data_SI2
# 
_chem_comp.id                                    SI2 
_chem_comp.name                                  "O-SIALIC ACID (CHAIR CONFORMATION)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C11 H19 N O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      SIA 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        309.270 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SI2 
_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        1H7T 
_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 
SI2 C1   C1   C 0 1 N N N 35.433 48.596 55.346 1.074  0.217  0.080  C1   SI2 1  
SI2 C2   C2   C 0 1 N N R 36.092 49.647 54.488 1.555  1.629  0.283  C2   SI2 2  
SI2 C3   C3   C 0 1 N N N 36.026 51.065 55.162 0.511  2.487  0.993  C3   SI2 3  
SI2 C4   C4   C 0 1 N N S 36.680 52.104 54.204 0.396  2.147  2.475  C4   SI2 4  
SI2 C5   C5   C 0 1 N N R 35.817 52.081 52.912 1.778  2.141  3.137  C5   SI2 5  
SI2 C6   C6   C 0 1 N N R 35.894 50.652 52.275 2.761  1.277  2.330  C6   SI2 6  
SI2 C7   C7   C 0 1 N N R 35.048 50.513 50.974 4.188  1.393  2.859  C7   SI2 7  
SI2 C8   C8   C 0 1 N N R 33.532 50.735 51.303 5.195  0.579  2.037  C8   SI2 8  
SI2 C9   C9   C 0 1 N N N 32.732 51.459 50.182 6.614  0.579  2.601  C9   SI2 9  
SI2 C10  C10  C 0 1 N N N 35.481 54.086 51.491 1.998  2.452  5.594  C10  SI2 10 
SI2 C11  C11  C 0 1 N N N 36.058 55.061 50.512 1.810  1.767  6.906  C11  SI2 11 
SI2 N5   N5   N 0 1 N N N 36.308 53.092 51.959 1.672  1.673  4.500  N5   SI2 12 
SI2 O1A  O1A  O 0 1 N N N 34.130 48.767 55.565 1.619  -0.782 0.527  O1A  SI2 13 
SI2 O1B  O1B  O 0 1 N N N 36.032 47.626 55.801 -0.051 0.198  -0.675 O1B  SI2 14 
SI2 O2   O2   O 0 1 N N N ?      ?      ?      1.692  2.146  -1.040 O2   SI2 15 
SI2 O4   O4   O 0 1 N N N 36.634 53.414 54.819 -0.438 3.127  3.088  O4   SI2 16 
SI2 O6   O6   O 0 1 N N N 35.395 49.667 53.214 2.799  1.687  0.958  O6   SI2 17 
SI2 O7   O7   O 0 1 N N N 35.569 51.479 50.033 4.542  2.773  2.859  O7   SI2 18 
SI2 O8   O8   O 0 1 N N N 32.936 49.442 51.535 4.750  -0.782 2.014  O8   SI2 19 
SI2 O9   O9   O 0 1 N N N 31.499 51.983 50.703 7.438  -0.232 1.768  O9   SI2 20 
SI2 O10  O10  O 0 1 N N N 34.299 54.211 51.823 2.407  3.607  5.568  O10  SI2 21 
SI2 H31  1H3  H 0 1 N N N 34.988 51.349 55.456 -0.471 2.399  0.510  H31  SI2 22 
SI2 H32  2H3  H 0 1 N N N 36.483 51.075 56.179 0.781  3.548  0.890  H32  SI2 23 
SI2 H4   H4   H 0 1 N N N 37.747 51.868 53.983 -0.095 1.175  2.601  H4   SI2 24 
SI2 H5   H5   H 0 1 N N N 34.757 52.319 53.162 2.148  3.172  3.198  H5   SI2 25 
SI2 H6   H6   H 0 1 N N N 36.967 50.487 52.023 2.474  0.219  2.378  H6   SI2 26 
SI2 H7   H7   H 0 1 N N N 35.120 49.493 50.527 4.201  1.059  3.902  H7   SI2 27 
SI2 H8   H8   H 0 1 N N N 33.485 51.400 52.196 5.207  0.921  0.996  H8   SI2 28 
SI2 H91  1H9  H 0 1 N N N 33.340 52.248 49.682 6.648  0.161  3.610  H91  SI2 29 
SI2 H92  2H9  H 0 1 N N N 32.562 50.797 49.300 7.041  1.587  2.608  H92  SI2 30 
SI2 H111 1H11 H 0 0 N N N 35.387 55.867 50.132 2.744  1.708  7.488  H111 SI2 31 
SI2 H112 2H11 H 0 0 N N N 36.976 55.519 50.946 1.094  2.294  7.557  H112 SI2 32 
SI2 H113 3H11 H 0 0 N N N 36.490 54.504 49.648 1.440  0.731  6.848  H113 SI2 33 
SI2 HN5  HN5  H 0 1 N N N 37.265 53.104 51.606 1.343  0.726  4.662  HN5  SI2 34 
SI2 HOB1 1HOB H 0 0 N N N 35.616 46.964 56.341 -0.379 -0.715 -0.821 HOB1 SI2 35 
SI2 HO2  HO2  H 0 1 N N N 0.415  0.662  -0.540 1.417  1.437  -1.639 HO2  SI2 36 
SI2 HO4  HO4  H 0 1 N N N 37.033 54.047 54.234 0.106  3.922  3.198  HO4  SI2 37 
SI2 HO7  HO7  H 0 1 N N N 35.053 51.394 49.239 5.219  2.884  2.173  HO7  SI2 38 
SI2 HO8  HO8  H 0 1 N N N 32.017 49.576 51.734 4.132  -0.876 2.752  HO8  SI2 39 
SI2 HO9  HO9  H 0 1 N N N 31.010 52.425 50.018 8.337  0.126  1.836  HO9  SI2 40 
# 
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 
SI2 C1  C2   SING N N 1  
SI2 C1  O1A  DOUB N N 2  
SI2 C1  O1B  SING N N 3  
SI2 C2  C3   SING N N 4  
SI2 C2  O2   SING N N 5  
SI2 C2  O6   SING N N 6  
SI2 C3  C4   SING N N 7  
SI2 C3  H31  SING N N 8  
SI2 C3  H32  SING N N 9  
SI2 C4  C5   SING N N 10 
SI2 C4  O4   SING N N 11 
SI2 C4  H4   SING N N 12 
SI2 C5  C6   SING N N 13 
SI2 C5  N5   SING N N 14 
SI2 C5  H5   SING N N 15 
SI2 C6  C7   SING N N 16 
SI2 C6  O6   SING N N 17 
SI2 C6  H6   SING N N 18 
SI2 C7  C8   SING N N 19 
SI2 C7  O7   SING N N 20 
SI2 C7  H7   SING N N 21 
SI2 C8  C9   SING N N 22 
SI2 C8  O8   SING N N 23 
SI2 C8  H8   SING N N 24 
SI2 C9  O9   SING N N 25 
SI2 C9  H91  SING N N 26 
SI2 C9  H92  SING N N 27 
SI2 C10 C11  SING N N 28 
SI2 C10 N5   SING N N 29 
SI2 C10 O10  DOUB N N 30 
SI2 C11 H111 SING N N 31 
SI2 C11 H112 SING N N 32 
SI2 C11 H113 SING N N 33 
SI2 N5  HN5  SING N N 34 
SI2 O1B HOB1 SING N N 35 
SI2 O2  HO2  SING N N 36 
SI2 O4  HO4  SING N N 37 
SI2 O7  HO7  SING N N 38 
SI2 O8  HO8  SING N N 39 
SI2 O9  HO9  SING N N 40 
# 
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 
SI2 SMILES           ACDLabs              10.04 "O=C(O)C1(O)OC(C(O)C(O)CO)C(NC(=O)C)C(O)C1"                                                                                                                     
SI2 InChI            InChI                1.02b "InChI=1/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1/f/h12,18H" 
SI2 InChIKey         InChI                1.02b SQVRNKJHWKZAKO-LBHWZUEKDS                                                                                                                                       
SI2 SMILES_CANONICAL CACTVS               3.341 "CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O"                                                                                             
SI2 SMILES           CACTVS               3.341 "CC(=O)N[CH]1[CH](O)C[C](O)(O[CH]1[CH](O)[CH](O)CO)C(O)=O"                                                                                                      
SI2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O"                                                                                            
SI2 SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)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 
SI2 "SYSTEMATIC NAME" ACDLabs              10.04 "5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosonic acid"                   
SI2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
SI2 "Create component" 1999-07-08 EBI 
# 
