data_PRDCC_900058
# 
_chem_comp.id                                    PRD_900058 
_chem_comp.name                                  
;(4S,5R,6R)-6-((2R,3R,4R,5R,6R)-3-ACETAMIDO-2,5-DIHYDROXY-6-(HYDROXYMETHYL)-TETRAHYDRO-2H-PYRAN-4-YLOXY)-4,5-DIHYDROXY-5
 ,6-DIHYDRO-4H-PYRAN-2-CARBOXYLIC ACID
;
_chem_comp.type                                  saccharide 
_chem_comp.formula                               "C14 H21 N O11" 
_chem_comp.pdbx_release_status                   REF_ONLY 
_chem_comp.formula_weight                        379.317 
_chem_comp.pdbx_type                             ? 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    ? 
_chem_comp.pdbx_initial_date                     ? 
_chem_comp.pdbx_modified_date                    ? 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   ? 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   ? 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_pcm                              ? 
_chem_comp.pdbx_processing_site                  ? 
# 
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 
_chem_comp_atom.pdbx_residue_numbering 
_chem_comp_atom.pdbx_ref_id 
_chem_comp_atom.pdbx_polymer_type 
_chem_comp_atom.pdbx_component_id 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
PRD_900058 C1   C1   C 0 1 N N R 18.085 -77.934 185.049 3.101  -0.486 0.599  C1  NGA 1  1 1 polymer 1 ? ? ? 
PRD_900058 C2   C2   C 0 1 N N R 17.511 -79.213 185.664 2.176  0.562  -0.025 C2  NGA 2  1 1 polymer 1 ? ? ? 
PRD_900058 C3   C3   C 0 1 N N R 15.982 -79.188 185.627 0.731  0.057  0.037  C3  NGA 3  1 1 polymer 1 ? ? ? 
PRD_900058 C4   C4   C 0 1 N N R 15.472 -77.896 186.271 0.670  -1.334 -0.605 C4  NGA 4  1 1 polymer 1 ? ? ? 
PRD_900058 C5   C5   C 0 1 N N R 16.141 -76.682 185.619 1.708  -2.239 0.063  C5  NGA 5  1 1 polymer 1 ? ? ? 
PRD_900058 C6   C6   C 0 1 N N N 15.686 -75.394 186.309 1.632  -3.638 -0.552 C6  NGA 6  1 1 polymer 1 ? ? ? 
PRD_900058 CAP  CAP  C 0 1 N N N 18.558 -81.432 185.528 3.266  2.696  0.418  C7  NGA 7  1 1 polymer 1 ? ? ? 
PRD_900058 CAA  CAA  C 0 1 N N N 18.992 -82.561 184.591 3.381  3.989  1.183  C8  NGA 8  1 1 polymer 1 ? ? ? 
PRD_900058 N2   N2   N 0 1 N N N 17.996 -80.389 184.925 2.288  1.819  0.719  N2  NGA 9  1 1 polymer 1 ? ? ? 
PRD_900058 O1   O1   O 0 1 N N N 19.510 -77.957 185.164 4.447  -0.009 0.570  O1  NGA 10 1 1 polymer 1 ? ? ? 
PRD_900058 O3   O3   O 0 1 N N N 15.510 -80.345 186.335 -0.128 0.951  -0.674 O3  NGA 11 1 1 polymer 1 ? ? ? 
PRD_900058 O4   O4   O 0 1 N N N 15.764 -77.910 187.671 0.955  -1.229 -2.001 O4  NGA 12 1 1 polymer 1 ? ? ? 
PRD_900058 O5   O5   O 0 1 N N N 17.567 -76.793 185.753 3.015  -1.704 -0.138 O5  NGA 13 1 1 polymer 1 ? ? ? 
PRD_900058 O6   O6   O 0 1 N N N 16.398 -74.284 185.756 2.512  -4.517 0.152  O6  NGA 14 1 1 polymer 1 ? ? ? 
PRD_900058 OAB  OAB  O 0 1 N N N 18.742 -81.514 186.743 4.053  2.445  -0.470 O7  NGA 15 1 1 polymer 1 ? ? ? 
PRD_900058 CAX  CAX  C 0 1 N N R 14.306 -80.880 185.764 -1.412 0.872  -0.052 C1  GCD 16 2 1 polymer 1 ? ? ? 
PRD_900058 CAU  CAU  C 0 1 N N R 14.046 -82.258 186.376 -2.354 1.902  -0.691 C2  GCD 17 2 1 polymer 1 ? ? ? 
PRD_900058 CAS  CAS  C 0 1 N N S 12.809 -82.886 185.731 -3.640 1.929  0.147  C3  GCD 18 2 1 polymer 1 ? ? ? 
PRD_900058 CAJ  CAJ  C 0 1 N N N 11.698 -81.838 185.620 -4.012 0.508  0.484  C4  GCD 19 2 1 polymer 1 ? ? ? 
PRD_900058 CAR  CAR  C 0 1 N N N 11.963 -80.485 185.807 -3.186 -0.502 0.287  C5  GCD 20 2 1 polymer 1 ? ? ? 
PRD_900058 CAQ  CAQ  C 0 1 N N N 10.810 -79.482 185.718 -3.668 -1.839 0.677  C6  GCD 21 2 1 polymer 1 ? ? ? 
PRD_900058 OAH  OAH  O 0 1 N N N 15.173 -83.119 186.201 -1.743 3.193  -0.686 O2  GCD 22 2 1 polymer 1 ? ? ? 
PRD_900058 OAF  OAF  O 0 1 N N N 12.357 -83.984 186.527 -4.693 2.539  -0.602 O3  GCD 23 2 1 polymer 1 ? ? ? 
PRD_900058 OAM  OAM  O 0 1 N N N 13.208 -80.016 186.107 -1.949 -0.433 -0.234 O5  GCD 24 2 1 polymer 1 ? ? ? 
PRD_900058 OAC  OAC  O 0 1 N N N 9.643  -79.928 185.704 -4.778 -1.969 1.155  O6A GCD 25 2 1 polymer 1 ? ? ? 
PRD_900058 OAE  OAE  O 0 1 N N N 11.103 -78.268 185.668 -2.878 -2.917 0.504  O6B GCD 26 2 1 polymer 1 ? ? ? 
PRD_900058 H1   H1   H 0 1 N N N 17.800 -77.871 183.988 2.801  -0.665 1.631  H1  NGA 27 1 1 polymer 1 ? ? ? 
PRD_900058 H2   H2   H 0 1 N N N 17.844 -79.272 186.711 2.461  0.728  -1.064 H2  NGA 28 1 1 polymer 1 ? ? ? 
PRD_900058 H3   H3   H 0 1 N N N 15.609 -79.212 184.592 0.412  -0.007 1.077  H3  NGA 29 1 1 polymer 1 ? ? ? 
PRD_900058 H4   H4   H 0 1 N N N 14.384 -77.828 186.123 -0.325 -1.757 -0.466 H4  NGA 30 1 1 polymer 1 ? ? ? 
PRD_900058 H5   H5   H 0 1 N N N 15.858 -76.651 184.557 1.502  -2.301 1.131  H5  NGA 31 1 1 polymer 1 ? ? ? 
PRD_900058 H61  1H6  H 0 1 N N N 15.891 -75.462 187.388 0.611  -4.012 -0.478 H61 NGA 32 1 1 polymer 1 ? ? ? 
PRD_900058 H62  2H6  H 0 1 N N N 14.606 -75.254 186.151 1.927  -3.592 -1.600 H62 NGA 33 1 1 polymer 1 ? ? ? 
PRD_900058 HAA1 1HAA H 0 0 N N N 18.234 -83.359 184.603 4.224  4.564  0.801  H81 NGA 34 1 1 polymer 1 ? ? ? 
PRD_900058 HAA2 2HAA H 0 0 N N N 19.957 -82.967 184.928 2.464  4.566  1.063  H82 NGA 35 1 1 polymer 1 ? ? ? 
PRD_900058 HAA3 3HAA H 0 0 N N N 19.096 -82.170 183.568 3.538  3.773  2.240  H83 NGA 36 1 1 polymer 1 ? ? ? 
PRD_900058 HN2  HN2  H 0 1 N N N 17.899 -80.404 183.930 1.658  2.020  1.429  HN2 NGA 37 1 1 polymer 1 ? ? ? 
PRD_900058 HO1  HO1  H 0 1 N N N 19.898 -77.962 184.297 4.996  -0.696 0.971  HO1 NGA 38 1 1 polymer 1 ? ? ? 
PRD_900058 HO4  HO4  H 0 1 N N N 16.705 -77.913 187.799 0.912  -2.125 -2.363 HO4 NGA 39 1 1 polymer 1 ? ? ? 
PRD_900058 HO6  HO6  H 0 1 N N N 16.556 -73.639 186.435 2.434  -5.385 -0.266 HO6 NGA 40 1 1 polymer 1 ? ? ? 
PRD_900058 HAX  HAX  H 0 1 N N N 14.406 -80.956 184.671 -1.314 1.081  1.013  H1  GCD 41 2 1 polymer 1 ? ? ? 
PRD_900058 HAU  HAU  H 0 1 N N N 13.875 -82.130 187.455 -2.585 1.605  -1.714 H2  GCD 42 2 1 polymer 1 ? ? ? 
PRD_900058 HAS  HAS  H 0 1 N N N 13.068 -83.249 184.725 -3.468 2.492  1.065  H3  GCD 43 2 1 polymer 1 ? ? ? 
PRD_900058 HAH  HAH  H 0 1 N N N 15.286 -83.310 185.277 -2.385 3.808  -1.068 HO2 GCD 44 2 1 polymer 1 ? ? ? 
PRD_900058 HAF  HAF  H 0 1 N N N 12.257 -84.753 185.979 -5.483 2.516  -0.044 HO3 GCD 45 2 1 polymer 1 ? ? ? 
PRD_900058 HAE  HAE  H 0 1 N N N 10.307 -77.751 185.619 -3.195 -3.794 0.760  HOB GCD 46 2 1 polymer 1 ? ? ? 
PRD_900058 HAJ  HAJ  H 0 1 N N N 10.691 -82.155 185.393 -4.988 0.310  0.901  H4  GCD 47 2 1 polymer 1 ? ? ? 
# 
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 
PRD_900058 CAA CAP  SING N N 1  
PRD_900058 CAA HAA1 SING N N 2  
PRD_900058 CAA HAA2 SING N N 3  
PRD_900058 CAA HAA3 SING N N 4  
PRD_900058 CAP OAB  DOUB N N 5  
PRD_900058 CAP N2   SING N N 6  
PRD_900058 N2  C2   SING N N 7  
PRD_900058 N2  HN2  SING N N 8  
PRD_900058 C2  C1   SING N N 9  
PRD_900058 C2  C3   SING N N 10 
PRD_900058 C2  H2   SING N N 11 
PRD_900058 C1  O1   SING N N 12 
PRD_900058 C1  O5   SING N N 13 
PRD_900058 C1  H1   SING N N 14 
PRD_900058 O1  HO1  SING N N 15 
PRD_900058 O5  C5   SING N N 16 
PRD_900058 C5  C6   SING N N 17 
PRD_900058 C5  C4   SING N N 18 
PRD_900058 C5  H5   SING N N 19 
PRD_900058 C6  O6   SING N N 20 
PRD_900058 C6  H61  SING N N 21 
PRD_900058 C6  H62  SING N N 22 
PRD_900058 O6  HO6  SING N N 23 
PRD_900058 C4  O4   SING N N 24 
PRD_900058 C4  C3   SING N N 25 
PRD_900058 C4  H4   SING N N 26 
PRD_900058 O4  HO4  SING N N 27 
PRD_900058 C3  O3   SING N N 28 
PRD_900058 C3  H3   SING N N 29 
PRD_900058 O3  CAX  SING N N 30 
PRD_900058 CAX OAM  SING N N 31 
PRD_900058 CAX CAU  SING N N 32 
PRD_900058 CAX HAX  SING N N 33 
PRD_900058 OAM CAR  SING N N 34 
PRD_900058 CAR CAQ  SING N N 35 
PRD_900058 CAR CAJ  DOUB N N 36 
PRD_900058 CAQ OAE  SING N N 37 
PRD_900058 CAQ OAC  DOUB N N 38 
PRD_900058 OAE HAE  SING N N 39 
PRD_900058 CAJ CAS  SING N N 40 
PRD_900058 CAJ HAJ  SING N N 41 
PRD_900058 CAS OAF  SING N N 42 
PRD_900058 CAS CAU  SING N N 43 
PRD_900058 CAS HAS  SING N N 44 
PRD_900058 OAF HAF  SING N N 45 
PRD_900058 CAU OAH  SING N N 46 
PRD_900058 CAU HAU  SING N N 47 
PRD_900058 OAH HAH  SING N N 48 
# 
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 
PRD_900058 SMILES           ACDLabs              10.04 "O=C(O)C=2OC(OC1C(O)C(OC(O)C1NC(=O)C)CO)C(O)C(O)C=2"                                                                                                                                         
PRD_900058 SMILES_CANONICAL CACTVS               3.341 "CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]2OC(=C[C@H](O)[C@H]2O)C(O)=O"                                                                                                          
PRD_900058 SMILES           CACTVS               3.341 "CC(=O)N[CH]1[CH](O)O[CH](CO)[CH](O)[CH]1O[CH]2OC(=C[CH](O)[CH]2O)C(O)=O"                                                                                                                    
PRD_900058 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O)CO)O)O[C@H]2[C@@H]([C@H](C=C(O2)C(=O)O)O)O"                                                                                                        
PRD_900058 SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(C(C(OC1O)CO)O)OC2C(C(C=C(O2)C(=O)O)O)O"                                                                                                                                          
PRD_900058 InChI            InChI                1.03  
;InChI=1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20
,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7+,8+,9+,10-,11+,13+,14-/m0/s1
;
PRD_900058 InChIKey         InChI                1.03  DLGJWSVWTWEWBJ-MUODBDBBSA-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 
PRD_900058 "SYSTEMATIC NAME" ACDLabs              10.04 "2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-beta-D-galactopyranose"                                             
PRD_900058 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
;(4S,5R,6R)-6-[(2R,3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-5,6-dihydro-4H-py
ran-2-carboxylic acid
;
# 
