data_NNG # _chem_comp.id NNG _chem_comp.name "2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-6-O-phosphono-alpha-D-glucopyranose" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C7 H17 N O10 P2" _chem_comp.mon_nstd_parent_comp_id PA1 _chem_comp.pdbx_synonyms ;N-ACETYLPHOSPHONOAMIDATE-D-GLUCOSAMINE-6-PHOSPHATE; 2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-6-O-phosphono-alpha-D-glucose; 2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-6-O-phosphono-D-glucose; 2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-6-O-phosphono-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-03-26 _chem_comp.pdbx_modified_date 2020-07-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 337.158 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NNG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 NNG N-ACETYLPHOSPHONOAMIDATE-D-GLUCOSAMINE-6-PHOSPHATE PDB ? 2 NNG "2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-6-O-phosphono-alpha-D-glucose" PDB ? 3 NNG "2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-6-O-phosphono-D-glucose" PDB ? 4 NNG "2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-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 NNG C1 C1 C 0 1 N N N -10.077 26.959 -32.006 2.368 0.767 1.447 C1 NNG 1 NNG C2 C2 C 0 1 N N N -10.575 28.259 -32.685 2.137 0.436 -0.031 C2 NNG 2 NNG C3 C3 C 0 1 N N N -10.624 29.416 -31.655 0.949 -0.515 -0.197 C3 NNG 3 NNG C4 C4 C 0 1 N N N -11.410 28.991 -30.395 1.107 -1.734 0.716 C4 NNG 4 NNG C5 C5 C 0 1 N N N -10.833 27.667 -29.841 1.425 -1.314 2.156 C5 NNG 5 NNG C6 C6 C 0 1 N N N -11.648 27.213 -28.611 1.759 -2.511 3.042 C6 NNG 6 NNG P7 P7 P 0 1 N N N -10.200 29.180 -35.196 3.297 2.373 -1.440 P7 NNG 7 NNG C8 C8 C 0 1 N N N -8.895 29.656 -36.318 2.684 3.803 -2.331 C8 NNG 8 NNG N2 N2 N 0 1 N N N -9.651 28.619 -33.764 1.961 1.638 -0.813 N2 NNG 9 NNG O1 O1 O 0 1 N Y N -8.705 27.091 -31.594 1.289 1.548 1.958 O1 NNG 10 NNG O3 O3 O 0 1 N N N -11.274 30.550 -32.239 0.906 -0.961 -1.554 O3 NNG 11 NNG O4 O4 O 0 1 N N N -11.286 30.014 -29.403 -0.109 -2.477 0.674 O4 NNG 12 NNG O5 O5 O 0 1 N N N -10.908 26.637 -30.858 2.557 -0.438 2.193 O5 NNG 13 NNG O6 O6 O 0 1 N N N -13.035 27.172 -28.961 2.050 -2.040 4.345 O6 NNG 14 NNG O71 O71 O 0 1 N N N -10.960 28.052 -35.824 4.411 2.749 -0.501 O71 NNG 15 NNG O72 O72 O 0 1 N N N -11.233 30.356 -34.873 3.837 1.445 -2.658 O72 NNG 16 NNG P P P 0 1 N N N -13.904 26.682 -27.680 2.438 -3.119 5.489 P NNG 17 NNG O1P O1P O 0 1 N N N -15.323 26.893 -28.002 2.731 -2.532 6.839 O1P NNG 18 NNG O2P O2P O 0 1 N N N -13.629 25.128 -27.391 3.648 -3.963 4.825 O2P NNG 19 NNG O3P O3P O 0 1 N N N -13.518 27.525 -26.376 1.196 -4.153 5.448 O3P NNG 20 NNG H1 H1 H 0 1 N N N -10.146 26.143 -32.740 3.280 1.363 1.562 H1 NNG 21 NNG H2 H2 H 0 1 N N N -11.585 28.091 -33.087 3.029 -0.075 -0.414 H2 NNG 22 NNG H3 H3 H 0 1 N N N -9.592 29.670 -31.370 -0.004 -0.009 0.004 H3 NNG 23 NNG H4 H4 H 0 1 N N N -12.469 28.844 -30.653 1.899 -2.383 0.324 H4 NNG 24 NNG H5 H5 H 0 1 N N N -9.784 27.831 -29.551 0.561 -0.813 2.608 H5 NNG 25 NNG H61 H61 H 0 1 N N N -11.316 26.212 -28.297 2.628 -3.036 2.645 H61 NNG 26 NNG H62 H62 H 0 1 N N N -11.495 27.920 -27.782 0.907 -3.190 3.085 H62 NNG 27 NNG H81 H81 H 0 1 N N N -9.303 29.754 -37.335 2.465 3.535 -3.367 H81 NNG 28 NNG H82 H82 H 0 1 N N N -8.471 30.619 -35.999 1.769 4.173 -1.861 H82 NNG 29 NNG H83 H83 H 0 1 N N N -8.108 28.888 -36.311 3.432 4.600 -2.322 H83 NNG 30 NNG HN21 HN2 H 0 0 N N N -9.071 29.344 -33.393 1.301 2.237 -0.324 HN21 NNG 31 NNG HO1 HO1 H 0 1 N Y N -8.145 27.120 -32.361 1.091 2.216 1.285 HO1 NNG 32 NNG HO3 HO3 H 0 1 N Y N -11.418 31.211 -31.572 1.708 -1.486 -1.694 HO3 NNG 33 NNG HO4 HO4 H 0 1 N Y N -11.259 29.617 -28.540 -0.383 -2.504 -0.255 HO4 NNG 34 NNG HO72 HO72 H 0 0 N N N -11.438 30.352 -33.945 3.389 0.591 -2.835 HO72 NNG 35 NNG HO2P HO2P H 0 0 N N N -13.575 24.657 -28.214 4.103 -4.643 5.364 HO2P NNG 36 NNG HO3P HO3P H 0 0 N N N -13.441 26.940 -25.631 1.148 -4.864 6.123 HO3P NNG 37 # # 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 NNG C1 C2 SING N N 1 NNG C1 O1 SING N N 2 NNG C1 O5 SING N N 3 NNG C1 H1 SING N N 4 NNG C2 N2 SING N N 5 NNG C2 C3 SING N N 6 NNG C2 H2 SING N N 7 NNG C3 O3 SING N N 8 NNG C3 C4 SING N N 9 NNG C3 H3 SING N N 10 NNG C4 C5 SING N N 11 NNG C4 O4 SING N N 12 NNG C4 H4 SING N N 13 NNG C5 O5 SING N N 14 NNG C5 C6 SING N N 15 NNG C5 H5 SING N N 16 NNG C6 O6 SING N N 17 NNG C6 H61 SING N N 18 NNG C6 H62 SING N N 19 NNG P7 C8 SING N N 20 NNG P7 O71 DOUB N N 21 NNG P7 O72 SING N N 22 NNG P7 N2 SING N N 23 NNG C8 H81 SING N N 24 NNG C8 H82 SING N N 25 NNG C8 H83 SING N N 26 NNG N2 HN21 SING N N 27 NNG O1 HO1 SING N N 28 NNG O3 HO3 SING N N 29 NNG O4 HO4 SING N N 30 NNG O6 P SING N N 31 NNG O72 HO72 SING N N 32 NNG P O1P DOUB N N 33 NNG P O2P SING N N 34 NNG P O3P SING N N 35 NNG O2P HO2P SING N N 36 NNG O3P HO3P SING N N 37 # # 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 NNG SMILES ACDLabs 10.04 "O=P(O)(O)OCC1OC(O)C(NP(=O)(O)C)C(O)C1O" NNG SMILES_CANONICAL CACTVS 3.341 "C[P@@](O)(=O)N[C@H]1[C@@H](O)O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@@H]1O" NNG SMILES CACTVS 3.341 "C[P](O)(=O)N[CH]1[CH](O)O[CH](CO[P](O)(O)=O)[CH](O)[CH]1O" NNG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[P@@](=O)(N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)COP(=O)(O)O)O)O)O" NNG SMILES "OpenEye OEToolkits" 1.5.0 "CP(=O)(NC1C(C(C(OC1O)COP(=O)(O)O)O)O)O" NNG InChI InChI 1.03 "InChI=1S/C7H17NO10P2/c1-19(12,13)8-4-6(10)5(9)3(18-7(4)11)2-17-20(14,15)16/h3-7,9-11H,2H2,1H3,(H2,8,12,13)(H2,14,15,16)/t3-,4-,5-,6-,7+/m1/s1" NNG InChIKey InChI 1.03 YCTZDNRMKSWCHF-GKHCUFPYSA-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 NNG "SYSTEMATIC NAME" ACDLabs 10.04 "2-deoxy-2-{[(S)-hydroxy(methyl)phosphoryl]amino}-6-O-phosphono-alpha-D-glucopyranose" NNG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl-N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(phosphonooxymethyl)oxan-3-yl]phosphonamidic acid" # _pdbx_chem_comp_related.comp_id NNG _pdbx_chem_comp_related.related_comp_id PA1 _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 NNG C1 PA1 C1 "Carbohydrate core" 2 NNG C2 PA1 C2 "Carbohydrate core" 3 NNG C3 PA1 C3 "Carbohydrate core" 4 NNG C4 PA1 C4 "Carbohydrate core" 5 NNG C5 PA1 C5 "Carbohydrate core" 6 NNG C6 PA1 C6 "Carbohydrate core" 7 NNG N2 PA1 N2 "Carbohydrate core" 8 NNG O1 PA1 O1 "Carbohydrate core" 9 NNG O3 PA1 O3 "Carbohydrate core" 10 NNG O4 PA1 O4 "Carbohydrate core" 11 NNG O5 PA1 O5 "Carbohydrate core" 12 NNG O6 PA1 O6 "Carbohydrate core" 13 NNG H1 PA1 H1 "Carbohydrate core" 14 NNG H2 PA1 H2 "Carbohydrate core" 15 NNG H3 PA1 H3 "Carbohydrate core" 16 NNG H4 PA1 H4 "Carbohydrate core" 17 NNG H5 PA1 H5 "Carbohydrate core" 18 NNG H61 PA1 H61 "Carbohydrate core" 19 NNG H62 PA1 H62 "Carbohydrate core" 20 NNG HN21 PA1 HN21 "Carbohydrate core" 21 NNG HO1 PA1 HO1 "Carbohydrate core" 22 NNG HO3 PA1 HO3 "Carbohydrate core" 23 NNG HO4 PA1 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 NNG "CARBOHYDRATE ISOMER" D PDB ? NNG "CARBOHYDRATE RING" pyranose PDB ? NNG "CARBOHYDRATE ANOMER" alpha PDB ? NNG "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 NNG "Create component" 2007-03-26 RCSB NNG "Modify descriptor" 2011-06-04 RCSB NNG "Other modification" 2020-07-03 RCSB NNG "Modify parent residue" 2020-07-17 RCSB NNG "Modify name" 2020-07-17 RCSB NNG "Modify synonyms" 2020-07-17 RCSB NNG "Modify internal type" 2020-07-17 RCSB NNG "Modify linking type" 2020-07-17 RCSB NNG "Modify atom id" 2020-07-17 RCSB NNG "Modify component atom id" 2020-07-17 RCSB NNG "Modify leaving atom flag" 2020-07-17 RCSB ##