data_4V5 # _chem_comp.id 4V5 _chem_comp.name "2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-alpha-D-glucopyranose" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C15 H21 N O7" _chem_comp.mon_nstd_parent_comp_id PA1 _chem_comp.pdbx_synonyms ;N-[3-(4-hydroxyphenyl)propanoyl]-alpha-D-glucosamine; 2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-alpha-D-glucose; 2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-D-glucose; 2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-04 _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 327.330 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4V5 _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 5BRF _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 4V5 "N-[3-(4-hydroxyphenyl)propanoyl]-alpha-D-glucosamine" PDB ? 2 4V5 "2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-alpha-D-glucose" PDB ? 3 4V5 "2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-D-glucose" PDB ? 4 4V5 "2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-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 4V5 C21 C21 C 0 1 Y N N 1.323 -10.134 33.729 6.316 1.041 -0.254 C21 4V5 1 4V5 C3 C01 C 0 1 N N R 9.407 -11.774 33.644 -2.805 1.298 0.428 C3 4V5 2 4V5 C2 C02 C 0 1 N N R 8.071 -11.074 33.356 -1.900 0.278 -0.271 C2 4V5 3 4V5 C1 C03 C 0 1 N N S 8.262 -9.581 33.180 -2.424 -1.133 0.009 C1 4V5 4 4V5 O5 O04 O 0 1 N N N 9.324 -9.260 32.273 -3.777 -1.235 -0.440 O5 4V5 5 4V5 C5 C05 C 0 1 N N R 10.609 -9.881 32.641 -4.677 -0.338 0.212 C5 4V5 6 4V5 C4 C06 C 0 1 N N S 10.480 -11.401 32.697 -4.244 1.105 -0.059 C4 4V5 7 4V5 N2 N07 N 0 1 N N N 7.164 -11.246 34.483 -0.533 0.404 0.242 N2 4V5 8 4V5 O4 O08 O 0 1 N N N 11.731 -11.965 33.132 -5.109 2.003 0.640 O4 4V5 9 4V5 O3 O09 O 0 1 N N N 9.193 -13.215 33.628 -2.365 2.621 0.114 O3 4V5 10 4V5 C6 C10 C 0 1 N N N 11.696 -9.446 31.596 -6.093 -0.555 -0.326 C6 4V5 11 4V5 O1 O11 O 0 1 N Y N 8.576 -9.117 34.375 -2.367 -1.393 1.413 O1 4V5 12 4V5 O6 O12 O 0 1 N N N 11.247 -9.805 30.260 -6.541 -1.865 0.029 O6 4V5 13 4V5 C13 C13 C 0 1 N N N 5.852 -10.946 34.407 0.510 0.013 -0.517 C13 4V5 14 4V5 C14 C14 C 0 1 N N N 5.022 -11.142 35.668 1.915 0.142 0.011 C14 4V5 15 4V5 O15 O15 O 0 1 N N N 5.339 -10.532 33.353 0.317 -0.442 -1.624 O15 4V5 16 4V5 C16 C16 C 0 1 N N N 3.958 -12.268 35.535 2.903 -0.369 -1.040 C16 4V5 17 4V5 C17 C17 C 0 1 Y N N 2.789 -11.842 34.647 4.309 -0.240 -0.512 C17 4V5 18 4V5 C18 C18 C 0 1 Y N N 2.093 -12.819 33.926 4.879 -1.282 0.195 C18 4V5 19 4V5 C19 C19 C 0 1 Y N N 1.002 -12.455 33.098 6.163 -1.162 0.690 C19 4V5 20 4V5 C20 C20 C 0 1 Y N N 0.623 -11.114 33.010 6.887 -0.001 0.461 C20 4V5 21 4V5 C22 C22 C 0 1 Y N N 2.407 -10.494 34.549 5.027 0.921 -0.737 C22 4V5 22 4V5 O23 O23 O 0 1 N N N -0.454 -10.764 32.190 8.155 0.115 0.937 O23 4V5 23 4V5 H1A H1 H 0 1 N N N 1.028 -9.098 33.652 6.876 1.948 -0.430 H1A 4V5 24 4V5 H3 H2 H 0 1 N N N 9.724 -11.480 34.655 -2.761 1.146 1.506 H3 4V5 25 4V5 H2 H3 H 0 1 N N N 7.629 -11.498 32.442 -1.904 0.463 -1.345 H2 4V5 26 4V5 H1 H4 H 0 1 N N N 7.319 -9.148 32.815 -1.809 -1.860 -0.521 H1 4V5 27 4V5 H5 H5 H 0 1 N N N 10.920 -9.517 33.631 -4.663 -0.526 1.286 H5 4V5 28 4V5 H4 H6 H 0 1 N N N 10.228 -11.773 31.693 -4.298 1.307 -1.129 H4 4V5 29 4V5 HN21 H7 H 0 0 N N N 7.528 -11.600 35.345 -0.379 0.768 1.128 HN21 4V5 30 4V5 HO4 H8 H 0 1 N Y N 11.656 -12.911 33.169 -6.039 1.932 0.384 HO4 4V5 31 4V5 HO3 H9 H 0 1 N Y N 8.502 -13.440 34.240 -2.896 3.319 0.522 HO3 4V5 32 4V5 H61 H10 H 0 1 N N N 12.644 -9.959 31.816 -6.764 0.188 0.106 H61 4V5 33 4V5 H62 H11 H 0 1 N N N 11.847 -8.358 31.653 -6.089 -0.453 -1.411 H62 4V5 34 4V5 HO1 H12 H 0 1 N Y N 7.880 -9.323 34.988 -2.684 -2.271 1.663 HO1 4V5 35 4V5 HO6 H13 H 0 1 N Y N 11.902 -9.543 29.624 -7.434 -2.072 -0.281 HO6 4V5 36 4V5 H14 H14 H 0 1 N N N 5.700 -11.398 36.496 2.127 1.189 0.230 H14 4V5 37 4V5 H15 H15 H 0 1 N N N 4.505 -10.198 35.896 2.017 -0.448 0.922 H15 4V5 38 4V5 H16 H16 H 0 1 N N N 3.574 -12.515 36.536 2.692 -1.415 -1.259 H16 4V5 39 4V5 H17 H17 H 0 1 N N N 4.434 -13.157 35.095 2.802 0.221 -1.951 H17 4V5 40 4V5 H18 H18 H 0 1 N N N 2.389 -13.855 34.001 4.316 -2.187 0.369 H18 4V5 41 4V5 H19 H19 H 0 1 N N N 0.468 -13.209 32.539 6.608 -1.976 1.243 H19 4V5 42 4V5 H20 H20 H 0 1 N N N 2.944 -9.737 35.101 4.579 1.733 -1.290 H20 4V5 43 4V5 H21 H21 H 0 1 N N N -0.592 -9.825 32.232 8.835 -0.195 0.323 H21 4V5 44 # # 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 4V5 O6 C6 SING N N 1 4V5 C6 C5 SING N N 2 4V5 O23 C20 SING N N 3 4V5 O5 C5 SING N N 4 4V5 O5 C1 SING N N 5 4V5 C5 C4 SING N N 6 4V5 C4 O4 SING N N 7 4V5 C4 C3 SING N N 8 4V5 C20 C19 DOUB Y N 9 4V5 C20 C21 SING Y N 10 4V5 C19 C18 SING Y N 11 4V5 C1 C2 SING N N 12 4V5 C1 O1 SING N N 13 4V5 O15 C13 DOUB N N 14 4V5 C2 C3 SING N N 15 4V5 C2 N2 SING N N 16 4V5 O3 C3 SING N N 17 4V5 C21 C22 DOUB Y N 18 4V5 C18 C17 DOUB Y N 19 4V5 C13 N2 SING N N 20 4V5 C13 C14 SING N N 21 4V5 C22 C17 SING Y N 22 4V5 C17 C16 SING N N 23 4V5 C16 C14 SING N N 24 4V5 C21 H1A SING N N 25 4V5 C3 H3 SING N N 26 4V5 C2 H2 SING N N 27 4V5 C1 H1 SING N N 28 4V5 C5 H5 SING N N 29 4V5 C4 H4 SING N N 30 4V5 N2 HN21 SING N N 31 4V5 O4 HO4 SING N N 32 4V5 O3 HO3 SING N N 33 4V5 C6 H61 SING N N 34 4V5 C6 H62 SING N N 35 4V5 O1 HO1 SING N N 36 4V5 O6 HO6 SING N N 37 4V5 C14 H14 SING N N 38 4V5 C14 H15 SING N N 39 4V5 C16 H16 SING N N 40 4V5 C16 H17 SING N N 41 4V5 C18 H18 SING N N 42 4V5 C19 H19 SING N N 43 4V5 C22 H20 SING N N 44 4V5 O23 H21 SING N N 45 # # 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 4V5 SMILES ACDLabs 12.01 "c2cc(CCC(NC1C(C(C(OC1O)CO)O)O)=O)ccc2O" 4V5 InChI InChI 1.03 "InChI=1S/C15H21NO7/c17-7-10-13(20)14(21)12(15(22)23-10)16-11(19)6-3-8-1-4-9(18)5-2-8/h1-2,4-5,10,12-15,17-18,20-22H,3,6-7H2,(H,16,19)/t10-,12-,13-,14-,15+/m1/s1" 4V5 InChIKey InChI 1.03 WKSQEORRFJBWEH-GZENYHORSA-N 4V5 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](O)[C@H](NC(=O)CCc2ccc(O)cc2)[C@@H](O)[C@@H]1O" 4V5 SMILES CACTVS 3.385 "OC[CH]1O[CH](O)[CH](NC(=O)CCc2ccc(O)cc2)[CH](O)[CH]1O" 4V5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCC(=O)N[C@@H]2[C@H]([C@@H]([C@H](O[C@@H]2O)CO)O)O)O" 4V5 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCC(=O)NC2C(C(C(OC2O)CO)O)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 4V5 "SYSTEMATIC NAME" ACDLabs 12.01 "2-deoxy-2-{[3-(4-hydroxyphenyl)propanoyl]amino}-alpha-D-glucopyranose" 4V5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]-3-(4-hydroxyphenyl)propanamide" # _pdbx_chem_comp_related.comp_id 4V5 _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 4V5 C3 PA1 C3 "Carbohydrate core" 2 4V5 C2 PA1 C2 "Carbohydrate core" 3 4V5 C1 PA1 C1 "Carbohydrate core" 4 4V5 C5 PA1 C5 "Carbohydrate core" 5 4V5 C4 PA1 C4 "Carbohydrate core" 6 4V5 C6 PA1 C6 "Carbohydrate core" 7 4V5 N2 PA1 N2 "Carbohydrate core" 8 4V5 O5 PA1 O5 "Carbohydrate core" 9 4V5 O4 PA1 O4 "Carbohydrate core" 10 4V5 O3 PA1 O3 "Carbohydrate core" 11 4V5 O1 PA1 O1 "Carbohydrate core" 12 4V5 O6 PA1 O6 "Carbohydrate core" 13 4V5 H61 PA1 H61 "Carbohydrate core" 14 4V5 H62 PA1 H62 "Carbohydrate core" 15 4V5 HO1 PA1 HO1 "Carbohydrate core" 16 4V5 HO6 PA1 HO6 "Carbohydrate core" 17 4V5 H3 PA1 H3 "Carbohydrate core" 18 4V5 H2 PA1 H2 "Carbohydrate core" 19 4V5 H1 PA1 H1 "Carbohydrate core" 20 4V5 H5 PA1 H5 "Carbohydrate core" 21 4V5 H4 PA1 H4 "Carbohydrate core" 22 4V5 HN21 PA1 HN21 "Carbohydrate core" 23 4V5 HO4 PA1 HO4 "Carbohydrate core" 24 4V5 HO3 PA1 HO3 "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 4V5 "CARBOHYDRATE ISOMER" D PDB ? 4V5 "CARBOHYDRATE RING" pyranose PDB ? 4V5 "CARBOHYDRATE ANOMER" alpha PDB ? 4V5 "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 4V5 "Create component" 2015-06-04 RCSB 4V5 "Initial release" 2015-06-17 RCSB 4V5 "Other modification" 2020-07-03 RCSB 4V5 "Modify parent residue" 2020-07-17 RCSB 4V5 "Modify synonyms" 2020-07-17 RCSB 4V5 "Modify internal type" 2020-07-17 RCSB 4V5 "Modify linking type" 2020-07-17 RCSB 4V5 "Modify atom id" 2020-07-17 RCSB 4V5 "Modify component atom id" 2020-07-17 RCSB 4V5 "Modify leaving atom flag" 2020-07-17 RCSB ##