data_PNA
# 
_chem_comp.id                                    PNA 
_chem_comp.name                                  "4'-NITROPHENYL-ALPHA-D-MANNOPYRANOSIDE" 
_chem_comp.type                                  D-SACCHARIDE 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C12 H15 N O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        301.249 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PNA 
_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        1VAM 
_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 
PNA C1  C1  C 0  1 N N R 6.219  44.578 -20.504 -1.174 -1.094 0.525  C1  PNA 1  
PNA C2  C2  C 0  1 N N S 5.083  45.142 -19.651 -2.627 -1.553 0.384  C2  PNA 2  
PNA C3  C3  C 0  1 N N S 5.637  45.850 -18.421 -3.346 -0.636 -0.612 C3  PNA 3  
PNA C4  C4  C 0  1 N N S 6.593  44.940 -17.651 -3.162 0.817  -0.160 C4  PNA 4  
PNA C5  C5  C 0  1 N N R 7.649  44.336 -18.575 -1.668 1.097  0.021  C5  PNA 5  
PNA C6  C6  C 0  1 N N N 8.471  43.271 -17.872 -1.471 2.556  0.438  C6  PNA 6  
PNA C7  C7  C 0  1 Y N N 8.062  45.378 -21.964 0.776  -0.854 -0.549 C7  PNA 7  
PNA C8  C8  C 0  1 Y N N 8.802  46.450 -22.467 1.262  -0.712 0.743  C8  PNA 8  
PNA C9  C9  C 0  1 Y N N 9.892  46.237 -23.323 2.598  -0.424 0.948  C9  PNA 9  
PNA C10 C10 C 0  1 Y N N 10.253 44.926 -23.684 3.449  -0.278 -0.131 C10 PNA 10 
PNA C11 C11 C 0  1 Y N N 9.511  43.855 -23.180 2.967  -0.420 -1.419 C11 PNA 11 
PNA C12 C12 C 0  1 Y N N 8.429  44.084 -22.329 1.633  -0.713 -1.630 C12 PNA 12 
PNA N1  N1  N 1  1 N N N 11.319 44.637 -24.539 4.879  0.031  0.092  N1  PNA 13 
PNA O1  O1  O 0  1 N N N 6.956  45.635 -21.074 -0.537 -1.138 -0.754 O1  PNA 14 
PNA O2  O2  O 0  1 N N N 4.230  44.086 -19.238 -3.276 -1.484 1.655  O2  PNA 15 
PNA O3  O3  O 0  1 N N N 4.564  46.219 -17.567 -4.738 -0.959 -0.642 O3  PNA 16 
PNA O4  O4  O 0  1 N N N 7.236  45.693 -16.631 -3.697 1.697  -1.150 O4  PNA 17 
PNA O5  O5  O 0  1 N N N 7.021  43.706 -19.713 -1.135 0.240  1.028  O5  PNA 18 
PNA O6  O6  O 0  1 N N N 7.655  42.188 -17.446 -0.074 2.852  0.490  O6  PNA 19 
PNA O7  O7  O 0  1 N N N 12.377 45.212 -24.500 5.305  0.157  1.226  O7  PNA 20 
PNA O8  O8  O -1 1 N N N 11.208 43.772 -25.369 5.630  0.160  -0.858 O8  PNA 21 
PNA H1  H1  H 0  1 N N N 5.810  43.974 -21.347 -0.650 -1.757 1.213  H1  PNA 22 
PNA H2  H2  H 0  1 N N N 4.510  45.876 -20.263 -2.652 -2.580 0.018  H2  PNA 23 
PNA H3  H3  H 0  1 N N N 6.194  46.754 -18.757 -2.919 -0.768 -1.606 H3  PNA 24 
PNA H4  H4  H 0  1 N N N 6.001  44.106 -17.204 -3.681 0.973  0.786  H4  PNA 25 
PNA H5  H5  H 0  1 N N N 8.310  45.175 -18.891 -1.149 0.916  -0.921 H5  PNA 26 
PNA H61 1H6 H 0  1 N N N 9.317  42.920 -18.507 -1.913 2.716  1.421  H61 PNA 27 
PNA H62 2H6 H 0  1 N N N 9.058  43.698 -17.026 -1.954 3.210  -0.289 H62 PNA 28 
PNA H8  H8  H 0  1 N N N 8.521  47.478 -22.184 0.598  -0.825 1.586  H8  PNA 29 
PNA H9  H9  H 0  1 N N N 10.463 47.097 -23.710 2.977  -0.313 1.954  H9  PNA 30 
PNA H11 H11 H 0  1 N N N 9.781  42.821 -23.455 3.634  -0.305 -2.261 H11 PNA 31 
PNA H12 H12 H 0  1 N N N 7.854  43.227 -21.938 1.257  -0.824 -2.636 H12 PNA 32 
PNA HO2 HO2 H 0  1 N N N 3.523  44.436 -18.707 -2.788 -2.069 2.250  HO2 PNA 33 
PNA HO3 HO3 H 0  1 N N N 4.909  46.660 -16.800 -4.805 -1.883 -0.919 HO3 PNA 34 
PNA HO4 HO4 H 0  1 N N N 7.830  45.127 -16.152 -4.636 1.482  -1.237 HO4 PNA 35 
PNA HO6 HO6 H 0  1 N N N 8.169  41.521 -17.006 0.006  3.778  0.756  HO6 PNA 36 
# 
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 
PNA C1  C2  SING N N 1  
PNA C1  O1  SING N N 2  
PNA C1  O5  SING N N 3  
PNA C1  H1  SING N N 4  
PNA C2  C3  SING N N 5  
PNA C2  O2  SING N N 6  
PNA C2  H2  SING N N 7  
PNA C3  C4  SING N N 8  
PNA C3  O3  SING N N 9  
PNA C3  H3  SING N N 10 
PNA C4  C5  SING N N 11 
PNA C4  O4  SING N N 12 
PNA C4  H4  SING N N 13 
PNA C5  C6  SING N N 14 
PNA C5  O5  SING N N 15 
PNA C5  H5  SING N N 16 
PNA C6  O6  SING N N 17 
PNA C6  H61 SING N N 18 
PNA C6  H62 SING N N 19 
PNA C7  C8  DOUB Y N 20 
PNA C7  C12 SING Y N 21 
PNA C7  O1  SING N N 22 
PNA C8  C9  SING Y N 23 
PNA C8  H8  SING N N 24 
PNA C9  C10 DOUB Y N 25 
PNA C9  H9  SING N N 26 
PNA C10 C11 SING Y N 27 
PNA C10 N1  SING N N 28 
PNA C11 C12 DOUB Y N 29 
PNA C11 H11 SING N N 30 
PNA C12 H12 SING N N 31 
PNA N1  O7  DOUB N N 32 
PNA N1  O8  SING N N 33 
PNA O2  HO2 SING N N 34 
PNA O3  HO3 SING N N 35 
PNA O4  HO4 SING N N 36 
PNA O6  HO6 SING N N 37 
# 
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 
PNA SMILES           ACDLabs              10.04 [O-][N+](=O)c2ccc(OC1OC(C(O)C(O)C1O)CO)cc2                                                                                 
PNA InChI            InChI                1.02b InChI=1/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11+,12+/m1/s1 
PNA InChIKey         InChI                1.02b IFBHRQDFSNCLOZ-GCHJQGSQBP                                                                                                  
PNA SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H](Oc2ccc(cc2)[N+]([O-])=O)[C@@H](O)[C@@H](O)[C@@H]1O                                                          
PNA SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2ccc(cc2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                  
PNA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[N+](=O)[O-])O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O                                                         
PNA SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[N+](=O)[O-])OC2C(C(C(C(O2)CO)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 
PNA "SYSTEMATIC NAME" ACDLabs              10.04 "4-nitrophenyl alpha-D-mannopyranoside"                                
PNA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol 
# 
