data_145
# 
_chem_comp.id                                    145 
_chem_comp.name                                  1-O-[O-NITROPHENYL]-BETA-D-GALACTOPYRANOSE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_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                     2001-09-26 
_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                     145 
_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        1JYV 
_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 
145 C1    C1    C 0  1 N N S 13.044 -28.124 22.179 -0.585 -0.429 -0.388 C1    145 1  
145 C2    C2    C 0  1 N N R 11.878 -28.093 21.215 -1.594 -1.572 -0.258 C2    145 2  
145 O2    O2    O 0  1 N N N 12.141 -27.019 20.304 -1.187 -2.666 -1.081 O2    145 3  
145 C3    C3    C 0  1 N N S 10.547 -27.909 21.926 -2.973 -1.075 -0.707 C3    145 4  
145 O3    O3    O 0  1 N N N 9.436  -27.976 20.945 -3.953 -2.083 -0.451 O3    145 5  
145 C4    C4    C 0  1 N N R 10.378 -28.922 23.066 -3.317 0.193  0.083  C4    145 6  
145 O4    O4    O 0  1 N N N 10.128 -30.251 22.521 -3.483 -0.134 1.464  O4    145 7  
145 C5    C5    C 0  1 N N R 11.638 -28.824 23.946 -2.178 1.203  -0.075 C5    145 8  
145 C6    C6    C 0  1 N N N 11.678 -29.827 25.073 -2.528 2.487  0.681  C6    145 9  
145 O6    O6    O 0  1 N N N 10.566 -29.649 25.949 -1.523 3.473  0.437  O6    145 10 
145 O5    O5    O 0  1 N N N 12.788 -29.141 23.120 -0.972 0.656  0.453  O5    145 11 
145 "O1'" "O1'" O 0  1 N N N 14.144 -28.612 21.404 0.710  -0.893 -0.001 "O1'" 145 12 
145 "C1'" "C1'" C 0  1 Y N N 15.369 -28.916 21.970 1.581  0.120  -0.248 "C1'" 145 13 
145 "C2'" "C2'" C 0  1 Y N N 16.393 -29.522 21.190 2.929  -0.037 0.037  "C2'" 145 14 
145 "C3'" "C3'" C 0  1 Y N N 17.647 -29.828 21.747 3.813  0.992  -0.221 "C3'" 145 15 
145 "C4'" "C4'" C 0  1 Y N N 17.949 -29.546 23.034 3.354  2.183  -0.753 "C4'" 145 16 
145 "C5'" "C5'" C 0  1 Y N N 16.944 -28.993 23.817 2.009  2.345  -1.033 "C5'" 145 17 
145 "C6'" "C6'" C 0  1 Y N N 15.671 -28.672 23.302 1.122  1.316  -0.782 "C6'" 145 18 
145 "N1'" "N1'" N 1  1 N N N 16.239 -29.850 19.754 3.422  -1.312 0.606  "N1'" 145 19 
145 "O2'" "O2'" O -1 1 N N N 15.233 -29.588 19.159 4.607  -1.453 0.847  "O2'" 145 20 
145 "O3'" "O3'" O 0  1 N N N 17.187 -30.412 19.135 2.642  -2.219 0.833  "O3'" 145 21 
145 H1    H1    H 0  1 N N N 13.218 -27.135 22.663 -0.553 -0.090 -1.424 H1    145 22 
145 H2    H2    H 0  1 N N N 11.788 -29.066 20.678 -1.644 -1.897 0.782  H2    145 23 
145 HO2   HO2   H 0  1 N N N 11.409 -26.999 19.698 -0.314 -2.942 -0.768 HO2   145 24 
145 H3    H3    H 0  1 N N N 10.526 -26.898 22.397 -2.951 -0.848 -1.773 H3    145 25 
145 HO3   HO3   H 0  1 N N N 8.604  -27.861 21.389 -3.689 -2.864 -0.957 HO3   145 26 
145 H4    H4    H 0  1 N N N 9.491  -28.702 23.705 -4.241 0.624  -0.303 H4    145 27 
145 HO4   HO4   H 0  1 N N N 10.023 -30.878 23.226 -4.205 -0.776 1.515  HO4   145 28 
145 H5    H5    H 0  1 N N N 11.637 -27.794 24.374 -2.040 1.431  -1.132 H5    145 29 
145 H61   1H6   H 0  1 N N N 11.740 -30.873 24.692 -2.579 2.277  1.749  H61   145 30 
145 H62   2H6   H 0  1 N N N 12.646 -29.790 25.623 -3.493 2.859  0.337  H62   145 31 
145 HO6   HO6   H 0  1 N N N 10.591 -30.280 26.658 -1.781 4.263  0.930  HO6   145 32 
145 "H3'" "H3'" H 0  1 N N N 18.433 -30.313 21.144 4.864  0.869  -0.003 "H3'" 145 33 
145 "H4'" "H4'" H 0  1 N N N 18.959 -29.755 23.423 4.046  2.988  -0.950 "H4'" 145 34 
145 "H5'" "H5'" H 0  1 N N N 17.163 -28.802 24.881 1.653  3.276  -1.448 "H5'" 145 35 
145 "H6'" "H6'" H 0  1 N N N 14.900 -28.223 23.950 0.072  1.443  -1.001 "H6'" 145 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 
145 C1    C2    SING N N 1  
145 C1    O5    SING N N 2  
145 C1    "O1'" SING N N 3  
145 C1    H1    SING N N 4  
145 C2    O2    SING N N 5  
145 C2    C3    SING N N 6  
145 C2    H2    SING N N 7  
145 O2    HO2   SING N N 8  
145 C3    O3    SING N N 9  
145 C3    C4    SING N N 10 
145 C3    H3    SING N N 11 
145 O3    HO3   SING N N 12 
145 C4    O4    SING N N 13 
145 C4    C5    SING N N 14 
145 C4    H4    SING N N 15 
145 O4    HO4   SING N N 16 
145 C5    C6    SING N N 17 
145 C5    O5    SING N N 18 
145 C5    H5    SING N N 19 
145 C6    O6    SING N N 20 
145 C6    H61   SING N N 21 
145 C6    H62   SING N N 22 
145 O6    HO6   SING N N 23 
145 "O1'" "C1'" SING N N 24 
145 "C1'" "C2'" DOUB Y N 25 
145 "C1'" "C6'" SING Y N 26 
145 "C2'" "C3'" SING Y N 27 
145 "C2'" "N1'" SING N N 28 
145 "C3'" "C4'" DOUB Y N 29 
145 "C3'" "H3'" SING N N 30 
145 "C4'" "C5'" SING Y N 31 
145 "C4'" "H4'" SING N N 32 
145 "C5'" "C6'" DOUB Y N 33 
145 "C5'" "H5'" SING N N 34 
145 "C6'" "H6'" SING N N 35 
145 "N1'" "O2'" SING N N 36 
145 "N1'" "O3'" DOUB 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 
145 SMILES           ACDLabs              10.04 [O-][N+](=O)c2c(OC1OC(C(O)C(O)C1O)CO)cccc2                                                                                 
145 InChI            InChI                1.02b InChI=1/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-4-2-1-3-6(7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12-/m1/s1 
145 InChIKey         InChI                1.02b KUWPCJHYPSUOFW-YBXAARCKBM                                                                                                  
145 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](Oc2ccccc2[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O                                                             
145 SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2ccccc2[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                    
145 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O                                                        
145 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)[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 
145 "SYSTEMATIC NAME" ACDLabs              10.04 "2-nitrophenyl beta-D-galactopyranoside"                               
145 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(2-nitrophenoxy)oxane-3,4,5-triol 
# 
