data_PSG
# 
_chem_comp.id                                    PSG 
_chem_comp.name                                  "PARA-NITROPHENYL 1-THIO-BETA-D-GLUCOPYRANOSIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H15 N O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-03 
_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                        317.315 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PSG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1E1F 
_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 
PSG C7   C7   C 0  1 Y N N 23.838 -34.249 113.335 0.766  -3.065 -5.372 C7   PSG 1  
PSG C8   C8   C 0  1 Y N N 24.807 -33.959 112.383 1.113  -2.629 -6.651 C8   PSG 2  
PSG C9   C9   C 0  1 Y N N 25.773 -34.919 112.048 2.433  -2.280 -6.934 C9   PSG 3  
PSG C10  C10  C 0  1 Y N N 25.764 -36.190 112.680 3.407  -2.367 -5.939 C10  PSG 4  
PSG C11  C11  C 0  1 Y N N 24.782 -36.477 113.639 3.060  -2.803 -4.660 C11  PSG 5  
PSG C12  C12  C 0  1 Y N N 23.815 -35.502 113.969 1.735  -3.157 -4.360 C12  PSG 6  
PSG N1   N1   N 1  1 N N N 26.820 -34.606 111.023 2.784  -1.838 -8.227 N1   PSG 7  
PSG O11  O11  O 0  1 N N N 27.805 -35.585 110.682 1.841  -1.738 -9.241 O11  PSG 8  
PSG O12  O12  O -1 1 N N N 26.836 -33.326 110.384 4.086  -1.476 -8.541 O12  PSG 9  
PSG S1   S1   S 0  1 N N N 22.514 -35.934 115.284 1.295  -3.707 -2.742 S1   PSG 10 
PSG C1   C1   C 0  1 N N S 23.152 -36.084 117.080 0.066  -2.421 -2.313 C1   PSG 11 
PSG C2   C2   C 0  1 N N R 22.230 -36.525 118.227 -0.494 -2.673 -0.908 C2   PSG 12 
PSG C3   C3   C 0  1 N N S 22.939 -37.551 119.147 -1.434 -1.539 -0.485 C3   PSG 13 
PSG C4   C4   C 0  1 N N S 24.221 -37.987 118.489 -0.802 -0.169 -0.730 C4   PSG 14 
PSG C5   C5   C 0  1 N N R 25.127 -36.766 118.342 -0.254 -0.072 -2.154 C5   PSG 15 
PSG C6   C6   C 0  1 N N N 26.488 -37.093 117.878 0.483  1.243  -2.388 C6   PSG 16 
PSG O2   O2   O 0  1 N N N 21.855 -35.530 118.940 -1.226 -3.898 -0.906 O2   PSG 17 
PSG O3   O3   O 0  1 N N N 22.076 -38.691 119.273 -1.716 -1.651 0.911  O3   PSG 18 
PSG O4   O4   O 0  1 N N N 24.874 -38.961 119.292 -1.784 0.845  -0.533 O4   PSG 19 
PSG O5   O5   O 0  1 N N N 24.518 -35.840 117.440 0.673  -1.132 -2.392 O5   PSG 20 
PSG O6   O6   O 0  1 N N N 26.492 -37.988 116.756 0.970  1.258  -3.717 O6   PSG 21 
PSG H7   H7   H 0  1 N N N 23.085 -33.483 113.587 -0.269 -3.331 -5.169 H7   PSG 22 
PSG H8   H8   H 0  1 N N N 24.809 -32.969 111.894 0.347  -2.564 -7.419 H8   PSG 23 
PSG H10  H10  H 0  1 N N N 26.518 -36.953 112.426 4.439  -2.097 -6.149 H10  PSG 24 
PSG H11  H11  H 0  1 N N N 24.770 -37.464 114.131 3.832  -2.864 -3.898 H11  PSG 25 
PSG H1   H1   H 0  1 N N N 22.859 -35.492 116.181 -0.728 -2.496 -3.067 H1   PSG 26 
PSG H2   H2   H 0  1 N N N 21.336 -36.995 117.754 0.312  -2.764 -0.169 H2   PSG 27 
PSG H3   H3   H 0  1 N N N 23.158 -37.104 120.144 -2.399 -1.621 -0.999 H3   PSG 28 
PSG H4   H4   H 0  1 N N N 23.999 -38.431 117.490 -0.004 0.002  0.003  H4   PSG 29 
PSG H5   H5   H 0  1 N N N 25.242 -36.320 119.357 -1.068 -0.125 -2.888 H5   PSG 30 
PSG H62  2H6  H 0  1 N N N 27.066 -36.166 117.652 1.321  1.328  -1.696 H62  PSG 31 
PSG H61  1H6  H 0  1 N N N 27.108 -37.495 118.712 -0.198 2.082  -2.244 H61  PSG 32 
PSG H2O1 1H2O H 0  0 N N N 21.284 -35.802 119.649 -1.379 -4.128 -1.835 H2O1 PSG 33 
PSG H3O1 1H3O H 0  0 N N N 22.510 -39.319 119.837 -2.058 -0.788 1.190  H3O1 PSG 34 
PSG H4O1 1H4O H 0  0 N N N 25.683 -39.236 118.876 -1.781 1.392  -1.334 H4O1 PSG 35 
PSG H6O1 1H6O H 0  0 N N N 27.368 -38.198 116.457 1.861  0.870  -3.699 H6O1 PSG 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 
PSG C7  C8   DOUB Y N 1  
PSG C7  C12  SING Y N 2  
PSG C7  H7   SING N N 3  
PSG C8  C9   SING Y N 4  
PSG C8  H8   SING N N 5  
PSG C9  C10  DOUB Y N 6  
PSG C9  N1   SING N N 7  
PSG C10 C11  SING Y N 8  
PSG C10 H10  SING N N 9  
PSG C11 C12  DOUB Y N 10 
PSG C11 H11  SING N N 11 
PSG C12 S1   SING N N 12 
PSG N1  O11  DOUB N N 13 
PSG N1  O12  SING N N 14 
PSG S1  C1   SING N N 15 
PSG C1  C2   SING N N 16 
PSG C1  O5   SING N N 17 
PSG C1  H1   SING N N 18 
PSG C2  C3   SING N N 19 
PSG C2  O2   SING N N 20 
PSG C2  H2   SING N N 21 
PSG C3  C4   SING N N 22 
PSG C3  O3   SING N N 23 
PSG C3  H3   SING N N 24 
PSG C4  C5   SING N N 25 
PSG C4  O4   SING N N 26 
PSG C4  H4   SING N N 27 
PSG C5  C6   SING N N 28 
PSG C5  O5   SING N N 29 
PSG C5  H5   SING N N 30 
PSG C6  O6   SING N N 31 
PSG C6  H62  SING N N 32 
PSG C6  H61  SING N N 33 
PSG O2  H2O1 SING N N 34 
PSG O3  H3O1 SING N N 35 
PSG O4  H4O1 SING N N 36 
PSG O6  H6O1 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 
PSG SMILES           ACDLabs              10.04 [O-][N+](=O)c2ccc(SC1OC(C(O)C(O)C1O)CO)cc2                                                                                  
PSG InChI            InChI                1.02b InChI=1/C12H15NO7S/c14-5-8-9(15)10(16)11(17)12(20-8)21-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12+/m1/s1 
PSG InChIKey         InChI                1.02b IXFOBQXJWRLXMD-ZIQFBCGOBA                                                                                                   
PSG SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](Sc2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O                                                           
PSG SMILES           CACTVS               3.341 OC[CH]1O[CH](Sc2ccc(cc2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                   
PSG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[N+](=O)[O-])SC2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O                                                              
PSG SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[N+](=O)[O-])SC2C(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 
PSG "SYSTEMATIC NAME" ACDLabs              10.04 "4-nitrophenyl 1-thio-beta-D-glucopyranoside"                               
PSG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S,4S,5R)-2-(hydroxymethyl)-6-(4-nitrophenyl)sulfanyl-oxane-3,4,5-triol 
# 
