data_NPF
# 
_chem_comp.id                                    NPF 
_chem_comp.name                                  ORTHONITROPHENYL-BETA-D-FUCOPYRANOSIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H15 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-02-08 
_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                        285.250 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NPF 
_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        1EFA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
NPF C1     C1     C 0  1 Y N N 5.785  81.059 25.467 1.508  0.236  -0.220 C1     NPF 1  
NPF C2     C2     C 0  1 Y N N 5.025  80.907 24.263 1.118  1.482  -0.692 C2     NPF 2  
NPF C3     C3     C 0  1 Y N N 3.776  80.274 24.186 2.062  2.468  -0.899 C3     NPF 3  
NPF C4     C4     C 0  1 Y N N 3.230  79.772 25.385 3.396  2.214  -0.638 C4     NPF 4  
NPF C5     C5     C 0  1 Y N N 3.942  79.886 26.602 3.788  0.975  -0.168 C5     NPF 5  
NPF C6     C6     C 0  1 Y N N 5.216  80.508 26.651 2.846  -0.013 0.047  C6     NPF 6  
NPF N6     N6     N 1  1 N N N 5.844  80.577 27.913 3.266  -1.340 0.550  N6     NPF 7  
NPF O6A    O6A    O -1 1 N N N 6.943  81.116 28.090 4.442  -1.562 0.775  O6A    NPF 8  
NPF O6B    O6B    O 0  1 N N N 5.231  80.067 28.853 2.435  -2.210 0.739  O6B    NPF 9  
NPF "O1'"  "O1'"  O 0  1 N N N 6.596  82.220 25.697 0.580  -0.735 -0.015 "O1'"  NPF 10 
NPF "C1'"  "C1'"  C 0  1 N N S 7.885  82.626 25.166 -0.687 -0.178 -0.370 "C1'"  NPF 11 
NPF "C2'"  "C2'"  C 0  1 N N R 8.033  82.971 23.645 -1.760 -1.265 -0.286 "C2'"  NPF 12 
NPF "O2'"  "O2'"  O 0  1 N N N 8.094  81.803 22.797 -1.422 -2.340 -1.165 "O2'"  NPF 13 
NPF "C3'"  "C3'"  C 0  1 N N S 9.238  83.851 23.356 -3.110 -0.668 -0.700 "C3'"  NPF 14 
NPF "O3'"  "O3'"  O 0  1 N N N 9.193  84.176 21.959 -4.146 -1.628 -0.486 "O3'"  NPF 15 
NPF "C4'"  "C4'"  C 0  1 N N R 9.141  85.138 24.158 -3.375 0.578  0.152  "C4'"  NPF 16 
NPF "O4'"  "O4'"  O 0  1 N N N 7.980  85.826 23.646 -3.553 0.195  1.517  "O4'"  NPF 17 
NPF "C5'"  "C5'"  C 0  1 N N R 9.053  84.810 25.659 -2.180 1.527  0.034  "C5'"  NPF 18 
NPF "C6'"  "C6'"  C 0  1 N N N 8.846  86.079 26.452 -2.451 2.790  0.854  "C6'"  NPF 19 
NPF "O5'"  "O5'"  O 0  1 N N N 7.990  83.866 25.921 -1.005 0.885  0.526  "O5'"  NPF 20 
NPF H2     H2     H 0  1 N N N 5.433  81.309 23.320 0.076  1.680  -0.897 H2     NPF 21 
NPF H3     H3     H 0  1 N N N 3.245  80.175 23.223 1.759  3.437  -1.267 H3     NPF 22 
NPF H4     H4     H 0  1 N N N 2.239  79.287 25.370 4.134  2.986  -0.802 H4     NPF 23 
NPF H5     H5     H 0  1 N N N 3.496  79.483 27.527 4.831  0.780  0.035  H5     NPF 24 
NPF "H1'"  "H1'"  H 0  1 N N N 8.633  81.804 25.255 -0.640 0.208  -1.388 "H1'"  NPF 25 
NPF "H2'"  "H2'"  H 0  1 N N N 7.102  83.535 23.401 -1.825 -1.637 0.737  "H2'"  NPF 26 
NPF "HO'2" "2HO'" H 0  0 N N N 8.183  82.012 21.874 -0.565 -2.681 -0.872 "HO'2" NPF 27 
NPF "H3'"  "H3'"  H 0  1 N N N 10.182 83.325 23.627 -3.080 -0.391 -1.754 "H3'"  NPF 28 
NPF "HO'3" "3HO'" H 0  0 N N N 9.946  84.726 21.778 -3.931 -2.398 -1.031 "HO'3" NPF 29 
NPF "H4'"  "H4'"  H 0  1 N N N 10.037 85.793 24.053 -4.274 1.080  -0.206 "H4'"  NPF 30 
NPF "HO'4" "4HO'" H 0  0 N N N 7.919  86.630 24.147 -3.717 1.006  2.017  "HO'4" NPF 31 
NPF "H5'"  "H5'"  H 0  1 N N N 10.012 84.338 25.975 -2.034 1.798  -1.011 "H5'"  NPF 32 
NPF "H6'1" "1H6'" H 0  0 N N N 8.782  85.841 27.539 -1.601 3.468  0.769  "H6'1" NPF 33 
NPF "H6'2" "2H6'" H 0  0 N N N 9.631  86.840 26.235 -3.347 3.283  0.477  "H6'2" NPF 34 
NPF "H6'3" "3H6'" H 0  0 N N N 7.959  86.654 26.096 -2.597 2.520  1.900  "H6'3" NPF 35 
# 
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 
NPF C1    C2     DOUB Y N 1  
NPF C1    C6     SING Y N 2  
NPF C1    "O1'"  SING N N 3  
NPF C2    C3     SING Y N 4  
NPF C2    H2     SING N N 5  
NPF C3    C4     DOUB Y N 6  
NPF C3    H3     SING N N 7  
NPF C4    C5     SING Y N 8  
NPF C4    H4     SING N N 9  
NPF C5    C6     DOUB Y N 10 
NPF C5    H5     SING N N 11 
NPF C6    N6     SING N N 12 
NPF N6    O6A    SING N N 13 
NPF N6    O6B    DOUB N N 14 
NPF "O1'" "C1'"  SING N N 15 
NPF "C1'" "C2'"  SING N N 16 
NPF "C1'" "O5'"  SING N N 17 
NPF "C1'" "H1'"  SING N N 18 
NPF "C2'" "O2'"  SING N N 19 
NPF "C2'" "C3'"  SING N N 20 
NPF "C2'" "H2'"  SING N N 21 
NPF "O2'" "HO'2" SING N N 22 
NPF "C3'" "O3'"  SING N N 23 
NPF "C3'" "C4'"  SING N N 24 
NPF "C3'" "H3'"  SING N N 25 
NPF "O3'" "HO'3" SING N N 26 
NPF "C4'" "O4'"  SING N N 27 
NPF "C4'" "C5'"  SING N N 28 
NPF "C4'" "H4'"  SING N N 29 
NPF "O4'" "HO'4" SING N N 30 
NPF "C5'" "C6'"  SING N N 31 
NPF "C5'" "O5'"  SING N N 32 
NPF "C5'" "H5'"  SING N N 33 
NPF "C6'" "H6'1" SING N N 34 
NPF "C6'" "H6'2" SING N N 35 
NPF "C6'" "H6'3" SING N N 36 
# 
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 
NPF SMILES           ACDLabs              10.04 [O-][N+](=O)c2c(OC1OC(C(O)C(O)C1O)C)cccc2                                                                               
NPF InChI            InChI                1.02b InChI=1/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-5-3-2-4-7(8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9+,10+,11-,12+/m1/s1 
NPF InChIKey         InChI                1.02b SWRPIVXPHLYETN-BVWHHUJWBW                                                                                               
NPF SMILES_CANONICAL CACTVS               3.341 C[C@H]1O[C@@H](Oc2ccccc2[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O                                                           
NPF SMILES           CACTVS               3.341 C[CH]1O[CH](Oc2ccccc2[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                  
NPF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)Oc2ccccc2[N+](=O)[O-])O)O)O                                                       
NPF SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)Oc2ccccc2[N+](=O)[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 
NPF "SYSTEMATIC NAME" ACDLabs              10.04 "2-nitrophenyl 6-deoxy-beta-D-galactopyranoside"              
NPF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R,6S)-2-methyl-6-(2-nitrophenoxy)oxane-3,4,5-triol 
# 
