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 2011-06-04 _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 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" A16 InChI InChI 1.03 "InChI=1S/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 1.03 ARPGGXAVVRZVTA-FCTHMPQMSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A16 "Create component" 2008-03-26 EBI A16 "Modify descriptor" 2011-06-04 RCSB #