data_F59
# 
_chem_comp.id                                    F59 
_chem_comp.name                                  N-[(biphenyl-4-ylcarbonyl)carbamoyl]-beta-D-glucopyranosylamine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 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                        402.398 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     F59 
_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        2QLN 
_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 
F59 C16 C16 C 0 1 Y N N 39.634 26.509 35.800 -7.002  -1.094 -1.282 C16 F59 1  
F59 C17 C17 C 0 1 Y N N 40.588 26.913 36.740 -8.336  -1.293 -1.572 C17 F59 2  
F59 C18 C18 C 0 1 Y N N 40.220 27.740 37.802 -9.308  -0.575 -0.899 C18 F59 3  
F59 C19 C19 C 0 1 Y N N 38.897 28.163 37.928 -8.949  0.347  0.068  C19 F59 4  
F59 C20 C20 C 0 1 Y N N 37.945 27.761 36.992 -7.618  0.554  0.367  C20 F59 5  
F59 C15 C15 C 0 1 Y N N 38.306 26.939 35.915 -6.634  -0.167 -0.308 C15 F59 6  
F59 C12 C12 C 0 1 Y N N 37.335 26.536 34.986 -5.202  0.052  0.009  C12 F59 7  
F59 C13 C13 C 0 1 Y N N 36.048 26.242 35.439 -4.838  0.980  0.984  C13 F59 8  
F59 C14 C14 C 0 1 Y N N 35.056 25.836 34.540 -3.509  1.184  1.279  C14 F59 9  
F59 C11 C11 C 0 1 Y N N 37.619 26.411 33.617 -4.220  -0.675 -0.665 C11 F59 10 
F59 C10 C10 C 0 1 Y N N 36.619 26.002 32.718 -2.891  -0.473 -0.372 C10 F59 11 
F59 C9  C9  C 0 1 Y N N 35.327 25.711 33.177 -2.524  0.461  0.601  C9  F59 12 
F59 C8  C8  C 0 1 N N N 34.173 25.250 32.250 -1.098  0.679  0.915  C8  F59 13 
F59 O8  O8  O 0 1 N N N 33.005 25.460 32.583 -0.780  1.488  1.765  O8  F59 14 
F59 N2  N2  N 0 1 N N N 34.530 24.613 31.121 -0.149  -0.020 0.261  N2  F59 15 
F59 C7  C7  C 0 1 N N N 33.647 24.134 30.219 1.152   0.179  0.548  C7  F59 16 
F59 O7  O7  O 0 1 N N N 32.425 24.234 30.362 1.470   0.988  1.398  O7  F59 17 
F59 N1  N1  N 0 1 N N N 34.160 23.534 29.139 2.101   -0.519 -0.106 N1  F59 18 
F59 C1  C1  C 0 1 N N R 33.248 22.970 28.106 3.516   -0.303 0.206  C1  F59 19 
F59 O5  O5  O 0 1 N N N 33.162 21.535 28.335 4.067   0.647  -0.709 O5  F59 20 
F59 C5  C5  C 0 1 N N R 32.139 20.905 27.549 5.443   0.951  -0.476 C5  F59 21 
F59 C6  C6  C 0 1 N N N 32.064 19.435 27.983 5.914   1.994  -1.492 C6  F59 22 
F59 O6  O6  O 0 1 N N N 33.148 18.686 27.422 5.214   3.220  -1.276 O6  F59 23 
F59 C4  C4  C 0 1 N N S 32.398 21.114 26.037 6.279   -0.322 -0.627 C4  F59 24 
F59 O4  O4  O 0 1 N N N 31.271 20.659 25.309 7.648   -0.032 -0.338 O4  F59 25 
F59 C3  C3  C 0 1 N N S 32.636 22.599 25.707 5.762   -1.381 0.352  C3  F59 26 
F59 O3  O3  O 0 1 N N N 33.047 22.721 24.347 6.489   -2.598 0.167  O3  F59 27 
F59 C2  C2  C 0 1 N N R 33.693 23.207 26.655 4.274   -1.627 0.083  C2  F59 28 
F59 O2  O2  O 0 1 N N N 33.882 24.608 26.412 3.764   -2.560 1.038  O2  F59 29 
F59 H16 H16 H 0 1 N N N 39.922 25.864 34.983 -6.244  -1.658 -1.805 H16 F59 30 
F59 H17 H17 H 0 1 N N N 41.612 26.584 36.644 -8.622  -2.011 -2.327 H17 F59 31 
F59 H18 H18 H 0 1 N N N 40.959 28.052 38.525 -10.351 -0.733 -1.130 H18 F59 32 
F59 H19 H19 H 0 1 N N N 38.610 28.802 38.750 -9.712  0.905  0.590  H19 F59 33 
F59 H20 H20 H 0 1 N N N 36.920 28.086 37.097 -7.339  1.274  1.123  H20 F59 34 
F59 H13 H13 H 0 1 N N N 35.816 26.328 36.490 -5.599  1.540  1.508  H13 F59 35 
F59 H14 H14 H 0 1 N N N 34.064 25.616 34.907 -3.227  1.903  2.034  H14 F59 36 
F59 H11 H11 H 0 1 N N N 38.612 26.630 33.252 -4.504  -1.397 -1.416 H11 F59 37 
F59 H10 H10 H 0 1 N N N 36.848 25.911 31.666 -2.131  -1.036 -0.894 H10 F59 38 
F59 HN2 HN2 H 0 1 N N N 35.505 24.487 30.939 -0.403  -0.665 -0.417 HN2 F59 39 
F59 HN1 HN1 H 0 1 N N N 35.151 23.465 29.026 1.847   -1.165 -0.784 HN1 F59 40 
F59 H1  H1  H 0 1 N N N 32.283 23.488 28.213 3.610   0.077  1.224  H1  F59 41 
F59 H5  H5  H 0 1 N N N 31.153 21.361 27.723 5.562   1.347  0.533  H5  F59 42 
F59 H6  H6  H 0 1 N N N 32.120 19.381 29.080 6.984   2.161  -1.372 H6  F59 43 
F59 H6A H6A H 0 1 N N N 31.116 19.008 27.625 5.713   1.634  -2.501 H6A F59 44 
F59 HO6 HO6 H 0 1 N N N 32.976 18.520 26.502 5.462   3.928  -1.886 HO6 F59 45 
F59 H4  H4  H 0 1 N N N 33.299 20.547 25.760 6.193   -0.696 -1.647 H4  F59 46 
F59 HO4 HO4 H 0 1 N N N 30.533 20.557 25.898 8.236   -0.796 -0.414 HO4 F59 47 
F59 H3  H3  H 0 1 N N N 31.698 23.155 25.851 5.896   -1.029 1.375  H3  F59 48 
F59 HO3 HO3 H 0 1 N N N 32.281 22.748 23.785 6.213   -3.314 0.756  HO3 F59 49 
F59 H2  H2  H 0 1 N N N 34.659 22.715 26.470 4.147   -2.027 -0.923 H2  F59 50 
F59 HO2 HO2 H 0 1 N N N 33.924 25.071 27.241 2.824   -2.759 0.929  HO2 F59 51 
# 
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 
F59 C16 C17 DOUB Y N 1  
F59 C16 C15 SING Y N 2  
F59 C17 C18 SING N N 3  
F59 C18 C19 DOUB Y N 4  
F59 C19 C20 SING N N 5  
F59 C20 C15 DOUB Y N 6  
F59 C15 C12 SING N N 7  
F59 C12 C13 DOUB Y N 8  
F59 C12 C11 SING N N 9  
F59 C13 C14 SING Y N 10 
F59 C14 C9  DOUB N N 11 
F59 C11 C10 DOUB N N 12 
F59 C10 C9  SING Y N 13 
F59 C9  C8  SING Y N 14 
F59 C8  O8  DOUB Y N 15 
F59 C8  N2  SING N N 16 
F59 N2  C7  SING Y N 17 
F59 C7  O7  DOUB N N 18 
F59 C7  N1  SING Y N 19 
F59 N1  C1  SING N N 20 
F59 C1  O5  SING Y N 21 
F59 C1  C2  SING N N 22 
F59 O5  C5  SING N N 23 
F59 C5  C6  SING N N 24 
F59 C5  C4  SING N N 25 
F59 C6  O6  SING N N 26 
F59 C4  O4  SING N N 27 
F59 C4  C3  SING N N 28 
F59 C3  O3  SING N N 29 
F59 C3  C2  SING N N 30 
F59 C2  O2  SING N N 31 
F59 C16 H16 SING N N 32 
F59 C17 H17 SING N N 33 
F59 C18 H18 SING N N 34 
F59 C19 H19 SING N N 35 
F59 C20 H20 SING N N 36 
F59 C13 H13 SING N N 37 
F59 C14 H14 SING N N 38 
F59 C11 H11 SING N N 39 
F59 C10 H10 SING N N 40 
F59 N2  HN2 SING N N 41 
F59 N1  HN1 SING N N 42 
F59 C1  H1  SING N N 43 
F59 C5  H5  SING N N 44 
F59 C6  H6  SING N N 45 
F59 C6  H6A SING N N 46 
F59 O6  HO6 SING N N 47 
F59 C4  H4  SING N N 48 
F59 O4  HO4 SING N N 49 
F59 C3  H3  SING N N 50 
F59 O3  HO3 SING N N 51 
F59 C2  H2  SING N N 52 
F59 O2  HO2 SING N N 53 
# 
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 
F59 SMILES           ACDLabs              10.04 O=C(NC1OC(C(O)C(O)C1O)CO)NC(=O)c3ccc(c2ccccc2)cc3                                                                                                                                          
F59 InChI            InChI                1.02b InChI=1/C20H22N2O7/c23-10-14-15(24)16(25)17(26)19(29-14)22-20(28)21-18(27)13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-9,14-17,19,23-26H,10H2,(H2,21,22,27,28)/t14-,15-,16+,17-,19-/m1/s1/f/h21-22H 
F59 InChIKey         InChI                1.02b ZINVIKWRSBKXJV-ZHUKYLRIDM                                                                                                                                                                  
F59 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](NC(=O)NC(=O)c2ccc(cc2)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]1O                                                                                                                   
F59 SMILES           CACTVS               3.341 OC[CH]1O[CH](NC(=O)NC(=O)c2ccc(cc2)c3ccccc3)[CH](O)[CH](O)[CH]1O                                                                                                                           
F59 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2ccc(cc2)C(=O)NC(=O)N[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O                                                                                                                
F59 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2ccc(cc2)C(=O)NC(=O)NC3C(C(C(C(O3)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 
F59 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(biphenyl-4-ylcarbonyl)carbamoyl]-beta-D-glucopyranosylamine                               
F59 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-phenyl-N-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl]benzamide 
# 
