data_16G # _chem_comp.id 16G _chem_comp.name 2-acetamido-2-deoxy-6-O-phosphono-alpha-D-glucopyranose _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C8 H16 N O9 P" _chem_comp.mon_nstd_parent_comp_id NDG _chem_comp.pdbx_synonyms ;N-ACETYL-D-GLUCOSAMINE-6-PHOSPHATE; N-acetyl-6-O-phosphono-alpha-D-glucosamine; 2-acetamido-2-deoxy-6-O-phosphono-alpha-D-glucose; 2-acetamido-2-deoxy-6-O-phosphono-D-glucose; 2-acetamido-2-deoxy-6-O-phosphono-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-09-13 _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 301.188 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 16G _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 1I1D _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 16G N-ACETYL-D-GLUCOSAMINE-6-PHOSPHATE PDB ? 2 16G N-acetyl-6-O-phosphono-alpha-D-glucosamine PDB ? 3 16G 2-acetamido-2-deoxy-6-O-phosphono-alpha-D-glucose PDB ? 4 16G 2-acetamido-2-deoxy-6-O-phosphono-D-glucose PDB ? 5 16G 2-acetamido-2-deoxy-6-O-phosphono-glucose 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 16G C1 C1 C 0 1 N N S 65.352 12.648 -3.751 1.526 1.021 -0.272 C1 16G 1 16G C2 C2 C 0 1 N N R 63.919 12.324 -3.349 2.480 -0.066 0.229 C2 16G 2 16G C3 C3 C 0 1 N N R 63.838 10.869 -2.853 1.974 -1.434 -0.239 C3 16G 3 16G C4 C4 C 0 1 N N S 64.261 9.926 -4.024 0.543 -1.638 0.267 C4 16G 4 16G C5 C5 C 0 1 N N R 65.584 10.224 -4.432 -0.336 -0.490 -0.236 C5 16G 5 16G C6 C6 C 0 1 N N N 66.065 9.556 -5.625 -1.754 -0.655 0.315 C6 16G 6 16G C7 C7 C 0 1 N N N 62.337 13.962 -2.675 4.661 1.017 0.318 C7 16G 7 16G C8 C8 C 0 1 N N N 61.895 14.936 -1.674 6.040 1.262 -0.238 C8 16G 8 16G N2 N2 N 0 1 N N N 63.486 13.265 -2.383 3.820 0.172 -0.311 N2 16G 9 16G O1 O1 O 0 1 N Y N 66.190 12.584 -2.562 1.519 1.027 -1.701 O1 16G 10 16G O3 O3 O 0 1 N N N 62.492 10.584 -2.443 2.818 -2.461 0.286 O3 16G 11 16G O4 O4 O 0 1 N N N 64.219 8.531 -3.717 0.035 -2.880 -0.225 O4 16G 12 16G O5 O5 O 0 1 N N N 65.759 11.668 -4.704 0.207 0.754 0.209 O5 16G 13 16G O6 O6 O 0 1 N N N 67.460 9.598 -5.558 -2.602 0.349 -0.246 O6 16G 14 16G O7 O7 O 0 1 N N N 61.749 13.776 -3.685 4.307 1.581 1.332 O7 16G 15 16G P P P 0 1 N N N 68.356 8.239 -5.680 -4.167 0.476 0.113 P 16G 16 16G O1P O1P O 0 1 N N N 67.751 7.272 -4.695 -4.329 0.586 1.580 O1P 16G 17 16G O2P O2P O 0 1 N N N 69.683 8.813 -5.441 -4.775 1.788 -0.594 O2P 16G 18 16G O3P O3P O 0 1 N N N 68.257 7.596 -7.045 -4.946 -0.830 -0.416 O3P 16G 19 16G H1 H1 H 0 1 N N N 65.437 13.653 -4.190 1.857 1.993 0.094 H1 16G 20 16G H2 H2 H 0 1 N N N 63.241 12.403 -4.211 2.516 -0.045 1.319 H2 16G 21 16G H3 H3 H 0 1 N N N 64.508 10.713 -1.995 1.985 -1.473 -1.328 H3 16G 22 16G H4 H4 H 0 1 N N N 63.520 10.115 -4.815 0.540 -1.648 1.357 H4 16G 23 16G H5 H5 H 0 1 N N N 66.164 9.859 -3.571 -0.366 -0.505 -1.325 H5 16G 24 16G H61 H61 H 0 1 N N N 65.710 8.515 -5.655 -2.134 -1.641 0.052 H61 16G 25 16G H62 H62 H 0 1 N N N 65.693 10.048 -6.536 -1.737 -0.550 1.400 H62 16G 26 16G H81 H81 H 0 1 N N N 61.784 14.437 -0.700 6.008 2.101 -0.933 H81 16G 27 16G H82 H82 H 0 1 N N N 62.641 15.740 -1.591 6.725 1.492 0.578 H82 16G 28 16G H83 H83 H 0 1 N N N 60.928 15.362 -1.979 6.384 0.370 -0.761 H83 16G 29 16G HN2 HN2 H 0 1 N N N 63.990 13.415 -1.532 4.104 -0.279 -1.122 HN2 16G 30 16G HO1 HO1 H 0 1 N Y N 67.104 12.570 -2.819 0.935 1.693 -2.089 HO1 16G 31 16G HO3 HO3 H 0 1 N Y N 62.456 10.521 -1.496 2.556 -3.355 0.029 HO3 16G 32 16G HO4 HO4 H 0 1 N Y N 64.210 8.029 -4.523 -0.869 -3.074 0.058 HO4 16G 33 16G HOP2 HOP2 H 0 0 N N N 70.129 8.937 -6.271 -5.716 1.928 -0.421 HOP2 16G 34 16G HOP3 HOP3 H 0 0 N N N 68.236 8.271 -7.713 -4.883 -0.965 -1.372 HOP3 16G 35 # # 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 16G C1 C2 SING N N 1 16G C1 O1 SING N N 2 16G C1 O5 SING N N 3 16G C1 H1 SING N N 4 16G C2 C3 SING N N 5 16G C2 N2 SING N N 6 16G C2 H2 SING N N 7 16G C3 C4 SING N N 8 16G C3 O3 SING N N 9 16G C3 H3 SING N N 10 16G C4 C5 SING N N 11 16G C4 O4 SING N N 12 16G C4 H4 SING N N 13 16G C5 C6 SING N N 14 16G C5 O5 SING N N 15 16G C5 H5 SING N N 16 16G C6 O6 SING N N 17 16G C6 H61 SING N N 18 16G C6 H62 SING N N 19 16G C7 C8 SING N N 20 16G C7 N2 SING N N 21 16G C7 O7 DOUB N N 22 16G C8 H81 SING N N 23 16G C8 H82 SING N N 24 16G C8 H83 SING N N 25 16G N2 HN2 SING N N 26 16G O1 HO1 SING N N 27 16G O3 HO3 SING N N 28 16G O4 HO4 SING N N 29 16G O6 P SING N N 30 16G P O1P DOUB N N 31 16G P O2P SING N N 32 16G P O3P SING N N 33 16G O2P HOP2 SING N N 34 16G O3P HOP3 SING N N 35 # # 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 16G SMILES ACDLabs 10.04 "O=P(O)(O)OCC1OC(O)C(NC(=O)C)C(O)C1O" 16G SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@H]1[C@@H](O)O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@@H]1O" 16G SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](O)O[CH](CO[P](O)(O)=O)[CH](O)[CH]1O" 16G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)COP(=O)(O)O)O)O" 16G SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(C(C(OC1O)COP(=O)(O)O)O)O" 16G InChI InChI 1.03 "InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8+/m1/s1" 16G InChIKey InChI 1.03 BRGMHAYQAZFZDJ-PVFLNQBWSA-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 16G "SYSTEMATIC NAME" ACDLabs 10.04 "2-(acetylamino)-2-deoxy-6-O-phosphono-alpha-D-glucopyranose" 16G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R,6S)-5-acetamido-3,4,6-trihydroxy-oxan-2-yl]methyl dihydrogen phosphate" 16G "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-D-GlcpNAc6PO3 # _pdbx_chem_comp_related.comp_id 16G _pdbx_chem_comp_related.related_comp_id NDG _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 16G C1 NDG C1 "Carbohydrate core" 2 16G C2 NDG C2 "Carbohydrate core" 3 16G C3 NDG C3 "Carbohydrate core" 4 16G C4 NDG C4 "Carbohydrate core" 5 16G C5 NDG C5 "Carbohydrate core" 6 16G C6 NDG C6 "Carbohydrate core" 7 16G C7 NDG C7 "Carbohydrate core" 8 16G C8 NDG C8 "Carbohydrate core" 9 16G N2 NDG N2 "Carbohydrate core" 10 16G O1 NDG O1 "Carbohydrate core" 11 16G O3 NDG O3 "Carbohydrate core" 12 16G O4 NDG O4 "Carbohydrate core" 13 16G O5 NDG O5 "Carbohydrate core" 14 16G O6 NDG O6 "Carbohydrate core" 15 16G O7 NDG O7 "Carbohydrate core" 16 16G H1 NDG H1 "Carbohydrate core" 17 16G H2 NDG H2 "Carbohydrate core" 18 16G H3 NDG H3 "Carbohydrate core" 19 16G H4 NDG H4 "Carbohydrate core" 20 16G H5 NDG H5 "Carbohydrate core" 21 16G H61 NDG H61 "Carbohydrate core" 22 16G H62 NDG H62 "Carbohydrate core" 23 16G H81 NDG H81 "Carbohydrate core" 24 16G H82 NDG H82 "Carbohydrate core" 25 16G H83 NDG H83 "Carbohydrate core" 26 16G HN2 NDG HN2 "Carbohydrate core" 27 16G HO1 NDG HO1 "Carbohydrate core" 28 16G HO3 NDG HO3 "Carbohydrate core" 29 16G HO4 NDG HO4 "Carbohydrate core" # # 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 16G "CARBOHYDRATE ISOMER" D PDB ? 16G "CARBOHYDRATE RING" pyranose PDB ? 16G "CARBOHYDRATE ANOMER" alpha PDB ? 16G "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 16G "Create component" 2000-09-13 RCSB 16G "Modify descriptor" 2011-06-04 RCSB 16G "Other modification" 2020-07-03 RCSB 16G "Modify parent residue" 2020-07-17 RCSB 16G "Modify name" 2020-07-17 RCSB 16G "Modify synonyms" 2020-07-17 RCSB 16G "Modify linking type" 2020-07-17 RCSB 16G "Modify leaving atom flag" 2020-07-17 RCSB ##