data_F55 # _chem_comp.id F55 _chem_comp.name "N-{[(4-chlorophenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H17 Cl N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;N-{[(4-chlorophenyl)carbonyl]carbamoyl}-beta-D-glucosylamine; N-{[(4-chlorophenyl)carbonyl]carbamoyl}-D-glucosylamine; N-{[(4-chlorophenyl)carbonyl]carbamoyl}-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-12 _chem_comp.pdbx_modified_date 2020-07-17 _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_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 F55 "N-{[(4-chlorophenyl)carbonyl]carbamoyl}-beta-D-glucosylamine" PDB ? 2 F55 "N-{[(4-chlorophenyl)carbonyl]carbamoyl}-D-glucosylamine" PDB ? 3 F55 "N-{[(4-chlorophenyl)carbonyl]carbamoyl}-glucosylamine" PDB ? # # 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 1 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 H61 H6 H 0 1 N N N 32.286 19.352 29.028 5.946 -2.438 0.814 H61 F55 33 F55 H62 H6A H 0 1 N N N 31.259 18.975 27.599 4.742 -2.078 2.074 H62 F55 34 F55 HO6 HO6 H 0 1 N Y 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 Y 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 Y 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 Y 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 Y N 3 F55 C12 CL1 SING N N 4 F55 C12 C11 DOUB Y N 5 F55 C11 C10 SING Y N 6 F55 C10 C9 DOUB Y N 7 F55 C9 C8 SING N N 8 F55 C8 O8 DOUB N N 9 F55 C8 N2 SING N 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 H61 SING N N 34 F55 C6 H62 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 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" F55 InChI InChI 1.03 "InChI=1S/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" F55 InChIKey InChI 1.03 YTUMHTAWGXUOIS-BZNQNGANSA-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 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" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support F55 "CARBOHYDRATE ISOMER" D PDB ? F55 "CARBOHYDRATE RING" pyranose PDB ? F55 "CARBOHYDRATE ANOMER" beta PDB ? F55 "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F55 "Create component" 2008-02-12 RCSB F55 "Modify aromatic_flag" 2011-06-04 RCSB F55 "Modify descriptor" 2011-06-04 RCSB F55 "Other modification" 2020-07-03 RCSB F55 "Modify synonyms" 2020-07-17 RCSB F55 "Modify internal type" 2020-07-17 RCSB F55 "Modify linking type" 2020-07-17 RCSB F55 "Modify atom id" 2020-07-17 RCSB F55 "Modify component atom id" 2020-07-17 RCSB F55 "Modify leaving atom flag" 2020-07-17 RCSB ##