data_NFG
# 
_chem_comp.id                                    NFG 
_chem_comp.name                                  "2,4-DINITROPHENYL 2-DEOXY-2-FLUORO-BETA-D-GLUCOPYRANOSIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H13 F N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-07-07 
_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                        348.238 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NFG 
_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        1E4I 
_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 
NFG C1   C1   C 0  1 N N S 17.530 42.426 36.363 -1.335 -0.535 -0.250 C1   NFG 1  
NFG O1   O1   O 0  1 N N N 18.064 43.429 37.183 -0.244 -1.396 0.081  O1   NFG 2  
NFG C2   C2   C 0  1 N N R 16.900 43.133 35.203 -2.636 -1.340 -0.243 C2   NFG 3  
NFG F    F    F 0  1 N N N 15.879 44.008 35.665 -2.543 -2.389 -1.163 F    NFG 4  
NFG C3   C3   C 0  1 N N S 16.352 42.124 34.225 -3.797 -0.416 -0.631 C3   NFG 5  
NFG O3   O3   O 0  1 N N N 15.923 42.819 33.046 -5.035 -1.115 -0.486 O3   NFG 6  
NFG C4   C4   C 0  1 N N S 17.410 41.100 33.863 -3.780 0.806  0.294  C4   NFG 7  
NFG O4   O4   O 0  1 N N N 16.793 40.076 33.081 -4.760 1.750  -0.142 O4   NFG 8  
NFG C5   C5   C 0  1 N N R 18.024 40.481 35.106 -2.392 1.449  0.246  C5   NFG 9  
NFG C6   C6   C 0  1 N N N 19.175 39.598 34.752 -2.376 2.691  1.139  C6   NFG 10 
NFG O6   O6   O 0  1 N N N 19.770 38.990 35.894 -1.121 3.360  1.002  O6   NFG 11 
NFG O5   O5   O 0  1 N N N 18.551 41.532 35.948 -1.414 0.520  0.707  O5   NFG 12 
NFG C11  C11  C 0  1 Y N N 18.425 43.150 38.460 0.892  -0.661 -0.056 C11  NFG 13 
NFG C12  C12  C 0  1 Y N N 19.000 44.185 39.206 2.127  -1.236 0.207  C12  NFG 14 
NFG N1   N1   N 1  1 N N N 19.207 45.511 38.636 2.210  -2.652 0.631  N1   NFG 15 
NFG O11  O11  O -1 1 N N N 19.319 45.639 37.428 3.295  -3.159 0.852  O11  NFG 16 
NFG O12  O12  O 0  1 N N N 19.273 46.491 39.374 1.193  -3.310 0.759  O12  NFG 17 
NFG C13  C13  C 0  1 Y N N 19.394 43.985 40.511 3.280  -0.489 0.061  C13  NFG 18 
NFG C14  C14  C 0  1 Y N N 19.225 42.772 41.091 3.203  0.833  -0.335 C14  NFG 19 
NFG N2   N2   N 1  1 N N N 19.586 42.420 42.437 4.439  1.633  -0.485 N2   NFG 20 
NFG O21  O21  O -1 1 N N N 19.082 41.440 42.974 4.373  2.798  -0.834 O21  NFG 21 
NFG O22  O22  O 0  1 N N N 20.416 43.101 43.025 5.524  1.126  -0.259 O22  NFG 22 
NFG C15  C15  C 0  1 Y N N 18.656 41.737 40.373 1.973  1.410  -0.592 C15  NFG 23 
NFG C16  C16  C 0  1 Y N N 18.258 41.925 39.066 0.817  0.666  -0.453 C16  NFG 24 
NFG H1   H1   H 0  1 N N N 16.774 41.805 36.898 -1.175 -0.112 -1.242 H1   NFG 25 
NFG H2   H2   H 0  1 N N N 17.669 43.745 34.677 -2.810 -1.744 0.755  H2   NFG 26 
NFG H3   H3   H 0  1 N N N 15.493 41.585 34.689 -3.678 -0.094 -1.666 H3   NFG 27 
NFG H3O1 1H3O H 0  0 N N N 15.577 42.183 32.430 -4.995 -1.880 -1.075 H3O1 NFG 28 
NFG H4   H4   H 0  1 N N N 18.223 41.603 33.290 -4.003 0.494  1.315  H4   NFG 29 
NFG H4O1 1H4O H 0  0 N N N 17.455 39.434 32.854 -5.616 1.302  -0.103 H4O1 NFG 30 
NFG H5   H5   H 0  1 N N N 17.230 39.890 35.620 -2.163 1.738  -0.780 H5   NFG 31 
NFG H62  2H6  H 0  1 N N N 18.875 38.831 34.000 -3.180 3.364  0.841  H62  NFG 32 
NFG H61  1H6  H 0  1 N N N 19.934 40.151 34.151 -2.518 2.393  2.178  H61  NFG 33 
NFG H6   H6   H 0  1 N N N 20.502 38.428 35.668 -1.152 4.135  1.580  H6   NFG 34 
NFG H13  H13  H 0  1 N N N 19.848 44.802 41.096 4.242  -0.937 0.261  H13  NFG 35 
NFG H15  H15  H 0  1 N N N 18.518 40.751 40.847 1.915  2.443  -0.901 H15  NFG 36 
NFG H16  H16  H 0  1 N N N 17.804 41.092 38.503 -0.143 1.117  -0.654 H16  NFG 37 
# 
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 
NFG C1  O1   SING N N 1  
NFG C1  C2   SING N N 2  
NFG C1  O5   SING N N 3  
NFG C1  H1   SING N N 4  
NFG O1  C11  SING N N 5  
NFG C2  F    SING N N 6  
NFG C2  C3   SING N N 7  
NFG C2  H2   SING N N 8  
NFG C3  O3   SING N N 9  
NFG C3  C4   SING N N 10 
NFG C3  H3   SING N N 11 
NFG O3  H3O1 SING N N 12 
NFG C4  O4   SING N N 13 
NFG C4  C5   SING N N 14 
NFG C4  H4   SING N N 15 
NFG O4  H4O1 SING N N 16 
NFG C5  C6   SING N N 17 
NFG C5  O5   SING N N 18 
NFG C5  H5   SING N N 19 
NFG C6  O6   SING N N 20 
NFG C6  H62  SING N N 21 
NFG C6  H61  SING N N 22 
NFG O6  H6   SING N N 23 
NFG C11 C12  DOUB Y N 24 
NFG C11 C16  SING Y N 25 
NFG C12 N1   SING N N 26 
NFG C12 C13  SING Y N 27 
NFG N1  O11  SING N N 28 
NFG N1  O12  DOUB N N 29 
NFG C13 C14  DOUB Y N 30 
NFG C13 H13  SING N N 31 
NFG C14 N2   SING N N 32 
NFG C14 C15  SING Y N 33 
NFG N2  O21  SING N N 34 
NFG N2  O22  DOUB N N 35 
NFG C15 C16  DOUB Y N 36 
NFG C15 H15  SING N N 37 
NFG C16 H16  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 
NFG SMILES           ACDLabs              10.04 [O-][N+](=O)c2ccc(OC1OC(C(O)C(O)C1F)CO)c([N+]([O-])=O)c2                                                                              
NFG InChI            InChI                1.02b InChI=1/C12H13FN2O9/c13-9-11(18)10(17)8(4-16)24-12(9)23-7-2-1-5(14(19)20)3-6(7)15(21)22/h1-3,8-12,16-18H,4H2/t8-,9-,10-,11-,12-/m1/s1 
NFG InChIKey         InChI                1.02b UFSBFVZQJZMIOU-LZQZFOIKBV                                                                                                             
NFG SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](Oc2ccc(cc2[N+]([O-])=O)[N+]([O-])=O)[C@H](F)[C@@H](O)[C@@H]1O                                                         
NFG SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2ccc(cc2[N+]([O-])=O)[N+]([O-])=O)[CH](F)[CH](O)[CH]1O                                                                 
NFG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)F                                                      
NFG SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)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 
NFG "SYSTEMATIC NAME" ACDLabs              10.04 "2,4-dinitrophenyl 2-deoxy-2-fluoro-beta-D-glucopyranoside"                      
NFG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S,4S,5R,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)oxane-3,4-diol 
# 
