data_5L2 # _chem_comp.id 5L2 _chem_comp.name ;methyl (2S,4R)-1-[(2S,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]sulfonyl-4-sulfamoyloxy-pyrrolidine-2-carb oxylate ; _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H24 N2 O13 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-16 _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 492.476 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5L2 _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 4ZX0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 5L2 C1 C1 C 0 1 N N S -2.112 5.275 11.985 -0.766 0.984 0.162 C1 5L2 1 5L2 C2 C2 C 0 1 N N R -0.775 5.895 11.933 -0.261 0.920 -1.282 C2 5L2 2 5L2 C3 C3 C 0 1 N N R 0.199 5.152 11.081 -1.020 -0.178 -2.032 C3 5L2 3 5L2 C4 C4 C 0 1 N N S -0.008 3.746 10.672 -2.522 0.111 -1.954 C4 5L2 4 5L2 C5 C5 C 0 1 N N S -1.105 3.043 11.463 -2.940 0.205 -0.484 C5 5L2 5 5L2 C6 C6 C 0 1 N N N -1.369 1.716 11.160 -4.427 0.553 -0.398 C6 5L2 6 5L2 O2 O2 O 0 1 N N N -0.844 7.345 11.664 -0.484 2.178 -1.922 O2 5L2 7 5L2 O3 O3 O 0 1 N N N 1.056 5.855 10.159 -0.607 -0.195 -3.400 O3 5L2 8 5L2 O4 O4 O 0 1 N N N 0.159 3.416 9.327 -2.806 1.347 -2.612 O4 5L2 9 5L2 O6 O6 O 0 1 N N N -2.611 1.399 11.702 -4.850 0.531 0.991 O6 5L2 10 5L2 CAZ CAZ C 0 1 N N N -3.383 0.486 11.003 -6.157 0.717 1.234 CAZ 5L2 11 5L2 OAG OAG O 0 1 N N N -3.221 0.287 9.867 -6.908 0.982 0.325 OAG 5L2 12 5L2 CAB CAB C 0 1 N N N -4.431 -0.242 11.844 -6.687 0.594 2.639 CAB 5L2 13 5L2 O5 O5 O 0 1 N N N -2.155 3.872 12.090 -2.174 1.224 0.162 O5 5L2 14 5L2 SBN SBN S 0 1 N N N -2.881 5.778 13.576 -0.420 -0.591 0.994 SBN 5L2 15 5L2 OAN OAN O 0 1 N N N -1.817 5.815 14.692 -0.597 -0.463 2.398 OAN 5L2 16 5L2 OAO OAO O 0 1 N N N -3.473 7.143 13.182 -1.002 -1.671 0.277 OAO 5L2 17 5L2 N N N 0 1 N N N -3.937 4.921 13.968 1.211 -0.808 0.806 N 5L2 18 5L2 CD1 CD1 C 0 1 N N N -3.727 3.906 14.562 2.260 -0.203 1.646 CD1 5L2 19 5L2 CG CG C 0 1 N N R -5.173 3.140 14.586 3.523 -0.181 0.749 CG 5L2 20 5L2 OD2 OD2 O 0 1 N N N -4.983 1.709 15.096 3.497 0.936 -0.143 OD2 5L2 21 5L2 SBM SBM S 0 1 N N N -5.687 1.049 16.481 4.260 2.151 0.363 SBM 5L2 22 5L2 OAL OAL O 0 1 N N N -4.797 1.576 17.579 4.020 3.194 -0.571 OAL 5L2 23 5L2 OAM OAM O 0 1 N N N -7.181 1.370 16.665 3.962 2.264 1.748 OAM 5L2 24 5L2 NAF NAF N 0 1 N N N -5.255 -0.496 16.473 5.874 1.794 0.261 NAF 5L2 25 5L2 CB CB C 0 1 N N N -5.525 3.256 13.479 3.378 -1.516 -0.027 CB 5L2 26 5L2 CA CA C 0 1 N N S -5.047 4.657 13.034 1.852 -1.641 -0.222 CA 5L2 27 5L2 C C C 0 1 N N N -6.149 5.668 13.183 1.426 -3.077 -0.057 C 5L2 28 5L2 O O O 0 1 N N N -6.622 5.829 14.198 0.664 -3.383 0.829 O 5L2 29 5L2 OAS OAS O 0 1 N N N -6.476 6.396 12.066 1.895 -4.016 -0.894 OAS 5L2 30 5L2 CAA CAA C 0 1 N N N -7.336 7.468 12.182 1.443 -5.379 -0.675 CAA 5L2 31 5L2 H1 H1 H 0 1 N N N -2.760 5.655 11.181 -0.259 1.792 0.689 H1 5L2 32 5L2 H2 H2 H 0 1 N N N -0.379 5.811 12.956 0.806 0.694 -1.285 H2 5L2 33 5L2 H3 H3 H 0 1 N N N 0.951 4.962 11.861 -0.810 -1.145 -1.574 H3 5L2 34 5L2 H4 H4 H 0 1 N N N 0.882 3.276 11.117 -3.074 -0.696 -2.438 H4 5L2 35 5L2 H5 H5 H 0 1 N N N -0.514 2.866 12.374 -2.761 -0.751 0.007 H5 5L2 36 5L2 H61 H6 H 0 1 N N N -1.390 1.577 10.069 -4.593 1.547 -0.813 H61 5L2 37 5L2 H62 H7 H 0 1 N N N -0.593 1.070 11.597 -5.005 -0.178 -0.965 H62 5L2 38 5L2 HO2 H8 H 0 1 N Y N 0.035 7.705 11.639 -0.188 2.210 -2.842 HO2 5L2 39 5L2 HO3 H9 H 0 1 N Y N 1.608 5.232 9.701 -1.049 -0.868 -3.936 HO3 5L2 40 5L2 HO4 H10 H 0 1 N Y N -0.003 2.488 9.206 -2.562 1.360 -3.547 HO4 5L2 41 5L2 H11 H11 H 0 1 N N N -4.979 -0.955 11.211 -6.261 1.383 3.258 H11 5L2 42 5L2 H12 H12 H 0 1 N N N -3.933 -0.785 12.661 -7.773 0.689 2.627 H12 5L2 43 5L2 H13 H13 H 0 1 N N N -5.135 0.490 12.266 -6.412 -0.378 3.048 H13 5L2 44 5L2 H16 H16 H 0 1 N N N -2.973 3.298 14.040 1.980 0.810 1.933 H16 5L2 45 5L2 H17 H17 H 0 1 N N N -5.803 3.676 15.311 4.431 -0.175 1.352 H17 5L2 46 5L2 H18 H18 H 0 1 N N N -5.641 -0.955 17.274 6.519 2.502 0.108 H18 5L2 47 5L2 H19 H19 H 0 1 N N N -5.597 -0.933 15.641 6.175 0.876 0.353 H19 5L2 48 5L2 H20 H20 H 0 1 N N N -5.071 2.477 12.848 3.888 -1.461 -0.989 H20 5L2 49 5L2 H21 H21 H 0 1 N N N -6.621 3.186 13.416 3.756 -2.349 0.565 H21 5L2 50 5L2 H22 H22 H 0 1 N N N -4.690 4.622 11.994 1.576 -1.282 -1.214 H22 5L2 51 5L2 H23 H23 H 0 1 N N N -7.483 7.929 11.194 1.737 -5.703 0.323 H23 5L2 52 5L2 H24 H24 H 0 1 N N N -8.304 7.121 12.572 0.357 -5.420 -0.766 H24 5L2 53 5L2 H25 H25 H 0 1 N N N -6.907 8.209 12.872 1.895 -6.035 -1.418 H25 5L2 54 5L2 H14 H14 H 0 1 N N N -3.382 4.118 15.585 2.436 -0.814 2.532 H14 5L2 55 # # 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 5L2 C1 C2 SING N N 1 5L2 C1 O5 SING N N 2 5L2 C1 SBN SING N N 3 5L2 C2 C3 SING N N 4 5L2 C2 O2 SING N N 5 5L2 C3 C4 SING N N 6 5L2 C3 O3 SING N N 7 5L2 C4 C5 SING N N 8 5L2 C4 O4 SING N N 9 5L2 C5 C6 SING N N 10 5L2 C5 O5 SING N N 11 5L2 C6 O6 SING N N 12 5L2 O6 CAZ SING N N 13 5L2 CAZ OAG DOUB N N 14 5L2 CAZ CAB SING N N 15 5L2 SBN OAN DOUB N N 16 5L2 SBN OAO DOUB N N 17 5L2 SBN N SING N N 18 5L2 N CD1 SING N N 19 5L2 N CA SING N N 20 5L2 CD1 CG SING N N 21 5L2 CG OD2 SING N N 22 5L2 CG CB SING N N 23 5L2 OD2 SBM SING N N 24 5L2 SBM OAL DOUB N N 25 5L2 SBM OAM DOUB N N 26 5L2 SBM NAF SING N N 27 5L2 CB CA SING N N 28 5L2 CA C SING N N 29 5L2 C O DOUB N N 30 5L2 C OAS SING N N 31 5L2 OAS CAA SING N N 32 5L2 C1 H1 SING N N 33 5L2 C2 H2 SING N N 34 5L2 C3 H3 SING N N 35 5L2 C4 H4 SING N N 36 5L2 C5 H5 SING N N 37 5L2 C6 H61 SING N N 38 5L2 C6 H62 SING N N 39 5L2 O2 HO2 SING N N 40 5L2 O3 HO3 SING N N 41 5L2 O4 HO4 SING N N 42 5L2 CAB H11 SING N N 43 5L2 CAB H12 SING N N 44 5L2 CAB H13 SING N N 45 5L2 CD1 H16 SING N N 46 5L2 CG H17 SING N N 47 5L2 NAF H18 SING N N 48 5L2 NAF H19 SING N N 49 5L2 CB H20 SING N N 50 5L2 CB H21 SING N N 51 5L2 CA H22 SING N N 52 5L2 CAA H23 SING N N 53 5L2 CAA H24 SING N N 54 5L2 CAA H25 SING N N 55 5L2 CD1 H14 SING N N 56 # # 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 5L2 SMILES ACDLabs 12.01 "C1(C(C(C(C(COC(=O)C)O1)O)O)O)S(=O)(=O)N2CC(OS(=O)(=O)N)CC2C(=O)OC" 5L2 InChI InChI 1.03 "InChI=1S/C14H24N2O13S2/c1-6(17)27-5-9-10(18)11(19)12(20)14(28-9)30(22,23)16-4-7(29-31(15,24)25)3-8(16)13(21)26-2/h7-12,14,18-20H,3-5H2,1-2H3,(H2,15,24,25)/t7-,8+,9+,10-,11-,12-,14+/m1/s1" 5L2 InChIKey InChI 1.03 GRPKARGAWXJOSH-DASVEIIPSA-N 5L2 SMILES_CANONICAL CACTVS 3.385 "COC(=O)[C@@H]1C[C@H](CN1[S](=O)(=O)[C@@H]2O[C@@H](COC(C)=O)[C@@H](O)[C@@H](O)[C@H]2O)O[S](N)(=O)=O" 5L2 SMILES CACTVS 3.385 "COC(=O)[CH]1C[CH](CN1[S](=O)(=O)[CH]2O[CH](COC(C)=O)[CH](O)[CH](O)[CH]2O)O[S](N)(=O)=O" 5L2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)OC[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)S(=O)(=O)N2C[C@@H](C[C@H]2C(=O)OC)OS(=O)(=O)N)O)O)O" 5L2 SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)OCC1C(C(C(C(O1)S(=O)(=O)N2CC(CC2C(=O)OC)OS(=O)(=O)N)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 5L2 "SYSTEMATIC NAME" ACDLabs 12.01 ;methyl (2S,4R)-1-({(2S,3R,4R,5S,6S)-6-[(acetyloxy)methyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}sulfonyl)-4-(sulfamoyloxy)py rrolidine-2-carboxylate (non-preferred name) ; 5L2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 ;methyl (2S,4R)-1-[(2S,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]sulfonyl-4-sulfamoyloxy-pyrrolidine-2-carb oxylate ; # # 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 5L2 "CARBOHYDRATE ISOMER" D PDB ? 5L2 "CARBOHYDRATE RING" pyranose PDB ? 5L2 "CARBOHYDRATE ANOMER" beta PDB ? 5L2 "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 5L2 "Create component" 2015-10-16 RCSB 5L2 "Initial release" 2015-10-28 RCSB 5L2 "Other modification" 2020-07-03 RCSB 5L2 "Modify name" 2020-07-17 RCSB 5L2 "Modify internal type" 2020-07-17 RCSB 5L2 "Modify linking type" 2020-07-17 RCSB 5L2 "Modify atom id" 2020-07-17 RCSB 5L2 "Modify component atom id" 2020-07-17 RCSB 5L2 "Modify leaving atom flag" 2020-07-17 RCSB ##