data_NBY
# 
_chem_comp.id                                    NBY 
_chem_comp.name                                  N-{[(4-nitrophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 N3 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-13 
_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                        371.299 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NBY 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2QN8 
_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 
NBY O5  O5  O 0  1 N N N 19.261 12.530 59.156 -3.288 -0.746 -0.590 O5  NBY 1  
NBY C1  C1  C 0  1 N N R 18.442 13.360 58.238 -2.728 0.315  0.186  C1  NBY 2  
NBY C2  C2  C 0  1 N N R 17.021 13.646 58.846 -3.519 1.602  -0.063 C2  NBY 3  
NBY O2  O2  O 0  1 N N N 16.229 14.453 57.954 -2.996 2.650  0.756  O2  NBY 4  
NBY C3  C3  C 0  1 N N S 17.208 14.369 60.215 -4.991 1.363  0.288  C3  NBY 5  
NBY O3  O3  O 0  1 N N N 15.926 14.653 60.806 -5.750 2.536  -0.011 O3  NBY 6  
NBY C4  C4  C 0  1 N N S 18.065 13.470 61.144 -5.517 0.187  -0.540 C4  NBY 7  
NBY O4  O4  O 0  1 N N N 18.267 14.098 62.434 -6.869 -0.092 -0.168 O4  NBY 8  
NBY C5  C5  C 0  1 N N R 19.458 13.164 60.472 -4.649 -1.045 -0.272 C5  NBY 9  
NBY C6  C6  C 0  1 N N N 20.336 12.232 61.380 -5.132 -2.209 -1.140 C6  NBY 10 
NBY O6  O6  O 0  1 N N N 19.627 10.984 61.645 -4.397 -3.388 -0.808 O6  NBY 11 
NBY N1  N1  N 0  1 N N N 18.300 12.683 56.955 -1.330 0.518  -0.201 N1  NBY 12 
NBY C7  C7  C 0  1 N N N 18.890 13.181 55.878 -0.343 -0.080 0.495  C7  NBY 13 
NBY O7  O7  O 0  1 N N N 19.569 14.233 55.951 -0.613 -0.788 1.446  O7  NBY 14 
NBY N2  N2  N 0  1 N N N 18.767 12.527 54.634 0.943  0.107  0.139  N2  NBY 15 
NBY C8  C8  C 0  1 N N N 18.062 11.415 54.487 1.929  -0.491 0.835  C8  NBY 16 
NBY O8  O8  O 0  1 N N N 17.460 10.896 55.439 1.659  -1.199 1.785  O8  NBY 17 
NBY C9  C9  C 0  1 Y N N 17.963 10.724 53.137 3.339  -0.287 0.444  C9  NBY 18 
NBY C10 C10 C 0  1 Y N N 17.186 9.504  52.994 4.364  -0.905 1.164  C10 NBY 19 
NBY C11 C11 C 0  1 Y N N 17.088 8.831  51.733 5.678  -0.709 0.793  C11 NBY 20 
NBY C12 C12 C 0  1 Y N N 17.759 9.346  50.550 5.982  0.098  -0.289 C12 NBY 21 
NBY C13 C13 C 0  1 Y N N 18.540 10.582 50.703 4.972  0.713  -1.007 C13 NBY 22 
NBY C14 C14 C 0  1 Y N N 18.638 11.260 51.976 3.653  0.521  -0.650 C14 NBY 23 
NBY N3  N3  N 1  1 N N N 17.666 8.686  49.323 7.395  0.308  -0.677 N3  NBY 24 
NBY O9  O9  O 0  1 N N N 18.226 9.119  48.352 7.666  1.022  -1.626 O9  NBY 25 
NBY O10 O10 O -1 1 N N N 17.001 7.645  49.227 8.287  -0.232 -0.047 O10 NBY 26 
NBY H1  H1  H 0  1 N N N 18.956 14.322 58.095 -2.778 0.057  1.244  H1  NBY 27 
NBY H2  H2  H 0  1 N N N 16.486 12.696 58.991 -3.436 1.882  -1.113 H2  NBY 28 
NBY HO2 HO2 H 0  1 N N N 16.055 15.295 58.358 -2.065 2.851  0.590  HO2 NBY 29 
NBY H3  H3  H 0  1 N N N 17.727 15.328 60.066 -5.079 1.132  1.350  H3  NBY 30 
NBY HO3 HO3 H 0  1 N N N 16.019 14.716 61.749 -5.465 3.323  0.474  HO3 NBY 31 
NBY H4  H4  H 0  1 N N N 17.523 12.526 61.299 -5.476 0.439  -1.599 H4  NBY 32 
NBY HO4 HO4 H 0  1 N N N 18.311 13.430 63.108 -7.475 0.649  -0.307 HO4 NBY 33 
NBY H5  H5  H 0  1 N N N 19.986 14.120 60.343 -4.724 -1.321 0.780  H5  NBY 34 
NBY H16 H16 H 0  1 N N N 21.283 12.010 60.866 -6.194 -2.379 -0.962 H16 NBY 35 
NBY H26 H26 H 0  1 N N N 20.539 12.742 62.333 -4.974 -1.967 -2.192 H26 NBY 36 
NBY HO6 HO6 H 0  1 N N N 19.473 10.527 60.827 -4.651 -4.168 -1.321 HO6 NBY 37 
NBY HN1 HN1 H 0  1 N N N 17.759 11.845 56.888 -1.114 1.083  -0.960 HN1 NBY 38 
NBY HN2 HN2 H 0  1 N N N 19.228 12.916 53.836 1.159  0.672  -0.620 HN2 NBY 39 
NBY H10 H10 H 0  1 N N N 16.674 9.098  53.853 4.128  -1.534 2.009  H10 NBY 40 
NBY H11 H11 H 0  1 N N N 16.505 7.925  51.660 6.471  -1.187 1.349  H11 NBY 41 
NBY H13 H13 H 0  1 N N N 19.052 10.993 49.845 5.216  1.342  -1.850 H13 NBY 42 
NBY H14 H14 H 0  1 N N N 19.216 12.168 52.060 2.866  1.002  -1.212 H14 NBY 43 
# 
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 
NBY O9  N3  DOUB N N 1  
NBY O10 N3  SING N N 2  
NBY N3  C12 SING N N 3  
NBY C12 C13 DOUB N N 4  
NBY C12 C11 SING N N 5  
NBY C13 C14 SING N N 6  
NBY C11 C10 DOUB N N 7  
NBY C14 C9  DOUB N N 8  
NBY C10 C9  SING N N 9  
NBY C9  C8  SING N N 10 
NBY C8  N2  SING N N 11 
NBY C8  O8  DOUB N N 12 
NBY N2  C7  SING N N 13 
NBY C7  O7  DOUB N N 14 
NBY C7  N1  SING N N 15 
NBY N1  C1  SING N N 16 
NBY O2  C2  SING N N 17 
NBY C1  C2  SING N N 18 
NBY C1  O5  SING N N 19 
NBY C2  C3  SING N N 20 
NBY O5  C5  SING N N 21 
NBY C3  O3  SING N N 22 
NBY C3  C4  SING N N 23 
NBY C5  C4  SING N N 24 
NBY C5  C6  SING N N 25 
NBY C4  O4  SING N N 26 
NBY C6  O6  SING N N 27 
NBY C1  H1  SING N N 28 
NBY C2  H2  SING N N 29 
NBY O2  HO2 SING N N 30 
NBY C3  H3  SING N N 31 
NBY O3  HO3 SING Y N 32 
NBY C4  H4  SING N N 33 
NBY O4  HO4 SING Y N 34 
NBY C5  H5  SING N N 35 
NBY C6  H16 SING Y N 36 
NBY C6  H26 SING Y N 37 
NBY O6  HO6 SING Y N 38 
NBY N1  HN1 SING N N 39 
NBY N2  HN2 SING Y N 40 
NBY C10 H10 SING N N 41 
NBY C11 H11 SING N N 42 
NBY C13 H13 SING N N 43 
NBY C14 H14 SING N N 44 
# 
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 
NBY SMILES           ACDLabs              10.04 O=C(NC1OC(C(O)C(O)C1O)CO)NC(=O)c2ccc([N+]([O-])=O)cc2                                                                                                                    
NBY InChI            InChI                1.02b InChI=1/C14H17N3O9/c18-5-8-9(19)10(20)11(21)13(26-8)16-14(23)15-12(22)6-1-3-7(4-2-6)17(24)25/h1-4,8-11,13,18-21H,5H2,(H2,15,16,22,23)/t8-,9-,10+,11-,13-/m1/s1/f/h15-16H 
NBY InChIKey         InChI                1.02b TXVZHPDFTXBTMX-ZVBORTNYDR                                                                                                                                                
NBY SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](NC(=O)NC(=O)c2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O                                                                                             
NBY SMILES           CACTVS               3.341 OC[CH]1O[CH](NC(=O)NC(=O)c2ccc(cc2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O                                                                                                     
NBY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[N+](=O)[O-]                                                                                            
NBY SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(=O)NC2C(C(C(C(O2)CO)O)O)O)[N+](=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 
NBY "SYSTEMATIC NAME" ACDLabs              10.04 N-{[(4-nitrophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine                            
NBY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-nitro-N-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl]benzamide 
# 
