 H11 SING N N 28 
M09 C13 H13 SING N N 29 
M09 C14 H14 SING N N 30 
M09 C8  H8  SING N N 31 
M09 C7  H71 SING N N 32 
M09 C7  H72 SING N N 33 
M09 N1  HN1 SING N N 34 
M09 C5  H5  SING N N 35 
M09 C6  H61 SING N N 36 
M09 C6  H62 SING N N 37 
M09 O6  HO6 SING N N 38 
M09 C4  H4  SING N N 39 
M09 O4  HO4 SING N N 40 
M09 C3  H3  SING N N 41 
M09 O3  HO3 SING N N 42 
M09 C2  H2  SING N N 43 
M09 O2  HO2 SING N N 44 
# 
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 
M09 SMILES           ACDLabs              10.04 [O-][N+](=O)c1ccc(cc1)C3NOC2(OC(C(O)C(O)C2O)CO)C3                                                                                                  
M09 InChI            InChI                1.02b InChI=1/C14H18N2O8/c17-6-10-11(18)12(19)13(20)14(23-10)5-9(15-24-14)7-1-3-8(4-2-7)16(21)22/h1-4,9-13,15,17-20H,5-6H2/t9-,10+,11+,12-,13+,14+/m0/s1 
M09 InChIKey         InChI                1.02b FYUHHVCQKVTVLN-GMDXDWKABU                                                                                                                          
M09 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@]2(C[C@H](NO2)c3ccc(cc3)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O                                                                        
M09 SMILES           CACTVS               3.341 OC[CH]1O[C]2(C[CH](NO2)c3ccc(cc3)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                                 
M09 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C2C[C@]3([C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)ON2)[N+](=O)[O-]                                                                           
M09 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C2CC3(C(C(C(C(O3)CO)O)O)O)ON2)[N+](=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 
M09 "SYSTEMATIC NAME" ACDLabs              10.04 (3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-nitrophenyl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol 
M09 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5R,6R,7S,8S,9R)-9-(hydroxymethyl)-3-(4-nitrophenyl)-1,10-dioxa-2-azaspiro[4.5]decane-6,7,8-triol     
# 
