data_IMK
# 
_chem_comp.id                                    IMK 
_chem_comp.name                                  2-(BETA-D-GLUCOPYRANOSYL)-5-METHYL-1-BENZIMIDAZOLE 
_chem_comp.type                                  D-SACCHARIDE 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C14 H18 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2-(BETA-D-GLUCOPYRANOSYL)-5-METHYL-1,2,3-BENZIMIDAZOLE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        294.303 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IMK 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1XKX 
_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 
IMK C1   C1   C 0 1 N N R 18.097 12.965 56.274 -0.378 -2.097 -0.492 C1   IMK 1  
IMK C2   C2   C 0 1 N N R 16.623 13.118 56.759 0.553  -0.886 -0.337 C2   IMK 2  
IMK O2   O2   O 0 1 N N N 15.837 13.880 55.828 1.120  -0.581 -1.611 O2   IMK 3  
IMK C3   C3   C 0 1 N N R 16.622 13.814 58.150 1.681  -1.188 0.653  C3   IMK 4  
IMK O3   O3   O 0 1 N N N 15.288 13.973 58.639 2.357  0.026  0.987  O3   IMK 5  
IMK C4   C4   C 0 1 N N S 17.472 12.965 59.135 1.137  -1.796 1.946  C4   IMK 6  
IMK O4   O4   O 0 1 N N N 17.505 13.581 60.440 2.225  -2.254 2.744  O4   IMK 7  
IMK C5   C5   C 0 1 N N R 18.921 12.806 58.566 0.203  -2.970 1.644  C5   IMK 8  
IMK O5   O5   O 0 1 N N N 18.887 12.194 57.233 -0.852 -2.548 0.779  O5   IMK 9  
IMK C6   C6   C 0 1 N N N 19.784 11.931 59.515 -0.438 -3.523 2.913  C6   IMK 10 
IMK O6   O6   O 0 1 N N N 21.157 11.969 59.095 -1.292 -4.595 2.556  O6   IMK 11 
IMK C7   C7   C 0 1 Y N N 17.376 9.658  52.685 -4.577 -0.186 -2.320 C7   IMK 12 
IMK C8   C8   C 0 1 Y N N 17.754 10.801 53.428 -3.410 -0.933 -2.081 C8   IMK 13 
IMK C9   C9   C 0 1 Y N N 18.433 11.894 52.857 -3.055 -1.939 -2.974 C9   IMK 14 
IMK C10  C10  C 0 1 Y N N 18.787 11.913 51.481 -3.801 -2.255 -4.110 C10  IMK 15 
IMK C11  C11  C 0 1 Y N N 18.420 10.769 50.707 -4.958 -1.502 -4.333 C11  IMK 16 
IMK C12  C12  C 0 1 Y N N 17.728 9.662  51.297 -5.341 -0.485 -3.455 C12  IMK 17 
IMK N1   N1   N 0 1 Y N N 18.631 12.798 53.843 -1.895 -2.458 -2.459 N1   IMK 18 
IMK C13  C13  C 0 1 Y N N 18.108 12.283 54.929 -1.608 -1.768 -1.318 C13  IMK 19 
IMK N2   N2   N 0 1 Y N N 17.596 11.135 54.715 -2.496 -0.842 -1.057 N2   IMK 20 
IMK C14  C14  C 0 1 N N N ?      ?      ?      -6.584 0.296  -3.728 C14  IMK 21 
IMK H1   H1   H 0 1 N N N 18.554 13.978 56.188 0.136  -2.921 -1.003 H1   IMK 22 
IMK H2   H2   H 0 1 N N N 16.165 12.104 56.833 -0.004 -0.001 -0.005 H2   IMK 23 
IMK HO2  HO2  H 0 1 N N N 14.939 13.973 56.124 1.683  -1.334 -1.847 HO2  IMK 24 
IMK H3   H3   H 0 1 N N N 17.066 14.832 58.056 2.435  -1.843 0.200  H3   IMK 25 
IMK HO3  HO3  H 0 1 N N N 15.287 14.398 59.489 2.945  0.224  0.244  HO3  IMK 26 
IMK H4   H4   H 0 1 N N N 17.008 11.957 59.243 0.611  -1.024 2.521  H4   IMK 27 
IMK HO4  HO4  H 0 1 N N N 18.025 13.062 61.042 3.028  -2.132 2.214  HO4  IMK 28 
IMK H5   H5   H 0 1 N N N 19.375 13.821 58.490 0.755  -3.792 1.171  H5   IMK 29 
IMK H61  1H6  H 0 1 N N N 19.397 10.888 59.592 -1.022 -2.745 3.404  H61  IMK 30 
IMK H62  2H6  H 0 1 N N N 19.664 12.226 60.583 0.333  -3.888 3.591  H62  IMK 31 
IMK HO6  HO6  H 0 1 N N N 21.685 11.434 59.676 -1.135 -4.784 1.615  HO6  IMK 32 
IMK H7   H7   H 0 1 N N N 16.841 8.817  53.158 -4.875 0.605  -1.639 H7   IMK 33 
IMK H10  H10  H 0 1 N N N 19.319 12.771 51.037 -3.502 -3.045 -4.790 H10  IMK 34 
IMK H11  H11  H 0 1 N N N 18.676 10.740 49.634 -5.566 -1.720 -5.208 H11  IMK 35 
IMK HN1  HN1  H 0 1 N N N 19.092 13.706 53.779 -1.354 -3.215 -2.856 HN1  IMK 36 
IMK H141 1H14 H 0 0 N N N -0.904 0.653  -0.023 -6.428 0.973  -4.576 H141 IMK 37 
IMK H142 2H14 H 0 0 N N N 0.274  0.003  -1.081 -7.426 -0.367 -3.961 H142 IMK 38 
IMK H143 3H14 H 0 0 N N N -0.360 -1.049 0.110  -6.879 0.891  -2.855 H143 IMK 39 
# 
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 
IMK C1  C2   SING N N 1  
IMK C1  O5   SING N N 2  
IMK C1  C13  SING N N 3  
IMK C1  H1   SING N N 4  
IMK C2  O2   SING N N 5  
IMK C2  C3   SING N N 6  
IMK C2  H2   SING N N 7  
IMK O2  HO2  SING N N 8  
IMK C3  O3   SING N N 9  
IMK C3  C4   SING N N 10 
IMK C3  H3   SING N N 11 
IMK O3  HO3  SING N N 12 
IMK C4  O4   SING N N 13 
IMK C4  C5   SING N N 14 
IMK C4  H4   SING N N 15 
IMK O4  HO4  SING N N 16 
IMK C5  O5   SING N N 17 
IMK C5  C6   SING N N 18 
IMK C5  H5   SING N N 19 
IMK C6  O6   SING N N 20 
IMK C6  H61  SING N N 21 
IMK C6  H62  SING N N 22 
IMK O6  HO6  SING N N 23 
IMK C7  C8   DOUB Y N 24 
IMK C7  C12  SING Y N 25 
IMK C7  H7   SING N N 26 
IMK C8  C9   SING Y N 27 
IMK C8  N2   SING Y N 28 
IMK C9  C10  DOUB Y N 29 
IMK C9  N1   SING Y N 30 
IMK C10 C11  SING Y N 31 
IMK C10 H10  SING N N 32 
IMK C11 C12  DOUB Y N 33 
IMK C11 H11  SING N N 34 
IMK C12 C14  SING N N 35 
IMK N1  C13  SING Y N 36 
IMK N1  HN1  SING N N 37 
IMK C13 N2   DOUB Y N 38 
IMK C14 H141 SING N N 39 
IMK C14 H142 SING N N 40 
IMK C14 H143 SING N N 41 
# 
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 
IMK SMILES           ACDLabs              10.04 OC1C(O)C(O)C(OC1CO)c2nc3cc(ccc3n2)C                                                                                                                  
IMK InChI            InChI                1.02b InChI=1/C14H18N2O5/c1-6-2-3-7-8(4-6)16-14(15-7)13-12(20)11(19)10(18)9(5-17)21-13/h2-4,9-13,17-20H,5H2,1H3,(H,15,16)/t9-,10-,11+,12-,13-/m1/s1/f/h15H 
IMK InChIKey         InChI                1.02b XIJZORUYQZBFJK-UDXJJCCJDL                                                                                                                            
IMK SMILES_CANONICAL CACTVS               3.341 Cc1ccc2[nH]c(nc2c1)[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O                                                                                         
IMK SMILES           CACTVS               3.341 Cc1ccc2[nH]c(nc2c1)[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O                                                                                                
IMK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc2c(c1)nc([nH]2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O                                                                                     
IMK SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc2c(c1)nc([nH]2)C3C(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 
IMK "SYSTEMATIC NAME" ACDLabs              10.04 (1S)-1,5-anhydro-1-(5-methyl-1H-benzimidazol-2-yl)-D-glucitol                         
IMK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-(5-methyl-1H-benzimidazol-2-yl)oxane-3,4,5-triol 
# 
