data_147
# 
_chem_comp.id                                    147 
_chem_comp.name                                  1-O-[P-NITROPHENYL]-BETA-D-GALACTOPYRANOSE 
_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                     2001-09-27 
_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                     147 
_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        1JYW 
_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 
147 C1    C1    C 0  1 N N S -13.635 -28.839 -27.340 -1.192 -0.783 -0.111 C1    147 1  
147 C2    C2    C 0  1 N N R -12.343 -28.628 -26.552 -2.616 -1.339 -0.044 C2    147 2  
147 O2    O2    O 0  1 N N N -12.503 -27.494 -25.689 -2.659 -2.622 -0.673 O2    147 3  
147 C3    C3    C 0  1 N N S -11.071 -28.521 -27.404 -3.563 -0.378 -0.771 C3    147 4  
147 O3    O3    O 0  1 N N N -9.966  -28.731 -26.497 -4.914 -0.807 -0.590 O3    147 5  
147 C4    C4    C 0  1 N N R -10.983 -29.601 -28.452 -3.383 1.026  -0.182 C4    147 6  
147 O4    O4    O 0  1 N N N -10.835 -30.878 -27.821 -3.829 1.036  1.176  O4    147 7  
147 C5    C5    C 0  1 N N R -12.359 -29.590 -29.176 -1.901 1.404  -0.240 C5    147 8  
147 C6    C6    C 0  1 N N N -12.500 -30.581 -30.301 -1.714 2.818  0.314  C6    147 9  
147 O6    O6    O 0  1 N N N -11.426 -30.503 -31.288 -0.352 3.218  0.150  O6    147 10 
147 O5    O5    O 0  1 N N N -13.434 -29.881 -28.263 -1.138 0.485  0.540  O5    147 11 
147 "O1'" "O1'" O 0  1 N N N -14.562 -29.381 -26.418 -0.298 -1.689 0.538  "O1'" 147 12 
147 "C1'" "C1'" C 0  1 Y N N -15.889 -29.259 -26.757 0.958  -1.207 0.345  "C1'" 147 13 
147 "C2'" "C2'" C 0  1 Y N N -16.791 -29.662 -25.754 2.050  -1.885 0.867  "C2'" 147 14 
147 "C3'" "C3'" C 0  1 Y N N -18.156 -29.618 -25.985 3.325  -1.394 0.669  "C3'" 147 15 
147 "C4'" "C4'" C 0  1 Y N N -18.572 -29.200 -27.202 3.515  -0.228 -0.049 "C4'" 147 16 
147 "C5'" "C5'" C 0  1 Y N N -17.730 -28.781 -28.231 2.428  0.450  -0.570 "C5'" 147 17 
147 "C6'" "C6'" C 0  1 Y N N -16.372 -28.792 -27.992 1.151  -0.040 -0.380 "C6'" 147 18 
147 "N1'" "N1'" N 1  1 N N N -19.991 -29.095 -27.378 4.883  0.297  -0.259 "N1'" 147 19 
147 "O2'" "O2'" O -1 1 N N N -20.714 -29.448 -26.505 5.840  -0.299 0.201  "O2'" 147 20 
147 "O3'" "O3'" O 0  1 N N N -20.402 -28.659 -28.444 5.051  1.324  -0.891 "O3'" 147 21 
147 H1    H1    H 0  1 N N N -13.955 -27.890 -27.831 -0.897 -0.667 -1.154 H1    147 22 
147 H2    H2    H 0  1 N N N -12.178 -29.553 -25.951 -2.922 -1.434 0.998  H2    147 23 
147 HO2   HO2   H 0  1 N N N -11.699 -27.362 -25.199 -2.045 -3.191 -0.188 HO2   147 24 
147 H3    H3    H 0  1 N N N -11.065 -27.533 -27.921 -3.324 -0.363 -1.834 H3    147 25 
147 HO3   HO3   H 0  1 N N N -9.178  -28.664 -27.024 -4.977 -1.696 -0.963 HO3   147 26 
147 H4    H4    H 0  1 N N N -10.121 -29.428 -29.139 -3.963 1.743  -0.762 H4    147 27 
147 HO4   HO4   H 0  1 N N N -10.779 -31.558 -28.481 -4.763 0.787  1.164  HO4   147 28 
147 H5    H5    H 0  1 N N N -12.412 -28.558 -29.595 -1.559 1.372  -1.275 H5    147 29 
147 H61   1H6   H 0  1 N N N -12.594 -31.618 -29.902 -1.972 2.831  1.373  H61   147 30 
147 H62   2H6   H 0  1 N N N -13.495 -30.479 -30.793 -2.363 3.508  -0.226 H62   147 31 
147 HO6   HO6   H 0  1 N N N -11.515 -31.128 -31.997 -0.278 4.112  0.511  HO6   147 32 
147 "H2'" "H2'" H 0  1 N N N -16.424 -30.016 -24.776 1.902  -2.796 1.429  "H2'" 147 33 
147 "H3'" "H3'" H 0  1 N N N -18.893 -29.908 -25.218 4.176  -1.921 1.076  "H3'" 147 34 
147 "H5'" "H5'" H 0  1 N N N -18.126 -28.450 -29.205 2.579  1.361  -1.131 "H5'" 147 35 
147 "H6'" "H6'" H 0  1 N N N -15.683 -28.433 -28.775 0.302  0.489  -0.788 "H6'" 147 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 
147 C1    C2    SING N N 1  
147 C1    O5    SING N N 2  
147 C1    "O1'" SING N N 3  
147 C1    H1    SING N N 4  
147 C2    O2    SING N N 5  
147 C2    C3    SING N N 6  
147 C2    H2    SING N N 7  
147 O2    HO2   SING N N 8  
147 C3    O3    SING N N 9  
147 C3    C4    SING N N 10 
147 C3    H3    SING N N 11 
147 O3    HO3   SING N N 12 
147 C4    O4    SING N N 13 
147 C4    C5    SING N N 14 
147 C4    H4    SING N N 15 
147 O4    HO4   SING N N 16 
147 C5    C6    SING N N 17 
147 C5    O5    SING N N 18 
147 C5    H5    SING N N 19 
147 C6    O6    SING N N 20 
147 C6    H61   SING N N 21 
147 C6    H62   SING N N 22 
147 O6    HO6   SING N N 23 
147 "O1'" "C1'" SING N N 24 
147 "C1'" "C2'" DOUB Y N 25 
147 "C1'" "C6'" SING Y N 26 
147 "C2'" "C3'" SING Y N 27 
147 "C2'" "H2'" SING N N 28 
147 "C3'" "C4'" DOUB Y N 29 
147 "C3'" "H3'" SING N N 30 
147 "C4'" "C5'" SING Y N 31 
147 "C4'" "N1'" SING N N 32 
147 "C5'" "C6'" DOUB Y N 33 
147 "C5'" "H5'" SING N N 34 
147 "C6'" "H6'" SING N N 35 
147 "N1'" "O2'" SING N N 36 
147 "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 
147 SMILES           ACDLabs              10.04 [O-][N+](=O)c2ccc(OC1OC(C(O)C(O)C1O)CO)cc2                                                                                 
147 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 
147 InChIKey         InChI                1.02b IFBHRQDFSNCLOZ-YBXAARCKBY                                                                                                  
147 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                                                           
147 SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2ccc(cc2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                  
147 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                                                          
147 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 
147 "SYSTEMATIC NAME" ACDLabs              10.04 "4-nitrophenyl beta-D-galactopyranoside"                               
147 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol 
# 
