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                   2021-03-13
_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  N  N   1  
M08  O4   C4   SING  N  N   2  
M08  C3   C4   SING  N  N   3  
M08  C3   C2   SING  N  N   4  
M08  C4   C5   SING  N  N   5  
M08  O2   C2   SING  N  N   6  
M08  C2   C1   SING  N  N   7  
M08  O6   C6   SING  N  N   8  
M08  C5   C6   SING  N  N   9  
M08  C5   O5   SING  N  N  10  
M08  C1   O5   SING  N  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  Y  N  18  
M08  C10  C11  SING  Y  N  19  
M08  C9   C14  SING  Y  N  20  
M08  C11  C12  DOUB  Y  N  21  
M08  C14  C13  DOUB  Y  N  22  
M08  C12  C13  SING  Y  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  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"  
M08  InChI             InChI                 1.03   "InChI=1S/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                 1.03   YLTDNVVQKRHCJP-RKQHYHRCSA-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
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"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
M08  "Create component"      2007-08-24  EBI   
M08  "Modify aromatic_flag"  2011-06-04  RCSB  
M08  "Modify descriptor"     2011-06-04  RCSB  
M08  "Modify synonyms"       2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     M08
_pdbx_chem_comp_synonyms.name        "(1R)-3'-phenylspiro[1,5-anhydro-D-glucitol-1,5'-isoxazoline]"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
