data_F55
# 
_chem_comp.id                                    F55 
_chem_comp.name                                  N-{[(4-chlorophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 Cl N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-12 
_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                        360.747 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     F55 
_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        2QN3 
_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 
F55 C14 C14 C  0 1 Y N N 35.824 25.853 34.207 -4.623 -0.816 -1.129 C14 F55 1  
F55 C13 C13 C  0 1 Y N N 36.952 26.321 34.882 -5.932 -0.632 -0.736 C13 F55 2  
F55 C12 C12 C  0 1 Y N N 38.056 26.764 34.153 -6.222 0.125  0.386  C12 F55 3  
F55 CL1 CL1 CL 0 0 N N N 39.461 27.344 34.989 -7.873 0.352  0.874  CL1 F55 4  
F55 C11 C11 C  0 1 Y N N 38.037 26.742 32.759 -5.200 0.703  1.122  C11 F55 5  
F55 C10 C10 C  0 1 Y N N 36.907 26.275 32.083 -3.887 0.526  0.739  C10 F55 6  
F55 C9  C9  C  0 1 Y N N 35.800 25.828 32.810 -3.589 -0.237 -0.392 C9  F55 7  
F55 C8  C8  C  0 1 N N N 34.549 25.304 32.084 -2.184 -0.430 -0.807 C8  F55 8  
F55 O8  O8  O  0 1 N N N 33.432 25.469 32.580 -1.927 -1.094 -1.791 O8  F55 9  
F55 N2  N2  N  0 1 N N N 34.796 24.679 30.919 -1.188 0.131  -0.093 N2  F55 10 
F55 C7  C7  C  0 1 N N N 33.862 24.136 30.119 0.094  -0.045 -0.472 C7  F55 11 
F55 O7  O7  O  0 1 N N N 32.655 24.165 30.384 0.351  -0.709 -1.457 O7  F55 12 
F55 N1  N1  N  0 1 N N N 34.318 23.562 29.000 1.090  0.516  0.241  N1  F55 13 
F55 C1  C1  C  0 1 N N R 33.387 22.928 28.025 2.483  0.324  -0.170 C1  F55 14 
F55 O5  O5  O  0 1 N N N 33.352 21.500 28.253 3.046  -0.774 0.549  O5  F55 15 
F55 C5  C5  C  0 1 N N R 32.280 20.880 27.494 4.402  -1.065 0.203  C5  F55 16 
F55 C6  C6  C  0 1 N N N 32.213 19.409 27.932 4.887  -2.271 1.011  C6  F55 17 
F55 O6  O6  O  0 1 N N N 33.295 18.677 27.346 4.143  -3.430 0.631  O6  F55 18 
F55 C4  C4  C  0 1 N N S 32.499 21.058 25.972 5.280  0.148  0.520  C4  F55 19 
F55 O4  O4  O  0 1 N N N 31.339 20.610 25.260 6.626  -0.119 0.122  O4  F55 20 
F55 C3  C3  C  0 1 N N S 32.796 22.526 25.598 4.751  1.365  -0.246 C3  F55 21 
F55 O3  O3  O  0 1 N N N 33.298 22.576 24.257 5.519  2.519  0.101  O3  F55 22 
F55 C2  C2  C  0 1 N N R 33.817 23.161 26.565 3.284  1.594  0.132  C2  F55 23 
F55 O2  O2  O  0 1 N N N 33.964 24.561 26.299 2.759  2.682  -0.631 O2  F55 24 
F55 H14 H14 H  0 1 N N N 34.966 25.509 34.766 -4.399 -1.411 -2.002 H14 F55 25 
F55 H13 H13 H  0 1 N N N 36.970 26.340 35.962 -6.734 -1.080 -1.306 H13 F55 26 
F55 H11 H11 H  0 1 N N N 38.896 27.086 32.202 -5.432 1.293  1.996  H11 F55 27 
F55 H10 H10 H  0 1 N N N 36.889 26.259 31.003 -3.091 0.977  1.313  H10 F55 28 
F55 HN2 HN2 H  0 1 N N N 35.749 24.613 30.625 -1.393 0.661  0.693  HN2 F55 29 
F55 HN1 HN1 H  0 1 N N N 35.301 23.558 28.815 0.885  1.046  1.027  HN1 F55 30 
F55 H1  H1  H  0 1 N N N 32.400 23.388 28.178 2.521  0.116  -1.240 H1  F55 31 
F55 H5  H5  H  0 1 N N N 31.312 21.361 27.697 4.465  -1.292 -0.861 H5  F55 32 
F55 H6  H6  H  0 1 N N N 32.286 19.352 29.028 5.946  -2.438 0.814  H6  F55 33 
F55 H6A H6A H  0 1 N N N 31.259 18.975 27.599 4.742  -2.078 2.074  H6A F55 34 
F55 HO6 HO6 H  0 1 N N N 33.108 18.515 26.429 4.398  -4.234 1.104  HO6 F55 35 
F55 H4  H4  H  0 1 N N N 33.374 20.454 25.690 5.250  0.350  1.591  H4  F55 36 
F55 HO4 HO4 H  0 1 N N N 30.614 20.511 25.866 7.238  0.610  0.293  HO4 F55 37 
F55 H3  H3  H  0 1 N N N 31.861 23.101 25.674 4.829  1.183  -1.317 H3  F55 38 
F55 HO3 HO3 H  0 1 N N N 32.570 22.587 23.646 5.238  3.328  -0.349 HO3 F55 39 
F55 H2  H2  H  0 1 N N N 34.793 22.679 26.407 3.213  1.825  1.194  H2  F55 40 
F55 HO2 HO2 H  0 1 N N N 33.997 25.038 27.120 1.831  2.880  -0.447 HO2 F55 41 
# 
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 
F55 C14 C13 DOUB Y N 1  
F55 C14 C9  SING Y N 2  
F55 C13 C12 SING N N 3  
F55 C12 CL1 SING Y N 4  
F55 C12 C11 DOUB N N 5  
F55 C11 C10 SING N N 6  
F55 C10 C9  DOUB Y N 7  
F55 C9  C8  SING Y N 8  
F55 C8  O8  DOUB N N 9  
F55 C8  N2  SING Y N 10 
F55 N2  C7  SING N N 11 
F55 C7  O7  DOUB N N 12 
F55 C7  N1  SING N N 13 
F55 N1  C1  SING N N 14 
F55 C1  O5  SING N N 15 
F55 C1  C2  SING N N 16 
F55 O5  C5  SING N N 17 
F55 C5  C6  SING N N 18 
F55 C5  C4  SING N N 19 
F55 C6  O6  SING N N 20 
F55 C4  O4  SING N N 21 
F55 C4  C3  SING N N 22 
F55 C3  O3  SING N N 23 
F55 C3  C2  SING N N 24 
F55 C2  O2  SING N N 25 
F55 C14 H14 SING N N 26 
F55 C13 H13 SING N N 27 
F55 C11 H11 SING N N 28 
F55 C10 H10 SING N N 29 
F55 N2  HN2 SING N N 30 
F55 N1  HN1 SING N N 31 
F55 C1  H1  SING N N 32 
F55 C5  H5  SING N N 33 
F55 C6  H6  SING N N 34 
F55 C6  H6A SING N N 35 
F55 O6  HO6 SING N N 36 
F55 C4  H4  SING N N 37 
F55 O4  HO4 SING N N 38 
F55 C3  H3  SING N N 39 
F55 O3  HO3 SING N N 40 
F55 C2  H2  SING N N 41 
F55 O2  HO2 SING N N 42 
# 
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 
F55 SMILES           ACDLabs              10.04 O=C(NC1OC(C(O)C(O)C1O)CO)NC(=O)c2ccc(Cl)cc2                                                                                                                           
F55 InChI            InChI                1.02b InChI=1/C14H17ClN2O7/c15-7-3-1-6(2-4-7)12(22)16-14(23)17-13-11(21)10(20)9(19)8(5-18)24-13/h1-4,8-11,13,18-21H,5H2,(H2,16,17,22,23)/t8-,9-,10+,11-,13-/m1/s1/f/h16-17H 
F55 InChIKey         InChI                1.02b YTUMHTAWGXUOIS-ZGBLLVJKDW                                                                                                                                             
F55 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](NC(=O)NC(=O)c2ccc(Cl)cc2)[C@H](O)[C@@H](O)[C@@H]1O                                                                                                    
F55 SMILES           CACTVS               3.341 OC[CH]1O[CH](NC(=O)NC(=O)c2ccc(Cl)cc2)[CH](O)[CH](O)[CH]1O                                                                                                            
F55 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)Cl                                                                                                   
F55 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(=O)NC2C(C(C(C(O2)CO)O)O)O)Cl                                                                                                                         
# 
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 
F55 "SYSTEMATIC NAME" ACDLabs              10.04 N-{[(4-chlorophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine                            
F55 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-chloro-N-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl]benzamide 
# 
