data_475 # _chem_comp.id 475 _chem_comp.name "N-[oxo(pyridin-2-ylamino)acetyl]-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H17 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;N-[oxo(pyridin-2-ylamino)acetyl]-beta-D-glucosylamine; N-[oxo(pyridin-2-ylamino)acetyl]-D-glucosylamine; N-[oxo(pyridin-2-ylamino)acetyl]-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-23 _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 327.290 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 475 _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 3CUV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 1 475 "N-[oxo(pyridin-2-ylamino)acetyl]-beta-D-glucosylamine" PDB ? 2 475 "N-[oxo(pyridin-2-ylamino)acetyl]-D-glucosylamine" PDB ? 3 475 "N-[oxo(pyridin-2-ylamino)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 475 C2 C2 C 0 1 N N R 33.661 22.994 25.995 -2.463 -1.527 0.117 C2 475 1 475 N2 N2 N 0 1 N N N 35.345 25.002 31.358 3.154 0.495 -0.668 N2 475 2 475 C3 C3 C 0 1 N N S 32.535 22.393 25.138 -3.915 -1.342 -0.335 C3 475 3 475 C5 C5 C 0 1 N N R 32.105 20.751 27.049 -3.613 1.116 -0.023 C5 475 4 475 O6 O6 O 0 1 N N N 33.040 18.502 26.930 -3.401 3.506 0.267 O6 475 5 475 C4 C4 C 0 1 N N S 32.259 20.924 25.517 -4.490 -0.088 0.332 C4 475 6 475 C10 C10 C 0 1 Y N N 37.638 25.669 31.675 5.517 0.724 -1.059 C10 475 7 475 C11 C11 C 0 1 Y N N 38.610 26.194 32.527 6.819 0.490 -0.651 C11 475 8 475 C12 C12 C 0 1 Y N N 38.245 26.531 33.830 7.027 -0.197 0.538 C12 475 9 475 C13 C13 C 0 1 Y N N 36.926 26.344 34.244 5.938 -0.624 1.272 C13 475 10 475 N3 N3 N 0 1 Y N N 36.021 25.843 33.409 4.708 -0.386 0.858 N3 475 11 475 C9 C9 C 0 1 Y N N 36.327 25.497 32.140 4.468 0.266 -0.269 C9 475 12 475 C8 C8 C 0 1 N N N 35.525 24.360 30.197 2.134 -0.034 0.037 C8 475 13 475 O8 O8 O 0 1 N N N 36.627 24.125 29.692 2.356 -0.631 1.070 O8 475 14 475 C7 C7 C 0 1 N N N 34.290 23.870 29.433 0.731 0.115 -0.453 C7 475 15 475 O7 O7 O 0 1 N N N 33.166 24.073 29.893 0.509 0.713 -1.486 O7 475 16 475 N1 N1 N 0 1 N N N 34.506 23.236 28.282 -0.289 -0.413 0.252 N1 475 17 475 C1 C1 C 0 1 N N R 33.389 22.726 27.481 -1.665 -0.267 -0.229 C1 475 18 475 O5 O5 O 0 1 N N N 33.254 21.305 27.737 -2.270 0.866 0.397 O5 475 19 475 C6 C6 C 0 1 N N N 31.969 19.284 27.483 -4.146 2.362 0.688 C6 475 20 475 O4 O4 O 0 1 N N N 31.075 20.470 24.852 -5.821 0.135 -0.139 O4 475 21 475 O3 O3 O 0 1 N N N 32.893 22.489 23.755 -4.685 -2.483 0.050 O3 475 22 475 O2 O2 O 0 1 N N N 33.762 24.404 25.763 -1.894 -2.652 -0.554 O2 475 23 475 H2 H2 H 0 1 N N N 34.612 22.519 25.713 -2.435 -1.691 1.194 H2 475 24 475 HN2 HN2 H 0 1 N N N 34.404 25.125 31.672 2.972 1.035 -1.453 HN2 475 25 475 H3 H3 H 0 1 N N N 31.612 22.961 25.325 -3.948 -1.226 -1.418 H3 475 26 475 H5 H5 H 0 1 N N N 31.179 21.282 27.316 -3.634 1.276 -1.100 H5 475 27 475 HO6 HO6 H 0 1 N Y N 32.866 18.329 26.012 -3.685 4.334 0.679 HO6 475 28 475 H4 H4 H 0 1 N N N 33.120 20.320 25.196 -4.503 -0.223 1.413 H4 475 29 475 H10 H10 H 0 1 N N N 37.895 25.396 30.662 5.319 1.260 -1.976 H10 475 30 475 H11 H11 H 0 1 N N N 39.624 26.336 32.184 7.654 0.834 -1.243 H11 475 31 475 H12 H12 H 0 1 N N N 38.978 26.934 34.513 8.030 -0.397 0.884 H12 475 32 475 H13 H13 H 0 1 N N N 36.638 26.608 35.251 6.095 -1.158 2.197 H13 475 33 475 HN1 HN1 H 0 1 N N N 35.444 23.106 27.959 -0.112 -0.891 1.077 HN1 475 34 475 H1 H1 H 0 1 N N N 32.451 23.233 27.753 -1.660 -0.125 -1.310 H1 475 35 475 H61 H6 H 0 1 N N N 32.007 19.226 28.581 -5.198 2.501 0.438 H61 475 36 475 H62 H6A H 0 1 N N N 31.010 18.889 27.118 -4.043 2.237 1.766 H62 475 37 475 HO4 HO4 H 0 1 N Y N 30.374 20.369 25.486 -6.431 -0.591 0.048 HO4 475 38 475 HO3 HO3 H 0 1 N Y N 32.105 22.510 23.224 -4.372 -3.315 -0.331 HO3 475 39 475 HO2 HO2 H 0 1 N Y N 33.784 24.862 26.595 -0.974 -2.829 -0.316 HO2 475 40 # # 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 475 C2 C3 SING N N 1 475 C2 C1 SING N N 2 475 C2 O2 SING N N 3 475 N2 C9 SING N N 4 475 N2 C8 SING N N 5 475 C3 C4 SING N N 6 475 C3 O3 SING N N 7 475 C5 C4 SING N N 8 475 C5 O5 SING N N 9 475 C5 C6 SING N N 10 475 O6 C6 SING N N 11 475 C4 O4 SING N N 12 475 C10 C11 DOUB Y N 13 475 C10 C9 SING Y N 14 475 C11 C12 SING Y N 15 475 C12 C13 DOUB Y N 16 475 C13 N3 SING Y N 17 475 N3 C9 DOUB Y N 18 475 C8 O8 DOUB N N 19 475 C8 C7 SING N N 20 475 C7 O7 DOUB N N 21 475 C7 N1 SING N N 22 475 N1 C1 SING N N 23 475 C1 O5 SING N N 24 475 C2 H2 SING N N 25 475 N2 HN2 SING N N 26 475 C3 H3 SING N N 27 475 C5 H5 SING N N 28 475 O6 HO6 SING N N 29 475 C4 H4 SING N N 30 475 C10 H10 SING N N 31 475 C11 H11 SING N N 32 475 C12 H12 SING N N 33 475 C13 H13 SING N N 34 475 N1 HN1 SING N N 35 475 C1 H1 SING N N 36 475 C6 H61 SING N N 37 475 C6 H62 SING N N 38 475 O4 HO4 SING N N 39 475 O3 HO3 SING N N 40 475 O2 HO2 SING N N 41 # # 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 475 SMILES ACDLabs 10.04 "O=C(NC1OC(C(O)C(O)C1O)CO)C(=O)Nc2ncccc2" 475 SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@@H](NC(=O)C(=O)Nc2ccccn2)[C@H](O)[C@@H](O)[C@@H]1O" 475 SMILES CACTVS 3.341 "OC[CH]1O[CH](NC(=O)C(=O)Nc2ccccn2)[CH](O)[CH](O)[CH]1O" 475 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccnc(c1)NC(=O)C(=O)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 475 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccnc(c1)NC(=O)C(=O)NC2C(C(C(C(O2)CO)O)O)O" 475 InChI InChI 1.03 "InChI=1S/C13H17N3O7/c17-5-6-8(18)9(19)10(20)13(23-6)16-12(22)11(21)15-7-3-1-2-4-14-7/h1-4,6,8-10,13,17-20H,5H2,(H,16,22)(H,14,15,21)/t6-,8-,9+,10-,13-/m1/s1" 475 InChIKey InChI 1.03 XWDCGBAAIPNJDU-ODYQSLDMSA-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 475 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[oxo(pyridin-2-ylamino)acetyl]-beta-D-glucopyranosylamine" 475 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-pyridin-2-yl-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 475 "CARBOHYDRATE ISOMER" D PDB ? 475 "CARBOHYDRATE RING" pyranose PDB ? 475 "CARBOHYDRATE ANOMER" beta PDB ? 475 "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 475 "Create component" 2008-04-23 PDBJ 475 "Modify aromatic_flag" 2011-06-04 RCSB 475 "Modify descriptor" 2011-06-04 RCSB 475 "Other modification" 2020-07-03 RCSB 475 "Modify synonyms" 2020-07-17 RCSB 475 "Modify internal type" 2020-07-17 RCSB 475 "Modify linking type" 2020-07-17 RCSB 475 "Modify atom id" 2020-07-17 RCSB 475 "Modify component atom id" 2020-07-17 RCSB 475 "Modify leaving atom flag" 2020-07-17 RCSB ##