data_9SG
#

_chem_comp.id                                   9SG
_chem_comp.name                                 "(2R,3R,5R,6R)-5-acetamido-2,3-bis(fluoranyl)-6-[(1R,2R)-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic acid"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C11 H17 F2 N O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;(2~{R},3~{R},5~{R},6~{R})-5-acetamido-2,3-bis(fluoranyl)-6-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic
 acid
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-06-07
_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                       313.252
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9SG
_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       5W26
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     9SG
_pdbx_chem_comp_synonyms.name        
;(2~{R},3~{R},5~{R},6~{R})-5-acetamido-2,3-bis(fluoranyl)-6-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic
 acid
;

_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
#   #
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
9SG  O10   OAB  O  0  1  N  N  N  11.561  29.565  74.618  -2.264   3.232  -0.657  O10   9SG   1  
9SG  C10   CAN  C  0  1  N  N  N  12.190  29.447  73.596  -1.658   3.214   0.394  C10   9SG   2  
9SG  C11   CAA  C  0  1  N  N  N  11.796  28.317  72.685  -1.661   4.427   1.287  C11   9SG   3  
9SG  N5    NAL  N  0  1  N  N  N  13.174  30.272  73.215  -0.986   2.106   0.764  N5    9SG   4  
9SG  C5    CAT  C  0  1  N  N  R  13.662  31.405  74.016  -0.988   0.924  -0.101  C5    9SG   5  
9SG  C4    CAR  C  0  1  N  N  N  13.298  32.724  73.348  -2.232   0.079   0.189  C4    9SG   6  
9SG  C3    CAS  C  0  1  N  N  R  13.947  33.916  74.112  -2.183  -1.192  -0.666  C3    9SG   7  
9SG  FAI   FAI  F  0  1  N  N  N  13.349  34.082  75.365  -2.223  -0.846  -2.021  FAI   9SG   8  
9SG  C6    CAU  C  0  1  N  N  R  15.200  31.370  74.093   0.264   0.086   0.174  C6    9SG   9  
9SG  O6    OAM  O  0  1  N  N  N  15.727  32.487  74.834   0.231  -1.095  -0.630  O6    9SG  10  
9SG  C2    CAV  C  0  1  N  N  R  15.502  33.792  74.280  -0.886  -1.947  -0.369  C2    9SG  11  
9SG  FAJ   FAJ  F  0  1  N  N  N  15.966  34.680  75.182  -0.808  -3.081  -1.185  FAJ   9SG  12  
9SG  C1    CAO  C  0  1  N  N  N  16.330  34.015  72.994  -0.869  -2.368   1.078  C1    9SG  13  
9SG  O1A   OAE  O  0  1  N  N  N  15.971  34.921  72.181   0.137  -2.237   1.734  O1A   9SG  14  
9SG  O1B   OAC  O  0  1  N  N  N  17.364  33.313  72.811  -1.972  -2.890   1.638  O1B   9SG  15  
9SG  C7    CAQ  C  0  1  N  N  R  15.854  30.199  74.824   1.511   0.903  -0.170  C7    9SG  16  
9SG  O7    OAG  O  0  1  N  N  N  15.213  30.078  76.089   1.420   1.365  -1.520  O7    9SG  17  
9SG  C8    CAP  C  0  1  N  N  R  17.371  30.423  75.009   2.754   0.026  -0.014  C8    9SG  18  
9SG  O8    OAF  O  0  1  N  N  N  17.977  31.294  73.994   2.845  -0.436   1.335  O8    9SG  19  
9SG  C9    CAK  C  0  1  N  N  N  18.095  29.087  75.074   4.001   0.843  -0.359  C9    9SG  20  
9SG  O9    OAD  O  0  1  N  N  N  17.552  28.364  76.175   5.151  -0.005  -0.327  O9    9SG  21  
9SG  H111  H1   H  0  0  N  N  N  10.957  27.762  73.130  -2.257   5.216   0.827  H111  9SG  22  
9SG  H113  H2   H  0  0  N  N  N  11.491  28.722  71.709  -2.091   4.165   2.254  H113  9SG  23  
9SG  H112  H3   H  0  0  N  N  N  12.652  27.640  72.549  -0.639   4.778   1.427  H112  9SG  24  
9SG  HN5   H4   H  0  1  N  N  N  13.605  30.107  72.328  -0.501   2.091   1.604  HN5   9SG  25  
9SG  H5    H5   H  0  1  N  N  N  13.240  31.371  75.031  -0.994   1.237  -1.145  H5    9SG  26  
9SG  H4    H6   H  0  1  N  N  N  13.662  32.717  72.310  -2.251  -0.192   1.244  H4    9SG  27  
9SG  H7A   H7   H  0  1  N  N  N  12.204  32.843  73.352  -3.127   0.650  -0.059  H7A   9SG  28  
9SG  H32   H8   H  0  1  N  N  N  13.765  34.818  73.509  -3.037  -1.825  -0.425  H32   9SG  29  
9SG  H6    H9   H  0  1  N  N  N  15.593  31.396  73.066   0.291  -0.191   1.228  H6    9SG  30  
9SG  HO1B  H10  H  0  0  N  N  N  17.788  33.578  72.004  -1.913  -3.145   2.569  HO1B  9SG  31  
9SG  H7    H11  H  0  1  N  N  N  15.704  29.284  74.233   1.582   1.758   0.502  H7    9SG  32  
9SG  HO7   H12  H  0  1  N  Y  N  15.598  29.356  76.572   1.353   0.657  -2.174  HO7   9SG  33  
9SG  H8    H13  H  0  1  N  N  N  17.503  30.909  75.987   2.683  -0.828  -0.687  H8    9SG  34  
9SG  HO8   H14  H  0  1  N  N  N  18.906  31.387  74.169   2.912   0.273   1.989  HO8   9SG  35  
9SG  H92   H15  H  0  1  N  N  N  17.936  28.527  74.141   3.892   1.270  -1.356  H92   9SG  36  
9SG  H91   H16  H  0  1  N  N  N  19.172  29.250  75.225   4.122   1.646   0.368  H91   9SG  37  
9SG  HO9   H17  H  0  1  N  N  N  17.984  27.521  76.245   5.979   0.447  -0.536  HO9   9SG  38  
#   #
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
9SG  O1A  C1    DOUB  N  N   1  
9SG  C11  C10   SING  N  N   2  
9SG  O1B  C1    SING  N  N   3  
9SG  C1   C2    SING  N  N   4  
9SG  N5   C10   SING  N  N   5  
9SG  N5   C5    SING  N  N   6  
9SG  C4   C5    SING  N  N   7  
9SG  C4   C3    SING  N  N   8  
9SG  C10  O10   DOUB  N  N   9  
9SG  O8   C8    SING  N  N  10  
9SG  C5   C6    SING  N  N  11  
9SG  C6   C7    SING  N  N  12  
9SG  C6   O6    SING  N  N  13  
9SG  C3   C2    SING  N  N  14  
9SG  C3   FAI   SING  N  N  15  
9SG  C2   O6    SING  N  N  16  
9SG  C2   FAJ   SING  N  N  17  
9SG  C7   C8    SING  N  N  18  
9SG  C7   O7    SING  N  N  19  
9SG  C8   C9    SING  N  N  20  
9SG  C9   O9    SING  N  N  21  
9SG  C11  H111  SING  N  N  22  
9SG  C11  H113  SING  N  N  23  
9SG  C11  H112  SING  N  N  24  
9SG  N5   HN5   SING  N  N  25  
9SG  C5   H5    SING  N  N  26  
9SG  C4   H4    SING  N  N  27  
9SG  C4   H7A   SING  N  N  28  
9SG  C3   H32   SING  N  N  29  
9SG  C6   H6    SING  N  N  30  
9SG  O1B  HO1B  SING  N  N  31  
9SG  C7   H7    SING  N  N  32  
9SG  O7   HO7   SING  N  N  33  
9SG  C8   H8    SING  N  N  34  
9SG  O8   HO8   SING  N  N  35  
9SG  C9   H92   SING  N  N  36  
9SG  C9   H91   SING  N  N  37  
9SG  O9   HO9   SING  N  N  38  
#   #
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
9SG  SMILES            ACDLabs               12.01  "O=C(C)NC1C(C(C(CO)O)O)OC(C(C1)F)(F)C(=O)O"  
9SG  InChI             InChI                 1.03   "InChI=1S/C11H17F2NO7/c1-4(16)14-5-2-7(12)11(13,10(19)20)21-9(5)8(18)6(17)3-15/h5-9,15,17-18H,2-3H2,1H3,(H,14,16)(H,19,20)/t5-,6-,7-,8-,9-,11-/m1/s1"  
9SG  InChIKey          InChI                 1.03   AHSNGFVNAWRJGS-WNBQUBFESA-N  
9SG  SMILES_CANONICAL  CACTVS                3.385  "CC(=O)N[C@@H]1C[C@@H](F)[C@@](F)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O"  
9SG  SMILES            CACTVS                3.385  "CC(=O)N[CH]1C[CH](F)[C](F)(O[CH]1[CH](O)[CH](O)CO)C(O)=O"  
9SG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC(=O)N[C@@H]1C[C@H]([C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)F)F"  
9SG  SMILES            "OpenEye OEToolkits"  2.0.6  "CC(=O)NC1CC(C(OC1C(C(CO)O)O)(C(=O)O)F)F"  
#   #
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
9SG  "SYSTEMATIC NAME"  ACDLabs               12.01  
;(2R,3R,5R,6R)-5-(acetylamino)-2,3-difluoro-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxylic acid
(non-preferred name)
;
  
9SG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  
;(2~{R},3~{R},5~{R},6~{R})-5-acetamido-2,3-bis(fluoranyl)-6-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic
 acid
;
  
#   #
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
9SG  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
9SG  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
9SG  "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
9SG  "Create component"          2017-06-07  RCSB  
9SG  "Initial release"           2018-02-21  RCSB  
9SG  "Other modification"        2020-07-03  RCSB  
9SG  "Modify name"               2020-07-17  RCSB  
9SG  "Modify synonyms"           2020-07-17  RCSB  
9SG  "Modify internal type"      2020-07-17  RCSB  
9SG  "Modify linking type"       2020-07-17  RCSB  
9SG  "Modify atom id"            2020-07-17  RCSB  
9SG  "Modify component atom id"  2020-07-17  RCSB  
9SG  "Modify leaving atom flag"  2020-07-17  RCSB  
##
