data_FSI
#

_chem_comp.id                                   FSI
_chem_comp.name                                 "5-acetamido-3,5-dideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid"
_chem_comp.type                                 "D-saccharide, beta linking"
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C11 H18 F N O9"
_chem_comp.mon_nstd_parent_comp_id              SLB
_chem_comp.pdbx_synonyms                        
;5-(acetylamino)-3,5-dideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid; 3-FLUOROSIALIC ACID;
5-acetamido-3,5-dideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulosonic acid;
5-acetamido-3,5-dideoxy-3-fluoro-D-erythro-L-manno-non-2-ulosonic acid;
5-acetamido-3,5-dideoxy-3-fluoro-D-erythro-manno-non-2-ulosonic acid
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-01-19
_chem_comp.pdbx_modified_date                   2020-07-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       327.260
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    FSI
_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       2AH2
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  FSI  "5-(acetylamino)-3,5-dideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid"  PDB  ?  
2  FSI  "3-FLUOROSIALIC ACID"                                                                     PDB  ?  
3  FSI  "5-acetamido-3,5-dideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulosonic acid"            PDB  ?  
4  FSI  "5-acetamido-3,5-dideoxy-3-fluoro-D-erythro-L-manno-non-2-ulosonic acid"                  PDB  ?  
5  FSI  "5-acetamido-3,5-dideoxy-3-fluoro-D-erythro-manno-non-2-ulosonic acid"                    PDB  ?  
#   #
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
FSI  O2    O2    O  0  1  N  Y  N   -8.461  14.077   5.887   0.293  -2.008  -1.837  O2    FSI   1  
FSI  C1    C1    C  0  1  N  N  N   -9.128  15.150   3.866   0.111  -3.315   0.165  C1    FSI   2  
FSI  F1    F1    F  0  1  N  N  N  -10.577  16.946   5.363   1.922  -1.508   1.376  F1    FSI   3  
FSI  C2    C2    C  0  1  N  N  R   -8.914  15.318   5.356   0.394  -1.952  -0.413  C2    FSI   4  
FSI  C3    C3    C  0  1  N  N  R  -10.110  15.899   6.050   1.806  -1.513  -0.018  C3    FSI   5  
FSI  C4    C4    C  0  1  N  N  R   -9.727  16.435   7.425   2.063  -0.103  -0.558  C4    FSI   6  
FSI  O4    O4    O  0  1  N  N  N  -10.838  17.001   8.026   3.352   0.345  -0.132  O4    FSI   7  
FSI  C5    C5    C  0  1  N  N  R   -8.663  17.564   7.321   0.988   0.844  -0.017  C5    FSI   8  
FSI  N5    N5    N  0  1  N  N  N   -8.398  18.150   8.531   1.180   2.180  -0.586  N5    FSI   9  
FSI  C6    C6    C  0  1  N  N  R   -7.485  16.760   6.739  -0.393   0.313  -0.412  C6    FSI  10  
FSI  O6    O6    O  0  1  N  N  N   -7.815  16.213   5.445  -0.556  -1.013   0.095  O6    FSI  11  
FSI  C7    C7    C  0  1  N  N  R   -6.175  17.533   6.585  -1.475   1.221   0.176  C7    FSI  12  
FSI  O7    O7    O  0  1  N  N  N   -6.206  18.345   5.433  -1.290   1.330   1.589  O7    FSI  13  
FSI  C8    C8    C  0  1  N  N  R   -4.965  16.572   6.576  -2.854   0.623  -0.112  C8    FSI  14  
FSI  O8    O8    O  0  1  N  N  N   -4.828  16.000   7.861  -3.040   0.514  -1.525  O8    FSI  15  
FSI  C9    C9    C  0  1  N  N  N   -3.661  17.265   6.193  -3.937   1.531   0.476  C9    FSI  16  
FSI  O9    O9    O  0  1  N  N  N   -3.380  18.245   7.184  -5.216   0.916   0.309  O9    FSI  17  
FSI  C10   C10   C  0  1  N  N  N   -8.419  19.479   8.768   2.043   3.040  -0.009  C10   FSI  18  
FSI  O10   O10   O  0  1  N  N  N   -8.544  20.331   7.867   2.660   2.708   0.981  O10   FSI  19  
FSI  C11   C11   C  0  1  N  N  N   -8.249  19.977  10.191   2.240   4.415  -0.594  C11   FSI  20  
FSI  O1A   O1A   O  0  1  N  N  N   -8.124  15.151   3.102  -0.861  -3.486   0.861  O1A   FSI  21  
FSI  O1B   O1B   O  0  1  N  N  N  -10.281  14.987   3.429   0.940  -4.338  -0.093  O1B   FSI  22  
FSI  HO2   HO2   H  0  1  N  Y  N   -8.321  14.164   6.823  -0.577  -2.280  -2.159  HO2   FSI  23  
FSI  H32   H3    H  0  1  N  N  N  -10.875  15.118   6.171   2.534  -2.204  -0.441  H32   FSI  24  
FSI  H4    H4    H  0  1  N  N  N   -9.318  15.615   8.033   2.024  -0.116  -1.647  H4    FSI  25  
FSI  HO4   HO4   H  0  1  N  Y  N  -10.599  17.335   8.883   4.082  -0.213  -0.434  HO4   FSI  26  
FSI  H5    H5    H  0  1  N  N  N   -8.998  18.303   6.578   1.062   0.896   1.070  H5    FSI  27  
FSI  HN5   HN5   H  0  1  N  N  N   -8.172  17.548   9.297   0.686   2.446  -1.377  HN5   FSI  28  
FSI  H6    H6    H  0  1  N  N  N   -7.292  15.925   7.428  -0.480   0.300  -1.498  H6    FSI  29  
FSI  H7    H7    H  0  1  N  N  N   -6.070  18.177   7.470  -1.406   2.210  -0.277  H7    FSI  30  
FSI  HO7   HO7   H  0  1  N  Y  N   -5.385  18.816   5.355  -1.339   0.486   2.059  HO7   FSI  31  
FSI  H8    H8    H  0  1  N  N  N   -5.164  15.782   5.837  -2.924  -0.366   0.341  H8    FSI  32  
FSI  HO8   HO8   H  0  1  N  Y  N   -4.086  15.407   7.867  -2.991   1.358  -1.994  HO8   FSI  33  
FSI  H92   H9    H  0  1  N  N  N   -2.844  16.529   6.153  -3.744   1.686   1.537  H92   FSI  34  
FSI  H91   H9A   H  0  1  N  N  N   -3.769  17.747   5.210  -3.925   2.491  -0.040  H91   FSI  35  
FSI  HO9   HO9   H  0  1  N  Y  N   -2.570  18.692   6.967  -5.951   1.437   0.660  HO9   FSI  36  
FSI  H111  H11   H  0  0  N  N  N   -8.264  21.077  10.199   1.606   4.530  -1.473  H111  FSI  37  
FSI  H113  H11A  H  0  0  N  N  N   -9.071  19.594  10.814   1.973   5.167   0.148  H113  FSI  38  
FSI  H112  H11B  H  0  0  N  N  N   -7.289  19.621  10.592   3.284   4.541  -0.880  H112  FSI  39  
FSI  HO1B  HO1B  H  0  0  N  N  N  -10.250  14.874   2.486   0.718  -5.194   0.300  HO1B  FSI  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
FSI  C2   O2    SING  N  N   1  
FSI  O2   HO2   SING  N  N   2  
FSI  O1A  C1    DOUB  N  N   3  
FSI  O1B  C1    SING  N  N   4  
FSI  C1   C2    SING  N  N   5  
FSI  F1   C3    SING  N  N   6  
FSI  C2   O6    SING  N  N   7  
FSI  C2   C3    SING  N  N   8  
FSI  C3   C4    SING  N  N   9  
FSI  C3   H32   SING  N  N  10  
FSI  C5   C4    SING  N  N  11  
FSI  C4   O4    SING  N  N  12  
FSI  C4   H4    SING  N  N  13  
FSI  O4   HO4   SING  N  N  14  
FSI  C6   C5    SING  N  N  15  
FSI  C5   N5    SING  N  N  16  
FSI  C5   H5    SING  N  N  17  
FSI  N5   C10   SING  N  N  18  
FSI  N5   HN5   SING  N  N  19  
FSI  O6   C6    SING  N  N  20  
FSI  C7   C6    SING  N  N  21  
FSI  C6   H6    SING  N  N  22  
FSI  O7   C7    SING  N  N  23  
FSI  C8   C7    SING  N  N  24  
FSI  C7   H7    SING  N  N  25  
FSI  O7   HO7   SING  N  N  26  
FSI  C9   C8    SING  N  N  27  
FSI  C8   O8    SING  N  N  28  
FSI  C8   H8    SING  N  N  29  
FSI  O8   HO8   SING  N  N  30  
FSI  C9   O9    SING  N  N  31  
FSI  C9   H92   SING  N  N  32  
FSI  C9   H91   SING  N  N  33  
FSI  O9   HO9   SING  N  N  34  
FSI  O10  C10   DOUB  N  N  35  
FSI  C10  C11   SING  N  N  36  
FSI  C11  H111  SING  N  N  37  
FSI  C11  H113  SING  N  N  38  
FSI  C11  H112  SING  N  N  39  
FSI  O1B  HO1B  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
FSI  SMILES            ACDLabs               12.01  "O=C(O)C1(O)OC(C(NC(=O)C)C(O)C1F)C(O)C(O)CO"  
FSI  InChI             InChI                 1.03   "InChI=1S/C11H18FNO9/c1-3(15)13-5-7(18)9(12)11(21,10(19)20)22-8(5)6(17)4(16)2-14/h4-9,14,16-18,21H,2H2,1H3,(H,13,15)(H,19,20)/t4-,5-,6-,7-,8-,9-,11+/m1/s1"  
FSI  InChIKey          InChI                 1.03   ALJLGESFXXDPKH-RISWTRDCSA-N  
FSI  SMILES_CANONICAL  CACTVS                3.370  "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@](O)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O"  
FSI  SMILES            CACTVS                3.370  "CC(=O)N[CH]1[CH](O)[CH](F)[C](O)(O[CH]1[CH](O)[CH](O)CO)C(O)=O"  
FSI  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CC(=O)N[C@@H]1[C@H]([C@H]([C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)F)O"  
FSI  SMILES            "OpenEye OEToolkits"  1.7.6  "CC(=O)NC1C(C(C(OC1C(C(CO)O)O)(C(=O)O)O)F)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
FSI  "SYSTEMATIC NAME"            ACDLabs               12.01  "5-(acetylamino)-3,5-dideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid"  
FSI  "SYSTEMATIC NAME"            "OpenEye OEToolkits"  1.7.6  
;(2R,3R,4R,5R,6R)-5-acetamido-3-fluoranyl-2,4-bis(oxidanyl)-6-[(1R,2R)-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic
acid
;
  
FSI  "IUPAC CARBOHYDRATE SYMBOL"  PDB-CARE              1.0    b-D-Neup5Ac3fluoro  
#
_pdbx_chem_comp_related.comp_id            FSI
_pdbx_chem_comp_related.related_comp_id    SLB
_pdbx_chem_comp_related.relationship_type  "Carbohydrate core"
_pdbx_chem_comp_related.details            ?
#   #
loop_
_pdbx_chem_comp_atom_related.ordinal
_pdbx_chem_comp_atom_related.comp_id
_pdbx_chem_comp_atom_related.atom_id
_pdbx_chem_comp_atom_related.related_comp_id
_pdbx_chem_comp_atom_related.related_atom_id
_pdbx_chem_comp_atom_related.related_type
 1  FSI  C1    SLB  C1    "Carbohydrate core"  
 2  FSI  C10   SLB  C10   "Carbohydrate core"  
 3  FSI  C11   SLB  C11   "Carbohydrate core"  
 4  FSI  C2    SLB  C2    "Carbohydrate core"  
 5  FSI  C3    SLB  C3    "Carbohydrate core"  
 6  FSI  C4    SLB  C4    "Carbohydrate core"  
 7  FSI  C5    SLB  C5    "Carbohydrate core"  
 8  FSI  C6    SLB  C6    "Carbohydrate core"  
 9  FSI  C7    SLB  C7    "Carbohydrate core"  
10  FSI  C8    SLB  C8    "Carbohydrate core"  
11  FSI  C9    SLB  C9    "Carbohydrate core"  
12  FSI  N5    SLB  N5    "Carbohydrate core"  
13  FSI  O10   SLB  O10   "Carbohydrate core"  
14  FSI  O1A   SLB  O1A   "Carbohydrate core"  
15  FSI  O1B   SLB  O1B   "Carbohydrate core"  
16  FSI  O2    SLB  O2    "Carbohydrate core"  
17  FSI  O4    SLB  O4    "Carbohydrate core"  
18  FSI  O6    SLB  O6    "Carbohydrate core"  
19  FSI  O7    SLB  O7    "Carbohydrate core"  
20  FSI  O8    SLB  O8    "Carbohydrate core"  
21  FSI  O9    SLB  O9    "Carbohydrate core"  
22  FSI  H111  SLB  H111  "Carbohydrate core"  
23  FSI  H113  SLB  H113  "Carbohydrate core"  
24  FSI  H112  SLB  H112  "Carbohydrate core"  
25  FSI  H32   SLB  H32   "Carbohydrate core"  
26  FSI  H4    SLB  H4    "Carbohydrate core"  
27  FSI  H5    SLB  H5    "Carbohydrate core"  
28  FSI  H6    SLB  H6    "Carbohydrate core"  
29  FSI  H7    SLB  H7    "Carbohydrate core"  
30  FSI  H8    SLB  H8    "Carbohydrate core"  
31  FSI  H92   SLB  H92   "Carbohydrate core"  
32  FSI  H91   SLB  H91   "Carbohydrate core"  
33  FSI  HN5   SLB  HN5   "Carbohydrate core"  
34  FSI  HO1B  SLB  HO1B  "Carbohydrate core"  
35  FSI  HO2   SLB  HO2   "Carbohydrate core"  
36  FSI  HO4   SLB  HO4   "Carbohydrate core"  
37  FSI  HO7   SLB  HO7   "Carbohydrate core"  
38  FSI  HO8   SLB  HO8   "Carbohydrate core"  
39  FSI  HO9   SLB  HO9   "Carbohydrate core"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
FSI  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
FSI  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
FSI  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
FSI  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  ketose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
FSI  "Create component"          2004-01-19  RCSB  
FSI  "Modify descriptor"         2011-06-04  RCSB  
FSI  "Other modification"        2013-01-08  RCSB  
FSI  "Other modification"        2020-07-03  RCSB  
FSI  "Modify parent residue"     2020-07-17  RCSB  
FSI  "Modify name"               2020-07-17  RCSB  
FSI  "Modify synonyms"           2020-07-17  RCSB  
FSI  "Modify linking type"       2020-07-17  RCSB  
FSI  "Modify atom id"            2020-07-17  RCSB  
FSI  "Modify component atom id"  2020-07-17  RCSB  
FSI  "Modify leaving atom flag"  2020-07-17  RCSB  
##
