data_9C1 # _chem_comp.id 9C1 _chem_comp.name "2-{[(2E)-4-chlorobut-2-enoyl]amino}-2-deoxy-beta-D-glucopyranose" _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C10 H16 Cl N O6" _chem_comp.mon_nstd_parent_comp_id GCS _chem_comp.pdbx_synonyms ;2-{[(2E)-4-chlorobut-2-enoyl]amino}-2-deoxy-beta-D-glucose; 2-{[(2E)-4-chlorobut-2-enoyl]amino}-2-deoxy-D-glucose; 2-{[(2E)-4-chlorobut-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 281.690 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9C1 _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 9C1 "2-{[(2E)-4-chlorobut-2-enoyl]amino}-2-deoxy-beta-D-glucose" PDB ? 2 9C1 "2-{[(2E)-4-chlorobut-2-enoyl]amino}-2-deoxy-D-glucose" PDB ? 3 9C1 "2-{[(2E)-4-chlorobut-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 9C1 C10 C10 C 0 1 N N N -43.213 29.334 -24.315 -2.932 0.726 -0.226 C10 9C1 1 9C1 C11 C11 C 0 1 N N N -42.308 30.205 -23.768 -4.032 0.339 0.414 C11 9C1 2 9C1 C12 C12 C 0 1 N N N -40.831 30.087 -23.731 -5.388 0.710 -0.127 C12 9C1 3 9C1 C3 C15 C 0 1 N N R -48.048 28.461 -24.692 1.866 1.408 -0.308 C3 9C1 4 9C1 C4 C17 C 0 1 N N S -49.417 29.046 -24.422 3.251 0.978 0.184 C4 9C1 5 9C1 O14 O14 O 0 1 N N N -45.027 30.556 -23.388 -1.518 -0.289 1.324 O14 9C1 6 9C1 O6 O01 O 0 1 N N N -51.996 29.561 -24.741 5.226 -2.174 -0.337 O6 9C1 7 9C1 C6 C02 C 0 1 N N N -51.228 30.415 -25.534 4.900 -0.900 0.221 C6 9C1 8 9C1 C5 C03 C 0 1 N N R -49.873 29.695 -25.775 3.543 -0.440 -0.315 C5 9C1 9 9C1 O5 O04 O 0 1 N N N -48.914 30.757 -26.096 2.522 -1.326 0.147 O5 9C1 10 9C1 C1 C05 C 0 1 N N R -47.507 30.396 -26.170 1.211 -1.000 -0.319 C1 9C1 11 9C1 C2 C07 C 0 1 N N R -47.047 29.611 -24.884 0.826 0.395 0.179 C2 9C1 12 9C1 N2 N08 N 0 1 N N N -45.690 29.166 -25.062 -0.493 0.756 -0.347 N2 9C1 13 9C1 C09 C09 C 0 1 N N N -44.675 29.695 -24.250 -1.608 0.364 0.302 C09 9C1 14 9C1 CL13 CL13 CL 0 0 N N N -40.097 31.880 -23.816 -6.376 -0.782 -0.346 CL13 9C1 15 9C1 O3 O16 O 0 1 N N N -47.652 27.955 -23.439 1.554 2.702 0.214 O3 9C1 16 9C1 O4 O18 O 0 1 N N N -50.260 27.949 -24.217 4.239 1.877 -0.326 O4 9C1 17 9C1 H1A H1 H 0 1 N N N -42.888 28.415 -24.780 -3.011 1.302 -1.136 H1A 9C1 18 9C1 H2A H2 H 0 1 N N N -42.723 31.089 -23.306 -3.952 -0.240 1.322 H2A 9C1 19 9C1 H3A H3 H 0 1 N N N -40.517 29.597 -22.797 -5.889 1.378 0.575 H3A 9C1 20 9C1 H4A H4 H 0 1 N N N -40.480 29.497 -24.591 -5.272 1.213 -1.087 H4A 9C1 21 9C1 H3 H5 H 0 1 N N N -48.036 27.735 -25.519 1.859 1.442 -1.397 H3 9C1 22 9C1 H4 H6 H 0 1 N N N -49.410 29.777 -23.600 3.272 0.992 1.273 H4 9C1 23 9C1 HO6 H7 H 0 1 N Y N -52.839 29.963 -24.567 6.075 -2.528 -0.040 HO6 9C1 24 9C1 H61 H8 H 0 1 N N N -51.735 30.602 -26.492 4.853 -0.980 1.307 H61 9C1 25 9C1 H62 H9 H 0 1 N N N -51.063 31.370 -25.014 5.666 -0.175 -0.056 H62 9C1 26 9C1 H5 H10 H 0 1 N N N -49.955 28.940 -26.571 3.563 -0.444 -1.405 H5 9C1 27 9C1 H1 H11 H 0 1 N N N -47.293 29.796 -27.067 1.200 -1.013 -1.409 H1 9C1 28 9C1 H2 H13 H 0 1 N N N -47.114 30.289 -24.021 0.797 0.397 1.269 H2 9C1 29 9C1 HN21 H14 H 0 0 N N N -45.472 28.484 -25.760 -0.564 1.276 -1.162 HN21 9C1 30 9C1 HO3 H15 H 0 1 N Y N -46.790 27.563 -23.514 2.177 3.393 -0.049 HO3 9C1 31 9C1 HO4 H16 H 0 1 N Y N -51.142 28.255 -24.041 5.142 1.663 -0.054 HO4 9C1 32 9C1 O1 O1 O 0 1 N Y N -47.170 31.691 -26.304 0.276 -1.959 0.178 O1 9C1 33 9C1 HO1 H12 H 0 1 N Y N -46.226 31.767 -26.380 0.460 -2.868 -0.098 HO1 9C1 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 9C1 C10 C11 DOUB N E 1 9C1 C10 C09 SING N N 2 9C1 C11 C12 SING N N 3 9C1 C3 C4 SING N N 4 9C1 C3 C2 SING N N 5 9C1 C3 O3 SING N N 6 9C1 C4 C5 SING N N 7 9C1 C4 O4 SING N N 8 9C1 O14 C09 DOUB N N 9 9C1 O6 C6 SING N N 10 9C1 C6 C5 SING N N 11 9C1 C5 O5 SING N N 12 9C1 O5 C1 SING N N 13 9C1 C1 C2 SING N N 14 9C1 C2 N2 SING N N 15 9C1 N2 C09 SING N N 16 9C1 C12 CL13 SING N N 17 9C1 C10 H1A SING N N 18 9C1 C11 H2A SING N N 19 9C1 C12 H3A SING N N 20 9C1 C12 H4A SING N N 21 9C1 C3 H3 SING N N 22 9C1 C4 H4 SING N N 23 9C1 O6 HO6 SING N N 24 9C1 C6 H61 SING N N 25 9C1 C6 H62 SING N N 26 9C1 C5 H5 SING N N 27 9C1 C1 H1 SING N N 28 9C1 C2 H2 SING N N 29 9C1 N2 HN21 SING N N 30 9C1 O3 HO3 SING N N 31 9C1 O4 HO4 SING N N 32 9C1 C1 O1 SING N N 33 9C1 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 9C1 SMILES ACDLabs 12.01 "C(=C/CCl)\C(=O)NC1C(C(C(CO)OC1O)O)O" 9C1 InChI InChI 1.03 "InChI=1S/C10H16ClNO6/c11-3-1-2-6(14)12-7-9(16)8(15)5(4-13)18-10(7)17/h1-2,5,7-10,13,15-17H,3-4H2,(H,12,14)/b2-1+/t5-,7-,8-,9-,10-/m1/s1" 9C1 InChIKey InChI 1.03 LKECTNVLFDGIBK-KKRTVAFTSA-N 9C1 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](O)[C@H](NC(=O)\C=C\CCl)[C@@H](O)[C@@H]1O" 9C1 SMILES CACTVS 3.385 "OC[CH]1O[CH](O)[CH](NC(=O)C=CCCl)[CH](O)[CH]1O" 9C1 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)Cl" 9C1 SMILES "OpenEye OEToolkits" 2.0.6 "C(C=CC(=O)NC1C(C(C(OC1O)CO)O)O)Cl" # # 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 9C1 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(2E)-4-chlorobut-2-enoyl]amino}-2-deoxy-beta-D-glucopyranose" 9C1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{E})-4-chloranyl-~{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 9C1 _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 9C1 C6 GCS C6 "Carbohydrate core" 2 9C1 C5 GCS C5 "Carbohydrate core" 3 9C1 C1 GCS C1 "Carbohydrate core" 4 9C1 C2 GCS C2 "Carbohydrate core" 5 9C1 C3 GCS C3 "Carbohydrate core" 6 9C1 C4 GCS C4 "Carbohydrate core" 7 9C1 N2 GCS N2 "Carbohydrate core" 8 9C1 O6 GCS O6 "Carbohydrate core" 9 9C1 O5 GCS O5 "Carbohydrate core" 10 9C1 O1 GCS O1 "Carbohydrate core" 11 9C1 O3 GCS O3 "Carbohydrate core" 12 9C1 O4 GCS O4 "Carbohydrate core" 13 9C1 H5 GCS H5 "Carbohydrate core" 14 9C1 H1 GCS H1 "Carbohydrate core" 15 9C1 HO1 GCS HO1 "Carbohydrate core" 16 9C1 H2 GCS H2 "Carbohydrate core" 17 9C1 HN21 GCS HN21 "Carbohydrate core" 18 9C1 HO3 GCS HO3 "Carbohydrate core" 19 9C1 HO4 GCS HO4 "Carbohydrate core" 20 9C1 H3 GCS H3 "Carbohydrate core" 21 9C1 H4 GCS H4 "Carbohydrate core" 22 9C1 HO6 GCS HO6 "Carbohydrate core" 23 9C1 H61 GCS H61 "Carbohydrate core" 24 9C1 H62 GCS H62 "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 9C1 "CARBOHYDRATE ISOMER" D PDB ? 9C1 "CARBOHYDRATE RING" pyranose PDB ? 9C1 "CARBOHYDRATE ANOMER" beta PDB ? 9C1 "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 9C1 "Create component" 2017-04-18 RCSB 9C1 "Initial release" 2017-10-18 RCSB 9C1 "Other modification" 2020-07-03 RCSB 9C1 "Modify parent residue" 2020-07-17 RCSB 9C1 "Modify synonyms" 2020-07-17 RCSB 9C1 "Modify internal type" 2020-07-17 RCSB 9C1 "Modify linking type" 2020-07-17 RCSB 9C1 "Modify atom id" 2020-07-17 RCSB 9C1 "Modify component atom id" 2020-07-17 RCSB 9C1 "Modify leaving atom flag" 2020-07-17 RCSB ##