data_F85 # _chem_comp.id F85 _chem_comp.name "N-[(4-tert-butylbenzoyl)carbamoyl]-beta-D-glucopyranosylamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H26 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-22 _chem_comp.pdbx_modified_date 2013-12-06 _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 382.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F85 _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 3ZCR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 F85 C1 C1 C 0 1 N N R 33.336 22.965 28.011 2.958 0.322 -0.177 C1 F85 1 F85 N1 N1 N 0 1 N N N 34.251 23.644 28.956 1.556 0.506 0.207 N1 F85 2 F85 C2 C2 C 0 1 N N R 33.803 23.142 26.559 3.743 1.601 0.123 C2 F85 3 F85 N2 N2 N 0 1 N N N 34.728 24.782 30.854 -0.712 0.100 -0.165 N2 F85 4 F85 O2 O2 O 0 1 N N N 34.038 24.528 26.277 3.223 2.676 -0.663 O2 F85 5 F85 C3 C3 C 0 1 N N S 32.734 22.549 25.617 5.218 1.380 -0.225 C3 F85 6 F85 O3 O3 O 0 1 N N N 33.163 22.615 24.257 5.970 2.544 0.121 O3 F85 7 F85 C4 C4 C 0 1 N N S 32.437 21.083 25.996 5.742 0.177 0.566 C4 F85 8 F85 O4 O4 O 0 1 N N N 31.297 20.627 25.265 7.098 -0.083 0.196 O4 F85 9 F85 C5 C5 C 0 1 N N R 32.184 20.918 27.516 4.881 -1.047 0.249 C5 F85 10 F85 O5 O5 O 0 1 N N N 33.249 21.528 28.292 3.517 -0.764 0.566 O5 F85 11 F85 C6 C6 C 0 1 N N N 32.098 19.440 27.950 5.361 -2.239 1.080 C6 F85 12 F85 O6 O6 O 0 1 N N N 33.188 18.718 27.370 4.634 -3.409 0.700 O6 F85 13 F85 C7 C7 C 0 1 N N N 33.795 24.186 30.085 0.577 -0.071 -0.518 C7 F85 14 F85 O7 O7 O 0 1 N N N 32.593 24.141 30.375 0.858 -0.744 -1.490 O7 F85 15 F85 C8 C8 C 0 1 N N N 34.514 25.378 32.039 -1.691 -0.477 -0.890 C8 F85 16 F85 O8 O8 O 0 1 N N N 33.415 25.488 32.586 -1.411 -1.151 -1.862 O8 F85 17 F85 C9 C9 C 0 1 Y N N 35.766 25.994 32.703 -3.105 -0.291 -0.503 C9 F85 18 F85 C10 C10 C 0 1 Y N N 36.801 26.508 31.912 -4.121 -0.887 -1.252 C10 F85 19 F85 C11 C11 C 0 1 Y N N 37.929 27.070 32.513 -5.439 -0.709 -0.885 C11 F85 20 F85 C12 C12 C 0 1 Y N N 38.041 27.140 33.911 -5.754 0.059 0.222 C12 F85 21 F85 C13 C13 C 0 1 Y N N 36.989 26.639 34.694 -4.752 0.653 0.968 C13 F85 22 F85 C14 C14 C 0 1 Y N N 35.860 26.070 34.094 -3.430 0.478 0.616 C14 F85 23 F85 C15 C15 C 0 1 N N N 39.305 27.789 34.558 -7.196 0.250 0.617 C15 F85 24 F85 C16 C16 C 0 1 N N N 40.490 26.840 34.429 -7.827 -1.111 0.917 C16 F85 25 F85 C17 C17 C 0 1 N N N 39.595 29.083 33.800 -7.271 1.133 1.864 C17 F85 26 F85 C18 C18 C 0 1 N N N 39.067 28.116 36.038 -7.954 0.922 -0.530 C18 F85 27 F85 H1 H1 H 0 1 N N N 32.334 23.410 28.105 3.017 0.101 -1.243 H1 F85 28 F85 HN1 HN1 H 0 1 N N N 35.227 23.697 28.744 1.333 1.044 0.982 HN1 F85 29 F85 H2 H2 H 0 1 N N N 34.735 22.573 26.424 3.649 1.846 1.181 H2 F85 30 F85 HN2 HN2 H 0 1 N N N 35.667 24.780 30.510 -0.936 0.637 0.611 HN2 F85 31 F85 HO2 HO2 H 0 1 N N N 34.326 24.624 25.377 2.290 2.868 -0.498 HO2 F85 32 F85 H3 H3 H 0 1 N N N 31.808 23.129 25.742 5.316 1.186 -1.293 H3 F85 33 F85 HO3 HO3 H 0 1 N N N 32.492 22.246 23.695 5.687 3.347 -0.339 HO3 F85 34 F85 H4 H4 H 0 1 N N N 33.314 20.476 25.729 5.692 0.393 1.633 H4 F85 35 F85 HO4 HO4 H 0 1 N N N 31.112 19.724 25.497 7.701 0.654 0.364 HO4 F85 36 F85 H5 H5 H 0 1 N N N 31.228 21.405 27.760 4.965 -1.286 -0.811 H5 F85 37 F85 H6 H6 H 0 1 N N N 32.154 19.374 29.047 6.425 -2.399 0.905 H6 F85 38 F85 H6A H6A H 0 1 N N N 31.146 19.010 27.605 5.194 -2.034 2.138 H6A F85 39 F85 HO6 HO6 H 0 1 N N N 33.141 17.807 27.634 4.887 -4.205 1.188 HO6 F85 40 F85 H10 H10 H 0 1 N N N 36.727 26.470 30.835 -3.876 -1.486 -2.116 H10 F85 41 F85 H11 H11 H 0 1 N N N 38.726 27.456 31.895 -6.226 -1.169 -1.463 H11 F85 42 F85 H13 H13 H 0 1 N N N 37.052 26.693 35.771 -5.005 1.252 1.831 H13 F85 43 F85 H14 H14 H 0 1 N N N 35.059 25.688 34.709 -2.648 0.938 1.203 H14 F85 44 F85 H16 H16 H 0 1 N N N 41.379 27.299 34.885 -7.287 -1.590 1.734 H16 F85 45 F85 H16A H16A H 0 0 N N N 40.261 25.895 34.943 -8.870 -0.974 1.202 H16A F85 46 F85 H16B H16B H 0 0 N N N 40.686 26.640 33.365 -7.774 -1.740 0.028 H16B F85 47 F85 H17 H17 H 0 1 N N N 40.483 29.569 34.230 -6.822 2.102 1.650 H17 F85 48 F85 H17A H17A H 0 0 N N N 39.780 28.853 32.740 -8.314 1.270 2.149 H17A F85 49 F85 H17B H17B H 0 0 N N N 38.731 29.758 33.883 -6.732 0.654 2.681 H17B F85 50 F85 H18 H18 H 0 1 N N N 39.974 28.571 36.464 -7.901 0.293 -1.419 H18 F85 51 F85 H18A H18A H 0 0 N N N 38.227 28.820 36.127 -8.997 1.060 -0.245 H18A F85 52 F85 H18B H18B H 0 0 N N N 38.830 27.191 36.584 -7.505 1.891 -0.744 H18B F85 53 # 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 F85 C1 N1 SING N N 1 F85 C1 C2 SING N N 2 F85 C1 O5 SING N N 3 F85 N1 C7 SING N N 4 F85 C2 O2 SING N N 5 F85 C2 C3 SING N N 6 F85 N2 C7 SING N N 7 F85 N2 C8 SING N N 8 F85 C3 O3 SING N N 9 F85 C3 C4 SING N N 10 F85 C4 O4 SING N N 11 F85 C4 C5 SING N N 12 F85 C5 O5 SING N N 13 F85 C5 C6 SING N N 14 F85 C6 O6 SING N N 15 F85 C7 O7 DOUB N N 16 F85 C8 O8 DOUB N N 17 F85 C8 C9 SING N N 18 F85 C9 C10 DOUB Y N 19 F85 C9 C14 SING Y N 20 F85 C10 C11 SING Y N 21 F85 C11 C12 DOUB Y N 22 F85 C12 C13 SING Y N 23 F85 C12 C15 SING N N 24 F85 C13 C14 DOUB Y N 25 F85 C15 C16 SING N N 26 F85 C15 C17 SING N N 27 F85 C15 C18 SING N N 28 F85 C1 H1 SING N N 29 F85 N1 HN1 SING N N 30 F85 C2 H2 SING N N 31 F85 N2 HN2 SING N N 32 F85 O2 HO2 SING N N 33 F85 C3 H3 SING N N 34 F85 O3 HO3 SING N N 35 F85 C4 H4 SING N N 36 F85 O4 HO4 SING N N 37 F85 C5 H5 SING N N 38 F85 C6 H6 SING N N 39 F85 C6 H6A SING N N 40 F85 O6 HO6 SING N N 41 F85 C10 H10 SING N N 42 F85 C11 H11 SING N N 43 F85 C13 H13 SING N N 44 F85 C14 H14 SING N N 45 F85 C16 H16 SING N N 46 F85 C16 H16A SING N N 47 F85 C16 H16B SING N N 48 F85 C17 H17 SING N N 49 F85 C17 H17A SING N N 50 F85 C17 H17B SING N N 51 F85 C18 H18 SING N N 52 F85 C18 H18A SING N N 53 F85 C18 H18B SING N N 54 # 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 F85 SMILES ACDLabs 12.01 "O=C(NC1OC(C(O)C(O)C1O)CO)NC(=O)c2ccc(cc2)C(C)(C)C" F85 InChI InChI 1.03 "InChI=1S/C18H26N2O7/c1-18(2,3)10-6-4-9(5-7-10)15(25)19-17(26)20-16-14(24)13(23)12(22)11(8-21)27-16/h4-7,11-14,16,21-24H,8H2,1-3H3,(H2,19,20,25,26)/t11-,12-,13+,14-,16-/m1/s1" F85 InChIKey InChI 1.03 VMCPCJUGMOJLFS-XYFZXANASA-N F85 SMILES_CANONICAL CACTVS 3.370 "CC(C)(C)c1ccc(cc1)C(=O)NC(=O)N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O" F85 SMILES CACTVS 3.370 "CC(C)(C)c1ccc(cc1)C(=O)NC(=O)N[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O" F85 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1ccc(cc1)C(=O)NC(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" F85 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1ccc(cc1)C(=O)NC(=O)NC2C(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 F85 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(4-tert-butylbenzoyl)carbamoyl]-beta-D-glucopyranosylamine" F85 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-tert-butyl-N-[[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)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 F85 "Create component" 2012-11-22 EBI F85 "Initial release" 2013-12-11 RCSB #