data_9MR
# 
_chem_comp.id                                    9MR 
_chem_comp.name                                  "(3R,4R,5R)-3-HYDROXY-5-(HYDROXYMETHYL)PIPERIDIN-4-YL BETA-D-GLUCOPYRANOSIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H23 N O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CELLOBIOSE-LIKE ISOFAGOMINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-26 
_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                        309.313 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9MR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
9MR O2B  O2B  O 0 1 N N N 28.951 61.125 -25.752 0.211  0.014  -7.247 O2B  9MR 1  
9MR C2B  C2B  C 0 1 N N R 29.333 59.759 -25.735 -0.961 -0.115 -6.444 C2B  9MR 2  
9MR C3B  C3B  C 0 1 N N S 30.800 59.632 -26.152 -2.198 -0.026 -7.338 C3B  9MR 3  
9MR O3B  O3B  O 0 1 N N N 31.614 60.320 -25.194 -2.274 -1.195 -8.156 O3B  9MR 4  
9MR C4B  C4B  C 0 1 N N S 31.190 58.157 -26.225 -3.475 0.095  -6.507 C4B  9MR 5  
9MR O4B  O4B  O 0 1 N N N 32.513 58.053 -26.781 -4.568 0.404  -7.367 O4B  9MR 6  
9MR C5B  C5B  C 0 1 N N R 30.190 57.380 -27.091 -3.334 1.194  -5.452 C5B  9MR 7  
9MR C6B  C6B  C 0 1 N N N 30.476 55.889 -27.017 -4.551 1.255  -4.534 C6B  9MR 8  
9MR O6B  O6B  O 0 1 N N N 30.375 55.419 -25.657 -4.345 2.282  -3.581 O6B  9MR 9  
9MR O5B  O5B  O 0 1 N N N 28.847 57.563 -26.588 -2.190 0.940  -4.634 O5B  9MR 10 
9MR C1B  C1B  C 0 1 N N R 28.436 58.934 -26.652 -0.971 0.976  -5.373 C1B  9MR 11 
9MR O3A  O3A  O 0 1 N N N 27.111 58.969 -26.131 0.131  0.740  -4.497 O3A  9MR 12 
9MR C3A  C3A  C 0 1 N N R 26.136 58.394 -27.007 0.195  1.724  -3.466 C3A  9MR 13 
9MR C4A  C4A  C 0 1 N N R 25.190 57.468 -26.238 0.053  1.034  -2.107 C4A  9MR 14 
9MR O4A  O4A  O 0 1 N N N 25.931 56.462 -25.555 -1.280 0.538  -1.990 O4A  9MR 15 
9MR C5M  C5M  C 0 1 N N N 24.215 56.800 -27.197 0.327  2.003  -0.958 C5M  9MR 16 
9MR N5A  N5A  N 0 1 N N N 23.441 57.817 -27.940 1.635  2.640  -1.092 N5A  9MR 17 
9MR C1A  C1A  C 0 1 N N N 24.309 58.795 -28.633 1.737  3.384  -2.348 C1A  9MR 18 
9MR C2A  C2A  C 0 1 N N R 25.248 59.463 -27.632 1.536  2.466  -3.562 C2A  9MR 19 
9MR C6A  C6A  C 0 1 N N N 26.064 60.588 -28.294 1.634  3.270  -4.861 C6A  9MR 20 
9MR O6A  O6A  O 0 1 N N N 26.786 60.118 -29.441 2.913  3.872  -4.917 O6A  9MR 21 
9MR HO2B HO2B H 0 0 N N N 28.866 61.442 -24.860 0.601  0.874  -7.029 HO2B 9MR 22 
9MR H2B  H2B  H 0 1 N N N 29.216 59.368 -24.713 -0.907 -1.104 -5.974 H2B  9MR 23 
9MR H3B  H3B  H 0 1 N N N 30.950 60.080 -27.145 -2.113 0.819  -8.032 H3B  9MR 24 
9MR HO3B HO3B H 0 0 N N N 32.477 60.472 -25.562 -3.146 -1.178 -8.577 HO3B 9MR 25 
9MR H4B  H4B  H 0 1 N N N 31.176 57.724 -25.214 -3.694 -0.867 -6.026 H4B  9MR 26 
9MR HO4B HO4B H 0 0 N N N 32.458 58.030 -27.729 -4.948 1.236  -7.044 HO4B 9MR 27 
9MR H5B  H5B  H 0 1 N N N 30.285 57.753 -28.121 -3.228 2.176  -5.930 H5B  9MR 28 
9MR H6B1 1H6B H 0 0 N N N 29.745 55.351 -27.639 -4.675 0.304  -4.016 H6B1 9MR 29 
9MR H6B2 2H6B H 0 0 N N N 31.498 55.705 -27.381 -5.445 1.477  -5.116 H6B2 9MR 30 
9MR HO6B HO6B H 0 0 N N N 30.353 54.469 -25.651 -3.882 1.882  -2.825 HO6B 9MR 31 
9MR H1B  H1B  H 0 1 N N N 28.492 59.330 -27.677 -0.829 1.969  -5.818 H1B  9MR 32 
9MR H3A  H3A  H 0 1 N N N 26.703 57.850 -27.776 -0.643 2.412  -3.631 H3A  9MR 33 
9MR H4A  H4A  H 0 1 N N N 24.633 58.073 -25.507 0.722  0.167  -2.049 H4A  9MR 34 
9MR HO4A HO4A H 0 0 N N N 26.096 55.735 -26.144 -1.605 0.410  -2.894 HO4A 9MR 35 
9MR H5M1 1H5M H 0 0 N N N 23.522 56.167 -26.623 -0.463 2.763  -0.897 H5M1 9MR 36 
9MR H5M2 2H5M H 0 0 N N N 24.783 56.190 -27.915 0.282  1.462  -0.006 H5M2 9MR 37 
9MR HN5A HN5A H 0 0 N N N 22.862 58.311 -27.291 2.357  1.920  -1.074 HN5A 9MR 38 
9MR H1A1 1H1A H 0 0 N N N 24.904 58.274 -29.398 2.727  3.850  -2.398 H1A1 9MR 39 
9MR H1A2 2H1A H 0 0 N N N 23.680 59.564 -29.106 1.006  4.202  -2.355 H1A2 9MR 40 
9MR H2A  H2A  H 0 1 N N N 24.661 59.944 -26.836 2.348  1.726  -3.592 H2A  9MR 41 
9MR H6A1 1H6A H 0 0 N N N 26.784 60.980 -27.560 0.868  4.042  -4.873 H6A1 9MR 42 
9MR H6A2 2H6A H 0 0 N N N 25.365 61.370 -28.625 1.507  2.606  -5.714 H6A2 9MR 43 
9MR HO6A HO6A H 0 0 N N N 26.188 60.014 -30.172 3.331  3.582  -5.746 HO6A 9MR 44 
# 
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 
9MR O2B C2B  SING N N 1  
9MR O2B HO2B SING N N 2  
9MR C2B C1B  SING N N 3  
9MR C2B C3B  SING N N 4  
9MR C2B H2B  SING N N 5  
9MR C3B C4B  SING N N 6  
9MR C3B O3B  SING N N 7  
9MR C3B H3B  SING N N 8  
9MR O3B HO3B SING N N 9  
9MR C4B C5B  SING N N 10 
9MR C4B O4B  SING N N 11 
9MR C4B H4B  SING N N 12 
9MR O4B HO4B SING N N 13 
9MR C5B C6B  SING N N 14 
9MR C5B O5B  SING N N 15 
9MR C5B H5B  SING N N 16 
9MR C6B O6B  SING N N 17 
9MR C6B H6B1 SING N N 18 
9MR C6B H6B2 SING N N 19 
9MR O6B HO6B SING N N 20 
9MR O5B C1B  SING N N 21 
9MR C1B O3A  SING N N 22 
9MR C1B H1B  SING N N 23 
9MR O3A C3A  SING N N 24 
9MR C3A C2A  SING N N 25 
9MR C3A C4A  SING N N 26 
9MR C3A H3A  SING N N 27 
9MR C4A C5M  SING N N 28 
9MR C4A O4A  SING N N 29 
9MR C4A H4A  SING N N 30 
9MR O4A HO4A SING N N 31 
9MR C5M N5A  SING N N 32 
9MR C5M H5M1 SING N N 33 
9MR C5M H5M2 SING N N 34 
9MR N5A C1A  SING N N 35 
9MR N5A HN5A SING N N 36 
9MR C1A C2A  SING N N 37 
9MR C1A H1A1 SING N N 38 
9MR C1A H1A2 SING N N 39 
9MR C2A C6A  SING N N 40 
9MR C2A H2A  SING N N 41 
9MR C6A O6A  SING N N 42 
9MR C6A H6A1 SING N N 43 
9MR C6A H6A2 SING N N 44 
9MR O6A HO6A 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 
9MR SMILES           ACDLabs              10.04 O(C1C(O)CNCC1CO)C2OC(C(O)C(O)C2O)CO                                                                                          
9MR InChI            InChI                1.02b InChI=1/C12H23NO8/c14-3-5-1-13-2-6(16)11(5)21-12-10(19)9(18)8(17)7(4-15)20-12/h5-19H,1-4H2/t5-,6-,7-,8-,9+,10-,11-,12+/m1/s1 
9MR InChIKey         InChI                1.02b LEOSSOWHBSKZSO-WUYFHPBOBQ                                                                                                    
9MR SMILES_CANONICAL CACTVS               3.341 OC[C@H]1CNC[C@@H](O)[C@@H]1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O                                                        
9MR SMILES           CACTVS               3.341 OC[CH]1CNC[CH](O)[CH]1O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O                                                                    
9MR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H]([C@@H](CN1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CO                                                  
9MR SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(C(CN1)O)OC2C(C(C(C(O2)CO)O)O)O)CO                                                                                      
# 
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 
9MR "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl beta-D-glucopyranoside"                                   
9MR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5S,6R)-2-[(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 
# 
