data_IFL
# 
_chem_comp.id                                    IFL 
_chem_comp.name                                  (3S,4R,5R)-3,4-DIHYDROXY-5-(HYDROXYMETHYL)PIPERIDIN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C6 H11 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ISOFAGOMINE LACTAM" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        161.156 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IFL 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
IFL O4   O4   O 0 1 N N N -1.522 10.558 6.826  -2.267 0.150  0.473  O4   IFL 1  
IFL C4   C4   C 0 1 N N R -1.117 10.525 8.184  -0.957 -0.266 0.082  C4   IFL 2  
IFL C3   C3   C 0 1 N N S -0.410 11.864 8.436  -0.615 0.327  -1.285 C3   IFL 3  
IFL O3   O3   O 0 1 N N N 0.831  12.019 7.745  -1.395 -0.321 -2.292 O3   IFL 4  
IFL C2   C2   C 0 1 N N N -0.114 12.042 9.925  0.844  0.129  -1.581 C2   IFL 5  
IFL N    N    N 0 1 N N N -0.690 11.207 10.822 1.751  -0.162 -0.648 N    IFL 6  
IFL C7   C7   C 0 1 N N N -1.614 10.105 10.544 1.437  -0.371 0.759  C7   IFL 7  
IFL C5   C5   C 0 1 N N R -2.288 10.365 9.186  0.075  0.234  1.100  C5   IFL 8  
IFL C6   C6   C 0 1 N N N -3.237 9.232  8.842  -0.341 -0.196 2.508  C6   IFL 9  
IFL O6   O6   O 0 1 N N N -2.518 8.001  8.917  0.626  0.265  3.453  O6   IFL 10 
IFL O2   O2   O 0 1 N N N 0.615  12.952 10.237 1.217  0.241  -2.729 O2   IFL 11 
IFL H4   H4   H 0 1 N N N -1.960 9.729  6.670  -2.877 -0.175 -0.202 H4   IFL 12 
IFL HA   HA   H 0 1 N N N -0.391 9.692  8.331  -0.918 -1.354 0.031  HA   IFL 13 
IFL H3   H3   H 0 1 N N N -1.093 12.685 8.115  -0.842 1.393  -1.282 H3   IFL 14 
IFL HB   HB   H 0 1 N N N 1.269  12.848 7.901  -1.157 0.086  -3.136 HB   IFL 15 
IFL H    H    H 0 1 N N N -0.454 11.363 11.802 2.677  -0.240 -0.923 H    IFL 16 
IFL H7C1 1H7C H 0 0 N N N -1.118 9.108  10.592 2.204  0.099  1.373  H7C1 IFL 17 
IFL H7C2 2H7C H 0 0 N N N -2.352 9.948  11.365 1.418  -1.440 0.969  H7C2 IFL 18 
IFL H5   H5   H 0 1 N N N -2.860 11.321 9.237  0.136  1.321  1.053  H5   IFL 19 
IFL H6C1 1H6C H 0 0 N N N -3.737 9.377  7.856  -0.402 -1.283 2.552  H6C1 IFL 20 
IFL H6C2 2H6C H 0 0 N N N -4.153 9.232  9.478  -1.314 0.232  2.746  H6C2 IFL 21 
IFL H6   H6   H 0 1 N N N -3.112 7.292  8.702  0.326  -0.026 4.324  H6   IFL 22 
# 
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 
IFL O4 C4   SING N N 1  
IFL O4 H4   SING N N 2  
IFL C4 C3   SING N N 3  
IFL C4 C5   SING N N 4  
IFL C4 HA   SING N N 5  
IFL C3 O3   SING N N 6  
IFL C3 C2   SING N N 7  
IFL C3 H3   SING N N 8  
IFL O3 HB   SING N N 9  
IFL C2 N    SING N N 10 
IFL C2 O2   DOUB N N 11 
IFL N  C7   SING N N 12 
IFL N  H    SING N N 13 
IFL C7 C5   SING N N 14 
IFL C7 H7C1 SING N N 15 
IFL C7 H7C2 SING N N 16 
IFL C5 C6   SING N N 17 
IFL C5 H5   SING N N 18 
IFL C6 O6   SING N N 19 
IFL C6 H6C1 SING N N 20 
IFL C6 H6C2 SING N N 21 
IFL O6 H6   SING N N 22 
# 
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 
IFL SMILES           ACDLabs              10.04 O=C1NCC(CO)C(O)C1O                                                                          
IFL InChI            InChI                1.02b InChI=1/C6H11NO4/c8-2-3-1-7-6(11)5(10)4(3)9/h3-5,8-10H,1-2H2,(H,7,11)/t3-,4-,5+/m1/s1/f/h7H 
IFL InChIKey         InChI                1.02b ARBXEMIAJIJEQI-JINPTXLJDA                                                                   
IFL SMILES_CANONICAL CACTVS               3.341 OC[C@H]1CNC(=O)[C@@H](O)[C@@H]1O                                                            
IFL SMILES           CACTVS               3.341 OC[CH]1CNC(=O)[CH](O)[CH]1O                                                                 
IFL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H]([C@@H](C(=O)N1)O)O)CO                                                        
IFL SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(C(C(=O)N1)O)O)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 
IFL "SYSTEMATIC NAME" ACDLabs              10.04 (3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)piperidin-2-one 
IFL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)piperidin-2-one 
# 
