data_AS5
# 
_chem_comp.id                                    AS5 
_chem_comp.name                                  2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-alpha-L-gulopyranosyl]-1,5-anhydro-2-deoxy-D-mannitol 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C16 H28 N2 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-11 
_chem_comp.pdbx_modified_date                    2009-02-06 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        408.401 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AS5 
_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        2VLC 
_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 
AS5 O7B  O7B  O 0 1 N N N -6.349 1.163  37.715 3.528  2.067  -1.569 O7B  AS5 1  
AS5 C7B  C7B  C 0 1 N N N -5.603 2.072  38.168 3.495  2.255  -0.371 C7B  AS5 2  
AS5 C8B  C8B  C 0 1 N N N -5.899 2.993  39.409 3.848  3.609  0.189  C8B  AS5 3  
AS5 N2B  N2B  N 0 1 N N N -4.459 2.344  37.541 3.137  1.255  0.458  N2B  AS5 4  
AS5 C2B  C2B  C 0 1 N N S -3.207 1.586  37.630 2.787  -0.059 -0.086 C2B  AS5 5  
AS5 C3B  C3B  C 0 1 N N R -2.777 1.160  39.061 3.027  -1.134 0.977  C3B  AS5 6  
AS5 O3B  O3B  O 0 1 N N N -3.101 2.101  40.139 4.417  -1.181 1.305  O3B  AS5 7  
AS5 C4B  C4B  C 0 1 N N S -1.259 0.864  39.061 2.585  -2.492 0.423  C4B  AS5 8  
AS5 C5B  C5B  C 0 1 N N S -0.734 0.416  37.652 1.115  -2.409 0.002  C5B  AS5 9  
AS5 C6B  C6B  C 0 1 N N N 0.283  1.453  37.143 0.683  -3.744 -0.608 C6B  AS5 10 
AS5 O6B  O6B  O 0 1 N N N 1.227  1.561  38.462 -0.717 -3.706 -0.893 O6B  AS5 11 
AS5 O5B  O5B  O 0 1 N N N -1.742 -0.124 36.703 0.956  -1.370 -0.965 O5B  AS5 12 
AS5 C1B  C1B  C 0 1 N N S -3.043 0.502  36.519 1.309  -0.070 -0.488 C1B  AS5 13 
AS5 O4A  O4A  O 0 1 N N N -4.173 -0.428 36.341 0.505  0.256  0.648  O4A  AS5 14 
AS5 C4A  C4A  C 0 1 N N S -4.357 -1.135 35.065 -0.859 0.542  0.331  C4A  AS5 15 
AS5 C3A  C3A  C 0 1 N N R -4.726 -2.641 35.194 -1.770 -0.059 1.405  C3A  AS5 16 
AS5 O3A  O3A  O 0 1 N N N -4.000 -3.332 34.177 -1.637 -1.482 1.405  O3A  AS5 17 
AS5 C2A  C2A  C 0 1 N N R -6.188 -3.067 34.995 -3.222 0.320  1.097  C2A  AS5 18 
AS5 N2A  N2A  N 0 1 N N N -6.412 -3.854 33.774 -3.619 -0.265 -0.186 N2A  AS5 19 
AS5 C7A  C7A  C 0 1 N N N -6.571 -5.192 33.673 -4.919 -0.513 -0.440 C7A  AS5 20 
AS5 O7A  O7A  O 0 1 N N N -7.439 -5.831 34.238 -5.761 -0.252 0.394  O7A  AS5 21 
AS5 C8A  C8A  C 0 1 N N N -5.614 -5.918 32.778 -5.328 -1.115 -1.760 C8A  AS5 22 
AS5 C5A  C5A  C 0 1 N N R -5.287 -0.429 34.047 -1.067 2.058  0.285  C5A  AS5 23 
AS5 C6A  C6A  C 0 1 N N N -4.630 -0.395 32.664 -0.204 2.658  -0.827 C6A  AS5 24 
AS5 O6A  O6A  O 0 1 N N N -5.375 0.467  31.790 -0.316 4.082  -0.801 O6A  AS5 25 
AS5 O5A  O5A  O 0 1 N N N -6.566 -1.044 33.832 -2.443 2.341  0.025  O5A  AS5 26 
AS5 C1A  C1A  C 0 1 N N N -7.046 -1.822 34.921 -3.339 1.844  1.022  C1A  AS5 27 
AS5 O4B  O4B  O 0 1 N N N -0.374 1.885  39.623 3.388  -2.830 -0.710 O4B  AS5 28 
AS5 H8B1 H8B1 H 0 0 N N N -5.968 2.375  40.317 4.105  4.284  -0.627 H8B1 AS5 29 
AS5 H8B2 H8B2 H 0 0 N N N -5.086 3.725  39.525 2.996  4.009  0.737  H8B2 AS5 30 
AS5 H8B3 H8B3 H 0 0 N N N -6.850 3.523  39.253 4.700  3.512  0.862  H8B3 AS5 31 
AS5 H2B  H2B  H 0 1 N N N -4.454 3.149  36.948 3.110  1.406  1.416  H2B  AS5 32 
AS5 HA   HA   H 0 1 N N N -2.432 2.328  37.386 3.404  -0.267 -0.961 HA   AS5 33 
AS5 H1B  H1B  H 0 1 N N N -3.073 1.002  35.540 1.141  0.665  -1.275 H1B  AS5 34 
AS5 H3B  H3B  H 0 1 N N N -3.171 1.630  40.961 4.642  -1.842 1.974  H3B  AS5 35 
AS5 H4B  H4B  H 0 1 N N N -1.201 0.028  39.773 2.701  -3.255 1.193  H4B  AS5 36 
AS5 H5B  H5B  H 0 1 N N N -0.177 -0.526 37.765 0.499  -2.192 0.875  H5B  AS5 37 
AS5 HB   HB   H 0 1 N N N -0.182 1.674  40.529 3.162  -3.680 -1.112 HB   AS5 38 
AS5 H6B1 H6B1 H 0 0 N N N 0.829  1.118  36.249 1.237  -3.919 -1.530 H6B1 AS5 39 
AS5 H6B2 H6B2 H 0 0 N N N -0.151 2.404  36.800 0.888  -4.549 0.098  H6B2 AS5 40 
AS5 H6B  H6B  H 0 1 N N N 2.139  1.582  38.198 -1.061 -4.522 -1.283 H6B  AS5 41 
AS5 H4A  H4A  H 0 1 N N N -3.341 -1.090 34.646 -1.106 0.110  -0.639 H4A  AS5 42 
AS5 H3A  H3A  H 0 1 N N N -4.492 -2.875 36.243 -1.490 0.334  2.383  H3A  AS5 43 
AS5 H5A  H5A  H 0 1 N N N -5.446 0.560  34.501 -0.780 2.493  1.242  H5A  AS5 44 
AS5 HC   HC   H 0 1 N N N -4.568 -3.485 33.431 -2.188 -1.928 2.063  HC   AS5 45 
AS5 H2A  H2A  H 0 1 N N N -6.453 -3.709 35.848 -3.873 -0.058 1.887  H2A  AS5 46 
AS5 HD   HD   H 0 1 N N N -6.451 -3.339 32.918 -2.946 -0.475 -0.852 HD   AS5 47 
AS5 H1A1 H1A1 H 0 0 N N N -8.099 -2.095 34.758 -4.361 2.118  0.761  H1A1 AS5 48 
AS5 H1A2 H1A2 H 0 0 N N N -6.988 -1.253 35.861 -3.082 2.277  1.989  H1A2 AS5 49 
AS5 H8A1 H8A1 H 0 0 N N N -6.088 -6.096 31.801 -5.325 -2.202 -1.680 H8A1 AS5 50 
AS5 H8A2 H8A2 H 0 0 N N N -4.708 -5.310 32.640 -6.329 -0.773 -2.021 H8A2 AS5 51 
AS5 H8A3 H8A3 H 0 0 N N N -5.344 -6.881 33.235 -4.625 -0.806 -2.533 H8A3 AS5 52 
AS5 H6A1 H6A1 H 0 0 N N N -3.602 -0.017 32.759 0.837  2.372  -0.673 H6A1 AS5 53 
AS5 H6A2 H6A2 H 0 0 N N N -4.616 -1.412 32.244 -0.544 2.284  -1.793 H6A2 AS5 54 
AS5 H6A  H6A  H 0 1 N N N -5.540 1.295  32.226 0.206  4.530  -1.480 H6A  AS5 55 
AS5 H3B1 H3B1 H 0 0 N N N -3.375 0.266  39.291 2.450  -0.899 1.871  H3B1 AS5 56 
# 
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 
AS5 O7B C7B  DOUB N N 1  
AS5 C7B C8B  SING N N 2  
AS5 C7B N2B  SING N N 3  
AS5 N2B C2B  SING N N 4  
AS5 C2B C3B  SING N N 5  
AS5 C2B C1B  SING N N 6  
AS5 C3B O3B  SING N N 7  
AS5 C3B C4B  SING N N 8  
AS5 C4B C5B  SING N N 9  
AS5 C4B O4B  SING N N 10 
AS5 C5B C6B  SING N N 11 
AS5 C5B O5B  SING N N 12 
AS5 C6B O6B  SING N N 13 
AS5 O5B C1B  SING N N 14 
AS5 C1B O4A  SING N N 15 
AS5 O4A C4A  SING N N 16 
AS5 C4A C3A  SING N N 17 
AS5 C4A C5A  SING N N 18 
AS5 C3A O3A  SING N N 19 
AS5 C3A C2A  SING N N 20 
AS5 C2A N2A  SING N N 21 
AS5 C2A C1A  SING N N 22 
AS5 N2A C7A  SING N N 23 
AS5 C7A O7A  DOUB N N 24 
AS5 C7A C8A  SING N N 25 
AS5 C5A C6A  SING N N 26 
AS5 C5A O5A  SING N N 27 
AS5 C6A O6A  SING N N 28 
AS5 O5A C1A  SING N N 29 
AS5 C8B H8B1 SING N N 30 
AS5 C8B H8B2 SING N N 31 
AS5 C8B H8B3 SING N N 32 
AS5 N2B H2B  SING N N 33 
AS5 C2B HA   SING N N 34 
AS5 C1B H1B  SING N N 35 
AS5 O3B H3B  SING N N 36 
AS5 C4B H4B  SING N N 37 
AS5 C5B H5B  SING N N 38 
AS5 O4B HB   SING N N 39 
AS5 C6B H6B1 SING N N 40 
AS5 C6B H6B2 SING N N 41 
AS5 O6B H6B  SING N N 42 
AS5 C4A H4A  SING N N 43 
AS5 C3A H3A  SING N N 44 
AS5 C5A H5A  SING N N 45 
AS5 O3A HC   SING N N 46 
AS5 C2A H2A  SING N N 47 
AS5 N2A HD   SING N N 48 
AS5 C1A H1A1 SING N N 49 
AS5 C1A H1A2 SING N N 50 
AS5 C8A H8A1 SING N N 51 
AS5 C8A H8A2 SING N N 52 
AS5 C8A H8A3 SING N N 53 
AS5 C6A H6A1 SING N N 54 
AS5 C6A H6A2 SING N N 55 
AS5 O6A H6A  SING N N 56 
AS5 C3B H3B1 SING N N 57 
# 
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 
AS5 SMILES           ACDLabs              10.04 O=C(NC2C(O)C(OC1OC(C(O)C(O)C1NC(=O)C)CO)C(OC2)CO)C                                                                                                                                                        
AS5 InChI            InChI                1.02b InChI=1/C16H28N2O10/c1-6(21)17-8-5-26-10(4-20)15(12(8)23)28-16-11(18-7(2)22)14(25)13(24)9(3-19)27-16/h8-16,19-20,23-25H,3-5H2,1-2H3,(H,17,21)(H,18,22)/t8-,9+,10-,11+,12-,13-,14+,15-,16+/m1/s1/f/h17-18H 
AS5 InChIKey         InChI                1.02b JHPFQHGUNGJQIZ-MWZVZKDBDF                                                                                                                                                                                 
AS5 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1CO[C@H](CO)[C@@H](O[C@@H]2O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]2NC(C)=O)[C@@H]1O                                                                                                              
AS5 SMILES           CACTVS               3.341 CC(=O)N[CH]1CO[CH](CO)[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2NC(C)=O)[CH]1O                                                                                                                               
AS5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H]1CO[C@@H]([C@H]([C@@H]1O)O[C@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)CO)O)O)NC(=O)C)CO                                                                                                              
AS5 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1COC(C(C1O)OC2C(C(C(C(O2)CO)O)O)NC(=O)C)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 
AS5 "SYSTEMATIC NAME" ACDLabs              10.04 2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-alpha-L-galactopyranosyl]-1,5-anhydro-2-deoxy-D-mannitol                                         
AS5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3S,4S,5S,6S)-2-[(2R,3S,4R,5R)-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanamide 
# 
