data_9CD # _chem_comp.id 9CD _chem_comp.name "2-{[(2E)-but-2-enoyl]amino}-2-deoxy-beta-D-glucopyranose" _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C10 H17 N O6" _chem_comp.mon_nstd_parent_comp_id GCS _chem_comp.pdbx_synonyms ;2-{[(2E)-but-2-enoyl]amino}-2-deoxy-beta-D-glucose; 2-{[(2E)-but-2-enoyl]amino}-2-deoxy-D-glucose; 2-{[(2E)-but-2-enoyl]amino}-2-deoxy-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-18 _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 247.245 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9CD _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 5VIE _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 9CD "2-{[(2E)-but-2-enoyl]amino}-2-deoxy-beta-D-glucose" PDB ? 2 9CD "2-{[(2E)-but-2-enoyl]amino}-2-deoxy-D-glucose" PDB ? 3 9CD "2-{[(2E)-but-2-enoyl]amino}-2-deoxy-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 9CD O3 O01 O 0 1 N N N -47.654 70.866 -53.497 0.378 2.633 0.318 O3 9CD 1 9CD C3 C02 C 0 1 N N R -48.067 70.306 -52.259 0.845 1.409 -0.251 C3 9CD 2 9CD C4 C03 C 0 1 N N S -49.540 69.908 -52.366 2.249 1.100 0.278 C4 9CD 3 9CD O4 O04 O 0 1 N N N -50.284 71.108 -52.592 3.154 2.122 -0.144 O4 9CD 4 9CD C5 C05 C 0 1 N N R -49.928 69.246 -51.029 2.709 -0.251 -0.275 C5 9CD 5 9CD C6 C06 C 0 1 N N N -51.479 69.099 -50.909 4.086 -0.594 0.297 C6 9CD 6 9CD O6 O07 O 0 1 N N N -51.832 67.946 -51.528 4.566 -1.797 -0.308 O6 9CD 7 9CD O5 O08 O 0 1 N N N -49.303 67.999 -51.066 1.771 -1.262 0.100 O5 9CD 8 9CD C1 C09 C 0 1 N N R -47.865 68.080 -50.908 0.452 -1.051 -0.407 C1 9CD 9 9CD C2 C10 C 0 1 N N R -47.199 69.040 -52.030 -0.099 0.268 0.141 C2 9CD 10 9CD N2 N11 N 0 1 N N N -45.890 69.530 -51.748 -1.428 0.516 -0.423 N2 9CD 11 9CD C12 C12 C 0 1 N N N -44.773 68.893 -52.225 -2.518 -0.023 0.158 C12 9CD 12 9CD C13 C13 C 0 1 N N N -43.478 69.563 -51.927 -3.852 0.226 -0.409 C13 9CD 13 9CD C14 C14 C 0 1 N N N -42.628 69.962 -52.889 -4.928 -0.307 0.164 C14 9CD 14 9CD C15 C15 C 0 1 N N N -41.310 70.700 -52.626 -6.295 -0.052 -0.417 C15 9CD 15 9CD O16 O16 O 0 1 N N N -44.885 67.832 -52.868 -2.398 -0.716 1.150 O16 9CD 16 9CD HO3 H1 H 0 1 N Y N -46.739 71.117 -53.442 0.929 3.400 0.109 HO3 9CD 17 9CD H3 H2 H 0 1 N N N -47.925 71.010 -51.426 0.875 1.500 -1.337 H3 9CD 18 9CD H4 H3 H 0 1 N N N -49.676 69.191 -53.189 2.227 1.060 1.367 H4 9CD 19 9CD HO4 H4 H 0 1 N Y N -51.208 70.899 -52.664 4.063 1.991 0.156 HO4 9CD 20 9CD H5 H5 H 0 1 N N N -49.557 69.860 -50.195 2.770 -0.197 -1.362 H5 9CD 21 9CD H61 H6 H 0 1 N N N -51.975 69.952 -51.395 4.780 0.220 0.087 H61 9CD 22 9CD H62 H7 H 0 1 N N N -51.771 69.060 -49.849 4.006 -0.736 1.375 H62 9CD 23 9CD HO6 H8 H 0 1 N Y N -52.773 67.830 -51.470 5.437 -2.075 0.009 HO6 9CD 24 9CD H1 H9 H 0 1 N N N -47.657 68.557 -49.939 0.483 -1.008 -1.495 H1 9CD 25 9CD H2 H11 H 0 1 N N N -47.181 68.471 -52.971 -0.169 0.211 1.228 H2 9CD 26 9CD HN21 H12 H 0 0 N N N -45.784 70.354 -51.192 -1.523 1.068 -1.215 HN21 9CD 27 9CD H13 H13 H 0 1 N N N -43.210 69.736 -50.895 -3.958 0.840 -1.291 H13 9CD 28 9CD H14 H14 H 0 1 N N N -42.891 69.749 -53.915 -4.822 -0.922 1.045 H14 9CD 29 9CD H15 H15 H 0 1 N N N -40.809 70.909 -53.583 -7.046 -0.565 0.183 H15 9CD 30 9CD H16 H16 H 0 1 N N N -41.518 71.647 -52.107 -6.497 1.019 -0.413 H16 9CD 31 9CD H17 H17 H 0 1 N N N -40.658 70.074 -52.000 -6.330 -0.425 -1.441 H17 9CD 32 9CD O1 O1 O 0 1 N Y N -47.851 66.748 -50.761 -0.394 -2.128 0.003 O1 9CD 33 9CD HO1 H10 H 0 1 N Y N -48.346 66.509 -49.986 -0.104 -2.996 -0.308 HO1 9CD 34 # # 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 9CD O3 C3 SING N N 1 9CD C14 C15 SING N N 2 9CD C14 C13 DOUB N E 3 9CD O16 C12 DOUB N N 4 9CD O4 C4 SING N N 5 9CD C4 C3 SING N N 6 9CD C4 C5 SING N N 7 9CD C3 C2 SING N N 8 9CD C12 C13 SING N N 9 9CD C12 N2 SING N N 10 9CD C2 N2 SING N N 11 9CD C2 C1 SING N N 12 9CD O6 C6 SING N N 13 9CD O5 C5 SING N N 14 9CD O5 C1 SING N N 15 9CD C5 C6 SING N N 16 9CD O3 HO3 SING N N 17 9CD C3 H3 SING N N 18 9CD C4 H4 SING N N 19 9CD O4 HO4 SING N N 20 9CD C5 H5 SING N N 21 9CD C6 H61 SING N N 22 9CD C6 H62 SING N N 23 9CD O6 HO6 SING N N 24 9CD C1 H1 SING N N 25 9CD C2 H2 SING N N 26 9CD N2 HN21 SING N N 27 9CD C13 H13 SING N N 28 9CD C14 H14 SING N N 29 9CD C15 H15 SING N N 30 9CD C15 H16 SING N N 31 9CD C15 H17 SING N N 32 9CD C1 O1 SING N N 33 9CD O1 HO1 SING N N 34 # # 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 9CD SMILES ACDLabs 12.01 "OC1C(C(OC(C1O)CO)O)NC([C@H]=CC)=O" 9CD InChI InChI 1.03 "InChI=1S/C10H17NO6/c1-2-3-6(13)11-7-9(15)8(14)5(4-12)17-10(7)16/h2-3,5,7-10,12,14-16H,4H2,1H3,(H,11,13)/b3-2+/t5-,7-,8-,9-,10-/m1/s1" 9CD InChIKey InChI 1.03 GANGCWNSYXFAHD-SUZWSAGVSA-N 9CD SMILES_CANONICAL CACTVS 3.385 "C\C=C\C(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O" 9CD SMILES CACTVS 3.385 "CC=CC(=O)N[CH]1[CH](O)O[CH](CO)[CH](O)[CH]1O" 9CD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C/C=C/C(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)CO)O)O" 9CD SMILES "OpenEye OEToolkits" 2.0.6 "CC=CC(=O)NC1C(C(C(OC1O)CO)O)O" # # 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 9CD "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(2E)-but-2-enoyl]amino}-2-deoxy-beta-D-glucopyranose" 9CD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E})-~{N}-[(3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]but-2-enamide" # _pdbx_chem_comp_related.comp_id 9CD _pdbx_chem_comp_related.related_comp_id GCS _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 9CD C3 GCS C3 "Carbohydrate core" 2 9CD C4 GCS C4 "Carbohydrate core" 3 9CD C5 GCS C5 "Carbohydrate core" 4 9CD C6 GCS C6 "Carbohydrate core" 5 9CD C1 GCS C1 "Carbohydrate core" 6 9CD C2 GCS C2 "Carbohydrate core" 7 9CD N2 GCS N2 "Carbohydrate core" 8 9CD O3 GCS O3 "Carbohydrate core" 9 9CD O4 GCS O4 "Carbohydrate core" 10 9CD O6 GCS O6 "Carbohydrate core" 11 9CD O5 GCS O5 "Carbohydrate core" 12 9CD O1 GCS O1 "Carbohydrate core" 13 9CD HO3 GCS HO3 "Carbohydrate core" 14 9CD HO1 GCS HO1 "Carbohydrate core" 15 9CD H2 GCS H2 "Carbohydrate core" 16 9CD HN21 GCS HN21 "Carbohydrate core" 17 9CD H3 GCS H3 "Carbohydrate core" 18 9CD H4 GCS H4 "Carbohydrate core" 19 9CD HO4 GCS HO4 "Carbohydrate core" 20 9CD H5 GCS H5 "Carbohydrate core" 21 9CD H61 GCS H61 "Carbohydrate core" 22 9CD H62 GCS H62 "Carbohydrate core" 23 9CD HO6 GCS HO6 "Carbohydrate core" 24 9CD H1 GCS H1 "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 9CD "CARBOHYDRATE ISOMER" D PDB ? 9CD "CARBOHYDRATE RING" pyranose PDB ? 9CD "CARBOHYDRATE ANOMER" beta PDB ? 9CD "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 9CD "Create component" 2017-04-18 RCSB 9CD "Initial release" 2017-10-18 RCSB 9CD "Other modification" 2020-07-03 RCSB 9CD "Modify parent residue" 2020-07-17 RCSB 9CD "Modify synonyms" 2020-07-17 RCSB 9CD "Modify internal type" 2020-07-17 RCSB 9CD "Modify linking type" 2020-07-17 RCSB 9CD "Modify atom id" 2020-07-17 RCSB 9CD "Modify component atom id" 2020-07-17 RCSB 9CD "Modify leaving atom flag" 2020-07-17 RCSB ##