data_8GP # _chem_comp.id 8GP _chem_comp.name "N-[(cyclopropylamino)(oxo)acetyl]-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H18 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;N-(BETA-D-GLUCOPYRANOSYL)-N'-CYCLOPROPYL OXALAMIDE; N-[(cyclopropylamino)(oxo)acetyl]-beta-D-glucosylamine; N-[(cyclopropylamino)(oxo)acetyl]-D-glucosylamine; N-[(cyclopropylamino)(oxo)acetyl]-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-25 _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 290.270 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8GP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2F3U _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 8GP "N-(BETA-D-GLUCOPYRANOSYL)-N'-CYCLOPROPYL OXALAMIDE" PDB ? 2 8GP "N-[(cyclopropylamino)(oxo)acetyl]-beta-D-glucosylamine" PDB ? 3 8GP "N-[(cyclopropylamino)(oxo)acetyl]-D-glucosylamine" PDB ? 4 8GP "N-[(cyclopropylamino)(oxo)acetyl]-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 8GP C1 C1 C 0 1 N N R 33.414 22.705 27.899 -0.894 -0.308 -0.064 C1 8GP 1 8GP C2 C2 C 0 1 N N R 33.743 22.948 26.424 -1.777 -1.522 0.232 C2 8GP 2 8GP O2 O2 O 0 1 N N N 33.911 24.356 26.237 -1.206 -2.687 -0.367 O2 8GP 3 8GP C3 C3 C 0 1 N N S 32.566 22.466 25.574 -3.174 -1.277 -0.349 C3 8GP 4 8GP O3 O3 O 0 1 N N N 32.879 22.639 24.189 -4.051 -2.334 0.047 O3 8GP 5 8GP C4 C4 C 0 1 N N S 32.291 20.988 25.857 -3.700 0.059 0.187 C4 8GP 6 8GP O4 O4 O 0 1 N N N 31.083 20.610 25.191 -4.936 0.379 -0.455 O4 8GP 7 8GP C5 C5 C 0 1 N N R 32.136 20.760 27.365 -2.672 1.154 -0.107 C5 8GP 8 8GP O5 O5 O 0 1 N N N 33.273 21.282 28.078 -1.445 0.853 0.554 O5 8GP 9 8GP C6 C6 C 0 1 N N N 31.940 19.262 27.614 -3.203 2.499 0.393 C6 8GP 10 8GP O6 O6 O 0 1 N N N 33.149 18.541 27.352 -2.299 3.539 0.013 O6 8GP 11 8GP N1 N1 N 0 1 N N N 34.540 23.204 28.724 0.453 -0.548 0.461 N1 8GP 12 8GP C7 C7 C 0 1 N N N 34.296 23.635 29.960 1.528 -0.078 -0.202 C7 8GP 13 8GP O7 O7 O 0 1 N N N 33.167 23.649 30.453 1.381 0.544 -1.234 O7 8GP 14 8GP C8 C8 C 0 1 N N N 35.435 24.304 30.735 2.902 -0.322 0.333 C8 8GP 15 8GP O8 O8 O 0 1 N N N 35.144 25.075 31.654 3.049 -0.944 1.365 O8 8GP 16 8GP N2 N2 N 0 1 N N N 36.681 24.036 30.340 3.977 0.148 -0.330 N2 8GP 17 8GP C9 C9 C 0 1 N N N 37.906 24.571 30.956 5.323 -0.092 0.195 C9 8GP 18 8GP C10 C10 C 0 1 N N N 38.345 23.870 32.247 6.482 -0.084 -0.803 C10 8GP 19 8GP C11 C11 C 0 1 N N N 37.768 25.286 32.306 6.308 1.079 0.175 C11 8GP 20 8GP H1 H1 H 0 1 N N N 32.491 23.223 28.197 -0.840 -0.154 -1.142 H1 8GP 21 8GP H2 H2 H 0 1 N N N 34.657 22.410 26.132 -1.851 -1.665 1.310 H2 8GP 22 8GP HO2 HO2 H 0 1 N Y N 33.948 24.786 27.083 -0.328 -2.799 0.022 HO2 8GP 23 8GP H3 H3 H 0 1 N N N 31.671 23.053 25.826 -3.116 -1.238 -1.437 H3 8GP 24 8GP HO3 HO3 H 0 1 N Y N 32.075 22.677 23.685 -3.674 -3.154 -0.301 HO3 8GP 25 8GP H4 H4 H 0 1 N N N 33.132 20.381 25.491 -3.857 -0.016 1.263 H4 8GP 26 8GP HO4 HO4 H 0 1 N Y N 30.383 20.526 25.828 -5.551 -0.338 -0.250 HO4 8GP 27 8GP H5 H5 H 0 1 N N N 31.255 21.300 27.742 -2.499 1.209 -1.182 H5 8GP 28 8GP H61 H61 H 0 1 N N N 31.154 18.891 26.939 -3.291 2.473 1.479 H61 8GP 29 8GP H62 H62 H 0 1 N N N 31.651 19.108 28.664 -4.182 2.689 -0.047 H62 8GP 30 8GP HO6 HO6 H 0 1 N Y N 33.227 18.381 26.419 -2.670 4.367 0.347 HO6 8GP 31 8GP HN1 HN1 H 0 1 N N N 35.470 23.217 28.357 0.570 -1.045 1.285 HN1 8GP 32 8GP HN2 HN2 H 0 1 N N N 36.792 23.420 29.560 3.859 0.645 -1.154 HN2 8GP 33 8GP H9 H9 H 0 1 N N N 38.374 24.832 29.996 5.385 -0.787 1.033 H9 8GP 34 8GP H101 H101 H 0 0 N N N 39.259 23.373 32.605 7.307 -0.774 -0.623 H101 8GP 35 8GP H102 H102 H 0 0 N N N 38.001 22.933 32.710 6.243 0.099 -1.851 H102 8GP 36 8GP H111 H111 H 0 0 N N N 36.958 25.788 32.856 5.954 2.028 -0.229 H111 8GP 37 8GP H112 H112 H 0 0 N N N 38.206 26.227 32.670 7.018 1.155 0.999 H112 8GP 38 # # 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 8GP C1 C2 SING N N 1 8GP C1 O5 SING N N 2 8GP C1 N1 SING N N 3 8GP C1 H1 SING N N 4 8GP C2 O2 SING N N 5 8GP C2 C3 SING N N 6 8GP C2 H2 SING N N 7 8GP O2 HO2 SING N N 8 8GP C3 O3 SING N N 9 8GP C3 C4 SING N N 10 8GP C3 H3 SING N N 11 8GP O3 HO3 SING N N 12 8GP C4 O4 SING N N 13 8GP C4 C5 SING N N 14 8GP C4 H4 SING N N 15 8GP O4 HO4 SING N N 16 8GP C5 O5 SING N N 17 8GP C5 C6 SING N N 18 8GP C5 H5 SING N N 19 8GP C6 O6 SING N N 20 8GP C6 H61 SING N N 21 8GP C6 H62 SING N N 22 8GP O6 HO6 SING N N 23 8GP N1 C7 SING N N 24 8GP N1 HN1 SING N N 25 8GP C7 O7 DOUB N N 26 8GP C7 C8 SING N N 27 8GP C8 O8 DOUB N N 28 8GP C8 N2 SING N N 29 8GP N2 C9 SING N N 30 8GP N2 HN2 SING N N 31 8GP C9 C10 SING N N 32 8GP C9 C11 SING N N 33 8GP C9 H9 SING N N 34 8GP C10 C11 SING N N 35 8GP C10 H101 SING N N 36 8GP C10 H102 SING N N 37 8GP C11 H111 SING N N 38 8GP C11 H112 SING N N 39 # # 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 8GP SMILES ACDLabs 10.04 "O=C(NC1OC(C(O)C(O)C1O)CO)C(=O)NC2CC2" 8GP SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@@H](NC(=O)C(=O)NC2CC2)[C@H](O)[C@@H](O)[C@@H]1O" 8GP SMILES CACTVS 3.341 "OC[CH]1O[CH](NC(=O)C(=O)NC2CC2)[CH](O)[CH](O)[CH]1O" 8GP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1CC1NC(=O)C(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 8GP SMILES "OpenEye OEToolkits" 1.5.0 "C1CC1NC(=O)C(=O)NC2C(C(C(C(O2)CO)O)O)O" 8GP InChI InChI 1.03 "InChI=1S/C11H18N2O7/c14-3-5-6(15)7(16)8(17)11(20-5)13-10(19)9(18)12-4-1-2-4/h4-8,11,14-17H,1-3H2,(H,12,18)(H,13,19)/t5-,6-,7+,8-,11-/m1/s1" 8GP InChIKey InChI 1.03 ZDEMZENRHYGLSV-NEBGFLKFSA-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 8GP "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(cyclopropylamino)(oxo)acetyl]-beta-D-glucopyranosylamine" 8GP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-cyclopropyl-N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]ethanediamide" # # 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 8GP "CARBOHYDRATE ISOMER" D PDB ? 8GP "CARBOHYDRATE RING" pyranose PDB ? 8GP "CARBOHYDRATE ANOMER" beta PDB ? 8GP "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 8GP "Create component" 2006-01-25 RCSB 8GP "Modify descriptor" 2011-06-04 RCSB 8GP "Other modification" 2020-07-03 RCSB 8GP "Modify name" 2020-07-17 RCSB 8GP "Modify synonyms" 2020-07-17 RCSB 8GP "Modify internal type" 2020-07-17 RCSB 8GP "Modify linking type" 2020-07-17 RCSB 8GP "Modify leaving atom flag" 2020-07-17 RCSB ##