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 2011-06-04 _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 Y N 3 F59 C18 C19 DOUB Y N 4 F59 C19 C20 SING Y N 5 F59 C20 C15 DOUB Y N 6 F59 C15 C12 SING Y N 7 F59 C12 C13 DOUB Y N 8 F59 C12 C11 SING Y N 9 F59 C13 C14 SING Y N 10 F59 C14 C9 DOUB Y N 11 F59 C11 C10 DOUB Y N 12 F59 C10 C9 SING Y N 13 F59 C9 C8 SING N N 14 F59 C8 O8 DOUB N N 15 F59 C8 N2 SING N N 16 F59 N2 C7 SING N N 17 F59 C7 O7 DOUB N N 18 F59 C7 N1 SING N N 19 F59 N1 C1 SING N N 20 F59 C1 O5 SING N 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 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" F59 InChI InChI 1.03 "InChI=1S/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" F59 InChIKey InChI 1.03 ZINVIKWRSBKXJV-OGJJZOIMSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F59 "Create component" 2008-02-12 RCSB F59 "Modify aromatic_flag" 2011-06-04 RCSB F59 "Modify descriptor" 2011-06-04 RCSB #