data_A16
# 
_chem_comp.id                                    A16 
_chem_comp.name                                  "4-O-(4,6-dideoxy-4-{[(1S,2S,3S,4R,5S)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino}-alpha-D-glucopyranosyl)-beta-D-glucopyranose " 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C19 H35 N O13" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-26 
_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                        485.480 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A16 
_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        2VR5 
_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 
A16 C1A  C1A  C 0 1 N N S -58.057 73.071 39.663 -3.286 0.289  -1.281 C1A  A16 1  
A16 C1B  C1B  C 0 1 N N R -62.647 75.166 37.415 1.742  1.686  -0.496 C1B  A16 2  
A16 C1C  C1C  C 0 1 N N R -63.773 75.747 32.097 5.801  -1.446 0.535  C1C  A16 3  
A16 C2A  C2A  C 0 1 N N S -57.043 71.840 39.463 -4.334 1.250  -0.717 C2A  A16 4  
A16 C2B  C2B  C 0 1 N N R -61.555 75.957 38.235 0.705  2.555  0.221  C2B  A16 5  
A16 C2C  C2C  C 0 1 N N R -64.689 76.104 33.297 5.856  -0.046 -0.080 C2C  A16 6  
A16 O2A  O2A  O 0 1 N N N -57.564 70.892 38.511 -3.737 2.530  -0.495 O2A  A16 7  
A16 O2B  O2B  O 0 1 N N N -61.305 77.253 37.650 1.281  3.105  1.407  O2B  A16 8  
A16 O2C  O2C  O 0 1 N N N -65.444 77.274 32.993 7.031  0.629  0.373  O2C  A16 9  
A16 C3A  C3A  C 0 1 N N S -56.760 71.091 40.810 -4.870 0.701  0.607  C3A  A16 10 
A16 C3B  C3B  C 0 1 N N S -60.256 75.109 38.279 -0.504 1.691  0.593  C3B  A16 11 
A16 C3C  C3C  C 0 1 N N R -63.825 76.275 34.573 4.615  0.742  0.350  C3C  A16 12 
A16 O3A  O3A  O 0 1 N N N -55.864 69.972 40.649 -5.849 1.599  1.133  O3A  A16 13 
A16 O3B  O3B  O 0 1 N N N -59.240 75.821 39.018 -1.508 2.509  1.197  O3B  A16 14 
A16 O3C  O3C  O 0 1 N N N -64.685 76.617 35.669 4.621  2.025  -0.279 O3C  A16 15 
A16 C4A  C4A  C 0 1 N N R -56.189 72.089 41.882 -5.509 -0.669 0.369  C4A  A16 16 
A16 C4B  C4B  C 0 1 N N S -60.566 73.695 38.933 -1.066 1.044  -0.677 C4B  A16 17 
A16 C4C  C4C  C 0 1 N N S -63.021 74.920 34.846 3.361  -0.030 -0.072 C4C  A16 18 
A16 N4B  N4B  N 0 1 N N N -59.350 72.806 38.995 -2.180 0.154  -0.324 N4B  A16 19 
A16 O4A  O4A  O 0 1 N N N -55.961 71.437 43.147 -6.009 -1.182 1.605  O4A  A16 20 
A16 O4C  O4C  O 0 1 N N N -62.146 74.955 36.042 2.198  0.660  0.388  O4C  A16 21 
A16 C5A  C5A  C 0 1 N N S -57.138 73.313 42.014 -4.460 -1.630 -0.195 C5A  A16 22 
A16 C5B  C5B  C 0 1 N N R -61.691 72.970 38.100 0.040  0.234  -1.360 C5B  A16 23 
A16 C5C  C5C  C 0 1 N N R -62.133 74.636 33.602 3.402  -1.431 0.543  C5C  A16 24 
A16 O5B  O5B  O 0 1 N N N -62.893 73.819 38.024 1.146  1.090  -1.650 O5B  A16 25 
A16 O5C  O5C  O 0 1 N N N -62.955 74.561 32.394 4.596  -2.098 0.127  O5C  A16 26 
A16 C6A  C6A  C 0 1 N N N -56.816 74.425 43.005 -5.099 -2.999 -0.433 C6A  A16 27 
A16 C6B  C6B  C 0 1 N N N -62.039 71.608 38.724 -0.497 -0.366 -2.661 C6B  A16 28 
A16 C6C  C6C  C 0 1 N N N -61.334 73.328 33.776 2.183  -2.229 0.077  C6C  A16 29 
A16 O6A  O6A  O 0 1 N N N -57.803 75.475 42.970 -5.495 -3.564 0.819  O6A  A16 30 
A16 O6C  O6C  O 0 1 N N N -62.190 72.191 33.568 2.172  -3.503 0.724  O6C  A16 31 
A16 C7A  C7A  C 0 1 N N N -58.253 73.369 41.198 -3.924 -1.080 -1.519 C7A  A16 32 
A16 OXT  OXT  O 0 1 N Y N -64.498 75.606 30.904 6.927  -2.206 0.093  OXT  A16 33 
A16 H1A  H1A  H 0 1 N N N -57.622 73.965 39.192 -2.904 0.681  -2.224 H1A  A16 34 
A16 H2A  H2A  H 0 1 N N N -56.102 72.269 39.088 -5.155 1.351  -1.427 H2A  A16 35 
A16 H4B  H4B  H 0 1 N N N -59.099 72.682 38.035 -2.495 0.327  0.619  H4B  A16 36 
A16 H7A1 1H7A H 0 0 N N N -58.651 74.391 41.275 -4.745 -0.980 -2.229 H7A1 A16 37 
A16 H7A2 2H7A H 0 0 N N N -58.908 72.563 41.560 -3.178 -1.765 -1.921 H7A2 A16 38 
A16 H1B  H1B  H 0 1 N N N -63.580 75.748 37.419 2.586  2.305  -0.801 H1B  A16 39 
A16 H2B  H2B  H 0 1 N N N -61.919 76.128 39.259 0.388  3.362  -0.439 H2B  A16 40 
A16 H1C  H1C  H 0 1 N N N -63.085 76.591 31.941 5.820  -1.366 1.622  H1C  A16 41 
A16 H2C  H2C  H 0 1 N N N -65.405 75.291 33.487 5.878  -0.126 -1.167 H2C  A16 42 
A16 HOT  HOT  H 0 1 N N N -65.427 75.574 31.099 6.957  -3.106 0.445  HOT  A16 43 
A16 HA   HA   H 0 1 N N N -57.679 71.318 37.670 -4.345 3.191  -0.137 HA   A16 44 
A16 H3A  H3A  H 0 1 N N N -57.723 70.687 41.157 -4.049 0.601  1.317  H3A  A16 45 
A16 HB   HB   H 0 1 N N N -61.250 77.906 38.338 2.056  3.661  1.246  HB   A16 46 
A16 H3B  H3B  H 0 1 N N N -59.881 74.939 37.259 -0.196 0.915  1.293  H3B  A16 47 
A16 HC   HC   H 0 1 N N N -65.612 77.760 33.792 7.856  0.183  0.139  HC   A16 48 
A16 H3C  H3C  H 0 1 N N N -63.090 77.084 34.447 4.620  0.867  1.433  H3C  A16 49 
A16 HD   HD   H 0 1 N N N -55.667 69.854 39.727 -6.232 1.313  1.974  HD   A16 50 
A16 H4A  H4A  H 0 1 N N N -55.207 72.450 41.544 -6.329 -0.569 -0.341 H4A  A16 51 
A16 HE   HE   H 0 1 N N N -58.490 75.977 38.456 -1.218 2.955  2.004  HE   A16 52 
A16 HF   HF   H 0 1 N N N -60.897 73.878 39.966 -1.420 1.821  -1.355 HF   A16 53 
A16 HG   HG   H 0 1 N N N -64.171 76.693 36.464 5.392  2.567  -0.061 HG   A16 54 
A16 H4C  H4C  H 0 1 N N N -63.771 74.137 35.033 3.331  -0.109 -1.159 H4C  A16 55 
A16 HH   HH   H 0 1 N N N -55.911 70.498 43.015 -6.679 -0.623 2.021  HH   A16 56 
A16 H5B  H5B  H 0 1 N N N -61.312 72.796 37.082 0.365  -0.568 -0.696 H5B  A16 57 
A16 H5C  H5C  H 0 1 N N N -61.420 75.467 33.501 3.391  -1.351 1.630  H5C  A16 58 
A16 H6A1 1H6A H 0 0 N N N -56.791 73.998 44.018 -5.974 -2.886 -1.073 H6A1 A16 59 
A16 H6A2 2H6A H 0 0 N N N -55.843 74.859 42.730 -4.378 -3.658 -0.916 H6A2 A16 60 
A16 H6B1 1H6B H 0 0 N N N -62.122 70.851 37.930 -0.885 0.430  -3.295 H6B1 A16 61 
A16 H6B2 2H6B H 0 0 N N N -61.247 71.315 39.429 0.309  -0.885 -3.181 H6B2 A16 62 
A16 H6B3 3H6B H 0 0 N N N -62.997 71.684 39.259 -1.296 -1.072 -2.433 H6B3 A16 63 
A16 H6C1 1H6C H 0 0 N N N -60.515 73.304 33.042 1.274  -1.684 0.331  H6C1 A16 64 
A16 H6C2 2H6C H 0 0 N N N -60.927 73.289 34.797 2.233  -2.371 -1.003 H6C2 A16 65 
A16 H6A  H6A  H 0 1 N N N -58.020 75.736 43.857 -5.909 -4.435 0.745  H6A  A16 66 
A16 H6C  H6C  H 0 1 N N N -62.379 72.101 32.641 1.425  -4.064 0.475  H6C  A16 67 
A16 H5A  H5A  H 0 1 N N N -57.641 73.873 42.816 -3.639 -1.730 0.515  H5A  A16 68 
# 
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 
A16 C1A C2A  SING N N 1  
A16 C1A N4B  SING N N 2  
A16 C1A C7A  SING N N 3  
A16 C1B C2B  SING N N 4  
A16 C1B O4C  SING N N 5  
A16 C1B O5B  SING N N 6  
A16 C1C C2C  SING N N 7  
A16 C1C O5C  SING N N 8  
A16 C1C OXT  SING N N 9  
A16 C2A O2A  SING N N 10 
A16 C2A C3A  SING N N 11 
A16 C2B O2B  SING N N 12 
A16 C2B C3B  SING N N 13 
A16 C2C O2C  SING N N 14 
A16 C2C C3C  SING N N 15 
A16 C3A O3A  SING N N 16 
A16 C3A C4A  SING N N 17 
A16 C3B O3B  SING N N 18 
A16 C3B C4B  SING N N 19 
A16 C3C O3C  SING N N 20 
A16 C3C C4C  SING N N 21 
A16 C4A O4A  SING N N 22 
A16 C4A C5A  SING N N 23 
A16 C4B N4B  SING N N 24 
A16 C4B C5B  SING N N 25 
A16 C4C O4C  SING N N 26 
A16 C4C C5C  SING N N 27 
A16 C5A C6A  SING N N 28 
A16 C5A C7A  SING N N 29 
A16 C5B O5B  SING N N 30 
A16 C5B C6B  SING N N 31 
A16 C5C O5C  SING N N 32 
A16 C5C C6C  SING N N 33 
A16 C6A O6A  SING N N 34 
A16 C6C O6C  SING N N 35 
A16 C1A H1A  SING N N 36 
A16 C2A H2A  SING N N 37 
A16 N4B H4B  SING N N 38 
A16 C7A H7A1 SING N N 39 
A16 C7A H7A2 SING N N 40 
A16 C1B H1B  SING N N 41 
A16 C2B H2B  SING N N 42 
A16 C1C H1C  SING N N 43 
A16 C2C H2C  SING N N 44 
A16 OXT HOT  SING N N 45 
A16 O2A HA   SING N N 46 
A16 C3A H3A  SING N N 47 
A16 O2B HB   SING N N 48 
A16 C3B H3B  SING N N 49 
A16 O2C HC   SING N N 50 
A16 C3C H3C  SING N N 51 
A16 O3A HD   SING N N 52 
A16 C4A H4A  SING N N 53 
A16 O3B HE   SING N N 54 
A16 C4B HF   SING N N 55 
A16 O3C HG   SING N N 56 
A16 C4C H4C  SING N N 57 
A16 O4A HH   SING N N 58 
A16 C5B H5B  SING N N 59 
A16 C5C H5C  SING N N 60 
A16 C6A H6A1 SING N N 61 
A16 C6A H6A2 SING N N 62 
A16 C6B H6B1 SING N N 63 
A16 C6B H6B2 SING N N 64 
A16 C6B H6B3 SING N N 65 
A16 C6C H6C1 SING N N 66 
A16 C6C H6C2 SING N N 67 
A16 O6A H6A  SING N N 68 
A16 O6C H6C  SING N N 69 
A16 C5A H5A  SING N N 70 
# 
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 
A16 SMILES           ACDLabs              10.04 OC3C(OC2OC(C)C(NC1CC(CO)C(O)C(O)C1O)C(O)C2O)C(OC(O)C3O)CO                                                                                                                                           
A16 InChI            InChI                1.02b InChI=1/C19H35NO13/c1-5-9(20-7-2-6(3-21)10(23)13(26)11(7)24)12(25)16(29)19(31-5)33-17-8(4-22)32-18(30)15(28)14(17)27/h5-30H,2-4H2,1H3/t5-,6-,7+,8-,9-,10-,11+,12+,13+,14-,15-,16-,17-,18-,19-/m1/s1 
A16 InChIKey         InChI                1.02b ARPGGXAVVRZVTA-FCTHMPQMBR                                                                                                                                                                           
A16 SMILES_CANONICAL CACTVS               3.341 C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1N[C@H]3C[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O                                                                          
A16 SMILES           CACTVS               3.341 C[CH]1O[CH](O[CH]2[CH](O)[CH](O)[CH](O)O[CH]2CO)[CH](O)[CH](O)[CH]1N[CH]3C[CH](CO)[CH](O)[CH](O)[CH]3O                                                                                              
A16 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O)CO)O)O)N[C@H]3CC([C@H]([C@@H]([C@H]3O)O)O)CO                                                                            
A16 SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)O)O)NC3CC(C(C(C3O)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 
A16 "SYSTEMATIC NAME" ACDLabs              10.04 4-O-(4,6-dideoxy-4-{[(1S,2S,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino}-alpha-D-glucopyranosyl)-beta-D-glucopyranose                                            
A16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,2S,3S,4R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino]oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,4-triol 
# 
